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157 Properties Available In Osprey
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$1,950,000
Single Family Home
627 N MACEWEN DR, Osprey, FL 34229
Under contract-accepting backup offers. **STUNNING GOLF COURSE ESTATE with WATER and GOLF COURSE VIEW in the Highly Soug...
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$995,000
Single Family Home
1602 SOUTHBAY DR, Osprey, FL 34229
Welcome to your slice of Florida paradise! Nestled on a spacious corner lot in the highly sought-after Southbay Yacht & ...
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$685,000
Single Family Home
571 PINE RANCH EAST RD, Osprey, FL 34229
One of the largest homes in Bay Oaks Estates, this 5-bed, 2.5-bath single-story pool retreat delivers the best of indoor...
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$850,000
Single Family Home
123 WINDWARD DR, Osprey, FL 34229
This immaculate and meticulously maintained 3-bedroom, 2-bath home in the sought-after Southbay Yacht & Racquet communit...
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$549,000
Single Family Home
708 ANNA HOPE LN, Osprey, FL 34229
Under contract-accepting backup offers. Florida's perfect floor plan! Built in 2002, this home features soaring ceilings...
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$545,000
Single Family Home
447 OAK POINT RD, Osprey, FL 34229
Prepare to be impressed as you enter this bright and spacious maintenance-free townhome with soaring ceilings, an abunda...
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$4,900
Single Family Home
140 SEA ANCHOR DR, Osprey, FL 34229
PREVIEW BY APPOINTMENT ONLY. This 3 bed, 3 bath, plus office and heated POOL home is located in the beautiful Southbay Y...
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$675,000
Single Family Home
563 PINE RANCH EAST RD, Osprey, FL 34229
Under contract-accepting backup offers. Step into your dream home in the sought-after Bay Oaks Estates where comfort, fu...
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$3,380,000
Single Family Home
135 TINA ISLAND DR, Osprey, FL 34229
Retreat to paradise in this stunning waterfront home, built new in 2011, in highly sought-after Sorrento Shores, Osprey....
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$2,650,000
Single Family Home
370 SUGAR MILL DR, Osprey, FL 34229
**Meticulously maintained, architectural perfection, this bright, spectacular estate featuring incredibly spacious first...
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$5,000,000
Single Family Home
101 OSPREY POINT DR, Osprey, FL 34229
A grand estate where timeless design meets lakefront tranquility, 101 Osprey Point Drive offers refined living within th...
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$2,500
Condo
2313 JESSIE HARBOR DR #2302, Osprey, FL 34229
ANNUAL UNFURNISHED VILLA AVAILABLE FOR LEASE IN BLACKBURN HARBOR IN OSPREY! This beautiful 2BR 2BA villa has a large la...
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$2,500
Single Family Home
305 BAY VISTA AVE, Osprey, FL 34229
Welcome to this stunning two-bedroom, two-bathroom retreat, perfectly designed for relaxation and entertainment! <br> <b...
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$1,750,000
Single Family Home
422 BLUE GARDEN LN, Osprey, FL 34229
A grand traditional residence, this 3-bedroom, 3.5-bath home is tucked into lush tropical landscaping on a quiet cul-de-...
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$1,075,000
Single Family Home
701 EAGLENOOK WAY, Osprey, FL 34229
A truly rare opportunity to own a home on over 2 acres in Osprey, FL. Pine Ranch is a charming enclave of 36 properties ...
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$2,250
Condo
4256 EXPEDITION WAY #107, Osprey, FL 34229
Welcome to Bay Street in Osprey! This 3-bedroom, 2-bath condominium offers the comfort of single-level living on the sec...
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$499,900
Single Family Home
508 MEADOW SWEET CIR, Osprey, FL 34229
The Cottages of Rivendell are highly desirable residences, offering an exclusive community with only 84 homes. Each home...
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$2,300,000
Single Family Home
264 SARATOGA CT, Osprey, FL 34229
Under contract-accepting backup offers. **BRILLIANTLY DESIGNED AND RENOVATED, CUSTOM GOLF COURSE ESTATE with SPECTACULAR...
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$1,385,000
Single Family Home
156 BISHOPSCOURT RD, Osprey, FL 34229
This stunning 3 bedroom, 3.5 bath home, designed by the renowned architect Frank Folsom Smith, stands out with its uniqu...
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$2,395
Townhouse
1817 HIGHLAND RD, Osprey, FL 34229
Lovely 2 bed/2 bth well maintained townhouse with a 2 car garage Set in a private enclave in the desirable West of Trai...
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$2,000
Condo
304 PINE RUN DR #304, Osprey, FL 34229
Stunning annual unfurnished 2 bed/2 bath ground floor condo located at Pine Run in Osprey, FL. Water, sewer/trash, lawn...
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$1,600,000
Single Family Home
133 OSPREY POINT DR, Osprey, FL 34229
Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Custon Home located in the exclu...
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$245,000
Condo
111 WOODLAND PL, Osprey, FL 34229
Hidden away in Osprey is the private oasis of Pine Run. You could not find a more natural setting and fantastic location...
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$5,000
Condo
260 HIDDEN BAY DR #504, Osprey, FL 34229
Annual Turnkey Furnished Penthouse on the Bay! If you want mesmerizing views of intracoastal waterway, Little Sarasota B...
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