Homes under $1M in Winter Garden, FL

391 for sale · 1,436 homes listed · Updated September 27, 2026 · Page 13 of 29

• 1158 orange season lane, Winter Garden 34787 Active Under Contract $525,000 · 3 bd · 3 ba · 2,444 sqft
• 17798 adrift road, Winter Garden 34787 Active Under Contract $799,000 · 4 bd · 4 ba · 3,334 sqft
• 7725 purple finch street, Winter Garden 34787 Active Under Contract $530,000 · 3 bd · 3 ba · 2,195 sqft
• 16379 silver grove boulevard, Winter Garden 34787 Active Under Contract $924,900 · 5 bd · 5 ba · 3,823 sqft
• 9606 woodcrane drive, Winter Garden 34787 Active Under Contract $525,000 · 3 bd · 3 ba · 2,101 sqft
• 16186 honey harvest street, Winter Garden 34787 Active Under Contract $585,000 · 4 bd · 4 ba · 2,445 sqft
• 12537 grape chardonnay alley, Winter Garden 34787 Active Under Contract $632,990 · 3 bd · 3 ba · 2,200 sqft
• 16104 sandhill road, Winter Garden 34787 Active Under Contract $985,000 · 3 bd · 2 ba · 1,364 sqft
• 8266 purple sandpiper avenue, Winter Garden 34787 Active Under Contract $630,000 · 4 bd · 3 ba · 2,274 sqft
• 231 doe run drive, Winter Garden 34787 Active Under Contract $494,995 · 4 bd · 2 ba · 1,972 sqft
• 17035 harbor oak parkway, Winter Garden 34787 Active Under Contract $485,000 · 3 bd · 2 ba · 1,692 sqft
• 12541 gold honeysuckle street, Winter Garden 34787 Active Under Contract $784,990 · 3 bd · 3 ba · 2,636 sqft
• 8289 topsail place, Winter Garden 34787 Active Under Contract $890,000 · 4 bd · 4 ba · 2,755 sqft
• 12547 gold honeysuckle street, Winter Garden 34787 Active Under Contract $819,990 · 4 bd · 4 ba · 3,291 sqft
• 17167 writing alley, Winter Garden 34787 Active Under Contract $535,000 · 4 bd · 4 ba · 2,502 sqft
• 17379 channel way, Winter Garden 34787 Active Under Contract $658,000 · 4 bd · 3 ba · 2,782 sqft
• 1005 chase drive, Winter Garden 34787 Active Under Contract $599,999 · 4 bd · 3 ba · 2,319 sqft
• 16596 point rock drive, Winter Garden 34787 Active Under Contract $534,900 · 3 bd · 3 ba · 2,216 sqft
• 8220 bayview crossing drive, Winter Garden 34787 Active Under Contract $535,999 · 4 bd · 4 ba · 2,477 sqft
• 12391 silk mimosa alley, Winter Garden 34787 Active Under Contract $584,990 · 4 bd · 3 ba · 2,200 sqft
• 12570 gold honeysuckle street, Winter Garden 34787 Active Under Contract $919,990 · 5 bd · 5 ba · 3,636 sqft
• 1008 stucki terrace, Winter Garden 34787 Active Under Contract $215,000 · 2 bd · 2 ba · 814 sqft
• 14252 creekbed circle, Winter Garden 34787 Active Under Contract $759,900 · 4 bd · 4 ba · 3,572 sqft
• 1343 castleport road, Winter Garden 34787 Active Under Contract $525,000 · 3 bd · 2 ba · 2,170 sqft
• 1706 holcomb creek street, Winter Garden 34787 Active Under Contract $999,990 · 5 bd · 5 ba · 4,305 sqft
• 1645 east spring ridge circle, Winter Garden 34787 Active Under Contract $439,000 · 3 bd · 2 ba · 1,219 sqft
• 9503 beautiful way, Winter Garden 34787 Active Under Contract $745,990 · 4 bd · 3 ba · 2,650 sqft
• 15587 murcott blossom boulevard, Winter Garden 34787 Active Under Contract $640,000 · 4 bd · 3 ba · 2,751 sqft
• 142 southern pecan circle 205, Winter Garden 34787 Active Under Contract $297,900 · 3 bd · 2 ba · 1,453 sqft
• 16131 hampton crossing drive, Winter Garden 34787 Active Under Contract $649,900 · 4 bd · 3 ba · 2,117 sqft
• 16043 silver brook way, Winter Garden 34787 Active Under Contract $950,000 · 5 bd · 5 ba · 3,899 sqft
• 1610 beulah road, Winter Garden 34787 Active Under Contract $450,000 · 4 bd · 2 ba · 2,210 sqft
• 15878 citrus grove loop, Winter Garden 34787 Active Under Contract $910,000 · 5 bd · 4 ba · 3,505 sqft
• 14383 braemar street, Winter Garden 34787 Active Under Contract $456,000 · 3 bd · 3 ba · 1,678 sqft
• 1950 pantheon drive, Winter Garden 34787 Active Under Contract $489,000 · 3 bd · 2 ba · 1,754 sqft
• 217 west story road, Winter Garden 34787 Active Under Contract $450,000 · 3 bd · 2 ba · 1,120 sqft
• 9506 bolero road, Winter Garden 34787 Active Under Contract $749,000 · 4 bd · 3 ba · 2,117 sqft
• 15587 hamlin blossom avenue, Winter Garden 34787 Active Under Contract $619,900 · 3 bd · 2 ba · 1,860 sqft
• 132 zachary wade street, Winter Garden 34787 Active Under Contract $510,000 · 3 bd · 2 ba · 1,708 sqft
• 11043 jackson cove, Winter Garden 34787 Active Under Contract $639,999 · 4 bd · 3 ba · 2,095 sqft
• 17059 harbor oak parkway, Winter Garden 34787 Active Under Contract $620,000 · 4 bd · 3 ba · 2,692 sqft
• 5330 lake virginia street, Winter Garden 34787 Active Under Contract $579,000 · 4 bd · 4 ba · 2,515 sqft
• 547 seaside cove street, Winter Garden 34787 Active Under Contract $715,000 · 5 bd · 3 ba · 3,290 sqft
• 6137 waterside island lane, Winter Garden 34787 Active Under Contract $588,000 · 4 bd · 4 ba · 2,607 sqft
• 14629 bahama swallow boulevard, Winter Garden 34787 Active Under Contract $467,500 · 3 bd · 2 ba · 2,223 sqft
• 14230 murcott blossom boulevard, Winter Garden 34787 Active Under Contract $479,000 · 3 bd · 3 ba · 1,950 sqft
• 8150 red stopper lane, Winter Garden 34787 Active Under Contract $405,000 · 3 bd · 3 ba · 1,738 sqft
• 14543 whittridge drive, Winter Garden 34787 Active Under Contract $574,900 · 3 bd · 2 ba · 2,224 sqft
• 16161 mangrove road, Winter Garden 34787 Active Under Contract $499,900 · 3 bd · 3 ba · 2,200 sqft
• 2025 wintermere pointe drive, Winter Garden 34787 Active Under Contract $715,000 · 5 bd · 4 ba · 2,655 sqft