Homes under $1M in Winter Garden, FL

391 for sale · 1,436 homes listed · Updated September 27, 2026 · Page 16 of 29

• 13846 fresh ivy street, Winter Garden 34787 Off market since Jul 2026 $649,900 · 2 bd · 3 ba · 2,108 sqft
• 16105 water spring boulevard, Winter Garden 34787 Off market since Sep 2026 $497,000 · 4 bd · 3 ba · 2,042 sqft
• 330 southern pecan circle 208, Winter Garden 34787 Off market since Sep 2026 $298,000 · 3 bd · 2 ba · 1,453 sqft
• 14501 grove resort avenue 1612, Winter Garden 34787 Off market since Sep 2026 $299,000 · 2 bd · 2 ba · 1,375 sqft
• 14501 grove resort avenue 2101, Winter Garden 34787 Off market since Sep 2026 $460,000 · 3 bd · 3 ba · 1,544 sqft
• 14372 sunbridge circle, Winter Garden 34787 Off market since Jul 2026 $745,000 · 4 bd · 5 ba · 3,468 sqft
• 13706 werrington drive, Winter Garden 34787 Off market since Sep 2026 $715,000 · 4 bd · 4 ba · 2,807 sqft
• 16329 prairie school drive, Winter Garden 34787 Off market since Jul 2026 $490,000 · 4 bd · 3 ba · 2,070 sqft
• 14501 grove resort avenue 1545, Winter Garden 34787 Sold on Jul 20, 2026 $165,000 · 2 bd · 2 ba · 1,265 sqft
• 14501 grove resort avenue 3215, Winter Garden 34787 Off market since Jul 2026 $239,000 · 2 bd · 2 ba · 1,265 sqft
• 869 bending oak trail, Winter Garden 34787 Off market since Jul 2026 $520,000 · 4 bd · 2 ba · 1,975 sqft
• 17098 water spring boulevard, Winter Garden 34787 Off market since Sep 2026 $555,000 · 4 bd · 4 ba · 2,484 sqft
• 14501 grove resort avenue 3712, Winter Garden 34787 Off market since Sep 2026 $325,000 · 3 bd · 2 ba · 1,396 sqft
• 14501 grove resort avenue 3535, Winter Garden 34787 Off market since Sep 2026 $369,990 · 2 bd · 2 ba · 1,434 sqft
• 15807 sweet lemon way, Winter Garden 34787 Off market since Aug 2026 $752,000 · 5 bd · 4 ba · 2,867 sqft
• 14501 grove resort avenue 3304, Winter Garden 34787 Off market since Sep 2026 $205,000 · 2 bd · 2 ba · 1,375 sqft
• 14501 grove resort avenue 1407, Winter Garden 34787 Off market since Sep 2026 $225,000 · 3 bd · 3 ba · 1,544 sqft
• 5217 citrus leaf boulevard, Winter Garden 34787 Off market since Sep 2026 $899,000 · 4 bd · 4 ba · 3,144 sqft
• 634 foster avenue, Winter Garden 34787 Off market since Sep 2026 $285,000 · 2 bd · 1 ba · 696 sqft
• 14501 grove resort avenue 2536, Winter Garden 34787 Off market since Sep 2026 $314,900 · 2 bd · 2 ba · 1,434 sqft
• 13151 calming breeze way, Winter Garden 34787 Off market since Jul 2026 $553,000 · 3 bd · 3 ba · 2,096 sqft
• 12036 holystone street, Winter Garden 34787 Off market since Jul 2026 $455,000 · 3 bd · 3 ba · 1,817 sqft
• 14501 grove resort avenue 1105, Winter Garden 34787 Off market since Sep 2026 $304,000 · 2 bd · 2 ba · 1,265 sqft
• 22 windtree lane 203, Winter Garden 34787 Off market since Jul 2026 $169,900 · 2 bd · 2 ba · 918 sqft
