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726 Spanish Drive N Unit 164, Longboat Key
$389,000
2 Beds ⋅ 2 Baths ⋅ Spanish Main Yacht Club SubDv. ⋅ 34228 Zip Code
Your Longboat Key coastal retreat awaits! Beautifully renovated and move-in ready, this 2-bedroom, 2-bath villa in the desirable Spanish Main Yacht Club combines modern upgrades with the best of Florida coastal living. Major improvements include hurricane-impact windows and doors, a new electrical panel, new water heater, and all new interior doors. The bright, open living area features polished terrazzo flooring, recessed lighting, and coastal-inspired finishes. The updated kitchen offers quartz-style countertops, shaker-style cabinetry, stainless steel appliances, subway tile backsplash, and a spacious breakfast bar. Both bathrooms have been tastefully renovated with modern vanities and stylish tilework. Additional highlights include sliding barn doors and an inviting enclosed sunroom with a new mini-split A/C, exposed beam ceilings, and wood accents. Outside, enjoy a new paver driveway, sidewalk, and back patio, covered carport, and tropical landscaping. Spanish Main Yacht Club offers a heated community pool, clubhouse, shuffleboard courts, and deep-water marina with boat slips and access to Sarasota Bay and the Intracoastal Waterway. Best of all, deeded beach access puts Longboat Key's beautiful Gulf beaches within easy reach! Conveniently located near St. Armands Circle, waterfront dining, shopping, and downtown Sarasota. Whether you're seeking a seasonal escape or full-time residence, this beautifully updated villa is ready for you to enjoy the Longboat Key lifestyle!

726 Spanish Drive N Unit 164, Longboat Key
1932 Harbourside Drive Unit 242, Longboat Key
$539,000
2 Beds ⋅ 2 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code
Value opportunity behind the gates of Bay Isles in the highly sought after Fairway Bay community. This turnkey furnished move-in ready two-bedroom, two-bath residence includes a valuable under-building garage parking space. Enjoy peaceful views of Sarasota Bay from an open floor plan designed to maximize natural light and comfortable indoor and outdoor living. White tile flooring runs throughout the main living areas, while a wall of sliding glass doors opens to the terrace, ideal for relaxing outdoor eating. The kitchen features light cabinetry, custom lighting and captures water views. The primary suite offers direct terrace access and an ensuite bath with dual vanities, upgraded shower, and a fitted walk-in closet. A welcoming guest bedroom has an ensuite bath with upgraded spa tub. Ownership includes membership to the private Bay Isles Beach Club with deeded beach access and facilities for social activities. Residents of Fairway Bay enjoy walking trails, heated pools, a fitness center, tennis and pickleball courts, clubhouse amenities, and kayak launches. Optional membership to the Longboat Key Club provides access to championship golf, Har Tru tennis, spa services, waterfront dining, and a deep-water marina. Ideally located just minutes from St. Armands Circle and downtown Sarasota’s renowned arts and dining scene, this residence offers comfort, convenience, and an outstanding opportunity to enjoy the Longboat Key waterfront lifestyle within one of the island’s most desirable gated communities.

1932 Harbourside Drive Unit 242, Longboat Key
3070 Grand Bay Boulevard Unit 632, Longboat Key
$675,000
2 Beds ⋅ 2 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code
Experience ultimate maintenance-free coastal living in this move-in ready 2BR/2BA Bimini model, perfectly positioned behind the secure gates of Bay Isles in Grand Bay. Located on the third living level of Building 6, this exceptional residence features an expansive, nearly 400 sq. ft. wraparound terrace showcasing panoramic Sarasota Bay views and unforgettable sunrises and sunsets. No detail has been overlooked in this thoughtfully modernized home: • Kitchen & Systems: Significantly updated kitchen and new water heater (2026); high-efficiency variable-speed HVAC with humidity control, Wi-Fi thermostat, and 12-year compressor warranty (2024). • Appliances & Finishes: New refrigerator, washer, dryer, updated plumbing/lighting fixtures, and fresh paint (2023). • Luxury Conveniences: Hunter Douglas battery-operated, remote-controlled window treatments (2023) and a renewed, transferable Home-Tech service contract. Grand Bay offers a world-class resort lifestyle with two heated pools and spas, tennis courts, a fitness center, an active clubhouse, and scenic trails along the bay front, marina, and golf courses. Best of all, enjoy private beach access at the gated Bay Isles Beach Club on the Gulf of Mexico. Fine dining along Gulf of Mexico Drive, St. Armands Circle, and downtown Sarasota are all just minutes away.

