Homes under $750K in Winter Park, FL

132 for sale · 510 homes listed · Updated September 27, 2026 · Page 5 of 11

• 1500 gay road 17d, Winter Park 32789 Active Under Contract $234,900 · 2 bd · 2 ba · 1,026 sqft
• 1009 lake bell drive, Winter Park 32789 Active Under Contract $650,000 · 3 bd · 2 ba · 1,467 sqft
• 1540 florentino lane, Winter Park 32792 Active Under Contract $315,000 · 3 bd · 3 ba · 1,682 sqft
• 2803 banchory road, Winter Park 32792 Active Under Contract $474,000 · 4 bd · 2 ba · 1,596 sqft
• 2157 lake drive, Winter Park 32789 Active Under Contract $689,000 · 3 bd · 3 ba · 2,124 sqft
• 2006 cornell avenue, Winter Park 32789 Active Under Contract $328,000 · 2 bd · 1 ba · 797 sqft
• 7577 dockside street, Winter Park 32792 Active Under Contract $360,000 · 3 bd · 2 ba · 1,245 sqft
• 840 west canton avenue, Winter Park 32789 Active Under Contract $649,900 · 3 bd · 2 ba · 1,370 sqft
• 311 east morse boulevard 6-12, Winter Park 32789 Active Under Contract $275,000 · 1 bd · 1 ba · 570 sqft
• 5530 south lake burkett lane, Winter Park 32792 Active Under Contract $430,000 · 3 bd · 3 ba · 1,669 sqft
• 4798 tangerine avenue 4798, Winter Park 32792 Active Under Contract $175,000 · 2 bd · 2 ba · 1,058 sqft
• 1662 tremont lane, Winter Park 32792 Active Under Contract $384,900 · 3 bd · 2 ba · 1,534 sqft
• 2831 mulford avenue, Winter Park 32789 Active Under Contract $635,000 · 4 bd · 3 ba · 1,647 sqft
• 528 saint dunstan way, Winter Park 32792 Active Under Contract $524,990 · 3 bd · 2 ba · 1,656 sqft
• 2700 cady way, Winter Park 32792 Active Under Contract $649,000 · 4 bd · 2 ba · 1,876 sqft
• 3641 hawthorne lane, Winter Park 32792 Active Under Contract $449,990 · 3 bd · 2 ba · 1,622 sqft
• 2521 galliano circle, Winter Park 32792 Active Under Contract $335,000 · 3 bd · 3 ba · 1,682 sqft
• 3037 antique oaks circle 156, Winter Park 32792 Active Under Contract $154,900 · 1 bd · 1 ba · 749 sqft
• 1037 north virginia avenue, Winter Park 32789 Active Under Contract $649,000 · 3 bd · 1 ba · 1,101 sqft
• 3381 cedar springs place 151, Winter Park 32792 Active Under Contract $179,900 · 2 bd · 3 ba · 1,031 sqft
• 1610 gladiolas drive, Winter Park 32792 Active Under Contract $399,800 · 4 bd · 2 ba · 1,808 sqft
• 3060 george mason d, Winter Park 32792 Active Under Contract $107,000 · 2 bd · 2 ba · 1,062 sqft
• 2022 eastbrook boulevard, Winter Park 32792 Active Under Contract $353,000 · 3 bd · 2 ba · 1,240 sqft
• 4887 north magnolia avenue, Winter Park 32792 Active Under Contract $495,000 · 4 bd · 3 ba · 1,955 sqft
• 2361 roxbury road, Winter Park 32789 Active Under Contract $599,000 · 3 bd · 2 ba · 1,723 sqft
• 1695 lee road a116, Winter Park 32789 Active Under Contract $135,000 · 3 bd · 2 ba · 1,149 sqft
• 1122 washington avenue 7b, Winter Park 32789 Active Under Contract $575,000 · 2 bd · 3 ba · 1,556 sqft
• 283 lewfield circle 283, Winter Park 32792 Active Under Contract $142,500 · 1 bd · 1 ba · 678 sqft
• 1189 lazy hollow place, Winter Park 32792 Active Under Contract $445,000 · 4 bd · 2 ba · 1,525 sqft
• 2087 laurelwood way, Winter Park 32792 Active Under Contract $625,000 · 4 bd · 2 ba · 1,920 sqft
• 2824 woodside avenue, Winter Park 32789 Active Under Contract $600,000 · 2 bd · 2 ba · 912 sqft
• 1908 cyril court, Winter Park 32792 Active Under Contract $639,000 · 4 bd · 3 ba · 2,471 sqft
• 4965 orange avenue, Winter Park 32792 Active Under Contract $370,000 · 4 bd · 2 ba · 1,444 sqft
• 2010 summerfield road, Winter Park 32792 Active Under Contract $575,000 · 3 bd · 2 ba · 1,889 sqft
• 2803 riddle drive, Winter Park 32789 Active Under Contract $525,000 · 3 bd · 3 ba · 1,709 sqft
• 786 mcintyre avenue, Winter Park 32789 Active Under Contract $625,000 · 3 bd · 3 ba · 1,934 sqft
• 4437 glenmoor court, Winter Park 32792 Active Under Contract $525,000 · 3 bd · 2 ba · 2,633 sqft
• 145 scottsdale square, Winter Park 32792 Active Under Contract $99,900 · 2 bd · 2 ba · 1,020 sqft
• 1134 washington avenue 13c, Winter Park 32789 Active Under Contract $525,000 · 3 bd · 4 ba · 2,195 sqft
• 846 driver avenue, Winter Park 32789 Active Under Contract $325,000 · 2 bd · 1 ba · 824 sqft
• 1456 east brookshire court, Winter Park 32792 Active Under Contract $449,000 · 3 bd · 2 ba · 1,673 sqft
• 216 blossom lane, Winter Park 32789 Active Under Contract $624,900 · 4 bd · 2 ba · 1,933 sqft
• 2833 prince john road, Winter Park 32792 Active Under Contract $669,000 · 4 bd · 2 ba · 1,605 sqft
• 2433 grand teton circle, Winter Park 32792 Active Under Contract $259,000 · 3 bd · 3 ba · 1,720 sqft
• 200 saint andrews boulevard 2904, Winter Park 32792 Active Under Contract $230,000 · 2 bd · 2 ba · 1,219 sqft
• 7426 blue jacket place east, Winter Park 32792 Active Under Contract $324,900 · 3 bd · 2 ba · 1,150 sqft
• 2826 ambergate road, Winter Park 32792 Active Under Contract $460,000 · 3 bd · 2 ba · 1,521 sqft
• 2323 devon court, Winter Park 32789 Active Under Contract $429,000 · 4 bd · 2 ba · 2,403 sqft
• 433 gilbert road, Winter Park 32792 Active Under Contract $669,900 · 3 bd · 2 ba · 1,800 sqft
• 2552 brookshire avenue, Winter Park 32792 Active Under Contract $530,000 · 3 bd · 2 ba · 1,314 sqft