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1591 Gulf Of Mexico Drive Unit 515, Longboat Key

Exceptional opportunity to be a resident at The St. Regis Longboat Key for under $3,000,000. Enter your private elevator into a dramatic living area with high ceilings and expansive glass featuring spectacular views of Sarasota Bay. The living area opens to a large outdoor terrace with a Wolf gas grill for easy entertainment. The chef’s kitchen is equipped Poggenpohl cabinetry, top-of-the-line Wolf and Sub-Zero appliances, including a gas cooktop, double ovens, microwave, large refrigerator and beverage center. If you don’t feel like cooking, just order room service from one of The St. Regis’s esteemed dining venues. The Earth finishes were curated by Marc Michaels Interior Design and were selected to remain timeless. The owner’s suite is luxurious and opens to the outdoor terrace for your morning coffee. Relax after a day at the beach or saltwater lagoon in the spa like bathroom boasting double vanities, water closet with Toto bidet toilet, soaking tub and oversize shower with seamless glass enclosure. The floor plan was altered to include two full bathrooms and is large enough to graciously accommodate overnight guests. A custom built owner’s suite closet and motorized blinds complete this beautiful residence. Nestled within the first branded residential community and ultra-luxe 5 star resort on the Gulf of Mexico. The Residences at The St. Regis Longboat Key blend legendary service with the allure of a seaside getaway. Spanning over 17 acres with 800 feet of direct beachfront, this community offers unparalleled amenities, including the signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in residence dining. Resident only amenities include a clubhouse, fitness center, pool/spa and beach area. Enjoy your private resident only amenities, while having access to all the resort has to offer. Live like you are on vacation all year round!

1 Beds ⋅ 2 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code

Exceptional opportunity to be a resident at The St. Regis Longboat Key for under $3,000,000. Enter your private elevator into a dramatic living area with high ceilings and expansive glass featuring spectacular views of Sarasota Bay. The living area opens to a large outdoor terrace with a Wolf gas grill for easy entertainment. The chef’s kitchen is equipped Poggenpohl cabinetry, top-of-the-line Wolf and Sub-Zero appliances, including a gas cooktop, double ovens, microwave, large refrigerator and beverage center. If you don’t feel like cooking, just order room service from one of The St. Regis’s esteemed dining venues. The Earth finishes were curated by Marc Michaels Interior Design and were selected to remain timeless. The owner’s suite is luxurious and opens to the outdoor terrace for your morning coffee. Relax after a day at the beach or saltwater lagoon in the spa like bathroom boasting double vanities, water closet with Toto bidet toilet, soaking tub and oversize shower with seamless glass enclosure. The floor plan was altered to include two full bathrooms and is large enough to graciously accommodate overnight guests. A custom built owner’s suite closet and motorized blinds complete this beautiful residence. Nestled within the first branded residential community and ultra-luxe 5 star resort on the Gulf of Mexico. The Residences at The St. Regis Longboat Key blend legendary service with the allure of a seaside getaway. Spanning over 17 acres with 800 feet of direct beachfront, this community offers unparalleled amenities, including the signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in residence dining. Resident only amenities include a clubhouse, fitness center, pool/spa and beach area. Enjoy your private resident only amenities, while having access to all the resort has to offer. Live like you are on vacation all year round!

1591 Gulf Of Mexico Drive Unit 515, Longboat Key

1591 Gulf Of Mexico Drive Unit 512, Longboat Key

$1,999,999

Fractional Ownership. FRACTIONAL OWNERSHIP AT THE ST. REGIS LONGBOAT KEY. Experience an extraordinary waterfront lifestyle with the opportunity to own a portion of a beautifully appointed private residence at one of Florida’s most prestigious luxury resorts. Located on the fifth floor of the Champagne building, Residence 512 offers 2,154 square feet of refined interior living space, two spacious bedrooms, two-and-a-half bathrooms, and an expansive private terrace overlooking the resort surroundings and Sarasota Bay. Thoughtfully designed for comfort and entertaining, the residence features an open living and dining area, floor-to-ceiling glass, and a beautifully equipped kitchen with Wolf and Sub-Zero appliances. The generous primary suite includes a luxurious bathroom with dual vanities, a soaking tub, and a separate walk-in shower. Offered fully furnished with Restoration Hardware interiors, the residence also features a private two-car garage and convenient elevator access. Ownership provides access to the exceptional amenities and personalized services of The St. Regis Longboat Key, including pristine Gulf beaches, resort-style pools, private residential amenities, fine dining, the St. Regis Spa, fitness facilities, and signature concierge and butler services. This distinctive fractional ownership opportunity allows buyers to enjoy the benefits of a luxury waterfront residence without the commitment of purchasing and maintaining an entire condominium. Ownership interests are offered in 30-day increments, with the opportunity to acquire multiple periods. An additional benefit is the inclusion of a St. Regis Resort Membership, providing year-round access to resort amenities without the customary membership initiation fee or annual dues, subject to the applicable membership terms. Discover a more flexible way to experience the elegance, service, and exceptional coastal lifestyle of The St. Regis Longboat Key.

2 Beds ⋅ 3 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code

Fractional Ownership. FRACTIONAL OWNERSHIP AT THE ST. REGIS LONGBOAT KEY. Experience an extraordinary waterfront lifestyle with the opportunity to own a portion of a beautifully appointed private residence at one of Florida’s most prestigious luxury resorts. Located on the fifth floor of the Champagne building, Residence 512 offers 2,154 square feet of refined interior living space, two spacious bedrooms, two-and-a-half bathrooms, and an expansive private terrace overlooking the resort surroundings and Sarasota Bay. Thoughtfully designed for comfort and entertaining, the residence features an open living and dining area, floor-to-ceiling glass, and a beautifully equipped kitchen with Wolf and Sub-Zero appliances. The generous primary suite includes a luxurious bathroom with dual vanities, a soaking tub, and a separate walk-in shower. Offered fully furnished with Restoration Hardware interiors, the residence also features a private two-car garage and convenient elevator access. Ownership provides access to the exceptional amenities and personalized services of The St. Regis Longboat Key, including pristine Gulf beaches, resort-style pools, private residential amenities, fine dining, the St. Regis Spa, fitness facilities, and signature concierge and butler services. This distinctive fractional ownership opportunity allows buyers to enjoy the benefits of a luxury waterfront residence without the commitment of purchasing and maintaining an entire condominium. Ownership interests are offered in 30-day increments, with the opportunity to acquire multiple periods. An additional benefit is the inclusion of a St. Regis Resort Membership, providing year-round access to resort amenities without the customary membership initiation fee or annual dues, subject to the applicable membership terms. Discover a more flexible way to experience the elegance, service, and exceptional coastal lifestyle of The St. Regis Longboat Key.

1591 Gulf Of Mexico Drive Unit 512, Longboat Key

455 Longboat Club Road Unit 402, Longboat Key

$2,000,000

Beachfront mornings begin with dazzling Gulf views on your oversized terrace, above the palms and close enough to see and hear the surf. Spacious, bright and airy, this renovated waterfront three-bedroom condominium lives much larger than its 2,400-plus square feet. Behind the guarded gates of the Longboat Key Club on the island’s southern tip, this peaceful enclave offers an enchanting beach with a rare feeling of privacy. Only minutes from St. Armands Circle, Bay Isles Publix shopping center, the St. Regis and downtown Sarasota’s celebrated arts and culture scene, yet it feels worlds away. The Pierre strikes a rare balance, intimate yet spacious, just 66 residences on nearly seven lush acres. The heated pool, spa, Har-Tru tennis courts, fitness center and beach feel surprisingly uncrowded, even at the height of season. Gulf views fill nearly every room. Evenings bring unforgettable sunsets, then twinkling views of the golf course, Sarasota Bay and city lights to the east. Two expansive balconies make indoor/outdoor living and entertaining easy. The guest room has beach views and its terrace access. A kitchen designed by a serious cook flows beautifully into the living areas, and the dual-aspect dining area offers Gulf and city views with direct access to both balconies, ideal for dinner parties. The flexible layout lets the 3rd bedroom serve as an office or formal dining room, and some owners have added a fourth bedroom! The Pierre’s spacious floor plans stand apart on Longboat Key, where most condominiums are smaller two-bedroom units as few offer this much space at this price. Three guest suites (two one-bedroom, one two-bedroom with large living room and kitchen) welcome overflow guests. Concierge, garage parking, deeded beach access and pet-friendly. Optional Longboat Key Club membership adds 45 holes of golf, tennis, pickleball, spa, fitness, dining, marina and private beach service. Year-round or lock-and-leave, this is so much more than a beach house. It feels like home.

3 Beds ⋅ 4 Baths ⋅ Pierre SubDv. ⋅ 34228 Zip Code

Beachfront mornings begin with dazzling Gulf views on your oversized terrace, above the palms and close enough to see and hear the surf. Spacious, bright and airy, this renovated waterfront three-bedroom condominium lives much larger than its 2,400-plus square feet. Behind the guarded gates of the Longboat Key Club on the island’s southern tip, this peaceful enclave offers an enchanting beach with a rare feeling of privacy. Only minutes from St. Armands Circle, Bay Isles Publix shopping center, the St. Regis and downtown Sarasota’s celebrated arts and culture scene, yet it feels worlds away. The Pierre strikes a rare balance, intimate yet spacious, just 66 residences on nearly seven lush acres. The heated pool, spa, Har-Tru tennis courts, fitness center and beach feel surprisingly uncrowded, even at the height of season. Gulf views fill nearly every room. Evenings bring unforgettable sunsets, then twinkling views of the golf course, Sarasota Bay and city lights to the east. Two expansive balconies make indoor/outdoor living and entertaining easy. The guest room has beach views and its terrace access. A kitchen designed by a serious cook flows beautifully into the living areas, and the dual-aspect dining area offers Gulf and city views with direct access to both balconies, ideal for dinner parties. The flexible layout lets the 3rd bedroom serve as an office or formal dining room, and some owners have added a fourth bedroom! The Pierre’s spacious floor plans stand apart on Longboat Key, where most condominiums are smaller two-bedroom units as few offer this much space at this price. Three guest suites (two one-bedroom, one two-bedroom with large living room and kitchen) welcome overflow guests. Concierge, garage parking, deeded beach access and pet-friendly. Optional Longboat Key Club membership adds 45 holes of golf, tennis, pickleball, spa, fitness, dining, marina and private beach service. Year-round or lock-and-leave, this is so much more than a beach house. It feels like home.

455 Longboat Club Road Unit 402, Longboat Key

2185 Gulf Of Mexico Drive Unit 243, Longboat Key

$2,095,000

Enjoy sweeping views of the Gulf and its beautiful sandy beaches from this spacious penthouse residence at Villa di Lancia, an exclusive Gulf-front condominium community on Longboat Key. With just 38 residences set within approximately seven acres of beautifully landscaped grounds and 400 feet of beachfront, Villa di Lancia offers a level of privacy and exclusivity that is increasingly difficult to find. This three-bedroom, three-bath residence offers 2,445 square feet of living space, soaring 9'9" ceilings, and an expansive floor plan designed to take full advantage of its exceptional coastal setting. The main living and dining areas open onto a 195-square-foot balcony directly overlooking the Gulf, with a generous, covered area for shaded outdoor enjoyment. The primary suite also enjoys beautiful Gulf and beach views, while the two additional bedrooms look east across the golf course toward Sarasota Bay and the downtown Sarasota skyline. The second bedroom features an ensuite bathroom and walk-in closet, while the third bedroom, currently configured as a den, can easily be returned to its original use. Owned and meticulously maintained by the original owner, the residence is offered turnkey furnished and presents an excellent opportunity for a buyer to enjoy the property as it is or introduce their own design preferences over time. Interior features include a natural gas fireplace, solid-core doors, wood cabinetry, stone countertops, and a well-appointed kitchen with Shaker-style cabinetry, granite counters, a central island with pull-out drawers, and a built-in planning desk. The generous proportions and flexible floor plan provide considerable scope for those wishing to create a more contemporary interior. Villa di Lancia is a gated, beachfront community with a staffed gatehouse, direct beach access, a heated Olympic-length swimming pool and spa, Har-Tru tennis courts also marked for pickleball, a fitness center, sauna, and clubhouse. Onsite management and maintenance services complement the beautifully maintained grounds and extensive amenities. The residence also includes tandem garage parking accommodating two vehicles, a private storage unit, and access to an onsite EV charging station. Ideally located on the southern end of Longboat Key, Villa di Lancia is convenient to the restaurants and boutiques of St. Armands Circle, downtown Sarasota's cultural attractions, and the area's renowned boating, golf, and recreational opportunities. An exceptional opportunity to own a generously proportioned Gulf-front penthouse in one of Longboat Key's most established and intimate beachfront communities. This unit has one assigned parking space which is deep enough to fit two vehicles and a private storage unit. EV charging station on site.

3 Beds ⋅ 3 Baths ⋅ Villa Di Lancia SubDv. ⋅ 34228 Zip Code

Enjoy sweeping views of the Gulf and its beautiful sandy beaches from this spacious penthouse residence at Villa di Lancia, an exclusive Gulf-front condominium community on Longboat Key. With just 38 residences set within approximately seven acres of beautifully landscaped grounds and 400 feet of beachfront, Villa di Lancia offers a level of privacy and exclusivity that is increasingly difficult to find. This three-bedroom, three-bath residence offers 2,445 square feet of living space, soaring 9'9" ceilings, and an expansive floor plan designed to take full advantage of its exceptional coastal setting. The main living and dining areas open onto a 195-square-foot balcony directly overlooking the Gulf, with a generous, covered area for shaded outdoor enjoyment. The primary suite also enjoys beautiful Gulf and beach views, while the two additional bedrooms look east across the golf course toward Sarasota Bay and the downtown Sarasota skyline. The second bedroom features an ensuite bathroom and walk-in closet, while the third bedroom, currently configured as a den, can easily be returned to its original use. Owned and meticulously maintained by the original owner, the residence is offered turnkey furnished and presents an excellent opportunity for a buyer to enjoy the property as it is or introduce their own design preferences over time. Interior features include a natural gas fireplace, solid-core doors, wood cabinetry, stone countertops, and a well-appointed kitchen with Shaker-style cabinetry, granite counters, a central island with pull-out drawers, and a built-in planning desk. The generous proportions and flexible floor plan provide considerable scope for those wishing to create a more contemporary interior. Villa di Lancia is a gated, beachfront community with a staffed gatehouse, direct beach access, a heated Olympic-length swimming pool and spa, Har-Tru tennis courts also marked for pickleball, a fitness center, sauna, and clubhouse. Onsite management and maintenance services complement the beautifully maintained grounds and extensive amenities. The residence also includes tandem garage parking accommodating two vehicles, a private storage unit, and access to an onsite EV charging station. Ideally located on the southern end of Longboat Key, Villa di Lancia is convenient to the restaurants and boutiques of St. Armands Circle, downtown Sarasota's cultural attractions, and the area's renowned boating, golf, and recreational opportunities. An exceptional opportunity to own a generously proportioned Gulf-front penthouse in one of Longboat Key's most established and intimate beachfront communities. This unit has one assigned parking space which is deep enough to fit two vehicles and a private storage unit. EV charging station on site.

