Longboat Key Homes with Pool Community Features

Longboat Key Homes with Pool Community Features

Welcome to Longboat Key, Florida, a hidden gem nestled along the stunning Gulf Coast. This picturesque barrier island is renowned for its pristine beaches, crystal-clear waters, and a relaxed, upscale atmosphere that attracts both visitors and residents alike. With its charming blend of natural beauty and modern amenities, Longboat Key offers a lifestyle that is as inviting as it is luxurious.

One of the standout features of this enchanting locale is its abundance of homes with pool community options. Imagine stepping into your backyard oasis, where you can bask in the sun by your private pool or gather with friends and family for a delightful barbecue. Many of these properties are designed with open-concept layouts, allowing for seamless indoor-outdoor living, perfect for enjoying the year-round Florida sunshine.

Longboat Key is not just about beautiful homes; it’s also a vibrant community that offers a plethora of recreational activities. Residents can enjoy world-class golf courses, upscale dining experiences, and boutique shopping, all within a short drive or bike ride. The island’s commitment to preserving its natural beauty is evident in its parks and nature preserves, which provide ample opportunities for outdoor adventures.

Whether you’re looking for a serene retreat or an active lifestyle, Longboat Key has something for everyone. With its stunning homes featuring pools and its idyllic coastal charm, this is the perfect place to call home. Discover the allure of Longboat Key, where every day feels like a vacation!

Newest Longboat Key Homes with Pool Community Features

575 Sanctuary Drive Unit A303, Longboat Key
$1,495,000
3 Beds ⋅ 3 Baths ⋅ Sanctuary SubDv. ⋅ 34228 Zip Code
Contemporary interiors meet relaxed coastal living in this renovated third-floor residence at The Sanctuary. Offering 1,823 square feet, three bedrooms and two-and-a-half baths, A303 combines an inviting layout with partial Gulf and Bay views, golf-course outlooks, and surrounding greenery. The updated kitchen features two-tone cabinetry, stone countertops, and a central island, complemented by warm wood-look flooring and thoughtfully updated bathrooms. Step onto the terrace to enjoy the island setting, or make the interior your own with furnishings that reflect your style. Set within the gates of the Longboat Key Club, The Sanctuary offers beachfront grounds with beach-access walkways, a lap pool, spa, tennis courts, clubhouse, and fitness center. St. Armands Circle and Sarasota’s dining, shopping, and cultural attractions are within easy reach. The residence is now vacant and offered unfurnished. Photographs show prior furnishings that have been removed; furniture is not included in the sale.

575 Sanctuary Drive Unit A303, Longboat Key
6750 Gulf Of Mexico Drive Unit 152, Longboat Key
$329,000
1 Beds ⋅ 1 Baths ⋅ Whitney Beach SubDv. ⋅ 34228 Zip Code
Virtually Staged. Bring your boat!!! Excellent water views in this north end desirable Whitney Beach waterfront community. If you’ve been waiting for the perfect second-floor residence in the highly sought-after Whitney Beach community on Longboat Key, this is the one. Offering some of the finest views in the complex, this turn-key condominium has been thoughtfully upgraded and is move-in ready. What truly sets Whitney Beach apart is its rare combination of resort-style living and relaxed island charm: Pet-friendly paradise — One of the few communities on Longboat Key that welcomes up to two large dogs, making it a dream for dog lovers. Private boat docks on the protected bayou, providing easy access to the water. One of the widest and most beautiful private beaches on the island, with direct deeded access. Resort-style heated and cooled pools for year-round enjoyment. Prime second-floor positioning that delivers the community’s best panoramic views. Unforgettable wildlife moments right from your home — watch mama manatees nurturing their calves in the canal and dolphins feeding just offshore. Convenient kayak storage and launch area. Exceptionally walkable location — just steps from upscale restaurants, shops, and a fitness center. One of the most pedestrian-friendly communities on all of Longboat Key. A thoughtfully designed floor plan with a low-density, intimate feel — no high-rise hotel atmosphere here. Spacious, peaceful surroundings where residents enjoy privacy and breathing room. Serene walking path to the iconic Beer Can Island (Greer Island), with its pristine beach and natural beauty. Just over the bridge lies Coquina Beach, home to vibrant weekly craft fairs and farmers markets. Nestled at the tranquil northern end of Longboat Key, this location offers the best of both worlds — easy proximity to the charming village atmosphere and world-class amenities of Anna Maria Island, one of America’s most treasured coastal gems. Don’t miss your opportunity to own a piece of this turquoise paradise at an exceptional value. Wake up every morning in one of Florida’s most exclusive island retreats — where luxury, nature, and relaxed coastal living come together perfectly.

