Homes under $1M in Winter Garden, FL

391 for sale · 1,436 homes listed · Updated September 27, 2026 · Page 7 of 29

• 16933 oakboro street, Winter Garden 34787 $560,000 · 3 bd · 3 ba · 2,027 sqft
• 15043 pigeon plum lane, Winter Garden 34787 $584,900 · 4 bd · 4 ba · 2,695 sqft
• 12253 south bracco street, Winter Garden 34787 $499,000 · 3 bd · 3 ba · 1,788 sqft
• 2281 oakington street, Winter Garden 34787 $439,000 · 3 bd · 2 ba · 1,628 sqft
• 14903 driftwater drive, Winter Garden 34787 $370,000 · 3 bd · 3 ba · 1,745 sqft
• 5754 surprise lily drive, Winter Garden 34787 $475,000 · 4 bd · 3 ba · 2,128 sqft
• 16495 point rock drive, Winter Garden 34787 $567,900 · 4 bd · 3 ba · 2,216 sqft
• 14501 grove resort avenue #1420, Winter Garden 34787 $249,000 · 2 bd · 2 ba · 1,375 sqft
• 16273 taliesin street, Winter Garden 34787 $565,000 · 3 bd · 3 ba · 1,836 sqft
• 14280 braemar street, Winter Garden 34787 $499,000 · 3 bd · 3 ba · 1,964 sqft
• 15066 book club road, Winter Garden 34787 $410,000 · 3 bd · 3 ba · 1,717 sqft
• 14501 grove resort avenue #3534, Winter Garden 34787 $199,000 · 3 bd · 2 ba · 1,396 sqft
• 225 1st street, Winter Garden 34787 $288,000 · 3 bd · 1 ba · 1,020 sqft
• 735 hurley drive, Winter Garden 34787 $489,000 · 3 bd · 2 ba · 1,767 sqft
• 15140 windflower alley, Winter Garden 34787 $402,000 · 3 bd · 3 ba · 1,536 sqft
• 14123 frasier street, Winter Garden 34787 $550,000 · 4 bd · 3 ba · 2,082 sqft
• 10108 salt point drive, Winter Garden 34787 $425,000 · 3 bd · 3 ba · 1,505 sqft
• 14501 grove resort avenue #1746, Winter Garden 34787 $210,000 · 2 bd · 2 ba · 1,375 sqft
• 14501 grove resort avenue #2135, Winter Garden 34787 $244,900 · 2 bd · 2 ba · 1,434 sqft
• 10361 austrina oak loop, Winter Garden 34787 $550,000 · 4 bd · 3 ba · 2,204 sqft
• 14501 grove resort avenue #3304, Winter Garden 34787 $205,000 · 2 bd · 2 ba · 1,375 sqft
• 12632 clear sapphire drive, Winter Garden 34787 $563,000 · 4 bd · 3 ba · 2,148 sqft
• 14501 grove resort avenue #1728, Winter Garden 34787 $260,000 · 3 bd · 2 ba · 1,396 sqft
• 4642 prairie creek street, Winter Garden 34787 $565,000 · 3 bd · 3 ba · 2,149 sqft
• 14501 grove resort avenue #3215, Winter Garden 34787 $199,000 · 2 bd · 2 ba · 1,265 sqft
• 14501 grove resort avenue #1503, Winter Garden 34787 $249,000 · 3 bd · 2 ba · 1,396 sqft
• 14501 grove resort avenue #1224, Winter Garden 34787 $249,000 · 3 bd · 2 ba · 1,396 sqft
• 15401 porter road, Winter Garden 34787 $519,000 · 5 bd · 3 ba · 2,455 sqft
• 7025 twilight bay drive, Winter Garden 34787 $435,000 · 3 bd · 3 ba · 2,024 sqft
• 16004 ollivett street, Winter Garden 34787 $799,999 · 7 bd · 4 ba · 4,704 sqft
• 2628 balforn tower way, Winter Garden 34787 $438,000 · 3 bd · 2 ba · 1,372 sqft
• 113 west division street, Winter Garden 34787 $469,900 · 4 bd · 2 ba · 1,487 sqft
• 14501 grove resort avenue #1612, Winter Garden 34787 $299,000 · 2 bd · 2 ba · 1,375 sqft
• 14501 grove resort avenue #3403, Winter Garden 34787 $180,000 · 2 bd · 2 ba · 1,265 sqft
• 5863 cypress hill road, Winter Garden 34787 $369,900 · 2 bd · 3 ba · 1,594 sqft
• 14501 grove resort avenue #2214, Winter Garden 34787 $235,000 · 2 bd · 2 ba · 1,375 sqft
• 13006 serene glade road, Winter Garden 34787 $529,900 · 3 bd · 3 ba · 2,096 sqft
• 170 windtree lane, Winter Garden 34787 $204,900 · 2 bd · 2 ba · 918 sqft
• 9357 jaywood road, Winter Garden 34787 $489,000 · 3 bd · 2 ba · 1,685 sqft
• 1707 fullers oak loop, Winter Garden 34787 $839,000 · 6 bd · 4 ba · 4,181 sqft
• 14321 wabasso loop, Winter Garden 34787 $789,000 · 4 bd · 4 ba · 3,074 sqft
• 14099 frasier street, Winter Garden 34787 $546,990 · 3 bd · 3 ba · 2,031 sqft
• 988 stucki terrace, Winter Garden 34787 $230,000 · 3 bd · 3 ba · 1,216 sqft
• 9803 amber chestnut way, Winter Garden 34787 $529,000 · 4 bd · 4 ba · 2,303 sqft
• 14354 orchard hills boulevard, Winter Garden 34787 $595,000 · 4 bd · 3 ba · 2,496 sqft
• 1422 basin street, Winter Garden 34787 $260,000 · 4 bd · 1 ba · 880 sqft
• 14501 grove resort avenue #1629, Winter Garden 34787 $225,000 · 3 bd · 3 ba · 1,544 sqft
• 13360 sunny retreat lane, Winter Garden 34787 $595,000 · 3 bd · 2 ba · 2,000 sqft
• 14501 grove resort avenue #3401, Winter Garden 34787 $199,000 · 3 bd · 3 ba · 1,544 sqft
• 2036 portcastle circle, Winter Garden 34787 $429,900 · 3 bd · 3 ba · 1,698 sqft