Longboat Key Homes with Private Pool type

Longboat Key Homes with Private Pool type

Welcome to Longboat Key, Florida—an idyllic barrier island that perfectly marries the charm of coastal living with the sophistication of upscale amenities. Nestled between the vibrant city of Sarasota and the serene shores of the Gulf of Mexico, Longboat Key is renowned for its stunning white-sand beaches, lush landscaping, and a laid-back lifestyle that invites relaxation and rejuvenation.

Imagine waking up each morning in your own luxurious home with a private pool, where the sun-drenched days can be spent lounging by the water or hosting unforgettable gatherings with family and friends. Homes in Longboat Key with private pools offer the ultimate retreat, allowing you to enjoy the best of both worlds: the tranquility of your own space and the beauty of the surrounding natural environment. These exquisite properties often feature expansive outdoor areas, perfect for soaking up the Florida sun or enjoying a refreshing dip at any time of day.

In addition to its stunning real estate, Longboat Key boasts a vibrant community filled with top-notch dining, boutique shopping, and recreational activities. From world-class golf courses to serene nature trails, there’s something for everyone. Whether you’re an avid boater, a beach enthusiast, or simply seeking a peaceful escape, Longboat Key is the perfect destination to call home.

Discover the allure of living in a private oasis on Longboat Key, where every day feels like a vacation. Your dream home with a private pool awaits—come and experience the enchanting lifestyle that this coastal paradise has to offer!

Newest Longboat Key Homes with Private Pool type

5 Beds ⋅ 5 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code

Exceptional waterfront living meets serious Longboat Key boating in this beautifully updated 4300 sf residence in Country Club Shores. Expansive water views, flexible living spaces and deeded beach access create a home designed for the Florida lifestyle. From the moment you enter, the water takes center stage and you know you're home. Generous living and dining spaces give the interior a sophisticated yet relaxed coastal feel. Inside, enjoy the high ceilings, Italian tile floors and a fireplace - and be transported through the wall of windows to blue waters of your pool and dock. The beautifully appointed kitchen is designed for both entertaining and everyday living with Sub-Zero French-door refrigeration and Wolf double ovens and cooktop, Asko dishwasher, new quartz countertops and a floating island with seating. Separate dining areas provide plenty of room for everything from casual mornings to entertaining a crowd. The primary suite offers a private retreat with a balcony and long-range water views - complete with a spacious bath featuring dual sinks and a walk-in shower. Additional oversized suites both upstairs and downstairs offer flexibility for a study or gym. Even more unique is the home's ability to accommodate extended family and guests. A separate entrance opens to its own living area and full bath, while upstairs are two additional bedrooms, a full bath and private sauna—creating a wonderfully versatile space for guests, multigenerational living or extended stays. Outside is where this property truly distinguishes itself. A generous pavered waterfront deck surrounds the Pebble-finish pool and spa, creating multiple areas for lounging, dining and entertaining. The fenced backyard leads to an impressive boating setup with two boat lifts—approximately 24,000 lbs. and 20,000 lbs.— newer seawall and composite dock plus a fish-cleaning station - making it exceptionally well equipped for the boating enthusiast. You're only four homes from the open waters of Sarasota Bay - providing immediate water access and minutes to the open Gulf. And if beach is more your style - enjoy the neighborhood's deeded access to the Gulf of Mexico- right across the street! Significant improvements add another level of value and peace of mind - including a newer roof (2020), all impact windows and doors, updated seawall and dock infrastructure (including plumbing and electrical service to the dock), extensive paver patio, pool resurfacing, interior and exterior painting, tankless hot water heater, landscaping and gas service ready to go for the next owner. And there's room for the toys with a two-car garage with workshop area and storage. You're only five minutes to vibrant St. Armand's Circle for shopping and dining - and a short drive to downtown Sarasota's cultural and entertainment venues. A special home to enjoy everything that makes Longboat Key living so special.

