Single Family Homes in Winter Park, FL
168 for sale · 599 homes listed · Updated September 27, 2026 · Page 4 of 12
- 1951 winter park road, Winter Park 32789 $2,089,000 · 4 bd · 4 ba · 3,479 sqft
- 1211 schultz avenue, Winter Park 32789 $475,000 · 3 bd · 2 ba · 1,085 sqft
- 1225 sharon place, Winter Park 32789 $1,749,000 · 5 bd · 4 ba · 3,097 sqft
- 2612 roxbury road, Winter Park 32789 $605,000 · 5 bd · 3 ba · 2,472 sqft
- 2054 eastbrook boulevard, Winter Park 32792 $500,000 · 4 bd · 3 ba · 2,031 sqft
- 7393 grand avenue, Winter Park 32792 $325,000 · 3 bd · 2 ba · 1,518 sqft
- 5331 oak court, Winter Park 32792 $460,000 · 3 bd · 2 ba · 1,263 sqft
- 885 carnation drive, Winter Park 32792 $368,000 · 4 bd · 2 ba · 1,240 sqft
- 5503 albert drive, Winter Park 32792 $399,900 · 3 bd · 2 ba · 1,366 sqft
- 310 granada drive, Winter Park 32789 $339,900 · 3 bd · 2 ba · 1,344 sqft
- 2568 lotafun avenue, Winter Park 32789 $395,000 · 3 bd · 2 ba · 1,201 sqft
- 525 ololu drive, Winter Park 32789 $490,900 · 3 bd · 3 ba · 1,786 sqft
- 952 moss lane, Winter Park 32789 $1,319,950 · 4 bd · 5 ba · 3,474 sqft
- 501 heritage boulevard, Winter Park 32792 $419,000 · 4 bd · 2 ba · 1,376 sqft
- 4353 steed terrace, Winter Park 32792 $599,900 · 4 bd · 2 ba · 2,275 sqft
- 1660 gladiolas drive, Winter Park 32792 $509,900 · 3 bd · 2 ba · 2,047 sqft
- 1003 golfside drive, Winter Park 32792 $769,900 · 3 bd · 3 ba · 2,145 sqft
- 7786 fox knoll place, Winter Park 32792 $410,500 · 4 bd · 2 ba · 1,301 sqft
- 1510 miller avenue, Winter Park 32789 Pending $1,599,900 · 5 bd · 5 ba · 3,252 sqft
- 550 palmer avenue, Winter Park 32789 Pending $6,495,000 · 5 bd · 7 ba · 5,939 sqft
- 2052 leanne court, Winter Park 32792 Pending $440,000 · 4 bd · 2 ba · 2,264 sqft
- 1836 grinnell terrace, Winter Park 32789 Pending $999,000 · 3 bd · 2 ba · 1,907 sqft
- 4469 old bear run, Winter Park 32792 Pending $1,799,999 · 5 bd · 5 ba · 4,288 sqft
- 1760 peruvian lane, Winter Park 32792 Pending $324,000 · 3 bd · 2 ba · 1,160 sqft
- 1782 pine avenue, Winter Park 32789 Pending $3,697,000 · 5 bd · 7 ba · 4,782 sqft
- 2228 howard drive, Winter Park 32789 Pending $2,460,000 · 4 bd · 4 ba · 3,294 sqft
- 2973 sanbina street, Winter Park 32789 Pending $377,880 · 3 bd · 2 ba · 1,128 sqft
- 1850 aster drive, Winter Park 32792 Pending $485,000 · 4 bd · 3 ba · 1,656 sqft
- 1521 cavendish road, Winter Park 32789 Pending $470,000 · 2 bd · 1 ba · 1,036 sqft
- 410 saint dunstan way, Winter Park 32792 Pending $500,000 · 3 bd · 2 ba · 1,512 sqft
- 2625 park place drive, Winter Park 32789 Pending $1,799,000 · 4 bd · 5 ba · 3,460 sqft
- 1622 arbor park drive, Winter Park 32789 Pending $695,000 · 3 bd · 2 ba · 1,351 sqft
- 1956 japonica road, Winter Park 32792 Pending $549,000 · 3 bd · 2 ba · 1,923 sqft
- 7509 glenmoor lane, Winter Park 32792 Pending $499,500 · 3 bd · 2 ba · 2,067 sqft
- 7500 waunatta court, Winter Park 32792 Pending $299,900 · 3 bd · 2 ba · 1,998 sqft
- 3621 hawthorne lane, Winter Park 32792 Pending $415,000 · 3 bd · 2 ba · 1,525 sqft
- 1180 via lugano, Winter Park 32789 Pending $4,900,000 · 5 bd · 6 ba · 4,961 sqft
- 2223 conifer avenue, Winter Park 32792 Pending $435,000 · 3 bd · 2 ba · 1,620 sqft
- 2504 forfarshire drive, Winter Park 32792 Pending $630,000 · 3 bd · 2 ba · 1,915 sqft
- 2511 eastbrook boulevard, Winter Park 32792 Pending $365,000 · 3 bd · 2 ba · 1,520 sqft
- 7026 hammock way, Winter Park 32792 Pending $362,000 · 3 bd · 2 ba · 1,257 sqft
- 2560 franklin avenue, Winter Park 32789 Pending $479,000 · 4 bd · 2 ba · 1,514 sqft
- 318 vitoria avenue, Winter Park 32789 Pending $1,849,900 · 3 bd · 3 ba · 2,036 sqft
- 228 rippling lane, Winter Park 32789 Pending $540,000 · 3 bd · 2 ba · 1,618 sqft
- 7261 abbey lane, Winter Park 32792 Pending $350,000 · 3 bd · 2 ba · 1,268 sqft
- 3328 hamlet loop, Winter Park 32792 Pending $349,900 · 3 bd · 2 ba · 1,397 sqft
- 1533 springtime loop, Winter Park 32792 Pending $415,000 · 3 bd · 2 ba · 1,192 sqft
- 1333 south denning drive, Winter Park 32789 Pending $299,000 · 2 bd · 1 ba · 702 sqft
- 1915 carrigan avenue, Winter Park 32792 Pending $299,900 · 3 bd · 1 ba · 1,520 sqft
- 950 south kentucky avenue, Winter Park 32789 Pending $799,000 · 4 bd · 3 ba · 2,155 sqft