2185 Gulf Of Mexico Drive Unit 243, Longboat Key

4330 Falmouth Drive Unit 107, Longboat Key

$399,000

First time on the market in 25 years with OWNER FINANCING AVAILABLE, 40% down, 5.5% interest on balloon note or amortization, all negotiable. This turnkey, first-floor, two-bedroom, two-full-bath condominium in gated Longboat Harbour has hosted a lifetime of memories and is ready for its next chapter. Freshly painted and move-in ready, it opens through a glass-enclosed lanai straight onto the lawn and harbor, with boats docked a short distance away and Sarasota Bay beyond. Tile floors, plantation shutters and a bright kitchen with a pass-through to the dining area keep life easy. Being on the ground floor, you skip the elevator and stairs and enter right out to the pool, your covered parking and the path to the beach. Owners report no flood damage in their 25 years of ownership. Amenities include heated pools, a fitness center, a sauna, billiards and game rooms, a clubhouse, a putting green, shuffleboard, a fishing pier, grills, kayak storage and a private Gulf-side beach house across Gulf of Mexico Drive with parking, restrooms, showers and gear storage. Bayside sunrises, Gulf sunsets, Publix and dining nearby and SRQ about 13 miles. Owner financing is available; ask for the terms. Quick close is possible. Approximately $15,000 in 2027 rental bookings are already in place, according to the current owner.

2 Beds ⋅ 2 Baths ⋅ Longboat Harbour North SubDv. ⋅ 34228 Zip Code

First time on the market in 25 years with OWNER FINANCING AVAILABLE, 40% down, 5.5% interest on balloon note or amortization, all negotiable. This turnkey, first-floor, two-bedroom, two-full-bath condominium in gated Longboat Harbour has hosted a lifetime of memories and is ready for its next chapter. Freshly painted and move-in ready, it opens through a glass-enclosed lanai straight onto the lawn and harbor, with boats docked a short distance away and Sarasota Bay beyond. Tile floors, plantation shutters and a bright kitchen with a pass-through to the dining area keep life easy. Being on the ground floor, you skip the elevator and stairs and enter right out to the pool, your covered parking and the path to the beach. Owners report no flood damage in their 25 years of ownership. Amenities include heated pools, a fitness center, a sauna, billiards and game rooms, a clubhouse, a putting green, shuffleboard, a fishing pier, grills, kayak storage and a private Gulf-side beach house across Gulf of Mexico Drive with parking, restrooms, showers and gear storage. Bayside sunrises, Gulf sunsets, Publix and dining nearby and SRQ about 13 miles. Owner financing is available; ask for the terms. Quick close is possible. Approximately $15,000 in 2027 rental bookings are already in place, according to the current owner.

4330 Falmouth Drive Unit 107, Longboat Key

2110 Harbourside Drive Unit 523, Longboat Key

$628,000

Best value with SRQ Bay Views- great location. 3 bedrooms. Discover a relaxed island lifestyle at The Atrium in Bay Isles, where expansive water views and a generous, comfortable floor plan meet in this three-bedroom, two-bath residence. With 2,031 square feet of living space, this home offers room to gather and enjoy Longboat Key's natural beauty. A broad wraparound, covered balcony extends the living space outdoors and frames sweeping views across Sarasota Bay and the surrounding waterways. Start the day with coffee as the light moves across the water, or settle in at day’s end to watch the colors shift over the bay. The balcony’s generous proportions create multiple places to dine, read, or simply take in the coastal setting. Inside, the open living and dining area is designed for easy everyday living and entertaining. High ceilings, an open floor plan, and a wall of windows bring in natural light and keep the water view in focus. The spacious kitchen offers abundant cabinetry, stainless steel appliances, and a double oven, with plenty of room to prepare a casual breakfast or host a dinner with friends. A separate laundry room adds convenience. The primary suite provides a peaceful retreat, with a walk-in closet and a private bath. Two additional bedrooms offer flexibility for guests, a home office, or hobbies, while the second full bath serves both visitors and residents. Offered with furnishings negotiable, the residence gives its next owner the opportunity to make the space their own. The Atrium’s amenities support an active, easygoing island routine. Residents enjoy a gated setting with elevator access, a fitness center, a community pool, and tennis courts. Deeded beach access makes it easy to spend time on the Gulf of Mexico, while the community’s bayfront setting offers a different perspective on the island’s waters. A one-car garage and guest parking provide practical convenience. Located within Bay Isles on Longboat Key, the property is close to the island’s beaches, golf, boating, dining, and shopping. St. Armands Circle and downtown Sarasota are close, with restaurants, boutiques, cultural attractions, and waterfront events within reach. Whether you are looking for a full-time island home, a seasonal escape, or a place to enjoy between travels, this residence offers generous space, memorable bay views, and access to the best of the Longboat Key lifestyle.

3 Beds ⋅ 2 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code

Best value with SRQ Bay Views- great location. 3 bedrooms. Discover a relaxed island lifestyle at The Atrium in Bay Isles, where expansive water views and a generous, comfortable floor plan meet in this three-bedroom, two-bath residence. With 2,031 square feet of living space, this home offers room to gather and enjoy Longboat Key's natural beauty. A broad wraparound, covered balcony extends the living space outdoors and frames sweeping views across Sarasota Bay and the surrounding waterways. Start the day with coffee as the light moves across the water, or settle in at day’s end to watch the colors shift over the bay. The balcony’s generous proportions create multiple places to dine, read, or simply take in the coastal setting. Inside, the open living and dining area is designed for easy everyday living and entertaining. High ceilings, an open floor plan, and a wall of windows bring in natural light and keep the water view in focus. The spacious kitchen offers abundant cabinetry, stainless steel appliances, and a double oven, with plenty of room to prepare a casual breakfast or host a dinner with friends. A separate laundry room adds convenience. The primary suite provides a peaceful retreat, with a walk-in closet and a private bath. Two additional bedrooms offer flexibility for guests, a home office, or hobbies, while the second full bath serves both visitors and residents. Offered with furnishings negotiable, the residence gives its next owner the opportunity to make the space their own. The Atrium’s amenities support an active, easygoing island routine. Residents enjoy a gated setting with elevator access, a fitness center, a community pool, and tennis courts. Deeded beach access makes it easy to spend time on the Gulf of Mexico, while the community’s bayfront setting offers a different perspective on the island’s waters. A one-car garage and guest parking provide practical convenience. Located within Bay Isles on Longboat Key, the property is close to the island’s beaches, golf, boating, dining, and shopping. St. Armands Circle and downtown Sarasota are close, with restaurants, boutiques, cultural attractions, and waterfront events within reach. Whether you are looking for a full-time island home, a seasonal escape, or a place to enjoy between travels, this residence offers generous space, memorable bay views, and access to the best of the Longboat Key lifestyle.

2110 Harbourside Drive Unit 523, Longboat Key

5320 Gulf Of Mexico Drive Unit 101, Longboat Key

$999,000

Rarely available within the intimate nine-residence bayfront community of Longboat Landing, this beautifully updated three-bedroom residence captures panoramic Sarasota Bay views and effortless waterfront living from its prized location on the north end of Longboat Key. Offered turnkey furnished and completely move-in ready, the getaway combines a refined coastal aesthetic with the rare convenience of on-site boat slips and docks (on a first-come basis) capable of accommodating up to a 26-foot vessel—creating an ideal opportunity for boating enthusiasts seeking immediate enjoyment. Spanning more than 1,300 square feet, the open-concept layout is filled with natural light and designed to maximize the calming bayfront setting. Contemporary wood-grain tile flooring flows throughout the residence, while crown molding, high ceilings, and chic modern finishes enhance the interiors. An extended foyer hallway leads to the sunlit great room, where walls of impact-rated floor-to-ceiling pocketing sliders open completely to the screened bayfront terrace, creating a seamless indoor-outdoor connection framed by sparkling blue water views. The granite kitchen overlooks the main living spaces and was thoughtfully designed for both entertaining and everyday living. Features include a wraparound breakfast bar, informal dining area, solid-wood cabinetry, granite countertops and backsplash, stainless steel appliances, and generous prep space. Recent upgrades provide added peace of mind, including a 2024 A/C replacement, 2023 Hardi Plank siding installation, impact-rated windows and sliding doors throughout, kitchen and bath renovations, updated finishes, ductwork modifications, and a newer roof. The primary suite is positioned directly along the bayfront, offering tranquil water views and private terrace access. Two additional guest bedrooms are arranged in a split plan for privacy, including one en-suite guest suite and a third bedroom currently utilized as a home office. Completing the residence are a private laundry room, two under-building parking spaces, and additional exterior storage. Outside, residents enjoy the relaxed waterfront lifestyle Longboat Landing is known for, with amenities including dock slips, fishing pier, heated community pool, and tennis court—all surrounded by lush tropical landscaping and Sarasota Bay vistas. Perfectly positioned along Gulf of Mexico Drive, this charming bayfront getaway is moments from Longboat Key’s renowned beaches, waterfront dining, boutique shopping, marinas, and scenic biking paths. St. Armands Circle and downtown Sarasota are just a short drive away, offering fine dining, galleries, theaters, Selby Gardens, and Sarasota’s vibrant cultural attractions. Rarely available, beautifully updated, and directly on Sarasota Bay, this residence offers an exceptional opportunity to embrace the best of Longboat Key waterfront living.

3 Beds ⋅ 2 Baths ⋅ Longboat Landing Condominium SubDv. ⋅ 34228 Zip Code

Rarely available within the intimate nine-residence bayfront community of Longboat Landing, this beautifully updated three-bedroom residence captures panoramic Sarasota Bay views and effortless waterfront living from its prized location on the north end of Longboat Key. Offered turnkey furnished and completely move-in ready, the getaway combines a refined coastal aesthetic with the rare convenience of on-site boat slips and docks (on a first-come basis) capable of accommodating up to a 26-foot vessel—creating an ideal opportunity for boating enthusiasts seeking immediate enjoyment. Spanning more than 1,300 square feet, the open-concept layout is filled with natural light and designed to maximize the calming bayfront setting. Contemporary wood-grain tile flooring flows throughout the residence, while crown molding, high ceilings, and chic modern finishes enhance the interiors. An extended foyer hallway leads to the sunlit great room, where walls of impact-rated floor-to-ceiling pocketing sliders open completely to the screened bayfront terrace, creating a seamless indoor-outdoor connection framed by sparkling blue water views. The granite kitchen overlooks the main living spaces and was thoughtfully designed for both entertaining and everyday living. Features include a wraparound breakfast bar, informal dining area, solid-wood cabinetry, granite countertops and backsplash, stainless steel appliances, and generous prep space. Recent upgrades provide added peace of mind, including a 2024 A/C replacement, 2023 Hardi Plank siding installation, impact-rated windows and sliding doors throughout, kitchen and bath renovations, updated finishes, ductwork modifications, and a newer roof. The primary suite is positioned directly along the bayfront, offering tranquil water views and private terrace access. Two additional guest bedrooms are arranged in a split plan for privacy, including one en-suite guest suite and a third bedroom currently utilized as a home office. Completing the residence are a private laundry room, two under-building parking spaces, and additional exterior storage. Outside, residents enjoy the relaxed waterfront lifestyle Longboat Landing is known for, with amenities including dock slips, fishing pier, heated community pool, and tennis court—all surrounded by lush tropical landscaping and Sarasota Bay vistas. Perfectly positioned along Gulf of Mexico Drive, this charming bayfront getaway is moments from Longboat Key’s renowned beaches, waterfront dining, boutique shopping, marinas, and scenic biking paths. St. Armands Circle and downtown Sarasota are just a short drive away, offering fine dining, galleries, theaters, Selby Gardens, and Sarasota’s vibrant cultural attractions. Rarely available, beautifully updated, and directly on Sarasota Bay, this residence offers an exceptional opportunity to embrace the best of Longboat Key waterfront living.

5320 Gulf Of Mexico Drive Unit 101, Longboat Key

3010 Grand Bay Boulevard Unit 416, Longboat Key

$2,495,000

An extraordinary waterfront lifestyle awaits at Grand Bay #416, offered updated and fully furnished with brand-new furnishings just installed throughout. Sweeping views of Sarasota Bay, the marina, and the golf course provide a spectacular backdrop for this beautifully appointed residence in coveted Building 4. Offering nearly 3,000 square feet of interior living and an impressive wraparound terrace, this exceptional Antigua floor plan combines the spaciousness of a private home with the convenience, security, and resort-style amenities of one of Longboat Key's premier waterfront communities. Thoughtfully furnished with a fresh, contemporary aesthetic, the residence is beautifully prepared for immediate enjoyment. A gracious entry foyer introduces an expansive, light-filled interior, where beautiful wood flooring, and walls of glass create a seamless connection to the surrounding waterfront scenery. The generous living and dining areas are designed for both comfortable everyday living and sophisticated entertaining, with a welcoming wet bar and stunning panoramic vistas across Sarasota Bay, the marina, manicured grounds, and neighboring waterways. Expansive sliding glass doors open to the remarkable wraparound terrace, extending the living spaces outdoors. The private terrace is a defining feature of this exceptional residence. With multiple areas for lounging, outdoor dining, and entertaining, this expansive retreat captures the beauty of Grand Bay's waterfront setting. Glass railings preserve the views, while the terrace's generous proportions create a wonderful extension of the home's interior living spaces. The modernized kitchen offers a clean, contemporary aesthetic with sleek cabinetry, stone countertops, built-in appliances, generous workspace, and the sunlit informal dining area surrounded by windows provides an inviting setting for casual meals while enjoying views of the surrounding landscape and marina. The thoughtfully designed split-bedroom layout provides exceptional privacy and flexibility. The spacious primary suite enjoys beautiful water views, a walk-in closet, and a completely updated en-suite bathroom. A generously sized guest bedroom with its own en-suite bath provides comfortable accommodations for family and friends, while the additional guest room offers flexibility for visitors, a home office, or a private retreat. A separate laundry room with plenty of built-in storage adds everyday convenience. Additional features include motorized storm shutters installed in 2018, one lobby-level, under-building parking space, and a private storage locker. Grand Bay offers an exceptional collection of amenities, including a gorgeous new clubhouse, fitness center, tennis courts, resort-style swimming pools, heated spa, and 24-hour gated security. Residents also enjoy access to the private Bay Isles Beach Club, adding a wonderful beachside dimension to the waterfront lifestyle. Ideally positioned on the southern end of Longboat Key, Grand Bay places the best of Sarasota's coastal lifestyle within easy reach. Nearby Longboat Key Club golf and marina facilities, waterfront dining, and island recreation complement convenient access to St. Armands Circle's boutiques and restaurants, the white sands of Longboat Key and Lido Beach, and Downtown Sarasota's celebrated arts, cultural attractions, theaters, and dining destinations.

