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4700 Gulf Of Mexico Drive Unit 305, Longboat Key
$705,000
2 Beds ⋅ 2 Baths ⋅ A4712758 MLS ⋅ 4700 BLDG.
Welcome to your new home at Windward Bay, where sweeping panoramic views of Sarasota Bay, sophisticated modern finishes, and exceptional resort-style amenities come together to create your extraordinary coastal retreat. Perfectly positioned on the third floor, your turnkey furnished, two-bedroom residence captures breathtaking bay views from nearly every room. From rainbows to dolphins, from rafts of white pelicans to pods of frolicking dolphins, from the pink and blue shades of a coastal sunrise to the orange clouds of sunset, you’ll have a front-row seat to the ever-changing beauty of nature. Beautifully remodeled with today’s most desired finishes, your new residence features luxury rigid-core wood-look plank flooring, elegant crown molding, nature-inspired bath tiles, and an inviting open concept design that seamlessly connects the kitchen, dining and great room. The beautifully appointed chef’s kitchen showcases white quartz countertops, crisp white wood cabinetry with soft-close features, stainless steel appliances, a stylish tile backsplash, and a spacious breakfast bar ideal for casual dining and entertaining. Both bedrooms offer spectacular bay views through expansive sliding glass doors with integrated blinds, creating a peaceful connection to the surrounding coastal landscape. Your primary suite is a private sanctuary complete with an elegantly remodeled en-suite bathroom featuring dual vanities, stone-floored shower, and seamless glass enclosure. And you’ll love the spacious, walk-in California-style closet. Extensive improvements provide modern comfort and peace of mind, including PGT hurricane-impact windows (2019), a new air-conditioning system (2020), updated electrical, remote-controlled Hunter Douglas window treatments, an ecobee wireless thermostat, and an interior utility closet with a new washer and dryer. Additional conveniences include assigned under-building parking and a private storage closet full of everything you’ll need for a day at the beach. Set along the beautiful shores of Sarasota Bay, the recently renovated (2022/2023) Windward Bay complex is a waterfront community of just 151 residences offering new roofs and walkways, and an impressive collection of amenities. Boating enthusiasts will appreciate 28 first-come, first-served boat slips available for lease at just $30 per month, along with kayak storage, two kayak launches, and fish-cleaning stations. An easy three-minute walk to the uncrowded public access point, or a five-minute walk to the HOA’s deeded beach access point just across Gulf of Mexico Drive make enjoying the Gulf’s pristine beaches effortless. Residents also enjoy two heated swimming pools, tennis and pickleball courts, a fitness center, sauna, recently remodeled clubhouse with kitchen and library, barbecue grills, fire pits, outdoor dining areas, active community social committee and approximately half a mile of scenic walking paths. On-site management adds another layer of convenience. Ideally located near championship golf courses, marinas, waterfront dining, boutique shopping, St. Armands Circle, downtown Sarasota, and the vibrant new St. Regis Longboat Key Resort, this residence places the very best of island living within easy reach. Pet-friendly policies allow two pets weighing up to 75 pounds, while flexible rental opportunities, with a one-month minimum and up to two rentals annually, add investment appeal.

4700 Gulf Of Mexico Drive Unit 305, Longboat Key
4430 Exeter Drive Unit M108, Longboat Key
$549,900
2 Beds ⋅ 2 Baths ⋅ A4712905 MLS ⋅ M BLDG.
SELLER WANTS IT SOLD NOW! Panoramic Sarasota Bay Harbor view! Enjoy a spacious END Unit with open floor plan, elegant Tommy Bahama-inspired interiors, spacious enclosed lanai, walk-in closet, and convenient in-unit washer and dryer. Just steps from the heated pool, this beautifully maintained home offers the perfect blend of island simplicity and casual elegance. INCOME ALREADY IN PLACE! Seasonal lease secured from mid-January through the end of April, generating $16,000 in rental income! Enjoy Longboat Harbour's outstanding amenities: private gated beach club with parking, restrooms, indoor showers and beach storage, four heated pools, tennis and pickleball, spacious fitness center, banquet hall, art room, kayak and paddleboard storage, and boat docks for power and sailboats up to 34 feet (approximately $500 annual fee). One assigned covered parking space included. A rare opportunity to own a furnished waterfront retreat with immediate rental income, spectacular views, and resort-style amenities at an exceptional price. Seller is motivated – bring your offer!

4430 Exeter Drive Unit M108, Longboat Key
2020 Harbourside Drive Unit 417, Longboat Key
$869,000
2 Beds ⋅ 2 Baths ⋅ A4712633 MLS ⋅ 2020 BLDG.
Rarely available 1st floor walkdown 2-bedroom 2-bath end unit offers captivating views of Sarasota Bay and the city skyline in a coastal contemporary style. This corner unit provides extra windows and natural light throughout, culminating in big water views from the main living areas. Every window, slider and door is hurricane protected. The renovated kitchen is open to the main living area and showcases abundant counter space and cabinetry along with every modern convenience for creating memorable meals. The primary suite boasts more direct bay and city views, a renovated bathroom with dual vanities, an oversized closet and stone tile shower. The east facing terrace is the perfect spot to watch the sunrise over the bay while enjoying a cup of coffee and the morning songs of the tropical birds. Direct access to the pool and kayak launch from your terrace steps is one of many benefits of owning a 1st floor walkdown unit. Residents with pets will find the immediate access to the outdoors from the back entrance immeasurably convenient. Other highlights include an ensuite guest bedroom, laundry closet in the kitchen with full size appliances, office area including built-in storage and file drawers, plantation shutters, solar blinds and one conveniently located under building parking space with additional storage cabinets. Fairway Bay sits behind the prestigious gates of the Longboat Key Club in Bay Isles, a couple minutes drive from Publix and CVS, and close to the fine dining and shopping of St. Armands and the cultural hub of downtown Sarasota. As a resident of Bay Isles, you will enjoy membership to the exclusive Bay Isles Beach Club, a relaxed gated waterfront retreat with cabanas, grills, volleyball and facilities. Fairway Bay amenities also include a heated pool, tennis courts, pickleball courts, kayak launch, club house, onsite manager and a fitness room. Join Longboat Key Club and take advantage of 45 holes of championship golf, Tennis Gardens, Island House Spa, five exclusive restaurants and one of the Gulf Coast’s largest deep-water marinas. Your Longboat Life awaits!

