Casey Key Homes with Pool

Casey Key Homes with Pool

Welcome to the prestigious subdivision of Casey Key, located in the beautiful state of Florida. This exclusive enclave is nestled within Sarasota County, spanning the charming cities of Osprey and Nokomis.

Casey Key is renowned for its luxurious waterfront estates, many of which boast stunning views of the Gulf of Mexico and Sarasota Bay. The homes in this subdivision offer the epitome of Florida living, with a seamless blend of sophistication and coastal charm.

One of the most sought-after features of homes in Casey Key is the presence of private pools. Imagine starting your day with a refreshing swim in your own backyard oasis, surrounded by lush tropical landscaping and the soothing sounds of the ocean nearby. Whether you're looking to entertain guests or simply relax in privacy, a home with a pool in Casey Key provides the perfect setting for both.

Living in Casey Key offers residents a unique opportunity to experience the best of waterfront living, with easy access to pristine beaches, upscale dining, and world-class shopping. If you're seeking a sophisticated yet laid-back lifestyle in a picturesque coastal setting, Casey Key is the perfect place to call home. Discover the unparalleled beauty and elegance of Casey Key – where luxury meets tranquility.

Newest Casey Key Homes with Pool

$1,995,000
4 Beds ⋅ 4 Baths ⋅ A4693377 MLS
Welcome to your private coastal retreat on the barrier island of Casey Key. Nestled along charming Sandspur Lane, this exceptional home is ideally positioned between the Gulf of Mexico and Little Sarasota Bay, just three homes from private deeded beach access. Offering the perfect blend of island charm and resort-style living, this property captures the essence of Florida’s coveted salt life lifestyle. The beautifully remodeled kitchen flows seamlessly into the spacious family and dining areas, creating an inviting space for entertaining and everyday living. The main residence features two generously sized bedrooms along with two versatile bonus rooms ideal for a home office, fitness studio, game room or additional guest accommodations. An attached one-bedroom in-law guest suite provides privacy and flexibility for extended family or visiting guests, making this home perfectly suited for multigenerational living or hosting. Outside, the lush tropical backyard feels like a private botanical oasis centered around a stunning 2017-built swimming pool, expansive decks and multiple outdoor living and dining spaces designed for relaxation and entertaining. Moments away, the community dock offers easy access to Little Sarasota Bay for kayaking and paddleboarding, and the beach access is perfect for enjoying breathtaking sunsets. Within Casey Key’s protected conservation district, this rare island community preserves its timeless character with no high-rise development and exclusively single-family homes. Conveniently located near downtown Venice and just a short drive to Sarasota, you’ll enjoy easy access to dining, shopping, marinas and local waterfront favorites. Experience the best of coastal living in one of Southwest Florida’s treasured island communities.

3708 Sandspur Lane, Osprey/Nokomis
$11,950,000
5 Beds ⋅ 6 Baths ⋅ A4689178 MLS
Pre-Construction. To be built. An extraordinary opportunity on Casey Key, set across 1.37 private acres with an exceptional 300 feet of deep-water bay frontage, one of the most expansive and coveted waterfront parcels on the island. Thoughtfully designed as a modern coastal estate, this residence will offer over 5,400 square feet under air, featuring 5 bedrooms, 5 full baths, 1 half bath, a private elevator, and a 5 car garage, all crafted to capture sweeping panoramic water views from nearly every room. Floor-to-ceiling glass, soaring ceilings, and seamless indoor-outdoor transitions define the home’s architectural vision, blending refined design with the natural beauty of its surroundings. The open-concept layout is designed for both elevated daily living and effortless entertaining, with expansive living spaces that flow onto multiple waterfront terraces. Outdoor living is equally impressive, anchored by a resort-style pool and spa, outdoor kitchen, and generous lounge areas overlooking Sarasota Bay. The property’s significant water frontage allows for an extended private dock with excellent depth, ideal for accommodating larger vessels and delivering direct access to the Intracoastal Waterway and Gulf. Adding to its rarity, the estate includes deeded beach access directly across the street, offering private entry to the pristine Gulf shoreline, an increasingly scarce feature even among Casey Key’s most exclusive homes. Positioned on one of Florida’s most private barrier islands, home to fewer than 400 residences and free of high-rises or traffic lights, this offering delivers a unique blend of seclusion and accessibility. Located just minutes from the dining, shopping and cultural amenities of Sarasota and the charm of Venice, the property embodies the ultimate coastal lifestyle. This is a rare opportunity to secure a generational waterfront estate with the potential to customize finishes and create a truly bespoke residence in one of Florida’s most coveted coastal enclaves.

