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159 Properties Available In Osprey
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$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
$12,000
Single Family Home
600 EAGLE WATCH LN, Osprey, FL 34229
Beautiful completely renovated home with all the upgrades you can want. Available for annual, and shorter term leases. ...
Listed by COLDWELL BANKER REALTY
$998,000
Single Family Home
766 SHADOW BAY WAY, Osprey, FL 34229
Nestled on a quiet street in the highly sought-after Rivendell community, this former Arthur Rutenberg model home featur...
Listed by COLDWELL BANKER SARASOTA CENT.
$1,279,000
Single Family Home
1527 BUOY LN, Osprey, FL 34229
Beautifully and thoroughly recently updated beach style home in Southbay Yacht and Racquet club featuring 10 foot ceilin...
Listed by BRIGHT REALTY
$129,900
Manufactured Home
310 TROPIC DR, Osprey, FL 34229
Priced well below market. Great condition - move in ready. Being offered furnished. The roof is only 5 years old. This o...
Listed by COLDWELL BANKER SARASOTA CENT.
$1,150,000
Condo
401 N POINT RD #504, Osprey, FL 34229
FULLY UPDATED ~ WATER VIEWS ~ PRIVATE 2 CAR GARAGE ~ OFFICE/4TH BEDROOM OPTION ~ The eye of an artist and perfected skil...
Listed by COLDWELL BANKER REALTY
$1,450,000
Single Family Home
296 PINE RANCH TRL, Osprey, FL 34229
**THIS PROPERTY QUALIFIES FOR A LENDER INCENTIVE (up to $8,000) IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** ...
Listed by ASHTON LAKES REALTY INC
$444,000
Single Family Home
352 GLENWOOD AVE, Osprey, FL 34229
Beautifully Maintained 3-Bedroom Home with No HOA or Deed Restrictions <br> <br>Welcome to this immaculate 3-bedroom, 2-...
Listed by WHITE SANDS REALTY GROUP FL
$2,350
Townhouse
4209 EXPEDITION WAY #102, Osprey, FL 34229
This lovely 3 bedroom, 2 ½ bath townhome. This unfurnished unit has (2) Separate Single car garages-Storage and Parking...
Listed by EXIT KING REALTY
$7,500
Single Family Home
1216 FLYING BRIDGE LN, Osprey, FL 34229
DO YOU WANT COMFORT AND LUXURY WHILE YOU LOOK AROUND WATERFRONT ? JUMP ON THIS LUXURY TURNKEY RENTAL. A ROOM FOR EVERY ...
Listed by COLDWELL BANKER REALTY
$4,000
Condo
14041 BELLAGIO WAY #214, Osprey, FL 34229
One or more photo(s) has been virtually staged. ANNUAL or Short Term (3 Months Minimum) CONDO/VILLA AVAILABLE FOR LEASE ...
Listed by FINE PROPERTIES
$3,750,000
Single Family Home
1042 N CASEY KEY RD, Osprey, FL 34229
EXCEPTIONAL WATERFRONT RESIDENCE on the exclusive island of North Casey Key is a rare opportunity to own a piece of coas...
Listed by COLDWELL BANKER REALTY
$959,000
Single Family Home
238 LOOKOUT POINT DR, Osprey, FL 34229
Nestled in the heart of Southbay Yacht & Racquet Club, this exquisitely renovated and impeccably maintained residence of...
Listed by COLDWELL BANKER REALTY
$669,000
Single Family Home
750 ANNA HOPE LN, Osprey, FL 34229
Impeccable style and effortless grace define this Rivendell home, which stands as a testament to refined living. Nestled...
Listed by COLDWELL BANKER REALTY
$647,000
Single Family Home
104 PARK TRACE BLVD, Osprey, FL 34229
Welcome to your dream home in beautiful Osprey, Florida inside PARK TRACE! This expansive 2557 sqft residence boasts 4 b...
Listed by KW COASTAL LIVING III
$549,000
Single Family Home
1313 THORNAPPLE DR, Osprey, FL 34229
Stunning finishes welcome you to this enchanting Lee Wetherington-built residence in Willowbend. Incredibly light and br...
Listed by PREMIER SOTHEBYS INTL REALTY
$7,000
Condo
5100 JESSIE HARBOR DR #504, Osprey, FL 34229
This beautiful 5th Floor condo located in Blackburn Harbor Residences is now available for Season 2026! There are breath...
Listed by JENNETTE PROPERTIES INC
$3,500,000
Single Family Home
112 OSPREY POINT DR, Osprey, FL 34229
Premier Waterfront Opportunity in The Oaks Bayside <br>This grand estate home, perfectly positioned on a rarely availabl...
Listed by KARA MONEY LLC
$5,000
Condo
14041 BELLAGIO WAY #218, Osprey, FL 34229
Welcome to your coastal sanctuary in the gated community of Villas at Osprey Harbor Village. Located just minutes from t...
Listed by COLDWELL BANKER REALTY
$820,000
Condo
260 HIDDEN BAY DR #305, Osprey, FL 34229
Move-in Ready | Turnkey Furnished | Gulf & Intracoastal Views + Glorious Sunsets <br>3 Bed | 2.5 Bath | Den w/ Custom Qu...
Listed by FIRST LIGHT REAL ESTATE
$269,000
Condo
754 PINE RUN DR #754, Osprey, FL 34229
Rarely available ground-floor 2-bedroom, 2-bath model with a standout location and layout that offers a truly one-of-a-k...
Listed by CALL IT CLOSED INTL REALTY
$950,000
Single Family Home
172 SEA ANCHOR DR, Osprey, FL 34229
One or more photo(s) has been virtually staged. Welcome to your dream home! This 3-bedroom, 3-Bath residence offers the ...
Listed by GOLF & BAY PROPERTIES LLC
$625,000
Condo
242 HIDDEN BAY DR #603, Osprey, FL 34229
One of Sarasota's Best-Kept Secrets! Top-Floor Bayfront Retreat in Hidden Bay. 2 Bed | 2 Bath + Den | Enclosed Lanai | 2...
Listed by REAL ESTATE REFINED
$525,000
Single Family Home
1363 NEW FOREST LN, Osprey, FL 34229
Welcome to The Woodlands At Rivendell! This beautiful home is on a large corner lot in the Patio Section of the Woodland...
Listed by RE/MAX PLATINUM