560 Chipping Lane, Longboat Key

5 Beds ⋅ 6 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code

Pre-Construction. To be built. To be built. Brought to you by Noah Thomas Builders, a premier luxury builder known for crafting high-end coastal residences with exceptional attention to detail and durability, this stunning new construction home at 592 Juan Anasco Dr offers an unparalleled blend of sophistication, comfort, and waterfront living. Perfectly positioned on a canal-front lot in Longboat Key, this 5-bedroom, 5.5-bath residence is thoughtfully designed to capture the essence of refined coastal living. Expansive windows, soaring ceilings, and a light-filled interior create an inviting atmosphere, while the home’s modern coastal aesthetic is complemented by carefully curated finishes and timeless design elements that elevate every space. The spacious and well-appointed floor plan offers a seamless balance of functionality and privacy, making it ideal for both everyday living and elevated entertaining. Generous living areas provide a welcoming environment for gathering, while the primary suite serves as a true retreat—offering a peaceful escape with a spa-like feel. Each additional bedroom is designed with comfort in mind, providing flexibility for guests, family, or extended stays. Step outside to your private waterfront oasis, where a resort-style setting invites relaxation and effortless entertaining. Whether hosting friends, enjoying quiet evenings by the water, or taking advantage of Florida’s year-round sunshine, this outdoor space is designed to be experienced. With direct canal access, boating enthusiasts will appreciate the ability to enjoy the Intracoastal lifestyle right from their backyard. Built to meet current FEMA guidelines and elevation requirements, this home offers enhanced protection, improved insurance efficiency, and long-term peace of mind—an essential advantage for waterfront properties. The elevated construction is thoughtfully designed to perform in coastal conditions while maintaining both functionality and architectural appeal. Living on Longboat Key means embracing a lifestyle that is both refined and relaxed. Known for its pristine Gulf beaches, world-class golf, and exclusive residential feel, the island offers a quieter, more private alternative to neighboring destinations. Residents enjoy convenient access to the renowned shops and restaurants of St. Armands Circle, the cultural attractions of downtown Sarasota, and nearby marinas, beach clubs, and nature preserves. From morning walks along the shoreline to sunset cruises and evenings of coastal dining, every day feels like a getaway. This is more than a home—it’s a lifestyle defined by waterfront elegance, modern construction standards, and one of Florida’s most sought-after coastal communities. Pricing, availability, and final details subject to adjustment prior to completion.

592 Juan Anasco Drive, Longboat Key

3 Beds ⋅ 3 Baths ⋅ Harbour Oaks SubDv. ⋅ 34228 Zip Code

Welcome to this beautifully situated 2 or 3 bedroom 2.5-bath villa overlooking the second hole of the Harborside White Egret Golf Course. Designed with an inviting sense of openness, the residence features soaring vaulted ceilings accented by rich wood beams, contemporary lighting, and skylights that fill the interior with abundant natural light. The thoughtfully designed floor plan creates an effortless flow between the living, dining, family, and kitchen areas, making the home equally suited to relaxed everyday living or entertaining. The spacious primary suite is privately positioned toward the rear of the home and offers direct access to the screened lanai. Step outside to enjoy tranquil views of the picturesque waterway, complete with fountains, with the manicured golf course providing a beautiful backdrop. Adjacent to the living and dining areas, a versatile additional room with its own closet and access to the second bath offers flexibility as a den, home office, or third bedroom. Additional features include a two-car garage, central vacuum system, and an updated pool deck surface. Ideally positioned to take advantage of the peaceful golf-course setting, this residence offers an exceptional opportunity to create a home in a desirable Bay Isles community. HUD Case #093-659100. Initial Disposition: IN, Equal Housing Opportunity.

2321 Harbour Oaks Drive, Longboat Key

3 Beds ⋅ 4 Baths ⋅ Pierre SubDv. ⋅ 34228 Zip Code

This Pierre home is a must see and unlike anything else ever offered in the complex! Condo living at its finest in Longboat Key with amenities that include gated guarded 24 hour entrance, large Gulfside pool, tennis courts, barbecue area and walking trails. The northwest corner condo is located on the 9th living floor (above 1 floor of parking) and was fully refurbished in 2025 taken all the way down to the studs and rebuilding from the "ground" up! A fully open concept floor plan allows views of the Gulf of Mexico plus beautiful views over the golf course and Sarasota bay. Gulf views are available from all common areas in the home including the gourmet chef's kitchen finished with Wolf and Subzero appliances. The master bedroom has been fully re-imagined with a new floor plan too. It now features an open master bathroom with a steam shower and walk-in shower. The bath is finished with Kalista bath fixtures and unique lighting by Visual comfort lighting Brand new impressive floor to ceiling windows show stunning direct views to the Gulf all day long with amazing sunset views. The floor plan is finished off with two additional large guest suites. The condo has a private under cover parking space with storage.

