Longboat Key Homes with Pool Amenities

Longboat Key Homes with Pool Amenities

Welcome to Longboat Key, Florida, a picturesque barrier island nestled along the Gulf of Mexico, known for its stunning beaches, vibrant sunsets, and laid-back lifestyle. This charming town offers a perfect blend of natural beauty and sophistication, making it an ideal destination for both vacationers and those looking to settle down in a serene coastal community.

Longboat Key boasts a unique character, with its lush landscapes, crystal-clear waters, and a variety of outdoor activities. Whether you enjoy kayaking through the mangroves, golfing on pristine courses, or simply lounging on the sandy shores, there’s something for everyone here. The island is also home to an array of upscale dining options and boutique shopping, ensuring you have access to everything you need just moments from your doorstep.

Among the most sought-after features of Longboat Key real estate are homes with pool amenities. Imagine stepping out into your own private oasis, where you can soak up the sun by your sparkling pool, host delightful barbecues with friends, or unwind after a long day of beachcombing. Many of these homes are designed with open-concept layouts, providing ample space for entertaining while capturing breathtaking views of the surrounding landscape.

Whether you’re searching for a luxurious waterfront estate or a cozy retreat, Longboat Key offers a variety of homes that cater to your lifestyle. Discover your dream home in this idyllic community, where every day feels like a vacation and the allure of the coast is just a heartbeat away. Come experience the charm of Longboat Key, where your perfect home awaits!

Newest Longboat Key Homes with Pool Amenities

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
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
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
3070 Grand Bay Boulevard Unit 645, Longboat Key
$925,000
2 Beds ⋅ 2 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code
Fully renovated 2BR/2BA Grand Bay condo with 2 parking spaces and Sarasota Bay and downtown views. Bright interiors feature easy-care tile floors and a kitchen with quartz counters, breakfast bar, and high-end appliances. Partially furnished with Robb & Stuckey pieces. A large wraparound balcony overlooks the Longboat Key Club golf course, Sarasota Bay, and downtown Sarasota. This gated community offers 24/7 guards, on-site management, and a clubhouse with fitness center and party room with bar and chef’s kitchen. Outside, enjoy the pool, spa, wading pool, grill area, and tennis courts. Bay Isles’ private beach club offers a pavilion, grills, and beach volleyball. Sidewalks throughout. Walk to Publix, CVS Pharmacy, a nail salon, and other shops. Optional Longboat Key Club membership (separate fee): 45 holes of golf, marina, beach club, spa, Har-Tru tennis courts, pickleball courts, and 5 restaurants. Resort-style living, ready to enjoy.

3070 Grand Bay Boulevard Unit 645, Longboat Key
2425 Gulf Of Mexico Drive Unit 1E, Longboat Key
$1,450,000
2 Beds ⋅ 2 Baths ⋅ Sea Gate Club SubDv. ⋅ 34228 Zip Code
Welcome to unit 1E at Sea Gate Club on beautiful Longboat Key. This is the gorgeous, newly remodeled Beachfront walkout unit that you've been waiting for! Do you prefer to live like a single family home, no elevator, and walk straight out to the sandy beach in less than 100 steps? Then this is the One! Perfectly positioned near mid-island, and close to shopping at Publix or CVS. 2 bedrooms with direct Gulf views, plus 2 lovely bathrooms with large walk-in showers, open floor plan with split bedrooms on opposite sides of the unit. New kitchen cabinets, new quartz countertops, all new appliances. Lives like a single family home as you don't have to ride an elevator, or cover up to go to the beach. Just an easy walk-in/out of your private patio to get to the beach and pool. Sea Gate Club condos are comprised of 89 units, spread across 15 floors. The building has been extensively updated over the past few years. Recent updates include a new pool and hot tub, new roof, newer hurricane rated windows, newer exterior stucco and paint, new elevator doors, climate-controlled bike storage, and paddleboard/kayak storage. Now is the perfect time to buy in this beautiful building, as there are NO current or pending assessments! Hurry before it's gone, this one is beautiful!