3 Beds ⋅ 4 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code

An extraordinary waterfront lifestyle awaits at Grand Bay #416, offered updated and fully furnished with brand-new furnishings just installed throughout. Sweeping views of Sarasota Bay, the marina, and the golf course provide a spectacular backdrop for this beautifully appointed residence in coveted Building 4. Offering nearly 3,000 square feet of interior living and an impressive wraparound terrace, this exceptional Antigua floor plan combines the spaciousness of a private home with the convenience, security, and resort-style amenities of one of Longboat Key's premier waterfront communities. Thoughtfully furnished with a fresh, contemporary aesthetic, the residence is beautifully prepared for immediate enjoyment. A gracious entry foyer introduces an expansive, light-filled interior, where beautiful wood flooring, and walls of glass create a seamless connection to the surrounding waterfront scenery. The generous living and dining areas are designed for both comfortable everyday living and sophisticated entertaining, with a welcoming wet bar and stunning panoramic vistas across Sarasota Bay, the marina, manicured grounds, and neighboring waterways. Expansive sliding glass doors open to the remarkable wraparound terrace, extending the living spaces outdoors. The private terrace is a defining feature of this exceptional residence. With multiple areas for lounging, outdoor dining, and entertaining, this expansive retreat captures the beauty of Grand Bay's waterfront setting. Glass railings preserve the views, while the terrace's generous proportions create a wonderful extension of the home's interior living spaces. The modernized kitchen offers a clean, contemporary aesthetic with sleek cabinetry, stone countertops, built-in appliances, generous workspace, and the sunlit informal dining area surrounded by windows provides an inviting setting for casual meals while enjoying views of the surrounding landscape and marina. The thoughtfully designed split-bedroom layout provides exceptional privacy and flexibility. The spacious primary suite enjoys beautiful water views, a walk-in closet, and a completely updated en-suite bathroom. A generously sized guest bedroom with its own en-suite bath provides comfortable accommodations for family and friends, while the additional guest room offers flexibility for visitors, a home office, or a private retreat. A separate laundry room with plenty of built-in storage adds everyday convenience. Additional features include motorized storm shutters installed in 2018, one lobby-level, under-building parking space, and a private storage locker. Grand Bay offers an exceptional collection of amenities, including a gorgeous new clubhouse, fitness center, tennis courts, resort-style swimming pools, heated spa, and 24-hour gated security. Residents also enjoy access to the private Bay Isles Beach Club, adding a wonderful beachside dimension to the waterfront lifestyle. Ideally positioned on the southern end of Longboat Key, Grand Bay places the best of Sarasota's coastal lifestyle within easy reach. Nearby Longboat Key Club golf and marina facilities, waterfront dining, and island recreation complement convenient access to St. Armands Circle's boutiques and restaurants, the white sands of Longboat Key and Lido Beach, and Downtown Sarasota's celebrated arts, cultural attractions, theaters, and dining destinations.

3010 Grand Bay Boulevard Unit 416, Longboat Key

415 L Ambiance Drive Unit PH-F, Longboat Key

$12,995,000

Perched atop the coveted South Building at L’Ambiance behind the gates of the Longboat Key Club, this extraordinary beach-to-bay penthouse redefines luxury coastal living. Encompassing nearly 5,000 square feet of refined interior space and complemented by more than 3,600 square feet of wraparound terraces, this rare residence offers the scale and privacy of a waterfront estate paired with the convenience and security of one of Longboat Key’s most prestigious condominium communities. From sunrise over Sarasota Bay to spectacular sunsets melting into the Gulf of Mexico, panoramic water views create a breathtaking backdrop from nearly every room. Arrive via a private elevator that opens directly into your own grand foyer, where ornate wrought-iron double doors reveal a residence defined by architectural elegance and meticulous craftsmanship. Cathedral coffered ceilings, intricate millwork, crown molding, custom built-ins, designer lighting, and expansive walls of newer impact glass create a dramatic yet inviting atmosphere throughout. Travertine flooring flows seamlessly from room to room, while floor-to-ceiling glass sliders open to expansive terraces, blending indoor and outdoor living on an unprecedented scale. At the heart of the residence, the impressive 34-by-41-foot living room is framed by Gulf views and surrounded by multiple entertaining spaces, including formal and informal dining areas designed for both intimate gatherings and grand-scale events. The gourmet chef’s kitchen is beautifully appointed with custom designer cabinetry, stone countertops, decorative appliance panels, a Wolf induction cooktop, oversized island, walk-in pantry, and generous workspace for effortless entertaining. Occupying its own private wing, the primary suite is a sanctuary. A private vestibule leads to a spacious lounge area, dual walk-in closets, and spa-inspired his-and-her bathrooms featuring custom vanities, stone finishes, soaking tub, separate shower, and abundant storage. Floor-to-ceiling glass opens directly to the terrace, where sweeping Gulf views create an ever-changing panorama. Two additional guest suites offer en-suite baths and walk-in closets, while a fourth bedroom—currently configured as a charming bunkroom—provides flexibility for family and guests. A spacious study can easily serve as a fifth sleeping area or executive home office. The outdoor living experience is simply unmatched. Expansive terraces wrap around the residence, creating multiple venues for dining, entertaining, and relaxation while capturing unobstructed views stretching from the Gulf shoreline across Sarasota Bay, the Longboat Key Club golf courses, and the downtown Sarasota skyline. L’Ambiance is widely regarded as one of Longboat Key’s premier beachfront addresses, offering residents exceptional amenities including 24-hour gated security, concierge services, on-site management, a recently renovated lobby and clubhouse, social rooms, fitness center, tennis courts, resort-style heated swimming pool and spa, private beach access, and a picturesque boardwalk leading directly to the Gulf of Mexico. Ideally positioned within the Longboat Key Club community, residents enjoy proximity to championship golf, tennis, marina facilities, waterfront dining, and miles of pristine Gulf beaches. This remarkable penthouse represents a rare opportunity to own one of the largest and most impressive beachfront residences on Florida’s Gulf Coast.

4 Beds ⋅ 4 Baths ⋅ L Ambiance At Longboat Key Club SubDv. ⋅ 34228 Zip Code

Perched atop the coveted South Building at L’Ambiance behind the gates of the Longboat Key Club, this extraordinary beach-to-bay penthouse redefines luxury coastal living. Encompassing nearly 5,000 square feet of refined interior space and complemented by more than 3,600 square feet of wraparound terraces, this rare residence offers the scale and privacy of a waterfront estate paired with the convenience and security of one of Longboat Key’s most prestigious condominium communities. From sunrise over Sarasota Bay to spectacular sunsets melting into the Gulf of Mexico, panoramic water views create a breathtaking backdrop from nearly every room. Arrive via a private elevator that opens directly into your own grand foyer, where ornate wrought-iron double doors reveal a residence defined by architectural elegance and meticulous craftsmanship. Cathedral coffered ceilings, intricate millwork, crown molding, custom built-ins, designer lighting, and expansive walls of newer impact glass create a dramatic yet inviting atmosphere throughout. Travertine flooring flows seamlessly from room to room, while floor-to-ceiling glass sliders open to expansive terraces, blending indoor and outdoor living on an unprecedented scale. At the heart of the residence, the impressive 34-by-41-foot living room is framed by Gulf views and surrounded by multiple entertaining spaces, including formal and informal dining areas designed for both intimate gatherings and grand-scale events. The gourmet chef’s kitchen is beautifully appointed with custom designer cabinetry, stone countertops, decorative appliance panels, a Wolf induction cooktop, oversized island, walk-in pantry, and generous workspace for effortless entertaining. Occupying its own private wing, the primary suite is a sanctuary. A private vestibule leads to a spacious lounge area, dual walk-in closets, and spa-inspired his-and-her bathrooms featuring custom vanities, stone finishes, soaking tub, separate shower, and abundant storage. Floor-to-ceiling glass opens directly to the terrace, where sweeping Gulf views create an ever-changing panorama. Two additional guest suites offer en-suite baths and walk-in closets, while a fourth bedroom—currently configured as a charming bunkroom—provides flexibility for family and guests. A spacious study can easily serve as a fifth sleeping area or executive home office. The outdoor living experience is simply unmatched. Expansive terraces wrap around the residence, creating multiple venues for dining, entertaining, and relaxation while capturing unobstructed views stretching from the Gulf shoreline across Sarasota Bay, the Longboat Key Club golf courses, and the downtown Sarasota skyline. L’Ambiance is widely regarded as one of Longboat Key’s premier beachfront addresses, offering residents exceptional amenities including 24-hour gated security, concierge services, on-site management, a recently renovated lobby and clubhouse, social rooms, fitness center, tennis courts, resort-style heated swimming pool and spa, private beach access, and a picturesque boardwalk leading directly to the Gulf of Mexico. Ideally positioned within the Longboat Key Club community, residents enjoy proximity to championship golf, tennis, marina facilities, waterfront dining, and miles of pristine Gulf beaches. This remarkable penthouse represents a rare opportunity to own one of the largest and most impressive beachfront residences on Florida’s Gulf Coast.

415 L Ambiance Drive Unit PH-F, Longboat Key

775 Longboat Club Road Unit 304, Longboat Key

$1,295,000

At the southern tip of Longboat Key, just beyond the gated entrance to the Longboat Key Club, The Beaches is a premier gulf-front residence with resort-style amenities. Residents enjoy the private beach, 24-hour concierge service, two Har-Tru tennis courts, a heated beachfront pool and spa, a fitness center, and a club room with a catering kitchen. Unit 304 offers a split-bedroom floor plan and a wraparound terrace. From here, watch the sun rise over Sarasota Bay and the golf course, with partial Gulf views to the south and west. The fully updated interior features a gourmet kitchen with granite countertops, updated baths, and high-end flooring throughout. Windows and sliders are impact glass. The association has completed a number of improvements in recent years, including a new roof in March 2026. The quarterly HOA reflected in this listing is $10,075 for the last quarter of 2026 and is scheduled to decrease to $8,740 per quarter in 2027 (budget available upon request). If the private beach and pool are not enough, membership opportunities are available at the Longboat Key Club for Full Golf, Tennis, and Social categories. Here is your chance to have it all on the beach!

2 Beds ⋅ 2 Baths ⋅ Beaches Of Longboat Key SubDv. ⋅ 34228 Zip Code

At the southern tip of Longboat Key, just beyond the gated entrance to the Longboat Key Club, The Beaches is a premier gulf-front residence with resort-style amenities. Residents enjoy the private beach, 24-hour concierge service, two Har-Tru tennis courts, a heated beachfront pool and spa, a fitness center, and a club room with a catering kitchen. Unit 304 offers a split-bedroom floor plan and a wraparound terrace. From here, watch the sun rise over Sarasota Bay and the golf course, with partial Gulf views to the south and west. The fully updated interior features a gourmet kitchen with granite countertops, updated baths, and high-end flooring throughout. Windows and sliders are impact glass. The association has completed a number of improvements in recent years, including a new roof in March 2026. The quarterly HOA reflected in this listing is $10,075 for the last quarter of 2026 and is scheduled to decrease to $8,740 per quarter in 2027 (budget available upon request). If the private beach and pool are not enough, membership opportunities are available at the Longboat Key Club for Full Golf, Tennis, and Social categories. Here is your chance to have it all on the beach!

775 Longboat Club Road Unit 304, Longboat Key

2151 Gulf Of Mexico Drive Unit 4, Longboat Key

$4,100,000

Gulf-front living with the privacy of a villa. Residence 4 at En Provence is one of just 21 homes in an exclusive, guard-gated French-Mediterranean enclave on nearly six acres of Longboat Key beachfront. Fully furnished and designer-decorated, this coastal retreat encompasses approximately 3,800 square feet with 4 bedrooms, 3.5 baths and a home office. A private elevator opens to the foyer, introducing interiors appointed with marble floors, crown molding and tray ceilings. Views of palms, the pool pavilion and the open Gulf frame the living and dining spaces. The kitchen features a gas cooktop, double wall ovens and an adjoining butler’s pantry with a wet bar and wine refrigerator. Gulf-front balconies extend the living areas outdoors, including a summer kitchen with a built-in grill. The primary suite features a private balcony entrance, a walk-in closet and a spa bath with a jetted tub and walk-in shower. Each additional bedroom also includes a walk-in closet. A private two-car garage and storage locker complete the residence. With its limited number of residences, expansive grounds and 24-hour gated security, En Provence offers an exceptional sense of privacy. The pet-friendly community features a heated pool and spa, beach access with chair and umbrella service, a clubhouse with social and dining rooms, and a fitness center. Enjoy a secluded beachfront lifestyle just minutes from St. Armands Circle, Longboat Key Club golf and Sarasota’s dining and culture.

4 Beds ⋅ 4 Baths ⋅ En Provence SubDv. ⋅ 34228 Zip Code

Gulf-front living with the privacy of a villa. Residence 4 at En Provence is one of just 21 homes in an exclusive, guard-gated French-Mediterranean enclave on nearly six acres of Longboat Key beachfront. Fully furnished and designer-decorated, this coastal retreat encompasses approximately 3,800 square feet with 4 bedrooms, 3.5 baths and a home office. A private elevator opens to the foyer, introducing interiors appointed with marble floors, crown molding and tray ceilings. Views of palms, the pool pavilion and the open Gulf frame the living and dining spaces. The kitchen features a gas cooktop, double wall ovens and an adjoining butler’s pantry with a wet bar and wine refrigerator. Gulf-front balconies extend the living areas outdoors, including a summer kitchen with a built-in grill. The primary suite features a private balcony entrance, a walk-in closet and a spa bath with a jetted tub and walk-in shower. Each additional bedroom also includes a walk-in closet. A private two-car garage and storage locker complete the residence. With its limited number of residences, expansive grounds and 24-hour gated security, En Provence offers an exceptional sense of privacy. The pet-friendly community features a heated pool and spa, beach access with chair and umbrella service, a clubhouse with social and dining rooms, and a fitness center. Enjoy a secluded beachfront lifestyle just minutes from St. Armands Circle, Longboat Key Club golf and Sarasota’s dining and culture.

2151 Gulf Of Mexico Drive Unit 4, Longboat Key

2055 Gulf Of Mexico Drive Unit G2-213, Longboat Key

$585,000

Gulf and greenbelt views from a completely remodeled, gulf-facing Seaplace end unit. This oversized 1 bedroom, 1.5 bath top-floor (second-floor) condo offers 1,094 sq ft plus a 112 sq ft screened lanai with custom 95% UV-blocking solar shades. Vaulted ceilings, an open layout and 178 yards from the front door to the sand. The remodel is comprehensive: new hurricane-impact sliding glass doors and bedroom window, new front door and casement window, HVAC replaced in 2022, all-new plumbing and fixtures and full electrical updates including outlets, switches and LED recessed lighting. Porcelain plank driftwood-look tile runs through the living areas and onto the lanai. Cypress pecky wood and shiplap accent walls, smooth plastered ceilings (popcorn removed), Nest programmable Wi-Fi thermostat, ceiling fans in the living room and bedroom and an LG ThinQ stacked washer and dryer. The open gourmet kitchen features KraftMaid soft-close wood cabinetry, floating shelves, Cambria quartz counters and a GE Cafe appliance suite with convection oven, warming drawer and induction cooktop. Both baths have new vanities with Carrara marble counters and tile accent walls, including Calacatta Gold marble penny tile in the half bath and a redesigned primary bath. The bedroom has custom open-concept built-in closets with soft-close drawers and doors, plus blackout shades; the living room has custom woven wood shades. Additional features include all-new solid-core interior doors, storage under the stairs, an owner's locker, dedicated bike storage adjacent to the unit, one assigned parking space and a screened lanai with quality outdoor furniture and a Wi-Fi-enabled ceiling fan. Seaplace sits on 42 acres of gated, guarded resort grounds with two Olympic-size pools, spas, about a mile of trails, three tennis courts, remodeled clubhouse, fitness center, barbecue islands and park-like grounds. One complex north of the St. Regis. Sold fully furnished and outfitted. Ideal as a vacation home, second home, investment or full-time residence. Owner has a real estate license in CA.