455 Longboat Club Road Unit 905, Longboat Key

3 Beds ⋅ 4 Baths ⋅ Water Club At Longboat Key SubDv. ⋅ 34228 Zip Code

Welcome to this spectacular three bedroom 3rd floor Brighton floor plan located in the south building of the sensational Gulf front Water Club complex on south Longboat Key. Your private elevator opens directly into the foyer which leads to the open floorplan and the sensational views of sandy beach and the Gulf of Mexico. The condo features beautiful wood floors, a gourmet kitchen with high end appliances, granite countertops plus a serene eating area. The spacious master suite is completely private with a large walk-in closet and elegant bath plus adjacent sitting area. The master has sliding glass doors leading to a private terrace with views of the Gulf of Mexico. The southern exposure of this condo bathes it in sunlight and stunning sunrises. The Water Club is a luxurious resort style complex on the beautiful sandy beach and azure waters of the Gulf of Mexico. The Water Club amenities include four tennis courts, a centrally located large pool and spa and a 24 hour staff plus gated access. The 17,000 sq.ft clubhouse features a spa and gym area separate for men and women plus a library and a catering kitchen and ballroom. The Water Club is conveniently located just minutes from award winning restaurants plus Publix and CVS, St Armands Circle, downtown Sarasota and the Longboat Key Club for golf, tennis and restaurants are also nearby.

1241 Gulf Of Mexico Drive Unit 303, Longboat Key

4 Beds ⋅ 6 Baths ⋅ Emerald Harbor SubDv. ⋅ 34228 Zip Code

This spectacular waterfront pool home was just completed in 2026 and is built with uncompromising craftsmanship and every attention to detail. A West Indies-inspired residence in the coveted neighborhood of Emerald Harbor on Longboat Key, it offers expansive water views from every room of the wide canal and Harris Bayou, granting easy access to the intracoastal waterway and the Gulf of Mexico. Walls of glass open to covered porches with remote screens that allow for easy indoor-outdoor living. Features include an incredible chef's kitchen with high-end appliances and a totally separate prep kitchen; Of the 4 bedrooms, there are two primary suites, and all of them have their own stunning en-suites. Each one has access to a covered balcony and all have those stunning water views; A fire pit, private dock, outdoor shower and pool bath, plus deeded beach access complete the Longboat Key lifestyle. Every luxury amenity expected in a home of this caliber makes this a truly special offering.