2020 Harbourside Drive Unit 417, Longboat Key
5055 Gulf Of Mexico Drive Unit 315, Longboat Key
$775,000
2 Beds ⋅ 2 Baths ⋅ A4711810 MLS ⋅ 1 BLDG.
Miami chic meets Gulf-front living on Longboat Key. This turnkey, fully renovated first-floor residence at Club Longboat Beach & Tennis pairs an urban edge with easy beach living: raised ceilings with exposed ductwork and linear AC vents, and a sophisticated palette of black, grey, stone, and taupe. The open floor plan was reimagined for light and flow, with a former den removed to create a flexible studio or office space. The kitchen features white cabinetry, stainless steel appliances, a new induction cooktop with hood, stone backsplash, under-cabinet lighting, a working island with storage, and a breakfast bar with glass shelving and glass-paned cabinets overlooking the elongated dining room and great room. The owner's suite feels like a boutique hotel, with back-to-back vanities and mirrors facing the whirlpool tub on one side and the walk-in shower on the other, organic stone vessel sinks, pebble flooring, a Toto washlet, and a built-in towel cabinet. A hallway lined with custom cabinetry keeps everything organized, and the suite opens to its own patio lounging area. The guest suite has its own bath with a Toto washlet down the hall, plus an adjacent reading room and flex room, ideal for a Peloton, Pilates reformer, or an additional sitting room. A stackable washer and dryer is tucked into one of the many closets. Approximately 1,484 square feet with 2 bedrooms, 2 baths, and flex space. Hurricane impact doors and sliders throughout, with floor-to-ceiling plantation shutters. Each room opens onto lushly landscaped paver walkways and a large private patio for dining alfresco or reading in the sun. No elevators or long walks: covered parking is at your doorstep, with an outside storage closet steps away. The resort offers approximately 750 feet of Gulf-front beach with chairs and umbrellas, eight Har-Tru tennis courts with an on-site pro, pickleball, two heated pools with separate adult and family areas, spa, sauna, grilling, bocce, and fishing. On-site management and an active social calendar round out the experience, and a newly renovated clubhouse with expanded fitness and social spaces is planned. Pet-friendly for owners, including large dogs. 30-day minimum rentals, up to 12 leases annually. The mid-key location puts boating, golf, and the dining and shopping of St. Armands Circle just minutes away.

5055 Gulf Of Mexico Drive Unit 315, Longboat Key
831 Bayport Way Unit 831, Longboat Key
$685,000
2 Beds ⋅ 2 Baths ⋅ A4712272 MLS ⋅ 831 BLDG.
Welcome home to Bayport Beach & Tennis Club conveniently located directly across from the best stretch of beach Longboat Key has to offer. This 2nd floor condo offers a bright and airy living space with an abundance of natural light. Once inside, it is immediately evident that this residence has been well maintained and updated. The beautifully renovated kitchen features granite countertops, newer windows, a pantry, stainless steel appliances, a breakfast bar, ample counter space for creating culinary delights while easily conversing with guests and family in the combined living/dining area. The primary suite pampers owners with a nook currently being used as an office space, a large renovated primary bathroom featuring a walk-in closet, granite countertops, dual vanities and a modern glass enclosed shower. Guests will be comfortable in the ensuite guest bedroom with their own large walk-in closet. A screened rear patio surrounded by lush landscaping is the perfect spot for reading, bird watching and enjoying the outdoor air and feels like being in a luxury treehouse. The spacious front patio is ideal for alfresco dining and grilling. There is a carport with additional storage provided on the ground level and guest parking directly in front of the carport. In addition to the fantastic interior features, this condo also offers excellent amenities that enhance the overall living experience. These include a bocci ball court, kayak storage, a fishing pier, a clubhouse with fitness center, heated Olympic size swimming pool, 4 Har Tru tennis courts, onsite management and picturesque tree lined walking trails. For beach lovers, Bayport Beach & Tennis Club offers deeded beach access to easily enjoy the sun, sand and surf, with beach chairs and umbrellas on 1200 feet of white sand beach. Conveniently located mid-Longboat Key close to Publix, Bayfront Park, shopping, fine & casual dining, St. Armands Circle and the cultural hub of southwest Florida, downtown Sarasota.

831 Bayport Way Unit 831, Longboat Key
2110 Harbourside Drive Unit 548, Longboat Key
$999,000
3 Beds ⋅ 3 Baths ⋅ A4712643 MLS ⋅ Atrium BLDG.
Virtually Staged. Sweeping Sarasota Bay views, spectacular sunrises and sunsets, and an exceptional opportunity to create your own coastal retreat await at The Atrium at Fairway Bay. Ideally positioned on the fourth floor within gated Bay Isles, this spacious corner residence enjoys multiple exposures overlooking the bay, golf course, tennis and pickleball courts, and lush community grounds. The sought-after Banyan floor plan offers 2,616 square feet of living space, three bedrooms, two-and-a-half baths, and 3,301 total square feet. Ready for a new owner's vision, its generous proportions and private balconies provide an outstanding foundation for renovation. A welcoming foyer leads to spacious living and dining areas with wood flooring, crown molding, and walls of glass that fill the rooms with natural light. The living room features built-in shelving and opens to a wraparound waterfront balcony. The adjoining dining room also enjoys bay views, while a separate breakfast area provides casual dining space. The eat-in kitchen includes granite countertops, wood cabinetry, stainless steel appliances, breakfast bar seating, and pantry storage, with ample potential for a fresh design. The primary suite features floor-to-ceiling glass, balcony access, and sweeping Sarasota Bay views. Its bathroom, updated in 2016, includes dual sinks, a freestanding soaking tub, and a separate glass-enclosed shower. Two additional bedrooms offer flexibility for guests, an office, or den, each with balcony access. A guest bathroom, powder room, and dedicated laundry room with storage complete the layout. More than 600 square feet of balconies offer distinctive vantage points to enjoy morning sunrises, colorful sunsets, the sparkling bay, golf course, and the community's tennis and pickleball courts amid tropical greenery. Under-building garage parking and additional storage add convenience. Comfortable in its current condition, the residence is ready for a comprehensive renovation tailored to its next owner's tastes. Residents of The Atrium at Fairway Bay enjoy 24-hour gated security, a heated pool and spa, fitness facilities, tennis and pickleball courts, a clubhouse, and beautifully maintained grounds. Ownership also provides access to the private Bay Isles Beach Club along Longboat Key's Gulf shoreline. Near Longboat Key Club golf and marina amenities, this location offers convenient access to St. Armands Circle's shops and restaurants, the beaches of Longboat and Lido Key, and downtown Sarasota's dining, theaters, galleries, and cultural attractions. Fairway Bay Atrium #548 combines remarkable views, spacious outdoor living, and the opportunity to create a personalized Longboat Key residence.

2110 Harbourside Drive Unit 548, Longboat Key
360 Gulf Of Mexico Drive Unit 333, Longboat Key
$1,575,000
3 Beds ⋅ 4 Baths ⋅ A4708503 MLS ⋅ 3 BLDG.
Virtually Staged. Complete Interior Photos Coming Soon! One of Tangerine Bay Club's coveted few corner penthouses, this exceptional residence showcases stunning bayfront views and nearly 2,600 sq. ft. of interior space on two levels that live like a single-family home. Freshly painted interiors, partially furnished and attractively priced, this serene sanctuary offers two terraces (3045 square feet in total), 3 bedrooms, 3 1/2 baths, a private courtyard and oversized garage with storage. Soaring ceilings, a gas fireplace and extra windows available only in end units create an inviting ambiance. The kitchen features a morning room with built-in desk, and an aquarium window over the sink. The adjoining dining and great rooms flow effortlessly, while sliding glass doors extend the living experience outdoors. Mahogany double doors lead to the primary suite, a peaceful retreat with its terrace access, bay views, volume ceilings, custom walk-in and built-in closets, and beautifully renovated bath. An additional guest bedroom (used as a den) with ensuite bath, a laundry room, and powder room, complete the first level. On the second level a spacious guest suite, office with built-in desk, shelving and storage, and a full bath provide comfortable accommodations and privacy for family and friends. Impact windows, plus storm shutters on larger windows, provide peace of mind. Tangerine Bay offers an enviable resort-like lifestyle amid lush tropical landscaping. Enjoy the lagoon pool with waterfalls, lap lane and spa, along with a day dock, fishing, kayak launch, tennis and pickleball courts, fitness center, clubhouse, and scenic walking paths. Owners may join the Bay Isles Beach Club directly on the Gulf of Mexico for a modest annual fee. Ideally situated on Longboat Key's south end, this gated community is just minutes from the St. Regis resort and St. Armand's Circle, with its shops and fine dining. Downtown Sarasota, with its celebrated arts, dining and culture, is a short drive across the Ringling Bridge. Optional membership at the Longboat Key Club, just across the street, offers 45 holes of championship golf, fine dining and a marina. A rare corner-penthouse opportunity, exceptional bayfront views and lifestyle--discover why Tangerine Bay Club remains one of Longboat Key's most desirable waterfront communities.

