Homes under $500K in Winter Garden, FL
236 homes for sale · Updated August 12, 2026 · Page 3 of 5
- 9231 grand island way, Winter Garden 34787 $495,000 · 4 bd · 3 ba · 2,060 sqft
- 13295 peaceful melody drive, Winter Garden 34787 $439,990 · 3 bd · 3 ba · 1,715 sqft
- 11072 silver surfer alley, Winter Garden 34787 $440,000 · 3 bd · 3 ba · 1,770 sqft
- 1681 east spring ridge circle, Winter Garden 34787 $469,000 · 4 bd · 2 ba · 1,858 sqft
- 5545 bowman drive, Winter Garden 34787 $456,000 · 2 bd · 3 ba · 1,998 sqft
- 10294 merrymeeting bay drive, Winter Garden 34787 $449,900 · 3 bd · 2 ba · 1,689 sqft
- 14501 grove resort ave 1535 1535, Winter Garden 34787 $410,990 · 3 bd · 2 ba · 1,396 sqft
- 17007 haggerty hollow drive, Winter Garden 34787 $491,490 · 3 bd · 3 ba · 1,764 sqft
- 7280 windy willow street, Winter Garden 34787 $493,583 · 3 bd · 3 ba · 1,772 sqft
- 13527 daniels landing circle, Winter Garden 34787 $335,000 · 3 bd · 3 ba · 1,365 sqft
- 170 windtree lane, Winter Garden 34787 $204,900 · 2 bd · 2 ba · 918 sqft
- 14501 grove resort avenue 1439, Winter Garden 34787 $169,900 · 2 bd · 2 ba · 1,265 sqft
- 12597 encore at ovation way, Winter Garden 34787 $465,000 · 3 bd · 3 ba · 2,322 sqft
- 330 southern pecan circle 205, Winter Garden 34787 $289,000 · 3 bd · 2 ba · 1,453 sqft
- 14501 grove resort avenue 3211, Winter Garden 34787 $271,000 · 3 bd · 2 ba · 1,396 sqft
- 14501 grove resort 1304, Winter Garden 34787 $350,000 · 3 bd · 2 ba · 1,396 sqft
- 15625 boggy oak circle 108b, Winter Garden 34787 $340,000 · 3 bd · 3 ba · 1,419 sqft
- 13759 golden russet drive, Winter Garden 34787 $309,000 · 3 bd · 3 ba · 1,647 sqft
- 12103 eastmoor drive, Winter Garden 34787 $435,000 · 3 bd · 2 ba · 1,604 sqft
- 14501 grove resort avenue 3429, Winter Garden 34787 $309,900 · 3 bd · 2 ba · 1,396 sqft
- 14501 grove resort avenue 2616, Winter Garden 34787 $250,000 · 3 bd · 2 ba · 1,396 sqft
- 7279 duxbury lane, Winter Garden 34787 $424,900 · 3 bd · 3 ba · 1,895 sqft
- 14200 avalon road 409, Winter Garden 34787 $229,000 · 2 bd · 2 ba · 1,253 sqft
- 14501 grove 3425, Winter Garden 34787 $420,000 · 2 bd · 2 ba
- 7030 twilight bay drive, Winter Garden 34787 $469,000 · 4 bd · 4 ba · 1,920 sqft
- 231 doe run drive, Winter Garden 34787 $498,995 · 4 bd · 2 ba · 1,972 sqft
- 12253 south bracco street, Winter Garden 34787 $499,000 · 3 bd · 3 ba · 1,788 sqft
- 17035 harbor oak parkway, Winter Garden 34787 $485,000 · 3 bd · 2 ba · 1,692 sqft
- 420 east cypress street, Winter Garden 34787 $410,000 · 3 bd · 2 ba · 1,616 sqft
- 11025 suspense drive, Winter Garden 34787 $419,900 · 3 bd · 3 ba · 1,636 sqft
- 1906 sherbourne street, Winter Garden 34787 $477,000 · 4 bd · 3 ba · 2,029 sqft
- 15806 gem view street, Winter Garden 34787 $495,000 · 2 bd · 2 ba · 1,574 sqft
- 338 windford court, Winter Garden 34787 $330,000 · 3 bd · 2 ba · 1,050 sqft
- 200 southern pecan circle 206, Winter Garden 34787 $249,950 · 2 bd · 2 ba · 1,276 sqft
- 12808 sunset walk drive, Winter Garden 34787 $495,000 · 4 bd · 3 ba · 1,897 sqft
- 15806 gem view street, Winter Garden 34787 $495,000 · 2 bd · 2 ba · 1,574 sqft
- 15511 campden street, Winter Garden 34787 $375,000 · 3 bd · 3 ba · 1,916 sqft
- 5686 cypress hill road, Winter Garden 34787 $399,000 · 3 bd · 3 ba · 1,712 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 $375,000 · 3 bd · 3 ba · 1,745 sqft
- 12830 sunset walk drive, Winter Garden 34787 $471,000 · 3 bd · 3 ba · 1,857 sqft
- 1300 eastern pecan place 102, Winter Garden 34787 $275,000 · 2 bd · 2 ba · 1,152 sqft
- 411 millwood place, Winter Garden 34787 $459,000 · 3 bd · 2 ba · 1,696 sqft
- 5754 surprise lily drive, Winter Garden 34787 $495,000 · 4 bd · 3 ba · 2,128 sqft
- 9362 woodcrane drive, Winter Garden 34787 $459,300 · 3 bd · 3 ba · 2,058 sqft
- 14501 grove resort avenue 1726, Winter Garden 34787 $174,999 · 2 bd · 2 ba · 1,265 sqft
- 13232 daniels landing circle, Winter Garden 34787 $325,000 · 2 bd · 3 ba · 1,232 sqft
- 12042 grandrose alley, Winter Garden 34787 $420,000 · 3 bd · 3 ba · 1,732 sqft