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140 Properties Available In Osprey
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$1,795,000
Single Family Home
676 EAGLE WATCH LN, Osprey, FL 34229
Under contract-accepting backup offers. Florida living at its finest! You'll find this lovely home tucked away on a cul-...
Listed by COLDWELL BANKER REALTY
$240,000
Condo
137 WOODLAND PL, Osprey, FL 34229
Unbelievable!!! A West of Trail condo for under $250,000! Come home to this warm, cozy and charming unit and enjoy a cup...
Listed by COMPASS FLORIDA LLC
$350,000
Condo
7102 JESSIE HARBOR DR #7102, Osprey, FL 34229
Spectacular views in all directions at highly desired Blackburn Harbor in Osprey. Tucked back and surrounded by mature a...
Listed by RE/MAX PALM REALTY
$650,000
Single Family Home
124 VILLA DR #124, Osprey, FL 34229
Nestled along a serene saltwater canal with DIRECT BOATING ACCESS TO THE GULF OF MEXICO and no fixed bridges, this exqui...
Listed by NEXTHOME BEACH TO BAY
$795,000
Single Family Home
710 SHADOW BAY WAY, Osprey, FL 34229
Florida's perfect floor plan. Built in 2002, it features soaring ceilings and a smartly designed layout, perfect for liv...
Listed by MICHAEL SAUNDERS & COMPANY
$2,425,000
Single Family Home
1862 ISLAND WAY, Osprey, FL 34229
South Sarasota waterfront property surrounded by 312 feet of water on three sides feels like living on a private island....
Listed by PREMIER SOTHEBYS INTL REALTY
$1,150,000
Single Family Home
247 KEEL WAY, Osprey, FL 34229
No hurricane problems here! impact windows and storm curtains on the lanai helped to keep this home safe. Also located ...
Listed by PAT WILLIAMS REALTY, LLC
$1,450,000
Condo
409 N POINT RD #704, Osprey, FL 34229
Enjoy luxury condo living at its finest. A rare offering, this 3 bedroom, 3 bath residence enjoys a spacious floor plan ...
Listed by COLDWELL BANKER REALTY
$1,295,000
Condo
14021 BELLAGIO WAY #201, Osprey, FL 34229
Under contract-accepting backup offers. Welcome to Unit #201 in the exclusive Bellagio Harbor Village, where luxury meet...
Listed by COMPASS FLORIDA LLC
$299,000
Condo
225 WOODLAND DR, Osprey, FL 34229
This completely updated GROUND LEVEL 2/2 condo is available in a charming West of Trail community that you’ll be glad yo...
Listed by COMPASS FLORIDA LLC
$1,925,000
Single Family Home
533 N MACEWEN DR, Osprey, FL 34229
Under contract-accepting backup offers. **IMPRESSIVE ESTATE WITH GOLF COURSE AND WATER VIEW in the Highly Sought-After O...
Listed by GENEROUS PROPERTY
$2,695,000
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
$699,500
Single Family Home
1109 SCHERER WAY, Osprey, FL 34229
This fabulous residence, featuring a new tile roof installed in November 2024 and hurricane-impact windows and shutters ...
Listed by PREMIER SOTHEBYS INTL REALTY
$2,590
Townhouse
4212 EXPEDITION WAY, Osprey, FL 34229
WELCOME TO SEASON 2025. Furnished-Turnkey, Condo Close to Beaches! In Season rate $3950 month-2 month rental minimum OR ...
Listed by DALTON WADE INC
$1,850,000
Single Family Home
401 WALLS WAY, Osprey, FL 34229
Exquisite Executive Home in The Oaks Clubside, Step into elegance and luxury with this stunning two-story masterpiece. P...
Listed by RE/MAX ALLIANCE GROUP
$765,000
Single Family Home
1076 MALLARD MARSH DR, Osprey, FL 34229
Under contract-accepting backup offers. Welcome to the POOL home at the sought after RIVENDELL. This spacious home is l...
Listed by RE/MAX ALLIANCE GROUP
$420,000
Single Family Home
108 PARK DR, Osprey, FL 34229
Welcome to your dream home! This oversized pool home is perfectly situated just minutes from the intercoastal, offering ...
Listed by COLDWELL BANKER REALTY
$940,000
Single Family Home
448 PARK TRACE BLVD, Osprey, FL 34229
**THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** Experience th...
Listed by KELLER WILLIAMS CLASSIC GROUP
$749,900
Single Family Home
123 TINA ISLAND DR, Osprey, FL 34229
Spectacular lot and setting for home priced under county tax appraisal. This is your opportunity to own a waterfront pro...
Listed by COLDWELL BANKER SARASOTA CENT.
$2,500,000
Single Family Home
703 MACEWEN DR, Osprey, FL 34229
Bathed in natural light, with highly sought after southern lanai exposure, is this stunning and meticulously maintained ...
Listed by COLDWELL BANKER REALTY
$729,000
Single Family Home
819 SHADOW BAY WAY, Osprey, FL 34229
This charming 2,145-square-foot pool home is in the premier community of Rivendell. This maintenance-free, tropically la...
Listed by PREMIER SOTHEBYS INTL REALTY
$589,000
Single Family Home
1327 THORNAPPLE DR, Osprey, FL 34229
Under contract-accepting backup offers. This stunning Lee Wetherington-built home in Osprey's Willowbend community beaut...
Listed by PREMIER SOTHEBYS INTL REALTY
$3,275,000
Single Family Home
135 TINA ISLAND DR, Osprey, FL 34229
If you are ready to retreat to paradise, look no more. This home is amazing. Located in a very desirable area in Sorrent...
Listed by RE/MAX PALM REALTY OF VENICE
$959,000
Single Family Home
21 BAYHEAD LN, Osprey, FL 34229
This incredible newly updated house with many upgrades and amenities is the home you have been waiting for! Ideally loc...
Listed by MICHAEL SAUNDERS & COMPANY