2425 Gulf Of Mexico Drive Unit 1E, Longboat Key
1241 Gulf Of Mexico Drive Unit 803, Longboat Key
$3,195,000
3 Beds ⋅ 4 Baths ⋅ Water Club At Longboat Key SubDv. ⋅ 34228 Zip Code
The epitome of beachfront luxury awaits in this meticulously renovated 8th-floor residence at the prestigious Water Club on Longboat Key. This stunning 3-bedroom, 4-bath home is a rare offering in one of the Gulf Coast’s premier direct beachfront communities. From the moment you step off the private elevator into the foyer, you’re greeted by serene neutral tones, 10-foot ceilings, and wide-plank engineered hardwood floors that set the tone for elegant coastal living. Walls of glass frame spectacular, unobstructed views of the Gulf of Mexico, filling the expansive living spaces with natural light and breathtaking scenery. The open-concept floor plan seamlessly blends comfort and sophistication, enhanced by recessed lighting and a calming contemporary palette. The spacious living room flows onto a generous beachfront terrace—perfect for soaking in mesmerizing views and the soothing sounds of the surf. The designer kitchen is a showcase of modern design, featuring white glass subway tile backsplash, solid wood cabinetry, an induction cooktop with pot filler, Sub-Zero refrigerator, and premium stainless-steel appliances. A large center island and adjacent breakfast area provide the perfect setting for casual meals with sweeping water views. Each guest suite is a luxurious haven, including one with double queen beds and an en suite bath with soaking tub and separate shower. The third bedroom is currently configured as an office, yet spacious enough to accommodate a queen-size bed, and offers beautiful views of downtown Sarasota. The primary suite is a private retreat, featuring its own beachfront terrace, a separate sitting area, custom-fitted dual closets, and a spacious study with built-in office space. The spa-inspired primary bath is the essence of indulgence with white marble floors and walls, a freestanding soaking tub, and a glass-enclosed walk-in shower. Additional highlights include TWO under-building covered garage parking spaces, a private storage closet, and access to all the amenities of the Water Club—24-hour security, full concierge service, a resort-style pool and spa, Har-Tru tennis courts, fitness center, clubhouse with catering kitchen, and over 16 acres of pristine beachfront grounds. This is beachfront living redefined! Located just a short distance to St. Armands and downtown Sarasota's shopping, dining & cultural events.

1241 Gulf Of Mexico Drive Unit 803, Longboat Key
1591 Gulf Of Mexico Drive Unit 515, Longboat Key
$2,670,000
1 Beds ⋅ 2 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code
Exceptional opportunity to be a resident at The St. Regis Longboat Key for under $3,000,000. Enter your private elevator into a dramatic living area with high ceilings and expansive glass featuring spectacular views of Sarasota Bay. The living area opens to a large outdoor terrace with a Wolf gas grill for easy entertainment. The chef’s kitchen is equipped Poggenpohl cabinetry, top-of-the-line Wolf and Sub-Zero appliances, including a gas cooktop, double ovens, microwave, large refrigerator and beverage center. If you don’t feel like cooking, just order room service from one of The St. Regis’s esteemed dining venues. The Earth finishes were curated by Marc Michaels Interior Design and were selected to remain timeless. The owner’s suite is luxurious and opens to the outdoor terrace for your morning coffee. Relax after a day at the beach or saltwater lagoon in the spa like bathroom boasting double vanities, water closet with Toto bidet toilet, soaking tub and oversize shower with seamless glass enclosure. The floor plan was altered to include two full bathrooms and is large enough to graciously accommodate overnight guests. A custom built owner’s suite closet and motorized blinds complete this beautiful residence. Nestled within the first branded residential community and ultra-luxe 5 star resort on the Gulf of Mexico. The Residences at The St. Regis Longboat Key blend legendary service with the allure of a seaside getaway. Spanning over 17 acres with 800 feet of direct beachfront, this community offers unparalleled amenities, including the signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in residence dining. Resident only amenities include a clubhouse, fitness center, pool/spa and beach area. Enjoy your private resident only amenities, while having access to all the resort has to offer. Live like you are on vacation all year round!

1591 Gulf Of Mexico Drive Unit 515, Longboat Key
1241 Gulf Of Mexico Drive Unit PH1102, Longboat Key
$5,995,000
3 Beds ⋅ 5 Baths ⋅ Water Club At Longboat Key SubDv. ⋅ 34228 Zip Code
Experience an exceptional expression of Gulf-front living in this impeccably maintained penthouse at The Water Club on Longboat Key. Occupying the coveted northwest penthouse position on the 11th floor of Building One, this pristine residence encompasses approximately 3,400 square feet with three bedrooms and four-and-a-half baths. Three separate balconies capture sweeping views of the Gulf of America, providing inviting settings for morning coffee, alfresco relaxation, and spectacular sunsets. An under-building parking space and an additional semi-private garage complement this distinguished waterfront offering. Set within 16 acres of magnificent beachfront grounds, The Water Club offers an extraordinary collection of amenities that extends the comforts of home well beyond your residence. The beautifully renovated, 18,000-square-foot clubhouse provides elegant spaces for relaxation, recreation, and entertaining, including a club room with billiards, a library with fireplace, and a ballroom with catering kitchen. Four lighted Har-Tru tennis courts, a heated junior Olympic pool, hot tub, spa, and fitness center create a resort experience, while a firepit, grills, and direct access to a beautiful stretch of beach invite you to embrace the coastal lifestyle. Gated security, concierge services, on-site management, and climate-controlled storage add everyday comfort and convenience. Ideally situated at the southern end of Longboat Key, this residence places you minutes from the boutiques and dining of St. Armands Circle, downtown Sarasota’s vibrant waterfront and cultural attractions, and an array of exceptional restaurants. Nearby conveniences include Publix and CVS, with the Longboat Key Club’s golf, tennis, and dining offerings close at hand. The neighboring St. Regis further enhances this desirable coastal setting, and Sarasota Bradenton International Airport is approximately 20 minutes away. Welcoming up to two pets, The Water Club is equally appealing as a full-time residence or a refined seasonal retreat. Discover the rare combination of penthouse privacy, generous living spaces, captivating Gulf views, and an exceptional beachfront lifestyle. Schedule your private showing today.

