Single Family Homes in Winter Garden, FL

285 for sale · 1,135 homes listed · Updated September 27, 2026 · Page 16 of 23

• 6174 whispering glen, Winter Garden 34787 Off market since Sep 2026 $521,990 · 3 bd · 3 ba · 1,628 sqft
• 13542 sunset lakes circle, Winter Garden 34787 Off market since Sep 2026 $3,799,000 · 5 bd · 6 ba · 5,450 sqft
• 11117 bostwick alley, Winter Garden 34787 Off market since Sep 2026 $485,000 · 3 bd · 2 ba · 1,685 sqft
• 10294 merrymeeting bay drive, Winter Garden 34787 Off market since Sep 2026 $449,900 · 3 bd · 2 ba · 1,689 sqft
• 15554 panther lake drive, Winter Garden 34787 Off market since Sep 2026 $1,299,000 · 5 bd · 5 ba · 4,345 sqft
• 16185 taliesin street, Winter Garden 34787 Off market since Sep 2026 $649,990 · 4 bd · 3 ba · 2,372 sqft
• 279 zachary wade street, Winter Garden 34787 Off market since Sep 2026 $1,675,000 · 5 bd · 4 ba · 4,473 sqft
• 14755 masthead landing circle, Winter Garden 34787 Off market since Jul 2026 $549,900 · 4 bd · 2 ba · 2,258 sqft
• 14784 field daisy drive, Winter Garden 34787 Off market since Sep 2026 $635,699 · 4 bd · 5 ba · 2,841 sqft
• 10103 austrina oak loop, Winter Garden 34787 Off market since Sep 2026 $899,900 · 5 bd · 4 ba · 4,305 sqft
• 12597 encore at ovation way, Winter Garden 34787 Off market since Sep 2026 $459,000 · 3 bd · 3 ba · 2,322 sqft
• 15111 driftwood bend street, Winter Garden 34787 Off market since Aug 2026 $618,000 · 4 bd · 4 ba · 2,573 sqft
• 46 west vining street, Winter Garden 34787 Off market since Aug 2026 $544,900 · 3 bd · 2 ba · 1,273 sqft
• 17106 beachgrass alley, Winter Garden 34787 Off market since Sep 2026 $799,990 · 3 bd · 3 ba · 1,983 sqft
• 1692 highbanks circle, Winter Garden 34787 Off market since Sep 2026 $729,900 · 4 bd · 4 ba · 2,848 sqft
• 1101 eagles pass way, Winter Garden 34787 Off market since Sep 2026 $1,644,999 · 6 bd · 5 ba · 4,104 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
• 14246 creekbed circle, Winter Garden 34787 Off market since Sep 2026 $640,000 · 4 bd · 3 ba · 2,418 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
• 8016 sweet orange avenue, Winter Garden 34787 Off market since Aug 2026 $537,900 · 4 bd · 3 ba · 2,084 sqft
• 13613 larsen lane, Winter Garden 34787 Off market since Sep 2026 $825,000 · 5 bd · 4 ba · 3,812 sqft
• 15607 sylvester palm drive, Winter Garden 34787 Off market since Sep 2026 $700,000 · 3 bd · 2 ba · 2,092 sqft
• 516 south highland avenue, Winter Garden 34787 Off market since Sep 2026 $495,000 · 3 bd · 2 ba · 1,716 sqft
• 14542 black cherry trail, Winter Garden 34787 Off market since Sep 2026 $575,000 · 4 bd · 3 ba · 2,234 sqft
• 15537 mango isle street, Winter Garden 34787 Off market since Jul 2026 $690,000 · 4 bd · 4 ba · 2,909 sqft
• 15505 shorebird lane, Winter Garden 34787 Off market since Sep 2026 $2,500,000 · 6 bd · 7 ba · 5,287 sqft
• 3286 mainsail court, Winter Garden 34787 Off market since Sep 2026 $879,000 · 5 bd · 4 ba · 4,293 sqft
• 10301 austrina oak loop, Winter Garden 34787 Off market since Jul 2026 $525,000 · 3 bd · 3 ba · 2,078 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
• 16277 honey harvest street, Winter Garden 34787 Off market since Aug 2026 $668,000 · 4 bd · 5 ba · 2,930 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
• 5973 cypress hill road, Winter Garden 34787 Off market since Sep 2026 $694,000 · 5 bd · 4 ba · 3,532 sqft
• 9189 busaco park way, Winter Garden 34787 Off market since Sep 2026 $1,198,000 · 4 bd · 4 ba · 3,424 sqft
• 13843 lanyard way, Winter Garden 34787 Off market since Jul 2026 $614,000 · 4 bd · 4 ba · 2,568 sqft
• 12253 south bracco street, Winter Garden 34787 Off market since Sep 2026 $499,000 · 3 bd · 3 ba · 1,788 sqft
• 420 east cypress street, Winter Garden 34787 Off market since Sep 2026 $410,000 · 3 bd · 2 ba · 1,616 sqft
• 6100 cypress hill road, Winter Garden 34787 Off market since Sep 2026 $799,000 · 5 bd · 3 ba · 3,777 sqft
• 3362 hanging tide street, Winter Garden 34787 Off market since Aug 2026 $875,000 · 5 bd · 5 ba · 4,495 sqft
• 1906 sherbourne street, Winter Garden 34787 Sold on Sep 3, 2026 $477,000 · 4 bd · 3 ba · 2,029 sqft
• 15149 canoe place, Winter Garden 34787 Off market since Sep 2026 $779,989 · 4 bd · 4 ba · 3,081 sqft
• 338 windford court, Winter Garden 34787 Off market since Sep 2026 $325,000 · 3 bd · 2 ba · 1,050 sqft
• 11165 green citron alley, Winter Garden 34787 Off market since Sep 2026 $645,000 · 4 bd · 3 ba · 2,043 sqft