Longboat Key Homes with Pool

Longboat Key Homes with Pool

Welcome to Longboat Key, Florida, a stunning barrier island nestled along the Gulf Coast, where the sun kisses the sandy shores and the serene atmosphere invites you to unwind. Known for its pristine beaches, lush landscapes, and vibrant community, Longboat Key is the perfect blend of relaxation and recreation. Here, residents and visitors alike can indulge in a variety of outdoor activities, from kayaking in the tranquil waters to exploring the scenic trails of nearby parks.

One of the many alluring features of this coastal paradise is the selection of exquisite homes with pools. Imagine stepping out of your luxurious abode into your own private oasis, where you can bask in the Florida sun or take a refreshing dip at any time. These homes offer the ultimate in comfort and leisure, combining modern amenities with stunning architectural designs that perfectly complement the breathtaking surroundings.

Whether you’re looking for a cozy beach cottage or a sprawling estate, Longboat Key’s real estate market boasts a diverse array of properties to suit your lifestyle. Many of these homes are designed to maximize outdoor living, featuring expansive decks, lush landscaping, and, of course, inviting pools that serve as the centerpiece for entertaining friends and family or simply enjoying a peaceful afternoon.

With its charming community, vibrant culture, and picturesque scenery, Longboat Key is not just a place to live; it’s a lifestyle waiting to be embraced. Discover your dream home with a pool in this idyllic coastal haven, where every day feels like a vacation. Come and experience the magic of Longboat Key!

Newest Longboat Key Homes with Pool

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
4621 Gulf Of Mexico Drive Unit 11D, Longboat Key
$625,000
2 Beds ⋅ 2 Baths ⋅ A4712253 MLS
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
500 Outrigger Lane, Longboat Key
$5,500,000
5 Beds ⋅ 5 Baths ⋅ A4712796 MLS ⋅ Outrigger BLDG.
Under Construction. **EXCEPTIONAL NEW CONSTRUCTION OPPORTUNITY IN COUNTRY CLUB SHORES ON LONGBOAT KEY!** Discover an extraordinary coastal residence thoughtfully designed to combine modern luxury, architectural sophistication, and the relaxed elegance of island living. Situated on an expansive 17,549-square-foot homesite, this exceptional two-story residence offers approximately 4,360 square feet of air-conditioned living space, five bedrooms, generous gathering areas, and beautifully designed spaces for everyday living and entertaining. The thoughtfully conceived first floor features an impressive great room, spacious dining area, and open-concept kitchen with a large center island, creating a natural gathering place for family and guests. The expansive primary suite offers a private retreat with a luxurious bath and generous walk-in closets. A dedicated bonus room provides flexibility for a private office, media room, bedroom, or additional entertaining space. Upstairs, three additional bedrooms are complemented by a spacious gathering room, an additional living area, and access to a rooftop deck and private balcony, providing wonderful opportunities to enjoy the Florida sunshine and coastal breezes. Designed with outdoor living in mind, the residence features a covered lanai, outdoor kitchen area, and planned pool and deck, creating an inviting setting for relaxing or entertaining throughout the year. The home's distinctive contemporary architecture, generous windows, and thoughtfully arranged living spaces reflect a refined approach to modern coastal living. Located in the desirable Country Club Shores neighborhood of Longboat Key, this exceptional residence offers convenient access to the island's beautiful Gulf beaches, boating opportunities, championship golf, waterfront dining, and the world-class shopping and cultural attractions of nearby St. Armands Circle and downtown Sarasota. **A remarkable opportunity to experience the best of Longboat Key living in a beautifully designed new coastal residence.**

