Mikelchaffeerealtor.com Search Results

4621 Gulf Of Mexico Drive Unit 11D, Longboat Key

Truly a rare find at Casa del Mar, Longboat Key's highly sought-after, beachfront short-term rental community. This beautifully updated 2-bedroom, 2-bathroom second-floor courtyard residence offers the perfect blend of coastal luxury and turn-key convenience outfitted to comfortably sleep up to six guests in order to maximize rental income. Step inside to discover a sophisticated interior featuring high-end porcelain stoneware tile flooring and elegant granite countertops flowing seamlessly throughout. Both bathrooms have been meticulously upgraded with modern walk-in showers enclosed by custom frameless tempered glass doors. The spacious 12x18 living room steps out directly onto a relaxing screened in lanai—an idyllic spot for morning coffee or evening breezes over the lush courtyard. Complete with an excellent rental history and top-tier resort amenities (including a heated Gulf-front pool, tennis, pickleball & BBQ grilling pavilion), this turn-key furnished condo is an investor’s dream with onsite management & rental office and the perfect personal island escape.

2 Beds ⋅ 2 Baths ⋅ Casa Del Mar SubDv. ⋅ 34228 Zip Code

Truly a rare find at Casa del Mar, Longboat Key's highly sought-after, beachfront short-term rental community. This beautifully updated 2-bedroom, 2-bathroom second-floor courtyard residence offers the perfect blend of coastal luxury and turn-key convenience outfitted to comfortably sleep up to six guests in order to maximize rental income. Step inside to discover a sophisticated interior featuring high-end porcelain stoneware tile flooring and elegant granite countertops flowing seamlessly throughout. Both bathrooms have been meticulously upgraded with modern walk-in showers enclosed by custom frameless tempered glass doors. The spacious 12x18 living room steps out directly onto a relaxing screened in lanai—an idyllic spot for morning coffee or evening breezes over the lush courtyard. Complete with an excellent rental history and top-tier resort amenities (including a heated Gulf-front pool, tennis, pickleball & BBQ grilling pavilion), this turn-key furnished condo is an investor’s dream with onsite management & rental office and the perfect personal island escape.

4621 Gulf Of Mexico Drive Unit 11D, Longboat Key

5055 Gulf Of Mexico Drive Unit 315, Longboat Key

$775,000

Miami chic meets Gulf-front living on Longboat Key. This turnkey, fully renovated first-floor residence at Club Longboat Beach & Tennis pairs an urban edge with easy beach living: raised ceilings with exposed ductwork and linear AC vents, and a sophisticated palette of black, grey, stone, and taupe. The open floor plan was reimagined for light and flow, with a former den removed to create a flexible studio or office space. The kitchen features white cabinetry, stainless steel appliances, a new induction cooktop with hood, stone backsplash, under-cabinet lighting, a working island with storage, and a breakfast bar with glass shelving and glass-paned cabinets overlooking the elongated dining room and great room. The owner's suite feels like a boutique hotel, with back-to-back vanities and mirrors facing the whirlpool tub on one side and the walk-in shower on the other, organic stone vessel sinks, pebble flooring, a Toto washlet, and a built-in towel cabinet. A hallway lined with custom cabinetry keeps everything organized, and the suite opens to its own patio lounging area. The guest suite has its own bath with a Toto washlet down the hall, plus an adjacent reading room and flex room, ideal for a Peloton, Pilates reformer, or an additional sitting room. A stackable washer and dryer is tucked into one of the many closets. Approximately 1,484 square feet with 2 bedrooms, 2 baths, and flex space. Hurricane impact doors and sliders throughout, with floor-to-ceiling plantation shutters. Each room opens onto lushly landscaped paver walkways and a large private patio for dining alfresco or reading in the sun. No elevators or long walks: covered parking is at your doorstep, with an outside storage closet steps away. The resort offers approximately 750 feet of Gulf-front beach with chairs and umbrellas, eight Har-Tru tennis courts with an on-site pro, pickleball, two heated pools with separate adult and family areas, spa, sauna, grilling, bocce, and fishing. On-site management and an active social calendar round out the experience, and a newly renovated clubhouse with expanded fitness and social spaces is planned. Pet-friendly for owners, including large dogs. 30-day minimum rentals, up to 12 leases per year. The mid-key location puts boating, golf, and the dining and shopping of St. Armands Circle just minutes away.

2 Beds ⋅ 2 Baths ⋅ Club Longboat Beach & Tennis SubDv. ⋅ 34228 Zip Code

Miami chic meets Gulf-front living on Longboat Key. This turnkey, fully renovated first-floor residence at Club Longboat Beach & Tennis pairs an urban edge with easy beach living: raised ceilings with exposed ductwork and linear AC vents, and a sophisticated palette of black, grey, stone, and taupe. The open floor plan was reimagined for light and flow, with a former den removed to create a flexible studio or office space. The kitchen features white cabinetry, stainless steel appliances, a new induction cooktop with hood, stone backsplash, under-cabinet lighting, a working island with storage, and a breakfast bar with glass shelving and glass-paned cabinets overlooking the elongated dining room and great room. The owner's suite feels like a boutique hotel, with back-to-back vanities and mirrors facing the whirlpool tub on one side and the walk-in shower on the other, organic stone vessel sinks, pebble flooring, a Toto washlet, and a built-in towel cabinet. A hallway lined with custom cabinetry keeps everything organized, and the suite opens to its own patio lounging area. The guest suite has its own bath with a Toto washlet down the hall, plus an adjacent reading room and flex room, ideal for a Peloton, Pilates reformer, or an additional sitting room. A stackable washer and dryer is tucked into one of the many closets. Approximately 1,484 square feet with 2 bedrooms, 2 baths, and flex space. Hurricane impact doors and sliders throughout, with floor-to-ceiling plantation shutters. Each room opens onto lushly landscaped paver walkways and a large private patio for dining alfresco or reading in the sun. No elevators or long walks: covered parking is at your doorstep, with an outside storage closet steps away. The resort offers approximately 750 feet of Gulf-front beach with chairs and umbrellas, eight Har-Tru tennis courts with an on-site pro, pickleball, two heated pools with separate adult and family areas, spa, sauna, grilling, bocce, and fishing. On-site management and an active social calendar round out the experience, and a newly renovated clubhouse with expanded fitness and social spaces is planned. Pet-friendly for owners, including large dogs. 30-day minimum rentals, up to 12 leases per year. The mid-key location puts boating, golf, and the dining and shopping of St. Armands Circle just minutes away.

5055 Gulf Of Mexico Drive Unit 315, Longboat Key

$685,000

Welcome home to Bayport Beach & Tennis Club conveniently located directly across from the best stretch of beach Longboat Key has to offer. This 2nd floor condo offers a bright and airy living space with an abundance of natural light. Once inside, it is immediately evident that this residence has been well maintained and updated. The beautifully renovated kitchen features granite countertops, newer windows, a pantry, stainless steel appliances, a breakfast bar, ample counter space for creating culinary delights while easily conversing with guests and family in the combined living/dining area. The primary suite pampers owners with a nook currently being used as an office space, a large renovated primary bathroom featuring a walk-in closet, granite countertops, dual vanities and a modern glass enclosed shower. Guests will be comfortable in the ensuite guest bedroom with their own large walk-in closet. A screened rear patio surrounded by lush landscaping is the perfect spot for reading, bird watching and enjoying the outdoor air and feels like being in a luxury treehouse. The spacious front patio is ideal for alfresco dining and grilling. There is a carport with additional storage provided on the ground level and guest parking directly in front of the carport. In addition to the fantastic interior features, this condo also offers excellent amenities that enhance the overall living experience. These include a bocci ball court, kayak storage, a fishing pier, a clubhouse with fitness center, heated Olympic size swimming pool, 4 Har Tru tennis courts, onsite management and picturesque tree lined walking trails. For beach lovers, Bayport Beach & Tennis Club offers deeded beach access to easily enjoy the sun, sand and surf, with beach chairs and umbrellas on 1200 feet of white sand beach. Conveniently located mid-Longboat Key close to Publix, Bayfront Park, shopping, fine & casual dining, St. Armands Circle and the cultural hub of southwest Florida, downtown Sarasota.

2 Beds ⋅ 2 Baths ⋅ Bayport Bch & Ten SubDv. ⋅ 34228 Zip Code

Welcome home to Bayport Beach & Tennis Club conveniently located directly across from the best stretch of beach Longboat Key has to offer. This 2nd floor condo offers a bright and airy living space with an abundance of natural light. Once inside, it is immediately evident that this residence has been well maintained and updated. The beautifully renovated kitchen features granite countertops, newer windows, a pantry, stainless steel appliances, a breakfast bar, ample counter space for creating culinary delights while easily conversing with guests and family in the combined living/dining area. The primary suite pampers owners with a nook currently being used as an office space, a large renovated primary bathroom featuring a walk-in closet, granite countertops, dual vanities and a modern glass enclosed shower. Guests will be comfortable in the ensuite guest bedroom with their own large walk-in closet. A screened rear patio surrounded by lush landscaping is the perfect spot for reading, bird watching and enjoying the outdoor air and feels like being in a luxury treehouse. The spacious front patio is ideal for alfresco dining and grilling. There is a carport with additional storage provided on the ground level and guest parking directly in front of the carport. In addition to the fantastic interior features, this condo also offers excellent amenities that enhance the overall living experience. These include a bocci ball court, kayak storage, a fishing pier, a clubhouse with fitness center, heated Olympic size swimming pool, 4 Har Tru tennis courts, onsite management and picturesque tree lined walking trails. For beach lovers, Bayport Beach & Tennis Club offers deeded beach access to easily enjoy the sun, sand and surf, with beach chairs and umbrellas on 1200 feet of white sand beach. Conveniently located mid-Longboat Key close to Publix, Bayfront Park, shopping, fine & casual dining, St. Armands Circle and the cultural hub of southwest Florida, downtown Sarasota.

