Osprey Vacation Homes for Sale

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608 CASEY KEY ROAD, OSPREY, Florida 34229

Single Family Residence For Sale

REDUCED $1,000,000. Rarely available Gulf to Bay estate size property with 175 feet of Gulf frontage, 175 feet of Bay frontage and encompassing 1.5 acres is located on the exclusive North End of Casey Key. Casey Key, distinguished for its absence of high-rises, traffic congestion, and private beaches, is one of the most esteemed barrier islands of Sarasota and Florida’s Gulf Coast.
$5,500,000
5Bedroom(s)
3Bathroom(s)
4,375Sqft
AYERS AND ASSOCIATES REAL ESTATE

426 CASEY KEY ROAD, OSPREY, Florida 34229

Single Family Residence For Sale

Gulf to Bay on North Casey Key – the perfect location! Panoramic views of Little Sarasota Bay to the east and a beachfront lot on the west. Original cypress tongue and groove ceilings and beautiful oak floors add warmth and nostalgia throughout the home. A nicely updated kitchen overlooks the pool and bay.
$4,500,000
3Bedroom(s)
2Bathroom(s)
3,114Sqft
PREMIER SOTHEBYS INTL REALTY

412 CEZANNE DRIVE, OSPREY, Florida 34229

Single Family Residence For Sale

Nestled in the serene and highly sought-after Sorrento Shores community, this exceptional and breathtaking property offers unparalleled waterfront living on over an acre of land (1.19 acres) along the tranquil South Creek. Featuring 144 feet of water frontage, the home is tucked away on a secluded drive, providing both privacy and stunning water views.
$3,995,000
4Bedroom(s)
5Bathroom(s)
6,420Sqft
CORNERSTONE R.E OF SW FL

135 TINA ISLAND DRIVE, OSPREY, Florida 34229

Single Family Residence For Sale

If you are ready to retreat to paradise, look no more. This home is amazing. Located in a very desirable area in Sorrento Shores, Osprey is on a 200-foot, wide canal frontage. You can enjoy the scenic water and exotic palms through almost every window. The main area, the living area, was built and completed in 2011, and it is beautifully situated on the second floor.
$3,275,000
3Bedroom(s)
4Bathroom(s)
6,257Sqft
RE/MAX PALM REALTY OF VENICE

503 VELASQUEZ DRIVE, OSPREY, Florida 34229

Single Family Residence For Sale

Welcome to 503 Velasquez Drive, your Osprey Oasis and waterfront estate located on Blackburn Bay of the Intracoastal Waterway. This property offers an unparalleled view in its prime location overlooking the Bay, with stunning sunsets and quiet early morning reflection over the heated pool.
$2,950,000
4Bedroom(s)
3Bathroom(s)
3,615Sqft
EXP REALTY LLC

324 KENSEY LANE, OSPREY, Florida 34229

Single Family Residence For Sale

Rare opportunity to own an exceptional waterfront property and tropical oasis on .57 acre lot on a wide portion of Little Sarasota Bay. Bayview Cottage is the original Florida coastal cottage lifestyle which showcases magnificent water views and spectacular sunsets. This gated waterfront gem has 3 bedrooms, 3 bathrooms, includes bonus room, office, and laundry closet.
$2,089,000
3Bedroom(s)
3Bathroom(s)
3,063Sqft
SARASOTA COAST REALTY INC

14021 BELLAGIO WAY Unit#204, OSPREY, Florida 34229

Condominium For Sale

Million Dollar Water Views from Every Major Room. This is your chance to buy one of the best units in this great development. Updated to the highest standard. Located on the first floor, which gives easy access to Pool/Spa & Grille/Smoker area. Impressive views of the Bay & Marina. Elevator to your own front entry & into an impeccable Condo.
$1,100,000
3Bedroom(s)
3Bathroom(s)
2,689Sqft
ALLISON JAMES ESTATES & HOMES

124 TINA ISLAND DRIVE, OSPREY, Florida 34229

Single Family Residence For Sale

This great waterfront location is in desirable Sorrento Shores with a new dock on a large private view canal. This 3 bedroom 2 bath split plan has a large living/dining area and a separate office space. The kitchen area has a separate seating area with a bay window overlooking the dock and canal. This property is ready for you to add your personal touches.
$1,025,000
3Bedroom(s)
2Bathroom(s)
3,143Sqft
COLDWELL BANKER SARASOTA CENT.

14021 BELLAGIO WAY Unit#311, OSPREY, Florida 34229

Condominium For Sale

Immerse yourself in the incredible views of Little Sarasota Bay & the Intracoastal waterway from this 3rd floor beautiful & spacious condominium. This upgraded end unit features 3 ensuite bedrooms, plus den, half bath & interior laundry room. The kitchen is a cook's delight with premium granite, upgraded wood cabinets & stainless steel appliances.
$995,000
3Bedroom(s)
3Bathroom(s)
2,490Sqft
GULF TO BAY SOTHEBY'S INTERNAT

320 GAUGIN DRIVE, OSPREY, Florida 34229

Single Family Residence For Sale

Welcome to Sorrento Shores in Osprey, FL. This Canal Waterfront home is the perfect entertaining poolside home with many upgrades throughout! Buy your boat a home! Sitting on the end of the canal view is better than your typical canal view to watch the sunrise over the water. Impress your friends with your very own tiki hut! This home offers a 2 bedroom, 2 bath, 2 car garage on an oversized lot.
$959,000
2Bedroom(s)
2Bathroom(s)
2,558Sqft
KELLER WILLIAMS REALTY GOLD

650 CRANE PRAIRIE WAY, OSPREY, Florida 34229

Single Family Residence For Sale

**Discover Your Dream Home at 650 Crane Prairie Way, Osprey, FL 34229** Welcome to your tranquil retreat in the heart of Osprey, Florida. This stunning oasis, nestled in the desirable Willowbend community, offers a perfect blend of luxury and natural beauty. Built in 2005, this exquisite home spans 3,183 square feet, providing ample space for both relaxation and entertaining.
$951,000
3Bedroom(s)
2Bathroom(s)
4,092Sqft
KELLER WILLIAMS ON THE WATER

236 HIDDEN BAY DRIVE Unit#504, OSPREY, Florida 34229

Condominium For Sale

One or more photo(s) has been virtually staged. Waterfront resort-style living in a gated community with breathtaking panoramic views over Little Sarasota Bay. This fifth-level end unit, with elevator access, has been tastefully remodeled.
$949,000
3Bedroom(s)
3Bathroom(s)
2,394Sqft
PREMIER SOTHEBYS INTL REALTY
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