Homes under $750K in Winter Park, FL

132 for sale · 510 homes listed · Updated September 27, 2026 · Page 6 of 11

• 351 starling road, Winter Park 32789 Active Under Contract $499,900 · 3 bd · 2 ba · 1,979 sqft
• 2781 abbey road, Winter Park 32792 Active Under Contract $520,000 · 3 bd · 2 ba · 1,596 sqft
• 531 west swoope avenue, Winter Park 32789 Active Under Contract $635,000 · 2 bd · 2 ba · 1,188 sqft
• 7340 swallow run 7340, Winter Park 32792 Active Under Contract $145,000 · 2 bd · 2 ba · 802 sqft
• 913 camellia avenue, Winter Park 32789 Active Under Contract $655,000 · 3 bd · 3 ba · 1,389 sqft
• 4033 tenita drive, Winter Park 32792 Active Under Contract $569,000 · 4 bd · 2 ba · 2,022 sqft
• 2719 woodside avenue, Winter Park 32789 Active Under Contract $610,000 · 3 bd · 2 ba · 1,431 sqft
• 7487 canford court 5, Winter Park 32792 Active Under Contract $249,900 · 4 bd · 3 ba · 1,611 sqft
• 3651 north goldenrod road a103, Winter Park 32792 Active Under Contract $164,900 · 2 bd · 2 ba · 840 sqft
• 3014 antique oaks circle 120, Winter Park 32792 Active Under Contract $148,000 · 1 bd · 1 ba · 749 sqft
• 2881 temple trail, Winter Park 32789 Active Under Contract $575,000 · 2 bd · 3 ba · 1,704 sqft
• 1427 broad wing lane, Winter Park 32792 Active Under Contract $419,900 · 3 bd · 3 ba · 2,312 sqft
• 642 warrenton road, Winter Park 32792 Active Under Contract $300,000 · 2 bd · 2 ba · 1,362 sqft
• 1409 sunset drive, Winter Park 32789 Active Under Contract $649,000 · 2 bd · 2 ba · 1,107 sqft
• 4963 tangerine avenue, Winter Park 32792 Active Under Contract $375,000 · 4 bd · 2 ba · 1,822 sqft
• 7640 village green drive, Winter Park 32792 Active Under Contract $439,000 · 3 bd · 2 ba · 1,631 sqft
• 1287 verdant glade place, Winter Park 32792 Active Under Contract $745,000 · 4 bd · 4 ba · 3,020 sqft
• 2765 abbey road, Winter Park 32792 Active Under Contract $430,000 · 3 bd · 2 ba · 1,620 sqft
• 1011 manchester circle, Winter Park 32792 Active Under Contract $450,000 · 4 bd · 2 ba · 1,699 sqft
• 565 huntington avenue 565, Winter Park 32789 Active Under Contract $635,000 · 3 bd · 3 ba · 2,015 sqft
• 2333 westminster court, Winter Park 32789 Active Under Contract $649,900 · 4 bd · 2 ba · 1,877 sqft
• 1941 oglesby avenue, Winter Park 32789 Active Under Contract $340,000 · 2 bd · 1 ba · 780 sqft
• 1313 south denning drive, Winter Park 32789 Active Under Contract $589,900 · 3 bd · 2 ba · 1,700 sqft
• 2657 exuma way, Winter Park 32792 Active Under Contract $285,000 · 3 bd · 2 ba · 1,467 sqft
• 5334 lanyard court, Winter Park 32792 Active Under Contract $479,900 · 3 bd · 2 ba · 1,561 sqft
• 1521 bantam way, Winter Park 32792 Active Under Contract $424,900 · 3 bd · 3 ba · 1,755 sqft
• 2825 mulford avenue, Winter Park 32789 Active Under Contract $629,000 · 2 bd · 2 ba · 1,249 sqft
• 7 carver court, Winter Park 32789 Active Under Contract $589,000 · 3 bd · 2 ba · 1,384 sqft
• 5218 lake howell road, Winter Park 32792 Active Under Contract $355,000 · 4 bd · 2 ba · 1,582 sqft
• 4599 whimbrel place, Winter Park 32792 Active Under Contract $675,000 · 4 bd · 3 ba · 2,366 sqft
• 1818 dover road, Winter Park 32792 Active Under Contract $439,900 · 3 bd · 2 ba · 1,873 sqft
• 1695 lee road c202, Winter Park 32789 Off market since Sep 2026 $205,000 · 3 bd · 2 ba · 1,149 sqft
• 3071 george mason avenue 5, Winter Park 32792 Off market since Sep 2026 $89,900 · 1 bd · 1 ba · 549 sqft
• 151 north orlando avenue 118, Winter Park 32789 Off market since Sep 2026 $299,999 · 2 bd · 1 ba · 710 sqft
• 3370 cedar springs place 156, Winter Park 32792 Off market since Sep 2026 $179,990 · 2 bd · 3 ba · 1,031 sqft
• 5331 oak court, Winter Park 32792 Off market since Sep 2026 $460,000 · 3 bd · 2 ba · 1,263 sqft
• 2758 banchory road, Winter Park 32792 Off market since Sep 2026 $639,000 · 3 bd · 3 ba · 1,539 sqft
• 240 orange terrace drive, Winter Park 32789 Off market since Jul 2026 $470,000 · 4 bd · 2 ba · 1,718 sqft
• 1849 viburnum lane, Winter Park 32792 Off market since Sep 2026 $389,900 · 4 bd · 2 ba · 1,627 sqft
• 2948 antique oaks circle 94, Winter Park 32792 Off market since Sep 2026 $150,000 · 1 bd · 1 ba · 749 sqft
• 346 south ranger boulevard, Winter Park 32792 Off market since Aug 2026 $475,000 · 3 bd · 2 ba · 1,592 sqft
• 2336 sun valley circle bldg 20, Winter Park 32792 Off market since Sep 2026 $285,000 · 2 bd · 2 ba · 1,669 sqft
• 7471 canford court 19, Winter Park 32792 Off market since Sep 2026 $199,000 · 2 bd · 2 ba · 1,393 sqft
• 311 scottsdale square 311, Winter Park 32792 Off market since Sep 2026 $109,400 · 1 bd · 1 ba · 785 sqft
• 2612 roxbury road, Winter Park 32789 Off market since Sep 2026 $629,900 · 5 bd · 3 ba · 2,472 sqft
• 7470 canford court 23, Winter Park 32792 Off market since Jul 2026 $245,900 · 3 bd · 3 ba · 1,580 sqft
• 151 north orlando avenue #115, Winter Park 32789 Off market since Sep 2026 $285,000 · 2 bd · 1 ba · 710 sqft
• 2217 sussex road, Winter Park 32792 Off market since Sep 2026 $485,000 · 4 bd · 2 ba · 2,092 sqft
• 2500 lee road 222, Winter Park 32789 Off market since Sep 2026 $184,400 · 1 bd · 1 ba · 645 sqft
• 230 strathy lane, Winter Park 32792 Off market since Sep 2026 $499,000 · 2 bd · 1 ba · 920 sqft