1 Beds ⋅ 2 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code

Gulf and greenbelt views from a completely remodeled, gulf-facing Seaplace end unit. This oversized 1 bedroom, 1.5 bath top-floor (second-floor) condo offers 1,094 sq ft plus a 112 sq ft screened lanai with custom 95% UV-blocking solar shades. Vaulted ceilings, an open layout and 178 yards from the front door to the sand. The remodel is comprehensive: new hurricane-impact sliding glass doors and bedroom window, new front door and casement window, HVAC replaced in 2022, all-new plumbing and fixtures and full electrical updates including outlets, switches and LED recessed lighting. Porcelain plank driftwood-look tile runs through the living areas and onto the lanai. Cypress pecky wood and shiplap accent walls, smooth plastered ceilings (popcorn removed), Nest programmable Wi-Fi thermostat, ceiling fans in the living room and bedroom and an LG ThinQ stacked washer and dryer. The open gourmet kitchen features KraftMaid soft-close wood cabinetry, floating shelves, Cambria quartz counters and a GE Cafe appliance suite with convection oven, warming drawer and induction cooktop. Both baths have new vanities with Carrara marble counters and tile accent walls, including Calacatta Gold marble penny tile in the half bath and a redesigned primary bath. The bedroom has custom open-concept built-in closets with soft-close drawers and doors, plus blackout shades; the living room has custom woven wood shades. Additional features include all-new solid-core interior doors, storage under the stairs, an owner's locker, dedicated bike storage adjacent to the unit, one assigned parking space and a screened lanai with quality outdoor furniture and a Wi-Fi-enabled ceiling fan. Seaplace sits on 42 acres of gated, guarded resort grounds with two Olympic-size pools, spas, about a mile of trails, three tennis courts, remodeled clubhouse, fitness center, barbecue islands and park-like grounds. One complex north of the St. Regis. Sold fully furnished and outfitted. Ideal as a vacation home, second home, investment or full-time residence. Owner has a real estate license in CA.

2055 Gulf Of Mexico Drive Unit G2-213, Longboat Key

100 Sands Point Road Unit 219, Longboat Key

$1,325,000

Completely updated and offered furnished, this spectacular Gulf-front residence at Sands Point delivers the rare combination of resort-style living, modern design, and private beach access. Sands Point is a private beach-front community tucked behind the gates of the prestigious Longboat Key Club at the southernmost tip of Longboat Key. Two-bedroom, two-bath Gulf-front residences are rarely available in this sought-after Longboat Key community, making this nearly 1,500-square-foot residence an exceptional opportunity. This residence has undergone an extensive renovation that reimagines the interior with a bright, open layout designed to showcase the coastal views. Expansive windows frame the turquoise waters and sugar-white shoreline beyond, just a hop, skip and a jump away. Major improvements throughout the residence include new HVAC 2026, motorized blinds, newer windows, and hot water heater 2022. Custom built-ins create a sophisticated focal point featuring a 75-inch QLED TV with a Sennheiser sound bar mounted above a stylish console with an integrated fire place – perfect for those cozy evening. An adjoining entertainment and beverage center features elegant navy shaker cabinetry, two wine coolers with dedicated storage for both red and white wines, plus an extra icemaker. Creating a move-in ready coastal retreat where every detail has already been thoughtfully considered. New Wide-plank luxury vinyl tile flooring with a grey wood finish flows throughout the residence, connecting each space with a clean contemporary aesthetic. The open great-room layout seamlessly links the kitchen, fit for a Chef, dining area, and living room, creating a welcoming environment for entertaining or relaxed beachfront living. The gourmet kitchen has custom white shaker cabinetry, quartz countertops, striking tile backsplash, and high-end stainless-steel appliances. With the kitchen positioned to overlook the living area and sweeping water views beyond, every gathering benefits from a dramatic waterfront backdrop. For your comfort, your primary suite comes furnished with a King size Temper-Pedic bed, offering privacy, tranquil water views, a 65-inch OLED TV, and a spacious walk-in closet. Its Spa-inspired quartz bathroom includes shiplap accent walls, a large walk-in shower, a luxurious all-in-one heated bidet toilet, towel warming bars and back lite mirrors. The guest bedroom has access to its own beautifully updated quartz bathroom with a walk-in shower, and a luxurious heated bidet toilet, providing comfort and privacy for guests. Laundry comes equipped with front load washer/dryer with sink and built-ins for additional storage This residence also includes a covered parking space conveniently located nearby. Residents enjoy a relaxed resort setting with a beachfront geothermal-heated pool and spa, private clubhouse, shaded tiki huts along the shoreline, and beautifully manicured grounds. A short stroll leads to the community marina, where boat slips are available on a waitlist basis. Positioned on the southern end of Longboat Key, this location places you minutes from championship golf and tennis at the Longboat Key Club, the boutiques and restaurants of St. Armands Circle, and the vibrant arts and dining scene of downtown Sarasota. From boating and beach walks to waterfront dining and cultural events, this exceptional residence offers effortless access to the best of the Gulf Coast lifestyle.

2 Beds ⋅ 2 Baths ⋅ Sands Point SubDv. ⋅ 34228 Zip Code

Completely updated and offered furnished, this spectacular Gulf-front residence at Sands Point delivers the rare combination of resort-style living, modern design, and private beach access. Sands Point is a private beach-front community tucked behind the gates of the prestigious Longboat Key Club at the southernmost tip of Longboat Key. Two-bedroom, two-bath Gulf-front residences are rarely available in this sought-after Longboat Key community, making this nearly 1,500-square-foot residence an exceptional opportunity. This residence has undergone an extensive renovation that reimagines the interior with a bright, open layout designed to showcase the coastal views. Expansive windows frame the turquoise waters and sugar-white shoreline beyond, just a hop, skip and a jump away. Major improvements throughout the residence include new HVAC 2026, motorized blinds, newer windows, and hot water heater 2022. Custom built-ins create a sophisticated focal point featuring a 75-inch QLED TV with a Sennheiser sound bar mounted above a stylish console with an integrated fire place – perfect for those cozy evening. An adjoining entertainment and beverage center features elegant navy shaker cabinetry, two wine coolers with dedicated storage for both red and white wines, plus an extra icemaker. Creating a move-in ready coastal retreat where every detail has already been thoughtfully considered. New Wide-plank luxury vinyl tile flooring with a grey wood finish flows throughout the residence, connecting each space with a clean contemporary aesthetic. The open great-room layout seamlessly links the kitchen, fit for a Chef, dining area, and living room, creating a welcoming environment for entertaining or relaxed beachfront living. The gourmet kitchen has custom white shaker cabinetry, quartz countertops, striking tile backsplash, and high-end stainless-steel appliances. With the kitchen positioned to overlook the living area and sweeping water views beyond, every gathering benefits from a dramatic waterfront backdrop. For your comfort, your primary suite comes furnished with a King size Temper-Pedic bed, offering privacy, tranquil water views, a 65-inch OLED TV, and a spacious walk-in closet. Its Spa-inspired quartz bathroom includes shiplap accent walls, a large walk-in shower, a luxurious all-in-one heated bidet toilet, towel warming bars and back lite mirrors. The guest bedroom has access to its own beautifully updated quartz bathroom with a walk-in shower, and a luxurious heated bidet toilet, providing comfort and privacy for guests. Laundry comes equipped with front load washer/dryer with sink and built-ins for additional storage This residence also includes a covered parking space conveniently located nearby. Residents enjoy a relaxed resort setting with a beachfront geothermal-heated pool and spa, private clubhouse, shaded tiki huts along the shoreline, and beautifully manicured grounds. A short stroll leads to the community marina, where boat slips are available on a waitlist basis. Positioned on the southern end of Longboat Key, this location places you minutes from championship golf and tennis at the Longboat Key Club, the boutiques and restaurants of St. Armands Circle, and the vibrant arts and dining scene of downtown Sarasota. From boating and beach walks to waterfront dining and cultural events, this exceptional residence offers effortless access to the best of the Gulf Coast lifestyle.

100 Sands Point Road Unit 219, Longboat Key

340 Gulf Of Mexico Drive Unit 136, Longboat Key

$2,995,000

Rarely available and distinctly different from traditional condominium living, this two-level penthouse at Tangerine Bay Club pairs nearly 3,000 square feet of beautifully reimagined interiors with sweeping bay views and the privacy of a single-family home. Positioned on a coveted south-facing corner, Residence #136 captures an extraordinary panorama encompassing the bay, downtown Sarasota skyline and protected mangrove preserves. Two generous terraces, a private courtyard entry and a private two-car garage further distinguish this exceptional residence. Inside, the renovation strikes a sophisticated balance between coastal ease and thoughtful design. Soaring vaulted ceilings amplify the natural light, while expansive walls of glass keep bay vistas at the forefront of the main living spaces. A gas fireplace and custom entertainment wall create a dramatic focal point, and direct access to the terraces extends everyday living and entertaining outdoors. Impact-rated Andersen windows, motorized storm shutters, custom LED lighting and California Closets add another layer of comfort and functionality. At the heart of the main level, the gourmet kitchen was designed as much for entertaining as for the serious home chef. Honed marble countertops complement a substantial leathered-stone island and custom cabinetry. A remarkable collection of appliances and culinary features includes a La Cornue dual-fuel range with French plate, Flamberge rotisserie oven, galley sink, wine cooler and Sub-Zero beverage drawers. An adjoining breakfast area provides a relaxed place to begin the day, while the formal dining area accommodates larger gatherings against the backdrop of the residence’s open living spaces. Privately positioned, the primary suite is a serene retreat with direct terrace access, custom closets and a beautifully appointed spa-inspired bath. Quartz surfaces, dual vanities, a freestanding soaking tub and expansive walk-in steam shower create a luxurious setting. Also on the main level, the second bedroom is currently arranged as a den with a nearby full bath, providing flexibility for guests, an office or additional living space. Upstairs, the home reveals another dimension: a lofted lounge with custom built-ins overlooks the living areas below, while a private third en-suite bedroom creates an ideal retreat for visiting family and friends. The separation between levels allows the residence to live comfortably whether hosting a full house or enjoying it as a private island escape. Outdoor living is equally compelling. Two terraces capitalize on the penthouse’s south-facing orientation and elevated perspective. Combined with the private courtyard entrance and two-car garage, these spaces reinforce the feeling of a home. Tangerine Bay Club is one of Longboat Key’s distinctive resort-style communities, recognized for its lush mature landscaping and exceptional location at the southern end of the island. Residents enjoy a 25-meter heated pool and spa set on a private island, tennis and pickleball, fitness, kayak launch, walking paths and a day dock available on a first-come basis. Adding to the community’s appeal, Tangerine Bay Club successfully completed its milestone inspection without requiring repairs, maintains healthy reserves and, at this time, has no special assessments anticipated. Optional membership to the Bay Isles Beach Club provides access to a private beach, adding another dimension to the Longboat Key lifestyle.

3 Beds ⋅ 4 Baths ⋅ Tangerine Bay Club SubDv. ⋅ 34228 Zip Code

Rarely available and distinctly different from traditional condominium living, this two-level penthouse at Tangerine Bay Club pairs nearly 3,000 square feet of beautifully reimagined interiors with sweeping bay views and the privacy of a single-family home. Positioned on a coveted south-facing corner, Residence #136 captures an extraordinary panorama encompassing the bay, downtown Sarasota skyline and protected mangrove preserves. Two generous terraces, a private courtyard entry and a private two-car garage further distinguish this exceptional residence. Inside, the renovation strikes a sophisticated balance between coastal ease and thoughtful design. Soaring vaulted ceilings amplify the natural light, while expansive walls of glass keep bay vistas at the forefront of the main living spaces. A gas fireplace and custom entertainment wall create a dramatic focal point, and direct access to the terraces extends everyday living and entertaining outdoors. Impact-rated Andersen windows, motorized storm shutters, custom LED lighting and California Closets add another layer of comfort and functionality. At the heart of the main level, the gourmet kitchen was designed as much for entertaining as for the serious home chef. Honed marble countertops complement a substantial leathered-stone island and custom cabinetry. A remarkable collection of appliances and culinary features includes a La Cornue dual-fuel range with French plate, Flamberge rotisserie oven, galley sink, wine cooler and Sub-Zero beverage drawers. An adjoining breakfast area provides a relaxed place to begin the day, while the formal dining area accommodates larger gatherings against the backdrop of the residence’s open living spaces. Privately positioned, the primary suite is a serene retreat with direct terrace access, custom closets and a beautifully appointed spa-inspired bath. Quartz surfaces, dual vanities, a freestanding soaking tub and expansive walk-in steam shower create a luxurious setting. Also on the main level, the second bedroom is currently arranged as a den with a nearby full bath, providing flexibility for guests, an office or additional living space. Upstairs, the home reveals another dimension: a lofted lounge with custom built-ins overlooks the living areas below, while a private third en-suite bedroom creates an ideal retreat for visiting family and friends. The separation between levels allows the residence to live comfortably whether hosting a full house or enjoying it as a private island escape. Outdoor living is equally compelling. Two terraces capitalize on the penthouse’s south-facing orientation and elevated perspective. Combined with the private courtyard entrance and two-car garage, these spaces reinforce the feeling of a home. Tangerine Bay Club is one of Longboat Key’s distinctive resort-style communities, recognized for its lush mature landscaping and exceptional location at the southern end of the island. Residents enjoy a 25-meter heated pool and spa set on a private island, tennis and pickleball, fitness, kayak launch, walking paths and a day dock available on a first-come basis. Adding to the community’s appeal, Tangerine Bay Club successfully completed its milestone inspection without requiring repairs, maintains healthy reserves and, at this time, has no special assessments anticipated. Optional membership to the Bay Isles Beach Club provides access to a private beach, adding another dimension to the Longboat Key lifestyle.

340 Gulf Of Mexico Drive Unit 136, Longboat Key

1955 Gulf Of Mexico Drive Unit G6-407, Longboat Key

$769,000

Gulf-front view in Seaplace with reserved covered parking! This is a special opportunity to own a rarely available floor plan on the penthouse level in an atrium-style building. This residence has extra-high ceilings and spectacular Gulf water views, a large screened-in lanai overlooking the Gulf, and an extra-spacious open floor plan. It's being sold turnkey furnished and is ready to enjoy from day one. The open living and dining areas flow seamlessly to the expansive screened-in lanai, creating the perfect setting to relax, entertain, and take in the stunning Gulf sunsets. The generous primary bedroom offers an abundance of closet storage, while an in-unit washer and dryer provide everyday convenience. Additional features include a new impact-rated front door with a digital lock system, impact window and door shutters, and a private locking storage unit conveniently located on the same floor. The reserved covered parking space is very convenient to the elevator. HVAC, 2025. Set on 42 acres of Gulf-front, meticulously landscaped grounds, Seaplace offers resort-style amenities that make this community especially inviting. There are 2 large swimming pools with spas and a separate kiddie pool that provide plenty of options for relaxing and enjoying the Florida sunshine. At the beach, lounges and umbrellas are set up for residents to enjoy, making a day by the Gulf effortless. There are 3 har-tru tennis courts, and a mile of walking trails on the property. The modern clubhouse offers a state-of-the-art gym and an inviting gathering room where residents come together for parties, card games, social activities, or simply to get to know their neighbors. A special lending library adds another thoughtful touch. As the sun begins to set, residents gather around the clubhouse firepit to socialize, grill dinner, and watch the spectacular sunsets together over the Gulf. Seaplace is just a short 5 minute drive to St. Armand's Circle, where you'll find fantastic shopping and incredible restaurants and cafes. Also, at Seaplace you'll have the convenience of being close to Publix and CVS on Longboat Key which are within walking or biking riding distance or minutes away by car. Visit this residence in Seaplace to see how wonderful Longboat Key life can truly be. Book your appointment today.

