Homes under $1M in Winter Park, FL
157 for sale · 591 homes listed · Updated September 27, 2026 · Page 9 of 12
- 300 carolina avenue 402c, Winter Park 32789 Off market since Sep 2026 $710,000 · 3 bd · 2 ba · 1,350 sqft
- 616 brechin drive, Winter Park 32792 Off market since Sep 2026 $999,000 · 4 bd · 5 ba · 2,638 sqft
- 1741 mizell avenue, Winter Park 32789 Off market since Sep 2026 $998,000 · 3 bd · 2 ba · 2,015 sqft
- 700 melrose avenue j24, Winter Park 32789 Off market since Sep 2026 $350,000 · 1 bd · 1 ba · 987 sqft
- 7522 aloma pines court, Winter Park 32792 Off market since Sep 2026 $375,000 · 3 bd · 3 ba · 1,872 sqft
- 193 lewfield circle, Winter Park 32792 Off market since Sep 2026 $248,900 · 2 bd · 3 ba · 1,300 sqft
- 316 beckett court, Winter Park 32792 Off market since Sep 2026 $450,000 · 4 bd · 2 ba · 1,651 sqft
- 1946 strathaven road, Winter Park 32792 Off market since Sep 2026 $599,000 · 4 bd · 3 ba · 2,102 sqft
- 2418 euston road, Winter Park 32789 Off market since Sep 2026 $624,444 · 3 bd · 3 ba · 2,228 sqft
- 200 saint andrews boulevard 704, Winter Park 32792 Off market since Sep 2026 $164,999 · 1 bd · 1 ba · 793 sqft
- 1320 gladiolas drive, Winter Park 32792 Off market since Sep 2026 $469,900 · 4 bd · 2 ba · 1,624 sqft
- 338 blue heron drive, Winter Park 32789 Off market since Sep 2026 $836,000 · 3 bd · 3 ba · 2,017 sqft
- 1840 aster drive, Winter Park 32792 Off market since Sep 2026 $389,950 · 3 bd · 2 ba · 1,667 sqft
- 860 north denning drive, Winter Park 32789 Off market since Sep 2026 $674,900 · 3 bd · 3 ba · 1,411 sqft
- 715 south ranger boulevard, Winter Park 32792 Off market since Sep 2026 $695,000 · 4 bd · 3 ba · 2,312 sqft
- 2054 eastbrook boulevard, Winter Park 32792 Off market since Sep 2026 $500,000 · 4 bd · 3 ba · 2,031 sqft
- 1250 formosa avenue, Winter Park 32789 Off market since Sep 2026 $535,000 · 3 bd · 4 ba · 1,937 sqft
- 5503 albert drive, Winter Park 32792 Off market since Sep 2026 $399,900 · 3 bd · 2 ba · 1,366 sqft
- 5340 north lake burkett lane, Winter Park 32792 Off market since Sep 2026 $424,900 · 3 bd · 2 ba · 1,746 sqft
- 2974 chantilly avenue, Winter Park 32789 Off market since Aug 2026 $500,000 · 3 bd · 2 ba · 1,433 sqft
- 2715 prince john road, Winter Park 32792 Off market since Sep 2026 $494,900 · 3 bd · 2 ba · 1,565 sqft
- 2500 lee road 220, Winter Park 32789 Off market since Sep 2026 $199,900 · 2 bd · 1 ba · 851 sqft
- 151 north orlando avenue 142, Winter Park 32789 Off market since Sep 2026 $199,900 · 1 bd · 1 ba · 582 sqft
- 1265 arlington place, Winter Park 32789 Off market since Sep 2026 $810,000 · 3 bd · 4 ba · 2,030 sqft
- 1535 lawndale circle, Winter Park 32792 Off market since Sep 2026 $420,000 · 3 bd · 2 ba · 1,676 sqft
- 8433 commander cove, Winter Park 32792 Off market since Sep 2026 $455,000 · 4 bd · 3 ba · 1,903 sqft
- 1316 blue stem lane, Winter Park 32792 Off market since Sep 2026 $725,000 · 4 bd · 3 ba · 2,196 sqft
- 437 north capen avenue, Winter Park 32789 Off market since Sep 2026 $849,000 · 3 bd · 3 ba · 1,904 sqft
- 2008 houndslake drive, Winter Park 32792 Off market since Sep 2026 $475,000 · 4 bd · 2 ba · 2,250 sqft
- 1605 puritan avenue, Winter Park 32792 Off market since Sep 2026 $379,000 · 3 bd · 2 ba · 1,285 sqft
- 4756 tangerine avenue 4756, Winter Park 32792 Off market since Sep 2026 $185,000 · 2 bd · 2 ba · 1,058 sqft
- 1500 gay road 3c, Winter Park 32789 Off market since Sep 2026 $235,000 · 2 bd · 2 ba · 1,026 sqft
- 2339 inagua way, Winter Park 32792 Off market since Sep 2026 $296,500 · 3 bd · 2 ba · 1,324 sqft
- 2344 woodcrest drive, Winter Park 32792 Off market since Jul 2026 $719,900 · 4 bd · 2 ba · 1,764 sqft
- 7733 country place g2, Winter Park 32792 Off market since Aug 2026 $229,500 · 2 bd · 2 ba · 1,068 sqft
- 1411 miller avenue, Winter Park 32789 Off market since Sep 2026 $899,000 · 3 bd · 4 ba · 1,824 sqft
- 2712 tortoise cove, Winter Park 32792 Off market since Sep 2026 $235,000 · 2 bd · 1 ba · 924 sqft
- 1564 lawndale circle, Winter Park 32792 Off market since Sep 2026 $450,000 · 4 bd · 3 ba · 1,980 sqft
- 7488 whisperwood drive 28, Winter Park 32792 Off market since Sep 2026 $199,000 · 2 bd · 3 ba · 1,578 sqft
- 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
- 1138 south pennsylvania avenue, Winter Park 32789 Off market since Sep 2026 $999,000 · 3 bd · 3 ba · 2,434 sqft
- 981 aragon avenue, Winter Park 32789 Off market since Sep 2026 $494,999 · 2 bd · 1 ba · 857 sqft
- 2041 jewell avenue, Winter Park 32789 Off market since Sep 2026 $439,900 · 3 bd · 1 ba · 1,508 sqft
- 1000 south semoran boulevard 306, Winter Park 32792 Off market since Sep 2026 $138,000 · 1 bd · 1 ba · 796 sqft
- 1000 south semoran boulevard 408, Winter Park 32792 Off market since Sep 2026 $138,000 · 1 bd · 1 ba · 776 sqft
- 1000 south semoran boulevard 404, Winter Park 32792 Off market since Sep 2026 $138,000 · 1 bd · 1 ba · 776 sqft
- 2372 sun valley circle 2372, Winter Park 32792 Off market since Sep 2026 $285,000 · 2 bd · 2 ba · 1,495 sqft