360 Gulf Of Mexico Drive Unit 333, Longboat Key
1561 Gulf Of Mexico Drive Unit 301, Longboat Key
$19,995,000
3 Beds ⋅ 5 Baths ⋅ A4688225 MLS ⋅ Armand BLDG.
Experience a truly once-in-a-lifetime opportunity to own a direct Gulf-front residence in the prestigious Armand building at The St. Regis Longboat Key. From the moment you step inside, you’re greeted by breathtaking, uninterrupted views of the Gulf—an endless panorama of water and sky that transforms daily with spectacular sunsets year-round. This exceptional residence has been masterfully curated by Clive Daniels Interior Design, featuring bespoke light fixtures, designer wallpaper, custom window treatments, and fully integrated electronic blinds. Every detail reflects refined elegance and modern sophistication. The expansive great room is designed for both grand entertaining and casual intimate gatherings, offering multiple seating areas, soaring walls of glass, and seamless indoor-outdoor living. A stunning wet bar—complete with custom shelving and a beverage and wine refrigerator—provides the perfect setting to enjoy sunset views over the Gulf. A striking stone-walled walk in wine cellar serves both the living and dining areas, ideal for showcasing an extensive collection. Fully retractable accordion doors open to oversized terraces, creating a true extension of the living space and featuring a private gas grill for elevated outdoor entertainment. The chef’s kitchen is equally impressive, outfitted with Poggenpohl cabinetry, quartz countertops, a Wolf six burner gas cooktop, double ovens, microwave, and dual Cove dishwashers, along with a generous walk-in pantry. The luxurious owner’s suite is a private sanctuary with sweeping Gulf views, a morning bar, and dual spa-inspired bathrooms-each with its own private vanity and water closet with Toto electric bidet. One bathroom features a soaking tub and additional make up vanity, and both share a large glass-enclosed shower. Two expansive walk-in custom closets complete the elaborate suite. Two additional generously sized ensuite bedrooms also capture stunning Gulf views and open directly onto the spacious terrace, offering comfort and privacy for guests. A powder room for guests and an expansive laundry room with sink and built ins complete this incredible residence. This extraordinary residence embodies the pinnacle of coastal luxury living—where design, comfort, and breathtaking natural beauty come together seamlessly. Residents of The St. Regis Longboat Key enjoy world-class amenities, including a private clubhouse with fitness center, resident-only pool and spa, room service and the signature St. Regis Butler and Concierge services. Resort offerings extend to an oceanfront spa, beachfront cabanas, diverse dining venues, a lazy river, and a saltwater lagoon alive with tropical fish, stingrays, and resident tortoises. Set on 17 acres of pristine beachfront and just 3.5 miles from St. Armands Circle’s renowned shopping and dining, this residence is more than a home—it is an invitation to embrace the legendary St. Regis lifestyle, where elegance, comfort, and unparalleled service define every moment.

1561 Gulf Of Mexico Drive Unit 301, Longboat Key
1932 Harbourside Drive Unit 242, Longboat Key
$539,000
2 Beds ⋅ 2 Baths ⋅ A4711469 MLS ⋅ Fairway Bay 1 BLDG.
Value opportunity behind the gates of Bay Isles in the highly sought after Fairway Bay community. This partially furnished move-in ready two-bedroom, two-bath residence includes a valuable under-building garage parking space. Enjoy peaceful views of Sarasota Bay from an open floor plan designed to maximize natural light and comfortable indoor and outdoor living. White tile flooring runs throughout the main living areas, while a wall of sliding glass doors opens to the terrace, ideal for relaxing outdoor eating. The kitchen features light cabinetry, custom lighting and captures water views. The primary suite offers direct terrace access and an ensuite bath with dual vanities, upgraded shower, and a fitted walk-in closet. A welcoming guest bedroom has an ensuite bath with upgraded spa tub. Ownership includes membership to the private Bay Isles Beach Club with deeded beach access and facilities for social activities. Residents of Fairway Bay enjoy walking trails, heated pools, a fitness center, tennis and pickleball courts, clubhouse amenities, and kayak launches. Optional membership to the Longboat Key Club provides access to championship golf, Har Tru tennis, spa services, waterfront dining, and a deep-water marina. Ideally located just minutes from St. Armands Circle and downtown Sarasota’s renowned arts and dining scene, this residence offers comfort, convenience, and an outstanding opportunity to enjoy the Longboat Key waterfront lifestyle within one of the island’s most desirable gated communities.

1932 Harbourside Drive Unit 242, Longboat Key
1241 Gulf Of Mexico Drive Unit 506, Longboat Key
$3,750,000
3 Beds ⋅ 3 Baths ⋅ A4711589 MLS ⋅ South Tower BLDG.
Watch the winter sun melt into the Gulf from one of the most sought-after positions at The Water Club. Residence 506 sits in the South Tower on an even-numbered stack. This side catches the season’s best sunsets over the Gulf of Mexico and looks out over the Water Club’s own pool, gardens plus the beaches and water of the Gulf. Those who know Longboat Key want The Water Club. Those who know The Water Club want an even-numbered residence in the South Tower. Inside, a complete top-to-bottom renovation finished in 2025 makes the residence feel brand new. The designer kitchen is the centerpiece, with stone counters, premium appliances, a wine refrigerator and eat-in space. It opens to the living and dining areas, and a wet bar sets the stage for sunset entertaining. All three bathrooms have been fully remodeled. New porcelain tile, updated trim and crown molding, modern lighting and fresh paint run throughout the 2,650 square feet. A whole-home Lutron system sets the mood room by room with the touch of a button. Beyond your door, The Water Club delivers a true resort lifestyle on the Gulf. Amenities include a beachfront pool and spa, Har-Tru tennis courts, a fitness center with saunas and locker rooms, an elegant clubhouse, a library and private event spaces, all within a gated community with 24-hour security and attentive staff. Whether it’s your full-time home or a seasonal escape, Residence 506 is Gulf-front living in the Water Club at its finest.