500 Outrigger Lane, Longboat Key
3602 Fair Oaks Lane, Longboat Key
$2,595,000
3 Beds ⋅ 4 Baths ⋅ A4712690 MLS
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 ⋅ 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 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 ⋅ 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
6603 Gulfside Road, Longboat Key
$15,900,000
5 Beds ⋅ 6 Baths ⋅ A4712737 MLS
Just steps from the sand along Longboat Key’s prized coastline, the construction of a modern architectural showpiece is now complete and ready for living the ultimate lifestyle. Majestically poised on over a third of an acre, this modern residence’s visual presentation was intentionally and expertly planned with no detail overlooked. Expansive walls of glass take full advantage of the dramatic Gulf views that stretch across the horizon and set the stage for viewing memorable sunsets in brilliant hues of yellows, oranges and reds. The sophisticated coastal aesthetic has been cohesively designed to evoke a peaceful ambiance, captivate the senses, and create harmonious spaces that inspire and uplift. This exceptional beachfront estate offers a light-filled floor plan of 4,925 sq. ft. and provides five bedrooms, six baths, an executive office and a den. Encompassing nearly 1,000 sq. ft., the living, dining and kitchen area is simply breathtaking with walls of glass on two sides and cerulean blue water panoramas stretch as far as the eye can see. Style and comfort easily flow throughout the residence with its crisp clean lines and spacious open areas filled with natural light, balanced by organic materials and earthy neutral tones to create an open, airy ambiance. From sleek Walker Zanger porcelain tile to custom cabinetry and polished nickel fixtures, the finishes are top-tier. The kitchen façade is artistically impressive and features everything you’d expect in a home of this caliber with a large waterfall-edge island and premium Sub-Zero and Wolf appliance package including double ovens, induction cooktop, and full-size temperature-controlled wine storage. The owner’s retreat is a true showstopper with floor-to-ceiling glass sliders that open wide to a sweeping terrace perched high above the water. Inside, the suite offers a fully customized wardrobe room and a resort-inspired bath featuring tiled walls, a walk-in shower with multiple heads, a freestanding designer tub, dual floating vanities, and a private water closet. Upstairs, an executive office and three generous bedroom suites—each with its own walk-in closet—gives plenty of space for family or guests. A fourth bedroom shares a cozy den, perfect for lounging or movie nights. This incredible residence is well suited for entertaining, whether enjoying small intimate gatherings or hosting elaborate sunset soirees. The enormous ground-level outdoor space is highlighted by a 36-foot lap pool, sun shelf, heated spa, and a fully equipped summer kitchen with a grilling station. Additionally on this level are a three-car garage, an outdoor shower, and an elevator to all 3 levels plus a staircase in a glass enclosed entry. Living along the water’s edge introduces magical nuances with the dawning of every new day. The sights and sounds in one of nature’s most beautiful settings will lull you into peaceful bliss. Life on the water is truly a dream come true—a place to be cherished and appreciated for years to come.

6603 Gulfside Road, 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, expansive outdoor living, and an exceptional opportunity to create your own coastal retreat await at The Atrium at Fairway Bay. Located on the fourth floor within the gated Bay Isles community, this spacious corner residence offers the sought-after Banyan floor plan with 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 and updates, the residence offers generous proportions, an open layout, and multiple private balconies overlooking Sarasota Bay and the surrounding tropical landscape. A welcoming entry foyer leads to spacious living and dining areas with wood flooring, crown molding, and walls of glass that bring in natural light and showcase the views. The living room features built-in shelving and opens to a large wraparound waterfront balcony. The adjoining dining room also enjoys bay views, while a separate breakfast area provides additional casual dining space. The eat-in kitchen features granite countertops, wood cabinetry, stainless steel appliances, breakfast bar seating, and pantry storage, offering an opportunity to reimagine the space to suit your personal style. The primary suite features floor-to-ceiling glass, balcony access, and sweeping views of Sarasota Bay. 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, a home office, or den, each with access to an outdoor balcony. A guest bathroom, separate powder room, and dedicated interior laundry room with additional storage complete the floor plan. With more than 600 square feet of balcony space, the residence offers exceptional opportunities for outdoor living, from morning coffee overlooking the bay to relaxing in the afternoon breeze. Under-building garage parking and additional storage add everyday convenience. While comfortable in its current condition, this residence presents an exciting opportunity for a comprehensive renovation, allowing the next owner to transform its spacious interiors into a personalized waterfront home. Residents of The Atrium at Fairway Bay enjoy 24-hour gated security, a heated swimming pool and spa, fitness facilities, tennis and pickleball courts, a clubhouse, and beautifully maintained tropical grounds. Ownership also provides access to the private Bay Isles Beach Club, offering a Gulf-front retreat along Longboat Key's white-sand shoreline. Ideally situated near Longboat Key Club's golf and marina amenities, the community is convenient to St. Armands Circle's boutiques and restaurants, the beaches of Longboat and Lido Key, and downtown Sarasota's celebrated dining, theaters, galleries, and cultural attractions. With its desirable fourth-floor setting, expansive balconies, captivating bay views, and exceptional renovation potential, Fairway Bay Atrium #548 offers a compelling opportunity to create a distinctive Longboat Key residence.

