31 Properties Available In Osprey
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- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$599,900
Single Family Home
566 OAK BAY DR, Osprey, FL 34229
Welcome to Bay Oaks Estates. This 3-bedroom 2 bath plus den is a classic Florida home featuring a pool with mosaic inspi...
Listed by SARABAY REAL ESTATE INC


$3,250,000
Single Family Home
5 N CASEY KEY RD, Osprey, FL 34229
HOME RUN DEAL YOU CAN'T AFFORD TO MISS! CASEY KEY GULF FRONT MOVE-IN READY FOR UNBELIEVABLE PRICE! REDUCED 900K! Iconic...
Listed by AYERS AND ASSOCIATES REAL ESTATE


$7,900
Condo
14041 BELLAGIO WAY #316, Osprey, FL 34229
NOW AVAILABLE FOR APRIL AND OFF-SEASON MONTHS 2025 AND JAN-APRIL 2026! Welcome to BELLAGIO at Osprey Harbor Village, off...
Listed by JENNETTE PROPERTIES INC


$262,000
Condo
758 PINE RUN DR #758, Osprey, FL 34229
This home was professionally inspected by a Contractor following Hurricanes Helene and Milton, and I'm pleased to report...
Listed by REALNET FLORIDA REAL ESTATE


$795,000
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


$269,999
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


$699,000
Condo
401 N POINT RD #603, Osprey, FL 34229
One or more photo(s) has been virtually staged. BEAUTIFUL FULL WATER VIEW AND 2ND FLOOR PRIVATE 2 CAR GARAGE! This incre...
Listed by COLDWELL BANKER REALTY