3070 Grand Bay Boulevard Unit 632, Longboat Key
5422 Sandhamn Place, Longboat Key
$3,400,000
3 Beds ⋅ 3 Baths ⋅ Sandhamn Sub SubDv. ⋅ 34228 Zip Code
Enter the gates of Sandhamn Place and let your senses delight in all that this small enclave has to offer. Often referred to as the "hidden gem" of Longboat Key, a canopied private drive leads to sweeping views of Sarasota Bay where dolphins, manatees and paddleboarders drift by and where through traffic & unattractive seawalls are non existent. The exclusive amenities of this secluded community of just nine custom designed bayfront residences include a tennis court, marina with deeded boat slip and community maintenance and all only minutes from the island's finest dining , shopping and the natural beauty of Durante Park with 32 acres of walking trails and bayfront boardwalks. This Key West inspired home sits at the end of a quiet cul de sac, offering a relaxed coastal lifestyle, heated pool and observation dock with a serene primary suite & balcony overlooking the expansive blue waters of Sarasota Bay; truly waterfront living at its finest on Longboat Key.

5422 Sandhamn Place, Longboat Key
435 L Ambiance Drive Unit L707, Longboat Key
$2,850,000
2 Beds ⋅ 3 Baths ⋅ L'Ambiance SubDv. ⋅ 34228 Zip Code
Enjoy some of the most spectacular views on Longboat Key from this desirable seventh-floor corner residence at L’Ambiance. With sweeping views of the Gulf of Mexico, Sarasota Bay, downtown Sarasota, and the lush fairways of the Longboat Key Club golf course, there is something beautiful to enjoy from every direction. Expansive walls of glass and a wraparound terrace make the most of this exceptional setting. A private elevator opens to your own foyer, welcoming you into a spacious residence filled with natural light. Pecky cypress ceiling accents, custom built-ins, soft cove lighting, and a convenient dry bar complement the generous living and dining areas. The kitchen features a center island with the added convenience of refrigerator and freezer drawers, while the breakfast nook opens directly to the terrace.The thoughtfully designed split-bedroom floor plan offers two bedrooms and two-and-a-half baths, providing privacy for owners and guests. The primary suite enjoys beautiful Gulf views and includes a recently customized, oversized closet. An added convenience is the availability of reservable guest suites, providing comfortable accommodations for visiting family and friends without the need to maintain an additional bedroom. Other features include motorized window treatments, a full-sized laundry room, separate service entrance, private parking, a storage unit, and an assigned wine locker. L’Ambiance is highly regarded on the island and is known for its beautifully maintained grounds, privacy, and exceptional service. A fountain-lined entrance leads to a 24-hour staffed gatehouse and secure building with a full-time concierge. Residents enjoy a beachfront swimming pool, direct beach access, two Har-Tru tennis courts, a fitness center, social rooms, and guest parking. Located just minutes from St. Armands Circle and downtown Sarasota, you'll enjoy convenient access to outstanding restaurants, shopping, and cultural attractions. Optional membership at the Longboat Key Club offers golf, tennis, boating, dining, and an active social calendar. with its outstanding views, spacious terrace, and the convenience of luxury condominium living, this residence offers a wonderful opportunity to enjoy the Longboat Key lifestyle.