2110 Harbourside Drive Unit 548, Longboat Key
3541 Fair Oaks Lane, Longboat Key
$1,799,000
3 Beds ⋅ 3 Baths ⋅ A4709069 MLS
Set on one of Queens Harbour's most coveted lots, this home offers stunning water views and some of the best sunsets in the neighborhood. An original soft, neutral palette gives the discerning buyer a blank canvas to choose finishes and upgrades to their own taste. Voluminous ceilings, built-in shelving, and a great open floor plan flow into the large kitchen, where a gas cooktop on the island overlooks the pool and patio, the perfect spot to take in the bird activity at sunset. The grand primary suite features three closets, double vanities, a soaking tub, a walk-in shower, and direct access to the pool and patio. At the front of the home, a very private guest suite connects through an adjoining door to the third bedroom, currently an office with custom built-in cabinetry and shelving. With its beautiful natural light, it could easily become an exercise studio or art room. The large two-car garage has overhead attic access. Several neighbors have added a bedroom and bath in this space, so the potential is endless. Queens Harbour sits behind the secure gates of Bay Isles, with an additional neighborhood gate for extra peace of mind, plus a heated community pool for larger gatherings. The HOA is known for consistent management and strong financial reserves. Residents enjoy a maintenance-free lifestyle and easy access to Longboat Key Club Moorings, Longboat Key Club, Tennis Gardens, Publix and CVS, and deeded access to the Gulf of Mexico beaches of Bay Isles Beach Club. Easy island living at its best awaits at Queens Harbour.

3541 Fair Oaks Lane, Longboat Key
531 Broadway Street, Longboat Key
$3,750,000
4 Beds ⋅ 4 Baths ⋅ A4712696 MLS ⋅ Broadway Canal BLDG.
Under Construction. **NEW CONSTRUCTION WATERFRONT LUXURY IN HISTORIC LONGBOAT KEY VILLAGE!** Discover an exceptional opportunity to enjoy modern coastal living in one of Longboat Key's most charming and sought-after neighborhoods. Situated on a canal-front homesite, this beautifully designed contemporary residence offers approximately **3,472 square feet of living space and 5,955 square feet under roof**, blending premium architecture, thoughtfully designed interiors, and the relaxed elegance of Florida's island lifestyle. Designed for both entertaining and everyday comfort, the residence features four spacious bedrooms, an expansive great room, an elegant dining area, and a beautifully appointed kitchen with a generous center island, premium appliance provisions, and seamless access to the covered outdoor entertaining area. Expansive windows invite abundant natural light while creating an open, airy atmosphere throughout the home. The primary suite offers a private retreat with a spacious bedroom, luxurious bath, walk-in closet, and thoughtfully designed amenities. Additional guest accommodations provide comfort and privacy for family and visitors. Outdoor living is central to the home's design, featuring a covered main-level lanai with outdoor kitchen provisions, an upper-level sun deck, and a ground-level covered lanai overlooking the planned pool area and canal. Multiple outdoor gathering spaces create opportunities to enjoy the island's tropical surroundings, coastal breezes, and beautiful Florida weather. The elevated architectural design incorporates generous garage and storage space, contemporary exterior finishes, and an impressive combination of clean lines and coastal-inspired details. **LOCATION, LOCATION, LOCATION!** Nestled in the heart of historic Longboat Key Village, this residence offers convenient access to the beautiful Gulf beaches, nearby waterfront dining, boating, fishing, and the authentic Old Florida charm that makes this neighborhood so special. Enjoy the atmosphere of a close-knit island community while remaining within easy reach of St. Armands Circle, downtown Sarasota, world-class shopping, cultural attractions, and entertainment. Whether envisioned as a full-time residence or an exceptional island retreat, **531 Broadway Street offers a rare combination of new construction, waterfront living, modern luxury, and the timeless appeal of Longboat Key Village.** **Experience the very best of Florida's Gulf Coast lifestyle!**

531 Broadway Street, Longboat Key
3330 Gulf Of Mexico Drive Unit 301D, Longboat Key
$795,000
2 Beds ⋅ 2 Baths ⋅ A4709872 MLS ⋅ D BLDG.
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
521 Broadway Street, Longboat Key
$3,500,000
4 Beds ⋅ 4 Baths ⋅ A4712543 MLS
Under Construction. NEW CONSTRUCTION - ISLAND LIVING IN HISTORIC LONGBOAT KEY VILLAGE! Discover a rare opportunity to own a newly constructed coastal residence in one of Longboat Key's most charming and distinctive neighborhoods. Situated across the street from the Whitney Beach Access. This exceptional property combines the appeal of modern luxury with the relaxed character of Old Florida waterfront living. Thoughtfully designed for today's coastal lifestyle, this home will provide the benefits of brand-new construction in a setting that is increasingly difficult to replicate. Enjoy tranquil canal views, a waterfront atmosphere, and the opportunity to experience the very best of island living. Located in the heart of historic Longboat Key Village, this property offers convenient access to neighborhood restaurants, waterfront dining, local shops, and the beautiful beaches of Longboat Key. Take a morning stroll for coffee, enjoy an afternoon on the water, or spend the evening discovering the exceptional dining and laid-back lifestyle that make this northern end of the island so desirable. Currently under construction, this is an opportunity to secure a brand-new waterfront home in one of Longboat Key's most sought-after historic neighborhoods.

521 Broadway Street, Longboat Key
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