1241 Gulf Of Mexico Drive Unit 506, Longboat Key
435 L Ambiance Drive Unit L707, Longboat Key
$2,850,000
2 Beds ⋅ 3 Baths ⋅ A4709267 MLS ⋅ 435 BLDG.
Enjoy some of the most spectacular views on Longboat Key from this desirable seventh-floor corner residence at L’Ambiance. With sweeping views of the Gulf of Mexico, Sarasota Bay, downtown Sarasota, and the lush fairways of the Longboat Key Club golf course, there is something beautiful to enjoy from every direction. Expansive walls of glass and a wraparound terrace make the most of this exceptional setting. A private elevator opens to your own foyer, welcoming you into a spacious residence filled with natural light. Pecky cypress ceiling accents, custom built-ins, soft cove lighting, and a convenient dry bar complement the generous living and dining areas. The kitchen features a center island with the added convenience of refrigerator and freezer drawers, while the breakfast nook opens directly to the terrace.The thoughtfully designed split-bedroom floor plan offers two bedrooms and two-and-a-half baths, providing privacy for owners and guests. The primary suite enjoys beautiful Gulf views and includes a recently customized, oversized closet. An added convenience is the availability of reservable guest suites, providing comfortable accommodations for visiting family and friends without the need to maintain an additional bedroom. Other features include motorized window treatments, a full-sized laundry room, separate service entrance, private parking, a storage unit, and an assigned wine locker. L’Ambiance is highly regarded on the island and is known for its beautifully maintained grounds, privacy, and exceptional service. A fountain-lined entrance leads to a 24-hour staffed gatehouse and secure building with a full-time concierge. Residents enjoy a beachfront swimming pool, direct beach access, two Har-Tru tennis courts, a fitness center, social rooms, and guest parking. Located just minutes from St. Armands Circle and downtown Sarasota, you'll enjoy convenient access to outstanding restaurants, shopping, and cultural attractions. Optional membership at the Longboat Key Club offers golf, tennis, boating, dining, and an active social calendar. with its outstanding views, spacious terrace, and the convenience of luxury condominium living, this residence offers a wonderful opportunity to enjoy the Longboat Key lifestyle.

435 L Ambiance Drive Unit L707, Longboat Key
3030 Grand Bay Boulevard Unit 315, Longboat Key
$1,395,000
3 Beds ⋅ 4 Baths ⋅ A4707744 MLS ⋅ 111 BLDG.
Welcome to the sophisticated elegance of this stunning 3 bedroom, 3.5 bath end unit, with its open floor plan and mesmerizing views of Sarasota Bay, downtown skyline, LBK Club marina and golf course. The foyer, with its artfully executed console, ushers you into a light, airy great room with elevated ceilings, discreet art deco bar, floor-to-ceiling sliders, marble flooring, and expansive wraparound terrace. Automated shades grace the space and ensure year round comfort. The updated open kitchen, with its ample cabinetry and new white quartz countertops and backsplash, flows seamlessly into the dining area and great room, making entertaining a pleasure. Retreat to the luxurious owner's suite with its serene bay views, sliders to the bayfront terrace, and a spacious marble bath. Guests will relish the ensuite guest bedroom located on the west side of the residence, which offers relaxing privacy and its own terrace access. A conveniently located office/den can be closed off from the great room and, with its own ensuite bath, can easily be used as a 3rd bedroom. Enjoy a dip in the softly lighted resort style pool located below, a coveted retreat for you and your guests. The condominium is being sold partially furnished so new owners can start enjoying their new home immediately. Grand Bay residents enjoy exceptional resort like amenities, with a state of the art fitness center, sauna, two heated pools, a spa, two Har-Tru tennis courts, 24-hour security gate, and on site management. Relax in the natural beauty that abounds along the miles of sidewalks and trails winding throughout Bay Isles. Membership in the coveted Bay Isles beach club directly on the Gulf is included for a modest fee, with its private beach access, outdoor grills, covered gathering areas, full kitchen, key card gated parking, changing rooms, restrooms and showers. Schedule your private tour now and start living the Florida dream!

3030 Grand Bay Boulevard Unit 315, Longboat Key
2800 Harbourside Drive Unit E06, Longboat Key
$275,000
A4711335 MLS
Embrace effortless coastal living with this prime 55-foot boat slip in an elite deep-water harbor on scenic Longboat Key, perfectly positioned just off Sarasota Bay. Sized to fit vessels up to 50 feet with a 19-foot beam total length, the slip comes fully equipped with water, high-speed Wi-Fi, and a private metered power pedestal. Marina residents enjoy exceptional conveniences including a full-service fuel station, flexible pump-out service, a complimentary shuttle to St. Armands, and a 24-hour bathhouse with laundry and a ship store. Tailor your coastal lifestyle further with optional upgrades: join the Bay Isle Beach Club for exclusive beachfront sunset access, or secure a membership at the prestigious Longboat Key Club for resort pools and fine dining. Situated only half a mile from Publix, CVS, and local conveniences, this is your ultimate island headquarters.

2800 Harbourside Drive Unit E06, Longboat Key
2600 Harbourside Dr Unit N-09, Longboat Key
$225,000
A4711170 MLS
Only slip available on N-dock! Slip N-09 is a 45 x 20 Boat Slip at Longboat Key Moorings Marina for sale. The slip is located on the north side of the pier. Exceptional views of Sarasota Bay and the city skyline, mid-pier for easy access. LBK Club membership is optional. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes restaurant, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Membership at the Longboat Key Club is available for an additional fee. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 40 LOA.

2600 Harbourside Dr Unit N-09, Longboat Key
3070 Grand Bay Boulevard Unit 645, Longboat Key
$925,000
2 Beds ⋅ 2 Baths ⋅ A4711066 MLS ⋅ Grand Bay Bldg 6 BLDG.
Fully renovated 2BR/2BA Grand Bay condo with 2 parking spaces and Sarasota Bay and downtown views. Bright interiors feature easy-care tile floors and a kitchen with quartz counters, breakfast bar, and high-end appliances. Partially furnished with Robb & Stuckey pieces. A large wraparound balcony overlooks the Longboat Key Club golf course, Sarasota Bay, and downtown Sarasota. This gated community offers 24/7 guards, on-site management, and a clubhouse with fitness center and party room with bar and chef’s kitchen. Outside, enjoy the pool, spa, wading pool, grill area, and tennis courts. Bay Isles’ private beach club offers a pavilion, grills, and beach volleyball. Sidewalks throughout. Walk to Publix, CVS Pharmacy, a nail salon, and other shops. Optional Longboat Key Club membership (separate fee): 45 holes of golf, marina, beach club, spa, Har-Tru tennis courts, pickleball courts, and 5 restaurants. Resort-style living, ready to enjoy.

3070 Grand Bay Boulevard Unit 645, Longboat Key
4370 Chatham Drive Unit 102, Longboat Key
$389,000
2 Beds ⋅ 2 Baths ⋅ A4711042 MLS ⋅ G BLDG.
"REDUCED" Exceptional Value on Longboat Key! Seller has found her new home and is offering this beautifully updated, move-in-ready, turnkey-furnished condo priced below market value! Enjoy a desirable open floor plan with the enclosed lanai incorporated into the living area, creating extra living space and showcasing lovely boat basin views. Updates include luxury waterproof flooring, fresh paint, popcorn ceiling removal, an updated kitchen with granite countertops, beautifully updated bathrooms, newer A/C, new water heater and range. New hurricane-impact windows and sliders are in process, and the community features a new roof. Longboat Harbour is a well-managed, non-age-restricted, boater-friendly community with full-time staff and resort-style amenities: four heated pools, fitness center, sauna, tennis and pickleball, plus private gated and deeded beach access with private parking, indoor showers, restrooms, picnic areas and beach chair storage. Boat dock space is available for an additional fee, subject to availability. Includes deeded covered parking. Enjoy the best of Gulf-to-Bay living—boating, beaches and resort-style amenities at an outstanding value! Ideal for year-round living, a vacation retreat or investment opportunity.

