Homes under $400K in Winter Garden, FL

145 for sale · 203 homes listed · Updated September 27, 2026 · Page 4 of 5

• 14501 grove resort avenue 3523, Winter Garden 34787 Pending $200,000 · 2 bd · 2 ba · 1,265 sqft
• 110 windtree lane 202, Winter Garden 34787 Pending $199,900 · 2 bd · 2 ba · 918 sqft
• 1105 lincoln terrace, Winter Garden 34787 Pending $255,000 · 3 bd · 1 ba · 814 sqft
• 14501 grove resort avenue 1726, Winter Garden 34787 Pending $174,999 · 2 bd · 2 ba · 1,265 sqft
• 455 westpoint garden circle, Winter Garden 34787 Pending $330,000 · 3 bd · 3 ba · 1,588 sqft
• 234 grand royal circle, Winter Garden 34787 Pending $389,990 · 3 bd · 2 ba · 1,534 sqft
• 122 windtree lane o, Winter Garden 34787 Pending $229,900 · 2 bd · 2 ba · 918 sqft
• 1286 winter green way, Winter Garden 34787 Active Under Contract $219,900 · 2 bd · 2 ba · 1,144 sqft
• 317 southern pecan circle 102, Winter Garden 34787 Active Under Contract $225,000 · 1 bd · 1 ba · 738 sqft
• 14501 grove resort avenue 3621, Winter Garden 34787 Active Under Contract $174,950 · 2 bd · 2 ba · 1,375 sqft
• 342 windford court, Winter Garden 34787 Active Under Contract $319,900 · 3 bd · 2 ba · 1,194 sqft
• 14501 grove resort avenue 2315, Winter Garden 34787 Active Under Contract $180,000 · 2 bd · 2 ba · 1,265 sqft
• 1008 stucki terrace, Winter Garden 34787 Active Under Contract $215,000 · 2 bd · 2 ba · 814 sqft
• 142 southern pecan circle 205, Winter Garden 34787 Active Under Contract $297,900 · 3 bd · 2 ba · 1,453 sqft
• 15514 campden street, Winter Garden 34787 Active Under Contract $375,000 · 3 bd · 3 ba · 1,917 sqft
• 241 deepcove road, Winter Garden 34787 Active Under Contract $309,000 · 2 bd · 3 ba · 1,234 sqft
• 405 southern pecan circle 108, Winter Garden 34787 Active Under Contract $244,000 · 2 bd · 2 ba · 1,152 sqft
• 130 southern pecan circle 103, Winter Garden 34787 Active Under Contract $259,000 · 2 bd · 2 ba · 1,152 sqft
• 242 winter nellis circle, Winter Garden 34787 Active Under Contract $359,999 · 3 bd · 3 ba · 1,991 sqft
• 1424 scarlet oak loop, Winter Garden 34787 Active Under Contract $379,000 · 3 bd · 3 ba · 1,737 sqft
• 1345 winter green way, Winter Garden 34787 Active Under Contract $225,000 · 2 bd · 2 ba · 1,259 sqft
• 14501 grove resort avenue 3439, Winter Garden 34787 Off market since Jul 2026 $320,000 · 2 bd · 2 ba · 1,375 sqft
• 14501 grove resort avenue 1707, Winter Garden 34787 Off market since Jul 2026 $325,000 · 3 bd · 3 ba · 1,544 sqft
• 14501 grove resort avenue 3406, Winter Garden 34787 Off market since Jul 2026 $204,000 · 2 bd · 2 ba · 1,265 sqft
• 14501 grove resort avenue 2119, Winter Garden 34787 Off market since Jul 2026 $224,000 · 3 bd · 2 ba · 1,396 sqft
• 14501 grove resort avenue 1440, Winter Garden 34787 Off market since Sep 2026 $245,000 · 2 bd · 2 ba · 1,375 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
• 14501 grove resort avenue 1407, Winter Garden 34787 Off market since Sep 2026 $225,000 · 3 bd · 3 ba · 1,544 sqft
• 634 foster avenue, Winter Garden 34787 Off market since Sep 2026 $285,000 · 2 bd · 1 ba · 696 sqft
• 22 windtree lane 203, Winter Garden 34787 Off market since Jul 2026 $169,900 · 2 bd · 2 ba · 918 sqft
• 14501 grove resort avenue 3228, Winter Garden 34787 Off market since Aug 2026 $240,000 · 3 bd · 3 ba · 1,544 sqft
• 14501 grove resort avenue 1528, Winter Garden 34787 Off market since Aug 2026 $289,900 · 3 bd · 3 ba · 1,396 sqft
• 1532 scarlet oak loop 70b, Winter Garden 34787 Off market since Aug 2026 $336,900 · 3 bd · 3 ba · 1,544 sqft
• 87 windtree lane k, Winter Garden 34787 Off market since Aug 2026 $199,999 · 2 bd · 2 ba · 918 sqft
• 15353 oak apple court, Winter Garden 34787 Off market since Sep 2026 $347,500 · 3 bd · 3 ba · 1,699 sqft
• 233 southern pecan circle 101, Winter Garden 34787 Off market since Jul 2026 $239,900 · 2 bd · 1 ba · 966 sqft
• 14501 grove resort avenue 1110, Winter Garden 34787 Off market since Jul 2026 $185,000 · 2 bd · 2 ba · 1,265 sqft
• 632 dharma circle, Winter Garden 34787 Off market since Jul 2026 $390,000 · 3 bd · 2 ba · 1,315 sqft
• 14501 grove resort avenue, Winter Garden 34787 Off market since Sep 2026 $329,900 · 2 bd · 2 ba · 1,265 sqft
• 407 douglas way 66, Winter Garden 34787 Off market since Jul 2026 $205,000 · 2 bd · 2 ba · 930 sqft
• 13527 daniels landing circle, Winter Garden 34787 Off market since Aug 2026 $335,000 · 3 bd · 3 ba · 1,365 sqft
• 330 southern pecan circle 205, Winter Garden 34787 Off market since Aug 2026 $289,000 · 3 bd · 2 ba · 1,453 sqft
• 5686 cypress hill road, Winter Garden 34787 Off market since Aug 2026 $399,000 · 3 bd · 3 ba · 1,712 sqft
• 1300 eastern pecan place 102, Winter Garden 34787 Off market since Sep 2026 $275,000 · 2 bd · 2 ba · 1,152 sqft
• 14501 grove resort avenue 3227, Winter Garden 34787 Off market since Jul 2026 $365,000 · 3 bd · 3 ba · 1,544 sqft
• 1300 eastern pecan place 208, Winter Garden 34787 Off market since Sep 2026 $287,000 · 3 bd · 2 ba · 1,453 sqft
• 417 southern pecan circle 201, Winter Garden 34787 Off market since Sep 2026 $275,000 · 2 bd · 2 ba · 1,264 sqft
• 13551 daniels landing circle, Winter Garden 34787 Off market since Aug 2026 $299,500 · 2 bd · 3 ba · 1,293 sqft
• 14501 grove resort avenue 2233, Winter Garden 34787 Off market since Sep 2026 $230,000 · 3 bd · 2 ba · 1,396 sqft