Homes under $750K in Winter Park, FL
163 for sale · 485 homes listed · Updated November 9, 2026 · Page 2 of 10
- 2857 Clever Lane, Winter Park 32792 $394,500 · 3 bd · 3 ba · 1,782 sqft
- 151 North Orlando Ave ##115, Winter Park 32789 $285,000 · 2 bd · 1 ba · 710 sqft
- 2301 Conifer Avenue, Winter Park 32792 $405,000 · 4 bd · 2 ba · 2,189 sqft
- 151 North Orlando Avenue #242, Winter Park 32789 $269,000 · 2 bd · 1 ba · 710 sqft
- 2383 Sun Valley Circle #2383, Winter Park 32792 $234,900 · 2 bd · 2 ba · 1,295 sqft
- 432 West Swoope Avenue, Winter Park 32789 $680,000 · 4 bd · 4 ba · 2,664 sqft
- 2217 Sussex Road, Winter Park 32792 $479,999 · 4 bd · 2 ba · 2,092 sqft
- 4039 Cool Water Court, Winter Park 32792 $739,777 · 4 bd · 2 ba · 2,267 sqft
- 508 Brechin Drive, Winter Park 32792 $599,000 · 3 bd · 2 ba · 1,783 sqft
- 1695 Lee Road #D211, Winter Park 32789 $99,900 · 2 bd · 1 ba · 881 sqft
- 311 East Morse Boulevard #7-11, Winter Park 32789 $279,000 · 1 bd · 1 ba · 570 sqft
- 1418 Lone Feather Trail, Winter Park 32792 $699,500 · 4 bd · 3 ba · 2,197 sqft
- 5080 Seminole Avenue, Winter Park 32792 $299,900 · 3 bd · 2 ba · 1,078 sqft
- 2463 Grand Teton Circle #2463, Winter Park 32792 $249,000 · 3 bd · 3 ba · 1,720 sqft
- 3071 George Mason Avenue #5, Winter Park 32792 $89,900 · 1 ba · 549 sqft
- 2275 Island Run, Winter Park 32792 $279,999 · 3 bd · 2 ba · 1,467 sqft
- 1850 Bryan Avenue, Winter Park 32789 $699,000 · 3 bd · 2 ba · 1,563 sqft
- 2260 Coldstream Drive, Winter Park 32792 $675,000 · 4 bd · 2 ba · 1,509 sqft
- 7327 Forest Hill Court #223, Winter Park 32792 $175,000 · 2 bd · 3 ba · 1,031 sqft
- 4260 Bear Gully Road, Winter Park 32792 $585,000 · 4 bd · 4 ba · 2,322 sqft
- 1306 South Pennsylvania Avenue #5, Winter Park 32789 $347,500 · 2 bd · 1 ba · 830 sqft
- 330 Elkhorn Court, Winter Park 32792 $509,900 · 3 bd · 2 ba · 1,570 sqft
- 7348 Grand Avenue, Winter Park 32792 $255,000 · 3 bd · 2 ba · 1,509 sqft
- 3209 Heartwood Avenue, Winter Park 32792 $439,900 · 4 bd · 2 ba · 1,627 sqft
- 7560 Aloma Pines Court, Winter Park 32792 $325,000 · 3 bd · 3 ba · 1,866 sqft
- 7525 Lodge Pole Trail, Winter Park 32792 $550,000 · 4 bd · 2 ba · 1,936 sqft
- 1250 Formosa Avenue, Winter Park 32789 $535,000 · 3 bd · 4 ba · 1,937 sqft
- 7450 Wynnewood Square #189, Winter Park 32792 $170,000 · 2 bd · 3 ba · 1,031 sqft
- 3370 Cedar Springs Place #156, Winter Park 32792 $179,990 · 2 bd · 3 ba · 1,031 sqft
- 192 Balfour Drive #2, Winter Park 32792 $319,000 · 2 bd · 2 ba · 1,287 sqft
- 1840 Aster Drive, Winter Park 32792 $374,900 · 3 bd · 2 ba · 1,666 sqft
- 3334 Young Street, Winter Park 32792 $469,900 · 3 bd · 2 ba · 1,706 sqft
- 2305 Sun Valley Circle, Winter Park 32792 $279,900 · 2 bd · 2 ba · 1,295 sqft
- 630 Killarney Bay Court #3, Winter Park 32789 $449,900 · 2 bd · 3 ba · 1,428 sqft
- 2215 Woodcrest Drive, Winter Park 32792 $637,500 · 4 bd · 2 ba · 1,688 sqft
- 1250 South Denning Drive #127, Winter Park 32789 $245,000 · 2 bd · 2 ba · 908 sqft
- 250 Carolina Avenue #202, Winter Park 32789 $649,000 · 3 bd · 2 ba · 1,450 sqft
- 5303 Pine Lily Circle, Winter Park 32792 $654,000 · 3 bd · 2 ba · 2,265 sqft
- 2475 Tahoe Circle, Winter Park 32792 $268,000 · 2 bd · 2 ba · 1,295 sqft
- 1259 Indiana Avenue, Winter Park 32789 $575,000 · 2 bd · 3 ba · 1,648 sqft
- 2818 Ambergate Road, Winter Park 32792 $429,900 · 3 bd · 2 ba · 1,398 sqft
- 1660 Orange Avenue, Winter Park 32789 $449,900 · 3 bd · 2 ba · 1,614 sqft
- 1320 Gladiolas Drive, Winter Park 32792 $459,900 · 4 bd · 2 ba · 1,624 sqft
- 1250 South Denning Drive #119, Winter Park 32789 $265,000 · 2 bd · 2 ba · 908 sqft
- 1000 South Semoran Boulevard #408, Winter Park 32792 $138,000 · 1 bd · 1 ba · 776 sqft
- 1000 South Semoran Boulevard #306, Winter Park 32792 $138,000 · 1 bd · 1 ba · 796 sqft
- 1000 South Semoran Boulevard #404, Winter Park 32792 $138,000 · 1 bd · 1 ba · 776 sqft
- 7522 Aloma Pines Court, Winter Park 32792 $375,000 · 3 bd · 3 ba · 1,872 sqft
- 7393 Grand Avenue, Winter Park 32792 $325,000 · 3 bd · 2 ba · 1,518 sqft
- 5503 Albert Drive, Winter Park 32792 $399,900 · 3 bd · 2 ba · 1,366 sqft