Mikelchaffeerealtor.com Search Results

$670,000

Welcome to Paradise! Fall in love with this turnkey furnished two- bedroom two bath End Unit condo! Relax and enjoy beautiful unobstructed views of Sarasota Bay from nearly every room in the house. The bright newly remodeled open concept kitchen has new cabinetry, quartz countertops and a large breakfast bar. You can even catch a sunset from the oversized westerly kitchen window. On the far side of the home is the master suite with an ensuite bath with a walk-in shower and dual sink vanity. The walk-in closet has built-in shelves and is large enough to accommodate the one-year-old stackable washer and dryer. The second bedroom has built in closets and drawers along with a built-in desk making it ideal for guests or a home office. Both bedrooms access the lanai that has an amazing view with its floor to ceiling windows. Additional features in the home include a whole house water filter, hurricane impact windows 2023, HVAC 2021, water heater 2022,microwave and range 2023 and a brand-new refrigerator. This home is extremely spacious and provides ample storage. There are two linen closets, three walk in closets and three sets of custom boudoir built-ins. There is also a ground level private storage room at your assigned under building parking space which happens to be located next to the Elevator. This condo is also located directly across from one of the community pools. Enjoy three beach access points (including one private), 26 acres of tropical surroundings including a 1/2 mile of nature trails, two heated pools, fitness center and sauna, clubhouse, tennis and pickleball courts, boat docks (waitlist) kayak launches, kayak storage and two marinas. You are also just minutes away from championship golf courses, restaurants, shopping, St. Armands Circle, Downtown Sarasota, and Anna Marie Island. This waterfront condo community and its great location has something for everyone to enjoy!

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

Welcome to Paradise! Fall in love with this turnkey furnished two- bedroom two bath End Unit condo! Relax and enjoy beautiful unobstructed views of Sarasota Bay from nearly every room in the house. The bright newly remodeled open concept kitchen has new cabinetry, quartz countertops and a large breakfast bar. You can even catch a sunset from the oversized westerly kitchen window. On the far side of the home is the master suite with an ensuite bath with a walk-in shower and dual sink vanity. The walk-in closet has built-in shelves and is large enough to accommodate the one-year-old stackable washer and dryer. The second bedroom has built in closets and drawers along with a built-in desk making it ideal for guests or a home office. Both bedrooms access the lanai that has an amazing view with its floor to ceiling windows. Additional features in the home include a whole house water filter, hurricane impact windows 2023, HVAC 2021, water heater 2022,microwave and range 2023 and a brand-new refrigerator. This home is extremely spacious and provides ample storage. There are two linen closets, three walk in closets and three sets of custom boudoir built-ins. There is also a ground level private storage room at your assigned under building parking space which happens to be located next to the Elevator. This condo is also located directly across from one of the community pools. Enjoy three beach access points (including one private), 26 acres of tropical surroundings including a 1/2 mile of nature trails, two heated pools, fitness center and sauna, clubhouse, tennis and pickleball courts, boat docks (waitlist) kayak launches, kayak storage and two marinas. You are also just minutes away from championship golf courses, restaurants, shopping, St. Armands Circle, Downtown Sarasota, and Anna Marie Island. This waterfront condo community and its great location has something for everyone to enjoy!

4600 Gulf Of Mexico Drive Unit 301, Longboat Key

$645,000

LONGBOAT KEY LIVING—FROM THE GULF TO THE BAY! Welcome to Bayport Beach & Tennis Club, where island living means having the beach, bay, tennis, kayaking, and resort-style amenities all within your own community. Tucked into a private setting surrounded by tropical landscaping, this 2-bedroom, 2-bath second-floor end unit offers something buyers will appreciate immediately—extra natural light, added privacy, and no one living above you. Inside, the residence feels comfortable and welcoming, with an open living and dining area and a split-bedroom design that gives owners and guests their own space. The kitchen and bathrooms have been updated, the windows are newer, and a full-size washer and dryer inside the condo adds everyday convenience. The primary suite includes a walk-in closet plus a bonus area that works beautifully as a small home office, reading nook, or additional storage space. Florida living continues outdoors with two separate spaces to enjoy. Start the day on the open-air deck or relax on the screened lanai surrounded by Bayport's lush landscaping. Covered parking, guest parking, multiple storage areas, and an owner's closet provide even more functionality. But what truly sets this property apart is Bayport itself. Spanning approximately 27 acres from the Gulf of Mexico to Sarasota Bay, this distinctive Longboat Key community offers approximately 1,200 feet of private Gulf beach access along with an impressive collection of amenities. Spend the day at the heated Junior Olympic-size pool, play a match on one of four Har-Tru tennis courts, work out in the fitness center, launch a kayak onto the bay, or head to the fishing pier. When it's time for the beach, chairs and umbrellas are available for residents to enjoy. Bayport's winding pathways, mature tropical landscaping, and low-density setting create a peaceful atmosphere that feels worlds away—yet you're conveniently located to the restaurants, shopping, and attractions of Longboat Key, St. Armands Circle, and Sarasota. Beach in the morning, bay in the afternoon, and a Gulf sunset to finish the day. Whether you're looking for a full-time residence or a Longboat Key getaway, this is an opportunity to enjoy the island lifestyle from one exceptional Gulf-to-Bay community.

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

LONGBOAT KEY LIVING—FROM THE GULF TO THE BAY! Welcome to Bayport Beach & Tennis Club, where island living means having the beach, bay, tennis, kayaking, and resort-style amenities all within your own community. Tucked into a private setting surrounded by tropical landscaping, this 2-bedroom, 2-bath second-floor end unit offers something buyers will appreciate immediately—extra natural light, added privacy, and no one living above you. Inside, the residence feels comfortable and welcoming, with an open living and dining area and a split-bedroom design that gives owners and guests their own space. The kitchen and bathrooms have been updated, the windows are newer, and a full-size washer and dryer inside the condo adds everyday convenience. The primary suite includes a walk-in closet plus a bonus area that works beautifully as a small home office, reading nook, or additional storage space. Florida living continues outdoors with two separate spaces to enjoy. Start the day on the open-air deck or relax on the screened lanai surrounded by Bayport's lush landscaping. Covered parking, guest parking, multiple storage areas, and an owner's closet provide even more functionality. But what truly sets this property apart is Bayport itself. Spanning approximately 27 acres from the Gulf of Mexico to Sarasota Bay, this distinctive Longboat Key community offers approximately 1,200 feet of private Gulf beach access along with an impressive collection of amenities. Spend the day at the heated Junior Olympic-size pool, play a match on one of four Har-Tru tennis courts, work out in the fitness center, launch a kayak onto the bay, or head to the fishing pier. When it's time for the beach, chairs and umbrellas are available for residents to enjoy. Bayport's winding pathways, mature tropical landscaping, and low-density setting create a peaceful atmosphere that feels worlds away—yet you're conveniently located to the restaurants, shopping, and attractions of Longboat Key, St. Armands Circle, and Sarasota. Beach in the morning, bay in the afternoon, and a Gulf sunset to finish the day. Whether you're looking for a full-time residence or a Longboat Key getaway, this is an opportunity to enjoy the island lifestyle from one exceptional Gulf-to-Bay community.

843 Bayport Way Unit 843, Longboat Key

$495,000

This is it! a condo right on the beach and Gulf! Wake up in the morning, open the drapes, and there it is! Then, after a full day on the Key, sit back and watch a glorious sunset from your private balcony! This condo has been lovingly updated throughout, with everything you need to enjoy a weekend or the winter; when you're not using it, you may have the condo leased by onsite management, and enjoy an income year round- the best of both worlds! The pool and deck are a few steps away, and beach chairs are available to take right out to the water's edge. The Seahorse is in an ideal location on Longboat, with a Publix grocery, pickleball, tennis, boat rentals all about five minutes away. Go restaurant exploring on the Key-The Drydock, Chart House, Mar Vista, Shore and many others about 5 minutes away. Thinking about a round of golf? public golf courses are just 12 miles away. At the Seahorse Beach Resort, you have found your beach getaway, where you'll be warmly greeted. More photos coming soon-

1 Baths ⋅ Sea Horse Beach Resort SubDv. ⋅ 34228 Zip Code

This is it! a condo right on the beach and Gulf! Wake up in the morning, open the drapes, and there it is! Then, after a full day on the Key, sit back and watch a glorious sunset from your private balcony! This condo has been lovingly updated throughout, with everything you need to enjoy a weekend or the winter; when you're not using it, you may have the condo leased by onsite management, and enjoy an income year round- the best of both worlds! The pool and deck are a few steps away, and beach chairs are available to take right out to the water's edge. The Seahorse is in an ideal location on Longboat, with a Publix grocery, pickleball, tennis, boat rentals all about five minutes away. Go restaurant exploring on the Key-The Drydock, Chart House, Mar Vista, Shore and many others about 5 minutes away. Thinking about a round of golf? public golf courses are just 12 miles away. At the Seahorse Beach Resort, you have found your beach getaway, where you'll be warmly greeted. More photos coming soon-

3453 Gulf Of Mexico Drive Unit 237, Longboat Key

$599,900

Discover your ultimate island escape in this beautifully updated, fully furnished, and pet-friendly 2-bedroom, 2.5-bathroom townhome located within the desirable Cedars Tennis Resort & Club on Longboat Key. Set across a lush, village-like community enveloped by nature on the island's scenic north end, this property offers a rare combination of relaxed coastal living and an excellent short-term rental opportunity featuring a flexible two-week policy. Step inside to find a turnkey, coastal-chic interior highlighted by crisp shiplap accents, warm wood-style flooring, and elegant metallic hardware throughout. The updated kitchen features white shaker cabinetry, premium stone countertops, custom tile backsplash, and a breakfast bar with seating, all while offering a subtle peekaboo views of the glistening Gulf of Mexico. It flows seamlessly into a bright dining space framed by a shell-pendant chandelier and an inviting living room that opens through sliding glass doors to a private, screened lanai framed by tropical palms and water views. Upstairs, the layout is designed for comfort and convenience. The primary suite serves as a serene retreat with water views, large closet space, and barn-door entry into an upgraded bathroom featuring dual vanities, white shiplap walls, and a walk-in shower with floor-to-ceiling marble tile and gold hardware accents. Just down the hall, the secondary bedroom, which also catches a peekaboo Gullf view, is accompanied by a second full bathroom and ther is also a dedicated upstairs laundry closet with front-loading washer and dryer units. Outside, the property enjoys tranquil views of lush tropical foliage and a quiet island setting, complete with recent structural and mechanical improvements like updated windows, a brand new roof, 2021 air conditioning units, and a private garage with recently install hurricane rated garage door. Cedars Tennis Club provides an unmatched resort-style atmosphere. Meander along lit boardwalks winding through mangroves to access an exceptional array of community amenities, including a heated Junior Olympic-sized swimming pool, a vibrant tiki bar, nine Har-Tru tennis courts, three Har-Tru pickleball courts, a clubhouse with a pro shop, a 24-hour fitness center, an on-site Google 5-star restaurant Hugo's II, a fishing pier, and a kayak launch (please note that some amenities require an additional club membership). When you are ready to venture out, you are within easy walking distance of Longboat Key's world-renowned sugary white sand beaches, the tranquil trails of Joan Durante Park, and local culinary staples like Harry's Deli & Continental Kitchen, Lo-Key Bar and Grill and Euphemia Haye Restaurant & The Haye Loft. For broader entertainment, shopping, and cultural experiences, St. Armands Circle, downtown Sarasota, the Ringling Museum complex, Mote Marine and Anna Maria Island are just a short drive away. Whether you are searching for the dream beach house, a lucrative investment property, or your own private full-time retreat complete with stunning evening sunsets, this Longboat Key gem delivers on every front.