831 Bayport Way Unit 831, Longboat Key

2110 Harbourside Drive Unit 548, Longboat Key

$999,000

Virtually Staged. Sweeping Sarasota Bay views, expansive outdoor living, and an exceptional opportunity to create your own coastal retreat await at The Atrium at Fairway Bay. Located on the fourth floor within the gated Bay Isles community, this spacious corner residence offers the sought-after Banyan floor plan with 2,616 square feet of living space, three bedrooms, two-and-a-half baths, and 3,301 total square feet. Ready for a new owner's vision and updates, the residence offers generous proportions, an open layout, and multiple private balconies overlooking Sarasota Bay and the surrounding tropical landscape. A welcoming entry foyer leads to spacious living and dining areas with wood flooring, crown molding, and walls of glass that bring in natural light and showcase the views. The living room features built-in shelving and opens to a large wraparound waterfront balcony. The adjoining dining room also enjoys bay views, while a separate breakfast area provides additional casual dining space. The eat-in kitchen features granite countertops, wood cabinetry, stainless steel appliances, breakfast bar seating, and pantry storage, offering an opportunity to reimagine the space to suit your personal style. The primary suite features floor-to-ceiling glass, balcony access, and sweeping views of Sarasota Bay. Its bathroom, updated in 2016, includes dual sinks, a freestanding soaking tub, and a separate glass-enclosed shower. Two additional bedrooms offer flexibility for guests, a home office, or den, each with access to an outdoor balcony. A guest bathroom, separate powder room, and dedicated interior laundry room with additional storage complete the floor plan. With more than 600 square feet of balcony space, the residence offers exceptional opportunities for outdoor living, from morning coffee overlooking the bay to relaxing in the afternoon breeze. Under-building garage parking and additional storage add everyday convenience. While comfortable in its current condition, this residence presents an exciting opportunity for a comprehensive renovation, allowing the next owner to transform its spacious interiors into a personalized waterfront home. Residents of The Atrium at Fairway Bay enjoy 24-hour gated security, a heated swimming pool and spa, fitness facilities, tennis and pickleball courts, a clubhouse, and beautifully maintained tropical grounds. Ownership also provides access to the private Bay Isles Beach Club, offering a Gulf-front retreat along Longboat Key's white-sand shoreline. Ideally situated near Longboat Key Club's golf and marina amenities, the community is convenient to St. Armands Circle's boutiques and restaurants, the beaches of Longboat and Lido Key, and downtown Sarasota's celebrated dining, theaters, galleries, and cultural attractions. With its desirable fourth-floor setting, expansive balconies, captivating bay views, and exceptional renovation potential, Fairway Bay Atrium #548 offers a compelling opportunity to create a distinctive Longboat Key residence.

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

Virtually Staged. Sweeping Sarasota Bay views, expansive outdoor living, and an exceptional opportunity to create your own coastal retreat await at The Atrium at Fairway Bay. Located on the fourth floor within the gated Bay Isles community, this spacious corner residence offers the sought-after Banyan floor plan with 2,616 square feet of living space, three bedrooms, two-and-a-half baths, and 3,301 total square feet. Ready for a new owner's vision and updates, the residence offers generous proportions, an open layout, and multiple private balconies overlooking Sarasota Bay and the surrounding tropical landscape. A welcoming entry foyer leads to spacious living and dining areas with wood flooring, crown molding, and walls of glass that bring in natural light and showcase the views. The living room features built-in shelving and opens to a large wraparound waterfront balcony. The adjoining dining room also enjoys bay views, while a separate breakfast area provides additional casual dining space. The eat-in kitchen features granite countertops, wood cabinetry, stainless steel appliances, breakfast bar seating, and pantry storage, offering an opportunity to reimagine the space to suit your personal style. The primary suite features floor-to-ceiling glass, balcony access, and sweeping views of Sarasota Bay. Its bathroom, updated in 2016, includes dual sinks, a freestanding soaking tub, and a separate glass-enclosed shower. Two additional bedrooms offer flexibility for guests, a home office, or den, each with access to an outdoor balcony. A guest bathroom, separate powder room, and dedicated interior laundry room with additional storage complete the floor plan. With more than 600 square feet of balcony space, the residence offers exceptional opportunities for outdoor living, from morning coffee overlooking the bay to relaxing in the afternoon breeze. Under-building garage parking and additional storage add everyday convenience. While comfortable in its current condition, this residence presents an exciting opportunity for a comprehensive renovation, allowing the next owner to transform its spacious interiors into a personalized waterfront home. Residents of The Atrium at Fairway Bay enjoy 24-hour gated security, a heated swimming pool and spa, fitness facilities, tennis and pickleball courts, a clubhouse, and beautifully maintained tropical grounds. Ownership also provides access to the private Bay Isles Beach Club, offering a Gulf-front retreat along Longboat Key's white-sand shoreline. Ideally situated near Longboat Key Club's golf and marina amenities, the community is convenient to St. Armands Circle's boutiques and restaurants, the beaches of Longboat and Lido Key, and downtown Sarasota's celebrated dining, theaters, galleries, and cultural attractions. With its desirable fourth-floor setting, expansive balconies, captivating bay views, and exceptional renovation potential, Fairway Bay Atrium #548 offers a compelling opportunity to create a distinctive Longboat Key residence.

2110 Harbourside Drive Unit 548, Longboat Key

3330 Gulf Of Mexico Drive Unit 301D, Longboat Key

$795,000

Longboat Arms - real coastal living at it best, a tranquil, low-density waterfront enclave. This waterfront unit has it all, both bedrooms with water views, as well as the living and dining area, just the best location within the community. Unrivaled amenities with a renovated Clubhouse, boat ramp, private boat slips, kayak storage and launch and assigned covered parking. A heated community pool, tennis courts and all just steps from a deeded Beach Access. This waterfront enclave is ideally located mid-key and only one mile north of the Publix shopping center. Schedule your private tour today!

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

Longboat Arms - real coastal living at it best, a tranquil, low-density waterfront enclave. This waterfront unit has it all, both bedrooms with water views, as well as the living and dining area, just the best location within the community. Unrivaled amenities with a renovated Clubhouse, boat ramp, private boat slips, kayak storage and launch and assigned covered parking. A heated community pool, tennis courts and all just steps from a deeded Beach Access. This waterfront enclave is ideally located mid-key and only one mile north of the Publix shopping center. Schedule your private tour today!

3330 Gulf Of Mexico Drive Unit 301D, Longboat Key

360 Gulf Of Mexico Drive Unit 333, Longboat Key

$1,575,000

Virtually Staged. Complete Interior Photos Coming Soon! One of Tangerine Bay Club's coveted few corner penthouses, this exceptional residence showcases stunning bayfront views and nearly 2,600 sq. ft. of interior space on two levels that live like a single-family home. Freshly painted interiors, partially furnished and attractively priced, this serene sanctuary offers two terraces (3045 square feet in total), 3 bedrooms, 3 1/2 baths, a private courtyard and oversized garage with storage. Soaring ceilings, a gas fireplace and extra windows available only in end units create an inviting ambiance. The kitchen features a morning room with built-in desk, and an aquarium window over the sink. The adjoining dining and great rooms flow effortlessly, while sliding glass doors extend the living experience outdoors. Mahogany double doors lead to the primary suite, a peaceful retreat with its terrace access, bay views, volume ceilings, custom walk-in and built-in closets, and beautifully renovated bath. An additional guest bedroom (used as a den) with ensuite bath, a laundry room, and powder room, complete the first level. On the second level a spacious guest suite, office with built-in desk, shelving and storage, and a full bath provide comfortable accommodations and privacy for family and friends. Impact windows, plus storm shutters on larger windows, provide peace of mind. Tangerine Bay offers an enviable resort-like lifestyle amid lush tropical landscaping. Enjoy the lagoon pool with waterfalls, lap lane and spa, along with a day dock, fishing, kayak launch, tennis and pickleball courts, fitness center, clubhouse, and scenic walking paths. Owners may join the Bay Isles Beach Club directly on the Gulf of Mexico for a modest annual fee. Ideally situated on Longboat Key's south end, this gated community is just minutes from the St. Regis resort and St. Armand's Circle, with its shops and fine dining. Downtown Sarasota, with its celebrated arts, dining and culture, is a short drive across the Ringling Bridge. Optional membership at the Longboat Key Club, just across the street, offers 45 holes of championship golf, fine dining and a marina. A rare corner-penthouse opportunity, exceptional bayfront views and lifestyle--discover why Tangerine Bay Club remains one of Longboat Key's most desirable waterfront communities.

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

Virtually Staged. Complete Interior Photos Coming Soon! One of Tangerine Bay Club's coveted few corner penthouses, this exceptional residence showcases stunning bayfront views and nearly 2,600 sq. ft. of interior space on two levels that live like a single-family home. Freshly painted interiors, partially furnished and attractively priced, this serene sanctuary offers two terraces (3045 square feet in total), 3 bedrooms, 3 1/2 baths, a private courtyard and oversized garage with storage. Soaring ceilings, a gas fireplace and extra windows available only in end units create an inviting ambiance. The kitchen features a morning room with built-in desk, and an aquarium window over the sink. The adjoining dining and great rooms flow effortlessly, while sliding glass doors extend the living experience outdoors. Mahogany double doors lead to the primary suite, a peaceful retreat with its terrace access, bay views, volume ceilings, custom walk-in and built-in closets, and beautifully renovated bath. An additional guest bedroom (used as a den) with ensuite bath, a laundry room, and powder room, complete the first level. On the second level a spacious guest suite, office with built-in desk, shelving and storage, and a full bath provide comfortable accommodations and privacy for family and friends. Impact windows, plus storm shutters on larger windows, provide peace of mind. Tangerine Bay offers an enviable resort-like lifestyle amid lush tropical landscaping. Enjoy the lagoon pool with waterfalls, lap lane and spa, along with a day dock, fishing, kayak launch, tennis and pickleball courts, fitness center, clubhouse, and scenic walking paths. Owners may join the Bay Isles Beach Club directly on the Gulf of Mexico for a modest annual fee. Ideally situated on Longboat Key's south end, this gated community is just minutes from the St. Regis resort and St. Armand's Circle, with its shops and fine dining. Downtown Sarasota, with its celebrated arts, dining and culture, is a short drive across the Ringling Bridge. Optional membership at the Longboat Key Club, just across the street, offers 45 holes of championship golf, fine dining and a marina. A rare corner-penthouse opportunity, exceptional bayfront views and lifestyle--discover why Tangerine Bay Club remains one of Longboat Key's most desirable waterfront communities.