• 14517 black lake preserve street, Winter Garden 34787 Off market since Sep 2026 $640,000 · 4 bd · 3 ba · 2,569 sqft
• 14501 grove resort avenue 1622, Winter Garden 34787 Off market since Sep 2026 $449,000 · 3 bd · 3 ba · 1,544 sqft
• 1608 highbanks circle, Winter Garden 34787 Off market since Sep 2026 $629,000 · 3 bd · 3 ba · 2,278 sqft
• 14501 grove resort avenue 2528, Winter Garden 34787 Off market since Sep 2026 $209,000 · 3 bd · 3 ba · 1,544 sqft
• 14501 grove resort avenue 2527, Winter Garden 34787 Off market since Sep 2026 $215,000 · 3 bd · 3 ba · 1,544 sqft
• 14501 grove resort avenue 2534, Winter Garden 34787 Off market since Sep 2026 $210,000 · 3 bd · 2 ba · 1,396 sqft
• 15401 porter road, Winter Garden 34787 Off market since Sep 2026 $519,000 · 5 bd · 3 ba · 2,455 sqft
• 14501 grove resort avenue 1746, Winter Garden 34787 Off market since Sep 2026 $210,000 · 2 bd · 2 ba · 1,375 sqft
• 14501 grove resort avenue 3228, Winter Garden 34787 Off market since Aug 2026 $240,000 · 3 bd · 3 ba · 1,544 sqft
• 15755 sweet limetta drive, Winter Garden 34787 Off market since Sep 2026 $775,000 · 5 bd · 5 ba · 3,633 sqft
• 92 windtree lane 201, Winter Garden 34787 Off market since Sep 2026 $218,000 · 2 bd · 2 ba · 918 sqft
• 373 eron way 47, Winter Garden 34787 Off market since Sep 2026 $182,000 · 2 bd · 2 ba · 840 sqft
• 13067 tollcross way, Winter Garden 34787 Off market since Aug 2026 $599,000 · 3 bd · 3 ba · 1,906 sqft
• 14501 grove resort avenue 3424, Winter Garden 34787 Off market since Sep 2026 $230,000 · 2 bd · 2 ba · 1,375 sqft
• 16031 scarpetta street, Winter Garden 34787 Off market since Sep 2026 $595,000 · 4 bd · 4 ba · 2,474 sqft
• 3262 hanging tide street, Winter Garden 34787 Off market since Sep 2026 $679,000 · 5 bd · 5 ba · 3,663 sqft
• 14501 grove resort avenue 1111, Winter Garden 34787 Off market since Sep 2026 $179,000 · 2 bd · 2 ba · 1,265 sqft
• 131 oak laurel drive, Winter Garden 34787 Off market since Sep 2026 $799,000 · 3 bd · 4 ba · 1,906 sqft
• 900 walkers grove lane, Winter Garden 34787 Off market since Aug 2026 $459,900 · 3 bd · 3 ba · 1,905 sqft
• 14501 grove resort avenue 1503, Winter Garden 34787 Off market since Sep 2026 $249,000 · 3 bd · 2 ba · 1,396 sqft
• 15672 shorebird lane, Winter Garden 34787 Off market since Sep 2026 $849,900 · 4 bd · 4 ba · 2,800 sqft
• 5966 cypress hill road, Winter Garden 34787 Off market since Aug 2026 $695,000 · 4 bd · 4 ba · 2,839 sqft
• 16622 parable way, Winter Garden 34787 Off market since Sep 2026 $649,000 · 4 bd · 3 ba · 2,136 sqft
• 4620 gliding wave street, Winter Garden 34787 Off market since Sep 2026 $539,000 · 3 bd · 2 ba · 2,184 sqft
• 13665 killebrew way, Winter Garden 34787 Off market since Jul 2026 $935,000 · 4 bd · 4 ba · 3,909 sqft
• 15026 summer harvest street, Winter Garden 34787 Off market since Jul 2026 $669,990 · 5 bd · 5 ba · 2,908 sqft