6750 Gulf Of Mexico Drive Unit 152, Longboat Key
605 Sutton Place Unit 201, Longboat Key
$582,000
2 Beds ⋅ 2 Baths ⋅ Sutton Place Condo SubDv. ⋅ 34228 Zip Code
Virtually Staged. INCREDIBLE BAY VIEWS & BREATHTAKING SUNRISES! This is the one you've been waiting for! Discover exceptional coastal living in this beautifully renovated, light-filled CORNER residence in Sutton Place, a sought-after, pet-friendly beach-to-bay community. Meticulously maintained and thoughtfully updated, this spacious two-bedroom, two-bath residence showcases spectacular bay views from nearly every room through impact-rated windows and sliding glass doors. The open-concept chef's kitchen features premium cabinetry, abundant storage, and Cambria quartz countertops. The custom dining island with wraparound seating flows seamlessly into the expansive living area. Plantation shutters add timeless coastal elegance. The glass-enclosed lanai overlooking the bay is the perfect setting for morning coffee, spectacular sunrises, evening relaxation, or hosting guests. Both generously sized bedrooms enjoy beautiful water views and direct lanai access. The primary suite features a spacious walk-in closet with custom organizers and a beautifully renovated bathroom with walk-in shower. The guest bedroom also offers custom closet organizers and convenient access to the tastefully renovated guest bath. Additional conveniences include covered assigned parking, ample guest parking, elevator access, and an in-building storage unit. A BOATER'S PARADISE & PET-FRIENDLY COASTAL RETREAT! Sutton Place offers an exceptional waterfront lifestyle with marina facilities and boat slips available for just $300 annually (currently waitlisted), kayak launch and storage, and a fish-cleaning station. Residents also enjoy two heated swimming pools, clubhouse, grilling areas, car wash stations, and deeded beach access with a private beach pavilion featuring storage lockers, showers, and restrooms. The community weathered the 2024 hurricanes remarkably well, sustaining minimal damage with no impact to individual units. Spectacular bay views, beautiful renovations, exceptional boating amenities, and a welcoming pet-friendly community make this a rare opportunity to enjoy the very best of Florida's beach-to-bay lifestyle. Come experience it for yourself! Schedule your private showing today!***Virtual staging is limited to select furnishings***

605 Sutton Place Unit 201, Longboat Key
4621 Gulf Of Mexico Drive Unit 11D, Longboat Key
$625,000
2 Beds ⋅ 2 Baths ⋅ Casa Del Mar SubDv. ⋅ 34228 Zip Code
Truly a rare find at Casa del Mar, Longboat Key's highly sought-after, beachfront short-term rental community. This beautifully updated 2-bedroom, 2-bathroom second-floor courtyard residence offers the perfect blend of coastal luxury and turn-key convenience outfitted to comfortably sleep up to six guests in order to maximize rental income. Step inside to discover a sophisticated interior featuring high-end porcelain stoneware tile flooring and elegant granite countertops flowing seamlessly throughout. Both bathrooms have been meticulously upgraded with modern walk-in showers enclosed by custom frameless tempered glass doors. The spacious 12x18 living room steps out directly onto a relaxing screened in lanai—an idyllic spot for morning coffee or evening breezes over the lush courtyard. Complete with an excellent rental history and top-tier resort amenities (including a heated Gulf-front pool, tennis, pickleball & BBQ grilling pavilion), this turn-key furnished condo is an investor’s dream with onsite management & rental office and the perfect personal island escape.