2 Beds ⋅ 3 Baths ⋅ Cedars East SubDv. ⋅ 34228 Zip Code

Discover your ultimate island escape in this beautifully updated, fully furnished, and pet-friendly 2-bedroom, 2.5-bathroom townhome located within the desirable Cedars Tennis Resort & Club on Longboat Key. Set across a lush, village-like community enveloped by nature on the island's scenic north end, this property offers a rare combination of relaxed coastal living and an excellent short-term rental opportunity featuring a flexible two-week policy. Step inside to find a turnkey, coastal-chic interior highlighted by crisp shiplap accents, warm wood-style flooring, and elegant metallic hardware throughout. The updated kitchen features white shaker cabinetry, premium stone countertops, custom tile backsplash, and a breakfast bar with seating, all while offering a subtle peekaboo views of the glistening Gulf of Mexico. It flows seamlessly into a bright dining space framed by a shell-pendant chandelier and an inviting living room that opens through sliding glass doors to a private, screened lanai framed by tropical palms and water views. Upstairs, the layout is designed for comfort and convenience. The primary suite serves as a serene retreat with water views, large closet space, and barn-door entry into an upgraded bathroom featuring dual vanities, white shiplap walls, and a walk-in shower with floor-to-ceiling marble tile and gold hardware accents. Just down the hall, the secondary bedroom, which also catches a peekaboo Gullf view, is accompanied by a second full bathroom and ther is also a dedicated upstairs laundry closet with front-loading washer and dryer units. Outside, the property enjoys tranquil views of lush tropical foliage and a quiet island setting, complete with recent structural and mechanical improvements like updated windows, a brand new roof, 2021 air conditioning units, and a private garage with recently install hurricane rated garage door. Cedars Tennis Club provides an unmatched resort-style atmosphere. Meander along lit boardwalks winding through mangroves to access an exceptional array of community amenities, including a heated Junior Olympic-sized swimming pool, a vibrant tiki bar, nine Har-Tru tennis courts, three Har-Tru pickleball courts, a clubhouse with a pro shop, a 24-hour fitness center, an on-site Google 5-star restaurant Hugo's II, a fishing pier, and a kayak launch (please note that some amenities require an additional club membership). When you are ready to venture out, you are within easy walking distance of Longboat Key's world-renowned sugary white sand beaches, the tranquil trails of Joan Durante Park, and local culinary staples like Harry's Deli & Continental Kitchen, Lo-Key Bar and Grill and Euphemia Haye Restaurant & The Haye Loft. For broader entertainment, shopping, and cultural experiences, St. Armands Circle, downtown Sarasota, the Ringling Museum complex, Mote Marine and Anna Maria Island are just a short drive away. Whether you are searching for the dream beach house, a lucrative investment property, or your own private full-time retreat complete with stunning evening sunsets, this Longboat Key gem delivers on every front.

521 Forest Way, Longboat Key

$1,050,000

Welcome to 732 Bayport Way, a completely remodeled and beautifully furnished coastal retreat offering a rare Gulf view within Bayport Beach & Tennis Club, one of Longboat Key’s distinctive Gulf to Bay communities. Thoughtfully redesigned and renovated in 2023, this 2 bedroom, 2 bath residence offers approximately 1,456 square feet of sophisticated, move in ready living with virtually every detail updated. The renovation includes new flooring, countertops and windows, along with a dedicated home office that creates the perfect space for working remotely or enjoying a quiet study. The sleek, redesigned kitchen features premium JennAir appliances, crisp contemporary cabinetry, beautiful countertops, a water purification system and thoughtful finishes throughout. Designed with entertaining in mind, the residence also features a custom bar complete with a wine cooler, dedicated whisky display and built in cigar humidor, creating a distinctive space for cocktails, wine and evenings with friends. New furnishings throughout, including select pieces from Restoration Hardware, complete the refined yet relaxed coastal feel. Bayport offers an exceptional Longboat Key lifestyle, stretching from the Gulf of Mexico to Sarasota Bay and giving residents the opportunity to enjoy both beach and bay. Community amenities include private Gulf beach access, a heated swimming pool, tennis courts, fitness facilities, clubhouse, walking and nature paths, kayak facilities and access to Sarasota Bay. Start the morning with a walk along the Gulf, work from your private home office, spend the afternoon by the pool or on the water, and finish the evening entertaining at home or taking in a Longboat Key sunset. Completely remodeled, beautifully furnished and ready to enjoy from day one, 732 Bayport Way offers the opportunity to step directly into the Longboat Key lifestyle without the time, expense or inconvenience of undertaking a major renovation.

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

Welcome to 732 Bayport Way, a completely remodeled and beautifully furnished coastal retreat offering a rare Gulf view within Bayport Beach & Tennis Club, one of Longboat Key’s distinctive Gulf to Bay communities. Thoughtfully redesigned and renovated in 2023, this 2 bedroom, 2 bath residence offers approximately 1,456 square feet of sophisticated, move in ready living with virtually every detail updated. The renovation includes new flooring, countertops and windows, along with a dedicated home office that creates the perfect space for working remotely or enjoying a quiet study. The sleek, redesigned kitchen features premium JennAir appliances, crisp contemporary cabinetry, beautiful countertops, a water purification system and thoughtful finishes throughout. Designed with entertaining in mind, the residence also features a custom bar complete with a wine cooler, dedicated whisky display and built in cigar humidor, creating a distinctive space for cocktails, wine and evenings with friends. New furnishings throughout, including select pieces from Restoration Hardware, complete the refined yet relaxed coastal feel. Bayport offers an exceptional Longboat Key lifestyle, stretching from the Gulf of Mexico to Sarasota Bay and giving residents the opportunity to enjoy both beach and bay. Community amenities include private Gulf beach access, a heated swimming pool, tennis courts, fitness facilities, clubhouse, walking and nature paths, kayak facilities and access to Sarasota Bay. Start the morning with a walk along the Gulf, work from your private home office, spend the afternoon by the pool or on the water, and finish the evening entertaining at home or taking in a Longboat Key sunset. Completely remodeled, beautifully furnished and ready to enjoy from day one, 732 Bayport Way offers the opportunity to step directly into the Longboat Key lifestyle without the time, expense or inconvenience of undertaking a major renovation.

732 Bayport Way, Longboat Key

$1,595,000

Gulf views take center stage in this beautifully updated sixth-floor residence at The Promenade, where an elevated vantage point captures the turquoise waters of the Gulf of Mexico, the tropical grounds below and glimpses toward Sarasota Bay. Offering nearly 1,600 square feet of thoughtfully designed living space, this two-bedroom retreat pairs a light, sophisticated coastal aesthetic with the ease of resort-style living directly on the beach. Inside, walls of glass draw the Gulf backdrop into the main living areas while filling the residence with natural light. The open great room is designed for both everyday comfort and entertaining, with neutral finishes, tile flooring and an effortless connection to the private terrace. Step outside to enjoy Gulf breezes, views over the pool and landscaped grounds, and a front-row seat to Longboat Key’s spectacular sunsets. The living and dining spaces flow together beautifully, complemented by a stylish wet bar with beverage storage that creates a natural entertaining hub. Architectural wall detailing adds dimension to the dining area, while the soft coastal palette and contemporary furnishings reinforce the home’s relaxed sense of sophistication. The open kitchen is equally inviting, featuring naturally stained wood cabinetry, quartz countertops, stainless-steel appliances and a newer quartz backsplash. An expansive breakfast bar provides generous seating, while the adjacent dining nook offers another comfortable setting for morning coffee or casual meals. Privately positioned, the primary suite is a serene retreat with its own Gulf outlook and direct terrace access. Wake to blue water just beyond the glass, then step outside to begin the day in the Gulf breeze. Generous closet space accompanies the suite, while the renovated primary bath offers a spa-inspired setting with a dual-sink vanity, soaking tub, glass-enclosed shower and refined contemporary finishes. The guest suite provides comfortable accommodations for family and friends, with an updated bath featuring a glass-enclosed shower and coastal-inspired tile. Covered under-building parking and a separate storage unit add everyday convenience. Set directly along the Gulf of Mexico, The Promenade is one of Longboat Key’s established full-service beachfront communities, offering on-site management, concierge services, a 24-hour manned guard gate and an impressive collection of resort-style amenities. Residents enjoy a Gulfside heated swimming pool and spa surrounded by expansive sundecks and tropical landscaping, four Har-Tru tennis courts, fitness and health club facilities, social rooms, and direct beach access by private boardwalk. Tiki huts and beachfront lounging areas create an inviting setting for days spent along the shoreline. Beyond the gates, the location puts the best of Longboat Key and Sarasota within easy reach. Enjoy nearby dining and shopping along Longboat Key, explore the boutiques and restaurants of St. Armands Circle, or continue across the Ringling Bridge to downtown Sarasota for its acclaimed restaurants, galleries, performing arts, farmers market and vibrant waterfront. From mornings on the beach to evenings overlooking a Gulf sunset, Promenade #603 offers an exceptional opportunity to experience the Longboat Key lifestyle from a beautifully updated home by the sea.

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

Gulf views take center stage in this beautifully updated sixth-floor residence at The Promenade, where an elevated vantage point captures the turquoise waters of the Gulf of Mexico, the tropical grounds below and glimpses toward Sarasota Bay. Offering nearly 1,600 square feet of thoughtfully designed living space, this two-bedroom retreat pairs a light, sophisticated coastal aesthetic with the ease of resort-style living directly on the beach. Inside, walls of glass draw the Gulf backdrop into the main living areas while filling the residence with natural light. The open great room is designed for both everyday comfort and entertaining, with neutral finishes, tile flooring and an effortless connection to the private terrace. Step outside to enjoy Gulf breezes, views over the pool and landscaped grounds, and a front-row seat to Longboat Key’s spectacular sunsets. The living and dining spaces flow together beautifully, complemented by a stylish wet bar with beverage storage that creates a natural entertaining hub. Architectural wall detailing adds dimension to the dining area, while the soft coastal palette and contemporary furnishings reinforce the home’s relaxed sense of sophistication. The open kitchen is equally inviting, featuring naturally stained wood cabinetry, quartz countertops, stainless-steel appliances and a newer quartz backsplash. An expansive breakfast bar provides generous seating, while the adjacent dining nook offers another comfortable setting for morning coffee or casual meals. Privately positioned, the primary suite is a serene retreat with its own Gulf outlook and direct terrace access. Wake to blue water just beyond the glass, then step outside to begin the day in the Gulf breeze. Generous closet space accompanies the suite, while the renovated primary bath offers a spa-inspired setting with a dual-sink vanity, soaking tub, glass-enclosed shower and refined contemporary finishes. The guest suite provides comfortable accommodations for family and friends, with an updated bath featuring a glass-enclosed shower and coastal-inspired tile. Covered under-building parking and a separate storage unit add everyday convenience. Set directly along the Gulf of Mexico, The Promenade is one of Longboat Key’s established full-service beachfront communities, offering on-site management, concierge services, a 24-hour manned guard gate and an impressive collection of resort-style amenities. Residents enjoy a Gulfside heated swimming pool and spa surrounded by expansive sundecks and tropical landscaping, four Har-Tru tennis courts, fitness and health club facilities, social rooms, and direct beach access by private boardwalk. Tiki huts and beachfront lounging areas create an inviting setting for days spent along the shoreline. Beyond the gates, the location puts the best of Longboat Key and Sarasota within easy reach. Enjoy nearby dining and shopping along Longboat Key, explore the boutiques and restaurants of St. Armands Circle, or continue across the Ringling Bridge to downtown Sarasota for its acclaimed restaurants, galleries, performing arts, farmers market and vibrant waterfront. From mornings on the beach to evenings overlooking a Gulf sunset, Promenade #603 offers an exceptional opportunity to experience the Longboat Key lifestyle from a beautifully updated home by the sea.

1211 Gulf Of Mexico Drive Unit 603, Longboat Key

$489,900

Sea Horse is a lovely resort community on the Gulf of Longboat Key and this unit offers a large balcony with sweeping views of the Gulf, beach, pool and epic Longboat Key sunsets. Unit 242 has an open kitchen, dining room and living for guests to gather and a private bedroom with ensuite. The living room and bedroom share the balcony. As a resort, the on-site management office handles your rentals, maintenance, and guest needs. Parking is open but limited to one car for this unit. This is a quality investment property and rental projections are available upon request, but also consider this your little oasis to visit, enjoy and when you leave it's taken care of. This is a lovely resort community on the Gulf side of Longboat Key and this unit offers a large balcony.