360 Gulf Of Mexico Drive Unit 333, Longboat Key

3235 Gulf Of Mexico Drive Unit A201, Longboat Key

$1,195,000

**BREATHTAKING BEACHFRONT CORNER CONDO WITH PANORAMIC GULF VIEWS!** Experience the beauty of beachfront living in this spacious, beautifully appointed two-bedroom, two-bath residence overlooking the Gulf of Mexico. Located on the second floor of the desirable Portobello community on Longboat Key, this exceptional corner unit offers approximately 1,500 square feet of living space, a thoughtfully designed split-bedroom floor plan, and two balconies offering spectacular coastal views. Offered turnkey furnished, this residence is ready to enjoy! Wake up to the soothing sounds of the waves in the spacious primary suite, complete with a generous walk-in closet, updated en-suite bathroom with stone countertops, dual sinks and a walk-in shower, and sliding glass doors opening directly onto the expansive waterfront balcony shared with the living room. The generously sized kitchen features beautiful wood cabinetry, stone countertops, a breakfast bar, and abundant storage, while the separate dining area offers additional space for gathering with family and friends. The guest bedroom provides its own private Gulf-view balcony and walk-in closet, creating a comfortable retreat for visitors. **HOME FEATURES:** - DESIRABLE SECOND-FLOOR CORNER UNIT - TWO PRIVATE BALCONIES - SPACIOUS SPLIT-BEDROOM FLOOR PLAN - TURNKEY FURNISHED - UPDATED KITCHEN AND BATHROOMS - CROWN MOLDING AND GENEROUS WALK-IN CLOSETS - IN-UNIT WASHER AND DRYER - WATER HEATER (2022) - NEWER ROOF (2025) Additional conveniences include elevator access and assigned parking. **COMMUNITY INFORMATION:** Nestled within the sought-after Portobello community, residents enjoy an exceptional coastal lifestyle with amenities on both the beach and bay sides of Longboat Key. Enjoy private, gated beach access, a heated swimming pool, tennis courts, kayak storage, an outdoor grilling area, and a bayside day dock and fishing pier. Whether spending the afternoon on the sand, enjoying a sunset, or exploring the waters of Sarasota Bay, Portobello offers opportunities to embrace island living. Conveniently located mid-key, just minutes from shopping, dining, golf courses, Publix, the world-renowned St. Armands Circle, and downtown Sarasota, this residence provides the perfect combination of island tranquility and nearby conveniences. **Discover the beauty of beachfront living in this spacious Longboat Key retreat, where spectacular views and coastal comfort come together.**

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

**BREATHTAKING BEACHFRONT CORNER CONDO WITH PANORAMIC GULF VIEWS!** Experience the beauty of beachfront living in this spacious, beautifully appointed two-bedroom, two-bath residence overlooking the Gulf of Mexico. Located on the second floor of the desirable Portobello community on Longboat Key, this exceptional corner unit offers approximately 1,500 square feet of living space, a thoughtfully designed split-bedroom floor plan, and two balconies offering spectacular coastal views. Offered turnkey furnished, this residence is ready to enjoy! Wake up to the soothing sounds of the waves in the spacious primary suite, complete with a generous walk-in closet, updated en-suite bathroom with stone countertops, dual sinks and a walk-in shower, and sliding glass doors opening directly onto the expansive waterfront balcony shared with the living room. The generously sized kitchen features beautiful wood cabinetry, stone countertops, a breakfast bar, and abundant storage, while the separate dining area offers additional space for gathering with family and friends. The guest bedroom provides its own private Gulf-view balcony and walk-in closet, creating a comfortable retreat for visitors. **HOME FEATURES:** - DESIRABLE SECOND-FLOOR CORNER UNIT - TWO PRIVATE BALCONIES - SPACIOUS SPLIT-BEDROOM FLOOR PLAN - TURNKEY FURNISHED - UPDATED KITCHEN AND BATHROOMS - CROWN MOLDING AND GENEROUS WALK-IN CLOSETS - IN-UNIT WASHER AND DRYER - WATER HEATER (2022) - NEWER ROOF (2025) Additional conveniences include elevator access and assigned parking. **COMMUNITY INFORMATION:** Nestled within the sought-after Portobello community, residents enjoy an exceptional coastal lifestyle with amenities on both the beach and bay sides of Longboat Key. Enjoy private, gated beach access, a heated swimming pool, tennis courts, kayak storage, an outdoor grilling area, and a bayside day dock and fishing pier. Whether spending the afternoon on the sand, enjoying a sunset, or exploring the waters of Sarasota Bay, Portobello offers opportunities to embrace island living. Conveniently located mid-key, just minutes from shopping, dining, golf courses, Publix, the world-renowned St. Armands Circle, and downtown Sarasota, this residence provides the perfect combination of island tranquility and nearby conveniences. **Discover the beauty of beachfront living in this spacious Longboat Key retreat, where spectacular views and coastal comfort come together.**

3235 Gulf Of Mexico Drive Unit A201, Longboat Key

1050 Longboat Club Road Unit 901, Longboat Key

$1,249,000

Welcome to your beachfront retreat in the sky. Perched on the 9th floor of the highly desirable Privateer North community on Longboat Key, this turnkey, beautifully furnished 2-bedroom, 2-bath residence offers 1,409 square feet of coastal elegance and breathtaking panoramic Gulf views from every room. Furnishings are included. This single-level residence is on the ninth floor of a ten-story building. Wake each morning to the sound of waves and endless turquoise water, and end each day with spectacular sunsets from the comfort of your living room, primary suite, or private balcony. The light-filled open floor plan is designed to showcase the stunning waterfront setting, featuring spacious living and dining areas that flow seamlessly to the balcony overlooking the Gulf of Mexico. The well-appointed kitchen offers quartz countertops, modern appliances, ample cabinetry, and everything needed for effortless entertaining. The spacious primary suite features direct balcony access, a king-sized sleeping area, and an updated en-suite bath, while the guest bedroom provides generous accommodations for family and friends. Both bathrooms have been tastefully updated with elegant finishes and walk-in showers. Just steps from the building, residents enjoy a secluded stretch of pristine private beach complete with beach chairs and umbrellas, as well as a large heated beachfront pool and spa with unobstructed Gulf views. Privateer North offers an exceptional resort-style lifestyle with a newly renovated fitness center, pickleball courts, shuffleboard, outdoor grilling and picnic areas, covered parking, secure entry, on-site management, and beautifully maintained grounds. Ideally located on the southern end of Longboat Key, this residence is only minutes from the upscale shopping, dining, and entertainment of St. Armands Circle and a short drive to downtown Sarasota, renowned for its arts, culture, waterfront parks, and world-class restaurants. Offering unmatched views, exceptional amenities, and one of the area’s most sought-after beachfront locations, this is coastal living at its finest. ** Seller is a licensed Florida Real Estate Agent

2 Beds ⋅ 2 Baths ⋅ Privateer North SubDv. ⋅ 34228 Zip Code

Welcome to your beachfront retreat in the sky. Perched on the 9th floor of the highly desirable Privateer North community on Longboat Key, this turnkey, beautifully furnished 2-bedroom, 2-bath residence offers 1,409 square feet of coastal elegance and breathtaking panoramic Gulf views from every room. Furnishings are included. This single-level residence is on the ninth floor of a ten-story building. Wake each morning to the sound of waves and endless turquoise water, and end each day with spectacular sunsets from the comfort of your living room, primary suite, or private balcony. The light-filled open floor plan is designed to showcase the stunning waterfront setting, featuring spacious living and dining areas that flow seamlessly to the balcony overlooking the Gulf of Mexico. The well-appointed kitchen offers quartz countertops, modern appliances, ample cabinetry, and everything needed for effortless entertaining. The spacious primary suite features direct balcony access, a king-sized sleeping area, and an updated en-suite bath, while the guest bedroom provides generous accommodations for family and friends. Both bathrooms have been tastefully updated with elegant finishes and walk-in showers. Just steps from the building, residents enjoy a secluded stretch of pristine private beach complete with beach chairs and umbrellas, as well as a large heated beachfront pool and spa with unobstructed Gulf views. Privateer North offers an exceptional resort-style lifestyle with a newly renovated fitness center, pickleball courts, shuffleboard, outdoor grilling and picnic areas, covered parking, secure entry, on-site management, and beautifully maintained grounds. Ideally located on the southern end of Longboat Key, this residence is only minutes from the upscale shopping, dining, and entertainment of St. Armands Circle and a short drive to downtown Sarasota, renowned for its arts, culture, waterfront parks, and world-class restaurants. Offering unmatched views, exceptional amenities, and one of the area’s most sought-after beachfront locations, this is coastal living at its finest. ** Seller is a licensed Florida Real Estate Agent

1050 Longboat Club Road Unit 901, Longboat Key

1561 Gulf Of Mexico Drive Unit 301, Longboat Key

$19,995,000

Experience a truly once-in-a-lifetime opportunity to own a direct Gulf-front residence in the prestigious Armand building at The St. Regis Longboat Key. From the moment you step inside, you’re greeted by breathtaking, uninterrupted views of the Gulf—an endless panorama of water and sky that transforms daily with spectacular sunsets year-round. This exceptional residence has been masterfully curated by Clive Daniels Interior Design, featuring bespoke light fixtures, designer wallpaper, custom window treatments, and fully integrated electronic blinds. Every detail reflects refined elegance and modern sophistication. The expansive great room is designed for both grand entertaining and casual intimate gatherings, offering multiple seating areas, soaring walls of glass, and seamless indoor-outdoor living. A stunning wet bar—complete with custom shelving and a beverage and wine refrigerator—provides the perfect setting to enjoy sunset views over the Gulf. A striking stone-walled walk in wine cellar serves both the living and dining areas, ideal for showcasing an extensive collection. Fully retractable accordion doors open to oversized terraces, creating a true extension of the living space and featuring a private gas grill for elevated outdoor entertainment. The chef’s kitchen is equally impressive, outfitted with Poggenpohl cabinetry, quartz countertops, a Wolf six burner gas cooktop, double ovens, microwave, and dual Cove dishwashers, along with a generous walk-in pantry. The luxurious owner’s suite is a private sanctuary with sweeping Gulf views, a morning bar, and dual spa-inspired bathrooms-each with its own private vanity and water closet with Toto electric bidet. One bathroom features a soaking tub and additional make up vanity, and both share a large glass-enclosed shower. Two expansive walk-in custom closets complete the elaborate suite. Two additional generously sized ensuite bedrooms also capture stunning Gulf views and open directly onto the spacious terrace, offering comfort and privacy for guests. A powder room for guests and an expansive laundry room with sink and built ins complete this incredible residence. This extraordinary residence embodies the pinnacle of coastal luxury living—where design, comfort, and breathtaking natural beauty come together seamlessly. Residents of The St. Regis Longboat Key enjoy world-class amenities, including a private clubhouse with fitness center, resident-only pool and spa, room service and the signature St. Regis Butler and Concierge services. Resort offerings extend to an oceanfront spa, beachfront cabanas, diverse dining venues, a lazy river, and a saltwater lagoon alive with tropical fish, stingrays, and resident tortoises. Set on 17 acres of pristine beachfront and just 3.5 miles from St. Armands Circle’s renowned shopping and dining, this residence is more than a home—it is an invitation to embrace the legendary St. Regis lifestyle, where elegance, comfort, and unparalleled service define every moment.