4621 Gulf Of Mexico Drive Unit 11D, Longboat Key
3602 Fair Oaks Lane, Longboat Key
$2,595,000
3 Beds ⋅ 4 Baths ⋅ Queens Harbour (F/K/A Manchester Bay) SubDv. ⋅ 34228 Zip Code
Enjoy beautiful sunrises and tranquil waterfront living in this three-bedroom custom ranch home in popular Queens Harbour, behind the gates of the Longboat Key Club. Set on a quiet cul-de-sac overlooking a large pond and the Longboat Key Golf Course, this maintenance -free, courtyard-style residence shows like a model, with an open floor plan, soaring 15-foot cathedral ceilings, and walls of glass that showcase breathtaking water and golf course views. A striking stone fireplace anchors the living space, while extensive upgrades and a two-car garage add comfort and convenience. Outdoors, the spacious pavered lanai is designed for entertaining, featuring a pool, spa, and grill. Southern exposure and lush landscaping create a beautifully private setting for relaxing or gathering with guests. Membership to the Bay Isles Club is included in the fee, adding to the appeal of this exceptional home. With its picturesque setting, inviting indoor-outdoor living, and impressice appointmetns, this property represents a true value in today's market

3602 Fair Oaks Lane, Longboat Key
5055 Gulf Of Mexico Drive Unit 315, Longboat Key
$775,000
2 Beds ⋅ 2 Baths ⋅ Club Longboat Beach & Tennis SubDv. ⋅ 34228 Zip Code
Miami chic meets Gulf-front living on Longboat Key. This turnkey, fully renovated first-floor residence at Club Longboat Beach & Tennis pairs an urban edge with easy beach living: raised ceilings with exposed ductwork and linear AC vents, and a sophisticated palette of black, grey, stone, and taupe. The open floor plan was reimagined for light and flow, with a former den removed to create a flexible studio or office space. The kitchen features white cabinetry, stainless steel appliances, a new induction cooktop with hood, stone backsplash, under-cabinet lighting, a working island with storage, and a breakfast bar with glass shelving and glass-paned cabinets overlooking the elongated dining room and great room. The owner's suite feels like a boutique hotel, with back-to-back vanities and mirrors facing the whirlpool tub on one side and the walk-in shower on the other, organic stone vessel sinks, pebble flooring, a Toto washlet, and a built-in towel cabinet. A hallway lined with custom cabinetry keeps everything organized, and the suite opens to its own patio lounging area. The guest suite has its own bath with a Toto washlet down the hall, plus an adjacent reading room and flex room, ideal for a Peloton, Pilates reformer, or an additional sitting room. A stackable washer and dryer is tucked into one of the many closets. Approximately 1,484 square feet with 2 bedrooms, 2 baths, and flex space. Hurricane impact doors and sliders throughout, with floor-to-ceiling plantation shutters. Each room opens onto lushly landscaped paver walkways and a large private patio for dining alfresco or reading in the sun. No elevators or long walks: covered parking is at your doorstep, with an outside storage closet steps away. The resort offers approximately 750 feet of Gulf-front beach with chairs and umbrellas, eight Har-Tru tennis courts with an on-site pro, pickleball, two heated pools with separate adult and family areas, spa, sauna, grilling, bocce, and fishing. On-site management and an active social calendar round out the experience, and a newly renovated clubhouse with expanded fitness and social spaces is planned. Pet-friendly for owners, including large dogs. 30-day minimum rentals, up to 12 leases per year. The mid-key location puts boating, golf, and the dining and shopping of St. Armands Circle just minutes away.

5055 Gulf Of Mexico Drive Unit 315, Longboat Key
831 Bayport Way Unit 831, Longboat Key
$685,000
2 Beds ⋅ 2 Baths ⋅ Bayport Bch & Ten SubDv. ⋅ 34228 Zip Code
Welcome home to Bayport Beach & Tennis Club conveniently located directly across from the best stretch of beach Longboat Key has to offer. This 2nd floor condo offers a bright and airy living space with an abundance of natural light. Once inside, it is immediately evident that this residence has been well maintained and updated. The beautifully renovated kitchen features granite countertops, newer windows, a pantry, stainless steel appliances, a breakfast bar, ample counter space for creating culinary delights while easily conversing with guests and family in the combined living/dining area. The primary suite pampers owners with a nook currently being used as an office space, a large renovated primary bathroom featuring a walk-in closet, granite countertops, dual vanities and a modern glass enclosed shower. Guests will be comfortable in the ensuite guest bedroom with their own large walk-in closet. A screened rear patio surrounded by lush landscaping is the perfect spot for reading, bird watching and enjoying the outdoor air and feels like being in a luxury treehouse. The spacious front patio is ideal for alfresco dining and grilling. There is a carport with additional storage provided on the ground level and guest parking directly in front of the carport. In addition to the fantastic interior features, this condo also offers excellent amenities that enhance the overall living experience. These include a bocci ball court, kayak storage, a fishing pier, a clubhouse with fitness center, heated Olympic size swimming pool, 4 Har Tru tennis courts, onsite management and picturesque tree lined walking trails. For beach lovers, Bayport Beach & Tennis Club offers deeded beach access to easily enjoy the sun, sand and surf, with beach chairs and umbrellas on 1200 feet of white sand beach. Conveniently located mid-Longboat Key close to Publix, Bayfront Park, shopping, fine & casual dining, St. Armands Circle and the cultural hub of southwest Florida, downtown Sarasota.