1 Beds ⋅ 1 Baths ⋅ Sea Horse Beach Resort SubDv. ⋅ 34228 Zip Code

Sea Horse is a lovely resort community on the Gulf of Longboat Key and this unit offers a large balcony with sweeping views of the Gulf, beach, pool and epic Longboat Key sunsets. Unit 242 has an open kitchen, dining room and living for guests to gather and a private bedroom with ensuite. The living room and bedroom share the balcony. As a resort, the on-site management office handles your rentals, maintenance, and guest needs. Parking is open but limited to one car for this unit. This is a quality investment property and rental projections are available upon request, but also consider this your little oasis to visit, enjoy and when you leave it's taken care of. This is a lovely resort community on the Gulf side of Longboat Key and this unit offers a large balcony.

3453 Gulf Of Mexico Drive Unit 242, Longboat Key

$2,200,000

Welcome to an extraordinary opportunity at The Water Club on Longboat Key, where spectacular Gulf and Sarasota Bay views create a breathtaking backdrop from nearly every room. Residence 608 offers approximately 2,965 square feet of coastal living space with 2 bedrooms plus a versatile den, 4 full baths, 10-foot ceilings and an expansive open floor plan designed for both everyday living and effortless entertaining. Walls of glass sliders fill the residence with natural light while showcasing incredible water views at every turn. The spacious living and dining areas flow together, complemented by a dedicated entertaining bar that makes this home ideal for hosting family and friends. Multiple covered terraces extend the living space outdoors, providing wonderful places to enjoy morning coffee, Gulf breezes, colorful skies and unforgettable Florida sunsets. The generously sized primary suite is a peaceful retreat, while the additional bedroom and flexible den provide plenty of space for overnight guests, a home office or additional sleeping accommodations. Abundant storage throughout the residence adds exceptional functionality, along with two parking spaces in the secure covered garage, additional private storage and a wine/beverage storage area. Life at The Water Club feels more like a five-star resort than a condominium. Set along the white sands of Longboat Key, this premier gated Gulf-front community offers exceptional service, privacy and security with a 24-hour staffed gated entrance and dedicated concierge staff available seven days a week. Residents enjoy an impressive collection of amenities including a junior Olympic-size heated pool, children's pool, three hot tubs, four lighted Har-Tru tennis courts and a beautifully appointed clubhouse designed for recreation, wellness and entertaining. The clubhouse features a fully equipped fitness center, steam and sauna facilities, locker rooms and private massage areas, an elegant ballroom overlooking the grounds and Gulf, catering kitchen, wood-paneled bar and lounge, library with fireplace and recreation room with billiards and table tennis. From days spent on the beach and afternoons by the pool to sunset cocktails overlooking the Gulf, Residence 608 offers the opportunity to experience Longboat Key living at its finest. All of this is ideally positioned on the south end of Longboat Key, just minutes from the shopping and dining of St. Armands Circle and the arts, culture and waterfront attractions of downtown Sarasota. This is more than a residence—it is the effortless, resort-style Gulf Coast lifestyle that makes The Water Club one of Longboat Key's most coveted addresses. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.

2 Beds ⋅ 4 Baths ⋅ Longboat Key Club SubDv. ⋅ 34228 Zip Code

Welcome to an extraordinary opportunity at The Water Club on Longboat Key, where spectacular Gulf and Sarasota Bay views create a breathtaking backdrop from nearly every room. Residence 608 offers approximately 2,965 square feet of coastal living space with 2 bedrooms plus a versatile den, 4 full baths, 10-foot ceilings and an expansive open floor plan designed for both everyday living and effortless entertaining. Walls of glass sliders fill the residence with natural light while showcasing incredible water views at every turn. The spacious living and dining areas flow together, complemented by a dedicated entertaining bar that makes this home ideal for hosting family and friends. Multiple covered terraces extend the living space outdoors, providing wonderful places to enjoy morning coffee, Gulf breezes, colorful skies and unforgettable Florida sunsets. The generously sized primary suite is a peaceful retreat, while the additional bedroom and flexible den provide plenty of space for overnight guests, a home office or additional sleeping accommodations. Abundant storage throughout the residence adds exceptional functionality, along with two parking spaces in the secure covered garage, additional private storage and a wine/beverage storage area. Life at The Water Club feels more like a five-star resort than a condominium. Set along the white sands of Longboat Key, this premier gated Gulf-front community offers exceptional service, privacy and security with a 24-hour staffed gated entrance and dedicated concierge staff available seven days a week. Residents enjoy an impressive collection of amenities including a junior Olympic-size heated pool, children's pool, three hot tubs, four lighted Har-Tru tennis courts and a beautifully appointed clubhouse designed for recreation, wellness and entertaining. The clubhouse features a fully equipped fitness center, steam and sauna facilities, locker rooms and private massage areas, an elegant ballroom overlooking the grounds and Gulf, catering kitchen, wood-paneled bar and lounge, library with fireplace and recreation room with billiards and table tennis. From days spent on the beach and afternoons by the pool to sunset cocktails overlooking the Gulf, Residence 608 offers the opportunity to experience Longboat Key living at its finest. All of this is ideally positioned on the south end of Longboat Key, just minutes from the shopping and dining of St. Armands Circle and the arts, culture and waterfront attractions of downtown Sarasota. This is more than a residence—it is the effortless, resort-style Gulf Coast lifestyle that makes The Water Club one of Longboat Key's most coveted addresses. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.

1241 Gulf Of Mexico Drive Unit 608, Longboat Key

$795,000

Welcome to effortless Gulf-front living at Club Longboat Beach & Tennis Resort, one of Longboat Key’s established and sought-after beachfront communities. This beautifully updated three-bedroom, two-bath residence is offered turnkey furnished, making it an exceptional opportunity for a full-time residence, coastal retreat or potential income-producing investment. In desirable Building 1, this spacious first-floor residence offers approximately 1,484 square feet of comfortable, thoughtfully designed living space with the rare convenience of no elevators or long walks. The open, split-bedroom floor plan features wide-plank flooring, a light and inviting coastal palette, and an easy flow for everyday living and entertaining. The updated kitchen is the heart of the home, featuring crisp white cabinetry, stainless steel appliances, under-cabinet lighting, a glass tile backsplash and a large center island with seating. Floor-to-ceiling sliders in the great room open to a private, lushly landscaped patio, extending the living space outdoors and creating a peaceful place to enjoy the Longboat Key lifestyle. The spacious primary suite offers direct patio access, a beautifully updated bath with walk-in glass shower and generous closet space. Two additional bedrooms provide flexibility for family and guests, including a den/third bedroom with Murphy bed. A second full bath, full-size washer and dryer, additional laundry cabinetry and abundant storage complete the interior. Just outside your front door is a private storage room and covered parking space, with ample additional guest and resident parking throughout the community. Club Longboat offers approximately 750 feet of direct Gulf-front beach and an exceptional resort-style lifestyle. Amenities include eight Har-Tru tennis courts, several lighted for evening play, an on-site tennis professional, pickleball, two heated swimming pools including separate adult and family pool areas, spa/whirlpool, sauna, beach chairs and umbrellas, grilling areas, bocce, fishing, on-site management and an active social calendar. A new clubhouse with fitness and social spaces is also planned as part of the community’s hurricane restoration, with exciting improvements ahead. Owners enjoy a welcoming community with regular social events, including Friday happy hours and seasonal celebrations. Club Longboat is also pet-friendly for owners and offers exceptional rental flexibility, with a 30-day minimum and up to 12 leases per year. For buyers looking to offset ownership costs, this residence offers a particularly compelling advantage, such as a proven rental history with substantial demand and future bookings potential. The combination of a three-bedroom floor plan, turnkey furnishings, direct Gulf access and flexible leasing has made this an exceptionally desirable rental. Ideally on the Gulf side of Longboat Key, you are minutes from outstanding dining, boating, golf and recreation, with the shops and restaurants of St. Armands Circle and the arts and culture of downtown Sarasota just a short drive away. Whether you are searching for a turnkey beach home, seasonal escape or investment property, this beautifully furnished Club Longboat residence offers the combination buyers want most, direct gulf access, resort-style amenities, three bedrooms, rental flexibility and unmistakable lifestyle of Longboat Key. Simply arrive, unpack and head to the beach.

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

Welcome to effortless Gulf-front living at Club Longboat Beach & Tennis Resort, one of Longboat Key’s established and sought-after beachfront communities. This beautifully updated three-bedroom, two-bath residence is offered turnkey furnished, making it an exceptional opportunity for a full-time residence, coastal retreat or potential income-producing investment. In desirable Building 1, this spacious first-floor residence offers approximately 1,484 square feet of comfortable, thoughtfully designed living space with the rare convenience of no elevators or long walks. The open, split-bedroom floor plan features wide-plank flooring, a light and inviting coastal palette, and an easy flow for everyday living and entertaining. The updated kitchen is the heart of the home, featuring crisp white cabinetry, stainless steel appliances, under-cabinet lighting, a glass tile backsplash and a large center island with seating. Floor-to-ceiling sliders in the great room open to a private, lushly landscaped patio, extending the living space outdoors and creating a peaceful place to enjoy the Longboat Key lifestyle. The spacious primary suite offers direct patio access, a beautifully updated bath with walk-in glass shower and generous closet space. Two additional bedrooms provide flexibility for family and guests, including a den/third bedroom with Murphy bed. A second full bath, full-size washer and dryer, additional laundry cabinetry and abundant storage complete the interior. Just outside your front door is a private storage room and covered parking space, with ample additional guest and resident parking throughout the community. Club Longboat offers approximately 750 feet of direct Gulf-front beach and an exceptional resort-style lifestyle. Amenities include eight Har-Tru tennis courts, several lighted for evening play, an on-site tennis professional, pickleball, two heated swimming pools including separate adult and family pool areas, spa/whirlpool, sauna, beach chairs and umbrellas, grilling areas, bocce, fishing, on-site management and an active social calendar. A new clubhouse with fitness and social spaces is also planned as part of the community’s hurricane restoration, with exciting improvements ahead. Owners enjoy a welcoming community with regular social events, including Friday happy hours and seasonal celebrations. Club Longboat is also pet-friendly for owners and offers exceptional rental flexibility, with a 30-day minimum and up to 12 leases per year. For buyers looking to offset ownership costs, this residence offers a particularly compelling advantage, such as a proven rental history with substantial demand and future bookings potential. The combination of a three-bedroom floor plan, turnkey furnishings, direct Gulf access and flexible leasing has made this an exceptionally desirable rental. Ideally on the Gulf side of Longboat Key, you are minutes from outstanding dining, boating, golf and recreation, with the shops and restaurants of St. Armands Circle and the arts and culture of downtown Sarasota just a short drive away. Whether you are searching for a turnkey beach home, seasonal escape or investment property, this beautifully furnished Club Longboat residence offers the combination buyers want most, direct gulf access, resort-style amenities, three bedrooms, rental flexibility and unmistakable lifestyle of Longboat Key. Simply arrive, unpack and head to the beach.

