Homes under $500K in Winter Garden, FL
253 for sale · 414 homes listed · Updated September 25, 2026 · Page 3 of 9
- 15806 gem view street, Winter Garden 34787 $465,000 · 2 bd · 2 ba · 1,574 sqft
- 338 windford court, Winter Garden 34787 $325,000 · 3 bd · 2 ba · 1,050 sqft
- 200 southern pecan circle 206, Winter Garden 34787 $249,950 · 2 bd · 2 ba · 1,276 sqft
- 13861 easdale alley, Winter Garden 34787 $499,000 · 4 bd · 3 ba · 2,031 sqft
- 15806 gem view street, Winter Garden 34787 $465,000 · 2 bd · 2 ba · 1,574 sqft
- 15511 campden street, Winter Garden 34787 $359,999 · 3 bd · 3 ba · 1,916 sqft
- 6131 elfin herb way, Winter Garden 34787 $435,000 · 3 bd · 3 ba · 1,714 sqft
- 1701 east bay street, Winter Garden 34787 $289,000 · 2 bd · 2 ba · 825 sqft
- 14501 grove resort avenue 3425, Winter Garden 34787 $480,000 · 2 bd · 2 ba · 1,265 sqft
- 14903 driftwater drive, Winter Garden 34787 $370,000 · 3 bd · 3 ba · 1,745 sqft
- 12830 sunset walk drive, Winter Garden 34787 $471,000 · 3 bd · 3 ba · 1,857 sqft
- 411 millwood place, Winter Garden 34787 $459,000 · 3 bd · 2 ba · 1,696 sqft
- 5754 surprise lily drive, Winter Garden 34787 $475,000 · 4 bd · 3 ba · 2,128 sqft
- 9362 woodcrane drive, Winter Garden 34787 $435,800 · 3 bd · 3 ba · 2,058 sqft
- 13232 daniels landing circle, Winter Garden 34787 $325,000 · 2 bd · 3 ba · 1,232 sqft
- 14501 grove resort avenue 1527, Winter Garden 34787 $170,000 · 2 bd · 2 ba · 1,265 sqft
- 304 eron way 2, Winter Garden 34787 $159,900 · 2 bd · 2 ba · 840 sqft
- 5863 cypress hill road, Winter Garden 34787 $369,900 · 2 bd · 3 ba · 1,594 sqft
- 434 sand lime road, Winter Garden 34787 $239,900 · 2 bd · 2 ba · 1,302 sqft
- 397 eron way 42, Winter Garden 34787 $199,999 · 3 bd · 2 ba · 930 sqft
- 721 south woodland street, Winter Garden 34787 $440,000 · 2 bd · 1 ba · 1,034 sqft
- 16435 hamlin hills road, Winter Garden 34787 $449,999 · 3 bd · 3 ba · 1,736 sqft
- 8019 jeremy joseph alley, Winter Garden 34787 $389,900 · 3 bd · 3 ba · 1,696 sqft
- 14942 windflower alley, Winter Garden 34787 $398,000 · 3 bd · 3 ba · 1,536 sqft
- 14031 picard alley, Winter Garden 34787 $380,000 · 3 bd · 3 ba · 1,789 sqft
- 14501 grove resort avenue 3303, Winter Garden 34787 $215,000 · 2 bd · 2 ba · 1,265 sqft
- 13158 bounty avenue, Winter Garden 34787 $395,000 · 3 bd · 3 ba · 1,567 sqft
- 13349 harbor shore lane, Winter Garden 34787 $307,000 · 2 bd · 3 ba · 1,236 sqft
- 417 southern pecan circle 202, Winter Garden 34787 $212,000 · 1 bd · 1 ba · 942 sqft
- 359 douglas way 54, Winter Garden 34787 $214,000 · 2 bd · 2 ba · 930 sqft
- 689 bethune avenue, Winter Garden 34787 $399,000 · 4 bd · 2 ba · 1,434 sqft
- 14014 scarlet aster alley, Winter Garden 34787 $449,000 · 3 bd · 3 ba · 1,808 sqft
- 15075 groveside road, Winter Garden 34787 $491,080 · 3 bd · 3 ba · 1,881 sqft
- 9991 schroeder alley, Winter Garden 34787 $384,000 · 3 bd · 3 ba · 1,568 sqft
- 200 southern pecan circle 104, Winter Garden 34787 $290,000 · 3 bd · 2 ba · 1,340 sqft
- 1815 americus minor drive, Winter Garden 34787 $474,990 · 4 bd · 2 ba · 2,199 sqft
- 14501 grove resort avenue 2135, Winter Garden 34787 $244,900 · 2 bd · 2 ba · 1,434 sqft
- 14501 grove resort avenue 1728, Winter Garden 34787 $260,000 · 3 bd · 2 ba · 1,396 sqft
- 15066 book club road, Winter Garden 34787 $410,000 · 3 bd · 3 ba · 1,717 sqft
- 15101 purple martin street, Winter Garden 34787 $499,900 · 3 bd · 3 ba · 1,998 sqft
- 16802 oakboro street, Winter Garden 34787 $485,000 · 3 bd · 2 ba · 1,705 sqft
- 320 eron way 6, Winter Garden 34787 $210,000 · 2 bd · 2 ba · 930 sqft
- 6262 sunny time avenue, Winter Garden 34787 $443,190 · 3 bd · 3 ba · 1,683 sqft
- 11279 silver trumpet loop, Winter Garden 34787 $432,318 · 2 bd · 2 ba · 1,515 sqft
- 11275 silver trumpet loop, Winter Garden 34787 $420,000 · 2 bd · 2 ba · 1,515 sqft
- 10509 spring arbor lane, Winter Garden 34787 $439,000 · 3 bd · 3 ba · 1,868 sqft
- 6355 argent wood drive, Winter Garden 34787 $499,690 · 3 bd · 3 ba · 1,652 sqft
- 14501 grove resort avenue 3231, Winter Garden 34787 $190,000 · 2 bd · 2 ba · 1,375 sqft
- 6208 aralia ivy lane, Winter Garden 34787 $390,000 · 3 bd · 3 ba · 1,560 sqft
- 14501 grove resort avenue 2703, Winter Garden 34787 $295,000 · 2 bd · 2 ba · 1,265 sqft