3 Beds ⋅ 5 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code

Experience a truly once-in-a-lifetime opportunity to own a direct Gulf-front residence in the prestigious Armand building at The St. Regis Longboat Key. From the moment you step inside, you’re greeted by breathtaking, uninterrupted views of the Gulf—an endless panorama of water and sky that transforms daily with spectacular sunsets year-round. This exceptional residence has been masterfully curated by Clive Daniels Interior Design, featuring bespoke light fixtures, designer wallpaper, custom window treatments, and fully integrated electronic blinds. Every detail reflects refined elegance and modern sophistication. The expansive great room is designed for both grand entertaining and casual intimate gatherings, offering multiple seating areas, soaring walls of glass, and seamless indoor-outdoor living. A stunning wet bar—complete with custom shelving and a beverage and wine refrigerator—provides the perfect setting to enjoy sunset views over the Gulf. A striking stone-walled walk in wine cellar serves both the living and dining areas, ideal for showcasing an extensive collection. Fully retractable accordion doors open to oversized terraces, creating a true extension of the living space and featuring a private gas grill for elevated outdoor entertainment. The chef’s kitchen is equally impressive, outfitted with Poggenpohl cabinetry, quartz countertops, a Wolf six burner gas cooktop, double ovens, microwave, and dual Cove dishwashers, along with a generous walk-in pantry. The luxurious owner’s suite is a private sanctuary with sweeping Gulf views, a morning bar, and dual spa-inspired bathrooms-each with its own private vanity and water closet with Toto electric bidet. One bathroom features a soaking tub and additional make up vanity, and both share a large glass-enclosed shower. Two expansive walk-in custom closets complete the elaborate suite. Two additional generously sized ensuite bedrooms also capture stunning Gulf views and open directly onto the spacious terrace, offering comfort and privacy for guests. A powder room for guests and an expansive laundry room with sink and built ins complete this incredible residence. This extraordinary residence embodies the pinnacle of coastal luxury living—where design, comfort, and breathtaking natural beauty come together seamlessly. Residents of The St. Regis Longboat Key enjoy world-class amenities, including a private clubhouse with fitness center, resident-only pool and spa, room service and the signature St. Regis Butler and Concierge services. Resort offerings extend to an oceanfront spa, beachfront cabanas, diverse dining venues, a lazy river, and a saltwater lagoon alive with tropical fish, stingrays, and resident tortoises. Set on 17 acres of pristine beachfront and just 3.5 miles from St. Armands Circle’s renowned shopping and dining, this residence is more than a home—it is an invitation to embrace the legendary St. Regis lifestyle, where elegance, comfort, and unparalleled service define every moment.

1561 Gulf Of Mexico Drive Unit 301, Longboat Key

1965 Gulf Of Mexico Drive Unit G5-103, Longboat Key

$619,000

Experience coastal living at its finest in this beautifully updated ground-floor residence at Seaplace on Longboat Key. This 2-bedroom, 2.5-bath condominium in the desirable G5 building offers northwest Gulf views and stunning sunset skies from the screened lanai, just steps from the beach. The bright, open-concept floor plan features a sleek modern kitchen with glossy cabinetry, quartz countertops, stainless steel appliances, and a spacious breakfast bar perfect for entertaining. Floor-to-ceiling mirrors enhance the natural light and create a spacious, contemporary feel throughout the living and dining areas. The primary suite offers a peaceful retreat with an updated en-suite bath, while the guest bedroom provides comfort and privacy for family and visitors. Hurricane-impact sliding glass doors and windows provide peace of mind and energy efficiency. Whether you are seeking a vacation getaway, seasonal retreat, investment property, or full-time residence, this move-in-ready condo checks every box. Seaplace is a gated Gulf-front community situated on 42 beautifully landscaped acres spanning from the Gulf to the Bay. Residents enjoy resort-style amenities including 24-hour guard-gated security, a newly remodeled clubhouse, two heated swimming pools, kiddie pool, two hot tubs, three Har-Tru tennis courts, walking trails, fitness center, and private beach access with beach chairs and umbrellas provided. Conveniently located near the Longboat Key Club, St. Armands Circle, and Sarasota’s dining and cultural attractions. Schedule your private showing today and start enjoying the Longboat Key lifestyle!

2 Beds ⋅ 3 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code

Experience coastal living at its finest in this beautifully updated ground-floor residence at Seaplace on Longboat Key. This 2-bedroom, 2.5-bath condominium in the desirable G5 building offers northwest Gulf views and stunning sunset skies from the screened lanai, just steps from the beach. The bright, open-concept floor plan features a sleek modern kitchen with glossy cabinetry, quartz countertops, stainless steel appliances, and a spacious breakfast bar perfect for entertaining. Floor-to-ceiling mirrors enhance the natural light and create a spacious, contemporary feel throughout the living and dining areas. The primary suite offers a peaceful retreat with an updated en-suite bath, while the guest bedroom provides comfort and privacy for family and visitors. Hurricane-impact sliding glass doors and windows provide peace of mind and energy efficiency. Whether you are seeking a vacation getaway, seasonal retreat, investment property, or full-time residence, this move-in-ready condo checks every box. Seaplace is a gated Gulf-front community situated on 42 beautifully landscaped acres spanning from the Gulf to the Bay. Residents enjoy resort-style amenities including 24-hour guard-gated security, a newly remodeled clubhouse, two heated swimming pools, kiddie pool, two hot tubs, three Har-Tru tennis courts, walking trails, fitness center, and private beach access with beach chairs and umbrellas provided. Conveniently located near the Longboat Key Club, St. Armands Circle, and Sarasota’s dining and cultural attractions. Schedule your private showing today and start enjoying the Longboat Key lifestyle!

1965 Gulf Of Mexico Drive Unit G5-103, Longboat Key

5757 Gulf Of Mexico Drive Unit 110, Longboat Key

$899,000

Absolutely breathtaking! Completely remodeled in 2024 and offered furnished, this Gulf-front, ground-floor walkout residence at The Shore offers beautiful garden and Gulf views with the beach just steps from your covered lanai. With 2 bedrooms, 2 baths and approximately 1,561 square feet, this is a spacious and inviting place to call home on Longboat Key. The expansive kitchen is a true centerpiece, featuring gorgeous countertops, custom cabinetry, high-end appliances and an oversized island with plenty of room for cooking, gathering and entertaining. The dining and living areas open onto the oversized covered lanai, where you can enjoy the view and walk right out to the landscaped grounds, beachfront pool and white sand beyond. An open floor plan with split bedrooms gives you and your guests room to spread out. The generous primary suite features Gulf views and direct access to the lanai. Its beautifully remodeled bath is a showstopper, with dual vanities and a custom glass-enclosed walk-in shower featuring distinctive blue-and-gold tilework. The guest bedroom has an adjoining remodeled bath with a sleek vanity and beautiful warm wood toned tilework. An in-residence laundry room adds convenience. The 2024 renovation went well beyond cosmetic updates. Taken down to the studs and rebuilt, the residence received new flooring, trim, drywall, electrical, lighting, plumbing, kitchen, bathrooms and mechanical systems. Offered furnished, it’s ready for you to settle in and enjoy. The Shore is a Gulf-front community of just 53 residences, with a heated beachfront pool, hot tub, sauna, fitness center and a social room with a kitchen. Assigned covered parking and a private storage room measuring approximately 5.5 by 10.5 feet provide practical space for your car and beach gear. On Longboat Key’s desirable north end, you’re close to Harry’s Continental Kitchens, deli and corner store, along with the bayside trails of Joan M. Durante Park. Anna Maria Island, Lido Key and downtown Sarasota offer even more to explore. Beautifully remodeled, furnished and just steps from the sand—this is a must-see at The Shore. Pack your bags and make Longboat Key your home!

2 Beds ⋅ 2 Baths ⋅ Shore Condominium The SubDv. ⋅ 34228 Zip Code

Absolutely breathtaking! Completely remodeled in 2024 and offered furnished, this Gulf-front, ground-floor walkout residence at The Shore offers beautiful garden and Gulf views with the beach just steps from your covered lanai. With 2 bedrooms, 2 baths and approximately 1,561 square feet, this is a spacious and inviting place to call home on Longboat Key. The expansive kitchen is a true centerpiece, featuring gorgeous countertops, custom cabinetry, high-end appliances and an oversized island with plenty of room for cooking, gathering and entertaining. The dining and living areas open onto the oversized covered lanai, where you can enjoy the view and walk right out to the landscaped grounds, beachfront pool and white sand beyond. An open floor plan with split bedrooms gives you and your guests room to spread out. The generous primary suite features Gulf views and direct access to the lanai. Its beautifully remodeled bath is a showstopper, with dual vanities and a custom glass-enclosed walk-in shower featuring distinctive blue-and-gold tilework. The guest bedroom has an adjoining remodeled bath with a sleek vanity and beautiful warm wood toned tilework. An in-residence laundry room adds convenience. The 2024 renovation went well beyond cosmetic updates. Taken down to the studs and rebuilt, the residence received new flooring, trim, drywall, electrical, lighting, plumbing, kitchen, bathrooms and mechanical systems. Offered furnished, it’s ready for you to settle in and enjoy. The Shore is a Gulf-front community of just 53 residences, with a heated beachfront pool, hot tub, sauna, fitness center and a social room with a kitchen. Assigned covered parking and a private storage room measuring approximately 5.5 by 10.5 feet provide practical space for your car and beach gear. On Longboat Key’s desirable north end, you’re close to Harry’s Continental Kitchens, deli and corner store, along with the bayside trails of Joan M. Durante Park. Anna Maria Island, Lido Key and downtown Sarasota offer even more to explore. Beautifully remodeled, furnished and just steps from the sand—this is a must-see at The Shore. Pack your bags and make Longboat Key your home!

5757 Gulf Of Mexico Drive Unit 110, Longboat Key

726 Spanish Drive N Unit 164, Longboat Key

$389,000

Your Longboat Key coastal retreat awaits! Beautifully renovated and move-in ready, this 2-bedroom, 2-bath villa in the desirable Spanish Main Yacht Club combines modern upgrades with the best of Florida coastal living. Major improvements include hurricane-impact windows and doors, a new electrical panel, new water heater, and all new interior doors. The bright, open living area features polished terrazzo flooring, recessed lighting, and coastal-inspired finishes. The updated kitchen offers quartz-style countertops, shaker-style cabinetry, stainless steel appliances, subway tile backsplash, and a spacious breakfast bar. Both bathrooms have been tastefully renovated with modern vanities and stylish tilework. Additional highlights include sliding barn doors and an inviting enclosed sunroom with a new mini-split A/C, exposed beam ceilings, and wood accents. Outside, enjoy a new paver driveway, sidewalk, and back patio, covered carport, and tropical landscaping. Spanish Main Yacht Club offers a heated community pool, clubhouse, shuffleboard courts, and deep-water marina with boat slips and access to Sarasota Bay and the Intracoastal Waterway. Best of all, deeded beach access puts Longboat Key's beautiful Gulf beaches within easy reach! Conveniently located near St. Armands Circle, waterfront dining, shopping, and downtown Sarasota. Whether you're seeking a seasonal escape or full-time residence, this beautifully updated villa is ready for you to enjoy the Longboat Key lifestyle!

