Casey Key Homes with Boatable Water Water Frontage

Casey Key Homes with Boatable Water Water Frontage

Welcome to Casey Key, a hidden gem nestled along the stunning Gulf Coast of Florida, where the sun meets the sea in a picturesque blend of natural beauty and luxurious living. Located in Sarasota County, just a stone's throw from the charming towns of Osprey and Nokomis, Casey Key is renowned for its breathtaking waterfront properties, offering residents a unique opportunity to embrace a lifestyle of leisure and adventure.

Imagine waking up to the gentle sounds of waves lapping at your doorstep, with the promise of a day filled with sun-soaked activities. Homes in Casey Key boast boatable water frontage, providing direct access to the sparkling waters of the Gulf of Mexico and the tranquil bays that surround the island. Whether you're an avid boater, fisherman, or simply enjoy the serenity of waterfront living, Casey Key is a paradise for those who appreciate the finer things in life.

The subdivision is characterized by its lush tropical landscapes, upscale residences, and a strong sense of community. With a variety of architectural styles, from modern masterpieces to charming coastal cottages, there’s a perfect home for every taste. Residents can also enjoy the nearby pristine beaches, local dining gems, and vibrant cultural attractions that Sarasota County has to offer.

In Casey Key, every day feels like a vacation. Experience the ultimate blend of relaxation and adventure in this idyllic coastal enclave, where your dream home awaits. Discover the beauty of waterfront living and make Casey Key your forever destination.

Newest Casey Key Homes with Boatable Water Water Frontage

4 Beds ⋅ 4 Baths ⋅ Casey Key SubDv.

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

5 Beds ⋅ 6 Baths ⋅ Casey Key SubDv.

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 Beds ⋅ 5 Baths ⋅ Casey Key SubDv.

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

5 Beds ⋅ 5 Baths ⋅ Casey Key SubDv.

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

2 Beds ⋅ 2 Baths ⋅ Casey Key SubDv.

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

4 Beds ⋅ 4 Baths ⋅ Casey Key SubDv.

This captivating Gulf-to-Bay residence is the epitome of timeless coastal elegance. Begin your mornings on the lanai, coffee in hand, as the sun rises over the Intracoastal Waterway. Spend your days boating from the private bayside dock and your evenings on your stretch of sandy beach, where spectacular Gulf sunsets are a nightly ritual. Inside, expansive light-filled interiors frame breathtaking water views in nearly every room. The main living area enjoys bay and beach vistas, while a beachside family room and generously sized guest bedrooms easily accommodate king-sized furnishings. The kitchen is designed as a gathering place, complete with abundant beverage and wine refrigeration—ideal for effortless entertaining. The entire second level is devoted to a luxurious primary retreat, offering panoramic Gulf and bay views from a private beachside balcony and a bayside deck. The spa-inspired en-suite bath, finished in crisp coastal whites and blues, provides a tranquil setting with serene Gulf views. Designed for outdoor living, the backyard is a private tropical sanctuary featuring a large screened pool and spa, a covered stone lanai, expansive sun deck and an outdoor kitchen worthy of a Food Network showcase. Premium upgrades provide peace of mind, including a Kohler generator, new tile roof, hurricane-braced garage doors, impact-resistant windows and an automatic pool cover. On tranquil Casey Key, a quiet barrier island in South Sarasota, this exceptional home offers convenient access to world-class dining, shopping, golf, tennis, and the charm of downtown Venice and Sarasota. Whether arriving by private or commercial air, this is Florida living at its most refined.

3300 Casey Key Road, Osprey/Nokomis

Casey Key SubDv.

Double your pleasure with two beaches and one extraordinary Gulf-to-Bay opportunity on exclusive Casey Key. This rare .58-acre waterfront parcel spans from the Gulf to Blackburn Bay, offering approximately 85 feet of private Gulf frontage plus a newly expanded sandy shoreline along the bay, creating a unique dual-beach setting. This property presents an exceptional opportunity for a future new build, creation of a custom coastal estate or continued use as an income-producing rental. Envision a bespoke architectural masterpiece designed to capture breathtaking sunrises over the bay and glowing sunsets over the Gulf, with panoramic water views from nearly every angle. The property includes a charming vintage 1951 beach cottage featuring pecky cypress siding, a brick fireplace and an elevated split-level design reminiscent of classic Old Florida style. The home offers two bedrooms, two full baths, plus a third bath with shower in the laundry room. A rooftop deck provides sweeping Gulf-to-Bay vistas. Recent improvements include two new air-conditioning units (2024), a roof replacement (2015) and new garage doors. The elevated structure remained dry during recent storms, according to the owner. Enjoy endless waterfront activities with private Gulf-front beach access, tranquil bay waters ideal for kayaking and paddleboarding, accessible from your private composite dock, complete with a boat lift. Near the desirable south bridge, this location offers convenient access to fine dining, boutique shopping, cultural attractions and Venice Airport for private aviation. Surrounded by multi-million-dollar homes, this is a rare opportunity to secure one of Casey Key’s dynamic and valuable Gulf-to-Bay parcels, ideal for building your dream beach home or investing in a legacy property on Florida’s west coast.

