2 Bedroom Homes in Osprey, FL
9 for sale · 42 homes listed · Updated September 27, 2026
- 320 tropic drive, Osprey 34229 $185,000 · 2 bd · 2 ba · 1,199 sqft
- 242 hidden bay drive #602, Osprey 34229 $700,000 · 2 bd · 2 ba · 1,932 sqft
- 348 tropic drive, Osprey 34229 $104,900 · 2 bd · 2 ba · 864 sqft
- 116 woodland place #116, Osprey 34229 $249,900 · 2 bd · 2 ba · 1,325 sqft
- 5100 jessie harbor drive #404, Osprey 34229 $599,000 · 2 bd · 2 ba · 2,143 sqft
- 23 siesta circle west, Osprey 34229 $165,000 · 2 bd · 2 ba · 924 sqft
- 33 bishops court road #118, Osprey 34229 $679,000 · 2 bd · 3 ba · 1,890 sqft
- 1811 highland road, Osprey 34229 $409,900 · 2 bd · 2 ba · 1,725 sqft
- 108 villa drive #108, Osprey 34229 $299,950 · 2 bd · 2 ba · 1,593 sqft
- 754 pine run drive 754, Osprey 34229 Pending $259,000 · 2 bd · 2 ba · 1,379 sqft
- 108 woodland place 108, Osprey 34229 Pending $285,000 · 2 bd · 2 ba · 1,316 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
- 5100 jessie harbor drive 304, Osprey 34229 Active Under Contract $699,000 · 2 bd · 2 ba · 2,143 sqft
- 347 bayshore drive, Osprey 34229 Active Under Contract $675,000 · 2 bd · 3 ba · 2,216 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
- 811 sarabay road, Osprey 34229 Active Under Contract $449,000 · 2 bd · 1 ba · 1,211 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
- 432 south shore drive, Osprey 34229 Active Under Contract $529,900 · 2 bd · 2 ba · 1,704 sqft
- 348 tropic drive, Osprey 34229 Off market since Sep 2026 $104,900 · 2 bd · 2 ba · 864 sqft
- 1811 highland road, Osprey 34229 Off market since Sep 2026 $409,900 · 2 bd · 2 ba · 1,725 sqft
- 120 villa drive 120, Osprey 34229 Off market since Jul 2026 $497,000 · 2 bd · 2 ba · 1,404 sqft
- 786 sarabay road 19, Osprey 34229 Off market since Jul 2026 $489,000 · 2 bd · 2 ba · 1,555 sqft
- 33 bishops court road 118, Osprey 34229 Off market since Jul 2026 $679,000 · 2 bd · 3 ba · 1,890 sqft
- 242 hidden bay drive 602, Osprey 34229 Off market since Sep 2026 $700,000 · 2 bd · 2 ba · 1,932 sqft
- 260 hidden bay drive 304, Osprey 34229 Off market since Aug 2026 $694,000 · 2 bd · 3 ba · 1,950 sqft
- 107 sorrento drive, Osprey 34229 Off market since Sep 2026 $425,000 · 2 bd · 2 ba · 1,284 sqft
- 184 explorer drive, Osprey 34229 Off market since Sep 2026 $284,900 · 2 bd · 2 ba · 1,244 sqft
- 320 tropic drive, Osprey 34229 Off market since Sep 2026 $185,000 · 2 bd · 2 ba · 1,199 sqft
- 4296 expedition way 104, Osprey 34229 Off market since Sep 2026 $299,990 · 2 bd · 2 ba · 1,135 sqft
- 116 woodland place 116, Osprey 34229 Off market since Sep 2026 $249,900 · 2 bd · 2 ba · 1,325 sqft
- 7204 jessie harbor drive 7204, Osprey 34229 Off market since Sep 2026 $395,000 · 2 bd · 2 ba · 1,255 sqft
- 780 sarabay road 16, Osprey 34229 Off market since Sep 2026 $425,000 · 2 bd · 2 ba · 1,574 sqft
- 108 villa drive 108, Osprey 34229 Off market since Sep 2026 $299,950 · 2 bd · 2 ba · 1,593 sqft
- 5100 jessie harbor drive 404, Osprey 34229 Off market since Sep 2026 $599,000 · 2 bd · 2 ba · 2,143 sqft
- 1819 highland road, Osprey 34229 Off market since Sep 2026 $319,000 · 2 bd · 3 ba · 1,240 sqft
- 109 woodland place, Osprey 34229 Off market since Sep 2026 $255,000 · 2 bd · 2 ba · 1,223 sqft
- 23 siesta circle west, Osprey 34229 Off market since Sep 2026 $165,000 · 2 bd · 2 ba · 924 sqft