5055 Gulf Of Mexico Drive Unit 115, Longboat Key

$1,350,000

Virtually Staged. VIRTUALLY EVERYTHING NEW — BOAT IN YOUR BACKYARD, PRIVATE BEACH DOWN THE STREET. This is the Longboat Key lifestyle buyers dream about: boating from your own backyard, sunset walks on the Gulf, and a beautifully reimagined coastal home that is truly move-in ready. Previously appraised at $1.65 million late last year and more recently appraised at $1.5 million (with no material changes to the home), the home is now offered at $1.35 million—creating an exceptional opportunity to purchase below its most recent appraised value. Set along an impressive 120 feet of canal frontage, this 4-bedroom, 2-bath waterfront home offers DIRECT BOATING ACCESS TO SARASOTA BAY AND THE INTRACOASTAL plus PRIVATE DEEDED GULF BEACH ACCESS JUST EIGHT HOMES AWAY. It is a rare Longboat Key combination: keep your boat in your own backyard while enjoying private Gulf beach access just down the street. The location is equally exceptional, with Joan M. Durante Park, Cedars Tennis Resort & Club, and some of Longboat Key’s favorite restaurants, boutiques and shops all just moments from the property. Optional membership is available at nearby Cedars Tennis Resort & Club, offering tennis and pickleball courts, a Jr. Olympic swimming pool, 24/7 fitness center and additional resort-style amenities. Boating, beaches, recreation, dining and shopping are all right at your fingertips. This is far more than a typical “updated” home. With the exception of the foundation, VIRTUALLY EVERYTHING HAS BEEN RENOVATED OR REPLACED, INSIDE AND OUT. Improvements include a new roof, new AC systems, new interior walls, new flooring, newer electrical and plumbing, new decking, cabinetry, landscaping and finishes throughout, along with impact windows, high-impact sliding glass doors and impact-rated exterior doors. The result is the feel and peace of mind of a near-new coastal home in an irreplaceable waterfront setting. Inside, vaulted ceilings, expansive water views and an open, light-filled layout create effortless coastal living. The beautifully updated kitchen features solid-wood cabinetry, soft-close hardware, quartz countertops, a gas range, stainless-steel appliances, copper hood and copper farmhouse sink. Updated bathrooms continue the elevated finishes throughout the home. The living space flows directly to an approximately 1,000-square-foot screened lanai overlooking the canal and backyard—an incredible extension of the home for entertaining, dining or relaxing by the water. Launch a kayak from your own property, step aboard your boat and cruise toward Sarasota Bay, then end the day with a sunset at your private Gulf beach access. The fenced backyard offers ample room for a future pool, while the property's higher elevation than many ground-level Longboat Key homes adds another meaningful advantage. Offered FULLY FURNISHED / TURNKEY WITH NO HOA, the home is ready for immediate enjoyment as a primary residence, second home or coastal retreat. Few properties at this price offer this combination of 120 feet of waterfront, direct boating access, deeded private beach access, extensive renovation, impact features, furnishings, exceptional proximity to Longboat Key amenities and no HOA. $1.65M EARLIER APPRAISAL. $1.5M MOST RECENT APPRAISAL. NOW OFFERED AT $1.35M. YOUR BOAT IN THE BACKYARD. YOUR BEACH DOWN THE STREET. WELCOME TO LONGBOAT KEY.

4 Beds ⋅ 2 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code

Virtually Staged. VIRTUALLY EVERYTHING NEW — BOAT IN YOUR BACKYARD, PRIVATE BEACH DOWN THE STREET. This is the Longboat Key lifestyle buyers dream about: boating from your own backyard, sunset walks on the Gulf, and a beautifully reimagined coastal home that is truly move-in ready. Previously appraised at $1.65 million late last year and more recently appraised at $1.5 million (with no material changes to the home), the home is now offered at $1.35 million—creating an exceptional opportunity to purchase below its most recent appraised value. Set along an impressive 120 feet of canal frontage, this 4-bedroom, 2-bath waterfront home offers DIRECT BOATING ACCESS TO SARASOTA BAY AND THE INTRACOASTAL plus PRIVATE DEEDED GULF BEACH ACCESS JUST EIGHT HOMES AWAY. It is a rare Longboat Key combination: keep your boat in your own backyard while enjoying private Gulf beach access just down the street. The location is equally exceptional, with Joan M. Durante Park, Cedars Tennis Resort & Club, and some of Longboat Key’s favorite restaurants, boutiques and shops all just moments from the property. Optional membership is available at nearby Cedars Tennis Resort & Club, offering tennis and pickleball courts, a Jr. Olympic swimming pool, 24/7 fitness center and additional resort-style amenities. Boating, beaches, recreation, dining and shopping are all right at your fingertips. This is far more than a typical “updated” home. With the exception of the foundation, VIRTUALLY EVERYTHING HAS BEEN RENOVATED OR REPLACED, INSIDE AND OUT. Improvements include a new roof, new AC systems, new interior walls, new flooring, newer electrical and plumbing, new decking, cabinetry, landscaping and finishes throughout, along with impact windows, high-impact sliding glass doors and impact-rated exterior doors. The result is the feel and peace of mind of a near-new coastal home in an irreplaceable waterfront setting. Inside, vaulted ceilings, expansive water views and an open, light-filled layout create effortless coastal living. The beautifully updated kitchen features solid-wood cabinetry, soft-close hardware, quartz countertops, a gas range, stainless-steel appliances, copper hood and copper farmhouse sink. Updated bathrooms continue the elevated finishes throughout the home. The living space flows directly to an approximately 1,000-square-foot screened lanai overlooking the canal and backyard—an incredible extension of the home for entertaining, dining or relaxing by the water. Launch a kayak from your own property, step aboard your boat and cruise toward Sarasota Bay, then end the day with a sunset at your private Gulf beach access. The fenced backyard offers ample room for a future pool, while the property's higher elevation than many ground-level Longboat Key homes adds another meaningful advantage. Offered FULLY FURNISHED / TURNKEY WITH NO HOA, the home is ready for immediate enjoyment as a primary residence, second home or coastal retreat. Few properties at this price offer this combination of 120 feet of waterfront, direct boating access, deeded private beach access, extensive renovation, impact features, furnishings, exceptional proximity to Longboat Key amenities and no HOA. $1.65M EARLIER APPRAISAL. $1.5M MOST RECENT APPRAISAL. NOW OFFERED AT $1.35M. YOUR BOAT IN THE BACKYARD. YOUR BEACH DOWN THE STREET. WELCOME TO LONGBOAT KEY.

765 Saint Judes Drive N, Longboat Key

$289,000

A 58 ft. x 20 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. 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, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, 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. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. Max length of vessel allowed is 53 LOA, usable beam is 18 ft at the head of the slip. A current photo of the vessel must be provided, and the vessel approved by the Association before entering the marina.

Bay Isles SubDv. ⋅ 34228 Zip Code

A 58 ft. x 20 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. 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, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, 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. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. Max length of vessel allowed is 53 LOA, usable beam is 18 ft at the head of the slip. A current photo of the vessel must be provided, and the vessel approved by the Association before entering the marina.

2800 Harbourside Drive Drive Unit M-10, Longboat Key

$3,495,000

This stunning coastal home is the epitome of luxurious island living. A waterfront paradise offering dreamy views from multiple rooms. Gorgeous pecky cypress doors open to the elevated balcony featuring the sparkling pool and spa. A large island features an outdoor kitchen overlooking the wide canal with views of Sarasota Bay. It’s location (only 2 in from the bay) allows you to be on the boat and in the Intracoastal waterway in mere moments, and with no fixed bridges to the Gulf of Mexico your day out on the water is an easy escape. Unique Mediterranean architecture bathed in beautiful natural light through the many windows and doors make for effortless indoor-outdoor flow. A beautifully remodeled kitchen features top-tier appliances, and a generous island, making it perfect for both intimate family dinners and grand-scale entertaining. When you’re ready to really relax, the luxurious primary suite serves as a private sanctuary on the top level and is complete with its own covered waterfront balcony with a fire pit. Situated in a true neighborhood with no high rises, and just a short stroll from the neighborhood beach access, your daily routine of quiet beach walks and nightly sunsets make this a rare opportunity to own a true piece of paradise.

5 Beds ⋅ 3 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code

This stunning coastal home is the epitome of luxurious island living. A waterfront paradise offering dreamy views from multiple rooms. Gorgeous pecky cypress doors open to the elevated balcony featuring the sparkling pool and spa. A large island features an outdoor kitchen overlooking the wide canal with views of Sarasota Bay. It’s location (only 2 in from the bay) allows you to be on the boat and in the Intracoastal waterway in mere moments, and with no fixed bridges to the Gulf of Mexico your day out on the water is an easy escape. Unique Mediterranean architecture bathed in beautiful natural light through the many windows and doors make for effortless indoor-outdoor flow. A beautifully remodeled kitchen features top-tier appliances, and a generous island, making it perfect for both intimate family dinners and grand-scale entertaining. When you’re ready to really relax, the luxurious primary suite serves as a private sanctuary on the top level and is complete with its own covered waterfront balcony with a fire pit. Situated in a true neighborhood with no high rises, and just a short stroll from the neighborhood beach access, your daily routine of quiet beach walks and nightly sunsets make this a rare opportunity to own a true piece of paradise.

795 Marbury Lane, Longboat Key

$425,000

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

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

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

4370 Chatham Drive Unit 304, Longboat Key

$1,099,000

Set within Beachplace on the coveted south end of Longboat Key, this 3-bedroom, 2-bath corner residence offers 1,819+/- sq. ft. of beautifully maintained living space, an expansive wraparound terrace and 1 under-building deeded parking space. Distinctive wallpaper adds personality to the foyer, while plank flooring flows throughout. Just off the entry, double doors open to the third bedroom, currently used as a family and sitting room, while the guest bedroom across the hall opens directly to the terrace. The main living area takes full advantage of the corner setting, with walls of sliding glass doors filling the space with natural light and framing elevated views of the lake, fountains and tropical landscaping. The kitchen features white cabinetry, glass-front accents, stone countertops, stainless steel appliances and a breakfast bar opening to the dining area. Privately positioned away from the guest accommodations, the primary suite enjoys terrace access and tranquil lake and fountain views, along with a spacious bath with dual vanities and a separate water closet. Beachplace is a gated, 31-acre beachfront community known for its mid-century modern architecture and resort-style amenities, including private beach access, a junior Olympic-size pool, spa, kiddie pool, clubhouse, fitness facilities, sauna, tennis and pickleball courts, EV charging stations and grilling areas. Separate membership opportunities are also offered at the nearby Longboat Key Club, with amenities that may include 45 holes of championship golf, tennis, private dining, beach and pool facilities, spa, fitness and marina access, depending on membership category. Rentals are permitted up to 12 times per year with a 30-day minimum, and St. Armands Circle and downtown Sarasota are just minutes away.

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

Set within Beachplace on the coveted south end of Longboat Key, this 3-bedroom, 2-bath corner residence offers 1,819+/- sq. ft. of beautifully maintained living space, an expansive wraparound terrace and 1 under-building deeded parking space. Distinctive wallpaper adds personality to the foyer, while plank flooring flows throughout. Just off the entry, double doors open to the third bedroom, currently used as a family and sitting room, while the guest bedroom across the hall opens directly to the terrace. The main living area takes full advantage of the corner setting, with walls of sliding glass doors filling the space with natural light and framing elevated views of the lake, fountains and tropical landscaping. The kitchen features white cabinetry, glass-front accents, stone countertops, stainless steel appliances and a breakfast bar opening to the dining area. Privately positioned away from the guest accommodations, the primary suite enjoys terrace access and tranquil lake and fountain views, along with a spacious bath with dual vanities and a separate water closet. Beachplace is a gated, 31-acre beachfront community known for its mid-century modern architecture and resort-style amenities, including private beach access, a junior Olympic-size pool, spa, kiddie pool, clubhouse, fitness facilities, sauna, tennis and pickleball courts, EV charging stations and grilling areas. Separate membership opportunities are also offered at the nearby Longboat Key Club, with amenities that may include 45 holes of championship golf, tennis, private dining, beach and pool facilities, spa, fitness and marina access, depending on membership category. Rentals are permitted up to 12 times per year with a 30-day minimum, and St. Armands Circle and downtown Sarasota are just minutes away.

1075 Gulf Of Mexico Drive Unit 205, Longboat Key

$525,000

Beautifully renovated waterfront unit at 729 St. Jude’s Way with gorgeous water views and a boat dock, plus easy access to the Intracoastal Waterway. Renovated from top to bottom, this move-in-ready home features all-new flooring, a beautifully updated kitchen and bathroom, and brand-new appliances. Ideally located near a variety of restaurants, beautiful beaches, downtown Sarasota, and Anna Maria Island. Enjoy the perfect blend of waterfront living, modern updates, and convenient access to everything the area has to offer!

2 Beds ⋅ 2 Baths ⋅ St Judes Apts SubDv. ⋅ 34228 Zip Code

Beautifully renovated waterfront unit at 729 St. Jude’s Way with gorgeous water views and a boat dock, plus easy access to the Intracoastal Waterway. Renovated from top to bottom, this move-in-ready home features all-new flooring, a beautifully updated kitchen and bathroom, and brand-new appliances. Ideally located near a variety of restaurants, beautiful beaches, downtown Sarasota, and Anna Maria Island. Enjoy the perfect blend of waterfront living, modern updates, and convenient access to everything the area has to offer!

