Homes under $1M in Winter Park, FL
199 homes for sale · Updated August 12, 2026 · Page 1 of 4
- 1695 lee road c202, Winter Park 32789 $205,000 · 3 bd · 2 ba · 1,149 sqft
- 5331 oak court, Winter Park 32792 $460,000 · 3 bd · 2 ba · 1,263 sqft
- 2758 banchory road, Winter Park 32792 $640,000 · 3 bd · 3 ba · 1,539 sqft
- 744 cornwall road, Winter Park 32792 $630,000 · 4 bd · 2 ba · 1,968 sqft
- 1849 viburnum lane, Winter Park 32792 $399,900 · 4 bd · 2 ba · 1,627 sqft
- 3019 antique oaks circle 124, Winter Park 32792 $139,500 · 1 bd · 1 ba · 749 sqft
- 311 east morse boulevard 7-11, Winter Park 32789 $279,000 · 1 bd · 1 ba · 570 sqft
- 2948 antique oaks circle 94, Winter Park 32792 $150,000 · 1 bd · 1 ba · 749 sqft
- 2336 sun valley circle bldg 20, Winter Park 32792 $285,000 · 2 bd · 2 ba · 1,669 sqft
- 7471 canford court 19, Winter Park 32792 $199,000 · 2 bd · 2 ba · 1,393 sqft
- 311 scottsdale square 311, Winter Park 32792 $109,500 · 1 bd · 1 ba · 785 sqft
- 151 north orlando avenue #115, Winter Park 32789 $290,000 · 2 bd · 1 ba · 710 sqft
- 560 ololu drive, Winter Park 32789 $899,000 · 2 bd · 2 ba · 1,086 sqft
- 1695 lee road e204, Winter Park 32789 $108,000 · 2 bd · 1 ba · 881 sqft
- 2500 lee road 222, Winter Park 32789 $184,900 · 1 bd · 1 ba · 645 sqft
- 205 lewfield circle 205, Winter Park 32792 $182,900 · 2 bd · 2 ba · 927 sqft
- 3220 netherwood drive, Winter Park 32792 $268,950 · 2 bd · 2 ba · 1,036 sqft
- 2651 cayman way, Winter Park 32792 $255,000 · 2 bd · 2 ba · 1,020 sqft
- 432 west swoope avenue, Winter Park 32789 $695,000 · 4 bd · 4 ba · 2,317 sqft
- 311 east morse boulevard 7-19, Winter Park 32789 $284,900 · 1 bd · 1 ba · 482 sqft
- 1052 manchester circle, Winter Park 32792 $460,000 · 3 bd · 2 ba · 1,703 sqft
- 330 elkhorn court, Winter Park 32792 $544,900 · 3 bd · 2 ba · 1,570 sqft
- 630 killarney bay court 3, Winter Park 32789 $475,000 · 2 bd · 3 ba · 1,428 sqft
- 1521 heron wood place, Winter Park 32792 $860,000 · 4 bd · 2 ba · 3,950 sqft
- 1927 eland avenue, Winter Park 32789 $820,000 · 5 bd · 3 ba · 2,242 sqft
- 291 lewfield circle 291, Winter Park 32792 $144,000 · 1 bd · 1 ba · 678 sqft
- 4768 tangerine avenue 4768, Winter Park 32792 $174,900 · 1 bd · 1 ba · 753 sqft
- 1500 gay road 20d, Winter Park 32789 $258,000 · 2 bd · 2 ba · 1,026 sqft
- 2708 lion heart road, Winter Park 32792 $614,500 · 3 bd · 2 ba · 1,785 sqft
- 1354 indiana avenue, Winter Park 32789 $574,900 · 3 bd · 2 ba · 1,269 sqft
- 604 balfour drive, Winter Park 32792 $430,000 · 4 bd · 2 ba · 1,296 sqft
- lot #21 karolina avenue, Winter Park 32789 $918,000 · 4 bd · 3 ba · 2,662 sqft
- 501 heritage boulevard, Winter Park 32792 $449,900 · 4 bd · 2 ba · 1,376 sqft
- 1800 magnolia avenue, Winter Park 32789 $994,000 · 4 bd · 3 ba · 2,431 sqft
- 1807 hammerlin avenue g, Winter Park 32789 $499,000 · 3 bd · 3 ba · 1,818 sqft
- 3027 aaron burr avenue l1, Winter Park 32792 $159,000 · 2 bd · 3 ba · 1,090 sqft
- 7300 daniel webster drive m7, Winter Park 32792 $159,000 · 2 bd · 3 ba · 1,108 sqft
- 512 north lakemont avenue, Winter Park 32792 $500,000 · 3 bd · 2 ba · 1,413 sqft
- 3114 heartleaf place, Winter Park 32792 $685,000 · 4 bd · 3 ba · 2,702 sqft
- 1131 wildmeadow run, Winter Park 32792 $825,000 · 4 bd · 4 ba · 2,589 sqft
- 1090 wildmeadow run, Winter Park 32792 $835,000 · 4 bd · 4 ba · 2,589 sqft
- 1695 lee road e103, Winter Park 32789 $129,900 · 2 bd · 1 ba · 881 sqft
- 1507 golfside drive, Winter Park 32792 $850,000 · 3 bd · 2 ba · 2,003 sqft
- 7393 grand avenue, Winter Park 32792 $325,000 · 3 bd · 2 ba · 1,518 sqft
- 1369 blue stem lane, Winter Park 32792 $799,000 · 4 bd · 4 ba · 2,589 sqft
- 1695 lee road d211, Winter Park 32789 $108,000 · 2 bd · 1 ba · 881 sqft
- 2600 euston road, Winter Park 32789 $630,000 · 6 bd · 3 ba · 3,145 sqft
- 950 hanover avenue, Winter Park 32789 $460,000 · 3 bd · 2 ba · 1,606 sqft
- 5143 lazy oaks drive 5143, Winter Park 32792 $275,000 · 2 bd · 2 ba · 1,008 sqft
- 814 densmore drive, Winter Park 32792 $425,000 · 4 bd · 2 ba · 1,610 sqft