Homes over $1M in Osprey, FL
35 for sale · 53 homes listed · Updated September 25, 2026 · Page 1 of 2
- 3603 north point road 702, Osprey 34229 $1,395,000 · 3 bd · 3 ba · 2,545 sqft
- 909 macewen drive, Osprey 34229 $1,595,000 · 3 bd · 4 ba · 4,241 sqft
- 236 saint james park, Osprey 34229 $2,700,000 · 6 bd · 7 ba · 6,246 sqft
- 852 macewen drive, Osprey 34229 $2,395,000 · 3 bd · 4 ba · 4,519 sqft
- 312 yacht harbor drive, Osprey 34229 $1,995,000 · 3 bd · 4 ba · 2,572 sqft
- 121 north casey key road, Osprey 34229 $6,475,000 · 5 bd · 6 ba · 4,096 sqft
- 18 north casey key road, Osprey 34229 $1,750,000 · 3 bd · 2 ba · 1,977 sqft
- 538 dove pointe drive, Osprey 34229 $1,950,000 · 4 bd · 6 ba · 4,346 sqft
- 49 osprey point drive, Osprey 34229 $2,399,000 · 4 bd · 4 ba · 3,953 sqft
- 385 north point road 304, Osprey 34229 $1,100,000 · 3 bd · 3 ba · 2,778 sqft
- 401 north point road 1001, Osprey 34229 $1,995,000 · 3 bd · 3 ba · 3,029 sqft
- 409 north point road 601, Osprey 34229 $1,250,000 · 3 bd · 3 ba · 2,594 sqft
- 642 trenton way, Osprey 34229 $2,150,000 · 4 bd · 5 ba · 3,939 sqft
- 313 lookout point drive, Osprey 34229 $5,999,999 · 4 bd · 5 ba · 5,337 sqft
- 1527 buoy lane, Osprey 34229 $1,165,000 · 3 bd · 3 ba · 2,830 sqft
- 97 sugar mill drive, Osprey 34229 $1,950,000 · 5 bd · 6 ba · 4,885 sqft
- 135 tina island drive, Osprey 34229 $3,295,000 · 3 bd · 5 ba · 2,572 sqft
- 156 bishops court road, Osprey 34229 $1,289,000 · 3 bd · 4 ba · 3,112 sqft
- 101 osprey point drive, Osprey 34229 $4,790,000 · 4 bd · 6 ba · 5,087 sqft
- 360 north point road, Osprey 34229 $1,495,000 · 3 bd · 4 ba · 2,913 sqft
- 75 osprey point drive, Osprey 34229 $1,595,000 · 4 bd · 4 ba · 4,001 sqft
- 206 four knot lane, Osprey 34229 $1,690,000 · 3 bd · 2 ba · 2,411 sqft
- 907 eagle isle court, Osprey 34229 $1,100,000 · 4 bd · 3 ba · 3,984 sqft
- 296 pine ranch trail, Osprey 34229 $1,100,000 · 5 bd · 4 ba · 3,354 sqft
- 154 lookout point drive, Osprey 34229 $2,199,999 · 4 bd · 4 ba · 4,578 sqft
- 226 saint james park, Osprey 34229 $1,495,000 · 3 bd · 3 ba · 2,591 sqft
- 1216 north casey key road, Osprey 34229 $9,750,000 · 5 bd · 8 ba · 8,050 sqft
- 210 patterson avenue, Osprey 34229 $1,150,000 · 3 bd · 2 ba · 2,084 sqft
- 1417 landview lane, Osprey 34229 $1,399,000 · 4 bd · 4 ba · 3,255 sqft
- 362 macewen drive, Osprey 34229 $2,175,000 · 4 bd · 4 ba · 4,117 sqft
- 141 sugar mill drive, Osprey 34229 $1,700,000 · 3 bd · 3 ba · 3,118 sqft
- 402 macewen drive, Osprey 34229 $1,590,000 · 3 bd · 4 ba · 3,565 sqft
- 17 bayhead lane, Osprey 34229 $1,295,000 · 3 bd · 2 ba · 2,850 sqft
- 324 osprey point drive, Osprey 34229 $3,700,000 · 5 bd · 5 ba · 6,234 sqft
- 256 sugar mill, Osprey 34229 $1,399,000 · 3 bd · 3 ba · 2,695 sqft
- 700 faith avenue, Osprey 34229 Pending $1,200,000 · 4 bd · 3 ba · 2,474 sqft
- 480 oriskany court, Osprey 34229 Pending $1,500,000 · 3 bd · 4 ba · 3,208 sqft
- 916 macewen drive, Osprey 34229 Pending $1,900,000 · 5 bd · 8 ba · 5,986 sqft
- 433 east macewen drive, Osprey 34229 Active Under Contract $2,189,000 · 4 bd · 4 ba · 4,012 sqft
- 14401 masthead drive, Osprey 34229 Active Under Contract $2,850,000 · 3 bd · 4 ba · 2,665 sqft
- 448 east macewen drive, Osprey 34229 Active Under Contract $2,100,000 · 4 bd · 4 ba · 3,768 sqft
- 1474 landview lane, Osprey 34229 Active Under Contract $1,400,000 · 4 bd · 3 ba · 3,246 sqft
- 112 osprey point drive, Osprey 34229 Active Under Contract $6,449,000 · 6 bd · 6 ba · 8,621 sqft
- 422 blue garden lane, Osprey 34229 Off market since Aug 2026 $1,445,000 · 3 bd · 4 ba · 3,872 sqft
- 854 macewen drive, Osprey 34229 Off market since Aug 2026 $3,640,000 · 4 bd · 6 ba · 9,081 sqft
- 180 lookout point drive, Osprey 34229 Off market since Sep 2026 $2,199,900 · 5 bd · 4 ba · 3,236 sqft
- 403 longbow trail, Osprey 34229 Off market since Sep 2026 $1,095,000 · 4 bd · 3 ba · 2,770 sqft
- 362 macewen drive, Osprey 34229 Off market since Jul 2026 $2,249,000 · 4 bd · 4 ba · 4,117 sqft
- 17 bayhead lane, Osprey 34229 Off market since Jul 2026 $1,295,000 · 3 bd · 2 ba · 2,850 sqft
- 385 north point road 701, Osprey 34229 Off market since Jul 2026 $1,399,000 · 3 bd · 3 ba · 2,594 sqft