Homes under $400K in Winter Garden, FL

92 for sale · 293 homes listed · Updated September 27, 2026 · Page 5 of 6

• 170 windtree lane, Winter Garden 34787 Off market since Sep 2026 $204,900 · 2 bd · 2 ba · 918 sqft
• 14501 grove resort avenue 1439, Winter Garden 34787 Off market since Sep 2026 $169,900 · 2 bd · 2 ba · 1,265 sqft
• 330 southern pecan circle 205, Winter Garden 34787 Off market since Aug 2026 $289,000 · 3 bd · 2 ba · 1,453 sqft
• 14501 grove resort avenue 3211, Winter Garden 34787 Off market since Sep 2026 $271,000 · 3 bd · 2 ba · 1,396 sqft
• 15625 boggy oak circle 108b, Winter Garden 34787 Off market since Sep 2026 $335,000 · 3 bd · 3 ba · 1,419 sqft
• 14501 grove resort avenue 3429, Winter Garden 34787 Off market since Sep 2026 $298,900 · 3 bd · 2 ba · 1,396 sqft
• 14501 grove resort avenue 2616, Winter Garden 34787 Off market since Sep 2026 $200,000 · 3 bd · 2 ba · 1,396 sqft
• 14200 avalon road 409, Winter Garden 34787 Off market since Sep 2026 $215,000 · 2 bd · 2 ba · 1,253 sqft
• 338 windford court, Winter Garden 34787 Off market since Sep 2026 $325,000 · 3 bd · 2 ba · 1,050 sqft
• 200 southern pecan circle 206, Winter Garden 34787 Off market since Sep 2026 $249,950 · 2 bd · 2 ba · 1,276 sqft
• 15511 campden street, Winter Garden 34787 Off market since Sep 2026 $359,999 · 3 bd · 3 ba · 1,916 sqft
• 5686 cypress hill road, Winter Garden 34787 Off market since Aug 2026 $399,000 · 3 bd · 3 ba · 1,712 sqft
• 1701 east bay street, Winter Garden 34787 Off market since Sep 2026 $289,000 · 2 bd · 2 ba · 825 sqft
• 14903 driftwater drive, Winter Garden 34787 Off market since Sep 2026 $370,000 · 3 bd · 3 ba · 1,745 sqft
• 1300 eastern pecan place 102, Winter Garden 34787 Off market since Sep 2026 $275,000 · 2 bd · 2 ba · 1,152 sqft
• 13232 daniels landing circle, Winter Garden 34787 Off market since Sep 2026 $325,000 · 2 bd · 3 ba · 1,232 sqft
• 14501 grove resort avenue 1527, Winter Garden 34787 Off market since Sep 2026 $170,000 · 2 bd · 2 ba · 1,265 sqft
• 304 eron way 2, Winter Garden 34787 Off market since Sep 2026 $159,900 · 2 bd · 2 ba · 840 sqft
• 5863 cypress hill road, Winter Garden 34787 Off market since Sep 2026 $369,900 · 2 bd · 3 ba · 1,594 sqft
• 434 sand lime road, Winter Garden 34787 Off market since Sep 2026 $239,900 · 2 bd · 2 ba · 1,302 sqft
• 14501 grove resort avenue 3227, Winter Garden 34787 Off market since Jul 2026 $365,000 · 3 bd · 3 ba · 1,544 sqft
• 397 eron way 42, Winter Garden 34787 Off market since Sep 2026 $199,999 · 3 bd · 2 ba · 930 sqft
• 1300 eastern pecan place 208, Winter Garden 34787 Off market since Sep 2026 $287,000 · 3 bd · 2 ba · 1,453 sqft
• 8019 jeremy joseph alley, Winter Garden 34787 Off market since Sep 2026 $389,900 · 3 bd · 3 ba · 1,696 sqft
• 14942 windflower alley, Winter Garden 34787 Off market since Sep 2026 $391,000 · 3 bd · 3 ba · 1,536 sqft
