Single Family Homes in Winter Park, FL
168 for sale · 599 homes listed · Updated September 27, 2026 · Page 10 of 12
- 4353 steed terrace, Winter Park 32792 Off market since Sep 2026 $599,900 · 4 bd · 2 ba · 2,275 sqft
- 259 orange terrace drive, Winter Park 32789 Off market since Sep 2026 $449,900 · 3 bd · 2 ba · 1,248 sqft
- 1003 lake bell drive, Winter Park 32789 Off market since Sep 2026 $549,900 · 3 bd · 2 ba · 1,837 sqft
- 3006 northwood boulevard, Winter Park 32789 Off market since Sep 2026 $950,000 · 4 bd · 3 ba · 2,075 sqft
- 981 aragon avenue, Winter Park 32789 Off market since Sep 2026 $494,999 · 2 bd · 1 ba · 857 sqft
- 2228 azalea place, Winter Park 32789 Off market since Sep 2026 $5,600,000 · 5 bd · 6 ba · 5,152 sqft
- 2041 jewell avenue, Winter Park 32789 Off market since Sep 2026 $439,900 · 3 bd · 1 ba · 1,508 sqft
- 341 east reading way, Winter Park 32789 Off market since Sep 2026 $1,525,000 · 4 bd · 4 ba · 3,723 sqft
- 722 south ranger boulevard, Winter Park 32792 Off market since Sep 2026 $775,000 · 4 bd · 3 ba · 2,164 sqft
- 730 west swoope avenue, Winter Park 32789 Off market since Jul 2026 $839,000 · 5 bd · 3 ba · 2,132 sqft
- 1823 sunset drive, Winter Park 32789 Off market since Sep 2026 $2,549,000 · 5 bd · 5 ba · 3,479 sqft
- 1754 taylor avenue, Winter Park 32789 Off market since Sep 2026 $2,569,999 · 5 bd · 5 ba · 3,670 sqft
- 708 balmoral road, Winter Park 32789 Off market since Sep 2026 $1,590,000 · 4 bd · 3 ba · 2,786 sqft
- 777 halifax avenue, Winter Park 32792 Off market since Sep 2026 $1,449,000 · 5 bd · 5 ba · 3,109 sqft
- 724 monmouth way, Winter Park 32792 Off market since Sep 2026 $798,000 · 5 bd · 4 ba · 2,832 sqft
- 885 carnation drive, Winter Park 32792 Off market since Sep 2026 $368,000 · 4 bd · 2 ba · 1,240 sqft
- 462 west lyman avenue, Winter Park 32789 Off market since Sep 2026 $1,495,000 · 3 bd · 3 ba · 1,944 sqft
- 1418 lone feather trail, Winter Park 32792 Off market since Sep 2026 $699,500 · 4 bd · 3 ba · 2,197 sqft
- 922 north pennsylvania avenue, Winter Park 32789 Off market since Sep 2026 $1,875,000 · 4 bd · 4 ba · 3,440 sqft
- 250 killarney, Winter Park 32789 Off market since Sep 2026 $1,600,000 · 4 bd · 4 ba · 2,568 sqft
- 1310 fairview avenue, Winter Park 32789 Off market since Aug 2026 $925,000 · 4 bd · 3 ba · 2,552 sqft
- 1401 aster court, Winter Park 32792 Off market since Sep 2026 $414,900 · 4 bd · 2 ba · 1,653 sqft
- 1133 bella lago cove, Winter Park 32792 Off market since Sep 2026 $1,999,900 · 3 bd · 2 ba · 1,765 sqft
- 1562 arbor park drive, Winter Park 32789 Off market since Sep 2026 $775,000 · 4 bd · 3 ba · 1,899 sqft
- 230 killarney drive, Winter Park 32789 Off market since Sep 2026 $1,250,000 · 4 bd · 1 ba · 1,260 sqft
- 240 killarney drive, Winter Park 32789 Off market since Sep 2026 $1,275,000 · 3 bd · 3 ba · 1,329 sqft
- 2568 lotafun avenue, Winter Park 32789 Off market since Sep 2026 $395,000 · 3 bd · 2 ba · 1,201 sqft
- 281 brewer avenue, Winter Park 32789 Off market since Sep 2026 $1,800,000 · 5 bd · 5 ba · 4,029 sqft
- 2703 tierra circle, Winter Park 32792 Off market since Sep 2026 $464,000 · 3 bd · 2 ba · 1,737 sqft
- 1271 palmer avenue, Winter Park 32789 Off market since Sep 2026 $2,275,000 · 4 bd · 5 ba · 2,835 sqft
- 1850 bryan avenue, Winter Park 32789 Off market since Sep 2026 $729,000 · 3 bd · 2 ba · 1,563 sqft
- 3562 bougainvillea drive, Winter Park 32792 Off market since Sep 2026 $334,000 · 3 bd · 2 ba · 1,149 sqft
- 5409 albert drive, Winter Park 32792 Off market since Sep 2026 $410,000 · 3 bd · 2 ba · 1,483 sqft
- 1546 miller avenue, Winter Park 32789 Off market since Sep 2026 $1,419,900 · 4 bd · 4 ba · 2,984 sqft
- 1886 clematis lane, Winter Park 32792 Off market since Sep 2026 $425,000 · 3 bd · 2 ba · 1,238 sqft
- 3740 hawthorne lane, Winter Park 32792 Off market since Sep 2026 $435,000 · 3 bd · 2 ba · 1,645 sqft
- 2525 lafayette avenue, Winter Park 32789 Off market since Sep 2026 $1,749,000 · 4 bd · 4 ba · 2,715 sqft
- 1840 laurel road, Winter Park 32789 Off market since Sep 2026 $2,299,000 · 5 bd · 5 ba · 2,868 sqft
- 405 lake fair lane, Winter Park 32789 Sold on Sep 11, 2026 $434,990 · 3 bd · 2 ba
- 1871 bryan avenue, Winter Park 32789 Off market since Sep 2026 $625,000 · 3 bd · 2 ba · 1,232 sqft
- 525 south lakemont avenue, Winter Park 32792 Off market since Sep 2026 $1,999,990 · 4 bd · 4 ba · 3,330 sqft
- 1525 granville drive, Winter Park 32789 Off market since Sep 2026 $4,595,000 · 5 bd · 6 ba · 5,211 sqft
- 361 east kings way, Winter Park 32789 Off market since Sep 2026 $3,199,000 · 4 bd · 5 ba · 3,737 sqft
- 2007 cornell avenue, Winter Park 32789 Off market since Sep 2026 $449,000 · 3 bd · 2 ba · 1,154 sqft
- 2667 cochise trail, Winter Park 32789 Off market since Sep 2026 $985,000 · 4 bd · 3 ba · 2,868 sqft
- 4026 tenita drive, Winter Park 32792 Off market since Sep 2026 $599,000 · 3 bd · 2 ba · 2,031 sqft
- 5316 halyard court, Winter Park 32792 Off market since Sep 2026 $495,000 · 3 bd · 2 ba · 1,380 sqft
- 310 granada drive, Winter Park 32789 Off market since Sep 2026 $339,900 · 3 bd · 2 ba · 1,344 sqft
- 1122 wildmeadow run, Winter Park 32792 Off market since Sep 2026 $665,000 · 4 bd · 3 ba · 1,770 sqft
- 1840 bryan avenue, Winter Park 32789 Off market since Sep 2026 $1,725,000 · 4 bd · 4 ba · 3,727 sqft