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- $ 100,000
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- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
141 Properties Available In Osprey
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$1,795,000
Single Family Home
402 WALLS WAY, Osprey, FL 34229
**NEWER CONSTRUCTION (2014) -- IMPRESSIVE, CUSTOM “COURTYARD STYLE” GOLF COURSE ESTATE w/ WATER VIEW built by TODD JOHNS...
Listed by GENEROUS PROPERTY
$550,000
Single Family Home
629 OAK BAY DR, Osprey, FL 34229
**THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** Indulge in th...
Listed by KELLER WILLIAMS CLASSIC GROUP
$885,000
Single Family Home
1426 LANDVIEW LN, Osprey, FL 34229
Southbay's Lowest-Priced Home – Act Fast! Step into a lifestyle, not just a home, in Southbay's vibrant community! Enjo...
Listed by COLDWELL BANKER SARASOTA CENT.
$229,500
Manufactured Home
320 TROPIC DR, Osprey, FL 34229
Welcome to Paradise! You're going to love this highly sought after, exclusive home with an additional side lot in this ...
Listed by DAVE JONES REALTY, LLC
$995,000
Condo
409 N POINT RD #501, Osprey, FL 34229
One or more photo(s) has been virtually staged. Welcome to luxury condo living in The Oaks Preserve. This 3 bedroom, 3 b...
Listed by COLDWELL BANKER REALTY
$839,000
Condo
14041 BELLAGIO WAY #313, Osprey, FL 34229
Under contract-accepting backup offers. Welcome to the highly desirable community of The Villas at Osprey Harbor! This l...
Listed by PREMIER SOTHEBYS INTL REALTY
$995,000
Single Family Home
1200 MALLARD MARSH DR, Osprey, FL 34229
Under contract-accepting backup offers. Location, Location, Location!!!!!! This 4 Bedroom, 3 bathroom, and den home also...
Listed by RESULTS REALTY GROUP LLC
$2,400
Condo
291 HIDDEN BAY DR #102, Osprey, FL 34229
This lease is available starting MAY 2025. This spacious first floor unit is fully furnished, with two bedrooms and two ...
Listed by AUDREY RAIN RENTALS, INC
$1,395,000
Single Family Home
639 EAGLE WATCH LANE, Osprey, FL 34229
Under contract-accepting backup offers. You won’t find a home like this elegant 4 bedroom, 5.5 bath beauty every day. Si...
Listed by COLDWELL BANKER REALTY
$299,900
Condo
207 WOODLAND DR #207, Osprey, FL 34229
Welcome to this beautifully appointed, well-cared for and fully furnished 2-bedroom, 2-bath condo located in the sought-...
Listed by PREMIER SOTHEBYS INTL REALTY
$1,800,000
Single Family Home
97 SUGAR MILL DR, Osprey, FL 34229
Welcome home to The Oaks Bayside!! This home offers the perfect blend of luxury and comfort. Fall in love with this stat...
Listed by COLDWELL BANKER REALTY
$1,850
Single Family Home
1865 SHORELAND DR #1865, Osprey, FL 34229
Charming 2 bedroom 2 bathroom attached (Duplex) villa in GREAT location! Enjoy single level living in this lovely neighb...
Listed by JENNETTE PROPERTIES, INC.
$832,750
Condo
280 HIDDEN BAY DR #302, Osprey, FL 34229
One or more photo(s) has been virtually staged. Under Construction. Photos are for demonstration purposes only and may n...
Listed by PREMIER SOTHEBYS INTL REALTY
$822,250
Condo
280 HIDDEN BAY DR #204, Osprey, FL 34229
One or more photo(s) has been virtually staged. Under Construction. Photos are for demonstration purposes only and may n...
Listed by PREMIER SOTHEBYS INTL REALTY
$780,250
Condo
280 HIDDEN BAY DR #203, Osprey, FL 34229
One or more photo(s) has been virtually staged. Under Construction. Photos are for demonstration purposes only and may n...
Listed by PREMIER SOTHEBYS INTL REALTY
$2,600
Condo
4226 FRONTIER LN #103, Osprey, FL 34229
Annual rental available April 1st 2025. Enjoy the Florida lifestyle at Bay Street by enjoying the heated pool , fitness ...
Listed by EXIT KING REALTY
$3,995,000
Single Family Home
601 FERNWALK LN, Osprey, FL 34229
Under contract-accepting backup offers. **EXQUISITELY DESIGNED ESTATE BOASTS MODERN & CONTEMPORARY ELEGANCE** This FULLY...
Listed by GENEROUS PROPERTY
$995,000
Single Family Home
12 BISHOPS COURT RD RD, Osprey, FL 34229
Welcome to the Oaks Preserve, a wonderful neighborhood of natural beauty and lush canopied surroundings, yet close to Sa...
Listed by MICHAEL SAUNDERS & COMPANY
$424,900
Condo
401 N POINT RD #301, Osprey, FL 34229
One or more photo(s) has been virtually staged. Enter through the secure foyer and take the private elevator to the thir...
Listed by COLDWELL BANKER REALTY
$785,000
Condo
409 N POINT RD #603, Osprey, FL 34229
BEAUTIFUL FULL WATER VIEWS OF NORTH CREEK, SARASOTA BAY, AND THE GULF FROM THE LOWEST PRICED CONDO WITH A WATER VIEW IN ...
Listed by COLDWELL BANKER REALTY
$999,000
Single Family Home
201 SAINT JAMES PARK, Osprey, FL 34229
Under contract-accepting backup offers. Welcome home to your sanctuary located behind the gates of the Exclusive Oaks Co...
Listed by ROSEBAY INTERNATIONAL REALTY, INC
$289,000
Single Family Home
38 OLD VENICE RD, Osprey, FL 34229
A rare find with nearly 1 acre in desirable Osprey, this property is brimming with potential. Whether you decide to tear...
Listed by CHARLES RUTENBERG REALTY INC
$2,500
Condo
51 MAC EWEN DR #1, Osprey, FL 34229
***AVAILABLE February 1, 2025 thru July 31, 2025*** Welcome to THE OAK community, it's gated 24/7. private as private ca...
Listed by AUDREY RAIN RENTALS, INC
$1,549,000
Condo
401 N POINT RD #901, Osprey, FL 34229
This opulent 3 bedroom plus den, 3 bath residence with a PRIVATE 2 CAR GARAGE located in Meridian at The Oaks Preserve, ...
Listed by COLDWELL BANKER REALTY