Homes under $750K in Winter Park, FL
163 for sale · 485 homes listed · Updated November 9, 2026 · Page 1 of 10
- 7429 Daniel Webster Drive 14 #C, Winter Park 32792 $133,000 · 2 bd · 2 ba · 1,036 sqft
- 2008 Houndslake Drive, Winter Park 32792 $470,000 · 4 bd · 2 ba · 2,250 sqft
- 4027 Northlight Drive Unit 4, Winter Park 34112 $259,900 · 2 bd · 2 ba · 1,234 sqft
- 1995 Canny Cove, Winter Park 32792 $399,000 · 3 bd · 3 ba · 1,907 sqft
- 5409 Albert Drive, Winter Park 32792 $400,000 · 3 bd · 2 ba · 1,483 sqft
- 500 North Pennsylvania Avenue #G, Winter Park 32789 $349,500 · 2 bd · 1 ba · 709 sqft
- 1842 Puritan Avenue, Winter Park 32792 $419,000 · 4 bd · 2 ba · 1,836 sqft
- 1535 Lawndale Circle, Winter Park 32792 $415,000 · 3 bd · 2 ba · 1,676 sqft
- 2712 Tortoise Cove, Winter Park 32792 $230,000 · 2 bd · 1 ba · 924 sqft
- 5316 Halyard Court, Winter Park 32792 $495,000 · 3 bd · 2 ba · 1,380 sqft
- 1401 Aster Court, Winter Park 32792 $399,999 · 4 bd · 2 ba · 1,653 sqft
- 151 North Orlando Avenue #118, Winter Park 32789 $299,999 · 2 bd · 1 ba · 710 sqft
- 2477 Tahoe Circle #2477, Winter Park 32792 $247,000 · 2 bd · 2 ba · 1,316 sqft
- 7488 Whisperwood Drive #28, Winter Park 32792 $210,000 · 2 bd · 3 ba · 1,578 sqft
- 300 Carolina Avenue #402c, Winter Park 32789 $650,000 · 3 bd · 2 ba · 1,350 sqft
- 1564 Lawndale Circle, Winter Park 32792 $424,900 · 4 bd · 3 ba · 1,980 sqft
- 5184 Lazy Oaks Drive, Winter Park 32792 $268,000 · 2 bd · 2 ba · 1,008 sqft
- 1605 Puritan Avenue, Winter Park 32792 $374,000 · 3 bd · 2 ba · 1,285 sqft
- 3740 Hawthorne Lane, Winter Park 32792 $430,000 · 3 bd · 2 ba · 1,645 sqft
- 7605 Aloma Pines Court, Winter Park 32792 $349,000 · 3 bd · 3 ba · 1,872 sqft
- 193 Lewfield Circle, Winter Park 32792 $246,400 · 2 bd · 3 ba · 1,300 sqft
- 285 Lewfield Circle #285, Winter Park 32792 $147,000 · 1 bd · 1 ba · 678 sqft
- 230 Strathy Lane, Winter Park 32792 $499,000 · 2 bd · 1 ba · 920 sqft
- 2918 Antique Oaks Circle #25, Winter Park 32792 $189,000 · 2 bd · 2 ba · 1,018 sqft
- 311 Scottsdale Square #311, Winter Park 32792 $109,000 · 1 bd · 1 ba · 785 sqft
- 2627 Ambergate Road, Winter Park 32792 $530,000 · 4 bd · 3 ba · 1,745 sqft
- 715 South Ranger Boulevard, Winter Park 32792 $695,000 · 4 bd · 3 ba · 2,312 sqft
- 7530 Cranes Creek Court, Winter Park 32792 $306,900 · 3 bd · 3 ba · 1,545 sqft
- 2450 Grand Teton Circle #2450, Winter Park 32792 $250,000 · 3 bd · 2 ba · 1,311 sqft
- 1122 Wildmeadow Run, Winter Park 32792 $660,000 · 4 bd · 3 ba · 1,770 sqft
- 2033 Canny Cove, Winter Park 32792 $389,000 · 3 bd · 3 ba · 1,907 sqft
- 5108 Lazy Oaks Drive #5108, Winter Park 32792 $255,000 · 2 bd · 2 ba · 1,008 sqft
- 1003 Lake Bell Drive, Winter Park 32789 $549,900 · 3 bd · 2 ba · 1,837 sqft
- 283 Sandlewood Trail #3, Winter Park 32789 $279,000 · 2 bd · 3 ba · 960 sqft
- 7384 Grand Avenue, Winter Park 32792 $385,000 · 3 bd · 2 ba · 1,162 sqft
- 7413 Belle River Court #3, Winter Park 32792 $214,900 · 3 bd · 3 ba · 1,151 sqft
- 1250 South Denning Drive Unit 233, Winter Park 32789 $242,500 · 2 bd · 2 ba · 913 sqft
- 981 Aragon Avenue, Winter Park 32789 $474,999 · 2 bd · 1 ba · 857 sqft
- 1955 Eland Avenue, Winter Park 32789 $394,900 · 3 bd · 2 ba · 1,494 sqft
- 2758 Banchory Road, Winter Park 32792 $619,500 · 3 bd · 3 ba · 1,539 sqft
- 1000 South Semoran Boulevard #302, Winter Park 32792 $97,000 · 1 bd · 1 ba · 796 sqft
- 2703 Tierra Circle, Winter Park 32792 $449,000 · 3 bd · 2 ba · 1,737 sqft
- 2641 Carvell Court, Winter Park 32792 $525,000 · 4 bd · 2 ba · 2,126 sqft
- 3562 Bougainvillea Drive, Winter Park 32792 $334,000 · 3 bd · 2 ba · 1,149 sqft
- 900 Carver Street, Winter Park 32789 $659,000 · 3 bd · 3 ba · 1,794 sqft
- 7476 Woodburn Court #38, Winter Park 32792 $170,000 · 2 bd · 3 ba · 1,031 sqft
- 8433 Commander Cove, Winter Park 32792 $455,000 · 4 bd · 3 ba · 1,903 sqft
- 3020 Nicholson Drive, Winter Park 32792 $470,000 · 4 bd · 2 ba · 1,756 sqft
- 623 Grenadine Court #623, Winter Park 32792 $194,900 · 2 bd · 2 ba · 1,037 sqft
- 1652 Berkshire Avenue, Winter Park 32789 $429,000 · 3 bd · 2 ba · 1,498 sqft