Single Family Homes in Winter Park, FL
195 homes for sale · Updated August 12, 2026 · Page 3 of 4
- 2006 cornell avenue, Winter Park 32789 $328,000 · 2 bd · 1 ba · 797 sqft
- 715 south ranger boulevard, Winter Park 32792 $695,000 · 4 bd · 3 ba · 2,312 sqft
- 2054 eastbrook boulevard, Winter Park 32792 $500,000 · 4 bd · 3 ba · 2,031 sqft
- 5503 albert drive, Winter Park 32792 $399,990 · 3 bd · 2 ba · 1,366 sqft
- 840 west canton avenue, Winter Park 32789 $649,900 · 3 bd · 2 ba · 1,370 sqft
- 2240 venetian way, Winter Park 32789 $3,500,000 · 4 bd · 4 ba · 4,036 sqft
- 5340 north lake burkett lane, Winter Park 32792 $449,900 · 3 bd · 2 ba · 1,746 sqft
- 2974 chantilly avenue, Winter Park 32789 $500,000 · 3 bd · 2 ba · 1,433 sqft
- 2831 mulford avenue, Winter Park 32789 $655,000 · 4 bd · 3 ba · 1,647 sqft
- 2715 prince john road, Winter Park 32792 $494,900 · 3 bd · 2 ba · 1,565 sqft
- 2032 kimbrace place, Winter Park 32792 $1,800,000 · 5 bd · 4 ba · 3,382 sqft
- 1473 berkshire avenue, Winter Park 32789 $1,429,000 · 5 bd · 4 ba · 2,351 sqft
- 231 chelton circle, Winter Park 32789 $4,950,000 · 4 bd · 7 ba · 5,550 sqft
- 240 north phelps avenue, Winter Park 32789 $2,150,000 · 5 bd · 5 ba · 2,889 sqft
- 1535 lawndale circle, Winter Park 32792 $435,000 · 3 bd · 2 ba · 1,676 sqft
- 1421 chapman circle, Winter Park 32789 $1,450,000 · 4 bd · 4 ba · 3,578 sqft
- 8433 commander cove, Winter Park 32792 $435,000 · 4 bd · 3 ba · 1,903 sqft
- 1836 whitehall drive, Winter Park 32789 $3,500,000 · 5 bd · 7 ba · 4,168 sqft
- 1316 blue stem lane, Winter Park 32792 $725,000 · 4 bd · 3 ba · 2,196 sqft
- 437 north capen avenue, Winter Park 32789 $849,000 · 3 bd · 3 ba · 1,904 sqft
- 2008 houndslake drive, Winter Park 32792 $490,000 · 4 bd · 2 ba · 2,250 sqft
- 313 sylvan drive, Winter Park 32789 $5,500,000 · 4 bd · 5 ba · 4,775 sqft
- 1605 puritan avenue, Winter Park 32792 $389,000 · 3 bd · 2 ba · 1,285 sqft
- 2015 summerfield road, Winter Park 32792 $1,262,500 · 4 bd · 4 ba · 3,024 sqft
- 2914 reef knot place, Winter Park 32792 $1,725,000 · 6 bd · 6 ba · 4,173 sqft
- 1591 cardinal court, Winter Park 32789 $2,995,000 · 5 bd · 3 ba · 3,523 sqft
- 3641 hawthorne lane, Winter Park 32792 $465,000 · 3 bd · 2 ba · 1,622 sqft
- 4353 steed terrace, Winter Park 32792 $609,900 · 4 bd · 2 ba · 2,275 sqft
- 259 orange terrace drive, Winter Park 32789 $459,900 · 3 bd · 2 ba · 1,248 sqft
- 1003 lake bell drive, Winter Park 32789 $579,900 · 3 bd · 2 ba · 1,837 sqft
- 3006 northwood boulevard, Winter Park 32789 $1,099,000 · 4 bd · 3 ba · 2,075 sqft
- 981 aragon avenue, Winter Park 32789 $499,000 · 2 bd · 1 ba · 857 sqft
- 2228 azalea place, Winter Park 32789 $5,600,000 · 5 bd · 6 ba · 5,152 sqft
- 1610 gladiolas drive, Winter Park 32792 $399,800 · 4 bd · 2 ba · 1,808 sqft
- 2041 jewell avenue, Winter Park 32789 $439,900 · 3 bd · 1 ba · 1,508 sqft
- 341 east reading way, Winter Park 32789 $1,625,000 · 4 bd · 4 ba · 3,723 sqft
- 722 south ranger boulevard, Winter Park 32792 $799,900 · 4 bd · 3 ba · 2,164 sqft
- 1823 sunset drive, Winter Park 32789 $2,549,000 · 5 bd · 5 ba · 3,479 sqft
- 1180 via lugano, Winter Park 32789 $4,900,000 · 5 bd · 6 ba · 4,961 sqft
- 1754 taylor avenue, Winter Park 32789 $2,569,999 · 5 bd · 5 ba · 3,670 sqft
- 708 balmoral road, Winter Park 32789 $1,690,000 · 4 bd · 3 ba · 2,786 sqft
- 4965 orange avenue, Winter Park 32792 $379,900 · 4 bd · 2 ba · 1,444 sqft
- 2803 riddle drive, Winter Park 32789 $569,000 · 3 bd · 3 ba · 1,709 sqft
- 777 halifax avenue, Winter Park 32792 $1,500,000 · 5 bd · 5 ba · 3,109 sqft
- 885 carnation drive, Winter Park 32792 $385,000 · 4 bd · 2 ba · 1,240 sqft
- 229 alexander place, Winter Park 32789 $4,250,000 · 4 bd · 6 ba · 4,431 sqft
- 462 west lyman avenue, Winter Park 32789 $1,595,000 · 3 bd · 3 ba · 1,944 sqft
- 1418 lone feather trail, Winter Park 32792 $750,000 · 4 bd · 3 ba · 2,197 sqft
- 922 north pennsylvania avenue, Winter Park 32789 $1,995,000 · 4 bd · 4 ba · 3,440 sqft
- 250 killarney, Winter Park 32789 $1,600,000 · 4 bd · 4 ba · 2,568 sqft