Osprey Vacation Homes for Sale

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476 CASEY KEY ROAD, OSPREY, Florida 34229

Single Family Residence For Sale

Looking for a barrier island with no high rises, no traffic jams, exclusivity, resident owned beaches, privacy, great medical, dining, and shopping all extremely convenient, twenty minutes to Downtown Sarasota, an expressway from Tamiami trail to I75, and easy access to areas airports, including private air travel options within ten minuets? Casey Key is the answer and 476 N Casey Key Road, is an
$6,872,900
3Bedroom(s)
3Bathroom(s)
11,538Sqft
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.
$4,900,000
3Bedroom(s)
2Bathroom(s)
3,114Sqft
PREMIER SOTHEBYS INTL REALTY

425 TITIAN DRIVE, OSPREY, Florida 34229

Single Family Residence For Sale

Luxury waterfront gated estate directly on the Intracoastal waterway with 2 boat lifts and one covered for weather protection, has sailboatrnwater for larger boats dockside, 2 story with Master suites on both levels, 2nd floor has large viewing deck/workout room/office and smallrnkitchen.
$4,900,000
5Bedroom(s)
5Bathroom(s)
8,320Sqft
KELLER WILLIAMS REALTY GOLD

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.
$2,174,000
3Bedroom(s)
3Bathroom(s)
3,063Sqft
SARASOTA COAST REALTY INC

453 WEBBS COVE, OSPREY, Florida 34229

Single Family Residence For Sale

Welcome home to not only a beautiful house but a exclusive lifestyle of security, entertainment, sense of community and exercise surrounded by nature and steps away from the Gulf of Mexico.
$1,896,300
3Bedroom(s)
3Bathroom(s)
5,550Sqft
BRIGHT REALTY

1523 DANFORTH LANE, OSPREY, Florida 34229

Single Family Residence For Sale

Welcome to the Southbay Yacht & Racquet Club in Osprey, FL! Nestled in a picturesque waterfront community, this stunning pool home offers the perfect blend of comfort, luxury, and coastal living. Situated within the exclusive Southbay community, this 4 bedroom, 3 bathroom home provides a spacious and inviting atmosphere.
$1,395,000
4Bedroom(s)
3Bathroom(s)
4,823Sqft
KELLER WILLIAMS ISLAND LIFE REAL ESTATE

3961 WAYPOINT AVENUE, OSPREY, Florida 34229

Single Family Residence For Sale

Nestled within the secluded haven of Bayside, an exclusive enclave guarded by its gates and boasting just 49 homes, this remarkable residence epitomizes the quintessential coastal lifestyle paired with the convenience of the mainland.
$1,299,000
3Bedroom(s)
3Bathroom(s)
3,408Sqft
RE/MAX ALLIANCE GROUP

3973 WAYPOINT AVENUE, OSPREY, Florida 34229

Single Family Residence For Sale

Discover Coastal Living and Casual Elegance at Bayside, Osprey FloridarnrnNestled within the gated enclave of Bayside, limited to just 49 homes, this hidden gem on Little Sarasota Bay represents Florida living at its finest. The community harmoniously blends active outdoor amenities with tranquil relaxation spots.
$1,250,000
3Bedroom(s)
3Bathroom(s)
2,950Sqft
DAVE JONES REALTY, LLC

3977 WAYPOINT AVENUE, OSPREY, Florida 34229

Single Family Residence For Sale

One or more photo(s) has been virtually staged. Welcome to Bayside, where your dream home awaits you! This exquisite home offers a unique opportunity to live in a thriving community directly on the shores of Little Sarasota Bay. Nestled in the highly sought-after Osprey area, Bayside is a limited and exclusive enclave, featuring only 49 home sites.
$1,150,000
3Bedroom(s)
3Bathroom(s)
3,228Sqft
DAVE JONES REALTY, LLC

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

Condominium For Sale

Amazing water views await from this dramatic and sophisticated penthouse property. Take in Little Sarasota Bay, Casey Key and the Gulf of Mexico from your living room, dining room, kitchen, and primary bedroom. Use the covered and screened balcony to relax and watch boats, kayakers and scullers go by, or dine on the patio while delighting in the west-facing sunset views over the water.
$1,050,000
2Bedroom(s)
2Bathroom(s)
2,109Sqft
COLDWELL BANKER REALTY

416 PARK TRACE BOULEVARD, OSPREY, Florida 34229

Single Family Residence For Sale

Welcome to Park Trace Estates in Osprey! This home has 4 bedrooms plus a den with a beautiful pool and view. Perfect for entertaining with wonderful flow from the front formal living room to the kitchen overlooking the family room with both rooms stepping out to the covered lanai and swimming pool.
$935,000
4Bedroom(s)
3Bathroom(s)
3,626Sqft
RE/MAX ALLIANCE GROUP

14041 BELLAGIO WAY Unit#315, OSPREY, Florida 34229

Condominium For Sale

Step into waterfront luxury living at its finest in this coastal gem, Osprey Harbor Village! Nestled in the heart of Osprey, Florida, this exquisite condominium offers an unparalleled blend of opulence and the carefree waterfront lifestyle that defines Southwest Florida.
$935,000
3Bedroom(s)
2Bathroom(s)
2,064Sqft
WILLIAM RAVEIS REAL ESTATE
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