Osprey Vacation Homes for Sale

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385 N Point Rd #404, Osprey, Florida 34229

Residential For Sale

GENEROUS PROPERTY
Under contract-accepting backup offers. **STUNNINGLY UPDATED CONDO with Breathtaking Water & Preserve Views that rival those of higher floors!** This LARGE, CORNER UNIT of nearly 2800sf features 3-Beds & 3 Full Baths PLUS Study/Den (or possible 4th Bedroom with Walk-In Closet) and 2 side-by-side Covered Parking Spaces near elevator, Etc.
$889,000
3Bedroom(s)
3Bathroom(s)
CoveredParking(s)
2,778Sqft

327 Park Trace Blvd, Osprey, Florida 34229

Residential For Sale

MICHAEL SAUNDERS & COMPANY
LOOK NO FURTHER! This immaculate, lake-view four-bedroom/ three-bath home is MOVE-IN READY.
$879,000
4Bedroom(s)
3Bathroom(s)
Workshop in GarageParking(s)
2,935Sqft

903 Tranquility Cir, Osprey, Florida 34229

Residential For Sale

GENEROUS PROPERTY
**IMPRESSIVE POOL/SPA HOME on a Desirable Corner Lot with Partial Water View** Custom-built by John Cannon and situated on an interior Cul De Sac in popular North Creek Estates, this 3-BED + Office/Den, 3 FULL BATH, 2-Car Garage residence affords wonderful privacy and features 2622sf of heated living area plus a spacious screened lanai with Heated Pool/Spa and ample covered seating area, for the u
$879,000
3Bedroom(s)
3Bathroom(s)
DrivewayParking(s)
2,622Sqft

242 Hidden Bay Dr #401, Osprey, Florida 34229

Residential For Sale

LASBURY-TRACY REALTY INC.
END UNIT with RARE THREE CAR GARAGE, IMPACT WINDOWS AND SLIDERS, and sweeping panoramic views. This beautifully appointed Baypointe Vista condo in Osprey blends comfort, style, and convenience, all set against the backdrop of the Intracoastal Waterway and Little Sarasota Bay.
$875,000
3Bedroom(s)
3Bathroom(s)
2,100Sqft

678 Crane Prairie Way, Osprey, Florida 34229

Residential For Sale

PREMIER SOTHEBY'S INTERNATIONAL REALTY
It’s always about the view and the new tile roof in June 2025 plus the Tesla whole-house solar system comprising 26 roof panels harnessing 8.45-kilowatt capacity of energy. This incredible benefit includes two Power Walls and a wall-mounted charging station supporting most brands of electric vehicles. The solar system reduces house energy costs to $27 a month and zero for your electric car.
$867,000
3Bedroom(s)
2Bathroom(s)
Workshop in GarageParking(s)
2,483Sqft

123 Windward Dr, Osprey, Florida 34229

Residential For Sale

WILLIAM RAVEIS REAL ESTATE
This immaculate and meticulously maintained 3-bedroom, 2-bath home in the sought-after Southbay Yacht & Racquet community is move-in ready and packed with beautiful updates. The open-concept kitchen has been tastefully remodeled with stainless steel appliances, center isle and lighting, and both bathrooms have also been updated.
$850,000
3Bedroom(s)
2Bathroom(s)
1,894Sqft

102 Windward Dr, Osprey, Florida 34229

Residential For Sale

WILLIAM RAVEIS REAL ESTATE
Located in the desirable Southbay Yacht & Racquet Club, this 3-bedroom, 2.5-bath pool home with mature landscaping offers a functional layout and excellent community amenities. The home features a double-door front entry, a spacious great room with cathedral ceiling, an oversized garage, and a large private lot.
$800,000
3Bedroom(s)
3Bathroom(s)
DrivewayParking(s)
2,134Sqft

120 Candyce Dr, Osprey, Florida 34229

Residential For Sale

COMPASS FLORIDA LLC
This is your chance to own a true waterfront property in the highly desirable Osprey area and transform it into your dream coastal retreat. Situated on a canal with direct access to the Intracoastal Waterway, this home offers an unbeatable location for boating enthusiasts and anyone seeking the ultimate Florida lifestyle.
$799,000
3Bedroom(s)
2Bathroom(s)
2,103Sqft

409 N Point Rd #501, Osprey, Florida 34229

Residential For Sale

COLDWELL BANKER REALTY
One or more photo(s) has been virtually staged. Experience luxury living at The Oaks Preserve. This stunning 3 bedroom, 3 bath corner unit, COMPLETE WITH AN OFFICE, offers the ultimate country club lifestyle. Arrive in style with your private elevator to the 5th floor, where you'll find a pristine residence ready to welcome you.
$795,000
3Bedroom(s)
3Bathroom(s)
2,594Sqft

260 Hidden Bay Dr #305, Osprey, Florida 34229

Residential For Sale

FIRST LIGHT REAL ESTATE
Move-in Ready | Turnkey Furnished | Gulf & Intracoastal Views + Glorious Sunsets 3 Bed | 2.5 Bath | Den w/ Custom Queen Murphy Bed | 2,168 Sq Ft | End Unit Bright, breezy, and beautifully maintained, this move-in ready End Unit at Edgewater at Hidden Bay is offered fully Turnkey Furnished by the original owners and designed for effortless coastal living.
$789,000
3Bedroom(s)
3Bathroom(s)
CoveredParking(s)
2,168Sqft

523 Habitat Blvd, Osprey, Florida 34229

Residential For Sale

PREMIER SOTHEBY'S INTERNATIONAL REALTY
In the Lee Wetherington-built community of Willowbend is a stunning home. This enchanting residence borders a sparkling lake with curb appeal emphasized by lush landscaping and a paver-accented driveway. This quality-built home is the desirable Ashley II floor plan, with an oversized 23-by-19-foot garage.
$785,500
4Bedroom(s)
3Bathroom(s)
Garage Door OpenerParking(s)
2,314Sqft

280 Hidden Bay Dr #202, Osprey, Florida 34229

Residential For Sale

KELLER WILLIAMS ISLAND LIFE REAL ESTATE
READY FOR IMMEDIATE OCCUPANCY! Modern Elegance at Edgewater: A Luxurious Haven Overlooking Little Sarasota Bay Step into a world of contemporary sophistication with this new construction condominium nestled in the eminent enclave of Edgewater at Hidden Bay.
$780,250
3Bedroom(s)
2Bathroom(s)
1,937Sqft
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