Homes over $1M in Winter Garden, FL

42 for sale · 188 homes listed · Updated September 27, 2026 · Page 3 of 4

9207 busaco park way, Winter Garden 34787 Off market since Sep 2026 $1,000,000 · 5 bd · 4 ba · 3,291 sqft
906 allendale lane, Winter Garden 34787 Off market since Sep 2026 $1,725,000 · 5 bd · 4 ba · 3,784 sqft
16669 varone cove court, Winter Garden 34787 Off market since Jul 2026 $1,399,900 · 7 bd · 5 ba · 5,613 sqft
15625 sylvester palm drive, Winter Garden 34787 Off market since Sep 2026 $1,085,000 · 5 bd · 5 ba · 3,886 sqft
16548 raven rock place, Winter Garden 34787 Off market since Jul 2026 $1,399,900 · 5 bd · 5 ba · 4,263 sqft
64 north park avenue, Winter Garden 34787 Off market since Sep 2026 $1,095,000 · 4 bd · 4 ba · 2,225 sqft
17224 old country lane, Winter Garden 34787 Off market since Sep 2026 $1,775,000 · 6 bd · 4 ba · 3,629 sqft
1156 civitas way, Winter Garden 34787 Off market since Aug 2026 $1,225,000 · 4 bd · 3 ba · 2,710 sqft
2450 dahlgren way, Winter Garden 34787 Off market since Sep 2026 $1,625,000 · 5 bd · 5 ba · 4,365 sqft
156 stanton estates circle, Winter Garden 34787 Off market since Aug 2026 $1,149,950 · 4 bd · 4 ba · 3,170 sqft
16788 muskgrass drive, Winter Garden 34787 Off market since Sep 2026 $1,550,000 · 4 bd · 5 ba · 4,733 sqft
17588 lake star road, Winter Garden 34787 Off market since Sep 2026 $1,185,000 · 5 bd · 4 ba · 4,026 sqft
16071 barkly ridge court, Winter Garden 34787 Off market since Sep 2026 $1,150,000 · 4 bd · 3 ba · 2,986 sqft
243 zachary wade street, Winter Garden 34787 Off market since Sep 2026 $1,220,000 · 5 bd · 4 ba · 3,097 sqft
16077 barkly ridge court, Winter Garden 34787 Off market since Jul 2026 $2,000,000 · 6 bd · 7 ba · 5,524 sqft
7701 summerlake pointe boulevard, Winter Garden 34787 Off market since Sep 2026 $2,150,000 · 5 bd · 5 ba · 4,072 sqft
14254 sunridge boulevard, Winter Garden 34787 Off market since Jul 2026 $1,150,000 · 5 bd · 4 ba · 4,004 sqft
4004 rex drive, Winter Garden 34787 Off market since Sep 2026 $2,790,000 · 4 bd · 2 ba · 1,804 sqft
15594 shorebird lane, Winter Garden 34787 Off market since Sep 2026 $1,219,000 · 4 bd · 4 ba · 3,022 sqft
15161 canoe place, Winter Garden 34787 Off market since Sep 2026 $1,070,000 · 5 bd · 5 ba · 3,816 sqft
1698 juniper hammock street, Winter Garden 34787 Off market since Sep 2026 $1,349,000 · 7 bd · 4 ba · 4,700 sqft
3208 sailing pier avenue, Winter Garden 34787 Off market since Sep 2026 $1,000,000 · 5 bd · 4 ba · 3,998 sqft
15522 shorebird lane, Winter Garden 34787 Off market since Sep 2026 $2,700,000 · 7 bd · 7 ba · 6,400 sqft
12241 encore at ovation way, Winter Garden 34787 Off market since Aug 2026 $1,190,000 · 5 bd · 4 ba · 3,693 sqft
9827 beach port drive, Winter Garden 34787 Off market since Aug 2026 $1,349,000 · 5 bd · 4 ba · 3,910 sqft
17372 glossy pomelo way, Winter Garden 34787 Off market since Sep 2026 $1,629,900 · 5 bd · 6 ba · 4,977 sqft
15532 avenue of the arbors, Winter Garden 34787 Off market since Jul 2026 $1,949,900 · 5 bd · 5 ba · 3,837 sqft
13542 sunset lakes circle, Winter Garden 34787 Off market since Sep 2026 $3,799,000 · 5 bd · 6 ba · 5,450 sqft
15554 panther lake drive, Winter Garden 34787 Off market since Sep 2026 $1,299,000 · 5 bd · 5 ba · 4,345 sqft
279 zachary wade street, Winter Garden 34787 Off market since Sep 2026 $1,675,000 · 5 bd · 4 ba · 4,473 sqft
1101 eagles pass way, Winter Garden 34787 Off market since Sep 2026 $1,644,999 · 6 bd · 5 ba · 4,104 sqft
9508 quiet lane, Winter Garden 34787 Off market since Jul 2026 $1,350,000 · 5 bd · 4 ba · 3,728 sqft
9103 morgana court, Winter Garden 34787 Off market since Sep 2026 $1,389,000 · 5 bd · 5 ba · 4,376 sqft
325 crystal wood drive, Winter Garden 34787 Off market since Sep 2026 $1,600,000 · 5 bd · 5 ba · 4,442 sqft
9110 morgana court, Winter Garden 34787 Off market since Sep 2026 $1,999,000 · 5 bd · 5 ba · 4,661 sqft
15505 shorebird lane, Winter Garden 34787 Off market since Sep 2026 $2,500,000 · 6 bd · 7 ba · 5,287 sqft
9189 busaco park way, Winter Garden 34787 Off market since Sep 2026 $1,198,000 · 4 bd · 4 ba · 3,424 sqft
1651 amsel falls park terrace, Winter Garden 34787 Off market since Sep 2026 $1,080,000 · 4 bd · 5 ba · 3,881 sqft
16614 harbor sail way, Winter Garden 34787 Off market since Sep 2026 $1,399,000 · 6 bd · 6 ba · 4,882 sqft
650 medora way, Winter Garden 34787 Off market since Aug 2026 $1,157,190 · 4 bd · 3 ba · 2,902 sqft
642 medora way, Winter Garden 34787 Off market since Aug 2026 $1,137,150 · 4 bd · 4 ba · 2,995 sqft
925 easley avenue, Winter Garden 34787 Off market since Sep 2026 $1,125,000 · 4 bd · 4 ba · 2,667 sqft
15741 sweet lemon way, Winter Garden 34787 Off market since Sep 2026 $1,099,000 · 5 bd · 5 ba · 3,624 sqft
8750 bayview crossing drive, Winter Garden 34787 Off market since Sep 2026 $1,724,500 · 5 bd · 6 ba · 4,641 sqft
14312 sunbridge circle, Winter Garden 34787 Off market since Sep 2026 $1,060,000 · 5 bd · 4 ba · 4,225 sqft
3399 buoy circle, Winter Garden 34787 Off market since Aug 2026 $1,204,900 · 6 bd · 4 ba · 5,277 sqft
14591 black quill drive, Winter Garden 34787 Off market since Sep 2026 $1,335,000 · 4 bd · 4 ba · 4,057 sqft
1711 amsel falls park terrace, Winter Garden 34787 Off market since Sep 2026 $1,046,000 · 5 bd · 4 ba · 3,863 sqft
844 oakland park boulevard, Winter Garden 34787 Off market since Sep 2026 $1,195,000 · 5 bd · 4 ba · 3,525 sqft
16044 citrus knoll drive, Winter Garden 34787 Off market since Sep 2026 $1,020,000 · 5 bd · 4 ba · 3,617 sqft