729 Saint Judes Drive S Unit 2, Longboat Key

$2,675,000

Freshly updated and directly overlooking Sarasota Bay, this four-bedroom waterfront residence in guard-gated Corey’s Landing returns to the market with significant interior enhancements just completed. Most notably, beautiful brand-new oversized porcelain tile flooring now extends throughout the main living areas, creating a fresh, sophisticated look while visually connecting the home’s open living spaces. The fireplace wall has also been thoughtfully scaled back, opening the sightlines and creating a more effortless flow between the living room, dining room and eat-in kitchen. These new improvements complement an exceptional Longboat Key lifestyle centered around the water. Located behind the gates of Bay Isles, the more than 3,100-square-foot residence combines direct Sarasota Bay frontage, updated dock with 14,000-lb boat lift and deeded access to the private Bay Isles Beach Club on the Gulf of Mexico—a particularly desirable combination for those seeking both boating and beach access. The newly updated main level is designed to draw your attention toward the bay. The oversized porcelain tile provides a clean, cohesive foundation throughout the common areas, while soaring ceilings, abundant natural light and walls of glass enhance the home's open, airy feel. The dramatic bayfront living room features cathedral ceilings, a gas fireplace and impact-rated sliding glass doors opening to the screened waterfront terrace, where wide water views create a beautiful backdrop for morning coffee, entertaining and evenings overlooking Sarasota Bay. The primary suite is conveniently located on the first floor, offering a spacious walk-in closet plus two additional closets and a private en-suite bath. Two additional guest bedrooms on this level—one currently used as a study—share a beautifully updated full bathroom. Upstairs, guests enjoy a private retreat with a loft-style bonus area featuring a built-in entertainment center and an oversized en-suite bedroom finished with elegant tilework. Extensive upgrades enhance comfort and long-term value, including a new tile roof (2023), two A/C systems (2022), remodeled kitchen and baths, recessed lighting, storm windows on the bayside, a new electrical panel, exterior lighting, updated landscaping, sprinkler system, and a new screen enclosure. Corey’s Landing offers a maintenance-free waterfront lifestyle with 24-hour guard-gated security, community tennis courts, and a heated pool and spa. Ownership also includes deeded access to the private Bay Isles Beach Club, where residents enjoy Gulf-front relaxation with pavilion seating, beachside gatherings, and direct access to the white sands of Longboat Key. Ideally positioned behind the gates of Bay Isles, this residence is moments from the Longboat Key Club’s championship golf and tennis facilities, nearby marinas, and island dining. St. Armands Circle, Lido Beach, and downtown Sarasota’s renowned cultural venues, galleries, waterfront parks, and restaurants are all within easy reach—bringing together boating, beach access, and the best of Sarasota’s coastal lifestyle.

4 Beds ⋅ 4 Baths ⋅ Coreys Landing SubDv. ⋅ 34228 Zip Code

Freshly updated and directly overlooking Sarasota Bay, this four-bedroom waterfront residence in guard-gated Corey’s Landing returns to the market with significant interior enhancements just completed. Most notably, beautiful brand-new oversized porcelain tile flooring now extends throughout the main living areas, creating a fresh, sophisticated look while visually connecting the home’s open living spaces. The fireplace wall has also been thoughtfully scaled back, opening the sightlines and creating a more effortless flow between the living room, dining room and eat-in kitchen. These new improvements complement an exceptional Longboat Key lifestyle centered around the water. Located behind the gates of Bay Isles, the more than 3,100-square-foot residence combines direct Sarasota Bay frontage, updated dock with 14,000-lb boat lift and deeded access to the private Bay Isles Beach Club on the Gulf of Mexico—a particularly desirable combination for those seeking both boating and beach access. The newly updated main level is designed to draw your attention toward the bay. The oversized porcelain tile provides a clean, cohesive foundation throughout the common areas, while soaring ceilings, abundant natural light and walls of glass enhance the home's open, airy feel. The dramatic bayfront living room features cathedral ceilings, a gas fireplace and impact-rated sliding glass doors opening to the screened waterfront terrace, where wide water views create a beautiful backdrop for morning coffee, entertaining and evenings overlooking Sarasota Bay. The primary suite is conveniently located on the first floor, offering a spacious walk-in closet plus two additional closets and a private en-suite bath. Two additional guest bedrooms on this level—one currently used as a study—share a beautifully updated full bathroom. Upstairs, guests enjoy a private retreat with a loft-style bonus area featuring a built-in entertainment center and an oversized en-suite bedroom finished with elegant tilework. Extensive upgrades enhance comfort and long-term value, including a new tile roof (2023), two A/C systems (2022), remodeled kitchen and baths, recessed lighting, storm windows on the bayside, a new electrical panel, exterior lighting, updated landscaping, sprinkler system, and a new screen enclosure. Corey’s Landing offers a maintenance-free waterfront lifestyle with 24-hour guard-gated security, community tennis courts, and a heated pool and spa. Ownership also includes deeded access to the private Bay Isles Beach Club, where residents enjoy Gulf-front relaxation with pavilion seating, beachside gatherings, and direct access to the white sands of Longboat Key. Ideally positioned behind the gates of Bay Isles, this residence is moments from the Longboat Key Club’s championship golf and tennis facilities, nearby marinas, and island dining. St. Armands Circle, Lido Beach, and downtown Sarasota’s renowned cultural venues, galleries, waterfront parks, and restaurants are all within easy reach—bringing together boating, beach access, and the best of Sarasota’s coastal lifestyle.

3530 Mistletoe Lane, Longboat Key

$799,999

Welcome to your Longboat Key PENTHOUSE, where unobstructed PANORAMIC WATER VIEWS from every room create a breathtaking backdrop from the moment you walk through the door. Recently renovated from top to bottom and offered TURNKEY FURNISHED, this residence is ready to enjoy from day one. The BRAND-NEW KITCHEN showcases quartz countertops, custom cabinetry, and all-new stainless-steel appliances, opening seamlessly to the bright and airy living space. Both bathrooms have been completely updated with modern finishes and quartz countertops, creating a fresh, cohesive feel throughout the home. Other thoughtful updates throughout include luxury vinyl flooring throughout, fresh carpeting in the bedrooms, beautifully remodeled, IMPACT WINDOWS, generous storage, and the convenience of an in-unit washer and dryer. Located in the pet-friendly waterfront community of Windward Bay, residents enjoy an impressive collection of amenities including boat slips, two swimming pools, a fitness center, sauna, tennis and pickleball courts, and three beach access points. NO upcoming special assessments, FULLY FUNDED reserves, and a PASSED Milestone. Perfectly positioned on Longboat Key, this penthouse offers the relaxed island lifestyle while keeping you conveniently connected to the dining, shopping, beaches, and entertainment of Longboat Key, St Armands, and Anna Maria Island. Whether you're searching for a full-time residence or your own Florida getaway, this turnkey waterfront penthouse is ready to welcome you home.

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

Welcome to your Longboat Key PENTHOUSE, where unobstructed PANORAMIC WATER VIEWS from every room create a breathtaking backdrop from the moment you walk through the door. Recently renovated from top to bottom and offered TURNKEY FURNISHED, this residence is ready to enjoy from day one. The BRAND-NEW KITCHEN showcases quartz countertops, custom cabinetry, and all-new stainless-steel appliances, opening seamlessly to the bright and airy living space. Both bathrooms have been completely updated with modern finishes and quartz countertops, creating a fresh, cohesive feel throughout the home. Other thoughtful updates throughout include luxury vinyl flooring throughout, fresh carpeting in the bedrooms, beautifully remodeled, IMPACT WINDOWS, generous storage, and the convenience of an in-unit washer and dryer. Located in the pet-friendly waterfront community of Windward Bay, residents enjoy an impressive collection of amenities including boat slips, two swimming pools, a fitness center, sauna, tennis and pickleball courts, and three beach access points. NO upcoming special assessments, FULLY FUNDED reserves, and a PASSED Milestone. Perfectly positioned on Longboat Key, this penthouse offers the relaxed island lifestyle while keeping you conveniently connected to the dining, shopping, beaches, and entertainment of Longboat Key, St Armands, and Anna Maria Island. Whether you're searching for a full-time residence or your own Florida getaway, this turnkey waterfront penthouse is ready to welcome you home.

4800 Gulf Of Mexico Drive Unit PH 3, Longboat Key

$390,000

TURNKEY BEACHFRONT LIVING WITH EXCEPTIONAL RENTAL FLEXIBILITY ON LONGBOAT KEY! Located at Sea Horse Beach Resort, this spacious 1-bedroom, 1-bath condominium offers 876 square feet and an opportunity to enjoy the island lifestyle while taking advantage of short-term rental potential. With rentals managed on-site and minimum stays of just 7 days during season and 3 days throughout the remainder of the year, this property offers flexibility for buyers seeking a vacation retreat with income-producing potential. Inside, the bright and open floor plan features cathedral ceilings, luxury vinyl flooring, and comfortable living and dining spaces that make it easy to settle into island life. The kitchen opens to the main living area, while the loft-style bedroom creates a private retreat above. Step outside, and the reason to own on Longboat Key becomes clear. Sea Horse Beach Resort is located directly along the Gulf, offering a beachfront pool, expansive Gulf views, and the sand and water just steps away. Whether you're searching for your own Longboat Key getaway, a seasonal escape, or a property with short-term rental opportunities, Unit 200 offers a compelling combination of location, flexibility, and laid-back Gulf Coast living.

1 Beds ⋅ 1 Baths ⋅ Sea Horse Beach Resort SubDv. ⋅ 34228 Zip Code

TURNKEY BEACHFRONT LIVING WITH EXCEPTIONAL RENTAL FLEXIBILITY ON LONGBOAT KEY! Located at Sea Horse Beach Resort, this spacious 1-bedroom, 1-bath condominium offers 876 square feet and an opportunity to enjoy the island lifestyle while taking advantage of short-term rental potential. With rentals managed on-site and minimum stays of just 7 days during season and 3 days throughout the remainder of the year, this property offers flexibility for buyers seeking a vacation retreat with income-producing potential. Inside, the bright and open floor plan features cathedral ceilings, luxury vinyl flooring, and comfortable living and dining spaces that make it easy to settle into island life. The kitchen opens to the main living area, while the loft-style bedroom creates a private retreat above. Step outside, and the reason to own on Longboat Key becomes clear. Sea Horse Beach Resort is located directly along the Gulf, offering a beachfront pool, expansive Gulf views, and the sand and water just steps away. Whether you're searching for your own Longboat Key getaway, a seasonal escape, or a property with short-term rental opportunities, Unit 200 offers a compelling combination of location, flexibility, and laid-back Gulf Coast living.

3453 Gulf Of Mexico Drive Unit 200, Longboat Key

$624,900

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

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

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

3320 Gulf Of Mexico Drive Unit 206C, Longboat Key

$799,000

Located on a boating canal in Fairway Bay, this property offers the rare convenience of walk-down access to your own private dock - setting the stage for effortless boat launches and afternoons exploring Sarasota Bay. This updated two-bedroom, two and a half bath residence offers approximately 1,590 square feet with high ceilings throughout. The kitchen combines wood floors with white cabinetry, stone countertops, stainless steel appliances, a breakfast bar, and a nearby office nook as a convenient workspace. Just beyond, the living room centers on a decorative fireplace and opens to a screened lanai, ideal for quiet mornings overlooking the water. Upstairs, the primary suite includes a large custom walk-in closet. Its bath features detailed glasswork, a spa tub and an overhead skylight. The second bedroom also has an en suite bath. The finished lower level alongside direct garage access offers flexible space for either a second living area or entertaining. Fairway Bay is a bayfront, pet- friendly community with a heated pool and spa, fitness center, clubhouse, tennis and pickleball courts, kayak launches, and a path along Sarasota Bay. Ownership also includes access to the private Bay Isles Beach Club on the Gulf, with an attendant, covered entertaining and picnic areas, grills, restrooms and changing rooms, and a volleyball court. Optional membership in the Longboat Key Club offers access, depending on membership category, to 45 holes of championship golf, more than 20 Har-Tru tennis courts, pickleball, multiple dining venues, private beach and pool facilities, a full-service spa, fitness and wellness facilities, member events, Marina Village and the Club’s deep-water marina.

