Homes under $1M in Winter Park, FL
199 homes for sale · Updated August 12, 2026 · Page 3 of 4
- 311 east morse boulevard 6-12, Winter Park 32789 $275,000 · 1 bd · 1 ba · 570 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
- 2500 lee road 220, Winter Park 32789 $199,900 · 2 bd · 1 ba · 851 sqft
- 151 north orlando avenue 142, Winter Park 32789 $199,900 · 1 bd · 1 ba · 582 sqft
- 2500 lee road 104, Winter Park 32789 $249,900 · 2 bd · 2 ba · 956 sqft
- 1265 arlington place, Winter Park 32789 $849,900 · 3 bd · 4 ba · 2,030 sqft
- 1535 lawndale circle, Winter Park 32792 $435,000 · 3 bd · 2 ba · 1,676 sqft
- 8433 commander cove, Winter Park 32792 $435,000 · 4 bd · 3 ba · 1,903 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
- 1605 puritan avenue, Winter Park 32792 $389,000 · 3 bd · 2 ba · 1,285 sqft
- 4756 tangerine avenue 4756, Winter Park 32792 $185,000 · 2 bd · 2 ba · 1,058 sqft
- 1500 gay road 3c, Winter Park 32789 $244,900 · 2 bd · 2 ba · 1,026 sqft
- 2339 inagua way, Winter Park 32792 $299,999 · 3 bd · 2 ba · 1,324 sqft
- 1411 miller avenue, Winter Park 32789 $899,000 · 3 bd · 4 ba · 1,824 sqft
- 2712 tortoise cove, Winter Park 32792 $235,000 · 2 bd · 1 ba · 924 sqft
- 7488 whisperwood drive 28, Winter Park 32792 $210,000 · 2 bd · 3 ba · 1,578 sqft
- 3641 hawthorne lane, Winter Park 32792 $465,000 · 3 bd · 2 ba · 1,622 sqft
- 2521 galliano circle, Winter Park 32792 $350,000 · 3 bd · 3 ba · 1,682 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
- 981 aragon avenue, Winter Park 32789 $499,000 · 2 bd · 1 ba · 857 sqft
- 1610 gladiolas drive, Winter Park 32792 $399,800 · 4 bd · 2 ba · 1,808 sqft
- 644 north knowles avenue 3, Winter Park 32789 $425,000 · 1 bd · 1 ba · 767 sqft
- 2041 jewell avenue, Winter Park 32789 $439,900 · 3 bd · 1 ba · 1,508 sqft
- 1000 south semoran boulevard 306, Winter Park 32792 $138,000 · 1 bd · 1 ba · 796 sqft
- 1000 south semoran boulevard 408, Winter Park 32792 $138,000 · 1 bd · 1 ba · 776 sqft
- 1000 south semoran boulevard 404, Winter Park 32792 $138,000 · 1 bd · 1 ba · 776 sqft
- 1695 lee road a116, Winter Park 32789 $135,000 · 3 bd · 2 ba · 1,149 sqft
- 2372 sun valley circle 2372, Winter Park 32792 $285,000 · 2 bd · 2 ba · 1,495 sqft
- 722 south ranger boulevard, Winter Park 32792 $799,900 · 4 bd · 3 ba · 2,164 sqft
- 252 scottsdale square 252, Winter Park 32792 $85,000 · 2 bd · 2 ba · 1,085 sqft
- 2305 sun valley circle, Winter Park 32792 $279,900 · 2 bd · 2 ba · 1,295 sqft
- 5184 lazy oaks drive, Winter Park 32792 $280,000 · 2 bd · 2 ba · 1,008 sqft
- 1250 south denning drive 109, Winter Park 32789 $190,000 · 1 bd · 1 ba · 658 sqft
- 1695 lee road b108, Winter Park 32789 $88,999 · 1 bd · 1 ba · 638 sqft
- 5781 shale court, Winter Park 32792 $315,000 · 2 bd · 2 ba · 1,086 sqft
- 4965 orange avenue, Winter Park 32792 $379,900 · 4 bd · 2 ba · 1,444 sqft
- 2450 grand teton circle 2450, Winter Park 32792 $255,000 · 3 bd · 2 ba · 1,311 sqft
- 2803 riddle drive, Winter Park 32789 $569,000 · 3 bd · 3 ba · 1,709 sqft
- 303 scottsdale square 303, Winter Park 32792 $80,000 · 2 bd · 2 ba · 1,020 sqft
- 436 west swoope avenue, Winter Park 32789 $719,900 · 4 bd · 4 ba · 2,602 sqft
- 885 carnation drive, Winter Park 32792 $385,000 · 4 bd · 2 ba · 1,240 sqft
- 263 scottsdale square 263, Winter Park 32792 $80,000 · 2 bd · 2 ba · 1,020 sqft
- 1418 lone feather trail, Winter Park 32792 $750,000 · 4 bd · 3 ba · 2,197 sqft