Homes under $1M in Winter Garden, FL

391 for sale · 1,436 homes listed · Updated September 27, 2026 · Page 14 of 29

• 8180 sayings drive, Winter Garden 34787 Active Under Contract $599,990 · 4 bd · 4 ba · 2,718 sqft
• 769 home grove drive, Winter Garden 34787 Active Under Contract $524,500 · 3 bd · 2 ba · 2,305 sqft
• 14268 braemar street, Winter Garden 34787 Active Under Contract $485,000 · 4 bd · 3 ba · 2,070 sqft
• 16936 tradewind point, Winter Garden 34787 Active Under Contract $639,000 · 4 bd · 4 ba · 2,930 sqft
• 443 wrangler road, Winter Garden 34787 Active Under Contract $775,000 · 4 bd · 4 ba · 2,877 sqft
• 15415 shonan gold drive, Winter Garden 34787 Active Under Contract $549,990 · 3 bd · 2 ba · 1,979 sqft
• 434 valley view drive, Winter Garden 34787 Active Under Contract $939,000 · 3 bd · 3 ba · 2,765 sqft
• 7773 minutemen loop, Winter Garden 34787 Active Under Contract $835,000 · 5 bd · 4 ba · 3,393 sqft
• 13624 larsen lane, Winter Garden 34787 Active Under Contract $880,000 · 5 bd · 4 ba · 3,779 sqft
• 15395 sugar citrus drive, Winter Garden 34787 Active Under Contract $575,000 · 4 bd · 2 ba · 2,066 sqft
• 13155 spring grove way, Winter Garden 34787 Active Under Contract $585,000 · 4 bd · 4 ba · 2,818 sqft
• 15372 sugar citrus drive, Winter Garden 34787 Active Under Contract $750,000 · 4 bd · 4 ba · 3,100 sqft
• 1830 morning sky drive, Winter Garden 34787 Active Under Contract $465,000 · 3 bd · 3 ba · 2,145 sqft
• 7052 enchanted lake drive, Winter Garden 34787 Active Under Contract $750,000 · 5 bd · 4 ba · 3,264 sqft
• 15621 signature drive, Winter Garden 34787 Active Under Contract $545,000 · 5 bd · 3 ba · 2,492 sqft
• 15514 campden street, Winter Garden 34787 Active Under Contract $375,000 · 3 bd · 3 ba · 1,917 sqft
• 15190 sunrise grove court, Winter Garden 34787 Active Under Contract $400,000 · 3 bd · 3 ba · 1,902 sqft
• 16130 wind view lane, Winter Garden 34787 Active Under Contract $550,000 · 4 bd · 3 ba · 2,031 sqft
• 2031 wintermere pointe drive, Winter Garden 34787 Active Under Contract $550,000 · 4 bd · 2 ba · 2,048 sqft
• 484 west plant street, Winter Garden 34787 Active Under Contract $915,000 · 3 bd · 4 ba · 2,242 sqft
• 3247 buoy circle, Winter Garden 34787 Active Under Contract $610,000 · 4 bd · 3 ba · 2,984 sqft
• 9202 merlon drive, Winter Garden 34787 Active Under Contract $685,000 · 4 bd · 3 ba · 2,214 sqft
• 13640 splashing isla drive, Winter Garden 34787 Active Under Contract $409,000 · 2 bd · 2 ba · 1,574 sqft
• 15778 sweet limetta drive, Winter Garden 34787 Active Under Contract $780,000 · 5 bd · 5 ba · 3,643 sqft
• 17954 hither hills circle, Winter Garden 34787 Active Under Contract $699,000 · 4 bd · 4 ba · 2,787 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
• 1339 hunterman lane, Winter Garden 34787 Active Under Contract $615,000 · 4 bd · 3 ba · 2,657 sqft
• 14343 black lake preserve street, Winter Garden 34787 Active Under Contract $749,900 · 4 bd · 3 ba · 2,852 sqft
• 130 southern pecan circle 103, Winter Garden 34787 Active Under Contract $259,000 · 2 bd · 2 ba · 1,152 sqft
• 356 black springs lane, Winter Garden 34787 Active Under Contract $525,000 · 3 bd · 2 ba · 1,909 sqft
• 14827 masthead landing circle, Winter Garden 34787 Active Under Contract $615,000 · 4 bd · 3 ba · 2,648 sqft
• 1234 canyon creek trail, Winter Garden 34787 Active Under Contract $985,000 · 4 bd · 4 ba · 2,681 sqft
• 18321 oliver twist way, Winter Garden 34787 Active Under Contract $795,000 · 4 bd · 4 ba · 3,327 sqft
• 15031 canopy cover drive, Winter Garden 34787 Active Under Contract $949,000 · 3 bd · 4 ba · 2,808 sqft
• 16954 tradewind point, Winter Garden 34787 Active Under Contract $482,000 · 3 bd · 2 ba · 1,692 sqft
• 10169 shallow water drive, Winter Garden 34787 Active Under Contract $799,000 · 4 bd · 4 ba · 3,227 sqft
• 11168 great rock street, Winter Garden 34787 Active Under Contract $650,000 · 4 bd · 3 ba · 2,662 sqft
• 1331 lindzlu street, Winter Garden 34787 Active Under Contract $575,000 · 3 bd · 3 ba · 2,630 sqft
• 3362 hanging tide street, Winter Garden 34787 Active Under Contract $849,000 · 5 bd · 5 ba · 4,495 sqft
• 5743 thomas square drive, Winter Garden 34787 Active Under Contract $825,000 · 4 bd · 3 ba · 2,917 sqft
• 1312 corsino street, Winter Garden 34787 Active Under Contract $435,000 · 3 bd · 2 ba · 1,307 sqft
• 10648 words drive, Winter Garden 34787 Active Under Contract $418,400 · 3 bd · 3 ba · 1,636 sqft
• 618 bainbridge loop, Winter Garden 34787 Active Under Contract $580,000 · 4 bd · 2 ba · 2,328 sqft
• 1097 depot court, Winter Garden 34787 Active Under Contract $479,900 · 3 bd · 2 ba · 1,583 sqft
• 745 marsh reed drive west, Winter Garden 34787 Active Under Contract $520,000 · 4 bd · 3 ba · 2,596 sqft
• 242 winter nellis circle, Winter Garden 34787 Active Under Contract $359,999 · 3 bd · 3 ba · 1,991 sqft
• 445 spring leap circle, Winter Garden 34787 Active Under Contract $419,900 · 4 bd · 2 ba · 1,695 sqft
• 15819 gem view street, Winter Garden 34787 Active Under Contract $400,000 · 2 bd · 2 ba · 1,574 sqft
• 5024 palmetto park drive, Winter Garden 34787 Active Under Contract $779,000 · 4 bd · 4 ba · 3,064 sqft