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

Located on a boating canal in Fairway Bay, this property offers the rare convenience of walk-down access to your own private dock - setting the stage for effortless boat launches and afternoons exploring Sarasota Bay. This updated two-bedroom, two and a half bath residence offers approximately 1,590 square feet with high ceilings throughout. The kitchen combines wood floors with white cabinetry, stone countertops, stainless steel appliances, a breakfast bar, and a nearby office nook as a convenient workspace. Just beyond, the living room centers on a decorative fireplace and opens to a screened lanai, ideal for quiet mornings overlooking the water. Upstairs, the primary suite includes a large custom walk-in closet. Its bath features detailed glasswork, a spa tub and an overhead skylight. The second bedroom also has an en suite bath. The finished lower level alongside direct garage access offers flexible space for either a second living area or entertaining. Fairway Bay is a bayfront, pet- friendly community with a heated pool and spa, fitness center, clubhouse, tennis and pickleball courts, kayak launches, and a path along Sarasota Bay. Ownership also includes access to the private Bay Isles Beach Club on the Gulf, with an attendant, covered entertaining and picnic areas, grills, restrooms and changing rooms, and a volleyball court. Optional membership in the Longboat Key Club offers access, depending on membership category, to 45 holes of championship golf, more than 20 Har-Tru tennis courts, pickleball, multiple dining venues, private beach and pool facilities, a full-service spa, fitness and wellness facilities, member events, Marina Village and the Club’s deep-water marina.

1906 Harbourside Drive Unit 303, Longboat Key

$520,000

Unlock the Door to Your Dream Beach & Boating Lifestyle! Welcome to your own slice of paradise on Longboat Key! This beautiful turnkey, fully furnished 2 bedroom, 2 bathroom condo offers the perfect blend of coastal living, resort-style amenities, and an active social lifestyle, all set against the backdrop of stunning panoramic bay views. Whether you’re looking for a full-time residence, a vacation getaway, or a place to unwind and enjoy the Florida lifestyle, this exceptional property delivers. Wake up to breathtaking water views and enjoy the ease of coastal living with hurricane-impact sliders and windows and a brand-new roof completed in 2025, providing both peace of mind and modern convenience. Just steps from your door, enjoy exclusive private beach access with a dedicated beach house featuring showers and restrooms, making spontaneous beach days as effortless as they are enjoyable. For boating enthusiasts, the Longboat Key Yacht Club offers access to boat slips and kayaks, putting the beauty of the bay right at your fingertips. Beyond the water, an impressive array of amenities makes it easy to stay active, entertained, and connected. Challenge friends to a match on the tennis courts, enjoy a game of shuffleboard, unwind in the sauna, or take advantage of the state-of-the-art fitness center. With four sparkling swimming pools, a banquet hall, game room, and convenient private beach parking, there’s always something to enjoy. This isn’t simply a condo it’s an opportunity to embrace the quintessential Longboat Key lifestyle, where beautiful surroundings, endless recreation, waterfront adventures, and a welcoming community come together. Turnkey, beautifully situated, and ready for you to make it your own, this is coastal living at its best.Come experience the lifestyle you’ve been dreaming of!

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

Unlock the Door to Your Dream Beach & Boating Lifestyle! Welcome to your own slice of paradise on Longboat Key! This beautiful turnkey, fully furnished 2 bedroom, 2 bathroom condo offers the perfect blend of coastal living, resort-style amenities, and an active social lifestyle, all set against the backdrop of stunning panoramic bay views. Whether you’re looking for a full-time residence, a vacation getaway, or a place to unwind and enjoy the Florida lifestyle, this exceptional property delivers. Wake up to breathtaking water views and enjoy the ease of coastal living with hurricane-impact sliders and windows and a brand-new roof completed in 2025, providing both peace of mind and modern convenience. Just steps from your door, enjoy exclusive private beach access with a dedicated beach house featuring showers and restrooms, making spontaneous beach days as effortless as they are enjoyable. For boating enthusiasts, the Longboat Key Yacht Club offers access to boat slips and kayaks, putting the beauty of the bay right at your fingertips. Beyond the water, an impressive array of amenities makes it easy to stay active, entertained, and connected. Challenge friends to a match on the tennis courts, enjoy a game of shuffleboard, unwind in the sauna, or take advantage of the state-of-the-art fitness center. With four sparkling swimming pools, a banquet hall, game room, and convenient private beach parking, there’s always something to enjoy. This isn’t simply a condo it’s an opportunity to embrace the quintessential Longboat Key lifestyle, where beautiful surroundings, endless recreation, waterfront adventures, and a welcoming community come together. Turnkey, beautifully situated, and ready for you to make it your own, this is coastal living at its best.Come experience the lifestyle you’ve been dreaming of!

4310 Falmouth Drive Unit 307, Longboat Key

$835,000

Welcome to this beautifully situated 2 or 3 bedroom 2.5-bath villa overlooking the second hole of the Harborside White Egret Golf Course. Designed with an inviting sense of openness, the residence features soaring vaulted ceilings accented by rich wood beams, contemporary lighting, and skylights that fill the interior with abundant natural light. The thoughtfully designed floor plan creates an effortless flow between the living, dining, family, and kitchen areas, making the home equally suited to relaxed everyday living or entertaining. The spacious primary suite is privately positioned toward the rear of the home and offers direct access to the screened lanai. Step outside to enjoy tranquil views of the picturesque waterway, complete with fountains, with the manicured golf course providing a beautiful backdrop. Adjacent to the living and dining areas, a versatile additional room with its own closet and access to the second bath offers flexibility as a den, home office, or third bedroom. Additional features include a two-car garage, central vacuum system, and an updated pool deck surface. Ideally positioned to take advantage of the peaceful golf-course setting, this residence offers an exceptional opportunity to create a home in a desirable Bay Isles community. HUD Case #093-659100. Initial Disposition: IN, Equal Housing Opportunity.

3 Beds ⋅ 3 Baths ⋅ Harbour Oaks SubDv. ⋅ 34228 Zip Code

Welcome to this beautifully situated 2 or 3 bedroom 2.5-bath villa overlooking the second hole of the Harborside White Egret Golf Course. Designed with an inviting sense of openness, the residence features soaring vaulted ceilings accented by rich wood beams, contemporary lighting, and skylights that fill the interior with abundant natural light. The thoughtfully designed floor plan creates an effortless flow between the living, dining, family, and kitchen areas, making the home equally suited to relaxed everyday living or entertaining. The spacious primary suite is privately positioned toward the rear of the home and offers direct access to the screened lanai. Step outside to enjoy tranquil views of the picturesque waterway, complete with fountains, with the manicured golf course providing a beautiful backdrop. Adjacent to the living and dining areas, a versatile additional room with its own closet and access to the second bath offers flexibility as a den, home office, or third bedroom. Additional features include a two-car garage, central vacuum system, and an updated pool deck surface. Ideally positioned to take advantage of the peaceful golf-course setting, this residence offers an exceptional opportunity to create a home in a desirable Bay Isles community. HUD Case #093-659100. Initial Disposition: IN, Equal Housing Opportunity.

2321 Harbour Oaks Drive, Longboat Key

$1,595,000

Panoramic Gulf views, more than 2,100 square feet under air, and the privacy of a boutique 20-residence beachfront building set this TURN-KEY corner condo apart on Longboat Key. Located at Veinte, this beautiful 3-bedroom, 3-bath Gulf-front residence captures sweeping views of the Gulf of Mexico throughout with private resident beach access just steps away. Natural light fills the spacious interior, highlighting high-end tile flooring, elegant crown molding, and a layout designed to keep the water in view. The renovated kitchen blends style and function with Cambria quartz countertops, stainless steel appliances, an induction cooktop, wall ovens, and a wet bar. The primary suite offers its own peaceful retreat with beautiful water views, an office nook or sitting area, spacious walk-in closet, and a luxurious bath finished with Cambria quartz. From both the primary suite and main living area, step onto the private screened lanai to enjoy morning coffee, Gulf breezes, and unforgettable Florida sunsets. Guests are comfortably accommodated with a generously sized bedroom and private bath. Never rented and sparingly used by its owners, this well-maintained residence also features a 2023 water heater and 2019 A/C system. Additional conveniences include reserved under-building parking with EV charging, bicycle storage, and guest parking. With only 20 residences, Veinte offers an intimate Gulf-front setting that feels distinctly different from Longboat Key’s larger condominium communities. Residents enjoy a beachside heated pool, private beach access, tennis and pickleball court, BBQ area, and secure key-fob entry through the lobby and garage. The building also features a new roof with no current HOA assessments. Everyday conveniences are remarkably close, with Publix, CVS, shopping, and dining just across Gulf of Mexico Drive. St. Armands Circle and downtown Sarasota are also within easy reach for acclaimed restaurants, boutique shopping, galleries, theater, arts, and entertainment. For buyers searching for a TURN-KEY Gulf-front condo on Longboat Key, this corner residence brings together generous interior space, panoramic Gulf views, private beach access, boutique-building privacy, and one of the island’s most convenient locations.

3 Beds ⋅ 3 Baths ⋅ Veinte SubDv. ⋅ 34228 Zip Code

Panoramic Gulf views, more than 2,100 square feet under air, and the privacy of a boutique 20-residence beachfront building set this TURN-KEY corner condo apart on Longboat Key. Located at Veinte, this beautiful 3-bedroom, 3-bath Gulf-front residence captures sweeping views of the Gulf of Mexico throughout with private resident beach access just steps away. Natural light fills the spacious interior, highlighting high-end tile flooring, elegant crown molding, and a layout designed to keep the water in view. The renovated kitchen blends style and function with Cambria quartz countertops, stainless steel appliances, an induction cooktop, wall ovens, and a wet bar. The primary suite offers its own peaceful retreat with beautiful water views, an office nook or sitting area, spacious walk-in closet, and a luxurious bath finished with Cambria quartz. From both the primary suite and main living area, step onto the private screened lanai to enjoy morning coffee, Gulf breezes, and unforgettable Florida sunsets. Guests are comfortably accommodated with a generously sized bedroom and private bath. Never rented and sparingly used by its owners, this well-maintained residence also features a 2023 water heater and 2019 A/C system. Additional conveniences include reserved under-building parking with EV charging, bicycle storage, and guest parking. With only 20 residences, Veinte offers an intimate Gulf-front setting that feels distinctly different from Longboat Key’s larger condominium communities. Residents enjoy a beachside heated pool, private beach access, tennis and pickleball court, BBQ area, and secure key-fob entry through the lobby and garage. The building also features a new roof with no current HOA assessments. Everyday conveniences are remarkably close, with Publix, CVS, shopping, and dining just across Gulf of Mexico Drive. St. Armands Circle and downtown Sarasota are also within easy reach for acclaimed restaurants, boutique shopping, galleries, theater, arts, and entertainment. For buyers searching for a TURN-KEY Gulf-front condo on Longboat Key, this corner residence brings together generous interior space, panoramic Gulf views, private beach access, boutique-building privacy, and one of the island’s most convenient locations.