1241 Gulf Of Mexico Drive Unit PH1102, Longboat Key
6750 Gulf Of Mexico Drive Unit 178, Longboat Key
$449,000
2 Beds ⋅ 2 Baths ⋅ Whitney Beach SubDv. ⋅ 34228 Zip Code
Whitney Beach Community – Turnkey Furnished. Enjoy the best of beach-to-bay living in Whitney Beach on Longboat Key’s peaceful north end. This two-bedroom, two-bath corner residence offers Gulf views from the front terrace and the privacy and natural light of an end unit. Ideally situated on the second floor, this 1,241-square-foot, pet-friendly home features hurricane-impact windows and shutters, inviting living spaces, and a spacious screened lanai overlooking a sparkling pool and lush tropical surroundings. The open kitchen and living area create an easy flow for everyday living and entertaining, while two generously sized bedrooms, each with an en-suite bath, provide comfortable retreats for owners and guests. Thoughtful updates complement the home’s bright, airy feel. Start your morning with coffee on the lanai, unwind with a favorite book, or simply enjoy the birds and wildlife just beyond your door. Whitney Beach offers access to both the Gulf of Mexico and Sarasota Bay. A short stroll across Gulf of Mexico Drive leads to deeded private beach access, where white sand, turquoise water, and community beach chairs await. On the bay side, enjoy fishing from the docks or exploring the shoreline by kayak. Community amenities include three pools, tennis and pickleball courts, shuffleboard, barbecue stations, kayak storage and launch facilities, and walking paths through beautifully landscaped grounds. Boat slips are available through community assignment or sublease, subject to availability. Located next to Whitney Plaza with restaurants, coffee shops, boutiques, and fitness and Pilates studios adding convenience to this relaxed island setting. With rentals permitted for a minimum of two months, six times annually, this inviting residence offers flexibility as a seasonal getaway or a place to settle in and savor Longboat Key living.

6750 Gulf Of Mexico Drive Unit 178, Longboat Key
2185 Gulf Of Mexico Drive Unit 243, Longboat Key
$2,095,000
3 Beds ⋅ 3 Baths ⋅ Villa Di Lancia SubDv. ⋅ 34228 Zip Code
Enjoy sweeping views of the Gulf and its beautiful sandy beaches from this spacious penthouse residence at Villa di Lancia, an exclusive Gulf-front condominium community on Longboat Key. With just 38 residences set within approximately seven acres of beautifully landscaped grounds and 400 feet of beachfront, Villa di Lancia offers a level of privacy and exclusivity that is increasingly difficult to find. This three-bedroom, three-bath residence offers 2,445 square feet of living space, soaring 9'9" ceilings, and an expansive floor plan designed to take full advantage of its exceptional coastal setting. The main living and dining areas open onto a 195-square-foot balcony directly overlooking the Gulf, with a generous, covered area for shaded outdoor enjoyment. The primary suite also enjoys beautiful Gulf and beach views, while the two additional bedrooms look east across the golf course toward Sarasota Bay and the downtown Sarasota skyline. The second bedroom features an ensuite bathroom and walk-in closet, while the third bedroom, currently configured as a den, can easily be returned to its original use. Owned and meticulously maintained by the original owner, the residence is offered turnkey furnished and presents an excellent opportunity for a buyer to enjoy the property as it is or introduce their own design preferences over time. Interior features include a natural gas fireplace, solid-core doors, wood cabinetry, stone countertops, and a well-appointed kitchen with Shaker-style cabinetry, granite counters, a central island with pull-out drawers, and a built-in planning desk. The generous proportions and flexible floor plan provide considerable scope for those wishing to create a more contemporary interior. Villa di Lancia is a gated, beachfront community with a staffed gatehouse, direct beach access, a heated Olympic-length swimming pool and spa, Har-Tru tennis courts also marked for pickleball, a fitness center, sauna, and clubhouse. Onsite management and maintenance services complement the beautifully maintained grounds and extensive amenities. The residence also includes tandem garage parking accommodating two vehicles, a private storage unit, and access to an onsite EV charging station. Ideally located on the southern end of Longboat Key, Villa di Lancia is convenient to the restaurants and boutiques of St. Armands Circle, downtown Sarasota's cultural attractions, and the area's renowned boating, golf, and recreational opportunities. An exceptional opportunity to own a generously proportioned Gulf-front penthouse in one of Longboat Key's most established and intimate beachfront communities. This unit has one assigned parking space which is deep enough to fit two vehicles and a private storage unit. EV charging station on site.

2185 Gulf Of Mexico Drive Unit 243, Longboat Key
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