2 Beds ⋅ 2 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code

Gulf-front view in Seaplace with reserved covered parking! This is a special opportunity to own a rarely available floor plan on the penthouse level in an atrium-style building. This residence has extra-high ceilings and spectacular Gulf water views, a large screened-in lanai overlooking the Gulf, and an extra-spacious open floor plan. It's being sold turnkey furnished and is ready to enjoy from day one. The open living and dining areas flow seamlessly to the expansive screened-in lanai, creating the perfect setting to relax, entertain, and take in the stunning Gulf sunsets. The generous primary bedroom offers an abundance of closet storage, while an in-unit washer and dryer provide everyday convenience. Additional features include a new impact-rated front door with a digital lock system, impact window and door shutters, and a private locking storage unit conveniently located on the same floor. The reserved covered parking space is very convenient to the elevator. HVAC, 2025. Set on 42 acres of Gulf-front, meticulously landscaped grounds, Seaplace offers resort-style amenities that make this community especially inviting. There are 2 large swimming pools with spas and a separate kiddie pool that provide plenty of options for relaxing and enjoying the Florida sunshine. At the beach, lounges and umbrellas are set up for residents to enjoy, making a day by the Gulf effortless. There are 3 har-tru tennis courts, and a mile of walking trails on the property. The modern clubhouse offers a state-of-the-art gym and an inviting gathering room where residents come together for parties, card games, social activities, or simply to get to know their neighbors. A special lending library adds another thoughtful touch. As the sun begins to set, residents gather around the clubhouse firepit to socialize, grill dinner, and watch the spectacular sunsets together over the Gulf. Seaplace is just a short 5 minute drive to St. Armand's Circle, where you'll find fantastic shopping and incredible restaurants and cafes. Also, at Seaplace you'll have the convenience of being close to Publix and CVS on Longboat Key which are within walking or biking riding distance or minutes away by car. Visit this residence in Seaplace to see how wonderful Longboat Key life can truly be. Book your appointment today.

1955 Gulf Of Mexico Drive Unit G6-407, Longboat Key

1445 Gulf Of Mexico Drive Unit 101, Longboat Key

$1,090,000

Step into this highly desirable corner residence featuring three bedrooms, three full baths, and a 36’ x 11’ sunroom at The Players Club. Unique to this residence is a private garage, offering rare security and convenience plus an additional covered under-building parking space. You’ll immediately be drawn to the impressive 31’ balcony, offering sweeping views of the resort-style pool, lush, landscaped grounds, and breathtaking sunsets over the Gulf of Mexico. The outdoor space is perfect for alfresco dining, entertaining friends, or simply enjoying the tranquil Gulf breezes. An open, white eat-in kitchen is designed with custom cabinetry and extra storage that flows seamlessly into the main living and dining areas. Just off the kitchen, French doors open to a generous multipurpose sunroom that can serve as a home office, reading retreat, casual lounge, or even a fourth bedroom for guests. The primary bedroom, a private sanctuary with an en-suite bath offers a soaking tub, separate glass-enclosed shower, dual vanities, and a fitted walk-in closet. A second bedroom functions as an additional master with a fitted walk-in closet and en-suite bath with dual sinks. A true third bedroom with two separate fitted closets and an adjacent full bathroom adds flexibility for additional guests. Set on 11 acres of beachfront with 560 feet of Gulf frontage, The Players Club offers abundant green space, four Har-Tru tennis courts, a 70-foot heated saltwater pool, spa, fitness center, renovated clubhouse with catering kitchen, outdoor grilling areas, putting green, on-site management, and fully funded reserves and is located Just minutes from St. Armands Circle, downtown Longboat Key, and the Longboat Key Club - with championship golf, premier tennis, and a deep-water marina. One of the largest floor plans available in the community, this residence blends privacy, convenience, and resort-style beachfront living. Offered partially furnished.

3 Beds ⋅ 3 Baths ⋅ Players Club SubDv. ⋅ 34228 Zip Code

Step into this highly desirable corner residence featuring three bedrooms, three full baths, and a 36’ x 11’ sunroom at The Players Club. Unique to this residence is a private garage, offering rare security and convenience plus an additional covered under-building parking space. You’ll immediately be drawn to the impressive 31’ balcony, offering sweeping views of the resort-style pool, lush, landscaped grounds, and breathtaking sunsets over the Gulf of Mexico. The outdoor space is perfect for alfresco dining, entertaining friends, or simply enjoying the tranquil Gulf breezes. An open, white eat-in kitchen is designed with custom cabinetry and extra storage that flows seamlessly into the main living and dining areas. Just off the kitchen, French doors open to a generous multipurpose sunroom that can serve as a home office, reading retreat, casual lounge, or even a fourth bedroom for guests. The primary bedroom, a private sanctuary with an en-suite bath offers a soaking tub, separate glass-enclosed shower, dual vanities, and a fitted walk-in closet. A second bedroom functions as an additional master with a fitted walk-in closet and en-suite bath with dual sinks. A true third bedroom with two separate fitted closets and an adjacent full bathroom adds flexibility for additional guests. Set on 11 acres of beachfront with 560 feet of Gulf frontage, The Players Club offers abundant green space, four Har-Tru tennis courts, a 70-foot heated saltwater pool, spa, fitness center, renovated clubhouse with catering kitchen, outdoor grilling areas, putting green, on-site management, and fully funded reserves and is located Just minutes from St. Armands Circle, downtown Longboat Key, and the Longboat Key Club - with championship golf, premier tennis, and a deep-water marina. One of the largest floor plans available in the community, this residence blends privacy, convenience, and resort-style beachfront living. Offered partially furnished.

1445 Gulf Of Mexico Drive Unit 101, Longboat Key

1591 Gulf Of Mexico Drive Unit 618, Longboat Key

$12,500,000

Experience an extraordinary standard of beachfront luxury from this spectacular penthouse residence at the prestigious St. Regis Longboat Key. Showcasing breathtaking panoramic views of the Gulf of Mexico and Sarasota Bay, this exceptional home offers an unparalleled blend of sophistication, privacy, and world-class design. Spanning approximately 5,320 square feet, the residence features four spacious bedrooms, five full baths, and one half bath, thoughtfully designed to provide the ultimate in comfort and elegance. Expansive walls of glass frame mesmerizing water views from nearly every room, while the spectacular 1736 square foot wraparound terrace creates seamless indoor-outdoor living. Enjoy your own private plunge pool, outdoor gas grill, and multiple entertaining areas perfectly positioned to capture stunning sunrises over the bay and unforgettable sunsets across the Gulf. The interiors have been exquisitely curated by award-winning interior designer Kurt Lucas, with every detail reflecting impeccable craftsmanship, timeless elegance, and refined coastal luxury. The residence is offered fully furnished, allowing for an effortless transition into an exceptional waterfront lifestyle. Additional features include a private three-car garage. The Residences at The St. Regis Longboat Key combine legendary service with the tranquil allure of a secluded seaside getaway on Longboat Key, Florida. The community spans over 17 acres and boasts 800 feet of direct beachfront, offering residents an unparalleled lifestyle. Amenities include signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in-residence dining, a private resident-only pool and spa, a Clubhouse, a fitness center, and beachside cabanas. Experience the finest in luxury living at The St. Regis Longboat Key.

4 Beds ⋅ 6 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code

Experience an extraordinary standard of beachfront luxury from this spectacular penthouse residence at the prestigious St. Regis Longboat Key. Showcasing breathtaking panoramic views of the Gulf of Mexico and Sarasota Bay, this exceptional home offers an unparalleled blend of sophistication, privacy, and world-class design. Spanning approximately 5,320 square feet, the residence features four spacious bedrooms, five full baths, and one half bath, thoughtfully designed to provide the ultimate in comfort and elegance. Expansive walls of glass frame mesmerizing water views from nearly every room, while the spectacular 1736 square foot wraparound terrace creates seamless indoor-outdoor living. Enjoy your own private plunge pool, outdoor gas grill, and multiple entertaining areas perfectly positioned to capture stunning sunrises over the bay and unforgettable sunsets across the Gulf. The interiors have been exquisitely curated by award-winning interior designer Kurt Lucas, with every detail reflecting impeccable craftsmanship, timeless elegance, and refined coastal luxury. The residence is offered fully furnished, allowing for an effortless transition into an exceptional waterfront lifestyle. Additional features include a private three-car garage. The Residences at The St. Regis Longboat Key combine legendary service with the tranquil allure of a secluded seaside getaway on Longboat Key, Florida. The community spans over 17 acres and boasts 800 feet of direct beachfront, offering residents an unparalleled lifestyle. Amenities include signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in-residence dining, a private resident-only pool and spa, a Clubhouse, a fitness center, and beachside cabanas. Experience the finest in luxury living at The St. Regis Longboat Key.

1591 Gulf Of Mexico Drive Unit 618, Longboat Key

3808 Gulf Of Mexico Drive Unit E412, Longboat Key

$1,175,000

Rarely available penthouse living at Beach Harbor Club pairs sweeping Sarasota Bay views with deeded access to the white sands of the Gulf of Mexico. Set on the top floor of Building E, Residence #E412 is an exceptionally spacious three-bedroom, three-bath retreat offering more than 2,500 square feet, captivating water views from nearly every room and the relaxed indoor-outdoor lifestyle that makes Longboat Key so desirable. This residence also includes two premium covered parking spaces. From the moment you arrive, the water takes center stage. A private screened front patio creates an inviting outdoor perch overlooking the bay, while inside, an expansive, light-filled floor plan unfolds through generous living, dining and family spaces. Walls of glass frame the sparkling bay, surrounding tropical landscape and boating activity below, creating a constant connection to the waterfront setting. The oversized living room flows naturally into the enclosed bayfront terrace, now incorporated as a comfortable family room for additional year-round living space. Impact-rated sliding glass doors open to a Juliet balcony, inviting refreshing bay breezes inside while preserving the protection and comfort of an enclosed space. It is an ideal setting for morning coffee, reading, entertaining or simply watching the ever-changing colors of the water. Designed for both everyday living and entertaining, the formal dining room is surrounded by windows and enjoys beautiful bay views. The adjacent eat-in kitchen, renovated in 2018, features abundant cabinetry and workspace, a breakfast nook and its own picturesque outlook across the water. Three generously sized bedrooms are arranged in a desirable split plan, providing privacy for owners and overnight guests. The spacious primary suite is positioned to take advantage of the waterfront setting and includes a sitting area and an updated en-suite bath renovated in 2023. The additional bedroom suites offer exceptional flexibility for visiting family, guests or a home office. Beyond the residence, Beach Harbor Club delivers the quintessential Longboat Key lifestyle from bay to beach. Residents enjoy a bayfront clubhouse with social room, bar and catering kitchen, library, fitness center, heated swimming pool, Tiki hut and barbecue area, shuffleboard, car wash station, fish-cleaning station and outdoor shower. Boaters and paddlers will especially appreciate Beach Harbor Club's on-site marina, where assigned boat slips and kayak storage racks are available on a first-come basis. Just across Gulf of Mexico Drive, the community's deeded Gulf beach access puts the turquoise waters and soft sands of Longboat Key only moments from home—offering the rare opportunity to spend the morning boating on Sarasota Bay and the afternoon along the Gulf. Ideally positioned on the southern end of Longboat Key, #E412 is convenient to the boutiques, restaurants and cafés of St. Armands Circle, while Downtown Sarasota is just beyond the Ringling Bridge for acclaimed dining, galleries, theaters, the Sarasota Opera, Marina Jack and the city's celebrated arts and cultural scene. Longboat Key's waterfront restaurants, golf, tennis, parks and miles of shoreline are also close at hand.

3 Beds ⋅ 3 Baths ⋅ Beach Harbor Club SubDv. ⋅ 34228 Zip Code

Rarely available penthouse living at Beach Harbor Club pairs sweeping Sarasota Bay views with deeded access to the white sands of the Gulf of Mexico. Set on the top floor of Building E, Residence #E412 is an exceptionally spacious three-bedroom, three-bath retreat offering more than 2,500 square feet, captivating water views from nearly every room and the relaxed indoor-outdoor lifestyle that makes Longboat Key so desirable. This residence also includes two premium covered parking spaces. From the moment you arrive, the water takes center stage. A private screened front patio creates an inviting outdoor perch overlooking the bay, while inside, an expansive, light-filled floor plan unfolds through generous living, dining and family spaces. Walls of glass frame the sparkling bay, surrounding tropical landscape and boating activity below, creating a constant connection to the waterfront setting. The oversized living room flows naturally into the enclosed bayfront terrace, now incorporated as a comfortable family room for additional year-round living space. Impact-rated sliding glass doors open to a Juliet balcony, inviting refreshing bay breezes inside while preserving the protection and comfort of an enclosed space. It is an ideal setting for morning coffee, reading, entertaining or simply watching the ever-changing colors of the water. Designed for both everyday living and entertaining, the formal dining room is surrounded by windows and enjoys beautiful bay views. The adjacent eat-in kitchen, renovated in 2018, features abundant cabinetry and workspace, a breakfast nook and its own picturesque outlook across the water. Three generously sized bedrooms are arranged in a desirable split plan, providing privacy for owners and overnight guests. The spacious primary suite is positioned to take advantage of the waterfront setting and includes a sitting area and an updated en-suite bath renovated in 2023. The additional bedroom suites offer exceptional flexibility for visiting family, guests or a home office. Beyond the residence, Beach Harbor Club delivers the quintessential Longboat Key lifestyle from bay to beach. Residents enjoy a bayfront clubhouse with social room, bar and catering kitchen, library, fitness center, heated swimming pool, Tiki hut and barbecue area, shuffleboard, car wash station, fish-cleaning station and outdoor shower. Boaters and paddlers will especially appreciate Beach Harbor Club's on-site marina, where assigned boat slips and kayak storage racks are available on a first-come basis. Just across Gulf of Mexico Drive, the community's deeded Gulf beach access puts the turquoise waters and soft sands of Longboat Key only moments from home—offering the rare opportunity to spend the morning boating on Sarasota Bay and the afternoon along the Gulf. Ideally positioned on the southern end of Longboat Key, #E412 is convenient to the boutiques, restaurants and cafés of St. Armands Circle, while Downtown Sarasota is just beyond the Ringling Bridge for acclaimed dining, galleries, theaters, the Sarasota Opera, Marina Jack and the city's celebrated arts and cultural scene. Longboat Key's waterfront restaurants, golf, tennis, parks and miles of shoreline are also close at hand.