2 Beds ⋅ 2 Baths ⋅ Spanish Main Yacht Club SubDv. ⋅ 34228 Zip Code

Your Longboat Key coastal retreat awaits! Beautifully renovated and move-in ready, this 2-bedroom, 2-bath villa in the desirable Spanish Main Yacht Club combines modern upgrades with the best of Florida coastal living. Major improvements include hurricane-impact windows and doors, a new electrical panel, new water heater, and all new interior doors. The bright, open living area features polished terrazzo flooring, recessed lighting, and coastal-inspired finishes. The updated kitchen offers quartz-style countertops, shaker-style cabinetry, stainless steel appliances, subway tile backsplash, and a spacious breakfast bar. Both bathrooms have been tastefully renovated with modern vanities and stylish tilework. Additional highlights include sliding barn doors and an inviting enclosed sunroom with a new mini-split A/C, exposed beam ceilings, and wood accents. Outside, enjoy a new paver driveway, sidewalk, and back patio, covered carport, and tropical landscaping. Spanish Main Yacht Club offers a heated community pool, clubhouse, shuffleboard courts, and deep-water marina with boat slips and access to Sarasota Bay and the Intracoastal Waterway. Best of all, deeded beach access puts Longboat Key's beautiful Gulf beaches within easy reach! Conveniently located near St. Armands Circle, waterfront dining, shopping, and downtown Sarasota. Whether you're seeking a seasonal escape or full-time residence, this beautifully updated villa is ready for you to enjoy the Longboat Key lifestyle!

726 Spanish Drive N Unit 164, Longboat Key

1932 Harbourside Drive Unit 242, Longboat Key

$539,000

Value opportunity behind the gates of Bay Isles in the highly sought after Fairway Bay community. This partially furnished move-in ready two-bedroom, two-bath residence includes a valuable under-building garage parking space. Enjoy peaceful views of Sarasota Bay from an open floor plan designed to maximize natural light and comfortable indoor and outdoor living. White tile flooring runs throughout the main living areas, while a wall of sliding glass doors opens to the terrace, ideal for relaxing outdoor eating. The kitchen features light cabinetry, custom lighting and captures water views. The primary suite offers direct terrace access and an ensuite bath with dual vanities, upgraded shower, and a fitted walk-in closet. A welcoming guest bedroom has an ensuite bath with upgraded spa tub. Ownership includes membership to the private Bay Isles Beach Club with deeded beach access and facilities for social activities. Residents of Fairway Bay enjoy walking trails, heated pools, a fitness center, tennis and pickleball courts, clubhouse amenities, and kayak launches. Optional membership to the Longboat Key Club provides access to championship golf, Har Tru tennis, spa services, waterfront dining, and a deep-water marina. Ideally located just minutes from St. Armands Circle and downtown Sarasota’s renowned arts and dining scene, this residence offers comfort, convenience, and an outstanding opportunity to enjoy the Longboat Key waterfront lifestyle within one of the island’s most desirable gated communities.

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

Value opportunity behind the gates of Bay Isles in the highly sought after Fairway Bay community. This partially furnished move-in ready two-bedroom, two-bath residence includes a valuable under-building garage parking space. Enjoy peaceful views of Sarasota Bay from an open floor plan designed to maximize natural light and comfortable indoor and outdoor living. White tile flooring runs throughout the main living areas, while a wall of sliding glass doors opens to the terrace, ideal for relaxing outdoor eating. The kitchen features light cabinetry, custom lighting and captures water views. The primary suite offers direct terrace access and an ensuite bath with dual vanities, upgraded shower, and a fitted walk-in closet. A welcoming guest bedroom has an ensuite bath with upgraded spa tub. Ownership includes membership to the private Bay Isles Beach Club with deeded beach access and facilities for social activities. Residents of Fairway Bay enjoy walking trails, heated pools, a fitness center, tennis and pickleball courts, clubhouse amenities, and kayak launches. Optional membership to the Longboat Key Club provides access to championship golf, Har Tru tennis, spa services, waterfront dining, and a deep-water marina. Ideally located just minutes from St. Armands Circle and downtown Sarasota’s renowned arts and dining scene, this residence offers comfort, convenience, and an outstanding opportunity to enjoy the Longboat Key waterfront lifestyle within one of the island’s most desirable gated communities.

1932 Harbourside Drive Unit 242, Longboat Key

3070 Grand Bay Boulevard Unit 632, Longboat Key

$675,000

Experience ultimate maintenance-free coastal living in this move-in ready 2BR/2BA Bimini model, perfectly positioned behind the secure gates of Bay Isles in Grand Bay. Located on the third living level of Building 6, this exceptional residence features an expansive, nearly 400 sq. ft. wraparound terrace showcasing panoramic Sarasota Bay views and unforgettable sunrises and sunsets. No detail has been overlooked in this thoughtfully modernized home: • Kitchen & Systems: Significantly updated kitchen and new water heater (2026); high-efficiency variable-speed HVAC with humidity control, Wi-Fi thermostat, and 12-year compressor warranty (2024). • Appliances & Finishes: New refrigerator, washer, dryer, updated plumbing/lighting fixtures, and fresh paint (2023). • Luxury Conveniences: Hunter Douglas battery-operated, remote-controlled window treatments (2023) and a renewed, transferable Home-Tech service contract. Grand Bay offers a world-class resort lifestyle with two heated pools and spas, tennis courts, a fitness center, an active clubhouse, and scenic trails along the bay front, marina, and golf courses. Best of all, enjoy private beach access at the gated Bay Isles Beach Club on the Gulf of Mexico. Fine dining along Gulf of Mexico Drive, St. Armands Circle, and downtown Sarasota are all just minutes away.

2 Beds ⋅ 2 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code

Experience ultimate maintenance-free coastal living in this move-in ready 2BR/2BA Bimini model, perfectly positioned behind the secure gates of Bay Isles in Grand Bay. Located on the third living level of Building 6, this exceptional residence features an expansive, nearly 400 sq. ft. wraparound terrace showcasing panoramic Sarasota Bay views and unforgettable sunrises and sunsets. No detail has been overlooked in this thoughtfully modernized home: • Kitchen & Systems: Significantly updated kitchen and new water heater (2026); high-efficiency variable-speed HVAC with humidity control, Wi-Fi thermostat, and 12-year compressor warranty (2024). • Appliances & Finishes: New refrigerator, washer, dryer, updated plumbing/lighting fixtures, and fresh paint (2023). • Luxury Conveniences: Hunter Douglas battery-operated, remote-controlled window treatments (2023) and a renewed, transferable Home-Tech service contract. Grand Bay offers a world-class resort lifestyle with two heated pools and spas, tennis courts, a fitness center, an active clubhouse, and scenic trails along the bay front, marina, and golf courses. Best of all, enjoy private beach access at the gated Bay Isles Beach Club on the Gulf of Mexico. Fine dining along Gulf of Mexico Drive, St. Armands Circle, and downtown Sarasota are all just minutes away.

3070 Grand Bay Boulevard Unit 632, Longboat Key

435 L Ambiance Drive Unit L707, Longboat Key

$2,850,000

Enjoy some of the most spectacular views on Longboat Key from this desirable seventh-floor corner residence at L’Ambiance. With sweeping views of the Gulf of Mexico, Sarasota Bay, downtown Sarasota, and the lush fairways of the Longboat Key Club golf course, there is something beautiful to enjoy from every direction. Expansive walls of glass and a wraparound terrace make the most of this exceptional setting. A private elevator opens to your own foyer, welcoming you into a spacious residence filled with natural light. Pecky cypress ceiling accents, custom built-ins, soft cove lighting, and a convenient dry bar complement the generous living and dining areas. The kitchen features a center island with the added convenience of refrigerator and freezer drawers, while the breakfast nook opens directly to the terrace.The thoughtfully designed split-bedroom floor plan offers two bedrooms and two-and-a-half baths, providing privacy for owners and guests. The primary suite enjoys beautiful Gulf views and includes a recently customized, oversized closet. An added convenience is the availability of reservable guest suites, providing comfortable accommodations for visiting family and friends without the need to maintain an additional bedroom. Other features include motorized window treatments, a full-sized laundry room, separate service entrance, private parking, a storage unit, and an assigned wine locker. L’Ambiance is highly regarded on the island and is known for its beautifully maintained grounds, privacy, and exceptional service. A fountain-lined entrance leads to a 24-hour staffed gatehouse and secure building with a full-time concierge. Residents enjoy a beachfront swimming pool, direct beach access, two Har-Tru tennis courts, a fitness center, social rooms, and guest parking. Located just minutes from St. Armands Circle and downtown Sarasota, you'll enjoy convenient access to outstanding restaurants, shopping, and cultural attractions. Optional membership at the Longboat Key Club offers golf, tennis, boating, dining, and an active social calendar. with its outstanding views, spacious terrace, and the convenience of luxury condominium living, this residence offers a wonderful opportunity to enjoy the Longboat Key lifestyle.

2 Beds ⋅ 3 Baths ⋅ L'Ambiance SubDv. ⋅ 34228 Zip Code

Enjoy some of the most spectacular views on Longboat Key from this desirable seventh-floor corner residence at L’Ambiance. With sweeping views of the Gulf of Mexico, Sarasota Bay, downtown Sarasota, and the lush fairways of the Longboat Key Club golf course, there is something beautiful to enjoy from every direction. Expansive walls of glass and a wraparound terrace make the most of this exceptional setting. A private elevator opens to your own foyer, welcoming you into a spacious residence filled with natural light. Pecky cypress ceiling accents, custom built-ins, soft cove lighting, and a convenient dry bar complement the generous living and dining areas. The kitchen features a center island with the added convenience of refrigerator and freezer drawers, while the breakfast nook opens directly to the terrace.The thoughtfully designed split-bedroom floor plan offers two bedrooms and two-and-a-half baths, providing privacy for owners and guests. The primary suite enjoys beautiful Gulf views and includes a recently customized, oversized closet. An added convenience is the availability of reservable guest suites, providing comfortable accommodations for visiting family and friends without the need to maintain an additional bedroom. Other features include motorized window treatments, a full-sized laundry room, separate service entrance, private parking, a storage unit, and an assigned wine locker. L’Ambiance is highly regarded on the island and is known for its beautifully maintained grounds, privacy, and exceptional service. A fountain-lined entrance leads to a 24-hour staffed gatehouse and secure building with a full-time concierge. Residents enjoy a beachfront swimming pool, direct beach access, two Har-Tru tennis courts, a fitness center, social rooms, and guest parking. Located just minutes from St. Armands Circle and downtown Sarasota, you'll enjoy convenient access to outstanding restaurants, shopping, and cultural attractions. Optional membership at the Longboat Key Club offers golf, tennis, boating, dining, and an active social calendar. with its outstanding views, spacious terrace, and the convenience of luxury condominium living, this residence offers a wonderful opportunity to enjoy the Longboat Key lifestyle.