1620 Casey Key Road, Osprey/Nokomis

5 Beds ⋅ 6 Baths ⋅ Casey Key SubDv.

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

3 Beds ⋅ 3 Baths ⋅ Casey Key SubDv.

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

Casey Key SubDv.

One of the last remaining vacant bayfront parcels on exclusive Casey Key. This nearly one-acre property offers approximately 130 feet of serene bay frontage, an ideal canvas to build your dream home. Positioned near the north Blackburn Point Bridge, you'll enjoy quick, convenient access on and off the key. Bring your architect, builder, and designer—or choose from a carefully curated list of trusted professionals ready to bring your vision to life. Imagine adding a dock and lift for kayaking, paddleboarding or boating to the area's many waterfront restaurants. Just five minutes to Publix, restaurants, golf and tennis. Downtown Venice is only 10 minutes south, and Sarasota’s vibrant arts, dining, and cultural scene is just 15–30 minutes north. With unmatched amenities and a laid-back island lifestyle, this is a rare opportunity to create something special. Those fortunate enough to live on Casey Key know, there’s nothing else quite like it.

4020 Casey Key Road, Osprey/Nokomis

4 Beds ⋅ 4 Baths ⋅ Casey Key SubDv.

New price! An exceptional opportunity for this Gulf front, elevated home on the desirable shores of Casey Key. This quintessential beachfront retreat, Osmyrrah, is a sanctuary of tranquility, designed for relaxed, organic living with an intimate connection to the sea. With private, pristine beachfront and panoramic Gulf views, you’ll be immersed in dazzling sunsets, soft white sands and the soothing rhythm of the waves every single day. Savor nature’s splendor in nearly 3,000 square feet of elevated living space, where an open-concept layout, soaring ceilings and walls of glass bring the outside in. The expansive great room and dining area seamlessly flow into a generous kitchen with panoramic Gulf views, ideal for entertaining or pensive mornings. Go onto the open deck for grilling and sunning or unwind on the large screened-in porch while warm breezes and golden skies set the mood. The gulf-front primary suite is a private oasis with lofty ceilings, stunning water views, a luxurious renovated bath and a spacious walk-in closet. A guest bedroom, full bath and dedicated office complete the north wing. On the south side, you’ll find a second large primary suite with its bath and walk-in closet, along with a full laundry room. Guests will delight in their own charming 360-square-foot guest house, complete with a private entrance, high ceilings, living area and full bath, near the beach and a refreshing outdoor shower. Additional highlights include a two-car garage, new HVAC (2025), roof (2019) and an expansive under-home storage area, ideal for kayaks, paddleboards and all your coastal toys. A private walkway leads to your beachfront deck and down to the sand, offering an experience akin to a Caribbean island escape. The property also includes a three-foot deeded bay access easement and a reciprocal beach access easement for the bayside neighbor. On this serene 8-mile barrier island of fewer than 400 homes, you’ll enjoy rare privacy, natural beauty and Gulf ownership to the mean high-water line. South of the iconic Blackburn Point swing bridge, you’re just minutes from golf, dining, shopping, top-rated schools - including nationally acclaimed Pine View School - and vibrant cultural destinations in Sarasota and Venice. If you’ve dreamed of living where sunsets paint the sky, dolphins dance at dawn and every day ends with your toes in the sand, Osmyrrah awaits.

3201 Casey Key Road, Osprey/Nokomis

2 Beds ⋅ 3 Baths ⋅ Casey Key SubDv.

Double your pleasure with two beaches and one extraordinary Gulf-to-Bay opportunity on exclusive Casey Key. This rare .58-acre waterfront parcel spans from the Gulf to Blackburn Bay, offering approximately 85 feet of private Gulf frontage plus a newly expanded sandy shoreline along the bay—creating a truly unique dual-beach setting. This property presents an exceptional opportunity for a future new build, the creation of a custom coastal estate, or continued use as an income-producing rental. Envision a bespoke architectural masterpiece designed to capture breathtaking sunrises over the bay and glowing sunsets over the Gulf, with panoramic water views from nearly every angle. The property includes a charming vintage 1951 beach cottage featuring pecky cypress siding, a brick fireplace, and an elevated split-level design reminiscent of classic Old Florida style. The home offers two bedrooms, two full baths, plus a third bath with shower located in the laundry room. A rooftop deck provides sweeping Gulf-to-Bay vistas. Recent improvements include two new AC units (2024), a roof replacement (2015), and new garage doors. The elevated structure remained dry during recent storms. Enjoy endless waterfront activities with private Gulf-front beach access, tranquil bay waters ideal for kayaking and paddleboarding, accessible from your private composite dock — complete with a boat lift. Situated near the desirable south bridge, this location offers convenient access to fine dining, boutique shopping, cultural attractions, and Venice Airport for private aviation. Surrounded by multi-million-dollar homes, this is a rare opportunity to secure one of Casey Key’s most dynamic and valuable Gulf-to-Bay parcels—perfect for building your dream beach home or investing in a legacy property on Florida’s west coast.

1620 Casey Key Road, Osprey/Nokomis

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