2675 Gulf Of Mexico Drive Unit 204, Longboat Key

$875,000

What if you didn't have to choose between boating and the beach? At Longboat Landing, Sarasota Bay is out back and the Gulf of Mexico is across the street. Offered TURNKEY FURNISHED, this beautifully updated 3-bedroom, 2-bath residence combines the ease of island living with the intimacy of a nine-residence community on Longboat Key. Inside, 1,323 square feet of thoughtfully designed living space feels open, warm and refreshingly different from the typical beach condo. Rich wood flooring flows through the main living areas, complemented by plantation shutters, crown molding, recessed lighting and French doors. At the heart of the home is a spacious kitchen made for gathering, with stainless appliances, abundant cabinetry, a designer tile backsplash and an oversized peninsula with generous seating. Open to the dining and living areas, it's a layout that works equally well for quiet mornings or a house full of family and friends. Sliding glass doors extend the living space onto a generous screened lanai surrounded by tropical island scenery, creating an inviting place for morning coffee, afternoon reading or cocktails after a day on the water. The primary suite offers an ensuite bath with a generous sitting room and direct lanai access. Two additional bedrooms provide valuable flexibility for visiting family and friends, with one currently arranged as a home office. An interior laundry room adds everyday convenience. Outside your door is what makes this location so compelling. Longboat Landing sits directly on Sarasota Bay, where residents enjoy a fishing pier and first-come boat slips accommodating vessels up to 26 feet, along with a heated community pool and tennis court. With only nine residences, the community offers an intimate setting rarely found among larger island developments. Spend the day boating, fishing or exploring Sarasota Bay, then come home for a swim or simply relax and enjoy the slower pace of island life. Just across Gulf of Mexico Drive is the other side of the Longboat Key lifestyle: the Gulf of Mexico, white-sand beaches, turquoise water and unforgettable sunsets. Here, you don't have to choose between boating and the beach. You can enjoy both. Located on the relaxed north end of Longboat Key, you're close to marinas, waterfront dining and the laid-back character of the island, with Anna Maria Island just beyond Longboat Pass. Head south to St. Armands Circle and downtown Sarasota for exceptional dining and shopping, galleries, theaters, performing arts and the cultural experiences that make Sarasota one of Florida's most distinctive Gulf Coast destinations. Whether you're searching for a full-time Longboat Key residence, winter retreat or Florida second home, this one offers a combination that's increasingly difficult to find: three bedrooms, beautifully updated interiors, turnkey furnishings, boating on Sarasota Bay, the Gulf across the street and the privacy of an intimate nine-residence community. Turnkey furnished, beautifully updated and ready to enjoy, this is more than a Florida getaway. It's an opportunity to arrive with your suitcase and start living the island life you've been waiting for.

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

What if you didn't have to choose between boating and the beach? At Longboat Landing, Sarasota Bay is out back and the Gulf of Mexico is across the street. Offered TURNKEY FURNISHED, this beautifully updated 3-bedroom, 2-bath residence combines the ease of island living with the intimacy of a nine-residence community on Longboat Key. Inside, 1,323 square feet of thoughtfully designed living space feels open, warm and refreshingly different from the typical beach condo. Rich wood flooring flows through the main living areas, complemented by plantation shutters, crown molding, recessed lighting and French doors. At the heart of the home is a spacious kitchen made for gathering, with stainless appliances, abundant cabinetry, a designer tile backsplash and an oversized peninsula with generous seating. Open to the dining and living areas, it's a layout that works equally well for quiet mornings or a house full of family and friends. Sliding glass doors extend the living space onto a generous screened lanai surrounded by tropical island scenery, creating an inviting place for morning coffee, afternoon reading or cocktails after a day on the water. The primary suite offers an ensuite bath with a generous sitting room and direct lanai access. Two additional bedrooms provide valuable flexibility for visiting family and friends, with one currently arranged as a home office. An interior laundry room adds everyday convenience. Outside your door is what makes this location so compelling. Longboat Landing sits directly on Sarasota Bay, where residents enjoy a fishing pier and first-come boat slips accommodating vessels up to 26 feet, along with a heated community pool and tennis court. With only nine residences, the community offers an intimate setting rarely found among larger island developments. Spend the day boating, fishing or exploring Sarasota Bay, then come home for a swim or simply relax and enjoy the slower pace of island life. Just across Gulf of Mexico Drive is the other side of the Longboat Key lifestyle: the Gulf of Mexico, white-sand beaches, turquoise water and unforgettable sunsets. Here, you don't have to choose between boating and the beach. You can enjoy both. Located on the relaxed north end of Longboat Key, you're close to marinas, waterfront dining and the laid-back character of the island, with Anna Maria Island just beyond Longboat Pass. Head south to St. Armands Circle and downtown Sarasota for exceptional dining and shopping, galleries, theaters, performing arts and the cultural experiences that make Sarasota one of Florida's most distinctive Gulf Coast destinations. Whether you're searching for a full-time Longboat Key residence, winter retreat or Florida second home, this one offers a combination that's increasingly difficult to find: three bedrooms, beautifully updated interiors, turnkey furnishings, boating on Sarasota Bay, the Gulf across the street and the privacy of an intimate nine-residence community. Turnkey furnished, beautifully updated and ready to enjoy, this is more than a Florida getaway. It's an opportunity to arrive with your suitcase and start living the island life you've been waiting for.

5320 Gulf Of Mexico Drive Unit 204, Longboat Key

$689,000

Welcome to Portobello, a Gulf to Bay community on mid Longboat Key where residents enjoy their own private beach access just across the street and a bayside dock right outside the door. This beautifully remodeled, turnkey furnished fifth floor condo overlooks the quiet waters of Cranes Bayou, positioned to catch soft morning light while the terrace stays comfortably shaded through the afternoon. Inside, the open floor plan is filled with natural light and finished with new laminate wood flooring, crown molding, plantation shutters, and new light fixtures throughout. The updated kitchen offers stainless steel appliances, custom white cabinetry with crown molding, under cabinet lighting, and a breakfast bar that opens to the dining area. The split bedroom layout is ideal for hosting guests. The oversized primary suite features its own water views, space for a king sized bed, an oversized walk in closet, and an en suite bath with a smart split sink and shower design, while the equally spacious second bedroom sits beside a fully updated second bath. A sleeper sofa in the living room allows the condo to comfortably sleep six, and an in unit washer and dryer adds everyday convenience. The full length screened terrace spans the entire width of the unit and is accessible through new impact sliding doors from the living room and both bedrooms, so the water view follows you from room to room. Portobello's amenities complete the picture. A BRAND NEW AC unit was installed in September 2026, ensuring peace of mind for years to come. Residents enjoy a heated pool with tennis courts, a fully renovated recreation room, kayak and canoe storage with a launch area, and a dock and walkway for fishing or docking your boat for up to two days. A bayside picnic area with a gas grill and umbrella tables sits near the kayak launch, perfect for sunset cookouts by the water. Just across the street, Portobello's private beach access puts the Gulf and its sugar sand shoreline a short stroll from your door, complete with a beach shower for rinsing off after a day in the sand. Each unit has its own extra ground floor storage locker, and the freshly painted, recently inspected building is centered on a lush tropical courtyard with a fountain, surrounded by beautifully landscaped grounds with paver parking. Condominium fees include water, sewer, trash, and basic cable. You are also just moments from everyday shopping and convenience at the Shoppes of Bay Isles, home to a Publix, CVS, and more, all without ever leaving the island, while St. Armands Circle and downtown Sarasota are an easy drive down the Key. With upgraded windows and doors, furnishings, appliances, and modern baths already in place, this is a Longboat Key retreat ready to enjoy from the very first day. Come experience it for yourself. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

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

Welcome to Portobello, a Gulf to Bay community on mid Longboat Key where residents enjoy their own private beach access just across the street and a bayside dock right outside the door. This beautifully remodeled, turnkey furnished fifth floor condo overlooks the quiet waters of Cranes Bayou, positioned to catch soft morning light while the terrace stays comfortably shaded through the afternoon. Inside, the open floor plan is filled with natural light and finished with new laminate wood flooring, crown molding, plantation shutters, and new light fixtures throughout. The updated kitchen offers stainless steel appliances, custom white cabinetry with crown molding, under cabinet lighting, and a breakfast bar that opens to the dining area. The split bedroom layout is ideal for hosting guests. The oversized primary suite features its own water views, space for a king sized bed, an oversized walk in closet, and an en suite bath with a smart split sink and shower design, while the equally spacious second bedroom sits beside a fully updated second bath. A sleeper sofa in the living room allows the condo to comfortably sleep six, and an in unit washer and dryer adds everyday convenience. The full length screened terrace spans the entire width of the unit and is accessible through new impact sliding doors from the living room and both bedrooms, so the water view follows you from room to room. Portobello's amenities complete the picture. A BRAND NEW AC unit was installed in September 2026, ensuring peace of mind for years to come. Residents enjoy a heated pool with tennis courts, a fully renovated recreation room, kayak and canoe storage with a launch area, and a dock and walkway for fishing or docking your boat for up to two days. A bayside picnic area with a gas grill and umbrella tables sits near the kayak launch, perfect for sunset cookouts by the water. Just across the street, Portobello's private beach access puts the Gulf and its sugar sand shoreline a short stroll from your door, complete with a beach shower for rinsing off after a day in the sand. Each unit has its own extra ground floor storage locker, and the freshly painted, recently inspected building is centered on a lush tropical courtyard with a fountain, surrounded by beautifully landscaped grounds with paver parking. Condominium fees include water, sewer, trash, and basic cable. You are also just moments from everyday shopping and convenience at the Shoppes of Bay Isles, home to a Publix, CVS, and more, all without ever leaving the island, while St. Armands Circle and downtown Sarasota are an easy drive down the Key. With upgraded windows and doors, furnishings, appliances, and modern baths already in place, this is a Longboat Key retreat ready to enjoy from the very first day. Come experience it for yourself. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

3240 Gulf Of Mexico Drive Unit B504, Longboat Key

$1,595,000

Wake up to the Gulf of Mexico just beyond your windows at this beautifully updated, fully furnished residence at Sea Gate Club, a private Gulf-front community on the coveted southern end of Longboat Key. Perfectly positioned in a quiet third-floor corner location, this two-bedroom, two-bath retreat offers more than 1,600 square feet of coastal living, spectacular Gulf views, and convenient access to recently enhanced resort-style amenities. Floor-to-ceiling impact-rated windows and sliding glass doors fill the residence with natural light while keeping the turquoise waters and sandy shoreline constantly in view. The open layout flows from the extended foyer into spacious living and dining areas, where oversized tile flooring and a neutral palette create a relaxed, contemporary atmosphere. Walls of glass draw your attention toward the Gulf, while sliding doors open to the private covered balcony. A newer glass railing preserves the sweeping views, creating an inviting setting for morning coffee, sea breezes, and unforgettable sunsets. The renovated kitchen is both stylish and functional, featuring quartz countertops, custom cabinetry, stainless steel appliances, glass tile backsplash, breakfast bar, generous storage, and an extended workspace with built-in planning desk overlooking the Gulf. The adjoining dining area is surrounded by windows, allowing water views to remain part of every meal. The spacious east-facing primary suite offers a peaceful retreat with a walk-in closet and updated en-suite bath featuring stone countertops and a walk-in shower. The second bedroom, currently arranged as a den, provides flexibility for guests, a home office, or additional living space. An updated guest bath and convenient in-residence laundry complete the floor plan. The residence is offered furnished and move-in ready. Sea Gate Club is an intimate Gulf-front community of just 90 residences that has undergone extensive improvements, including a newer 2024/2025 roof, exterior restoration, refreshed stucco, newer windows and sliders, updated entryways and corridors, redesigned social room with catering kitchen, and refreshed fitness center. Residents enjoy a heated Gulf-front pool and spa, expansive sundeck, Har-Tru tennis courts, fitness center, social spaces, on-site management, bicycle and kayak storage, and direct access to a private stretch of Longboat Key beach. Ideally located on the southern end of Longboat Key, Sea Gate Club is close to the Longboat Key Club's golf, tennis, marina, and dining opportunities, with St. Armands Circle just minutes away. Downtown Sarasota's renowned restaurants, theaters, galleries, Selby Gardens, The Ringling, and waterfront attractions are also within easy reach. Fully furnished, beautifully updated, and directly overlooking the Gulf, Sea Gate Club #3A offers an exceptional opportunity to embrace the best of Longboat Key beachfront living.