2542 Casey Key Road, Osprey/Nokomis
$4,750,000
2 Beds ⋅ 2 Baths ⋅ A4688268 MLS
Rare Gulf-front offering with 100 feet of private sandy beach on approximately 0.75 acres, delivering exceptional privacy on one of Casey Key’s most coveted stretches. With no easements, the property offers a clean, uninterrupted canvas for future development or immediate enjoyment. A charming, remodeled vintage cottage anchors the site, offering 2 bedrooms and 1,140 square feet—ideal as a beach retreat or interim residence while designing and building a larger Gulf-front estate. The grounds are a lush botanical oasis, thoughtfully designed with multiple outdoor living elements including an open-air pool, gazebo, pavilion, and pergola—each positioned to capture Gulf breezes and the natural rhythm of the shoreline. This is a rare combination of usable Gulf frontage, privacy, and scale—well-suited for a custom luxury residence with expansive outdoor living. Located along the quiet, residential stretch of Casey Key, known for its low density and natural beauty, yet just minutes to the cultural and culinary offerings of Sarasota. A compelling opportunity to create a legacy Gulf-front estate in one of the Gulf Coast’s most sought-after barrier island communities.

621 Casey Key Road, Osprey/Nokomis
$10,600,000
4 Beds ⋅ 5 Baths ⋅ A4679136 MLS
Set along one of Casey Key’s most coveted stretches, 3210 Casey Key Road presents a rare Gulf-to-Bay estate where water defines nearly every moment of daily life. Enjoy your private beach with rare, grandfathered cabana and your private bay frontage with dock and irreplaceable covered boat lift. Spanning almost 5,400 square feet under air across three-plus levels, this 2018-built residence offers four bedrooms, four full baths, a powder bath, multiple living and bonus spaces and, last but not least, an indoor half basketball court, all framed by impact-rated glass and serviced by a three-stop elevator. Arrival begins through a lushly landscaped circular motor court leading to a coastal-inspired façade and a covered entry accented by wood inlay ceilings. Inside, engineered wood floors, crown molding, and curated architectural details introduce interiors that balance sophistication with warmth. The dining room captures Gulf views through an oversized window, while the library doubles as a refined retreat with beamed ceilings, built-ins, a fireplace, and French doors opening to a Gulf-facing terrace. At the heart of the home, the great room unfolds around a stone-clad fireplace and opens through Euro-wall glass doors to expansive outdoor living. The chef’s kitchen is both beautiful and highly functional, anchored by two oversized islands and finished with quartz countertops, tile backsplash, custom cabinetry, and a premier appliance suite including Wolf, Sub-Zero, Miele, and Vent-A-Hood. A walk-in pantry with additional prep space, a light-filled breakfast nook overlooking the bay, and a well-appointed laundry room complete the main living level. Two private primary suites on the main floor offer exceptional flexibility, each opening to terraces with pool and Intracoastal views. One features a steam shower and tailored walk-in closet, while the other is styled as a spa retreat with chandelier-lit marble finishes, a freestanding soaking tub, and a custom-designed dressing room. Upstairs, a lounge-style bonus room with wet bar and Gulf views creates an ideal gathering space, accompanied by two guest suites, both enjoying tranquil Intracoastal outlooks. The expansive lower level introduces remarkable versatility, with bonus living areas including a dedicated craft room and extensive storage rarely found in coastal homes. An indoor half-court basketball court makes this amenity driven property even more interesting. Outside, the estate truly comes into its own. A heated saltwater infinity-edge pool and spa anchor the backyard, complemented by an outdoor kitchen, pergola with gas firepit, outdoor shower, and pass-through bar for effortless entertaining. A Trex boardwalk leads to the dock and rare and irreplaceable covered 8,000 pound boat lift, offering direct Gulf-to-Bay boating with no fixed bridges. On the beach side, a grandfathered cabana is the perfect venue for enjoying specular everyday sunsets. Situated on approximately 0.82 acres, the property provides both scale and privacy, framed by mature landscaping and sweeping water views on both sides. Set on the serene barrier island of Casey Key, this Gulf-to-Bay estate offers effortless access to boating, beach, and the dining and cultural scenes of Venice and Sarasota. More than a home, 3210 Casey Key Road is a refined coastal retreat where sophisticated interiors, resort-style amenities, and exceptional waterfront living come together.