435 L Ambiance Drive Unit L707, Longboat Key
2165 Gulf Of Mexico Drive Unit 121, Longboat Key
$2,445,000
3 Beds ⋅ 3 Baths ⋅ Villa Di Lancia SubDv. ⋅ 34228 Zip Code
Experience exceptional Gulf-front living at Villa Di Lancia in this rare direct Gulf-front corner residence, showcasing unobstructed panoramic views to the west, north, and south. Featuring a unique floor plan not found in any other residence within the community, this home offers additional under-air square footage and a private office, creating a true three-bedroom plus den layout with three full baths. Additional highlights include two garage parking spaces and a private elevator exclusively serving the residence. Villa Di Lancia is an exclusive beachfront community offering a private beach, two Har-Tru tennis courts, a full fitness center, and a private community clubhouse. Residents can also walk or bike to nearby Publix and shops. With limited residences, this intimate community offers privacy, convenience, and a prime location on the Key with quick access on and off the island. A rare opportunity to own a distinctive Gulf-front residence with exceptional views, added interior space, and outstanding beachfront amenities. Come live your dream!

2165 Gulf Of Mexico Drive Unit 121, Longboat Key
3030 Grand Bay Boulevard Unit 315, Longboat Key
$1,395,000
3 Beds ⋅ 4 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code
Welcome to the sophisticated elegance of this stunning 3 bedroom, 3.5 bath end unit, with its open floor plan and mesmerizing views of Sarasota Bay, downtown skyline, LBK Club marina and golf course. The foyer, with its artfully executed console, ushers you into a light, airy great room with elevated ceilings, discreet art deco bar, floor-to-ceiling sliders, marble flooring, and expansive wraparound terrace. Automated shades grace the space and ensure year round comfort. The updated open kitchen, with its ample cabinetry and new white quartz countertops and backsplash, flows seamlessly into the dining area and great room, making entertaining a pleasure. Retreat to the luxurious owner's suite with its serene bay views, sliders to the bayfront terrace, and a spacious marble bath. Guests will relish the ensuite guest bedroom located on the west side of the residence, which offers relaxing privacy and its own terrace access. A conveniently located office/den can be closed off from the great room and, with its own ensuite bath, can easily be used as a 3rd bedroom. Enjoy a dip in the softly lighted resort style pool located below, a coveted retreat for you and your guests. The condominium is being sold partially furnished so new owners can start enjoying their new home immediately. Grand Bay residents enjoy exceptional resort like amenities, with a state of the art fitness center, sauna, two heated pools, a spa, two Har-Tru tennis courts, 24-hour security gate, and on site management. Relax in the natural beauty that abounds along the miles of sidewalks and trails winding throughout Bay Isles. Membership in the coveted Bay Isles beach club directly on the Gulf is included for a modest fee, with its private beach access, outdoor grills, covered gathering areas, full kitchen, key card gated parking, changing rooms, restrooms and showers. Schedule your private tour now and start living the Florida dream!

3030 Grand Bay Boulevard Unit 315, Longboat Key
2800 Harbourside Drive Unit E06, Longboat Key
$275,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
Embrace effortless coastal living with this prime 55-foot boat slip in an elite deep-water harbor on scenic Longboat Key, perfectly positioned just off Sarasota Bay. Sized to fit vessels up to 50 feet with a 19-foot beam total length, the slip comes fully equipped with water, high-speed Wi-Fi, and a private metered power pedestal. Marina residents enjoy exceptional conveniences including a full-service fuel station, flexible pump-out service, a complimentary shuttle to St. Armands, and a 24-hour bathhouse with laundry and a ship store. Tailor your coastal lifestyle further with optional upgrades: join the Bay Isle Beach Club for exclusive beachfront sunset access, or secure a membership at the prestigious Longboat Key Club for resort pools and fine dining. Situated only half a mile from Publix, CVS, and local conveniences, this is your ultimate island headquarters.