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

Wake up to the Gulf of Mexico just beyond your windows at this beautifully updated, fully furnished residence at Sea Gate Club, a private Gulf-front community on the coveted southern end of Longboat Key. Perfectly positioned in a quiet third-floor corner location, this two-bedroom, two-bath retreat offers more than 1,600 square feet of coastal living, spectacular Gulf views, and convenient access to recently enhanced resort-style amenities. Floor-to-ceiling impact-rated windows and sliding glass doors fill the residence with natural light while keeping the turquoise waters and sandy shoreline constantly in view. The open layout flows from the extended foyer into spacious living and dining areas, where oversized tile flooring and a neutral palette create a relaxed, contemporary atmosphere. Walls of glass draw your attention toward the Gulf, while sliding doors open to the private covered balcony. A newer glass railing preserves the sweeping views, creating an inviting setting for morning coffee, sea breezes, and unforgettable sunsets. The renovated kitchen is both stylish and functional, featuring quartz countertops, custom cabinetry, stainless steel appliances, glass tile backsplash, breakfast bar, generous storage, and an extended workspace with built-in planning desk overlooking the Gulf. The adjoining dining area is surrounded by windows, allowing water views to remain part of every meal. The spacious east-facing primary suite offers a peaceful retreat with a walk-in closet and updated en-suite bath featuring stone countertops and a walk-in shower. The second bedroom, currently arranged as a den, provides flexibility for guests, a home office, or additional living space. An updated guest bath and convenient in-residence laundry complete the floor plan. The residence is offered furnished and move-in ready. Sea Gate Club is an intimate Gulf-front community of just 90 residences that has undergone extensive improvements, including a newer 2024/2025 roof, exterior restoration, refreshed stucco, newer windows and sliders, updated entryways and corridors, redesigned social room with catering kitchen, and refreshed fitness center. Residents enjoy a heated Gulf-front pool and spa, expansive sundeck, Har-Tru tennis courts, fitness center, social spaces, on-site management, bicycle and kayak storage, and direct access to a private stretch of Longboat Key beach. Ideally located on the southern end of Longboat Key, Sea Gate Club is close to the Longboat Key Club's golf, tennis, marina, and dining opportunities, with St. Armands Circle just minutes away. Downtown Sarasota's renowned restaurants, theaters, galleries, Selby Gardens, The Ringling, and waterfront attractions are also within easy reach. Fully furnished, beautifully updated, and directly overlooking the Gulf, Sea Gate Club #3A offers an exceptional opportunity to embrace the best of Longboat Key beachfront living.

2425 Gulf Of Mexico Drive Unit 3A, Longboat Key

$725,000

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

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

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

448 Gulf Of Mexico Drive Unit A104, Longboat Key

$574,900

NEW AND IMPROVED PRICE! There is a certain ease to life on Longboat Key, where mornings can begin with a walk to the beach, afternoons unfold by the pool or on the tennis court, and dinner beside the water is never far from home. Set within Cedars East at Cedars Tennis Resort & Club, this beautifully maintained three-level townhome offers a refined way to experience one of Florida’s most desirable barrier-island lifestyles. Natural light is one of the first things you notice. An abundance of windows fills the home with sunshine, creating a bright, calm, and serene atmosphere that feels perfectly suited to its coastal surroundings. New luxury vinyl plank flooring extends through the entry and main living level, giving the home a fresh, cohesive look, while carpeting along the staircase and throughout the third-floor bedroom level adds warmth and comfort to the private spaces. The second floor brings the kitchen, dining, and living areas together in an easy, welcoming flow designed for relaxed everyday living and effortless entertaining. Just beyond the living room, the screened balcony creates a peaceful outdoor retreat for morning coffee, casual dining, quiet reading, or unwinding at the end of the day. A convenient half bath completes this level. Upstairs, the primary suite offers a private ensuite bath with dual sinks and a comfortable sense of separation from the main living areas. The second bedroom features a walk-in closet and is positioned near the full guest bath and upstairs laundry closet. The washer and dryer are approximately three months old and are included with the home. Thoughtful improvements add both style and confidence, including a roof replaced in 2024, a 2024 HVAC system serviced in April 2026, updated interior paint, refreshed flooring, newer toilets, faucets, light fixtures and vents, and a new garage door. Garage parking adds welcome convenience along with room for bicycles, beach equipment, and additional storage. Life at Cedars Tennis Resort & Club is centered around the outdoors and the relaxed sophistication of Longboat Key. Enjoy tennis and pickleball, spend the afternoon by the heated community pool, stay active in the fitness facilities, or gather for a meal without leaving the neighborhood. Nearby beach access makes Gulf days easy to enjoy, while waterfront restaurants, island cafés, marinas, biking routes, and the natural beauty of Longboat Key are all close at hand. For buyers considering investment potential, the property has a strong short-term rental history and is already heavily booked from December through June 2027, offering the advantage of established demand and reservations already in place. All rentals remain subject to current association rules, approval requirements, and the terms of existing reservations. From fresh seafood and sunset dinners to quiet mornings near the shore, this location places the best of Longboat Key within easy reach. St. Armands Circle, Anna Maria Island, and the cultural attractions of Sarasota are also nearby, allowing you to enjoy the island’s peaceful atmosphere without feeling removed from everything the area has to offer. Whether envisioned as a full-time residence, seasonal retreat, or income-producing coastal getaway, this is an opportunity to enjoy thoughtful updates, abundant natural light, resort-inspired amenities, garage parking, and the unmistakable lifestyle of Longboat Key. ¤ Please see 3D Tour and Video ¤

2 Beds ⋅ 3 Baths ⋅ Cedars East SubDv. ⋅ 34228 Zip Code

NEW AND IMPROVED PRICE! There is a certain ease to life on Longboat Key, where mornings can begin with a walk to the beach, afternoons unfold by the pool or on the tennis court, and dinner beside the water is never far from home. Set within Cedars East at Cedars Tennis Resort & Club, this beautifully maintained three-level townhome offers a refined way to experience one of Florida’s most desirable barrier-island lifestyles. Natural light is one of the first things you notice. An abundance of windows fills the home with sunshine, creating a bright, calm, and serene atmosphere that feels perfectly suited to its coastal surroundings. New luxury vinyl plank flooring extends through the entry and main living level, giving the home a fresh, cohesive look, while carpeting along the staircase and throughout the third-floor bedroom level adds warmth and comfort to the private spaces. The second floor brings the kitchen, dining, and living areas together in an easy, welcoming flow designed for relaxed everyday living and effortless entertaining. Just beyond the living room, the screened balcony creates a peaceful outdoor retreat for morning coffee, casual dining, quiet reading, or unwinding at the end of the day. A convenient half bath completes this level. Upstairs, the primary suite offers a private ensuite bath with dual sinks and a comfortable sense of separation from the main living areas. The second bedroom features a walk-in closet and is positioned near the full guest bath and upstairs laundry closet. The washer and dryer are approximately three months old and are included with the home. Thoughtful improvements add both style and confidence, including a roof replaced in 2024, a 2024 HVAC system serviced in April 2026, updated interior paint, refreshed flooring, newer toilets, faucets, light fixtures and vents, and a new garage door. Garage parking adds welcome convenience along with room for bicycles, beach equipment, and additional storage. Life at Cedars Tennis Resort & Club is centered around the outdoors and the relaxed sophistication of Longboat Key. Enjoy tennis and pickleball, spend the afternoon by the heated community pool, stay active in the fitness facilities, or gather for a meal without leaving the neighborhood. Nearby beach access makes Gulf days easy to enjoy, while waterfront restaurants, island cafés, marinas, biking routes, and the natural beauty of Longboat Key are all close at hand. For buyers considering investment potential, the property has a strong short-term rental history and is already heavily booked from December through June 2027, offering the advantage of established demand and reservations already in place. All rentals remain subject to current association rules, approval requirements, and the terms of existing reservations. From fresh seafood and sunset dinners to quiet mornings near the shore, this location places the best of Longboat Key within easy reach. St. Armands Circle, Anna Maria Island, and the cultural attractions of Sarasota are also nearby, allowing you to enjoy the island’s peaceful atmosphere without feeling removed from everything the area has to offer. Whether envisioned as a full-time residence, seasonal retreat, or income-producing coastal getaway, this is an opportunity to enjoy thoughtful updates, abundant natural light, resort-inspired amenities, garage parking, and the unmistakable lifestyle of Longboat Key. ¤ Please see 3D Tour and Video ¤

508 Forest Way, Longboat Key

$425,000

Easy access and docking at this 75 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina on D-dock. Located on the West side of the marina. Ample turning radius between piers, so lots of room to maneuver. Direct access to Sarasota Bay and the ICW; 15 minutes to the Gulf. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village and restaurants, shopping (close to Publix, CVS, and other shops), recreational and social activities, on-site maintenance and concierge services. Each slip includes wifi, water, pump out and metered electric, along with trash pick up and dockhands to assist. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 70 LOA, usable beam is 23 ft at the head of the slip. Each vessel must be approved by the Association's Board of Directors prior to entering the marina by submitting a current photo and boat specs.

Longboat Key Moorings SubDv. ⋅ 34228 Zip Code

Easy access and docking at this 75 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina on D-dock. Located on the West side of the marina. Ample turning radius between piers, so lots of room to maneuver. Direct access to Sarasota Bay and the ICW; 15 minutes to the Gulf. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village and restaurants, shopping (close to Publix, CVS, and other shops), recreational and social activities, on-site maintenance and concierge services. Each slip includes wifi, water, pump out and metered electric, along with trash pick up and dockhands to assist. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 70 LOA, usable beam is 23 ft at the head of the slip. Each vessel must be approved by the Association's Board of Directors prior to entering the marina by submitting a current photo and boat specs.

2800 Harbourside Drive Unit D-16, Longboat Key

$1,195,000

Behind the gates of Bay Isles, this beautifully updated waterfront townhome in Fairway Bay offers the rare convenience of a private deepwater dock accommodating vessels up to 40’. From here, Sarasota Bay, waterfront dining and the Gulf are only minutes away by boat, while peaceful water views become part of the backdrop to everyday living. A stepped walkway welcomes you inside, where more than 2,100+/- sq. ft. unfolds across two thoughtfully designed levels. The moment you enter, soaring 2-story ceilings create an immediate sense of openness, while warm wood flooring, soft neutral tones and carefully selected finishes create an inviting atmosphere throughout. The living room centers around a striking linear fireplace, creating a natural gathering place for relaxing or entertaining. Nearby, the dining area transitions effortlessly into the reimagined kitchen, where white cabinetry with glass panel accents, stone countertops, tile backsplash, breakfast bar and a dedicated coffee station combine beauty with everyday function while keeping the space connected to the surrounding living areas. The primary suite offers a peaceful retreat with its own private terrace overlooking the bay, while the spa-inspired bath features an oversized soaking tub, rainfall steam shower and abundant natural light from an overhead skylight. Two additional bedrooms, along with flexible bonus areas for hobbies, fitness or music, provide comfortable accommodations for family and guests. Multiple terraces throughout the home create inviting places to enjoy the waterfront setting from sunrise through evening. A popular, bayfront and pet-friendly community, Fairway Bay offers a heated pool, spa, fitness center, clubhouse, tennis courts and scenic walking and biking paths. Optional membership to the Longboat Key Club provides access to championship golf, dining, tennis and an exceptional collection of island amenities.

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

Behind the gates of Bay Isles, this beautifully updated waterfront townhome in Fairway Bay offers the rare convenience of a private deepwater dock accommodating vessels up to 40’. From here, Sarasota Bay, waterfront dining and the Gulf are only minutes away by boat, while peaceful water views become part of the backdrop to everyday living. A stepped walkway welcomes you inside, where more than 2,100+/- sq. ft. unfolds across two thoughtfully designed levels. The moment you enter, soaring 2-story ceilings create an immediate sense of openness, while warm wood flooring, soft neutral tones and carefully selected finishes create an inviting atmosphere throughout. The living room centers around a striking linear fireplace, creating a natural gathering place for relaxing or entertaining. Nearby, the dining area transitions effortlessly into the reimagined kitchen, where white cabinetry with glass panel accents, stone countertops, tile backsplash, breakfast bar and a dedicated coffee station combine beauty with everyday function while keeping the space connected to the surrounding living areas. The primary suite offers a peaceful retreat with its own private terrace overlooking the bay, while the spa-inspired bath features an oversized soaking tub, rainfall steam shower and abundant natural light from an overhead skylight. Two additional bedrooms, along with flexible bonus areas for hobbies, fitness or music, provide comfortable accommodations for family and guests. Multiple terraces throughout the home create inviting places to enjoy the waterfront setting from sunrise through evening. A popular, bayfront and pet-friendly community, Fairway Bay offers a heated pool, spa, fitness center, clubhouse, tennis courts and scenic walking and biking paths. Optional membership to the Longboat Key Club provides access to championship golf, dining, tennis and an exceptional collection of island amenities.

1906 Harbourside Drive Unit 304, Longboat Key