Single Family Homes in Winter Park, FL
195 homes for sale · Updated August 12, 2026 · Page 2 of 4
- 802 hamilton place court, Winter Park 32789 $1,295,000 · 4 bd · 4 ba · 2,843 sqft
- 1319 bessmor road, Winter Park 32789 $589,000 · 3 bd · 2 ba · 1,126 sqft
- 2838 wright avenue, Winter Park 32789 $2,399,000 · 5 bd · 5 ba · 3,479 sqft
- 1287 verdant glade place, Winter Park 32792 $775,000 · 4 bd · 4 ba · 3,020 sqft
- 3440 allston lane, Winter Park 32792 $405,000 · 3 bd · 3 ba · 1,533 sqft
- 1611 chestnut avenue, Winter Park 32789 $995,000 · 4 bd · 4 ba · 2,916 sqft
- 446 melrose avenue, Winter Park 32789 $1,625,000 · 4 bd · 2 ba · 2,640 sqft
- 3374 hamlet loop, Winter Park 32792 $360,000 · 3 bd · 3 ba · 1,397 sqft
- 525 ololu drive, Winter Park 32789 $495,900 · 3 bd · 3 ba · 1,786 sqft
- 1864 grinnell terrace, Winter Park 32789 $1,599,000 · 5 bd · 4 ba · 3,028 sqft
- 450 lakewood drive, Winter Park 32789 $2,500,000 · 5 bd · 6 ba · 4,572 sqft
- 1438 tierra circle, Winter Park 32792 $514,900 · 3 bd · 2 ba · 1,627 sqft
- 440 cambridge boulevard, Winter Park 32789 $369,900 · 2 bd · 1 ba · 988 sqft
- 1606 miller avenue, Winter Park 32789 $1,249,900 · 4 bd · 4 ba · 2,936 sqft
- 2228 howard drive, Winter Park 32789 $2,460,000 · 4 bd · 4 ba · 3,294 sqft
- 2430 chantilly avenue, Winter Park 32789 $1,599,000 · 4 bd · 4 ba · 2,916 sqft
- 930 enclave place, Winter Park 32792 $2,050,000 · 5 bd · 5 ba · 3,813 sqft
- 910 enclave place, Winter Park 32792 $1,899,000 · 5 bd · 5 ba · 3,620 sqft
- 2215 woodcrest drive, Winter Park 32792 $695,000 · 4 bd · 2 ba · 1,688 sqft
- 1092 eastbrook boulevard, Winter Park 32792 $399,000 · 3 bd · 2 ba · 1,122 sqft
- 1627 mizell avenue, Winter Park 32789 $3,300,000 · 5 bd · 6 ba · 3,421 sqft
- 1707 harmon avenue, Winter Park 32789 $599,000 · 3 bd · 2 ba · 1,669 sqft
- 938 enclave place, Winter Park 32792 $2,099,000 · 5 bd · 5 ba · 3,865 sqft
- 926 enclave place, Winter Park 32792 $2,235,000 · 5 bd · 5 ba · 4,150 sqft
- 2512 eastbrook boulevard, Winter Park 32792 $390,000 · 4 bd · 2 ba · 1,607 sqft
- 622 penn place, Winter Park 32789 $1,895,000 · 3 bd · 4 ba · 2,767 sqft
- 333 cornwall road, Winter Park 32792 $549,900 · 4 bd · 2 ba · 1,660 sqft
- 616 brechin drive, Winter Park 32792 $999,000 · 4 bd · 5 ba · 2,638 sqft
- 1741 mizell avenue, Winter Park 32789 $998,000 · 3 bd · 2 ba · 2,015 sqft
- 1009 lake bell drive, Winter Park 32789 $650,000 · 3 bd · 2 ba · 1,467 sqft
- 120 broadview avenue, Winter Park 32789 $1,450,000 · 3 bd · 2 ba · 1,747 sqft
- 1120 wisconsin avenue, Winter Park 32789 $1,084,000 · 3 bd · 4 ba · 2,213 sqft
- 316 beckett court, Winter Park 32792 $450,000 · 4 bd · 2 ba · 1,651 sqft
- 1841 lake spier drive, Winter Park 32789 $1,595,000 · 3 bd · 4 ba · 2,467 sqft
- 1946 strathaven road, Winter Park 32792 $599,000 · 4 bd · 3 ba · 2,102 sqft
- 1448 lake florence way, Winter Park 32792 $1,099,900 · 5 bd · 5 ba · 3,652 sqft
- 2418 euston road, Winter Park 32789 $657,777 · 3 bd · 3 ba · 2,228 sqft
- 723 symonds avenue, Winter Park 32789 $1,800,000 · 4 bd · 4 ba · 3,065 sqft
- 1420 magnolia avenue, Winter Park 32789 $1,695,000 · 4 bd · 4 ba · 3,174 sqft
- 942 enclave place, Winter Park 32792 $2,195,000 · 5 bd · 5 ba · 3,831 sqft
- 950 enclave place, Winter Park 32792 $2,125,000 · 5 bd · 5 ba · 3,797 sqft
- 946 enclave place, Winter Park 32792 $2,175,000 · 5 bd · 5 ba · 3,989 sqft
- 1581 magnolia avenue, Winter Park 32789 $1,465,000 · 4 bd · 4 ba · 2,756 sqft
- 1571 woodland avenue, Winter Park 32789 $6,000,000 · 5 bd · 8 ba · 7,397 sqft
- 1320 gladiolas drive, Winter Park 32792 $474,000 · 4 bd · 2 ba · 1,624 sqft
- 1404 border drive, Winter Park 32789 $1,100,000 · 4 bd · 4 ba · 2,469 sqft
- 338 blue heron drive, Winter Park 32789 $840,000 · 3 bd · 3 ba · 2,017 sqft
- 1840 aster drive, Winter Park 32792 $414,900 · 3 bd · 2 ba · 1,667 sqft
- 860 north denning drive, Winter Park 32789 $699,900 · 3 bd · 3 ba · 1,411 sqft
- 641 northwood circle, Winter Park 32789 $1,599,000 · 3 bd · 5 ba · 2,756 sqft