711 Old Compass Road, Longboat Key

6 Beds ⋅ 6 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code

Virtually Staged. Welcome to an extraordinary waterfront estate on coveted Longboat Key, where timeless coastal elegance meets world-class boating. Perfectly situated on a deep-water saltwater canal with a private dock and direct access to the Gulf, this exceptional residence offers the rare opportunity to experience the very best of Florida luxury living just moments from the island's pristine white-sand beaches. Encompassing nearly 4,700 square feet of thoughtfully designed living space, this impressive home features six spacious bedrooms, five-and-a-half bathrooms, a private elevator, and an oversized four-car garage, providing exceptional space for family, guests, luxury vehicles, and all of your boating equipment. Whether you're searching for a full-time residence, seasonal retreat, or premier waterfront investment, this home offers the versatility to comfortably accommodate up to 20 guests. Designed to embrace its breathtaking waterfront setting, expansive balconies span the entire rear of the home, creating multiple outdoor living spaces perfect for morning coffee, sunset cocktails, or entertaining while overlooking the peaceful canal. The luxurious primary suite serves as a private sanctuary with its own waterfront balcony, where tranquil water views become part of your everyday routine. The backyard is a true resort-style oasis featuring a sparkling in-ground pool, generous lounging areas, and a private dock on a deep-water canal with quick, effortless access to the open Gulf. Spend your days boating, fishing, paddleboarding, or cruising to waterfront restaurants before returning home to your own private paradise. At the heart of the home is a stunning chef's kitchen designed for both everyday living and grand entertaining. Featuring a professional gas range, double ovens, dual wine refrigerators, two dishwashers, gorgeous granite countertops, extensive custom cabinetry, a spacious walk-in pantry, and an oversized center island with seating for six, this kitchen is equally impressive in both form and function. The open-concept floor plan flows seamlessly into elegant living and dining spaces filled with natural light, creating an inviting atmosphere ideal for entertaining on any scale. A secondary kitchenette and expansive game room offer incredible flexibility for hosting guests, creating a private guest suite, or accommodating multi-generational living with ease. For added peace of mind, all major mechanical systems and significant capital improvements have been completed within the past four years, allowing the next owner to simply move in and enjoy the home from day one. Ideally located just minutes from Longboat Key's award-winning beaches, championship golf, fine dining, marinas, boutique shopping, St. Armands Circle, and the cultural attractions of downtown Sarasota, this exceptional property represents a rare combination of luxury, location, deep-water boating, and island lifestyle. Opportunities to own a waterfront home of this caliber—with six bedrooms, deep-water dockage, Gulf access, a four-car garage, and the ability to comfortably host family and friends on one of Florida's most prestigious barrier islands—are truly few and far between. Ride your bike to Anna Maria Island for night life, restaurants and shopping. Beautiful Gulf beaches are just steps away from your new house! Please feel free to check out virtual tour https://next.frame.io/share/09e65a61-fa88-4c36-8474-69609bc826e6/view/f03db32d-b617-4f1c-85ec-54ccc2a57dae

614 Norton Street, Longboat Key

5 Beds ⋅ 3 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code

Discover an exceptional chance to complete a vision of waterfront luxury in the highly sought-after community of Country Club Shores on Longboat Key. This canal-front home offers the rare opportunity to pick up where the current owner left off—finishing a sophisticated coastal residence with the majority of major structural work already completed. For discerning buyers seeking to capture immediate equity and create a bespoke waterfront retreat, this property represents outstanding value in prime Longboat Key real estate. Set on a spacious 110’ x 110’ canal-front lot, the home features a fully reconstructed seawall and a private dock equipped with a 13,000-pound Platinum Series boat lift, providing effortless access to Sarasota Bay and the sparkling Gulf of Mexico. The residence is framed for approximately 3,089 square feet under air, offering 5 bedrooms and 3 bathrooms in an elegant coastal ranch-style layout designed for seamless indoor-outdoor living. Substantial improvements have already been executed to the highest standards: a brand-new roof, complete framing, exterior walls, plumbing and electrical rough-ins, natural gas lines, insulation, HVAC ductwork, and impact-resistant windows and doors. Premium materials and finishes—including custom Italian cabinetry, Miele appliances, designer fixtures, and additional high-end components—convey with the property. Engineer-prepared plans provide a clear roadmap for completion, empowering the next owner to personalize the final touches while benefiting from the extensive work already invested. Located in one of the best positions within the desirable Country Club Shores community, this fixer-upper presents the perfect canvas to realize the seller’s vision of an amazing luxury waterfront home. Imagine waking to serene water views, launching your boat from your private dock, and enjoying the effortless Florida lifestyle that defines Longboat Key. Just moments away, enjoy world-class amenities and recreation: championship golf at the prestigious Longboat Key Club, pristine Gulf beaches for sun-soaked days, and the vibrant dining and shopping scene at St. Armands Circle. Explore Sarasota’s renowned fine and performing arts venues, upscale boutiques, and waterfront restaurants—all while residing in this sought-after enclave. Whether you crave boating adventures, cultural experiences, or relaxed coastal living, this location delivers unparalleled convenience and luxury. Don’t miss this unique opportunity to complete a standout waterfront property and unlock its full potential in one of Florida’s most desirable communities.

