Homes under $1M in Winter Garden, FL

391 for sale · 1,436 homes listed · Updated September 27, 2026 · Page 17 of 29

• 14051 grove resort avenue 1705, Winter Garden 34787 Off market since Sep 2026 $215,000 · 2 bd · 2 ba · 1,265 sqft
• 915 westcliffe drive, Winter Garden 34787 Off market since Jul 2026 $620,000 · 5 bd · 4 ba · 2,868 sqft
• 14501 grove resort avenue 3128, Winter Garden 34787 Off market since Sep 2026 $250,000 · 3 bd · 3 ba · 1,544 sqft
• 9456 komika lane west 1, Winter Garden 34787 Off market since Jul 2026 $468,150 · 3 bd · 2 ba · 1,705 sqft
• 14501 grove resort avenue 1528, Winter Garden 34787 Off market since Aug 2026 $289,900 · 3 bd · 3 ba · 1,396 sqft
• 16461 olive hill drive, Winter Garden 34787 Off market since Sep 2026 $564,900 · 3 bd · 3 ba · 2,008 sqft
• 14501 grove resort avenue 1224, Winter Garden 34787 Off market since Sep 2026 $249,000 · 3 bd · 2 ba · 1,396 sqft
• 14501 grove resort avenue 3135, Winter Garden 34787 Off market since Sep 2026 $250,000 · 2 bd · 2 ba · 1,434 sqft
• 17134 lake ingram road, Winter Garden 34787 Off market since Sep 2026 $625,000 · 4 bd · 2 ba · 1,924 sqft
• 14345 wabasso loop, Winter Garden 34787 Off market since Sep 2026 $735,000 · 5 bd · 4 ba · 2,878 sqft
• 9803 amber chestnut way, Winter Garden 34787 Off market since Sep 2026 $529,000 · 4 bd · 4 ba · 2,303 sqft
• 15043 pigeon plum lane, Winter Garden 34787 Off market since Sep 2026 $584,900 · 4 bd · 4 ba · 2,695 sqft
• 16012 micelli drive, Winter Garden 34787 Off market since Sep 2026 $599,000 · 4 bd · 3 ba · 2,248 sqft
• 14075 lochend way, Winter Garden 34787 Off market since Sep 2026 $515,000 · 4 bd · 3 ba · 2,197 sqft
• 14501 grove resort avenue 2604, Winter Garden 34787 Off market since Sep 2026 $165,000 · 2 bd · 2 ba · 1,375 sqft
• 13953 easdale alley, Winter Garden 34787 Off market since Jul 2026 $509,900 · 3 bd · 3 ba · 1,770 sqft
• 14989 apollo bond drive, Winter Garden 34787 Off market since Sep 2026 $375,000 · 3 bd · 3 ba · 1,789 sqft
• 1532 scarlet oak loop 70b, Winter Garden 34787 Off market since Aug 2026 $336,900 · 3 bd · 3 ba · 1,544 sqft
• 17606 lake star road, Winter Garden 34787 Off market since Jul 2026 $870,000 · 4 bd · 4 ba · 2,605 sqft
• 17723 japonica bloom drive, Winter Garden 34787 Off market since Aug 2026 $414,900 · 3 bd · 3 ba · 1,584 sqft
• 14058 frasier street, Winter Garden 34787 Off market since Aug 2026 $459,000 · 4 bd · 3 ba · 1,996 sqft
• 276 summer pine street, Winter Garden 34787 Off market since Sep 2026 $870,000 · 5 bd · 3 ba · 3,147 sqft
• 5416 golden apple drive, Winter Garden 34787 Off market since Aug 2026 $900,000 · 5 bd · 4 ba · 3,104 sqft
• 14501 grove resort avenue 2223, Winter Garden 34787 Off market since Sep 2026 $244,990 · 2 bd · 2 ba · 1,265 sqft
