Homes under $400K in Winter Springs, FL
58 for sale · 168 homes listed · Updated November 9, 2026 · Page 1 of 4
- 108 Sundance Court, Winter Springs 32708 $349,900 · 3 bd · 2 ba · 1,161 sqft
- 629 Alton Road, Winter Springs 32708 $374,900 · 3 bd · 2 ba · 1,210 sqft
- 472 Harbor Winds Court, Winter Springs 32708 $329,000 · 3 bd · 3 ba · 1,680 sqft
- 321 Kirkcaldy Drive, Winter Springs 32708 $350,000 · 2 bd · 2 ba · 1,502 sqft
- 1012 Forest Circle, Winter Springs 32708 $389,900 · 3 bd · 2 ba · 1,609 sqft
- 611 Casa Park A Court, Winter Springs 32708 $234,900 · 2 bd · 3 ba · 1,156 sqft
- 1307 Park Villa Place, Winter Springs 32708 $225,000 · 2 bd · 2 ba · 1,156 sqft
- 1298 Madelena Avenue, Winter Springs 32708 $399,999 · 3 bd · 2 ba · 2,116 sqft
- 220 Moree Loop #1, Winter Springs 32708 $130,000 · 1 bd · 1 ba · 710 sqft
- 617 Pinebranch Circle, Winter Springs 32708 $339,900 · 3 bd · 3 ba · 1,602 sqft
- 113 Kristi Ann Court, Winter Springs 32708 $205,000 · 2 bd · 2 ba · 898 sqft
- 417 Sheoah Boulevard #17, Winter Springs 32708 $166,000 · 2 bd · 2 ba · 936 sqft
- 1406 Blumberg Boulevard, Winter Springs 32708 $399,000 · 3 bd · 3 ba · 1,476 sqft
- 662 Nighthawk Circle, Winter Springs 32708 $374,400 · 3 bd · 3 ba · 1,583 sqft
- 335 Kirkcaldy Drive, Winter Springs 32708 $324,900 · 3 bd · 2 ba · 1,178 sqft
- 654 Cypress Lane, Winter Springs 32708 $322,500 · 3 bd · 2 ba · 1,201 sqft
- 512 Pinebranch Circle, Winter Springs 32708 $325,000 · 2 bd · 3 ba · 1,558 sqft
- 50 Sheoah Boulevard #33, Winter Springs 32708 $154,950 · 2 bd · 2 ba · 972 sqft
- 421 Horizon Drive, Winter Springs 32708 $285,000 · 3 bd · 2 ba · 1,069 sqft
- 600 Northern Way #1108, Winter Springs 32708 $215,000 · 3 bd · 3 ba · 1,411 sqft
- 414 Horizon Drive, Winter Springs 32708 $299,900 · 3 bd · 2 ba · 1,101 sqft
- 207 Birch Terrace, Winter Springs 32708 $284,999 · 3 bd · 2 ba · 1,318 sqft
- 506 Club Drive, Winter Springs 32708 $199,000 · 2 bd · 2 ba · 1,002 sqft
- 498 Green Spring Circle, Winter Springs 32708 $244,000 · 2 bd · 2 ba · 1,363 sqft
- 830 Dunbar Terrace, Winter Springs 32708 $344,000 · 3 bd · 3 ba · 1,792 sqft
- 130 Rhoden Lane, Winter Springs 32708 $220,000 · 2 bd · 2 ba · 896 sqft
- 70 Moree Loop #61, Winter Springs 32708 $178,900 · 2 bd · 2 ba · 1,080 sqft
- 736 Summerland Drive, Winter Springs 32708 $299,900 · 3 bd · 2 ba · 1,298 sqft
- 728 Ridgewood Way, Winter Springs 32708 $258,500 · 3 bd · 2 ba · 1,366 sqft
- 700 Castlewood Drive, Winter Springs 32708 $258,500 · 3 bd · 2 ba · 1,366 sqft
- 923 Torrey Pine Drive, Winter Springs 32708 $360,000 · 2 bd · 2 ba · 1,193 sqft
- 627 Murphy Road, Winter Springs 32708 $309,000 · 3 bd · 2 ba · 1,260 sqft
- 101 South Flamingo Avenue, Winter Springs 32708 $349,900 · 3 bd · 2 ba · 1,368 sqft
- 1453 Casa Park Circle, Winter Springs 32708 $244,999 · 2 bd · 2 ba · 1,156 sqft
- 429 Sheoah Boulevard #9, Winter Springs 32708 $199,000 · 3 bd · 2 ba · 1,187 sqft
- 131 Kristi Ann Court, Winter Springs 32708 $206,499 · 2 bd · 2 ba · 898 sqft
- 711 Thistle Place, Winter Springs 32708 $269,900 · 3 bd · 2 ba · 960 sqft
- 1436 Winter Wharf Lane, Winter Springs 32708 $399,000 · 3 bd · 4 ba · 1,932 sqft
- 615 Pearl Road, Winter Springs 32708 $350,000 · 3 bd · 2 ba · 1,784 sqft
- 408 Lancers Drive, Winter Springs 32708 $349,000 · 3 bd · 2 ba · 1,406 sqft
- 113 Lido Road, Winter Springs 32708 $350,000 · 4 bd · 2 ba · 1,312 sqft
- 140 Bombay Avenue, Winter Springs 32708 $345,000 · 3 bd · 2 ba · 1,373 sqft
- 491 Harbor Winds Court, Winter Springs 32708 $335,000 · 3 bd · 3 ba · 1,680 sqft
- 135 Cortez Court, Winter Springs 32708 $325,000 · 3 bd · 2 ba · 1,098 sqft
- 499 Club Drive, Winter Springs 32708 $205,000 · 2 bd · 2 ba · 1,224 sqft
- 1361 San Diego Court, Winter Springs 32708 $349,900 · 3 bd · 2 ba · 1,153 sqft
- 733 Lakeview Drive, Winter Springs 32708 $361,000 · 3 bd · 2 ba · 1,597 sqft
- 600 Casa Park North Court, Winter Springs 32708 $219,900 · 2 bd · 1 ba · 980 sqft
- 466 Tradition Lane, Winter Springs 32708 $289,000 · 2 bd · 3 ba · 1,275 sqft
- 702 Glasgow Court, Winter Springs 32708 $299,990 · 4 bd · 3 ba · 1,878 sqft