Osprey Homes for Sale under $500K

Live MLS inventory in Osprey, updated continuously.

$6,475,000

5 bd · 6 ba · 4,096 sqft

121 N CASEY KEY ROAD, OSPREY, FL 34229

$5,999,999

4 bd · 5 ba · 5,337 sqft

313 LOOKOUT POINT DRIVE, OSPREY, FL 34229

$4,790,000

4 bd · 6 ba · 5,087 sqft

101 OSPREY POINT DRIVE, OSPREY, FL 34229

$3,640,000

4 bd · 6 ba · 9,081 sqft

854 MACEWEN DRIVE, OSPREY, FL 34229

$3,295,000

3 bd · 5 ba · 2,572 sqft

135 TINA ISLAND DRIVE, OSPREY, FL 34229

$2,995,000

3 bd · 4 ba · 2,665 sqft

14401 MASTHEAD DRIVE, OSPREY, FL 34229

$2,700,000

6 bd · 7 ba · 6,246 sqft

236 SAINT JAMES PARK, OSPREY, FL 34229

$2,399,000

4 bd · 4 ba · 3,953 sqft

49 OSPREY POINT DRIVE, OSPREY, FL 34229

$2,395,000

3 bd · 4 ba · 4,519 sqft

852 MACEWEN DRIVE, OSPREY, FL 34229

$2,199,900

5 bd · 4 ba · 3,236 sqft

180 LOOKOUT POINT DRIVE, OSPREY, FL 34229

$1,995,000

3 bd · 3 ba · 3,029 sqft

401 N POINT ROAD # 1001, OSPREY, FL 34229

$1,950,000

4 bd · 6 ba · 4,346 sqft

538 DOVE POINTE DRIVE, OSPREY, FL 34229

$1,950,000

5 bd · 6 ba · 4,885 sqft

97 SUGAR MILL DRIVE, OSPREY, FL 34229

$1,900,000New

5 bd · 8 ba · 5,986 sqft

916 MACEWEN DRIVE, OSPREY, FL 34229

$1,790,000

3 bd · 2 ba · 2,411 sqft

206 FOUR KNOT LANE, OSPREY, FL 34229

$1,649,000

4 bd · 4 ba · 4,001 sqft

75 OSPREY POINT DRIVE, OSPREY, FL 34229

$1,595,000

3 bd · 4 ba · 4,241 sqft

909 MACEWEN DRIVE, OSPREY, FL 34229

$1,500,000

3 bd · 4 ba · 3,208 sqft

480 ORISKANY COURT, OSPREY, FL 34229

$1,495,000New

3 bd · 4 ba · 2,913 sqft

360 N POINT ROAD, OSPREY, FL 34229

$1,395,000

3 bd · 3 ba · 2,545 sqft

3603 N POINT ROAD # 702, OSPREY, FL 34229

$1,289,000

3 bd · 4 ba · 3,112 sqft

156 BISHOPS COURT ROAD, OSPREY, FL 34229

$1,250,000

3 bd · 3 ba · 2,594 sqft

409 N POINT ROAD # 601, OSPREY, FL 34229

$1,200,000

4 bd · 3 ba · 2,474 sqft

700 FAITH AVENUE, OSPREY, FL 34229

$1,165,000

3 bd · 3 ba · 2,830 sqft

1527 BUOY LANE, OSPREY, FL 34229