Osprey Homes with Gulf/Ocean to Bay Frontage

Osprey Homes with Gulf/Ocean to Bay Frontage

Welcome to Osprey, Florida, a hidden gem nestled along the stunning Gulf Coast in Sarasota County. This picturesque community, which seamlessly merges the charm of coastal living with the tranquility of suburban life, is an ideal destination for those seeking a slice of paradise. With its lush landscapes, pristine beaches, and a vibrant cultural scene, Osprey offers residents a lifestyle that is both relaxed and invigorating.

One of the most alluring features of this enchanting area is the availability of homes with breathtaking Gulf and Ocean to Bay frontage. Imagine waking up each morning to the gentle sound of waves lapping at the shore and the warm glow of the sun rising over the water. These waterfront properties provide not just a home, but a lifestyle filled with outdoor adventures and serene moments spent watching the sunset paint the sky in hues of orange and pink.

Osprey is conveniently located just a stone's throw away from the bustling city of Sarasota, renowned for its world-class dining, shopping, and cultural attractions. Yet, it maintains a peaceful atmosphere, making it perfect for families, retirees, and anyone in between. The nearby Nokomis Beach offers a perfect spot for sunbathing, swimming, and enjoying water sports, while the charming local shops and restaurants create a welcoming community vibe.

Whether you're searching for a luxurious waterfront estate or a cozy beach cottage, Osprey's real estate market has something for everyone. Discover the magic of coastal living in Osprey, where every day feels like a vacation!

Newest Osprey Homes with Gulf/Ocean to Bay Frontage

$9,750,000
5 Beds ⋅ 8 Baths ⋅ Casey Key SubDv. ⋅ 34229 Zip Code
At the northernmost point of Casey Key, where the Gulf meets the tranquil waters of Little Sarasota and Blackburn Bay, an extraordinary private estate unfolds between two worlds of water. Beyond a secluded entrance lies a residence of remarkable distinction, an Italianate architectural masterpiece spanning more than 8,000 square feet, with a private sandy beach on the Gulf and a rare, grandfathered covered boat lift on the bay. Designed by renowned architect Clifford A. Scholz and masterfully built by Delta Southern Construction, the estate was envisioned not simply as a home but as a setting for an exceptional life. Here, timeless architecture, impeccable craftsmanship and modern coastal luxury converge in a residence designed to bring family and guests together while preserving moments of treasured privacy. From the moment of arrival, the architecture reveals a quiet sense of grandeur. Cypress-beamed ceilings, graceful arches, French doors, handcrafted millwork, and luminous water views create a sequence of spaces that feel both magnificent and deeply welcoming. The living room commands a captivating panorama across the Bay, while walls of glass and elegantly framed openings blend the boundary between interior and landscape. The culinary spaces are equally impressive. A sophisticated kitchen is complemented by a dedicated wine cellar, butler’s pantry, and wet bar—an entertainer’s dream conceived for intimate dinners and spectacular gatherings alike. Beyond, a grand media room provides an elegant retreat for cinematic evenings, music, and cultural pursuits. The primary suite is a private sanctuary unto itself. A serene sitting room, sumptuous bath, dual closets, breakfast nook, and expansive water views create an atmosphere of effortless indulgence. Three additional bedroom suites offer luxurious accommodations for family and guests, while a fifth suite transforms into a private wellness retreat with a home gym, steam room, and sauna. A magnificent marble staircase leads to an office and library distinguished by leaded-glass doors, handcrafted built-in shelving, a coffered ceiling, and mesmerizing Gulf views. Throughout the residence, additional spaces for recreation, relaxation, and quiet spaces have been thoughtfully integrated, ensuring that every corner serves the extraordinary rhythm of life on the water. Outside, stone terraces cascade toward a shimmering infinity pool, where the architecture gives way to sky and water. Days unfold between the pool and the Gulf, afternoons drift toward the bay, and evenings become unforgettable beneath the coastal sky. For the boating enthusiast, the deep-water dock offers quick access with no bridges to the Gulf through Midnight Pass and features one of the area’s rare grandfathered covered boat lifts. For those drawn to the Gulf, a private sandy beach provides a front-row seat to spectacular sunsets and the timeless beauty of the sea. Yet perhaps the estate’s greatest luxury is its sense of place. North Casey Key remains one of Sarasota County’s most coveted enclaves—a sanctuary of quiet privacy and natural beauty, remarkably close to world-class golf, tennis, dining, shopping, and the cultural attractions of Sarasota. This is more than an exceptional residence. It is a private coastal world—an irreplaceable estate where architecture, water, nature, and the art of gracious living come together in extraordinary harmony.

1216 N Casey Key Road, Osprey

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