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175 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)
$1,595,000
Single Family Home
228 SAINT JAMES PARK, Osprey, FL 34229
Experience the unparalleled charm and convenience of this golf course home in The Oaks Club, the country club community ...
Listed by MICHAEL SAUNDERS & COMPANY
$1,299,000
Single Family Home
223 SAINT JAMES PARK, Osprey, FL 34229
Luxury Clubside Living at The Oaks – featuring Elegance and Comfort! Stunning Clubside residence in the upscale Oaks Cl...
Listed by RE/MAX ALLIANCE GROUP
$1,195,000
Single Family Home
3921 WAYPOINT AVE, Osprey, FL 34229
CASUAL, COASTAL ELEGANCE in this charming WATERFRONT community – BAYSIDE on LITTLE SARASOTA BAY! The Florida Lifestyle ...
Listed by WHITE SANDS REALTY GROUP FL
$2,395,000
Single Family Home
600 EAGLE WATCH LN, Osprey, FL 34229
Located on one of the most desirable streets in The Oaks Clubside, this completely renovated pool home sits on a generou...
Listed by COLDWELL BANKER REALTY
$1,200,000
Single Family Home
142 DORY LN, Osprey, FL 34229
Southbay Yacht & Racquet Club, The waterfront Community with Resort-Style Amenities. Welcome to this beautiful three-bed...
Listed by GOLF & BAY PROPERTIES LLC
$169,900
Manufactured Home
216 PALM AIR DR, Osprey, FL 34229
This home is located in the sought-after 55+ community of The Arbors. It offers a blend of comfort, updates, and a prime...
Listed by KELLER WILLIAMS ON THE WATER S
$275,000
Condo
111 WOODLAND PL, Osprey, FL 34229
Property comes furnished. <br>Rare, 1st floor condo in Pine Run. Unique layout with center outdoor solarium for peaceful...
Listed by FLAT FEE MLS REALTY
$585,000
Single Family Home
221 SORRENTO DR, Osprey, FL 34229
Discover your slice of paradise in the highly sought-after boating community of Sorrento Shores. This meticulously maint...
Listed by COLDWELL BANKER SARASOTA CENT.
$2,295,000
Single Family Home
140 N CASEY KEY RD, Osprey, FL 34229
Welcome to your own private oasis on the coveted Casey Key Island—an 8-mile stretch of paradise known for its pristine b...
Listed by KELLER WILLIAMS ON THE WATER
$1,995,000
Single Family Home
525 S SHORE DR, Osprey, FL 34229
This redesigned mid-century styled 3-bedroom Bayfront home has been fully remastered with entertaining in mind. The stun...
Listed by COLDWELL BANKER REALTY
$1,097,000
Single Family Home
3904 WAYPOINT AVE, Osprey, FL 34229
This stunning Taylor Morrison Lazio floor plan residence offers an exceptional blend of luxury and tranquility in a desi...
Listed by PREMIER SOTHEBYS INTL REALTY
$795,000
Single Family Home
424 CEZANNE DR, Osprey, FL 34229
Welcome to your tropical oasis in ideally located, neighbor friendly Sorrento Shores! This spacious two-story, 3-bedroom...
Listed by MICHAEL SAUNDERS & COMPANY
$700,000
Condo
14041 BELLAGIO WAY #315, Osprey, FL 34229
SIGNIFICANT PRICE IMPROVEMENT! IF YOU HAVE BEEN WAITING FOR A FANTASTIC WATERFRONT PROPERTY AND PRICE.. THIS IS THE ONE...
Listed by WILLIAM RAVEIS REAL ESTATE
$1,285,000
Single Family Home
135 N CREEK LN, Osprey, FL 34229
Experience the ideal blend of tranquility and convenience in this exquisite residence, designed by renowned builder Robe...
Listed by PREMIER SOTHEBYS INTL REALTY
$299,900
Condo
304 PINE RUN DR, Osprey, FL 34229
HUGE PRICE REDUCTION " LOWEST Price In The Community - Your Opportunity To Add Your Personal Touch! Charming Coastal Ret...
Listed by KELLER WILLIAMS ON THE WATER S
$824,000
Single Family Home
790 SHADOW BAY WAY, Osprey, FL 34229
Brand New Tile Roof March 2025. Experience the ultimate in serene living within the picturesque Woodlands of Rivendell, ...
Listed by PREMIER SOTHEBYS INTL REALTY
$3,997,000
Single Family Home
275 LOOKOUT POINT DR, Osprey, FL 34229
This stunning waterfront residence in Southbay Yacht and Racquet Club is a gem on Florida's Gulf Coast where boats are a...
Listed by PREMIER SOTHEBYS INTL REALTY
$249,900
Condo
109 WOODLAND PL, Osprey, FL 34229
Welcome to 109 Woodland Place, a serene retreat nestled within the lush, natural surroundings of the Pine Run community ...
Listed by KELLER WILLIAMS ON THE WATER S
$449,000
Single Family Home
117 VILLA DR #117, Osprey, FL 34229
LET'S GO FISHING! / BEST PRICE IN SARASOTA COUNTY / SALTWATER CANAL VILLA AND YOU OWN THE DOCK! The Gulf is your new bac...
Listed by RE/MAX PLATINUM
$4,195,000
Single Family Home
854 MACEWEN DR, Osprey, FL 34229
One or more photo(s) has been virtually staged. **SELLER WILL PAY 100% OF THE MANDATORY SOCIAL MEMBERSHIP – WORTH $80,00...
Listed by GENEROUS PROPERTY
$685,000
Condo
236 HIDDEN BAY DR #301, Osprey, FL 34229
This beautiful 3 bed, 3 full ensuite baths and a 3 car garage home in the heart of Osprey in the desirable waterfront ga...
Listed by COLDWELL BANKER REALTY
$204,900
Manufactured Home
262 SUN AIR CIR, Osprey, FL 34229
***Improved price $204,900***Nestled within the serene and sought-after Arbors Mobile Home Park in Osprey, this captivat...
Listed by KELLER WILLIAMS ON THE WATER S
$210,000
Manufactured Home
191 PALM AIR DR, Osprey, FL 34229
Come home to this tastefully-furnished, well-maintained spacious home in a top-of-the-line, perfectly located Co-Op park...
Listed by FINE PROPERTIES
$650,000
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