3808 Gulf Of Mexico Drive Unit E412, Longboat Key

3060 Grand Bay Boulevard Unit 162, Longboat Key

$1,595,000

From the sixth-floor in Building One at Grand Bay, this Biscayne residence captures sweeping 180-degree views across Sarasota Bay, the golf course and the Gulf of Mexico. The 3-bedroom, 3.5-bath home offers approximately 2,250 square feet, along with an expansive wraparound terrace that makes the most of the views and western sunsets. Private elevator access opens directly into the residence’s foyer and an open, light-filled great room framed by walls of glass. High stepped ceilings add volume, while built-ins provide useful storage and display space. Sliding glass doors extend the living areas onto the terrace, creating an easy connection between indoors and out. The updated kitchen is open to the main living space and features white stone countertops, a generous breakfast bar, streamlined cabinetry and new KitchenAid appliances. The primary suite enjoys terrace access and includes a custom walk-in closet and spacious bath with distinctive tilework, a glass-enclosed walk-in shower, soaking tub, makeup counter and separate water closet. Two additional bedrooms each feature en-suite baths and direct outdoor access, providing comfortable and private accommodation for guests. Important updates include 2 new (2026) air handlers, hurricane shutters, appliances and electric window treatments. Grand Bay offers an exceptional collection of amenities, including two heated pools and spas, a clubhouse, fitness center with saunas, Har-Tru tennis courts and scenic walking paths. Ownership also includes membership in the Bay Isles Beach Club, providing residents with private Gulf Beach access. For those seeking additional golf, tennis, dining and club amenities, membership at the Longboat Key Club is available separately. Boaters will appreciate the convenience of nearby Longboat Key Moorings Marina. Grand Bay is also pet-friendly and welcomes large dogs. With its expansive views, generous outdoor living space and access to some of Longboat Key’s most desirable amenities, this residence offers an easy way to enjoy the best of island living.

3 Beds ⋅ 4 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code

From the sixth-floor in Building One at Grand Bay, this Biscayne residence captures sweeping 180-degree views across Sarasota Bay, the golf course and the Gulf of Mexico. The 3-bedroom, 3.5-bath home offers approximately 2,250 square feet, along with an expansive wraparound terrace that makes the most of the views and western sunsets. Private elevator access opens directly into the residence’s foyer and an open, light-filled great room framed by walls of glass. High stepped ceilings add volume, while built-ins provide useful storage and display space. Sliding glass doors extend the living areas onto the terrace, creating an easy connection between indoors and out. The updated kitchen is open to the main living space and features white stone countertops, a generous breakfast bar, streamlined cabinetry and new KitchenAid appliances. The primary suite enjoys terrace access and includes a custom walk-in closet and spacious bath with distinctive tilework, a glass-enclosed walk-in shower, soaking tub, makeup counter and separate water closet. Two additional bedrooms each feature en-suite baths and direct outdoor access, providing comfortable and private accommodation for guests. Important updates include 2 new (2026) air handlers, hurricane shutters, appliances and electric window treatments. Grand Bay offers an exceptional collection of amenities, including two heated pools and spas, a clubhouse, fitness center with saunas, Har-Tru tennis courts and scenic walking paths. Ownership also includes membership in the Bay Isles Beach Club, providing residents with private Gulf Beach access. For those seeking additional golf, tennis, dining and club amenities, membership at the Longboat Key Club is available separately. Boaters will appreciate the convenience of nearby Longboat Key Moorings Marina. Grand Bay is also pet-friendly and welcomes large dogs. With its expansive views, generous outdoor living space and access to some of Longboat Key’s most desirable amenities, this residence offers an easy way to enjoy the best of island living.

3060 Grand Bay Boulevard Unit 162, Longboat Key

4525 Gulf Of Mexico Drive Unit 204, Longboat Key

$1,125,000

Direct Gulf-front living, uninterrupted beach views and spectacular sunsets define this furnished retreat at The Castillian on Longboat Key. Positioned in the South Building, Residence #204 offers a front-row perspective of the Gulf of Mexico, with expansive water views from nearly every room. Thoughtfully maintained and updated, this two-bedroom residence offers 1,362 square feet of interior living space, including an enclosed Gulf-front terrace that creates a comfortable extension of the residence. From the moment you enter, the Gulf becomes the focal point. A light-filled, open living and dining area leads directly to the enclosed terrace, where floor-to-ceiling glass frames turquoise water, the natural dune landscape and the beach beyond. Impact sliding glass doors open to welcome refreshing Gulf breezes, creating a versatile space for enjoying the ever-changing coastal scenery and everyday living. The east-facing eat-in kitchen, updated in 2017, combines functionality with a fresh coastal aesthetic. Quartz countertops, a breakfast bar, stainless steel appliances and shaker-style cabinetry complement the generous workspace, while a convenient laundry closet adds everyday practicality. The kitchen connects naturally to the living and dining areas, creating an easy flow for entertaining. A split-bedroom floor plan provides privacy for owners and guests. The Gulf-facing primary suite offers beautiful water views, a walk-in closet and an en-suite bath updated in 2017 with quartz finishes and a glass-enclosed shower. The guest bedroom is comfortably separated from the primary suite and is served by a similarly updated second bath. Offered turnkey furnished, the residence is ready for immediate enjoyment as a full-time island home or seasonal getaway. Additional conveniences include deeded under-building parking and a separate storage unit. Beyond the residence, The Castillian offers the intimate atmosphere of a 60-residence beachfront community, with two buildings overlooking the Gulf. Its beautifully maintained grounds and collection of amenities encourage an easygoing coastal lifestyle. Spend afternoons beside the heated Gulfside swimming pool, unwind in the hot tub or gather with friends at the clubhouse and outdoor grilling area. Tennis, kayak storage and opportunities for walking and biking add to the appeal, while more than 700 feet of beachfront places Longboat Key’s soft sand and sparkling Gulf waters just steps from your front door. The community is pet-friendly, subject to association restrictions. The Castillian’s central Longboat Key location also provides convenient access to the island’s waterfront restaurants, golf, tennis and marinas. To the south, St. Armands Circle offers boutique shopping, restaurants and cafés, while Downtown Sarasota is home to acclaimed dining, galleries, theaters, Sarasota Opera, Marie Selby Botanical Gardens and the scenic Bayfront. To the north, Anna Maria Island and the charming coastal communities of Manatee County offer additional opportunities for exploring Southwest Florida.

2 Beds ⋅ 2 Baths ⋅ Castillian The SubDv. ⋅ 34228 Zip Code

Direct Gulf-front living, uninterrupted beach views and spectacular sunsets define this furnished retreat at The Castillian on Longboat Key. Positioned in the South Building, Residence #204 offers a front-row perspective of the Gulf of Mexico, with expansive water views from nearly every room. Thoughtfully maintained and updated, this two-bedroom residence offers 1,362 square feet of interior living space, including an enclosed Gulf-front terrace that creates a comfortable extension of the residence. From the moment you enter, the Gulf becomes the focal point. A light-filled, open living and dining area leads directly to the enclosed terrace, where floor-to-ceiling glass frames turquoise water, the natural dune landscape and the beach beyond. Impact sliding glass doors open to welcome refreshing Gulf breezes, creating a versatile space for enjoying the ever-changing coastal scenery and everyday living. The east-facing eat-in kitchen, updated in 2017, combines functionality with a fresh coastal aesthetic. Quartz countertops, a breakfast bar, stainless steel appliances and shaker-style cabinetry complement the generous workspace, while a convenient laundry closet adds everyday practicality. The kitchen connects naturally to the living and dining areas, creating an easy flow for entertaining. A split-bedroom floor plan provides privacy for owners and guests. The Gulf-facing primary suite offers beautiful water views, a walk-in closet and an en-suite bath updated in 2017 with quartz finishes and a glass-enclosed shower. The guest bedroom is comfortably separated from the primary suite and is served by a similarly updated second bath. Offered turnkey furnished, the residence is ready for immediate enjoyment as a full-time island home or seasonal getaway. Additional conveniences include deeded under-building parking and a separate storage unit. Beyond the residence, The Castillian offers the intimate atmosphere of a 60-residence beachfront community, with two buildings overlooking the Gulf. Its beautifully maintained grounds and collection of amenities encourage an easygoing coastal lifestyle. Spend afternoons beside the heated Gulfside swimming pool, unwind in the hot tub or gather with friends at the clubhouse and outdoor grilling area. Tennis, kayak storage and opportunities for walking and biking add to the appeal, while more than 700 feet of beachfront places Longboat Key’s soft sand and sparkling Gulf waters just steps from your front door. The community is pet-friendly, subject to association restrictions. The Castillian’s central Longboat Key location also provides convenient access to the island’s waterfront restaurants, golf, tennis and marinas. To the south, St. Armands Circle offers boutique shopping, restaurants and cafés, while Downtown Sarasota is home to acclaimed dining, galleries, theaters, Sarasota Opera, Marie Selby Botanical Gardens and the scenic Bayfront. To the north, Anna Maria Island and the charming coastal communities of Manatee County offer additional opportunities for exploring Southwest Florida.

4525 Gulf Of Mexico Drive Unit 204, Longboat Key

775 Longboat Club Road Unit 405, Longboat Key

$1,095,000

Behind the gates of the Longboat Key Club, this 2BR/2BA corner residence at The Beaches offers 1,602± sq. ft. of comfortable living space, a wraparound terrace and views extending across the golf course to the Gulf. Located on the desirable south end of Longboat Key, the residence offers convenient access to the beach and the amenities of both The Beaches and the Longboat Key Club. Double entry doors open to a foyer with tile floors, high ceilings and neutral finishes. The combined living and dining area features walls of new high impact sliding glass doors that bring in natural light and open to the wraparound terrace. With exposures along two sides of the residence, the terrace provides multiple seating areas and views across the golf course and toward the Gulf. The galley-style kitchen offers generous counter space, stainless steel appliances, a tray ceiling and an adjoining breakfast nook with direct terrace access. The guest bedroom is comfortably sized and overlooks the golf course. The primary suite includes a private bath with dual vanities, a spa tub and a separate water closet with walk-in shower. An in-residence washer and dryer add convenience. The Beaches provides 24-hour concierge service, fitness and social rooms, two private tennis courts, a heated pool and spa, private beach access, garage parking and on-site management. Optional membership opportunities at the Longboat Key Club further expand the lifestyle, with Full, Golf, Tennis and Social membership categories offering access to amenities that may include 45 holes of golf, the Tennis Gardens, private dining venues, beach and pool facilities, spa, fitness and marina privileges. Boaters also have access to Longboat Key Club Moorings, a 291-slip, full-service deep-water marina described by the resort as the largest resort marina on Florida’s west coast. The marina accommodates vessels up to 150 feet, with slips available for lease or purchase, subject to availability and applicable membership requirements.

2 Beds ⋅ 2 Baths ⋅ Beaches Of Longboat Key SubDv. ⋅ 34228 Zip Code

Behind the gates of the Longboat Key Club, this 2BR/2BA corner residence at The Beaches offers 1,602± sq. ft. of comfortable living space, a wraparound terrace and views extending across the golf course to the Gulf. Located on the desirable south end of Longboat Key, the residence offers convenient access to the beach and the amenities of both The Beaches and the Longboat Key Club. Double entry doors open to a foyer with tile floors, high ceilings and neutral finishes. The combined living and dining area features walls of new high impact sliding glass doors that bring in natural light and open to the wraparound terrace. With exposures along two sides of the residence, the terrace provides multiple seating areas and views across the golf course and toward the Gulf. The galley-style kitchen offers generous counter space, stainless steel appliances, a tray ceiling and an adjoining breakfast nook with direct terrace access. The guest bedroom is comfortably sized and overlooks the golf course. The primary suite includes a private bath with dual vanities, a spa tub and a separate water closet with walk-in shower. An in-residence washer and dryer add convenience. The Beaches provides 24-hour concierge service, fitness and social rooms, two private tennis courts, a heated pool and spa, private beach access, garage parking and on-site management. Optional membership opportunities at the Longboat Key Club further expand the lifestyle, with Full, Golf, Tennis and Social membership categories offering access to amenities that may include 45 holes of golf, the Tennis Gardens, private dining venues, beach and pool facilities, spa, fitness and marina privileges. Boaters also have access to Longboat Key Club Moorings, a 291-slip, full-service deep-water marina described by the resort as the largest resort marina on Florida’s west coast. The marina accommodates vessels up to 150 feet, with slips available for lease or purchase, subject to availability and applicable membership requirements.

775 Longboat Club Road Unit 405, Longboat Key

1591 Gulf Of Mexico Drive Unit 312, Longboat Key

$4,290,000

Tucked into the Champagne Building at The Residences at The St. Regis Longboat Key, unit 312 is a fully furnished coastal residence done right. Ceilings soar, glass walls stretch floor to ceiling, and the craftsmanship shows in every corner of this thoughtfully laid-out home. Tenant in place from late December through the end of March, generating approximately $90,000 in rental income. Step off the private elevator and into a great room capped by a dramatic tray ceiling and a sculptural bubble chandelier, where sliding glass doors open the space up to the terrace and the greenery beyond, letting the space extend beyond the walls. The kitchen is built for chef and entertainer alike. Glossy custom cabinetry, waterfall-edge counters with a leathered finish, a book matched quartz backsplash, and a full Wolf and Sub-Zero lineup, gas cooktop, double wall ovens, paneled refrigeration all give it the look of a showroom and the function of a real working kitchen. The island is the centerpiece for memories to be made with friends and family. The primary suite feels like its own retreat, tucked away from the living space with a wall of glass framing the grounds below. The bath is spa-worthy: dual vanities under illuminated round mirrors, a frameless glass rain shower, and a walk-in closet custom-fitted with enough drawers and shelving for a serious wardrobe. A second ensuite bedroom offers privacy for guests, and a well-appointed bath handles the rest. A discreet wet bar with wine storage and ice maker sits ready for evening cocktails, and wide-plank, wood-look porcelain tile runs throughout, warming up every room without competing with the views. Outside, the private terrace comes with its own Wolf gas grill, an easy spot for dinner under Longboat Key's evening skies. This is one of only 69 residences in the first branded residential community on the Gulf of Mexico with 800 feet of private beachfront. Ownership here comes with real perks: St. Regis Butler and Concierge service on call, a private Residents' Clubhouse and fitness center, a resident-only pool and spa, and beachside cabanas set aside just for owners. Steps beyond that, the full resort opens up: a heated infinity-edge pool, a drifting lazy river, a meandering saltwater lagoon home to a family of resident Aldabra tortoises, several chef-driven restaurants, and an oceanfront spa with vitality pools and a full menu of treatments. It's the kind of amenity list that makes staying home feel like a vacation. St. Armand’s Circle and downtown Sarasota are just minutes away, but out here on this stretch of Longboat Key, the pace slows down and the world feels a little further off. Here, you're not just buying a home, you're buying into the St. Regis way of doing life, every single day.

