Homes under $400K in Winter Garden, FL

145 for sale · 203 homes listed · Updated September 27, 2026 · Page 3 of 5

• 15510 campden street, Winter Garden 34787 $369,900 · 3 bd · 3 ba · 1,924 sqft
• 1668 scarlet oak loop c, Winter Garden 34787 $328,000 · 3 bd · 3 ba · 1,699 sqft
• 14501 grove resort avenue 3401, Winter Garden 34787 $199,000 · 3 bd · 3 ba · 1,544 sqft
• 14501 grove resort avenue 1409, Winter Garden 34787 $387,900 · 3 bd · 2 ba · 1,396 sqft
• 142 southern pecan circle 204, Winter Garden 34787 $280,500 · 3 bd · 2 ba · 1,453 sqft
• 16931 reseda alley, Winter Garden 34787 $379,990 · 3 bd · 3 ba · 1,568 sqft
• 14501 grove resort avenue 3642, Winter Garden 34787 $290,000 · 3 bd · 3 ba · 1,544 sqft
• 13765 golden russet drive, Winter Garden 34787 $365,000 · 3 bd · 3 ba · 1,600 sqft
• 14501 grove resort avenue 1707, Winter Garden 34787 $239,000 · 3 bd · 3 ba · 1,544 sqft
• 17723 japonica bloom drive, Winter Garden 34787 $394,999 · 3 bd · 3 ba · 1,584 sqft
• 14501 grove resort avenue 2342, Winter Garden 34787 $319,000 · 3 bd · 3 ba · 1,544 sqft
• 844 klondike street, Winter Garden 34787 $199,999 · 1 bd · 1 ba · 1,300 sqft
• 14501 grove resort avenue 3215, Winter Garden 34787 $199,000 · 2 bd · 2 ba · 1,265 sqft
• 233 southern pecan circle 101, Winter Garden 34787 $229,900 · 2 bd · 1 ba · 966 sqft
• 1327 priory circle 1327, Winter Garden 34787 $368,000 · 3 bd · 3 ba · 1,650 sqft
• 14501 grove resort avenue, Winter Garden 34787 $335,000 · 3 bd · 3 ba · 1,544 sqft
• 27 windtree lane 102, Winter Garden 34787 $224,995 · 2 bd · 2 ba · 918 sqft
• 1221 priory circle, Winter Garden 34787 $380,000 · 3 bd · 3 ba · 1,675 sqft
• 13855 golden russet drive, Winter Garden 34787 $355,000 · 2 bd · 3 ba · 1,652 sqft
• 15056 windflower alley, Winter Garden 34787 $398,000 · 3 bd · 3 ba · 1,536 sqft
• 300 eron way 1, Winter Garden 34787 $224,000 · 2 bd · 2 ba · 840 sqft
• 14501 grove resort avenue 3438, Winter Garden 34787 $194,900 · 3 bd · 2 ba · 1,396 sqft
• 1422 basin street, Winter Garden 34787 $260,000 · 4 bd · 1 ba · 880 sqft
• 14200 avalon road 406, Winter Garden 34787 $213,000 · 3 bd · 2 ba · 1,288 sqft
• 14501 grove resort avenue 1420, Winter Garden 34787 $249,000 · 2 bd · 2 ba · 1,375 sqft
• 14501 grove resort avenue 2542, Winter Garden 34787 $205,000 · 3 bd · 3 ba · 1,544 sqft
• 2017 portcastle circle, Winter Garden 34787 $399,900 · 3 bd · 3 ba · 1,857 sqft
• 14501 grove resort avenue 2221, Winter Garden 34787 $184,900 · 2 bd · 2 ba · 1,375 sqft
• 225 1st street, Winter Garden 34787 $288,000 · 3 bd · 1 ba · 1,020 sqft
• 14501 grove resort avenue 3534, Winter Garden 34787 $199,000 · 3 bd · 2 ba · 1,396 sqft
• 1315 eastern pecan place 202, Winter Garden 34787 $204,900 · 1 bd · 1 ba · 942 sqft
• 431 southern pecan circle 101, Winter Garden 34787 $284,995 · 3 bd · 2 ba · 1,340 sqft
• 109 windtree lane north, Winter Garden 34787 $209,900 · 2 bd · 2 ba · 918 sqft
• 14501 grove resort avenue 3403, Winter Garden 34787 $180,000 · 2 bd · 2 ba · 1,265 sqft
• 15279 harrowgate way, Winter Garden 34787 $375,000 · 3 bd · 3 ba · 1,845 sqft
• 1017 priory circle, Winter Garden 34787 $350,000 · 3 bd · 3 ba · 1,625 sqft
• 988 stucki terrace, Winter Garden 34787 $230,000 · 3 bd · 3 ba · 1,216 sqft
• 10119 salt point drive, Winter Garden 34787 $399,000 · 3 bd · 3 ba · 1,451 sqft
• 14766 peekskill drive, Winter Garden 34787 $340,000 · 2 bd · 3 ba · 1,406 sqft
• 14501 grove resort avenue 2608, Winter Garden 34787 $255,000 · 3 bd · 2 ba · 1,396 sqft
• 14501 grove resort avenue 3201, Winter Garden 34787 $245,000 · 3 bd · 3 ba · 1,544 sqft
• 1017 priory circle, Winter Garden 34787 $350,000 · 3 bd · 3 ba · 1,625 sqft
• 15579 honeybell drive, Winter Garden 34787 $399,000 · 3 bd · 3 ba · 1,727 sqft
• 14501 grove resort avenue 3703, Winter Garden 34787 $178,000 · 2 bd · 2 ba · 1,265 sqft
• 1432 scarlet oak loop, Winter Garden 34787 $384,900 · 3 bd · 3 ba · 1,704 sqft
• 14501 grove resort avenue 2535, Winter Garden 34787 Pending $165,000 · 2 bd · 2 ba · 1,434 sqft
• 14095 title way, Winter Garden 34787 Pending $399,000 · 3 bd · 3 ba · 1,628 sqft
• 15334 murcott blossom boulevard, Winter Garden 34787 Pending $395,000 · 3 bd · 3 ba · 1,868 sqft
• 14501 grove resort avenue 3524, Winter Garden 34787 Pending $299,000 · 2 bd · 2 ba · 1,265 sqft
• 13759 golden russet drive, Winter Garden 34787 Pending $309,000 · 3 bd · 3 ba · 1,647 sqft