3210 Casey Key Road, Osprey/Nokomis
$6,400,000
5 Beds ⋅ 5 Baths ⋅ A4680110 MLS
Experience true Florida coastal living in this impeccably maintained Key West–style home on Casey Key, offering the rare and coveted Gulf-to-Bay lifestyle. Thoughtfully designed with high ceilings and a bright, open feel, this residence blends relaxed island charm with modern updates throughout. Step outside to a beautifully landscaped, fenced, and gated backyard—your own private oasis. Enjoy the Pebble Tec resurfaced pool, perfect for entertaining or unwinding after a day on the water. Boaters will love the new composite dock with covered lift, providing effortless access to the bay and Gulf beyond. The dune walkover and 100 feet of private sandy beachfront is perfect for afternoons by the shore and evening sunsets. Adding exceptional flexibility, the separate guest house features one bath and two bedrooms (or one bedroom plus a den)—ideal for guests, extended family, or a home office retreat. This home has been extensively updated for peace of mind, including hurricane shutters, newer HVAC systems, water heaters, well pump, and a whole-house replumb. Every detail reflects pride of ownership and careful maintenance. Whether you’re seeking a full-time residence or a luxurious island escape, this exceptional Casey Key property delivers privacy, comfort, and the ultimate waterfront lifestyle.

3240 Casey Key Road, Osprey/Nokomis
$1,995,000
2 Beds ⋅ 2 Baths ⋅ A4678726 MLS
Virtually Staged. Vintage Waterfront Cottage on Casey Key. Quietly set on Casey Cove Drive, a private cul-de-sac just off Casey Key Road, this refreshed vintage cottage offers exceptional privacy and 180-degree Intracoastal Waterway views across Blackburn Bay. Located within a protected, minimal-wake cove, the setting is serene and timeless—where coastal breezes, open water views, and abundant marine life define everyday living. Boating is the heart of this property. A brand-new private dock with a 20,000 lb boat lift provides deep sailboat water and generous width to accommodate a large vessel, making spontaneous days on the water effortless. Set along the Intracoastal, the home offers direct access to the bay and Gulf beyond, ideal for boating, cruising, and waterfront exploration. Refreshed in 2024 and offered unfurnished, the two-bedroom, two-bath residence features luxury vinyl flooring, fresh interior paint, and new KitchenAid appliances. The rear living area opens to sweeping water views, creating a relaxed and inviting coastal atmosphere. Outdoor living includes a heated pool, in-ground spa, and covered patio overlooking the water—perfect for unwinding as dolphins and manatees pass by. Just a short walk to Nokomis Beach and only one mile from the Albee Bridge, with convenient access to Venice Island, downtown Sarasota, dining, shopping, and the Legacy Trail, this peaceful waterfront cottage delivers a rare boating lifestyle in an outstanding Casey Key location.

