Homes under $1M in Osprey, FL
57 for sale · 115 homes listed · Updated September 25, 2026 · Page 2 of 3
- 1328 thornapple drive, Osprey 34229 $749,900 · 3 bd · 2 ba · 2,174 sqft
- 453 south shore drive, Osprey 34229 $499,999 · 3 bd · 3 ba · 2,422 sqft
- 109 woodland place, Osprey 34229 $255,000 · 2 bd · 2 ba · 1,223 sqft
- 700 shadow bay way, Osprey 34229 $655,000 · 3 bd · 3 ba · 2,792 sqft
- 3621 north point road 403, Osprey 34229 $700,000 · 3 bd · 3 ba · 2,680 sqft
- 385 north point road 301, Osprey 34229 $750,000 · 3 bd · 3 ba · 2,594 sqft
- 23 siesta circle west, Osprey 34229 $165,000 · 2 bd · 2 ba · 924 sqft
- 401 north point road 304, Osprey 34229 Pending $695,000 · 3 bd · 3 ba · 2,778 sqft
- 212 washington avenue, Osprey 34229 Pending $420,000 · 3 bd · 2 ba · 1,478 sqft
- 754 pine run drive 754, Osprey 34229 Pending $259,000 · 2 bd · 2 ba · 1,379 sqft
- 204 windward drive, Osprey 34229 Pending $850,000 · 3 bd · 3 ba · 2,486 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
- 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
- 401 north point road 303, Osprey 34229 Pending $445,000 · 3 bd · 3 ba · 2,203 sqft
- 1801 highland road, Osprey 34229 Active Under Contract $289,900 · 2 bd · 2 ba · 1,165 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
- 764 sarabay road 8, Osprey 34229 Active Under Contract $399,000 · 2 bd · 2 ba · 1,392 sqft
- 447 north shore drive, Osprey 34229 Active Under Contract $474,000 · 3 bd · 2 ba · 1,874 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
- 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
- 89 navigation circle, Osprey 34229 Active Under Contract $320,000 · 2 bd · 2 ba · 1,449 sqft
- 14041 bellagio way 318, Osprey 34229 Active Under Contract $949,000 · 3 bd · 2 ba · 2,086 sqft
- 110 woodland place 110, Osprey 34229 Active Under Contract $215,000 · 2 bd · 2 ba · 1,325 sqft
- 401 north point road 504, Osprey 34229 Active Under Contract $795,000 · 3 bd · 3 ba · 2,778 sqft
- 173 navigation circle 107, Osprey 34229 Active Under Contract $319,500 · 3 bd · 2 ba · 1,528 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
- 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
- 903 tranquility circle, Osprey 34229 Active Under Contract $739,900 · 3 bd · 3 ba · 2,622 sqft
- 480 blackburn point road 6, Osprey 34229 Active Under Contract $269,000 · 0 ba
- 264 woods point road 264, Osprey 34229 Active Under Contract $695,000 · 3 bd · 3 ba · 2,837 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
- 570 blackburn point road 22, Osprey 34229 Active Under Contract $145,000 · 0 ba
- 3603 north point road 202, Osprey 34229 Off market since Jul 2026 $699,000 · 3 bd · 3 ba · 3,147 sqft
- 352 glenwood avenue, Osprey 34229 Off market since Aug 2026 $417,000 · 3 bd · 2 ba · 1,300 sqft