435 L Ambiance Drive Unit L707, Longboat Key

2165 Gulf Of Mexico Drive Unit 121, Longboat Key

$2,345,000

Experience exceptional Gulf-front living at Villa Di Lancia in this rare direct Gulf-front corner residence, showcasing unobstructed panoramic views to the west, north, and south. Featuring a unique floor plan not found in any other residence within the community, this home offers additional under-air square footage and a private office, creating a true three-bedroom plus den layout with three full baths. Additional highlights include two garage parking spaces and a private elevator exclusively serving the residence. Villa Di Lancia is an exclusive beachfront community offering a private beach, two Har-Tru tennis courts, a full fitness center, and a private community clubhouse. Residents can also walk or bike to nearby Publix and shops. With limited residences, this intimate community offers privacy, convenience, and a prime location on the Key with quick access on and off the island. A rare opportunity to own a distinctive Gulf-front residence with exceptional views, added interior space, and outstanding beachfront amenities. Come live your dream!

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

Experience exceptional Gulf-front living at Villa Di Lancia in this rare direct Gulf-front corner residence, showcasing unobstructed panoramic views to the west, north, and south. Featuring a unique floor plan not found in any other residence within the community, this home offers additional under-air square footage and a private office, creating a true three-bedroom plus den layout with three full baths. Additional highlights include two garage parking spaces and a private elevator exclusively serving the residence. Villa Di Lancia is an exclusive beachfront community offering a private beach, two Har-Tru tennis courts, a full fitness center, and a private community clubhouse. Residents can also walk or bike to nearby Publix and shops. With limited residences, this intimate community offers privacy, convenience, and a prime location on the Key with quick access on and off the island. A rare opportunity to own a distinctive Gulf-front residence with exceptional views, added interior space, and outstanding beachfront amenities. Come live your dream!

2165 Gulf Of Mexico Drive Unit 121, Longboat Key

3030 Grand Bay Boulevard Unit 315, Longboat Key

$1,395,000

Welcome to the sophisticated elegance of this stunning 3 bedroom, 3.5 bath end unit, with its open floor plan and mesmerizing views of Sarasota Bay, downtown skyline, LBK Club marina and golf course. The foyer, with its artfully executed console, ushers you into a light, airy great room with elevated ceilings, discreet art deco bar, floor-to-ceiling sliders, marble flooring, and expansive wraparound terrace. Automated shades grace the space and ensure year round comfort. The updated open kitchen, with its ample cabinetry and new white quartz countertops and backsplash, flows seamlessly into the dining area and great room, making entertaining a pleasure. Retreat to the luxurious owner's suite with its serene bay views, sliders to the bayfront terrace, and a spacious marble bath. Guests will relish the ensuite guest bedroom located on the west side of the residence, which offers relaxing privacy and its own terrace access. A conveniently located office/den can be closed off from the great room and, with its own ensuite bath, can easily be used as a 3rd bedroom. Enjoy a dip in the softly lighted resort style pool located below, a coveted retreat for you and your guests. The condominium is being sold partially furnished so new owners can start enjoying their new home immediately. Grand Bay residents enjoy exceptional resort like amenities, with a state of the art fitness center, sauna, two heated pools, a spa, two Har-Tru tennis courts, 24-hour security gate, and on site management. Relax in the natural beauty that abounds along the miles of sidewalks and trails winding throughout Bay Isles. Membership in the coveted Bay Isles beach club directly on the Gulf is included for a modest fee, with its private beach access, outdoor grills, covered gathering areas, full kitchen, key card gated parking, changing rooms, restrooms and showers. Schedule your private tour now and start living the Florida dream!

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

Welcome to the sophisticated elegance of this stunning 3 bedroom, 3.5 bath end unit, with its open floor plan and mesmerizing views of Sarasota Bay, downtown skyline, LBK Club marina and golf course. The foyer, with its artfully executed console, ushers you into a light, airy great room with elevated ceilings, discreet art deco bar, floor-to-ceiling sliders, marble flooring, and expansive wraparound terrace. Automated shades grace the space and ensure year round comfort. The updated open kitchen, with its ample cabinetry and new white quartz countertops and backsplash, flows seamlessly into the dining area and great room, making entertaining a pleasure. Retreat to the luxurious owner's suite with its serene bay views, sliders to the bayfront terrace, and a spacious marble bath. Guests will relish the ensuite guest bedroom located on the west side of the residence, which offers relaxing privacy and its own terrace access. A conveniently located office/den can be closed off from the great room and, with its own ensuite bath, can easily be used as a 3rd bedroom. Enjoy a dip in the softly lighted resort style pool located below, a coveted retreat for you and your guests. The condominium is being sold partially furnished so new owners can start enjoying their new home immediately. Grand Bay residents enjoy exceptional resort like amenities, with a state of the art fitness center, sauna, two heated pools, a spa, two Har-Tru tennis courts, 24-hour security gate, and on site management. Relax in the natural beauty that abounds along the miles of sidewalks and trails winding throughout Bay Isles. Membership in the coveted Bay Isles beach club directly on the Gulf is included for a modest fee, with its private beach access, outdoor grills, covered gathering areas, full kitchen, key card gated parking, changing rooms, restrooms and showers. Schedule your private tour now and start living the Florida dream!

3030 Grand Bay Boulevard Unit 315, Longboat Key

2800 Harbourside Drive Unit E06, Longboat Key

$275,000

Embrace effortless coastal living with this prime 55-foot boat slip in an elite deep-water harbor on scenic Longboat Key, perfectly positioned just off Sarasota Bay. Sized to fit vessels up to 50 feet with a 19-foot beam total length, the slip comes fully equipped with water, high-speed Wi-Fi, and a private metered power pedestal. Marina residents enjoy exceptional conveniences including a full-service fuel station, flexible pump-out service, a complimentary shuttle to St. Armands, and a 24-hour bathhouse with laundry and a ship store. Tailor your coastal lifestyle further with optional upgrades: join the Bay Isle Beach Club for exclusive beachfront sunset access, or secure a membership at the prestigious Longboat Key Club for resort pools and fine dining. Situated only half a mile from Publix, CVS, and local conveniences, this is your ultimate island headquarters.

Longboat Key Moorings SubDv. ⋅ 34228 Zip Code

Embrace effortless coastal living with this prime 55-foot boat slip in an elite deep-water harbor on scenic Longboat Key, perfectly positioned just off Sarasota Bay. Sized to fit vessels up to 50 feet with a 19-foot beam total length, the slip comes fully equipped with water, high-speed Wi-Fi, and a private metered power pedestal. Marina residents enjoy exceptional conveniences including a full-service fuel station, flexible pump-out service, a complimentary shuttle to St. Armands, and a 24-hour bathhouse with laundry and a ship store. Tailor your coastal lifestyle further with optional upgrades: join the Bay Isle Beach Club for exclusive beachfront sunset access, or secure a membership at the prestigious Longboat Key Club for resort pools and fine dining. Situated only half a mile from Publix, CVS, and local conveniences, this is your ultimate island headquarters.

2800 Harbourside Drive Unit E06, Longboat Key

2600 Harbourside Dr Unit N-09, Longboat Key

$225,000

Only slip available on N-dock! Slip N-09 is a 45 x 20 Boat Slip at Longboat Key Moorings Marina for sale. The slip is located on the north side of the pier. Exceptional views of Sarasota Bay and the city skyline, mid-pier for easy access. LBK Club membership is optional. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes restaurant, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Membership at the Longboat Key Club is available for an additional fee. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 40 LOA.

Longboat Key Moorings SubDv. ⋅ 34228 Zip Code

Only slip available on N-dock! Slip N-09 is a 45 x 20 Boat Slip at Longboat Key Moorings Marina for sale. The slip is located on the north side of the pier. Exceptional views of Sarasota Bay and the city skyline, mid-pier for easy access. LBK Club membership is optional. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes restaurant, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Membership at the Longboat Key Club is available for an additional fee. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 40 LOA.

2600 Harbourside Dr Unit N-09, Longboat Key

2425 Gulf Of Mexico Drive Unit 14B, Longboat Key

$1,600,000

BREATHTAKING WATER VIEWS FROM EVERY ROOM! Enjoy nightly sunsets from your private balcony in this beautifully updated 14th-floor condominium. This highly sought-after two-bedroom, two-bath split floorplan offers the perfect blend of privacy and open living. Each bedroom is positioned on opposite sides of the unit, creating an ideal layout for guests or remote work. Recent upgrades include Hurricane Impact Windows (2021), new flooring in both bedrooms (2021), updated bathrooms, fresh paint (2021), and an A/C system replaced in 2015. The convenience of an in-unit washer and dryer, a dedicated parking space, and ample guest parking add to the comfort of this coastal retreat. The beach and heated pool are just steps from your building, creating a true resort-style experience. Enjoy premium amenities such as a tennis court, air-conditioned bike room, kayak/paddleboard storage, clubhouse with kitchen, library/meeting space, and a fully equipped fitness center. Located within walking distance to Publix, CVS, places of worship, banks, the public library, and Town Hall. Just minutes to St. Armands Circle, where you'll find world-class dining and shopping. Immerse yourself in Sarasota’s rich cultural scene with easy access to the Sarasota Opera, Ballet, Ringling Museum, Selby Gardens, and numerous art galleries and theaters. This is your chance to live the Gulf Coast lifestyle—don’t miss it!

2 Beds ⋅ 2 Baths ⋅ Sea Gate Club SubDv. ⋅ 34228 Zip Code

BREATHTAKING WATER VIEWS FROM EVERY ROOM! Enjoy nightly sunsets from your private balcony in this beautifully updated 14th-floor condominium. This highly sought-after two-bedroom, two-bath split floorplan offers the perfect blend of privacy and open living. Each bedroom is positioned on opposite sides of the unit, creating an ideal layout for guests or remote work. Recent upgrades include Hurricane Impact Windows (2021), new flooring in both bedrooms (2021), updated bathrooms, fresh paint (2021), and an A/C system replaced in 2015. The convenience of an in-unit washer and dryer, a dedicated parking space, and ample guest parking add to the comfort of this coastal retreat. The beach and heated pool are just steps from your building, creating a true resort-style experience. Enjoy premium amenities such as a tennis court, air-conditioned bike room, kayak/paddleboard storage, clubhouse with kitchen, library/meeting space, and a fully equipped fitness center. Located within walking distance to Publix, CVS, places of worship, banks, the public library, and Town Hall. Just minutes to St. Armands Circle, where you'll find world-class dining and shopping. Immerse yourself in Sarasota’s rich cultural scene with easy access to the Sarasota Opera, Ballet, Ringling Museum, Selby Gardens, and numerous art galleries and theaters. This is your chance to live the Gulf Coast lifestyle—don’t miss it!

