Homes under $1M in Winter Garden, FL

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

• 15000 canopy cover drive, Winter Garden 34787 Off market since Sep 2026 $849,990 · 3 bd · 4 ba · 2,861 sqft
• 12086 shine view lane, Winter Garden 34787 Off market since Sep 2026 $487,500 · 3 bd · 3 ba · 1,817 sqft
• 502 first cape coral drive, Winter Garden 34787 Off market since Sep 2026 $489,000 · 3 bd · 2 ba · 1,929 sqft
• 5620 mangrove cove avenue, Winter Garden 34787 Off market since Sep 2026 $910,000 · 5 bd · 4 ba · 3,619 sqft
• 11202 silver trumpet loop, Winter Garden 34787 Off market since Sep 2026 $437,993 · 2 bd · 2 ba · 1,515 sqft
• 14200 avalon road 406, Winter Garden 34787 Off market since Sep 2026 $213,000 · 3 bd · 2 ba · 1,288 sqft
• 11199 silver trumpet loop, Winter Garden 34787 Off market since Sep 2026 $447,118 · 2 bd · 2 ba · 1,515 sqft
• 17428 honeybell tangelo court, Winter Garden 34787 Off market since Sep 2026 $840,000 · 5 bd · 5 ba · 3,501 sqft
• 11234 silver trumpet loop, Winter Garden 34787 Off market since Sep 2026 $415,000 · 2 bd · 2 ba · 1,515 sqft
• 17307 bal harbour drive, Winter Garden 34787 Off market since Sep 2026 $639,900 · 3 bd · 2 ba · 2,123 sqft
• 2628 balforn tower way, Winter Garden 34787 Off market since Sep 2026 $438,000 · 3 bd · 2 ba · 1,372 sqft
• 16319 honey harvest street, Winter Garden 34787 Off market since Sep 2026 $609,990 · 4 bd · 4 ba · 2,332 sqft
• 14373 breda center loop, Winter Garden 34787 Off market since Sep 2026 $553,000 · 3 bd · 3 ba · 2,488 sqft
• 6982 twilight bay drive, Winter Garden 34787 Off market since Sep 2026 $475,000 · 4 bd · 3 ba · 1,860 sqft
• 16273 taliesin street, Winter Garden 34787 Off market since Sep 2026 $565,000 · 3 bd · 3 ba · 1,836 sqft
• 2491 prairie view drive, Winter Garden 34787 Off market since Sep 2026 $925,000 · 5 bd · 3 ba · 3,739 sqft
• 393 lake amberleigh drive, Winter Garden 34787 Off market since Sep 2026 $599,000 · 3 bd · 3 ba · 2,684 sqft
• 14751 field daisy drive, Winter Garden 34787 Off market since Sep 2026 $560,000 · 3 bd · 3 ba · 2,461 sqft
• 7278 twilight bay drive, Winter Garden 34787 Off market since Sep 2026 $599,000 · 4 bd · 2 ba · 2,014 sqft
• 301 valencia court, Winter Garden 34787 Off market since Sep 2026 $695,000 · 4 bd · 3 ba · 2,029 sqft
• 13355 sunny retreat lane, Winter Garden 34787 Off market since Sep 2026 $899,000 · 3 bd · 3 ba · 2,710 sqft
• 217 harbor drive, Winter Garden 34787 Off market since Sep 2026 $499,900 · 3 bd · 2 ba · 1,737 sqft
• 1750 standing rock circle, Winter Garden 34787 Off market since Sep 2026 $640,000 · 4 bd · 3 ba · 2,614 sqft
• 963 stucki terrace, Winter Garden 34787 Off market since Sep 2026 $189,000 · 2 bd · 1 ba · 761 sqft
• 14501 grove resort avenue 1420, Winter Garden 34787 Off market since Sep 2026 $249,000 · 2 bd · 2 ba · 1,375 sqft
• 1009 spring loop way, Winter Garden 34787 Off market since Sep 2026 $475,000 · 3 bd · 2 ba · 1,497 sqft
• 14501 grove resort avenue 2542, Winter Garden 34787 Off market since Sep 2026 $205,000 · 3 bd · 3 ba · 1,544 sqft
• 2017 portcastle circle, Winter Garden 34787 Off market since Sep 2026 $399,900 · 3 bd · 3 ba · 1,857 sqft
• 13235 spring grove way, Winter Garden 34787 Off market since Sep 2026 $595,000 · 3 bd · 2 ba · 1,916 sqft
• 17418 honeybell tangelo court, Winter Garden 34787 Off market since Sep 2026 $835,000 · 4 bd · 4 ba · 3,041 sqft
• 9357 jaywood road, Winter Garden 34787 Off market since Sep 2026 $489,000 · 3 bd · 2 ba · 1,685 sqft
• 14501 grove resort avenue 2221, Winter Garden 34787 Off market since Sep 2026 $184,900 · 2 bd · 2 ba · 1,375 sqft
• 225 1st street, Winter Garden 34787 Off market since Sep 2026 $288,000 · 3 bd · 1 ba · 1,020 sqft
• 12728 charmed drive, Winter Garden 34787 Off market since Sep 2026 $835,000 · 5 bd · 5 ba · 3,231 sqft
• 760 walkers grove lane, Winter Garden 34787 Off market since Sep 2026 $540,000 · 3 bd · 3 ba · 1,915 sqft
• 9467 cinzel alley, Winter Garden 34787 Off market since Sep 2026 $455,000 · 3 bd · 3 ba · 1,814 sqft
• 14776 magnolia ridge loop, Winter Garden 34787 Off market since Sep 2026 $839,900 · 4 bd · 4 ba · 2,876 sqft
• 13112 dendy way, Winter Garden 34787 Off market since Sep 2026 $825,000 · 5 bd · 4 ba · 3,285 sqft
• 11006 robert frost drive, Winter Garden 34787 Off market since Sep 2026 $615,000 · 4 bd · 3 ba · 2,136 sqft
• 13360 sunny retreat lane, Winter Garden 34787 Off market since Sep 2026 $595,000 · 3 bd · 2 ba · 2,000 sqft
• 2420 balforn tower way, Winter Garden 34787 Off market since Sep 2026 $619,900 · 3 bd · 2 ba · 1,572 sqft
• 14501 grove resort avenue 3534, Winter Garden 34787 Off market since Sep 2026 $199,000 · 3 bd · 2 ba · 1,396 sqft
• 8001 pond apple drive, Winter Garden 34787 Off market since Sep 2026 $748,800 · 5 bd · 3 ba · 3,289 sqft
• 16260 silver grove boulevard, Winter Garden 34787 Off market since Sep 2026 $978,000 · 5 bd · 5 ba · 3,979 sqft
• 735 hurley drive, Winter Garden 34787 Off market since Sep 2026 $489,000 · 3 bd · 2 ba · 1,767 sqft
• 1374 viscaya cove boulevard, Winter Garden 34787 Off market since Sep 2026 $545,000 · 4 bd · 4 ba · 2,492 sqft
• 9982 beach port drive, Winter Garden 34787 Off market since Sep 2026 $791,300 · 4 bd · 4 ba · 2,921 sqft
• 1315 eastern pecan place 202, Winter Garden 34787 Off market since Sep 2026 $204,900 · 1 bd · 1 ba · 942 sqft
• 113 west division street, Winter Garden 34787 Off market since Sep 2026 $469,900 · 4 bd · 2 ba · 1,487 sqft
• 7608 summerlake groves street, Winter Garden 34787 Off market since Sep 2026 $590,000 · 5 bd · 3 ba · 2,461 sqft