Homes under $400K in Osprey, FL
18 for sale · 37 homes listed · Updated September 25, 2026
- 570 blackburn point road 11, Osprey 34229 $39,500 · 0 ba
- 348 tropic drive, Osprey 34229 $109,900 · 2 bd · 2 ba · 864 sqft
- 570 blackburn point road 13, Osprey 34229 $109,000 · 0 ba
- 570 blackburn point road 43, Osprey 34229 $115,000 · 0 ba
- 570 blackburn point road 26, Osprey 34229 $36,000 · 0 ba
- 51 macewen drive 5, Osprey 34229 $235,000 · 1 bd · 1 ba · 595 sqft
- 51 mac ewen drive 14, Osprey 34229 $285,000 · 1 bd · 1 ba · 595 sqft
- 51 macewen drive 12, Osprey 34229 $275,000 · 1 bd · 1 ba · 623 sqft
- 320 tropic drive, Osprey 34229 $185,000 · 2 bd · 2 ba · 1,199 sqft
- 4296 expedition way 104, Osprey 34229 $299,990 · 2 bd · 2 ba · 1,135 sqft
- 116 woodland place 116, Osprey 34229 $249,900 · 2 bd · 2 ba · 1,325 sqft
- 7204 jessie harbor drive 7204, Osprey 34229 $395,000 · 2 bd · 2 ba · 1,255 sqft
- 570 blackburn point road 23, Osprey 34229 $89,000 · 0 ba
- 570 blackburn point road 36, Osprey 34229 $99,500 · 0 ba
- 108 villa drive 108, Osprey 34229 $299,950 · 2 bd · 2 ba · 1,593 sqft
- 1819 highland road, Osprey 34229 $319,000 · 2 bd · 3 ba · 1,240 sqft
- 109 woodland place, Osprey 34229 $255,000 · 2 bd · 2 ba · 1,223 sqft
- 23 siesta circle west, Osprey 34229 $165,000 · 2 bd · 2 ba · 924 sqft
- 754 pine run drive 754, Osprey 34229 Pending $259,000 · 2 bd · 2 ba · 1,379 sqft
- 480 blackburn point road 5, Osprey 34229 Pending $249,000 · 0 ba
- 108 woodland place 108, Osprey 34229 Pending $285,000 · 2 bd · 2 ba · 1,316 sqft
- 701 pine run drive 701, Osprey 34229 Pending $151,000 · 1 bd · 1 ba · 586 sqft
- 1801 highland road, Osprey 34229 Active Under Contract $289,900 · 2 bd · 2 ba · 1,165 sqft
- 764 sarabay road 8, Osprey 34229 Active Under Contract $399,000 · 2 bd · 2 ba · 1,392 sqft
- 4226 frontier lane 103, Osprey 34229 Active Under Contract $299,000 · 2 bd · 2 ba · 1,135 sqft
- 4271 expedition way 103, Osprey 34229 Active Under Contract $260,000 · 2 bd · 2 ba · 1,135 sqft
- 89 navigation circle, Osprey 34229 Active Under Contract $320,000 · 2 bd · 2 ba · 1,449 sqft
- 110 woodland place 110, Osprey 34229 Active Under Contract $215,000 · 2 bd · 2 ba · 1,325 sqft
- 173 navigation circle 107, Osprey 34229 Active Under Contract $319,500 · 3 bd · 2 ba · 1,528 sqft
- 4213 expedition way 107, Osprey 34229 Active Under Contract $317,000 · 3 bd · 2 ba · 1,430 sqft
- 2251 jessie harbor drive 2101, Osprey 34229 Active Under Contract $359,000 · 2 bd · 2 ba · 1,400 sqft
- 329 bay vista avenue, Osprey 34229 Active Under Contract $399,000 · 2 bd · 2 ba · 1,346 sqft
- 480 blackburn point road 6, Osprey 34229 Active Under Contract $269,000 · 0 ba
- 570 blackburn point road 22, Osprey 34229 Active Under Contract $145,000 · 0 ba
- 51 macewen drive 11, Osprey 34229 Off market since Jul 2026 $235,000 · 1 bd · 1 ba · 623 sqft
- 570 blackburn point road 38, Osprey 34229 Off market since Jul 2026 $28,000 · 0 ba
- 184 explorer drive, Osprey 34229 Off market since Sep 2026 $284,900 · 2 bd · 2 ba · 1,244 sqft