922 Casey Cove Drive, Osprey/Nokomis
$6,475,000
5 Beds ⋅ 6 Baths ⋅ A4667263 MLS
Gulf Front, private beach. This sun-drenched Florida villa captures the character of a Mexican hacienda with the ease of tropical coastal living. Smooth stucco exteriors, clay tile roofing, and vibrant bougainvillea frame a private courtyard, setting the tone for a home that is both timeless and inviting. Directly on the turquoise waters of the Gulf, this newly remodeled residence on the north end of Casey Key offers the rare privilege of a private beach just steps from the home. Set on one of Florida’s most exclusive barrier islands, the property enjoys sweeping sunset views, exceptional privacy, and convenient access to the dining, shopping, and cultural attractions of Venice and Sarasota. Behind a gated entrance, the home features three bedrooms, a private office, and three-and-a-half baths, all thoughtfully updated to celebrate its extraordinary Gulf-front setting. Expansive windows and sliding glass doors frame breathtaking water views while filling the interiors with natural light and coastal breezes. Rich architectural details reflect its hacienda-inspired design, including wood beams and moldings, barrel-brick ceilings, Mexican tile and wood floors, brick accents, artisanal mosaic tile, and hand-painted stair risers. Hurricane-impact windows and doors, a new roof, a new pool, and updated air-conditioning and pool equipment provide both peace of mind and modern comfort. The gourmet kitchen is beautifully appointed with custom cabinetry and Wolf appliances, creating an ideal setting for entertaining after a day on the beach. The primary suite is a private retreat with a sitting room, wet bar, soaking tub, walk-in closet, and private balcony overlooking the Gulf. Two additional en-suite guest bedrooms provide comfort and privacy for family and visitors. A spiral staircase leads to the rooftop deck, where panoramic views stretch from the Gulf to the Intracoastal Waterway. Outside, the courtyard-style pool, fountain, tiled terraces, and lush tropical gardens create a tranquil setting for authentic alfresco living. This is an exceptional opportunity to experience the privacy, beauty, and effortless lifestyle of Gulf-front living on Casey Key.

121 N Casey Key Road, Osprey/Nokomis
$9,750,000
3 Beds ⋅ 4 Baths ⋅ A4664842 MLS
Pre-Construction. To be built. This is your chance to own a newly imagined Gulf-front estate on one of Sarasota’s most exclusive barrier islands. Positioned on 0.47 acres with 107 feet of direct Gulf frontage, this offering presents a 3,489 sq. ft residence designed by the renowned Stofft Cooney Architects in collaboration with Perrone Construction. The home’s architecture celebrates the Gulf at every turn, with walls of glass framing uninterrupted water views and inviting a seamless connection to the outdoors. Expansive terraces, a resort-style pool and spa, and a private beach pavilion create an atmosphere of relaxed sophistication, perfect for year-round enjoyment. Inside, an open-concept floor plan anchors the living spaces around a chef’s kitchen, ideal for both intimate gatherings and entertaining on a grand scale. Flow between indoor and outdoor living is effortless, encouraging a lifestyle defined by sunsets, sea breezes, and coastal luxury. Perfectly positioned near the Blackburn Point Bridge for easy access on and off the Key, this pre-construction opportunity is an exclusive chance to secure a design-driven Gulf retreat. For those interested in acquiring only the land, please refer to MLS#A4664853.

3761 Casey Key Road, Osprey/Nokomis
$1,999,000
3 Beds ⋅ 3 Baths ⋅ O6329570 MLS
IT'S ALWAYS ALL ABOUT THE LOCATION! Casey Key is a very private narrow barrier island located just North of Venice FL and South of Siesta Key; it separates the intracostal waterway and the Gulf of Mexico. The Key is home to some of the most luxurious waterfront Estates and Mansions in the Sarasota area. This large ½ acre Bayfront lot is peacefully set back from any traffic on Casey Key Road. The dock is on the North side of the property on a canal protected from wind and waves. From the living room or the Bay-side deck, views of the intracoastal waterway and its many traveling boats and yachts are stunning. Take a short 100 yard stroll down your deeded beach easement, to the pristine sands of the Gulf of Mexico. The beach is very private, ideal for swimming, snorkeling, sunbathing, shark tooth hunting, or just viewing the beautiful sunsets. The main floor houses 3 bedrooms and 2 full baths, the kitchen and the dining room. The first floor has one full bath and 3 rooms that can be used as bedrooms, rec room, den, etc. Other amenities include swimming pool, shuffle board court, elevator, and two single car garages. A new roof was installed in 2019. Live in the house "as is" or convert it to the home of your dreams located in paradise. Note: Some images have been virtually staged to better showcase the true potential of rooms and spaces in the home.

1210 Casey Key Road, Osprey/Nokomis
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