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150 Properties Available In Osprey
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$749,000
Single Family Home
471 PARK TRACE BLVD, Osprey, FL 34229
Welcome to your dream home! This stunning, custom-built 3 bedroom, 3 bathroom residence perfectly blends luxury, comfort...
Listed by FLORIDA HOME TEAM LLC
$479,000
Single Family Home
26 BAY ACRES AVE, Osprey, FL 34229
Under contract-accepting backup offers. Discover this hidden gem in the sought-after waterfront community in Bay Acres, ...
Listed by RE/MAX ALLIANCE GROUP
$3,950
Condo
5100 JESSIE HARBOR DR #602, Osprey, FL 34229
Enjoy luxury waterfront living in this beautifully updated 6th-floor condo at Blackburn Harbor Residences on the West si...
Listed by COMPASS PROPERTY MANAGEMENT LLC
$897,000
Single Family Home
678 CRANE PRAIRIE WAY, Osprey, FL 34229
It's always about the view and the new tile roof in June 2025 plus the Tesla whole-house solar system comprising 26 roof...
Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY
$474,900
Condo
7303 JESSIE HARBOR DR #7303, Osprey, FL 34229
PENTHOUSE CONDO IN WATERFRONT COMMUNITY! <br>Experience luxury coastal living in this spacious 3-bedroom, 2-bath penthou...
Listed by KW COASTAL LIVING
$689,000
Single Family Home
819 SHADOW BAY WAY, Osprey, FL 34229
A new 2025 roof. This stunning 2,145-square-foot pool home is in the premier community of Rivendell. Live so beautifully...
Listed by PREMIER SOTHEBYS INTL REALTY
$6,750,000
Single Family Home
622 BAYSHORE DR, Osprey, FL 34229
Welcome to 622 Bayshore Drive - where coastal luxury meets modern sophistication on one of the most sought-after stretch...
Listed by MICHAEL SAUNDERS & COMPANY
$765,000
Single Family Home
127 PARK TRACE BLVD, Osprey, FL 34229
Absolutely Spectacular Lake-View Home in Osprey - with New ROOF and Upgrades throughout is priced to sell! <br>This prop...
Listed by MICHAEL SAUNDERS & COMPANY
$249,900
Single Family Home
444 WASHINGTON AVE, Osprey, FL 34229
Under contract-accepting backup offers. Handyman or tear down. Potential of 2 buildable lots. The carport area roof lift...
Listed by COLDWELL BANKER SARASOTA CENT.
$164,900
Manufactured Home
170 EDGEWOOD DR, Osprey, FL 34229
YOUR PERFECT FLORIDA RETREAT AWAITS.... Imagine spending your winter days in a swimming pool or in the warm waters and b...
Listed by KW SUNCOAST
$4,200
Single Family Home
510 LATITUDE LN, Osprey, FL 34229
Custom, Lee Wetherington home with a private heated pool in the sought after, maintenance free community of Willow Bend....
Listed by BRIGHT REALTY
$2,195
Condo
291 HIDDEN BAY DR #201, Osprey, FL 34229
Spacious 2nd-floor end-unit with one car garage (22x11) provides nearly 1,600 sq. ft. and stunning lake and courtyard vi...
Listed by LINDSAY LEASING LLC
$499,900
Condo
780 SARABAY RD #16, Osprey, FL 34229
Welcome to Heron Bay Club, an exclusive enclave of just 25 uniquely designed villas situated on 11 acres along the Littl...
Listed by RMS ELITE PROPERTIES
$1,295,000
Single Family Home
1484 SEAFARER DR, Osprey, FL 34229
Welcome to Southbay Yacht & Racquet Club, one of the Gulf Coast's most coveted communities—where every day feels like a ...
Listed by EXP REALTY LLC
$310,000
Condo
4267 EXPEDITION WAY, Osprey, FL 34229
Welcome to Bay Street Village, Osprey - Perfectly nestled between the vibrant cities of Sarasota and Venice - only minut...
Listed by COLDWELL BANKER REALTY
$372,500
Townhouse
1801 HIGHLAND RD, Osprey, FL 34229
Enjoy this Key West-style townhome in Towns-End Shores-maintenance-free living at its best! Beautifully upgraded with po...
Listed by KELLER WILLIAMS ISLAND LIFE REAL ESTATE
$560,000
Single Family Home
813 OAK POND DR, Osprey, FL 34229
One or more photo(s) has been virtually staged. WELCOME HOME!! THERE HAS BEEN NO FLOODING OR DAMAGE FROM RECENT STORMS!!...
Listed by PREFERRED SHORE LLC
$3,300,000
Single Family Home
550 DOVE POINTE, Osprey, FL 34229
Sited at the end of a quiet cul-de-sac behind the gates of the prestigious Oaks Clubside in Osprey, Florida, this statel...
Listed by MICHAEL SAUNDERS & COMPANY
$599,000
Single Family Home
4428 CONCHFISH LN, Osprey, FL 34229
Chic Modern Escape in the Heart of Palms at Casey Key! This charming residence is located in a flood zone that is not co...
Listed by HORIZON REALTY INTERNATIONAL
$4,250
Condo
280 HIDDEN BAY DR #303, Osprey, FL 34229
One or more photo(s) has been virtually staged. Annual Rental. This newly constructed 3rd floor condo is available for i...
Listed by GULF COAST REALTY & MANAGEMENT
$1,970,000
Single Family Home
140 SUGAR MILL DR, Osprey, FL 34229
**BRILLIANTY DESIGNED, FULLY RENOVATED, STUNNING and SERENE ESTATE with Lush Garden Landscape** is located behind the Se...
Listed by GENEROUS PROPERTY
$2,299,900
Single Family Home
180 LOOKOUT POINT DR, Osprey, FL 34229
One or more photo(s) has been virtually staged. Welcome to 180 Lookout Point Drive in the sought-after Southbay Yacht & ...
Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY
$188,000
Condo
137 WOODLAND PL, Osprey, FL 34229
Unbelievable!!! A 2-bedroom/2-bathroom, West of Trail condo for under $200,000! Come home to this warm, cozy and charmin...
Listed by COMPASS FLORIDA LLC
$684,900
Single Family Home
866 OAK BRIAR LN, Osprey, FL 34229
Welcome to the highly desirable Park Trace Estates where residents enjoy low HOA fees! This beautiful pool home is mov...
Listed by COLDWELL BANKER REALTY