525 Sloop Lane, Longboat Key

4 Beds ⋅ 5 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code

Experience timeless coastal luxury in this exceptional custom estate, perfectly positioned in the prestigious Country Club Shores on the sought-after south end of Longboat Key. Constructed by renowned John Cannon Homes, this classical waterfront residence showcases the exceptional craftsmanship, architectural detail, and quality for which the builder is celebrated. Soaring ceilings, elegant millwork, walls of glass, and exquisite finishes create a light-filled home that perfectly frames the surrounding water views while offering nearly 4,400 square feet of beautifully designed living space. Ideally situated just one home from Sarasota Bay, this rare waterfront property captures sweeping bay views while providing the privacy, protection, and peace of mind that come with its prime location and newer construction. Beautifully updated in 2025 by Brista Homes, the residence features four bedrooms, five full baths, a spacious game room, and a generous loft office with breathtaking bay views—an inspiring space for working remotely or simply relaxing while enjoying spectacular sunsets. Multiple indoor and outdoor living areas are thoughtfully designed for effortless entertaining and everyday coastal living. Light-filled interiors blend refined custom details with relaxed elegance. The gourmet kitchen, appointed with newer appliances (2022), opens seamlessly to the living and dining areas, creating an inviting setting for intimate family gatherings or grand-scale entertaining. The luxurious primary suite is a private sanctuary featuring direct pool access, an elegant tray ceiling, and dual custom walk-in closets. Upstairs, guest suites offer en-suite baths and generous closets, providing exceptional privacy and comfort for family and visitors alike. Extensive recent improvements include a new roof (2025), updated windows, new balusters, and thoughtfully selected designer finishes throughout, creating a residence that perfectly balances timeless elegance with today's modern conveniences. Outdoor living is equally extraordinary. Expansive terraces, a sparkling pool, and tranquil waterfront views create the perfect backdrop for the coveted Florida lifestyle. For boating enthusiasts, the deep-water canal frontage features a composite dock, a 12,000-pound boat lift, and a newer seawall, providing immediate access to Sarasota Bay and just minutes to the Gulf of Mexico. Country Club Shores is one of Longboat Key's most prestigious waterfront communities, encompassing 19 picturesque streets with distinctive nautical and golf-inspired names. The homeowners association maintains the beautifully landscaped common areas and hosts a variety of neighborhood social events, fostering an exceptional sense of community. Residents enjoy convenient beach access and an unbeatable location just minutes from the world-class shopping and dining of St. Armands Circle, as well as the acclaimed restaurants, theaters, galleries, and cultural attractions of downtown Sarasota. Offering panoramic water views, exceptional boating, beach access,and an outstanding south Longboat Key location, this is a rare opportunity to own an extraordinary waterfront residence where timeless architecture, modern luxury, and the very best of Florida coastal living come together.

657 Halyard Lane, Longboat Key

4 Beds ⋅ 5 Baths ⋅ Weston Pointe SubDv. ⋅ 34228 Zip Code

Welcome to **617 Weston Pointe Court**, where timeless elegance meets the Florida waterfront lifestyle. Nestled within one of Longboat Key's most desirable gated golf communities, this exceptional **four-bedroom, five-bathroom** residence offers an extraordinary blend of luxury, privacy, and direct boating access to the Gulf. From the moment you step inside, you'll be captivated by the expansive open floor plan, soaring ceilings, and breathtaking views overlooking the tranquil canal. Designed for both everyday living and effortless entertaining, the spacious great room flows seamlessly into the gourmet kitchen and dining areas, creating a bright and inviting atmosphere throughout the home. The thoughtfully designed floor plan features a luxurious primary suite and two additional bedrooms on the main level, while the upstairs loft provides a versatile living space accompanied by an additional guest bedroom, offering comfort and privacy for family and visitors alike. At the heart of the home lies an incredible private courtyard oasis. The sparkling pool creates a resort-style setting between the main residence and a detached cabana complete with its own kitchenette and full bathroom—an ideal space for overnight guests, a private office, fitness studio, or poolside entertaining. For boating enthusiasts, this property truly stands apart. The **privately owned boat slip conveys with the home**, offering exceptional value and convenience. Positioned as the **last slip on the left**, it provides one of the easiest locations in the marina for entering and exiting with your boat, making every trip on the water effortless. The slip is equipped with a **boat lift**, and from your dock, it's approximately **15 minutes through the scenic canal to the open waters of the Gulf**, allowing you to spend less time navigating and more time enjoying life on the water. Whether you're hosting elegant gatherings around the courtyard pool, enjoying peaceful waterfront sunsets, or setting out for a day of boating, this remarkable Longboat Key residence offers the perfect combination of luxury, comfort, and coastal living. Don't miss this rare opportunity to own an exceptional waterfront home complete with a transferable private boat slip in one of Longboat Key's most sought-after communities. Schedule your private showing today and experience Florida waterfront living at its finest. Roof 2025, HOA covers Beach Club, lawn mowing, blow and trim, all landscaping maintained, pool care and irrigation, Owner will transfer boat slip with sale. Pool is electric heated. Paint on the outside is a few years old.

