5 Bedroom Homes in Winter Garden, FL

74 for sale · 288 homes listed · Updated September 27, 2026 · Page 4 of 6

3262 hanging tide street, Winter Garden 34787 Off market since Sep 2026 $679,000 · 5 bd · 5 ba · 3,663 sqft
15026 summer harvest street, Winter Garden 34787 Off market since Jul 2026 $669,990 · 5 bd · 5 ba · 2,908 sqft
915 westcliffe drive, Winter Garden 34787 Off market since Jul 2026 $620,000 · 5 bd · 4 ba · 2,868 sqft
906 allendale lane, Winter Garden 34787 Off market since Sep 2026 $1,725,000 · 5 bd · 4 ba · 3,784 sqft
15625 sylvester palm drive, Winter Garden 34787 Off market since Sep 2026 $1,085,000 · 5 bd · 5 ba · 3,886 sqft
14345 wabasso loop, Winter Garden 34787 Off market since Sep 2026 $735,000 · 5 bd · 4 ba · 2,878 sqft
276 summer pine street, Winter Garden 34787 Off market since Sep 2026 $870,000 · 5 bd · 3 ba · 3,147 sqft
5416 golden apple drive, Winter Garden 34787 Off market since Aug 2026 $900,000 · 5 bd · 4 ba · 3,104 sqft
16548 raven rock place, Winter Garden 34787 Off market since Jul 2026 $1,399,900 · 5 bd · 5 ba · 4,263 sqft
2450 dahlgren way, Winter Garden 34787 Off market since Sep 2026 $1,625,000 · 5 bd · 5 ba · 4,365 sqft
1349 castleport road, Winter Garden 34787 Off market since Aug 2026 $720,000 · 5 bd · 4 ba · 3,673 sqft
17588 lake star road, Winter Garden 34787 Off market since Sep 2026 $1,185,000 · 5 bd · 4 ba · 4,026 sqft
243 zachary wade street, Winter Garden 34787 Off market since Sep 2026 $1,220,000 · 5 bd · 4 ba · 3,097 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
1646 holcomb creek street, Winter Garden 34787 Off market since Sep 2026 $851,500 · 5 bd · 5 ba · 3,841 sqft
13412 fox glove street, Winter Garden 34787 Off market since Sep 2026 $799,900 · 5 bd · 3 ba · 3,954 sqft
15518 honey mandarin way, Winter Garden 34787 Off market since Sep 2026 $839,500 · 5 bd · 5 ba · 3,640 sqft
15161 canoe place, Winter Garden 34787 Off market since Sep 2026 $1,070,000 · 5 bd · 5 ba · 3,816 sqft
13062 sunset garden lane, Winter Garden 34787 Off market since Sep 2026 $693,270 · 5 bd · 4 ba · 2,686 sqft
12513 scarlett sage court, Winter Garden 34787 Off market since Sep 2026 $839,000 · 5 bd · 3 ba · 3,570 sqft
3208 sailing pier avenue, Winter Garden 34787 Off market since Sep 2026 $1,000,000 · 5 bd · 4 ba · 3,998 sqft
849 shadowmoss drive, Winter Garden 34787 Off market since Jul 2026 $675,000 · 5 bd · 3 ba · 2,620 sqft
12241 encore at ovation way, Winter Garden 34787 Off market since Aug 2026 $1,190,000 · 5 bd · 4 ba · 3,693 sqft
5150 citrus leaf boulevard, Winter Garden 34787 Off market since Sep 2026 $943,000 · 5 bd · 5 ba · 3,461 sqft
403 winter grove boulevard, Winter Garden 34787 Off market since Sep 2026 $899,990 · 5 bd · 4 ba · 2,681 sqft
13728 fox glove street, Winter Garden 34787 Off market since Jul 2026 $674,900 · 5 bd · 4 ba · 3,391 sqft
9827 beach port drive, Winter Garden 34787 Off market since Aug 2026 $1,349,000 · 5 bd · 4 ba · 3,910 sqft
17828 adrifit, Winter Garden 34787 Off market since Sep 2026 $949,000 · 5 bd · 5 ba · 3,299 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
8866 bismarck palm drive, Winter Garden 34787 Off market since Sep 2026 $795,000 · 5 bd · 4 ba · 3,174 sqft
10103 austrina oak loop, Winter Garden 34787 Off market since Sep 2026 $899,900 · 5 bd · 4 ba · 4,305 sqft
10264 love story street, Winter Garden 34787 Off market since Sep 2026 $875,000 · 5 bd · 3 ba · 3,295 sqft
4918 wildwood pointe road, Winter Garden 34787 Off market since Sep 2026 $650,000 · 5 bd · 4 ba · 2,868 sqft
17422 honeybell tangelo court, Winter Garden 34787 Off market since Sep 2026 $781,000 · 5 bd · 4 ba · 2,670 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
13613 larsen lane, Winter Garden 34787 Off market since Sep 2026 $825,000 · 5 bd · 4 ba · 3,812 sqft
3286 mainsail court, Winter Garden 34787 Off market since Sep 2026 $879,000 · 5 bd · 4 ba · 4,293 sqft
7542 summerlake groves street, Winter Garden 34787 Off market since Sep 2026 $610,000 · 5 bd · 3 ba · 2,638 sqft
13978 lanyard way, Winter Garden 34787 Off market since Sep 2026 $879,900 · 5 bd · 4 ba · 3,687 sqft
13181 toolcross way, Winter Garden 34787 Off market since Sep 2026 $999,000 · 5 bd · 4 ba · 3,310 sqft
15591 gentle rain drive, Winter Garden 34787 Off market since Sep 2026 $679,900 · 5 bd · 4 ba · 2,896 sqft
181 zachary wade street, Winter Garden 34787 Off market since Aug 2026 $600,000 · 5 bd · 3 ba · 2,940 sqft