Single Family Homes in Osprey, FL
49 for sale · 91 homes listed · Updated September 27, 2026 · Page 2 of 2
- 480 oriskany court, Osprey 34229 Pending $1,500,000 · 3 bd · 4 ba · 3,208 sqft
- 212 washington avenue, Osprey 34229 Pending $420,000 · 3 bd · 2 ba · 1,478 sqft
- 204 windward drive, Osprey 34229 Pending $850,000 · 3 bd · 3 ba · 2,486 sqft
- 916 macewen drive, Osprey 34229 Pending $1,900,000 · 5 bd · 8 ba · 5,986 sqft
- 547 meadow sweet circle, Osprey 34229 Pending $550,000 · 3 bd · 2 ba · 1,731 sqft
- 144 park trace boulevard, Osprey 34229 Pending $850,000 · 4 bd · 3 ba · 2,468 sqft
- 742 harms drive, Osprey 34229 Active Under Contract $499,900 · 3 bd · 2 ba · 1,293 sqft
- 678 faith avenue, Osprey 34229 Active Under Contract $749,000 · 3 bd · 3 ba · 2,583 sqft
- 433 east macewen drive, Osprey 34229 Active Under Contract $2,189,000 · 4 bd · 4 ba · 4,012 sqft
- 447 north shore drive, Osprey 34229 Active Under Contract $474,000 · 3 bd · 2 ba · 1,874 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
- 1361 new forest lane, Osprey 34229 Active Under Contract $525,000 · 3 bd · 2 ba · 2,074 sqft
- 347 bayshore drive, Osprey 34229 Active Under Contract $675,000 · 2 bd · 3 ba · 2,216 sqft
- 619 oak river court, Osprey 34229 Active Under Contract $609,900 · 3 bd · 2 ba · 2,047 sqft
- 4424 conchfish lane, Osprey 34229 Active Under Contract $550,000 · 4 bd · 3 ba · 2,370 sqft
- 1474 landview lane, Osprey 34229 Active Under Contract $1,400,000 · 4 bd · 3 ba · 3,246 sqft
- 730 fordingbridge way, Osprey 34229 Active Under Contract $685,000 · 3 bd · 2 ba · 2,182 sqft
- 816 shadow bay way, Osprey 34229 Active Under Contract $655,000 · 3 bd · 3 ba · 2,251 sqft
- 811 sarabay road, Osprey 34229 Active Under Contract $449,000 · 2 bd · 1 ba · 1,211 sqft
- 1495 landview lane, Osprey 34229 Active Under Contract $760,000 · 3 bd · 2 ba · 2,474 sqft
- 429 patterson avenue, Osprey 34229 Active Under Contract $449,000 · 3 bd · 1 ba · 1,173 sqft
- 329 bay vista avenue, Osprey 34229 Active Under Contract $399,000 · 2 bd · 2 ba · 1,346 sqft
- 903 tranquility circle, Osprey 34229 Active Under Contract $739,900 · 3 bd · 3 ba · 2,622 sqft
- 432 south shore drive, Osprey 34229 Active Under Contract $529,900 · 2 bd · 2 ba · 1,704 sqft
- 586 oak bay drive, Osprey 34229 Active Under Contract $649,000 · 3 bd · 2 ba · 2,084 sqft
- 112 osprey point drive, Osprey 34229 Active Under Contract $6,449,000 · 6 bd · 6 ba · 8,621 sqft
- 352 glenwood avenue, Osprey 34229 Off market since Aug 2026 $417,000 · 3 bd · 2 ba · 1,300 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
- 472 park trace boulevard, Osprey 34229 Off market since Jul 2026 $599,000 · 4 bd · 2 ba · 2,217 sqft
- 650 crane prairie way, Osprey 34229 Off market since Aug 2026 $799,990 · 4 bd · 4 ba · 3,183 sqft
- 107 sorrento drive, Osprey 34229 Off market since Sep 2026 $425,000 · 2 bd · 2 ba · 1,284 sqft
- 61 bayhead lane, Osprey 34229 Off market since Jul 2026 $1,185,000 · 3 bd · 3 ba · 3,180 sqft
- 314 south shore drive, Osprey 34229 Off market since Aug 2026 $1,495,000 · 4 bd · 3 ba · 3,853 sqft
- 292 turquoise lane, Osprey 34229 Off market since Jul 2026 $1,050,000 · 3 bd · 2 ba · 2,255 sqft
- 1036 oak meadow lane, Osprey 34229 Off market since Aug 2026 $630,000 · 4 bd · 2 ba · 2,186 sqft