4370 Chatham Drive Unit 102, Longboat Key
597 Sutton Place, Longboat Key
$499,999
2 Beds ⋅ 2 Baths ⋅ A4710546 MLS ⋅ 597 BLDG.
Your Longboat Key lifestyle starts here! Imagine spending your mornings at the beach, afternoons by the pool, and evenings enjoying the island breeze. Located in the desirable Sutton Place community, this 2-bedroom, 1.5-bath townhome offers an incredible opportunity to create your own coastal retreat in one of Florida's most sought-after island destinations. Featuring a private garage, screened porch, and Italian tile flooring, this home is ready for your personal touch and updates. Whether you envision a stylish seasonal getaway or a comfortable year-round residence, the possibilities are yours to explore. The real highlight? The lifestyle! Sutton Place offers deeded private beach access to the Gulf, two community pools, a clubhouse, kayak storage, BBQ areas, and marina amenities with private boat slips potentially available, subject to availability and community regulations. Enjoy the best of Longboat Key living, from beautiful Gulf beaches and boating to nearby restaurants, shopping, and everything this special island has to offer. Bring your vision, make it your own, and start living the island lifestyle you've been dreaming of!

597 Sutton Place, Longboat Key
1591 Gulf Of Mexico Drive Unit 515, Longboat Key
$2,670,000
1 Beds ⋅ 2 Baths ⋅ A4710215 MLS ⋅ Champagne BLDG.
Exceptional opportunity to be a resident at The St. Regis Longboat Key for under $3,000,000. Enter your private elevator into a dramatic living area with high ceilings and expansive glass featuring spectacular views of Sarasota Bay. The living area opens to a large outdoor terrace with a Wolf gas grill for easy entertainment. The chef’s kitchen is equipped Poggenpohl cabinetry, top-of-the-line Wolf and Sub-Zero appliances, including a gas cooktop, double ovens, microwave, large refrigerator and beverage center. If you don’t feel like cooking, just order room service from one of The St. Regis’s esteemed dining venues. The Earth finishes were curated by Marc Michaels Interior Design and were selected to remain timeless. The owner’s suite is luxurious and opens to the outdoor terrace for your morning coffee. Relax after a day at the beach or saltwater lagoon in the spa like bathroom boasting double vanities, water closet with Toto bidet toilet, soaking tub and oversize shower with seamless glass enclosure. The floor plan was altered to include two full bathrooms and is large enough to graciously accommodate overnight guests. A custom built owner’s suite closet and motorized blinds complete this beautiful residence. Nestled within the first branded residential community and ultra-luxe 5 star resort on the Gulf of Mexico. The Residences at The St. Regis Longboat Key blend legendary service with the allure of a seaside getaway. Spanning over 17 acres with 800 feet of direct beachfront, this community offers unparalleled amenities, including the signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in residence dining. Resident only amenities include a clubhouse, fitness center, pool/spa and beach area. Enjoy your private resident only amenities, while having access to all the resort has to offer. Live like you are on vacation all year round!

1591 Gulf Of Mexico Drive Unit 515, Longboat Key
1241 Gulf Of Mexico Drive Unit PH1102, Longboat Key
$5,995,000
3 Beds ⋅ 5 Baths ⋅ A4708305 MLS ⋅ Water Club 01 BLDG.
Experience an exceptional expression of Gulf-front living in this impeccably maintained penthouse at The Water Club on Longboat Key. Occupying the coveted northwest penthouse position on the 11th floor of Building One, this pristine residence encompasses approximately 3,400 square feet with three bedrooms and four-and-a-half baths. Three separate balconies capture sweeping views of the Gulf of America, providing inviting settings for morning coffee, alfresco relaxation, and spectacular sunsets. An under-building parking space and an additional semi-private garage complement this distinguished waterfront offering. Set within 16 acres of magnificent beachfront grounds, The Water Club offers an extraordinary collection of amenities that extends the comforts of home well beyond your residence. The beautifully renovated, 18,000-square-foot clubhouse provides elegant spaces for relaxation, recreation, and entertaining, including a club room with billiards, a library with fireplace, and a ballroom with catering kitchen. Four lighted Har-Tru tennis courts, a heated junior Olympic pool, hot tub, spa, and fitness center create a resort experience, while a firepit, grills, and direct access to a beautiful stretch of beach invite you to embrace the coastal lifestyle. Gated security, concierge services, on-site management, and climate-controlled storage add everyday comfort and convenience. Ideally situated at the southern end of Longboat Key, this residence places you minutes from the boutiques and dining of St. Armands Circle, downtown Sarasota’s vibrant waterfront and cultural attractions, and an array of exceptional restaurants. Nearby conveniences include Publix and CVS, with the Longboat Key Club’s golf, tennis, and dining offerings close at hand. The neighboring St. Regis further enhances this desirable coastal setting, and Sarasota Bradenton International Airport is approximately 20 minutes away. Welcoming up to two pets, The Water Club is equally appealing as a full-time residence or a refined seasonal retreat. Discover the rare combination of penthouse privacy, generous living spaces, captivating Gulf views, and an exceptional beachfront lifestyle. Schedule your private showing today.

1241 Gulf Of Mexico Drive Unit PH1102, Longboat Key
455 Longboat Club Road Unit 402, Longboat Key
$2,000,000
3 Beds ⋅ 4 Baths ⋅ A4708180 MLS ⋅ The Pierre BLDG.
Beachfront mornings begin with dazzling Gulf views on your oversized terrace, above the palms and close enough to see and hear the surf. Spacious, bright and airy, this renovated waterfront three-bedroom condominium lives much larger than its 2,400-plus square feet. Behind the guarded gates of the Longboat Key Club on the island’s southern tip, this peaceful enclave offers an enchanting beach with a rare feeling of privacy. Only minutes from St. Armands Circle, Bay Isles Publix shopping center, the St. Regis and downtown Sarasota’s celebrated arts and culture scene, yet it feels worlds away. The Pierre strikes a rare balance, intimate yet spacious, just 66 residences on nearly seven lush acres. The heated pool, spa, Har-Tru tennis courts, fitness center and beach feel surprisingly uncrowded, even at the height of season. Gulf views fill nearly every room. Evenings bring unforgettable sunsets, then twinkling views of the golf course, Sarasota Bay and city lights to the east. Two expansive balconies make indoor/outdoor living and entertaining easy. The guest room has beach views and its terrace access. A kitchen designed by a serious cook flows beautifully into the living areas, and the dual-aspect dining area offers Gulf and city views with direct access to both balconies, ideal for dinner parties. The flexible layout lets the 3rd bedroom serve as an office or formal dining room, and some owners have added a fourth bedroom! The Pierre’s spacious floor plans stand apart on Longboat Key, where most condominiums are smaller two-bedroom units as few offer this much space at this price. Three guest suites (two one-bedroom, one two-bedroom with large living room and kitchen) welcome overflow guests. Concierge, garage parking, deeded beach access and pet-friendly. Optional Longboat Key Club membership adds 45 holes of golf, tennis, pickleball, spa, fitness, dining, marina and private beach service. Year-round or lock-and-leave, this is so much more than a beach house. It feels like home.

