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$6,400,000

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.

5 Beds ⋅ 5 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

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, Nokomis

$6,300,000

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.

4 Beds ⋅ 4 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

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, Nokomis

$6,475,000

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.

5 Beds ⋅ 6 Baths ⋅ Casey Key SubDv. ⋅ 34229 Zip Code

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