831 Bayport Way Unit 831, Longboat Key
2110 Harbourside Drive Unit 548, Longboat Key
$999,000
3 Beds ⋅ 3 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code
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
3330 Gulf Of Mexico Drive Unit 301D, Longboat Key
$795,000
2 Beds ⋅ 2 Baths ⋅ Longboat Arms SubDv. ⋅ 34228 Zip Code
Longboat Arms - real coastal living at it best, a tranquil, low-density waterfront enclave. This waterfront unit has it all, both bedrooms with water views, as well as the living and dining area, just the best location within the community. Unrivaled amenities with a renovated Clubhouse, boat ramp, private boat slips, kayak storage and launch and assigned covered parking. A heated community pool, tennis courts and all just steps from a deeded Beach Access. This waterfront enclave is ideally located mid-key and only one mile north of the Publix shopping center. Schedule your private tour today!

3330 Gulf Of Mexico Drive Unit 301D, Longboat Key
360 Gulf Of Mexico Drive Unit 333, Longboat Key
$1,575,000
3 Beds ⋅ 4 Baths ⋅ Tangerine Bay Club SubDv. ⋅ 34228 Zip Code
Virtually Staged. Complete Interior Photos Coming Soon! One of Tangerine Bay Club's coveted few corner penthouses, this exceptional residence showcases stunning bayfront views and nearly 2,600 sq. ft. of interior space on two levels that live like a single-family home. Freshly painted interiors, partially furnished and attractively priced, this serene sanctuary offers two terraces (3045 square feet in total), 3 bedrooms, 3 1/2 baths, a private courtyard and oversized garage with storage. Soaring ceilings, a gas fireplace and extra windows available only in end units create an inviting ambiance. The kitchen features a morning room with built-in desk, and an aquarium window over the sink. The adjoining dining and great rooms flow effortlessly, while sliding glass doors extend the living experience outdoors. Mahogany double doors lead to the primary suite, a peaceful retreat with its terrace access, bay views, volume ceilings, custom walk-in and built-in closets, and beautifully renovated bath. An additional guest bedroom (used as a den) with ensuite bath, a laundry room, and powder room, complete the first level. On the second level a spacious guest suite, office with built-in desk, shelving and storage, and a full bath provide comfortable accommodations and privacy for family and friends. Impact windows, plus storm shutters on larger windows, provide peace of mind. Tangerine Bay offers an enviable resort-like lifestyle amid lush tropical landscaping. Enjoy the lagoon pool with waterfalls, lap lane and spa, along with a day dock, fishing, kayak launch, tennis and pickleball courts, fitness center, clubhouse, and scenic walking paths. Owners may join the Bay Isles Beach Club directly on the Gulf of Mexico for a modest annual fee. Ideally situated on Longboat Key's south end, this gated community is just minutes from the St. Regis resort and St. Armand's Circle, with its shops and fine dining. Downtown Sarasota, with its celebrated arts, dining and culture, is a short drive across the Ringling Bridge. Optional membership at the Longboat Key Club, just across the street, offers 45 holes of championship golf, fine dining and a marina. A rare corner-penthouse opportunity, exceptional bayfront views and lifestyle--discover why Tangerine Bay Club remains one of Longboat Key's most desirable waterfront communities.