455 Longboat Club Road Unit 402, Longboat Key
4330 Falmouth Drive Unit 107, Longboat Key
$399,000
2 Beds ⋅ 2 Baths ⋅ A4710255 MLS ⋅ 4330 BLDG.
First time on the market in 25 years with OWNER FINANCING AVAILABLE, 40% down, 5.5% interest on balloon note or amortization, all negotiable. This turnkey, first-floor, two-bedroom, two-full-bath condominium in gated Longboat Harbour has hosted a lifetime of memories and is ready for its next chapter. Freshly painted and move-in ready, it opens through a glass-enclosed lanai straight onto the lawn and harbor, with boats docked a short distance away and Sarasota Bay beyond. Tile floors, plantation shutters and a bright kitchen with a pass-through to the dining area keep life easy. Being on the ground floor, you skip the elevator and stairs and enter right out to the pool, your covered parking and the path to the beach. Owners report no flood damage in their 25 years of ownership. Amenities include heated pools, a fitness center, a sauna, billiards and game rooms, a clubhouse, a putting green, shuffleboard, a fishing pier, grills, kayak storage and a private Gulf-side beach house across Gulf of Mexico Drive with parking, restrooms, showers and gear storage. Bayside sunrises, Gulf sunsets, Publix and dining nearby and SRQ about 13 miles. Owner financing is available; ask for the terms. Quick close is possible. Approximately $15,000 in 2027 rental bookings are already in place, according to the current owner.

4330 Falmouth Drive Unit 107, Longboat Key
2110 Harbourside Drive Unit 523, Longboat Key
$599,900
3 Beds ⋅ 2 Baths ⋅ A4709314 MLS ⋅ Fairway Bay BLDG.
Best value with SRQ Bay Views in Bay Isles- great location. 3 bedrooms. Discover a relaxed island lifestyle at The Atrium in Bay Isles, where expansive water views and a generous, comfortable floor plan meet in this three-bedroom, two-bath residence. With 2,031 square feet of living space, this home offers room to gather and enjoy Longboat Key's natural beauty. A broad wraparound, covered balcony extends the living space outdoors and frames sweeping views across Sarasota Bay and the surrounding waterways. Start the day with coffee as the light moves across the water, or settle in at day’s end to watch the colors shift over the bay. The balcony’s generous proportions create multiple places to dine, read, or simply take in the coastal setting. Inside, the open living and dining area is designed for easy everyday living and entertaining. High ceilings, an open floor plan, and a wall of windows bring in natural light and keep the water view in focus. The spacious kitchen offers abundant cabinetry, stainless steel appliances, and a double oven, with plenty of room to prepare a casual breakfast or host a dinner with friends. A separate laundry room adds convenience. The primary suite provides a peaceful retreat, with a walk-in closet and a private bath. Two additional bedrooms offer flexibility for guests, a home office, or hobbies, while the second full bath serves both visitors and residents. Offered with furnishings negotiable, the residence gives its next owner the opportunity to make the space their own. The Atrium’s amenities support an active, easygoing island routine. Residents enjoy a gated setting with elevator access, a fitness center, a community pool, and tennis courts. Deeded beach access makes it easy to spend time on the Gulf of Mexico, while the community’s bayfront setting offers a different perspective on the island’s waters. A one-car garage and guest parking provide practical convenience. Located within Bay Isles on Longboat Key, the property is close to the island’s beaches, golf, boating, dining, and shopping. St. Armands Circle and downtown Sarasota are close, with restaurants, boutiques, cultural attractions, and waterfront events within reach. Whether you are looking for a full-time island home, a seasonal escape, or a place to enjoy between travels, this residence offers generous space, memorable bay views, and access to the best of the Longboat Key lifestyle.

2110 Harbourside Drive Unit 523, Longboat Key
3060 Grand Bay Boulevard Unit 124, Longboat Key
$1,699,000
2 Beds ⋅ 3 Baths ⋅ A4708182 MLS ⋅ Building #1 BLDG.
Discover an exceptional opportunity to embrace the refined waterfront lifestyle at Grand Bay, one of Longboat Key’s most prestigious gated communities within Bay Isles. This beautifully updated 2-bedroom, 2.5-bath residence offers approximately 2,550 square feet of elegant living space, framed by sweeping views of Sarasota Bay, the manicured golf course, and the Sarasota skyline. From the moment you enter, warm wood floors, expansive living areas, and floor-to-ceiling windows create a sense of effortless sophistication. The living room opens through a wall of sliders to a private terrace, inviting morning coffee, sunset entertaining, and quiet moments above the water. A formal dining room with wet bar and wine refrigerator, along with a striking gourmet kitchen featuring stone countertops, an extended island, glass-panel cabinetry, pendant lighting, and premium stainless appliances, makes entertaining as seamless as it is memorable. The primary suite is a true sanctuary, opening to the terrace with panoramic bay views and featuring a spa-inspired bath with soaking tub, walk-in glass shower, dual vanities, and separate water closet. The guest suite offers its own terrace access and private en-suite bath, providing comfort and privacy for family and visitors. Life at Grand Bay extends well beyond the residence. Residents enjoy resort-caliber amenities including a clubhouse, two heated pools and spas, a fitness center with saunas, and Har-Tru tennis courts. Membership to the Bay Isles Beach Club provides private Gulf-front access, complete with gated entry, pavilion, restrooms, showers, picnic areas, BBQ grills, and beach chair storage. The pet-friendly community also welcomes large dogs, making it easy to bring the whole family into this exceptional coastal setting. Ideally positioned behind the gates of the Longboat Key Club in Bay Isles, this residence places you minutes from celebrated dining, boutique shopping, golf, boating, and the cultural attractions of Sarasota. It is more than a home; it is a rare opportunity to live the quintessential Longboat Key lifestyle, where luxury, privacy, and waterfront beauty come together every day.