2425 Gulf Of Mexico Drive Unit 14B, Longboat Key

3070 Grand Bay Boulevard Unit 645, Longboat Key

$925,000

Fully renovated 2BR/2BA Grand Bay condo with 2 parking spaces and Sarasota Bay and downtown views. Bright interiors feature easy-care tile floors and a kitchen with quartz counters, breakfast bar, and high-end appliances. Partially furnished with Robb & Stuckey pieces. A large wraparound balcony overlooks the Longboat Key Club golf course, Sarasota Bay, and downtown Sarasota. This gated community offers 24/7 guards, on-site management, and a clubhouse with fitness center and party room with bar and chef’s kitchen. Outside, enjoy the pool, spa, wading pool, grill area, and tennis courts. Bay Isles’ private beach club offers a pavilion, grills, and beach volleyball. Sidewalks throughout. Walk to Publix, CVS Pharmacy, a nail salon, and other shops. Optional Longboat Key Club membership (separate fee): 45 holes of golf, marina, beach club, spa, Har-Tru tennis courts, pickleball courts, and 5 restaurants. Resort-style living, ready to enjoy.

2 Beds ⋅ 2 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code

Fully renovated 2BR/2BA Grand Bay condo with 2 parking spaces and Sarasota Bay and downtown views. Bright interiors feature easy-care tile floors and a kitchen with quartz counters, breakfast bar, and high-end appliances. Partially furnished with Robb & Stuckey pieces. A large wraparound balcony overlooks the Longboat Key Club golf course, Sarasota Bay, and downtown Sarasota. This gated community offers 24/7 guards, on-site management, and a clubhouse with fitness center and party room with bar and chef’s kitchen. Outside, enjoy the pool, spa, wading pool, grill area, and tennis courts. Bay Isles’ private beach club offers a pavilion, grills, and beach volleyball. Sidewalks throughout. Walk to Publix, CVS Pharmacy, a nail salon, and other shops. Optional Longboat Key Club membership (separate fee): 45 holes of golf, marina, beach club, spa, Har-Tru tennis courts, pickleball courts, and 5 restaurants. Resort-style living, ready to enjoy.

3070 Grand Bay Boulevard Unit 645, Longboat Key

2425 Gulf Of Mexico Drive Unit 1E, Longboat Key

$1,450,000

Welcome to unit 1E at Sea Gate Club on beautiful Longboat Key. This is the gorgeous, newly remodeled Beachfront walkout unit that you've been waiting for! Do you prefer to live like a single family home, no elevator, and walk straight out to the sandy beach in less than 100 steps? Then this is the One! Perfectly positioned near mid-island, and close to shopping at Publix or CVS. 2 bedrooms with direct Gulf views, plus 2 lovely bathrooms with large walk-in showers, open floor plan with split bedrooms on opposite sides of the unit. New kitchen cabinets, new quartz countertops, all new appliances. Lives like a single family home as you don't have to ride an elevator, or cover up to go to the beach. Just an easy walk-in/out of your private patio to get to the beach and pool. Sea Gate Club condos are comprised of 89 units, spread across 15 floors. The building has been extensively updated over the past few years. Recent updates include a new pool and hot tub, new roof, newer hurricane rated windows, newer exterior stucco and paint, new elevator doors, climate-controlled bike storage, and paddleboard/kayak storage. Now is the perfect time to buy in this beautiful building, as there are NO current or pending assessments! Hurry before it's gone, this one is beautiful!

2 Beds ⋅ 2 Baths ⋅ Sea Gate Club SubDv. ⋅ 34228 Zip Code

Welcome to unit 1E at Sea Gate Club on beautiful Longboat Key. This is the gorgeous, newly remodeled Beachfront walkout unit that you've been waiting for! Do you prefer to live like a single family home, no elevator, and walk straight out to the sandy beach in less than 100 steps? Then this is the One! Perfectly positioned near mid-island, and close to shopping at Publix or CVS. 2 bedrooms with direct Gulf views, plus 2 lovely bathrooms with large walk-in showers, open floor plan with split bedrooms on opposite sides of the unit. New kitchen cabinets, new quartz countertops, all new appliances. Lives like a single family home as you don't have to ride an elevator, or cover up to go to the beach. Just an easy walk-in/out of your private patio to get to the beach and pool. Sea Gate Club condos are comprised of 89 units, spread across 15 floors. The building has been extensively updated over the past few years. Recent updates include a new pool and hot tub, new roof, newer hurricane rated windows, newer exterior stucco and paint, new elevator doors, climate-controlled bike storage, and paddleboard/kayak storage. Now is the perfect time to buy in this beautiful building, as there are NO current or pending assessments! Hurry before it's gone, this one is beautiful!

2425 Gulf Of Mexico Drive Unit 1E, Longboat Key

1241 Gulf Of Mexico Drive Unit 803, Longboat Key

$3,195,000

The epitome of beachfront luxury awaits in this meticulously renovated 8th-floor residence at the prestigious Water Club on Longboat Key. This stunning 3-bedroom, 4-bath home is a rare offering in one of the Gulf Coast’s premier direct beachfront communities. From the moment you step off the private elevator into the foyer, you’re greeted by serene neutral tones, 10-foot ceilings, and wide-plank engineered hardwood floors that set the tone for elegant coastal living. Walls of glass frame spectacular, unobstructed views of the Gulf of Mexico, filling the expansive living spaces with natural light and breathtaking scenery. The open-concept floor plan seamlessly blends comfort and sophistication, enhanced by recessed lighting and a calming contemporary palette. The spacious living room flows onto a generous beachfront terrace—perfect for soaking in mesmerizing views and the soothing sounds of the surf. The designer kitchen is a showcase of modern design, featuring white glass subway tile backsplash, solid wood cabinetry, an induction cooktop with pot filler, Sub-Zero refrigerator, and premium stainless-steel appliances. A large center island and adjacent breakfast area provide the perfect setting for casual meals with sweeping water views. Each guest suite is a luxurious haven, including one with double queen beds and an en suite bath with soaking tub and separate shower. The third bedroom is currently configured as an office, yet spacious enough to accommodate a queen-size bed, and offers beautiful views of downtown Sarasota. The primary suite is a private retreat, featuring its own beachfront terrace, a separate sitting area, custom-fitted dual closets, and a spacious study with built-in office space. The spa-inspired primary bath is the essence of indulgence with white marble floors and walls, a freestanding soaking tub, and a glass-enclosed walk-in shower. Additional highlights include TWO under-building covered garage parking spaces, a private storage closet, and access to all the amenities of the Water Club—24-hour security, full concierge service, a resort-style pool and spa, Har-Tru tennis courts, fitness center, clubhouse with catering kitchen, and over 16 acres of pristine beachfront grounds. This is beachfront living redefined! Located just a short distance to St. Armands and downtown Sarasota's shopping, dining & cultural events.

3 Beds ⋅ 4 Baths ⋅ Water Club At Longboat Key SubDv. ⋅ 34228 Zip Code

The epitome of beachfront luxury awaits in this meticulously renovated 8th-floor residence at the prestigious Water Club on Longboat Key. This stunning 3-bedroom, 4-bath home is a rare offering in one of the Gulf Coast’s premier direct beachfront communities. From the moment you step off the private elevator into the foyer, you’re greeted by serene neutral tones, 10-foot ceilings, and wide-plank engineered hardwood floors that set the tone for elegant coastal living. Walls of glass frame spectacular, unobstructed views of the Gulf of Mexico, filling the expansive living spaces with natural light and breathtaking scenery. The open-concept floor plan seamlessly blends comfort and sophistication, enhanced by recessed lighting and a calming contemporary palette. The spacious living room flows onto a generous beachfront terrace—perfect for soaking in mesmerizing views and the soothing sounds of the surf. The designer kitchen is a showcase of modern design, featuring white glass subway tile backsplash, solid wood cabinetry, an induction cooktop with pot filler, Sub-Zero refrigerator, and premium stainless-steel appliances. A large center island and adjacent breakfast area provide the perfect setting for casual meals with sweeping water views. Each guest suite is a luxurious haven, including one with double queen beds and an en suite bath with soaking tub and separate shower. The third bedroom is currently configured as an office, yet spacious enough to accommodate a queen-size bed, and offers beautiful views of downtown Sarasota. The primary suite is a private retreat, featuring its own beachfront terrace, a separate sitting area, custom-fitted dual closets, and a spacious study with built-in office space. The spa-inspired primary bath is the essence of indulgence with white marble floors and walls, a freestanding soaking tub, and a glass-enclosed walk-in shower. Additional highlights include TWO under-building covered garage parking spaces, a private storage closet, and access to all the amenities of the Water Club—24-hour security, full concierge service, a resort-style pool and spa, Har-Tru tennis courts, fitness center, clubhouse with catering kitchen, and over 16 acres of pristine beachfront grounds. This is beachfront living redefined! Located just a short distance to St. Armands and downtown Sarasota's shopping, dining & cultural events.

1241 Gulf Of Mexico Drive Unit 803, Longboat Key

4370 Chatham Drive Unit 102, Longboat Key

$400,000

Exceptional Value on Longboat Key! Seller has found her new home and is offering this beautifully updated, move-in-ready, turnkey-furnished condo priced below market value! Enjoy a desirable open floor plan with the enclosed lanai incorporated into the living area, creating extra living space and showcasing lovely boat basin views. Updates include luxury waterproof flooring, fresh paint, popcorn ceiling removal, an updated kitchen with granite countertops, beautifully updated bathrooms, newer A/C, new water heater and range. New hurricane-impact windows and sliders are in process, and the community features a new roof. Longboat Harbour is a well-managed, non-age-restricted, boater-friendly community with full-time staff and resort-style amenities: four heated pools, fitness center, sauna, tennis and pickleball, plus private gated and deeded beach access with private parking, indoor showers, restrooms, picnic areas and beach chair storage. Boat dock space is available for an additional fee, subject to availability. Includes deeded covered parking. Enjoy the best of Gulf-to-Bay living—boating, beaches and resort-style amenities at an outstanding value! Ideal for year-round living, a vacation retreat or investment opportunity.