2800 Harbourside Drive Unit E06, Longboat Key
575 Sutton Place, Longboat Key
$589,000
3 Beds ⋅ 3 Baths ⋅ Sutton Place Condo SubDv. ⋅ 34228 Zip Code
Experience refined coastal living at Sutton Place on Longboat Key, where an effortless Gulf-to-Bay lifestyle awaits. Ideally situated mid-key, this premier address offers rare peace of mind alongside private beach access just to the north at 4415 Gulf of Mexico Drive. Beyond the sand, you are minutes from St. Armands Circle, downtown Sarasota, and Anna Maria Island, and only a half-mile from Bayfront Park’s pickleball courts, dog park, playground, and walking trails. Sutton Place provides an exceptional suite of resort-style amenities. On the Gulf side, enjoy a covered beachfront pavilion with gated ample parking, restrooms, tables, outdoor showers, chair storage, and beach lockers ($30/yr). Bayside, take advantage of two heated pools, an active clubhouse, BBQ areas, a fishing pier, and a marina with boat slips for vessels up to 23’ ($300/yr), plus a kayak launch with storage ($150/yr; two kayaks included in the sale). A new 38’x33’ fitness center and sauna facility is also underway. The community is pet-friendly (two pets up to 25 lbs) and permits flexible 1-month minimum leasing twice per year. Inside this spacious 3-bedroom, 2.5-bathroom, 1,450-sq-ft townhouse, large diagonal porcelain tile flooring flows seamlessly throughout the entire property. The living and dining spaces feature classic plantation shutters, a ceiling fan, and a deep 7’x3’ under-stair storage closet. The well-appointed kitchen is outfitted with a sleek Samsung stainless steel appliance package—complete with a convection oven and built-in microwave—and casual breakfast bar seating for two. Just off the kitchen, a dedicated spacious laundry room with a closing privacy door houses GE laundry units, the water heater, an exterior fire exit door, and generous cabinetry and shelving for additional storage. The attached 20’ x 18' 1-car garage features durable tile flooring, dual side bump-outs for extra gear, a secondary refrigerator, and extensive storage capacity. Out back, step through sliders to your private screened lanai, positioned directly west-facing with sunshades to capture breathtaking evening sunsets over serene greenbelt views. Ascend the carpeted staircase to the tranquil primary suite, highlighted by plantation shutters, custom closet built-ins, and an en-suite bath finished with designer tilework and a sleek, glass-enclosed walk-in shower. Down the hall, the second bedroom offers a generous walk-in closet, while the updated full guest bath features a quartz-topped vanity and a glass-enclosed walk-in shower. Full hurricane impact windows throughout ensure pin-drop quiet and restful nights in every room. Exceptional resilience comes standard at an 11’ baseline elevation, with zero water or wind damage from recent storms. Notable mechanicals and structural updates include full impact windows and sliders, a 2023 water heater, a 2018 HVAC maintained on an active service contract, and a clean 10-year milestone certification passed in January 2024.

575 Sutton Place, Longboat Key
568 Rountree Drive, Longboat Key
$1,750,000
Longboat Key Estates SubDv. ⋅ 34228 Zip Code
They're not making anymore waterfront property on Longboat Key, so this is a huge opportunity! Now is the time to jump in before the neighborhood is full of other new houses and the prices are higher. Value is only going to go up and up. Middle island, easy access to Anna Maria Island/Bradenton to the north and St. Armands Circle/Sarasota to the south. City water and sewer, easy hookup. Salt water canal, low tide 4-5 feet. Solid deck. There are two (2) as is boat lifts included. There is a small hand operated lift which can be fitted for use and is ideal for kayaks, canoes, row boats and other small craft . There is also a motorized boat lift for large vessels. Float out your backyard canal to the intracoastal/Sarasota Bay. In the other direction, a short walk to the gulf with your own private beach access complete with a gazebo. Popular Bayfront Park is next door with tennis, pickleball, dog parks and a community center. Design your dream home in the highly sought-after Longboat Key Estates. This is a lovely piece of land in a fabulous neighborhood, offering an incredible coastal lifestyle just waiting for a new owner to bring their vision to life!

568 Rountree Drive, Longboat Key
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