2 Beds ⋅ 3 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code

Tucked into the Champagne Building at The Residences at The St. Regis Longboat Key, unit 312 is a fully furnished coastal residence done right. Ceilings soar, glass walls stretch floor to ceiling, and the craftsmanship shows in every corner of this thoughtfully laid-out home. Tenant in place from late December through the end of March, generating approximately $90,000 in rental income. Step off the private elevator and into a great room capped by a dramatic tray ceiling and a sculptural bubble chandelier, where sliding glass doors open the space up to the terrace and the greenery beyond, letting the space extend beyond the walls. The kitchen is built for chef and entertainer alike. Glossy custom cabinetry, waterfall-edge counters with a leathered finish, a book matched quartz backsplash, and a full Wolf and Sub-Zero lineup, gas cooktop, double wall ovens, paneled refrigeration all give it the look of a showroom and the function of a real working kitchen. The island is the centerpiece for memories to be made with friends and family. The primary suite feels like its own retreat, tucked away from the living space with a wall of glass framing the grounds below. The bath is spa-worthy: dual vanities under illuminated round mirrors, a frameless glass rain shower, and a walk-in closet custom-fitted with enough drawers and shelving for a serious wardrobe. A second ensuite bedroom offers privacy for guests, and a well-appointed bath handles the rest. A discreet wet bar with wine storage and ice maker sits ready for evening cocktails, and wide-plank, wood-look porcelain tile runs throughout, warming up every room without competing with the views. Outside, the private terrace comes with its own Wolf gas grill, an easy spot for dinner under Longboat Key's evening skies. This is one of only 69 residences in the first branded residential community on the Gulf of Mexico with 800 feet of private beachfront. Ownership here comes with real perks: St. Regis Butler and Concierge service on call, a private Residents' Clubhouse and fitness center, a resident-only pool and spa, and beachside cabanas set aside just for owners. Steps beyond that, the full resort opens up: a heated infinity-edge pool, a drifting lazy river, a meandering saltwater lagoon home to a family of resident Aldabra tortoises, several chef-driven restaurants, and an oceanfront spa with vitality pools and a full menu of treatments. It's the kind of amenity list that makes staying home feel like a vacation. St. Armand’s Circle and downtown Sarasota are just minutes away, but out here on this stretch of Longboat Key, the pace slows down and the world feels a little further off. Here, you're not just buying a home, you're buying into the St. Regis way of doing life, every single day.

1591 Gulf Of Mexico Drive Unit 312, Longboat Key

1561 Gulf Of Mexico Drive Unit 404, Longboat Key

$12,400,000

Presented in the most coveted beachfront enclave at The St. Regis Longboat Key Resort, this is a rare opportunity to own a spectacular residence in the prestigious Armand building — the closest to the Gulf, with breathtaking, unobstructed views of the Gulf of Mexico. Encompassing nearly 5,000 square feet and offered fully furnished, this extraordinary home was masterfully designed by the award-winning Rowland and Broughton of Aspen, Colorado. Thoughtfully curated throughout, it lives like a private single-family home while enjoying the legendary St. Regis services and amenities, including butler service and in-residence dining. The gracious great room is designed for effortless entertaining, featuring porcelain wood plank flooring and dramatic accordion doors that fully retract to a sprawling terrace with a private gas grill and panoramic views of the Gulf, resort, and saltwater lagoon — creating seamless indoor-outdoor living. The chef’s kitchen is a true showpiece, anchored by a large statement island clad in exquisite Pininfarina Crystal quartzite with a dramatic waterfall edge — blending sculptural beauty with everyday functionality. The space is impeccably appointed with dual Cove dishwashers, a Wolf six-burner cooktop, Wolf double ovens and microwave, and a Sub-Zero refrigerator. A charming breakfast area offers built-in storage and shelving, along with an ice maker and beverage refrigerator for ultimate convenience. A private club room provides the perfect setting for lounging or game day gatherings, highlighted by custom built-ins and striking in-wall wine storage. The luxurious owner’s suite captures sweeping Gulf views and opens directly onto the expansive terrace. A stunning feature wall wrapped in Bijou Knits wallpaper by Phillip Jeffries adds refined texture and sophistication, complementing the custom built-ins that define this serene retreat. The spa-inspired bath features dual oversized vanities (including a dedicated makeup area), illuminated mirrors, a soaking tub, seamless glass shower, two private water closets with Toto electric toilets, and custom closets. Two additional guest suites offer comfort and privacy. The second features custom built-ins with a king Murphy bed, integrated desk, generous closets, and a bath with double vanities and glass shower, opening to terrace views of Sarasota Bay. The third is equally spacious, also opening to the terrace with bay views and offering double vanities and custom closets. An elegant laundry room continues the home’s elevated aesthetic with custom cabinetry, a utility sink, and SM Quartz by Santa Margherita countertops. Throughout, porcelain wood plank floors, electronic shades, and a state-of-the-art Crestron smart home system enhance everyday living. The integrated technology package — valued at approximately $400,000 — controls lighting, blinds, televisions, and music throughout the home. This is an exceptional opportunity to own one of the most refined residences on Longboat Key — where five-star resort living meets the privacy and comfort of a grand coastal home. Residents enjoy a private clubhouse with fitness center, resident-only pool and spa, St. Regis Butler and Concierge services, an oceanfront spa, dining venues, beachfront cabanas, lazy river, and saltwater lagoon. Set on 17 acres of pristine beachfront just 3.5 miles from St. Armands Circle, this home invites you to embrace the legendary St. Regis lifestyle.

3 Beds ⋅ 4 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code

Presented in the most coveted beachfront enclave at The St. Regis Longboat Key Resort, this is a rare opportunity to own a spectacular residence in the prestigious Armand building — the closest to the Gulf, with breathtaking, unobstructed views of the Gulf of Mexico. Encompassing nearly 5,000 square feet and offered fully furnished, this extraordinary home was masterfully designed by the award-winning Rowland and Broughton of Aspen, Colorado. Thoughtfully curated throughout, it lives like a private single-family home while enjoying the legendary St. Regis services and amenities, including butler service and in-residence dining. The gracious great room is designed for effortless entertaining, featuring porcelain wood plank flooring and dramatic accordion doors that fully retract to a sprawling terrace with a private gas grill and panoramic views of the Gulf, resort, and saltwater lagoon — creating seamless indoor-outdoor living. The chef’s kitchen is a true showpiece, anchored by a large statement island clad in exquisite Pininfarina Crystal quartzite with a dramatic waterfall edge — blending sculptural beauty with everyday functionality. The space is impeccably appointed with dual Cove dishwashers, a Wolf six-burner cooktop, Wolf double ovens and microwave, and a Sub-Zero refrigerator. A charming breakfast area offers built-in storage and shelving, along with an ice maker and beverage refrigerator for ultimate convenience. A private club room provides the perfect setting for lounging or game day gatherings, highlighted by custom built-ins and striking in-wall wine storage. The luxurious owner’s suite captures sweeping Gulf views and opens directly onto the expansive terrace. A stunning feature wall wrapped in Bijou Knits wallpaper by Phillip Jeffries adds refined texture and sophistication, complementing the custom built-ins that define this serene retreat. The spa-inspired bath features dual oversized vanities (including a dedicated makeup area), illuminated mirrors, a soaking tub, seamless glass shower, two private water closets with Toto electric toilets, and custom closets. Two additional guest suites offer comfort and privacy. The second features custom built-ins with a king Murphy bed, integrated desk, generous closets, and a bath with double vanities and glass shower, opening to terrace views of Sarasota Bay. The third is equally spacious, also opening to the terrace with bay views and offering double vanities and custom closets. An elegant laundry room continues the home’s elevated aesthetic with custom cabinetry, a utility sink, and SM Quartz by Santa Margherita countertops. Throughout, porcelain wood plank floors, electronic shades, and a state-of-the-art Crestron smart home system enhance everyday living. The integrated technology package — valued at approximately $400,000 — controls lighting, blinds, televisions, and music throughout the home. This is an exceptional opportunity to own one of the most refined residences on Longboat Key — where five-star resort living meets the privacy and comfort of a grand coastal home. Residents enjoy a private clubhouse with fitness center, resident-only pool and spa, St. Regis Butler and Concierge services, an oceanfront spa, dining venues, beachfront cabanas, lazy river, and saltwater lagoon. Set on 17 acres of pristine beachfront just 3.5 miles from St. Armands Circle, this home invites you to embrace the legendary St. Regis lifestyle.

1561 Gulf Of Mexico Drive Unit 404, Longboat Key

4370 Chatham Drive Unit 304, Longboat Key

$425,000

MAJOR $74,000 PRICE REDUCTION, don't miss this newly priced opportunity. Experience the best of Bay-to-Gulf living in this beautifully furnished condominium located on the top-floor in Building G at Longboat Harbour. Featuring 2 bedrooms and 2 bathrooms, this move-in-ready residence offers peaceful canal views, thoughtful updates, and exclusive access to a private, gated beach club on the Longboat Key Gulf Beach, just steps away. Building G also offers a special community feature: a dedicated bump-out area designed for residents’ outdoor gatherings and entertaining. This exclusive feature is available to only two buildings within Longboat Harbour, and Building G is one of them. The bright and inviting interior features a carpet-free design with luxury vinyl plank flooring throughout with tiled bathrooms. New lighting fixtures, custom window treatments and ceiling fans add a fresh, updated touch, while the kitchen is appointed with granite countertops and a stylish backsplash. The updated primary bathroom provides additional comfort and modern appeal with custom vanity and cabinet storage. A new HVAC system installed in 2025 offers added peace of mind. Step outside to the spacious screened lanai, where beautiful canal views create a relaxing backdrop for everyday living, and on those lucky days, you may even catch a glimpse of manatees swimming peacefully through the water. Enhanced by a ceiling fan, this private outdoor space is perfect for enjoying morning coffee, reading a good book, entertaining guests, or unwinding at the end of the day. The condominium is being sold furnished with carefully selected pieces that complement the home’s coastal style and create a warm, comfortable atmosphere. Whether you are searching for a full-time residence, seasonal getaway, or coastal vacation retreat, this property is ready to enjoy from the moment you arrive. Longboat Harbour at Longboat Key offers an exceptional waterfront lifestyle with access to both Sarasota Bay and the beautiful Longboat Key Beach. The community’s private, gated beach club provides a convenient place to relax on the sand, enjoy the Gulf breeze, and take in beautiful Florida sunsets. Residents also enjoy an impressive selection of resort-style amenities, including four heated swimming pools, a fully equipped fitness center, tennis and pickleball courts, fishing piers, kayak & bicycle storage, and boat slips available on a first-come, first-served basis. The community clubhouse/banquet hall offers social events and activities, providing plenty of opportunities to meet neighbors and enjoy an active coastal lifestyle. Ideally situated on Longboat Key, this gated waterfront community offers convenient access to some of the area’s best dining, shopping, and entertainment while maintaining a peaceful and private setting. Whether used as a serene retreat, vacation property, or full-time residence, this furnished condominium provides everything needed to experience the very best of Longboat Key’s Bay-to-Gulf lifestyle. Schedule your private showing or request your virtual tour today, don't miss out this GEM on Longboat Key.

2 Beds ⋅ 2 Baths ⋅ Longboat Harbour North SubDv. ⋅ 34228 Zip Code

MAJOR $74,000 PRICE REDUCTION, don't miss this newly priced opportunity. Experience the best of Bay-to-Gulf living in this beautifully furnished condominium located on the top-floor in Building G at Longboat Harbour. Featuring 2 bedrooms and 2 bathrooms, this move-in-ready residence offers peaceful canal views, thoughtful updates, and exclusive access to a private, gated beach club on the Longboat Key Gulf Beach, just steps away. Building G also offers a special community feature: a dedicated bump-out area designed for residents’ outdoor gatherings and entertaining. This exclusive feature is available to only two buildings within Longboat Harbour, and Building G is one of them. The bright and inviting interior features a carpet-free design with luxury vinyl plank flooring throughout with tiled bathrooms. New lighting fixtures, custom window treatments and ceiling fans add a fresh, updated touch, while the kitchen is appointed with granite countertops and a stylish backsplash. The updated primary bathroom provides additional comfort and modern appeal with custom vanity and cabinet storage. A new HVAC system installed in 2025 offers added peace of mind. Step outside to the spacious screened lanai, where beautiful canal views create a relaxing backdrop for everyday living, and on those lucky days, you may even catch a glimpse of manatees swimming peacefully through the water. Enhanced by a ceiling fan, this private outdoor space is perfect for enjoying morning coffee, reading a good book, entertaining guests, or unwinding at the end of the day. The condominium is being sold furnished with carefully selected pieces that complement the home’s coastal style and create a warm, comfortable atmosphere. Whether you are searching for a full-time residence, seasonal getaway, or coastal vacation retreat, this property is ready to enjoy from the moment you arrive. Longboat Harbour at Longboat Key offers an exceptional waterfront lifestyle with access to both Sarasota Bay and the beautiful Longboat Key Beach. The community’s private, gated beach club provides a convenient place to relax on the sand, enjoy the Gulf breeze, and take in beautiful Florida sunsets. Residents also enjoy an impressive selection of resort-style amenities, including four heated swimming pools, a fully equipped fitness center, tennis and pickleball courts, fishing piers, kayak & bicycle storage, and boat slips available on a first-come, first-served basis. The community clubhouse/banquet hall offers social events and activities, providing plenty of opportunities to meet neighbors and enjoy an active coastal lifestyle. Ideally situated on Longboat Key, this gated waterfront community offers convenient access to some of the area’s best dining, shopping, and entertainment while maintaining a peaceful and private setting. Whether used as a serene retreat, vacation property, or full-time residence, this furnished condominium provides everything needed to experience the very best of Longboat Key’s Bay-to-Gulf lifestyle. Schedule your private showing or request your virtual tour today, don't miss out this GEM on Longboat Key.

4370 Chatham Drive Unit 304, Longboat Key

3802 Gulf Of Mexico Drive Unit A203, Longboat Key

$399,000

Gulf views! Just bring your flip flops and bathing suit to this move-in ready 2br/2ba condo on the 2nd floor in Beach Harbor Club. This beautifully maintained Gulf-to-bay community offers boat slips on the bay and private beach access on the Gulf side, as well as pool, clubhouse, gym and private beach access just across the street! This unit has been tastefully updated to include an all-new bright open kitchen with custom cabinetry, stone counters and high-end appliances, including a Fisher & Paykel fridge, a two-drawer Cafe dishwasher, and a Cafe two-oven, six-burner stove. Flooring throughout was replaced with a light blond luxury vinyl plank. Both baths had updates including cabinetry and same quartz countertops found in the kitchen. The AC was replaced in 2024. This home also has a sweet view of the Gulf from the outdoor seating area in the front. The monthly fee includes water, trash, internet, cable, and pest control, as well as the usual insurances, and exterior maintenances. Beach Harbor Club is an active and amenities-rich community with boat docks, a pool, a gym, private beach access, kayak storage, a ground-level storage closet for beach gear, a beautiful clubhouse and just upstairs from this unit is a wonderful rooftop deck for sunset viewing. No effort required to start living your beach life dream today!

2 Beds ⋅ 2 Baths ⋅ Beach Harbor Club SubDv. ⋅ 34228 Zip Code

Gulf views! Just bring your flip flops and bathing suit to this move-in ready 2br/2ba condo on the 2nd floor in Beach Harbor Club. This beautifully maintained Gulf-to-bay community offers boat slips on the bay and private beach access on the Gulf side, as well as pool, clubhouse, gym and private beach access just across the street! This unit has been tastefully updated to include an all-new bright open kitchen with custom cabinetry, stone counters and high-end appliances, including a Fisher & Paykel fridge, a two-drawer Cafe dishwasher, and a Cafe two-oven, six-burner stove. Flooring throughout was replaced with a light blond luxury vinyl plank. Both baths had updates including cabinetry and same quartz countertops found in the kitchen. The AC was replaced in 2024. This home also has a sweet view of the Gulf from the outdoor seating area in the front. The monthly fee includes water, trash, internet, cable, and pest control, as well as the usual insurances, and exterior maintenances. Beach Harbor Club is an active and amenities-rich community with boat docks, a pool, a gym, private beach access, kayak storage, a ground-level storage closet for beach gear, a beautiful clubhouse and just upstairs from this unit is a wonderful rooftop deck for sunset viewing. No effort required to start living your beach life dream today!

