147 Properties Available In Osprey
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$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.


$1,450,000
Single Family Home
296 PINE RANCH TRL, Osprey, FL 34229
SELLER OFFERING A $25,000.00 CREDIT toward rate buy down/closing cost with acceptable contract. Welcome to your private ...
Listed by ASHTON LAKES REALTY INC


$597,000
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


$853,000
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


$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


$549,000
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


$597,000
Single Family Home
120 VILLA DR #120, Osprey, FL 34229
Waterfront with your own private dock with 10,000lb elevator lift. This home is being offered fully furnished from the i...
Listed by COLDWELL BANKER SARASOTA CENT.


$1,050,000
Single Family Home
742 SHADOW BAY WAY, Osprey, FL 34229
Welcome to Luxury Living in Rivendell! Nestled on a premium, private lot with serene lake and preserve views, this impec...
Listed by RE/MAX ALLIANCE GROUP


$1,200,000
Single Family Home
820 PLACID LAKE DR, Osprey, FL 34229
***carpet was professionally cleaned 3/26/25*** Discover this beautiful, expansive 5-bedroom, 4-bathroom home offering 3...
Listed by LOYD ROBBINS & CO. LLC


$1,685,000
Single Family Home
364 EL GRECO DR, Osprey, FL 34229
This exquisite waterfront residence offers a dreamlike lifestyle with expansive views of the canal and bay, making it a ...
Listed by PREMIER SOTHEBYS INTL REALTY


$997,000
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


$284,000
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


$2,495,000
Single Family Home
312 YACHT HARBOR DR, Osprey, FL 34229
One or more photo(s) has been virtually staged. Considered one of the finest community-owned marinas on the west coast o...
Listed by PREMIER SOTHEBYS INTL REALTY


$845,000
Single Family Home
650 CRANE PRAIRIE WAY, Osprey, FL 34229
BEST PRICED HOME PER SQ FT in a 3-Mile Radius! Now Offered at $845,000 | Lease Option/Purchase Available! <br>Live large...
Listed by KELLER WILLIAMS ON THE WATER


$2,390
Townhouse
4212 EXPEDITION WAY, Osprey, FL 34229
IMMACULATE, FURNISHED , POOL AND PALM TREES VIEW** Welcome to life in paradise! Here's your best opportunity yet! TURN-K...
Listed by DALTON WADE INC


$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


$380,000
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


$4,400
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


$550,000
Condo
1164 BEACHCOMBER CT #19, Osprey, FL 34229
Welcome to the exclusive Blackburn Point Marina Village – where luxury meets convenience in one of Sarasota's desirable ...
Listed by PREMIER SOTHEBYS INTL REALTY
