Casey Key Homes with Waterfront

Casey Key Homes with Waterfront

Welcome to Casey Key, a prestigious and sought-after subdivision nestled in the heart of Osprey/Nokomis, Sarasota County, FL. Known for its luxurious waterfront homes, Casey Key offers a unique blend of exclusivity, natural beauty, and unparalleled waterfront living.

Imagine waking up to breathtaking views of the crystal-clear waters of the Gulf of Mexico or the serene beauty of the Intracoastal Waterway right from your own backyard. With a selection of exquisite waterfront properties, Casey Key caters to those who appreciate the finer things in life and seek a tranquil retreat away from the hustle and bustle of city living.

Whether you're looking for a lavish estate with private beach access or a cozy waterfront cottage with stunning sunset views, Casey Key has something to offer for every discerning buyer. From contemporary architectural marvels to charming coastal retreats, the homes in Casey Key are as diverse and unique as the residents who call this exclusive enclave home.

Experience the ultimate in waterfront living and indulge in a lifestyle of luxury, privacy, and natural beauty in Casey Key. Discover your dream waterfront home in this idyllic paradise and make everyday feel like a vacation in your own piece of paradise.

Newest Casey Key Homes with Waterfront

$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
$3,650,000
A4676465 MLS
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
$2,850,000
A4669513 MLS
Gulf-front vacant lot on Casey Key in Osprey. Buildable lot with County guidance. 107' Gulf frontage, cleared site ready for new construction. For buyers seeking to build a custom waterfront home, this Gulf-front vacant lot on Casey Key in Osprey offers a compelling opportunity in one of Sarasota County’s most sought-after coastal locations. The homesite is cleared and confirmed buildable based on Sarasota County guidance, removing uncertainty around new construction. The property spans 16,827 square feet with 107 feet of Gulf frontage and 107 feet of road frontage, giving a clear understanding of scale and layout for planning. A survey is available, providing defined boundaries and supporting a more efficient design process. The combination of a cleared site, available survey, and County guidance creates a more defined starting point for new construction. See the included "conceptual rendering" photo – for illustrative purposes only, to help you visualize your new waterfront home. Positioned on the north end of Casey Key, the property offers convenient access to the mainland via the nearby bridge while maintaining a private coastal setting. The surrounding area includes established waterfront homes, reinforcing the setting for new construction aligned with the character of the island. This property is well suited for buyers seeking a long-term coastal residence or a custom-built retreat with Gulf views. Buyers should conduct their own due diligence with Sarasota County to confirm timelines, approvals, and building plans. Supporting information is available to help guide next steps.

141 N Casey Key Road, 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
$2,295,000
A4664853 MLS
Discover one of Casey Key’s most coveted Gulf-front parcels, boasting 0.47 acres with 107 feet of pristine frontage and uninterrupted views of the Gulf. This rare property presents an extraordinary opportunity to create a custom waterfront estate, backed by an approved Coastal Setback Variance Permit allowing for a residence of approximately 3,500 square feet. This is not just a homesite, it’s an invitation to design a legacy. Experience the magic of year round sunsets, the sound of the surf just beyond your door, and the privacy of a location tucked away yet just minutes from the Blackburn Point Bridge for quick access to Sarasota’s dining, culture, and entertainment. Few parcels remain where you can craft a Gulf-front retreat of this caliber. Secure your place on one of Florida’s most treasured barrier islands and build a home worthy of its setting. Explore MLS#A4664842 to discover the renderings and build opportunities for an exceptional residence.

3761 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
$1,350,000
A4652340 MLS
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
$3,650,000
2 Beds ⋅ 3 Baths ⋅ A4634851 MLS
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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