• 14031 picard alley, Winter Garden 34787 Off market since Sep 2026 $380,000 · 3 bd · 3 ba · 1,789 sqft
• 14501 grove resort avenue 3303, Winter Garden 34787 Off market since Sep 2026 $215,000 · 2 bd · 2 ba · 1,265 sqft
• 13158 bounty avenue, Winter Garden 34787 Off market since Sep 2026 $395,000 · 3 bd · 3 ba · 1,567 sqft
• 13349 harbor shore lane, Winter Garden 34787 Off market since Sep 2026 $307,000 · 2 bd · 3 ba · 1,236 sqft
• 417 southern pecan circle 202, Winter Garden 34787 Off market since Sep 2026 $212,000 · 1 bd · 1 ba · 942 sqft
• 359 douglas way 54, Winter Garden 34787 Off market since Sep 2026 $214,000 · 2 bd · 2 ba · 930 sqft
• 417 southern pecan circle 201, Winter Garden 34787 Off market since Sep 2026 $275,000 · 2 bd · 2 ba · 1,264 sqft
• 689 bethune avenue, Winter Garden 34787 Off market since Sep 2026 $399,000 · 4 bd · 2 ba · 1,434 sqft
• 9991 schroeder alley, Winter Garden 34787 Off market since Sep 2026 $384,000 · 3 bd · 3 ba · 1,568 sqft
• 13551 daniels landing circle, Winter Garden 34787 Off market since Aug 2026 $299,500 · 2 bd · 3 ba · 1,293 sqft
• 200 southern pecan circle 104, Winter Garden 34787 Off market since Sep 2026 $290,000 · 3 bd · 2 ba · 1,340 sqft
• 14501 grove resort avenue 2135, Winter Garden 34787 Off market since Sep 2026 $244,900 · 2 bd · 2 ba · 1,434 sqft
• 14501 grove resort avenue 2233, Winter Garden 34787 Off market since Sep 2026 $230,000 · 3 bd · 2 ba · 1,396 sqft
• 14501 grove resort avenue 1728, Winter Garden 34787 Off market since Sep 2026 $260,000 · 3 bd · 2 ba · 1,396 sqft
• 320 eron way 6, Winter Garden 34787 Off market since Sep 2026 $210,000 · 2 bd · 2 ba · 930 sqft
• 14501 grove resort avenue 3231, Winter Garden 34787 Off market since Sep 2026 $190,000 · 2 bd · 2 ba · 1,375 sqft
• 6208 aralia ivy lane, Winter Garden 34787 Off market since Sep 2026 $390,000 · 3 bd · 3 ba · 1,560 sqft
• 14501 grove resort avenue 2703, Winter Garden 34787 Off market since Sep 2026 $295,000 · 2 bd · 2 ba · 1,265 sqft
• 93 windtree lane 102, Winter Garden 34787 Off market since Sep 2026 $199,999 · 2 bd · 2 ba · 918 sqft
• 14501 grove resort avenue 3406, Winter Garden 34787 Off market since Sep 2026 $169,000 · 2 bd · 2 ba · 1,265 sqft
• 14501 grove resort avenue 2119, Winter Garden 34787 Off market since Sep 2026 $199,000 · 3 bd · 2 ba · 1,396 sqft
• 15510 campden street, Winter Garden 34787 Off market since Sep 2026 $369,900 · 3 bd · 3 ba · 1,924 sqft
• 1668 scarlet oak loop c, Winter Garden 34787 Off market since Sep 2026 $328,000 · 3 bd · 3 ba · 1,699 sqft
• 14501 grove resort avenue 3401, Winter Garden 34787 Off market since Sep 2026 $199,000 · 3 bd · 3 ba · 1,544 sqft
• 14501 grove resort avenue 1409, Winter Garden 34787 Off market since Sep 2026 $387,900 · 3 bd · 2 ba · 1,396 sqft