• 14501 grove resort avenue 1203, Winter Garden 34787 Off market since Sep 2026 $340,000 · 3 bd · 2 ba · 1,396 sqft
• 14501 grove resort avenue 1443, Winter Garden 34787 Off market since Sep 2026 $290,000 · 2 bd · 2 ba · 1,375 sqft
• 16425 prairie school drive, Winter Garden 34787 Off market since Sep 2026 $414,900 · 3 bd · 3 ba · 1,662 sqft
• 87 windtree lane k, Winter Garden 34787 Off market since Aug 2026 $199,999 · 2 bd · 2 ba · 918 sqft
• 13184 dendy way, Winter Garden 34787 Off market since Sep 2026 $664,000 · 4 bd · 3 ba · 2,211 sqft
• 14501 grove resort avenue 3611, Winter Garden 34787 Off market since Sep 2026 $199,900 · 3 bd · 2 ba · 1,396 sqft
• 9218 holliston creek place, Winter Garden 34787 Off market since Sep 2026 $880,000 · 4 bd · 4 ba · 3,087 sqft
• 8113 red stopper lane, Winter Garden 34787 Off market since Sep 2026 $434,900 · 3 bd · 3 ba · 1,725 sqft
• 4642 prairie creek street, Winter Garden 34787 Off market since Sep 2026 $565,000 · 3 bd · 3 ba · 2,149 sqft
• 1075 chase drive, Winter Garden 34787 Off market since Sep 2026 $625,000 · 4 bd · 2 ba · 2,125 sqft
• 1349 castleport road, Winter Garden 34787 Off market since Aug 2026 $720,000 · 5 bd · 4 ba · 3,673 sqft
• 10043 sequel alley, Winter Garden 34787 Off market since Sep 2026 $520,000 · 4 bd · 4 ba · 2,502 sqft
• 14501 grove resort avenue 3109, Winter Garden 34787 Off market since Sep 2026 $299,900 · 2 bd · 2 ba · 1,434 sqft
• 225 southern pecan circle 208, Winter Garden 34787 Off market since Sep 2026 $279,900 · 2 bd · 2 ba · 1,264 sqft
• 14321 wabasso loop, Winter Garden 34787 Off market since Sep 2026 $789,000 · 4 bd · 4 ba · 3,074 sqft
• 5679 orange orchard drive, Winter Garden 34787 Off market since Sep 2026 $649,900 · 4 bd · 3 ba · 2,235 sqft
• 1112 juniper hammock court, Winter Garden 34787 Off market since Sep 2026 $500,000 · 4 bd · 2 ba · 2,545 sqft
• 12566 westhaven oak drive, Winter Garden 34787 Off market since Sep 2026 $574,999 · 4 bd · 3 ba · 2,420 sqft
• 16149 wind view lane, Winter Garden 34787 Off market since Aug 2026 $495,000 · 3 bd · 3 ba · 2,036 sqft
• 14501 grove resort avenue 1629, Winter Garden 34787 Off market since Sep 2026 $225,000 · 3 bd · 3 ba · 1,544 sqft
• 15197 blue peacock lane, Winter Garden 34787 Off market since Sep 2026 $699,000 · 3 bd · 3 ba · 2,440 sqft
• 884 klondike street, Winter Garden 34787 Off market since Sep 2026 $372,500 · 4 bd · 2 ba · 1,485 sqft
• 14501 grove resort avenue 2530, Winter Garden 34787 Off market since Sep 2026 $215,000 · 2 bd · 2 ba · 1,265 sqft
• 14501 grove resort avenue 2532, Winter Garden 34787 Off market since Sep 2026 $275,000 · 2 bd · 2 ba · 1,265 sqft
• 680 dunbar avenue, Winter Garden 34787 Off market since Jul 2026 $465,000 · 4 bd · 2 ba · 1,713 sqft
• 8216 topsail place, Winter Garden 34787 Off market since Aug 2026 $949,900 · 4 bd · 4 ba · 3,055 sqft