617 Weston Pointe Court, Longboat Key

6 Beds ⋅ 7 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code

Pre-Construction. To be built. An extraordinary opportunity to create a world-class waterfront estate on Sarasota Bay, this stunning new construction residence offers the ultimate blend of luxury, craftsmanship, and coastal living in one of Sarasota’s most coveted locations. Situated on an expansive 11,000+ square foot bayfront homesite, this magnificent two-story design features six spacious bedrooms, six and a half impeccably appointed baths, and a three-car garage, thoughtfully curated to embrace both elegant entertaining and relaxed waterfront living. With permits already in place and construction ready to begin, buyers have the rare advantage of securing a brand-new custom home while potentially taking delivery turnkey furnished for a truly effortless transition to paradise. Designed to maximize breathtaking water views and the coveted Sarasota lifestyle, the residence will showcase superior architectural details, expansive living spaces, and seamless indoor-outdoor connections that celebrate the beauty of its spectacular setting. The resort-inspired outdoor oasis will feature a sparkling pool and spa, a fully equipped outdoor kitchen, and generous entertaining areas perfectly suited for hosting family and friends against the backdrop of stunning bay vistas and unforgettable sunsets. Boating enthusiasts will appreciate the exceptional location, offering immediate access to Sarasota Bay and the Gulf of Mexico, making this an ideal retreat for those who embrace life on the water. Beyond the privacy and prestige of this remarkable homesite, residents will enjoy the convenience of walking to the beloved restaurants, boutiques, and vibrant atmosphere of Sarasota’s charming north end, while the sugar-sand beaches and turquoise waters are just moments away. Every detail of this exceptional offering has been thoughtfully envisioned to deliver a lifestyle defined by luxury, comfort, and coastal elegance, creating a rare opportunity to own a brand-new waterfront masterpiece in one of Florida’s most desirable destinations. Whether envisioned as a year-round residence or an extraordinary seasonal retreat, this soon-to-be-completed estate represents the pinnacle of Sarasota bayfront living, where impeccable design, modern conveniences, and an unrivaled location come together to create a legacy property for generations to come. Construction has not started yet however plans are available! Call now for more details!

7094 Longboat Drive E, Longboat Key

4 Beds ⋅ 3 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code

Located within the gated and highly desirable community of Bay Isles on Longboat Key, this 4 bedroom, 3 bathroom pool home encompasses 2827 square feet of living space. The residence features a functional and spacious floor plan, including a well-appointed bedroom layout, an open kitchen and family room combo, and a formal living and dining room combo. This property is priced competitively, offering an exceptional opportunity for a buyer or investor to come in and renovate the home with their own personal style and modern finishes. The outdoor living area features a private pool, providing a quiet retreat within a stunning waterfront community. Bay Isles residents enjoy a premier island lifestyle with access to a private beach area and cabana, while separate memberships are available for those interested in world-class golf or the local marina. The location is ideal for enjoying the best of the Florida Gulf Coast, situated in close proximity to local restaurants, boutique shopping, and the famous St. Armand's Circle. Whether you are looking for a primary residence or a seasonal getaway, this home serves as the perfect canvas to create a custom masterpiece in one of Longboat Key's most sought-after enclaves.

3301 Bayou Road, Longboat Key

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