Single Family Homes in Winter Park, FL
168 for sale · 599 homes listed · Updated September 27, 2026 · Page 8 of 12
- 1903 north park avenue, Winter Park 32789 Off market since Sep 2026 $1,649,000 · 4 bd · 4 ba · 2,807 sqft
- 914 enclave place, Winter Park 32792 Off market since Sep 2026 $2,070,000 · 5 bd · 5 ba · 3,617 sqft
- 1750 carollee lane, Winter Park 32789 Off market since Sep 2026 $1,750,000 · 4 bd · 4 ba · 3,249 sqft
- 1840 bryan avenue, Winter Park 32789 Off market since Aug 2026 $1,725,000 · 4 bd · 4 ba · 3,727 sqft
- 541 west canton avenue, Winter Park 32789 Off market since Sep 2026 $2,495,000 · 4 bd · 4 ba · 3,553 sqft
- 1570 palmer avenue, Winter Park 32789 Off market since Sep 2026 $1,595,000 · 4 bd · 4 ba · 3,048 sqft
- 1131 wildmeadow run, Winter Park 32792 Off market since Sep 2026 $825,000 · 4 bd · 4 ba · 2,589 sqft
- 318 vitoria avenue, Winter Park 32789 Off market since Jul 2026 $1,980,000 · 3 bd · 3 ba · 2,433 sqft
- 1090 wildmeadow run, Winter Park 32792 Off market since Sep 2026 $835,000 · 4 bd · 4 ba · 2,589 sqft
- 621 huntington avenue, Winter Park 32789 Off market since Sep 2026 $1,770,000 · 3 bd · 4 ba · 2,399 sqft
- 1870 staunton avenue, Winter Park 32789 Off market since Sep 2026 $1,250,000 · 4 bd · 4 ba · 2,525 sqft
- 7393 grand avenue, Winter Park 32792 Off market since Sep 2026 $325,000 · 3 bd · 2 ba · 1,518 sqft
- 1369 blue stem lane, Winter Park 32792 Off market since Sep 2026 $775,000 · 4 bd · 4 ba · 2,589 sqft
- 1881 lake spier drive, Winter Park 32789 Off market since Sep 2026 $1,350,000 · 3 bd · 2 ba · 1,750 sqft
- 2600 euston road, Winter Park 32789 Off market since Sep 2026 $630,000 · 6 bd · 3 ba · 3,145 sqft
- 2702 parkland drive, Winter Park 32789 Off market since Sep 2026 $1,049,000 · 5 bd · 3 ba · 2,656 sqft
- 950 hanover avenue, Winter Park 32789 Off market since Sep 2026 $439,000 · 3 bd · 2 ba · 1,606 sqft
- 1540 miller avenue, Winter Park 32789 Off market since Jul 2026 $1,399,900 · 4 bd · 4 ba · 2,984 sqft
- 102 bell place, Winter Park 32792 Off market since Sep 2026 $1,299,000 · 4 bd · 4 ba · 2,459 sqft
- 1441 cardinal court, Winter Park 32789 Off market since Sep 2026 $3,995,000 · 4 bd · 6 ba · 4,066 sqft
- 1398 grove terrace, Winter Park 32789 Off market since Sep 2026 $1,995,000 · 4 bd · 4 ba · 3,450 sqft
- 814 densmore drive, Winter Park 32792 Off market since Sep 2026 $425,000 · 4 bd · 2 ba · 1,610 sqft
- 1741 westchester avenue, Winter Park 32789 Off market since Sep 2026 $529,000 · 3 bd · 2 ba · 1,434 sqft
- 811 overspin drive, Winter Park 32789 Off market since Jul 2026 $349,000 · 2 bd · 1 ba · 749 sqft
- 1319 bessmor road, Winter Park 32789 Off market since Sep 2026 $589,000 · 3 bd · 2 ba · 1,126 sqft
- 2838 wright avenue, Winter Park 32789 Off market since Sep 2026 $2,399,000 · 5 bd · 5 ba · 3,479 sqft
- 2111 mallard circle, Winter Park 32789 Off market since Jul 2026 $1,199,000 · 4 bd · 3 ba · 2,667 sqft
- 363 north phelps avenue, Winter Park 32789 Off market since Jul 2026 $1,249,000 · 4 bd · 3 ba · 2,871 sqft
- 1287 verdant glade place, Winter Park 32792 Off market since Aug 2026 $775,000 · 4 bd · 4 ba · 3,020 sqft
- 3440 allston lane, Winter Park 32792 Off market since Sep 2026 $405,000 · 3 bd · 3 ba · 1,533 sqft
- 420 ohio street, Winter Park 32789 Off market since Jul 2026 $1,275,000 · 4 bd · 4 ba · 2,900 sqft
- 1611 chestnut avenue, Winter Park 32789 Off market since Sep 2026 $995,000 · 4 bd · 4 ba · 2,916 sqft
- 446 melrose avenue, Winter Park 32789 Off market since Sep 2026 $1,525,000 · 4 bd · 2 ba · 2,640 sqft
- 525 ololu drive, Winter Park 32789 Off market since Sep 2026 $490,900 · 3 bd · 3 ba · 1,786 sqft
- 1864 grinnell terrace, Winter Park 32789 Off market since Sep 2026 $1,599,000 · 5 bd · 4 ba · 3,028 sqft
- 450 lakewood drive, Winter Park 32789 Off market since Sep 2026 $2,500,000 · 5 bd · 6 ba · 4,572 sqft
- 2232 banchory road, Winter Park 32792 Off market since Jul 2026 $1,115,000 · 4 bd · 3 ba · 2,597 sqft
- 739 roughbeard road, Winter Park 32792 Off market since Jul 2026 $780,000 · 5 bd · 3 ba · 2,194 sqft
- 141 west lake sue avenue, Winter Park 32789 Off market since Jul 2026 $4,200,000 · 5 bd · 7 ba · 5,500 sqft
- 1600 south pennsylvania avenue, Winter Park 32789 Off market since Sep 2026 $1,150,000 · 3 bd · 2 ba · 2,158 sqft
- 1606 miller avenue, Winter Park 32789 Off market since Sep 2026 $1,249,900 · 4 bd · 4 ba · 2,936 sqft
- 2430 chantilly avenue, Winter Park 32789 Off market since Sep 2026 $1,599,000 · 4 bd · 4 ba · 2,916 sqft
- 930 enclave place, Winter Park 32792 Off market since Sep 2026 $2,275,000 · 5 bd · 5 ba · 3,813 sqft
- 910 enclave place, Winter Park 32792 Off market since Sep 2026 $1,899,000 · 5 bd · 5 ba · 3,620 sqft
- 2215 woodcrest drive, Winter Park 32792 Off market since Aug 2026 $695,000 · 4 bd · 2 ba · 1,688 sqft
- 1092 eastbrook boulevard, Winter Park 32792 Off market since Sep 2026 $390,000 · 3 bd · 2 ba · 1,122 sqft
- 2333 westminster court, Winter Park 32789 Off market since Jul 2026 $689,000 · 4 bd · 2 ba · 1,877 sqft
- 1627 mizell avenue, Winter Park 32789 Off market since Sep 2026 $3,300,000 · 5 bd · 6 ba · 3,421 sqft
- 1707 harmon avenue, Winter Park 32789 Off market since Sep 2026 $599,000 · 3 bd · 2 ba · 1,669 sqft
- 938 enclave place, Winter Park 32792 Off market since Sep 2026 $2,300,000 · 5 bd · 5 ba · 3,865 sqft