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

Exceptional Value on Longboat Key! Seller has found her new home and is offering this beautifully updated, move-in-ready, turnkey-furnished condo priced below market value! Enjoy a desirable open floor plan with the enclosed lanai incorporated into the living area, creating extra living space and showcasing lovely boat basin views. Updates include luxury waterproof flooring, fresh paint, popcorn ceiling removal, an updated kitchen with granite countertops, beautifully updated bathrooms, newer A/C, new water heater and range. New hurricane-impact windows and sliders are in process, and the community features a new roof. Longboat Harbour is a well-managed, non-age-restricted, boater-friendly community with full-time staff and resort-style amenities: four heated pools, fitness center, sauna, tennis and pickleball, plus private gated and deeded beach access with private parking, indoor showers, restrooms, picnic areas and beach chair storage. Boat dock space is available for an additional fee, subject to availability. Includes deeded covered parking. Enjoy the best of Gulf-to-Bay living—boating, beaches and resort-style amenities at an outstanding value! Ideal for year-round living, a vacation retreat or investment opportunity.

4370 Chatham Drive Unit 102, Longboat Key

$499,999

Your Longboat Key lifestyle starts here! Imagine spending your mornings at the beach, afternoons by the pool, and evenings enjoying the island breeze. Located in the desirable Sutton Place community, this 2-bedroom, 1.5-bath townhome offers an incredible opportunity to create your own coastal retreat in one of Florida's most sought-after island destinations. Featuring a private garage, screened porch, and Italian tile flooring, this home is ready for your personal touch and updates. Whether you envision a stylish seasonal getaway or a comfortable year-round residence, the possibilities are yours to explore. The real highlight? The lifestyle! Sutton Place offers deeded private beach access to the Gulf, two community pools, a clubhouse, kayak storage, BBQ areas, and marina amenities with private boat slips potentially available, subject to availability and community regulations. Enjoy the best of Longboat Key living, from beautiful Gulf beaches and boating to nearby restaurants, shopping, and everything this special island has to offer. Bring your vision, make it your own, and start living the island lifestyle you've been dreaming of!

2 Beds ⋅ 2 Baths ⋅ Sutton Place Condo SubDv. ⋅ 34228 Zip Code

Your Longboat Key lifestyle starts here! Imagine spending your mornings at the beach, afternoons by the pool, and evenings enjoying the island breeze. Located in the desirable Sutton Place community, this 2-bedroom, 1.5-bath townhome offers an incredible opportunity to create your own coastal retreat in one of Florida's most sought-after island destinations. Featuring a private garage, screened porch, and Italian tile flooring, this home is ready for your personal touch and updates. Whether you envision a stylish seasonal getaway or a comfortable year-round residence, the possibilities are yours to explore. The real highlight? The lifestyle! Sutton Place offers deeded private beach access to the Gulf, two community pools, a clubhouse, kayak storage, BBQ areas, and marina amenities with private boat slips potentially available, subject to availability and community regulations. Enjoy the best of Longboat Key living, from beautiful Gulf beaches and boating to nearby restaurants, shopping, and everything this special island has to offer. Bring your vision, make it your own, and start living the island lifestyle you've been dreaming of!

597 Sutton Place, Longboat Key

1591 Gulf Of Mexico Drive Unit 515, Longboat Key

$2,670,000

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

1241 Gulf Of Mexico Drive Unit PH1102, Longboat Key

$5,995,000

Experience an exceptional expression of Gulf-front living in this impeccably maintained penthouse at The Water Club on Longboat Key. Occupying the coveted northwest penthouse position on the 11th floor of Building One, this pristine residence encompasses approximately 3,400 square feet with three bedrooms and four-and-a-half baths. Three separate balconies capture sweeping views of the Gulf of America, providing inviting settings for morning coffee, alfresco relaxation, and spectacular sunsets. An under-building parking space and an additional semi-private garage complement this distinguished waterfront offering. Set within 16 acres of magnificent beachfront grounds, The Water Club offers an extraordinary collection of amenities that extends the comforts of home well beyond your residence. The beautifully renovated, 18,000-square-foot clubhouse provides elegant spaces for relaxation, recreation, and entertaining, including a club room with billiards, a library with fireplace, and a ballroom with catering kitchen. Four lighted Har-Tru tennis courts, a heated junior Olympic pool, hot tub, spa, and fitness center create a resort experience, while a firepit, grills, and direct access to a beautiful stretch of beach invite you to embrace the coastal lifestyle. Gated security, concierge services, on-site management, and climate-controlled storage add everyday comfort and convenience. Ideally situated at the southern end of Longboat Key, this residence places you minutes from the boutiques and dining of St. Armands Circle, downtown Sarasota’s vibrant waterfront and cultural attractions, and an array of exceptional restaurants. Nearby conveniences include Publix and CVS, with the Longboat Key Club’s golf, tennis, and dining offerings close at hand. The neighboring St. Regis further enhances this desirable coastal setting, and Sarasota Bradenton International Airport is approximately 20 minutes away. Welcoming up to two pets, The Water Club is equally appealing as a full-time residence or a refined seasonal retreat. Discover the rare combination of penthouse privacy, generous living spaces, captivating Gulf views, and an exceptional beachfront lifestyle. Schedule your private showing today.

3 Beds ⋅ 5 Baths ⋅ Water Club At Longboat Key SubDv. ⋅ 34228 Zip Code

Experience an exceptional expression of Gulf-front living in this impeccably maintained penthouse at The Water Club on Longboat Key. Occupying the coveted northwest penthouse position on the 11th floor of Building One, this pristine residence encompasses approximately 3,400 square feet with three bedrooms and four-and-a-half baths. Three separate balconies capture sweeping views of the Gulf of America, providing inviting settings for morning coffee, alfresco relaxation, and spectacular sunsets. An under-building parking space and an additional semi-private garage complement this distinguished waterfront offering. Set within 16 acres of magnificent beachfront grounds, The Water Club offers an extraordinary collection of amenities that extends the comforts of home well beyond your residence. The beautifully renovated, 18,000-square-foot clubhouse provides elegant spaces for relaxation, recreation, and entertaining, including a club room with billiards, a library with fireplace, and a ballroom with catering kitchen. Four lighted Har-Tru tennis courts, a heated junior Olympic pool, hot tub, spa, and fitness center create a resort experience, while a firepit, grills, and direct access to a beautiful stretch of beach invite you to embrace the coastal lifestyle. Gated security, concierge services, on-site management, and climate-controlled storage add everyday comfort and convenience. Ideally situated at the southern end of Longboat Key, this residence places you minutes from the boutiques and dining of St. Armands Circle, downtown Sarasota’s vibrant waterfront and cultural attractions, and an array of exceptional restaurants. Nearby conveniences include Publix and CVS, with the Longboat Key Club’s golf, tennis, and dining offerings close at hand. The neighboring St. Regis further enhances this desirable coastal setting, and Sarasota Bradenton International Airport is approximately 20 minutes away. Welcoming up to two pets, The Water Club is equally appealing as a full-time residence or a refined seasonal retreat. Discover the rare combination of penthouse privacy, generous living spaces, captivating Gulf views, and an exceptional beachfront lifestyle. Schedule your private showing today.

1241 Gulf Of Mexico Drive Unit PH1102, 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

4401 Gulf Of Mexico Drive Unit 601, Longboat Key

$995,000

Separate property Boat slip at the Boathouse can be included with the purchase of this 2 bedroom, 2 bath residence offering sweeping sixth-floor views of the Gulf of Mexico from Longboat Harbor Towers. This rare southwest corner condominium has completely unobstructed views west and south providing one of the most interesting and protected waterfront visages available anywhere on the key. In largely original condition, this spacious property presents an exceptional opportunity for renovation and customization in one of Longboat Key’s most coveted waterfront locations. Few properties combine this level of potential with such a remarkable setting. Positioned directly on the Gulf with more than 400 feet of pristine beach frontage, this fully amenitied community also enjoys eastern views of Sarasota Bay and the downtown Sarasota skyline—delivering breathtaking sunrises and sunsets from the same home. The southwest exposure also provides much more to view and enjoy with site lines extending down the entire length of the key. Common areas have been recently renovated and include a beachfront, heated, saltwater pool, a complete exercise room and spacious lounge with pool baths. Longboat Key is a sought-after barrier island community known for its relaxed coastal lifestyle, pristine beaches, and upscale residential atmosphere. Ideally located just minutes from the cultural and social energy of Sarasota, residents enjoy convenient access to world-class arts, dining, and entertainment while maintaining a sense of privacy and tranquility. A short drive south leads to iconic St. Armands Circle, renowned for its eclectic mix of boutiques, fine dining, cafés, and year-round events. Beyond St. Armands, downtown Sarasota offers theaters, galleries, live music, waterfront parks, and a thriving culinary scene, making Longboat Key an exceptional blend of island serenity and vibrant city living. This seller is also including a BOAT SLIP at The Boathouse, adjacent to the Dry Dock Restaurant just minutes away. Buy the condo and get the slip for a complete Florida lifestyle!

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

Separate property Boat slip at the Boathouse can be included with the purchase of this 2 bedroom, 2 bath residence offering sweeping sixth-floor views of the Gulf of Mexico from Longboat Harbor Towers. This rare southwest corner condominium has completely unobstructed views west and south providing one of the most interesting and protected waterfront visages available anywhere on the key. In largely original condition, this spacious property presents an exceptional opportunity for renovation and customization in one of Longboat Key’s most coveted waterfront locations. Few properties combine this level of potential with such a remarkable setting. Positioned directly on the Gulf with more than 400 feet of pristine beach frontage, this fully amenitied community also enjoys eastern views of Sarasota Bay and the downtown Sarasota skyline—delivering breathtaking sunrises and sunsets from the same home. The southwest exposure also provides much more to view and enjoy with site lines extending down the entire length of the key. Common areas have been recently renovated and include a beachfront, heated, saltwater pool, a complete exercise room and spacious lounge with pool baths. Longboat Key is a sought-after barrier island community known for its relaxed coastal lifestyle, pristine beaches, and upscale residential atmosphere. Ideally located just minutes from the cultural and social energy of Sarasota, residents enjoy convenient access to world-class arts, dining, and entertainment while maintaining a sense of privacy and tranquility. A short drive south leads to iconic St. Armands Circle, renowned for its eclectic mix of boutiques, fine dining, cafés, and year-round events. Beyond St. Armands, downtown Sarasota offers theaters, galleries, live music, waterfront parks, and a thriving culinary scene, making Longboat Key an exceptional blend of island serenity and vibrant city living. This seller is also including a BOAT SLIP at The Boathouse, adjacent to the Dry Dock Restaurant just minutes away. Buy the condo and get the slip for a complete Florida lifestyle!

4401 Gulf Of Mexico Drive Unit 601, 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

How much is your home worth?

How much is your home worth?