3060 Grand Bay Boulevard Unit 124, Longboat Key
3010 Grand Bay Boulevard Unit 416, Longboat Key
$2,495,000
3 Beds ⋅ 4 Baths ⋅ A4709822 MLS ⋅ Building 4 BLDG.
An extraordinary waterfront lifestyle awaits at Grand Bay #416, offered updated and fully furnished with brand-new furnishings just installed throughout. Sweeping views of Sarasota Bay, the marina, and the golf course provide a spectacular backdrop for this beautifully appointed residence in coveted Building 4. Offering nearly 3,000 square feet of interior living and an impressive wraparound terrace, this exceptional Antigua floor plan combines the spaciousness of a private home with the convenience, security, and resort-style amenities of one of Longboat Key's premier waterfront communities. Thoughtfully furnished with a fresh, contemporary aesthetic, the residence is beautifully prepared for immediate enjoyment. A gracious entry foyer introduces an expansive, light-filled interior, where beautiful wood flooring, and walls of glass create a seamless connection to the surrounding waterfront scenery. The generous living and dining areas are designed for both comfortable everyday living and sophisticated entertaining, with a welcoming wet bar and stunning panoramic vistas across Sarasota Bay, the marina, manicured grounds, and neighboring waterways. Expansive sliding glass doors open to the remarkable wraparound terrace, extending the living spaces outdoors. The private terrace is a defining feature of this exceptional residence. With multiple areas for lounging, outdoor dining, and entertaining, this expansive retreat captures the beauty of Grand Bay's waterfront setting. Glass railings preserve the views, while the terrace's generous proportions create a wonderful extension of the home's interior living spaces. The modernized kitchen offers a clean, contemporary aesthetic with sleek cabinetry, stone countertops, built-in appliances, generous workspace, and the sunlit informal dining area surrounded by windows provides an inviting setting for casual meals while enjoying views of the surrounding landscape and marina. The thoughtfully designed split-bedroom layout provides exceptional privacy and flexibility. The spacious primary suite enjoys beautiful water views, a walk-in closet, and a completely updated en-suite bathroom. A generously sized guest bedroom with its own en-suite bath provides comfortable accommodations for family and friends, while the additional guest room offers flexibility for visitors, a home office, or a private retreat. A separate laundry room with plenty of built-in storage adds everyday convenience. Additional features include motorized storm shutters installed in 2018, one lobby-level, under-building parking space, and a private storage locker. Grand Bay offers an exceptional collection of amenities, including a gorgeous new clubhouse, fitness center, tennis courts, resort-style swimming pools, heated spa, and 24-hour gated security. Residents also enjoy access to the private Bay Isles Beach Club, adding a wonderful beachside dimension to the waterfront lifestyle. Ideally positioned on the southern end of Longboat Key, Grand Bay places the best of Sarasota's coastal lifestyle within easy reach. Nearby Longboat Key Club golf and marina facilities, waterfront dining, and island recreation complement convenient access to St. Armands Circle's boutiques and restaurants, the white sands of Longboat Key and Lido Beach, and Downtown Sarasota's celebrated arts, cultural attractions, theaters, and dining destinations.

3010 Grand Bay Boulevard Unit 416, Longboat Key
415 L Ambiance Drive Unit PH-F, Longboat Key
$12,995,000
4 Beds ⋅ 4 Baths ⋅ A4709596 MLS ⋅ South Building BLDG.
Perched atop the coveted South Building at L’Ambiance behind the gates of the Longboat Key Club, this extraordinary beach-to-bay penthouse redefines luxury coastal living. Encompassing nearly 5,000 square feet of refined interior space and complemented by more than 3,600 square feet of wraparound terraces, this rare residence offers the scale and privacy of a waterfront estate paired with the convenience and security of one of Longboat Key’s most prestigious condominium communities. From sunrise over Sarasota Bay to spectacular sunsets melting into the Gulf of Mexico, panoramic water views create a breathtaking backdrop from nearly every room. Arrive via a private elevator that opens directly into your own grand foyer, where ornate wrought-iron double doors reveal a residence defined by architectural elegance and meticulous craftsmanship. Cathedral coffered ceilings, intricate millwork, crown molding, custom built-ins, designer lighting, and expansive walls of newer impact glass create a dramatic yet inviting atmosphere throughout. Travertine flooring flows seamlessly from room to room, while floor-to-ceiling glass sliders open to expansive terraces, blending indoor and outdoor living on an unprecedented scale. At the heart of the residence, the impressive 34-by-41-foot living room is framed by Gulf views and surrounded by multiple entertaining spaces, including formal and informal dining areas designed for both intimate gatherings and grand-scale events. The gourmet chef’s kitchen is beautifully appointed with custom designer cabinetry, stone countertops, decorative appliance panels, a Wolf induction cooktop, oversized island, walk-in pantry, and generous workspace for effortless entertaining. Occupying its own private wing, the primary suite is a sanctuary. A private vestibule leads to a spacious lounge area, dual walk-in closets, and spa-inspired his-and-her bathrooms featuring custom vanities, stone finishes, soaking tub, separate shower, and abundant storage. Floor-to-ceiling glass opens directly to the terrace, where sweeping Gulf views create an ever-changing panorama. Two additional guest suites offer en-suite baths and walk-in closets, while a fourth bedroom—currently configured as a charming bunkroom—provides flexibility for family and guests. A spacious study can easily serve as a fifth sleeping area or executive home office. The outdoor living experience is simply unmatched. Expansive terraces wrap around the residence, creating multiple venues for dining, entertaining, and relaxation while capturing unobstructed views stretching from the Gulf shoreline across Sarasota Bay, the Longboat Key Club golf courses, and the downtown Sarasota skyline. L’Ambiance is widely regarded as one of Longboat Key’s premier beachfront addresses, offering residents exceptional amenities including 24-hour gated security, concierge services, on-site management, a recently renovated lobby and clubhouse, social rooms, fitness center, tennis courts, resort-style heated swimming pool and spa, private beach access, and a picturesque boardwalk leading directly to the Gulf of Mexico. Ideally positioned within the Longboat Key Club community, residents enjoy proximity to championship golf, tennis, marina facilities, waterfront dining, and miles of pristine Gulf beaches. This remarkable penthouse represents a rare opportunity to own one of the largest and most impressive beachfront residences on Florida’s Gulf Coast.

415 L Ambiance Drive Unit PH-F, Longboat Key
2012 Harbourside Drive Unit 2102, Longboat Key
$795,000
2 Beds ⋅ 3 Baths ⋅ A4706915 MLS ⋅ 2102 BLDG.
Experience the best of Longboat Key living in this spacious 2-bedroom, 2.5-bath condominium located in the gated Fairway Bay community of Bay Isles. Offering approximately 1,590 square feet of living space, this residence features a comfortable two-level layout, a bright Florida room, and an attached garage. Enjoy beautifully landscaped surroundings and an array of community amenities, including a swimming pool, spa, clubhouse, and tennis courts. Conveniently located near Sarasota Bay, local dining, shopping, and the beautiful Gulf beaches, this property offers an exceptional opportunity to enjoy the relaxed coastal lifestyle of Longboat Key. Just a short drive from St. Armands Circle and downtown Sarasota, this residence combines comfort, convenience, and an excellent island location.

2012 Harbourside Drive Unit 2102, Longboat Key
775 Longboat Club Rd, 1008-1007, Longboat Key
$5,500,000
4 Beds ⋅ 4 Baths ⋅ A4708946 MLS ⋅ Beaches Of Longboat Key BLDG.
An extraordinary direct beachfront offering at The Beaches of Longboat Key featuring two penthouse residences thoughtfully combined into one expansive 3,954 sq ft home. This rare estate offers 4 bedrooms, 3.5 baths, and breathtaking panoramic views of the Gulf of Mexico, the Downtown Sarasota skyline, the Bay, and the Longboat Key Club golf course. Connected through a shared private foyer, the one-of-a-kind floor plan opens to highly flexible living spaces, making it perfect for creating a custom dream home or utilizing the existing layout for extended family, guests, or a live-in caretaker with the convenience of a secondary kitchen. The property is ideal for entertaining with separate catering and preparation spaces, or working from home with a dazzling view of the Gulf. High-end interior features include two primary suites with en-suite baths, large-format cinca porcelain stoneware flooring throughout, custom wood built-ins, temperature-controlled walk-in wine room, and impact sliders and windows opening to multiple terraced outdoor spaces including a serene garden. Beaches is recognized as one of the premier beachfront addresses within the Longboat Key Club, offering direct access to the sugar-white sands and turquoise waters of the Gulf. Residents enjoy an elevated level of service and amenities, including a 24-hour concierge, resort-style pool, fitness center, tennis courts, and impeccably maintained grounds. Ideally located on the southern end of Longboat Key, this gated community affords convenient access to the fine dining and boutiques of St. Armands Circle, the vibrant arts and culture of downtown Sarasota, and the exclusive offerings of the Longboat Key Club.