3802 Gulf Of Mexico Drive Unit A203, Longboat Key

3320 Gulf Of Mexico Drive Unit 206C, Longboat Key

$589,900

Longboat Arms - 2BR / 2BA / 1,187 sq ft - Bring your boat and enjoy a slice of paradise! This lovely second-floor condo offers views of the bay, pool, and marina from the front. Open and light-filled, it features a covered front porch and was completely remodeled in 2017. Highlights include all-new hurricane-impact windows, a kitchen with stainless steel appliances and granite countertops, and a hall closet with washer/dryer hookup (or use the convenient laundry facility on the same floor). Tastefully decorated and move-in ready. Located in the low-density Longboat Arms community of just 45 residences with approximately 1,000 feet of waterfront and abundant green space. Enjoy covered parking, a private community boat ramp (perfect for boats, kayaks, paddleboards, jet skis), and offering boat dockage - available to residents on waitlist basis (currently open), heated pool, tennis court, outdoor amenities, and deeded Gulf beach access just across the street. The separate community building is currently undergoing extensive renovation. This is an outstanding opportunity for full-time living, a seasonal retreat, or a smart investment in one of mid-island Longboat Key’s most appealing bay-side communities. Don’t miss your chance to own in Longboat Arms — schedule your private showing today! "Furnishings available upon request"

2 Beds ⋅ 2 Baths ⋅ Longboat Arms SubDv. ⋅ 34228 Zip Code

Longboat Arms - 2BR / 2BA / 1,187 sq ft - Bring your boat and enjoy a slice of paradise! This lovely second-floor condo offers views of the bay, pool, and marina from the front. Open and light-filled, it features a covered front porch and was completely remodeled in 2017. Highlights include all-new hurricane-impact windows, a kitchen with stainless steel appliances and granite countertops, and a hall closet with washer/dryer hookup (or use the convenient laundry facility on the same floor). Tastefully decorated and move-in ready. Located in the low-density Longboat Arms community of just 45 residences with approximately 1,000 feet of waterfront and abundant green space. Enjoy covered parking, a private community boat ramp (perfect for boats, kayaks, paddleboards, jet skis), and offering boat dockage - available to residents on waitlist basis (currently open), heated pool, tennis court, outdoor amenities, and deeded Gulf beach access just across the street. The separate community building is currently undergoing extensive renovation. This is an outstanding opportunity for full-time living, a seasonal retreat, or a smart investment in one of mid-island Longboat Key’s most appealing bay-side communities. Don’t miss your chance to own in Longboat Arms — schedule your private showing today! "Furnishings available upon request"

3320 Gulf Of Mexico Drive Unit 206C, Longboat Key

$129,000

GET EXCITED ABOUT THIS ONE on Longboat Key! Not just because of the LOCATION, but because of the opportunity to finish making it your own which includes the following (not yet installed) materials: new windows, new flooring, new cabinetry, high-end appliances, ship-lap, as well as the furnishings. AND, you will get to enjoy the NEWLY RENOVATED CLUBHOUSE, which is almost complete. Brand new Tiki Hut coming soon on the beach, as well. Did I mention the extremely affordable HOA fees, which is rare on Longboat Key? Twin Shores is a unique 55+ Gulf-to-Bay community offering access to both the beach and Sarasota Bay. This charming 1-bedroom, 1-bath home (with another full-bath outside) is ready for its next owner to complete the renovation and create their own island retreat. (Also, the owner had plans to install the existing shuttered doors to create an optional temporary 2nd bedroom for overnight guests!) Renovation work has already begun, giving you the opportunity to finish the home to your personal taste and style. This home can be your inviting Longboat Key getaway or full-time island residence. What truly sets this opportunity apart is that Twin Shores has the best of both worlds in this resident-owned Gulf-to-Bay cooperative community, with private deeded Gulf beach access, Sarasota Bay access, marina, community pool and clubhouse. Spend your mornings walking the beach, your afternoons boating or relaxing by the pool, and your evenings enjoying game nights in the clubhouse as well as everything Longboat Key has to offer. Opportunities at this price point on Longboat Key are increasingly hard to find. Offered AS-IS. Renovation is incomplete and the appliances, cabinetry, flooring, and windows at the property are included in the sale. Twin Shores Beach and Marina offers a saltwater/heated community pool, a marina with boat slips available for lease (current waitlist), a beautiful, new clubhouse (almost completed) with plenty of community activities and social events. This community offers an array of outdoor activities because of its beach-to-bay location: Enjoy kayaking, paddle boarding, biking, boating and fishing. Love pickleball? Bayfront Park is a short walk or bike ride away which offers pickleball for all levels. Twin Shores Beach and Marina is a remnant of Old Florida with extremely affordable community fees at $280/month which includes water, sewer, trash, pool maintenance, clubhouse, management, marina, maintenance grounds and common area taxes. Enjoy million-dollar sunrises from the marina and million-dollar sunsets from the deeded beach without the typical Longboat Key million-dollar-plus price tag!

1 Beds ⋅ 1 Baths ⋅ Twin Shores Mobile Home SubDv. ⋅ 34228 Zip Code

GET EXCITED ABOUT THIS ONE on Longboat Key! Not just because of the LOCATION, but because of the opportunity to finish making it your own which includes the following (not yet installed) materials: new windows, new flooring, new cabinetry, high-end appliances, ship-lap, as well as the furnishings. AND, you will get to enjoy the NEWLY RENOVATED CLUBHOUSE, which is almost complete. Brand new Tiki Hut coming soon on the beach, as well. Did I mention the extremely affordable HOA fees, which is rare on Longboat Key? Twin Shores is a unique 55+ Gulf-to-Bay community offering access to both the beach and Sarasota Bay. This charming 1-bedroom, 1-bath home (with another full-bath outside) is ready for its next owner to complete the renovation and create their own island retreat. (Also, the owner had plans to install the existing shuttered doors to create an optional temporary 2nd bedroom for overnight guests!) Renovation work has already begun, giving you the opportunity to finish the home to your personal taste and style. This home can be your inviting Longboat Key getaway or full-time island residence. What truly sets this opportunity apart is that Twin Shores has the best of both worlds in this resident-owned Gulf-to-Bay cooperative community, with private deeded Gulf beach access, Sarasota Bay access, marina, community pool and clubhouse. Spend your mornings walking the beach, your afternoons boating or relaxing by the pool, and your evenings enjoying game nights in the clubhouse as well as everything Longboat Key has to offer. Opportunities at this price point on Longboat Key are increasingly hard to find. Offered AS-IS. Renovation is incomplete and the appliances, cabinetry, flooring, and windows at the property are included in the sale. Twin Shores Beach and Marina offers a saltwater/heated community pool, a marina with boat slips available for lease (current waitlist), a beautiful, new clubhouse (almost completed) with plenty of community activities and social events. This community offers an array of outdoor activities because of its beach-to-bay location: Enjoy kayaking, paddle boarding, biking, boating and fishing. Love pickleball? Bayfront Park is a short walk or bike ride away which offers pickleball for all levels. Twin Shores Beach and Marina is a remnant of Old Florida with extremely affordable community fees at $280/month which includes water, sewer, trash, pool maintenance, clubhouse, management, marina, maintenance grounds and common area taxes. Enjoy million-dollar sunrises from the marina and million-dollar sunsets from the deeded beach without the typical Longboat Key million-dollar-plus price tag!

36 Twin Shores Boulevard, Longboat Key

448 Gulf Of Mexico Drive Unit A104, Longboat Key

$725,000

Location! Location! Location! Awesome, Spectacular Bay views from the kitchen, dining room, living room and primary bedroom! One Bridge to the Gulf! No wait list boat slip! Longboat Key is the place you want to be for the quiet solitude of a gulf front key condo with easy access to the culture and services of Sarasota! This two bedroom, two bathroom Condo in the bay side community of Bay Harbour, has its own private marina with no wait list, and is just one bridge to the Gulf! Beach access is within minutes from several locations on Longboat, Lido and Anna Maria Island. With a Base Flood Elevation of 10 Ft, this unit was High and Dry during the storms of 2024. It has been exquisitely redesigned with upscale quartz and Cambria counter tops, ceramic and porcelain tile flooring and Bosch Appliances. There is plenty of storage available with the pantry and built in closets. The separate pantry has a washer and dryer. Bay Harbour is a South Longboat Key community of 39 units in two buildings with a private pool, easily accessible pool baths, community room and fitness center. Each unit has assigned carport parking and separate locked storage. A well-managed and well-maintained community with reserves; the condo fees are among the lowest on the gulf at just $1,040 per month!

2 Beds ⋅ 2 Baths ⋅ Bay Harbour Apts SubDv. ⋅ 34228 Zip Code

Location! Location! Location! Awesome, Spectacular Bay views from the kitchen, dining room, living room and primary bedroom! One Bridge to the Gulf! No wait list boat slip! Longboat Key is the place you want to be for the quiet solitude of a gulf front key condo with easy access to the culture and services of Sarasota! This two bedroom, two bathroom Condo in the bay side community of Bay Harbour, has its own private marina with no wait list, and is just one bridge to the Gulf! Beach access is within minutes from several locations on Longboat, Lido and Anna Maria Island. With a Base Flood Elevation of 10 Ft, this unit was High and Dry during the storms of 2024. It has been exquisitely redesigned with upscale quartz and Cambria counter tops, ceramic and porcelain tile flooring and Bosch Appliances. There is plenty of storage available with the pantry and built in closets. The separate pantry has a washer and dryer. Bay Harbour is a South Longboat Key community of 39 units in two buildings with a private pool, easily accessible pool baths, community room and fitness center. Each unit has assigned carport parking and separate locked storage. A well-managed and well-maintained community with reserves; the condo fees are among the lowest on the gulf at just $1,040 per month!

448 Gulf Of Mexico Drive Unit A104, Longboat Key

4325 Gulf Of Mexico Drive Unit 402, Longboat Key

$975,000

**SIMPLE. BEACH. LIVING.** Experience the best of Longboat Key's beachfront lifestyle, where the Gulf of Mexico is your backyard and spectacular sunsets are part of everyday living. This turnkey, 1,456-square-foot condominium offers two bedrooms, two baths and breathtaking, unobstructed Gulf views from the moment you enter. Step onto your private balcony and enjoy the soothing sounds of the waves, refreshing sea breezes and unforgettable sunsets over the Gulf. Whether enjoying your morning coffee or unwinding at the end of the day, this is beachfront living at its finest. The residence features a kitchen and baths remodeled in 2012, hurricane shutters, a washer and dryer hookup and a reserved parking space. **NEW SLIDING GLASS DOORS WILL BE INSTALLED AS SOON AS THEY BECOME AVAILABLE**, providing an additional improvement to this Gulf-front retreat. Surrounded by beautifully landscaped grounds, the community offers a renovated clubhouse, swimming pool and outdoor barbecue area, perfect for gathering with friends and neighbors. And with the beach just steps from your door, you can enjoy leisurely shoreline walks, swimming and the natural beauty of Longboat Key. Dolphins are frequently spotted playing offshore, while sea turtles return seasonally to nest along these treasured beaches. Whether you're seeking a full-time residence or a seasonal getaway, this Gulf-front condominium offers the opportunity to embrace the relaxed elegance of island living. **SIMPLE. BEACH. LIVING.** It's all waiting for you on Longboat Key.

2 Beds ⋅ 2 Baths ⋅ Tiffany Plaza SubDv. ⋅ 34228 Zip Code

**SIMPLE. BEACH. LIVING.** Experience the best of Longboat Key's beachfront lifestyle, where the Gulf of Mexico is your backyard and spectacular sunsets are part of everyday living. This turnkey, 1,456-square-foot condominium offers two bedrooms, two baths and breathtaking, unobstructed Gulf views from the moment you enter. Step onto your private balcony and enjoy the soothing sounds of the waves, refreshing sea breezes and unforgettable sunsets over the Gulf. Whether enjoying your morning coffee or unwinding at the end of the day, this is beachfront living at its finest. The residence features a kitchen and baths remodeled in 2012, hurricane shutters, a washer and dryer hookup and a reserved parking space. **NEW SLIDING GLASS DOORS WILL BE INSTALLED AS SOON AS THEY BECOME AVAILABLE**, providing an additional improvement to this Gulf-front retreat. Surrounded by beautifully landscaped grounds, the community offers a renovated clubhouse, swimming pool and outdoor barbecue area, perfect for gathering with friends and neighbors. And with the beach just steps from your door, you can enjoy leisurely shoreline walks, swimming and the natural beauty of Longboat Key. Dolphins are frequently spotted playing offshore, while sea turtles return seasonally to nest along these treasured beaches. Whether you're seeking a full-time residence or a seasonal getaway, this Gulf-front condominium offers the opportunity to embrace the relaxed elegance of island living. **SIMPLE. BEACH. LIVING.** It's all waiting for you on Longboat Key.

4325 Gulf Of Mexico Drive Unit 402, Longboat Key

4390 Exeter Drive Unit 107, Longboat Key

$425,000

Seeking an opportunity to enjoy the Longboat Key lifestyle? This turnkey, two-bedroom, two-bath residence overlooks the Intracoastal Waterway and offers 1,072 square feet of living space. The view out the back of the condominium is simply magical. Sparkling water, beautiful sunsets, and, of course, manatees. This residence comfortably sleeps six, has direct access to the Harbour walking path, and also includes an in-home washer and dryer. Longboat Harbour offers an extensive collection of resident amenities, including a dedicated parking space, sauna, outdoor pools, putting green, kayak and paddleboard launch with storage, pickleball and tennis courts. Boat docks are available on a first-come, first-served basis for less than $600 annually, subject to availability. Residents also enjoy a recreation center with activities including poker, table tennis, billiards, arts and crafts, woodcarving and grilling areas. A deeded, private beach provides convenient access to the Gulf, along with storage, restrooms and showers. The condominium association has completed new roofing, providing added peace of mind. If you've been waiting for the right way to live, I think you just found it.

2 Beds ⋅ 2 Baths ⋅ Longboat Harbour North SubDv. ⋅ 34228 Zip Code

Seeking an opportunity to enjoy the Longboat Key lifestyle? This turnkey, two-bedroom, two-bath residence overlooks the Intracoastal Waterway and offers 1,072 square feet of living space. The view out the back of the condominium is simply magical. Sparkling water, beautiful sunsets, and, of course, manatees. This residence comfortably sleeps six, has direct access to the Harbour walking path, and also includes an in-home washer and dryer. Longboat Harbour offers an extensive collection of resident amenities, including a dedicated parking space, sauna, outdoor pools, putting green, kayak and paddleboard launch with storage, pickleball and tennis courts. Boat docks are available on a first-come, first-served basis for less than $600 annually, subject to availability. Residents also enjoy a recreation center with activities including poker, table tennis, billiards, arts and crafts, woodcarving and grilling areas. A deeded, private beach provides convenient access to the Gulf, along with storage, restrooms and showers. The condominium association has completed new roofing, providing added peace of mind. If you've been waiting for the right way to live, I think you just found it.

4390 Exeter Drive Unit 107, Longboat Key

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How much is your home worth?