360 Gulf Of Mexico Drive Unit 333, Longboat Key
3235 Gulf Of Mexico Drive Unit A201, Longboat Key
$1,195,000
2 Beds ⋅ 2 Baths ⋅ Portobello SubDv. ⋅ 34228 Zip Code
**BREATHTAKING BEACHFRONT CORNER CONDO WITH PANORAMIC GULF VIEWS!** Experience the beauty of beachfront living in this spacious, beautifully appointed two-bedroom, two-bath residence overlooking the Gulf of Mexico. Located on the second floor of the desirable Portobello community on Longboat Key, this exceptional corner unit offers approximately 1,500 square feet of living space, a thoughtfully designed split-bedroom floor plan, and two balconies offering spectacular coastal views. Offered turnkey furnished, this residence is ready to enjoy! Wake up to the soothing sounds of the waves in the spacious primary suite, complete with a generous walk-in closet, updated en-suite bathroom with stone countertops, dual sinks and a walk-in shower, and sliding glass doors opening directly onto the expansive waterfront balcony shared with the living room. The generously sized kitchen features beautiful wood cabinetry, stone countertops, a breakfast bar, and abundant storage, while the separate dining area offers additional space for gathering with family and friends. The guest bedroom provides its own private Gulf-view balcony and walk-in closet, creating a comfortable retreat for visitors. **HOME FEATURES:** - DESIRABLE SECOND-FLOOR CORNER UNIT - TWO PRIVATE BALCONIES - SPACIOUS SPLIT-BEDROOM FLOOR PLAN - TURNKEY FURNISHED - UPDATED KITCHEN AND BATHROOMS - CROWN MOLDING AND GENEROUS WALK-IN CLOSETS - IN-UNIT WASHER AND DRYER - WATER HEATER (2022) - NEWER ROOF (2025) Additional conveniences include elevator access and assigned parking. **COMMUNITY INFORMATION:** Nestled within the sought-after Portobello community, residents enjoy an exceptional coastal lifestyle with amenities on both the beach and bay sides of Longboat Key. Enjoy private, gated beach access, a heated swimming pool, tennis courts, kayak storage, an outdoor grilling area, and a bayside day dock and fishing pier. Whether spending the afternoon on the sand, enjoying a sunset, or exploring the waters of Sarasota Bay, Portobello offers opportunities to embrace island living. Conveniently located mid-key, just minutes from shopping, dining, golf courses, Publix, the world-renowned St. Armands Circle, and downtown Sarasota, this residence provides the perfect combination of island tranquility and nearby conveniences. **Discover the beauty of beachfront living in this spacious Longboat Key retreat, where spectacular views and coastal comfort come together.**

3235 Gulf Of Mexico Drive Unit A201, Longboat Key
1050 Longboat Club Road Unit 901, Longboat Key
$1,249,000
2 Beds ⋅ 2 Baths ⋅ Privateer North SubDv. ⋅ 34228 Zip Code
Welcome to your beachfront retreat in the sky. Perched on the 9th floor of the highly desirable Privateer North community on Longboat Key, this turnkey, beautifully furnished 2-bedroom, 2-bath residence offers 1,409 square feet of coastal elegance and breathtaking panoramic Gulf views from every room. Furnishings are included. This single-level residence is on the ninth floor of a ten-story building. Wake each morning to the sound of waves and endless turquoise water, and end each day with spectacular sunsets from the comfort of your living room, primary suite, or private balcony. The light-filled open floor plan is designed to showcase the stunning waterfront setting, featuring spacious living and dining areas that flow seamlessly to the balcony overlooking the Gulf of Mexico. The well-appointed kitchen offers quartz countertops, modern appliances, ample cabinetry, and everything needed for effortless entertaining. The spacious primary suite features direct balcony access, a king-sized sleeping area, and an updated en-suite bath, while the guest bedroom provides generous accommodations for family and friends. Both bathrooms have been tastefully updated with elegant finishes and walk-in showers. Just steps from the building, residents enjoy a secluded stretch of pristine private beach complete with beach chairs and umbrellas, as well as a large heated beachfront pool and spa with unobstructed Gulf views. Privateer North offers an exceptional resort-style lifestyle with a newly renovated fitness center, pickleball courts, shuffleboard, outdoor grilling and picnic areas, covered parking, secure entry, on-site management, and beautifully maintained grounds. Ideally located on the southern end of Longboat Key, this residence is only minutes from the upscale shopping, dining, and entertainment of St. Armands Circle and a short drive to downtown Sarasota, renowned for its arts, culture, waterfront parks, and world-class restaurants. Offering unmatched views, exceptional amenities, and one of the area’s most sought-after beachfront locations, this is coastal living at its finest. ** Seller is a licensed Florida Real Estate Agent

1050 Longboat Club Road Unit 901, Longboat Key
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