775 Longboat Club Rd, 1008-1007, Longboat Key
2055 Gulf Of Mexico Drive Unit G2-213, Longboat Key
$585,000
1 Beds ⋅ 2 Baths ⋅ TB8554048 MLS ⋅ G2 BLDG.
Gulf and greenbelt views from a completely remodeled, gulf-facing Seaplace end unit. This oversized 1 bedroom, 1.5 bath top-floor (second-floor) condo offers 1,094 sq ft plus a 112 sq ft screened lanai with custom 95% UV-blocking solar shades. Vaulted ceilings, an open layout and 178 yards from the front door to the sand. The remodel is comprehensive: new hurricane-impact sliding glass doors and bedroom window, new front door and casement window, HVAC replaced in 2022, all-new plumbing and fixtures and full electrical updates including outlets, switches and LED recessed lighting. Porcelain plank driftwood-look tile runs through the living areas and onto the lanai. Cypress pecky wood and shiplap accent walls, smooth plastered ceilings (popcorn removed), Nest programmable Wi-Fi thermostat, ceiling fans in the living room and bedroom and an LG ThinQ stacked washer and dryer. The open gourmet kitchen features KraftMaid soft-close wood cabinetry, floating shelves, Cambria quartz counters and a GE Cafe appliance suite with convection oven, warming drawer and induction cooktop. Both baths have new vanities with Carrara marble counters and tile accent walls, including Calacatta Gold marble penny tile in the half bath and a redesigned primary bath. The bedroom has custom open-concept built-in closets with soft-close drawers and doors, plus blackout shades; the living room has custom woven wood shades. Additional features include all-new solid-core interior doors, storage under the stairs, an owner's locker, dedicated bike storage adjacent to the unit, one assigned parking space and a screened lanai with quality outdoor furniture and a Wi-Fi-enabled ceiling fan. Seaplace sits on 42 acres of gated, guarded resort grounds with two Olympic-size pools, spas, about a mile of trails, three tennis courts, remodeled clubhouse, fitness center, barbecue islands and park-like grounds. One complex north of the St. Regis. Sold fully furnished and outfitted. Ideal as a vacation home, second home, investment or full-time residence. Owner has a real estate license in CA.

2055 Gulf Of Mexico Drive Unit G2-213, Longboat Key
600 Sutton Place Unit 101B, Longboat Key
$312,000
1 Beds ⋅ 1 Baths ⋅ C7531576 MLS ⋅ 600 BLDG.
Motivated Seller. Make an offer! Waterfront condo with Sarasota Bay views! Perfectly positioned along Sarasota Bay on **Longboat Key** and just steps from the turquoise waters of the **Gulf of Mexico**, this exceptional community offers the ultimate coastal lifestyle in an unbeatable location. Current owners have never had water intrusion from any hurricanes. This spacious ground-floor corner residence features an expansive open-concept layout designed to comfortably accommodate up to six guests. The beautifully remodeled kitchen showcases stainless steel appliances, a brand-new range, granite countertops, stone backsplash, recessed lighting, and solid wood cabinetry — blending modern style with everyday functionality. A charming nook provides the perfect space for additional sleeping accommodations or a cozy retreat to enjoy serene bay views. Impact-rated sliding glass doors open seamlessly to the outdoors and are complemented by brand-new Shade Store cellular window treatments. Relax while taking in peaceful water and pool views from the comfort of your living space. The spacious primary bedroom features custom cellular shades with top and bottom openings to maximize natural light and views, along with a walk-in closet complete with built-ins. The ensuite bath has been thoughtfully updated with a newer vanity and a brand-new shower remodel (2025), offering a fresh, modern feel. Furnishings are optional and tastefully curated with designer touches, making this property move-in or rental ready. Exceptional Community Amenities - Residents enjoy a truly unique waterfront lifestyle: Two heated pools, Marina and clubhouse, Available boat slips for rent, fish-cleaning station, Kayak storage with electric launch, BBQ grilling areas, Car wash station, Lighted assigned carport parking, Elevator access, Private storage unit (3rd floor), Laundry facility (2nd floor), exclusive deeded beach access on Longboat Key, featuring a pavilion, storage lockers, indoor showers, and restrooms. Enjoy watching dolphins and manatees from the bayfront grounds, spend your days fishing or kayaking, or relax on the sugar-sand beaches just across the street. The community is also in the planning stages of adding a brand-new state-of-the-art fitness center. Shopping and dining are just minutes away at the renowned **St. Armands Circle**. Experience the best of both worlds — Gulf-front beach days and tranquil bayfront evenings. This is coastal living at its finest.

600 Sutton Place Unit 101B, Longboat Key
2550 Harbourside Drive Unit 333, Longboat Key
$1,395,000
3 Beds ⋅ 3 Baths ⋅ A4708474 MLS ⋅ Marina Bay Building 3 BLDG.
Set within the gated BAY ISLES community, this MARINA BAY residence offers a rare combination on Longboat Key: the scale and privacy of a single-family BAYFRONT home with the ease of condominium living. Spanning approximately 3,000 square feet with three bedrooms and two-and-a-half baths, the residence feels expansive and closely connected to Sarasota Bay. Floor-to-ceiling glass across the main living areas and primary suite frames mature mangroves and coastal trees, creating a peaceful, park-like setting with filtered morning light and bay views. Nearly 400 square feet of screened lanai space extends the living area outdoors, while a second west-facing balcony serves the guest bedrooms and captures afternoon light and evening skies. The primary suite offers bay views from bed, terrace access, dual walk-in closets and a spacious bath with soaking tub, dual vanities and glass-enclosed shower. The kitchen features quartz countertops, Sub-Zero refrigeration, generous prep space, a wet bar with beverage refrigerator and a built-in desk nook. A large walk-in laundry room adds substantial workspace and storage. Freshly painted with new carpeting, the residence also features two-zone air conditioning with new condensers installed in 2025, two hot-water tanks with flood-stop protection, air-conditioned storage, assigned garage parking and exceptional closet space. Marina Bay is known for attentive management and a well-run homeowners association, with an experienced on-site manager and amenities including a fitness center, tennis and pickleball courts, heated resort-style pool, EV charging and car-washing facilities. The building's new roof was completed in 2025, and the community is pet-friendly. Longboat Key Club Marina is immediately adjacent, while Publix, CVS, banking and the post office are just blocks away, creating a genuinely walkable daily rhythm uncommon on Longboat Key. Ownership also includes access to the private Bay Isles Beach Club, a gated Gulf-front retreat with parking, pavilions, grilling areas, restrooms and sunset seating. Optional membership at the nearby Longboat Key Club offers golf, tennis, spa and wellness amenities, and waterfront dining. For buyers seeking the comfort and proportions of a home without the maintenance of one, this Marina Bay residence offers an uncommon balance of space, privacy, nature and convenience.

2550 Harbourside Drive Unit 333, Longboat Key

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