Single Family Homes in Winter Garden, FL

285 for sale · 1,135 homes listed · Updated September 27, 2026 · Page 12 of 23

• 356 black springs lane, Winter Garden 34787 Active Under Contract $525,000 · 3 bd · 2 ba · 1,909 sqft
• 14827 masthead landing circle, Winter Garden 34787 Active Under Contract $615,000 · 4 bd · 3 ba · 2,648 sqft
• 1234 canyon creek trail, Winter Garden 34787 Active Under Contract $985,000 · 4 bd · 4 ba · 2,681 sqft
• 16548 raven rock place, Winter Garden 34787 Active Under Contract $1,460,000 · 5 bd · 5 ba · 4,263 sqft
• 18321 oliver twist way, Winter Garden 34787 Active Under Contract $795,000 · 4 bd · 4 ba · 3,327 sqft
• 15031 canopy cover drive, Winter Garden 34787 Active Under Contract $949,000 · 3 bd · 4 ba · 2,808 sqft
• 16954 tradewind point, Winter Garden 34787 Active Under Contract $482,000 · 3 bd · 2 ba · 1,692 sqft
• 10043 little alcove loop, Winter Garden 34787 Active Under Contract $1,100,000 · 3 bd · 3 ba · 2,348 sqft
• 10169 shallow water drive, Winter Garden 34787 Active Under Contract $799,000 · 4 bd · 4 ba · 3,227 sqft
• 11168 great rock street, Winter Garden 34787 Active Under Contract $650,000 · 4 bd · 3 ba · 2,662 sqft
• 1331 lindzlu street, Winter Garden 34787 Active Under Contract $575,000 · 3 bd · 3 ba · 2,630 sqft
• 14825 ellingsworth lane, Winter Garden 34787 Active Under Contract $1,050,000 · 5 bd · 5 ba · 4,732 sqft
• 3362 hanging tide street, Winter Garden 34787 Active Under Contract $849,000 · 5 bd · 5 ba · 4,495 sqft
• 5743 thomas square drive, Winter Garden 34787 Active Under Contract $825,000 · 4 bd · 3 ba · 2,917 sqft
• 1312 corsino street, Winter Garden 34787 Active Under Contract $435,000 · 3 bd · 2 ba · 1,307 sqft
• 618 bainbridge loop, Winter Garden 34787 Active Under Contract $580,000 · 4 bd · 2 ba · 2,328 sqft
• 1097 depot court, Winter Garden 34787 Active Under Contract $479,900 · 3 bd · 2 ba · 1,583 sqft
• 745 marsh reed drive west, Winter Garden 34787 Active Under Contract $520,000 · 4 bd · 3 ba · 2,596 sqft
• 445 spring leap circle, Winter Garden 34787 Active Under Contract $419,900 · 4 bd · 2 ba · 1,695 sqft
• 5024 palmetto park drive, Winter Garden 34787 Active Under Contract $779,000 · 4 bd · 4 ba · 3,064 sqft
• 427 regal downs circle, Winter Garden 34787 Active Under Contract $475,000 · 5 bd · 3 ba · 2,135 sqft
• 7618 bluejack oak drive, Winter Garden 34787 Active Under Contract $559,900 · 5 bd · 3 ba · 2,455 sqft
• 7179 spring park drive, Winter Garden 34787 Active Under Contract $535,000 · 4 bd · 3 ba · 2,272 sqft
• 2716 gorst road, Winter Garden 34787 Active Under Contract $859,000 · 5 bd · 5 ba · 3,935 sqft
• 5887 cypress hill road, Winter Garden 34787 Active Under Contract $450,000 · 3 bd · 3 ba · 1,810 sqft
• 2108 tillman avenue, Winter Garden 34787 Active Under Contract $849,000 · 5 bd · 4 ba · 3,078 sqft
• 16031 pebble bluff loop, Winter Garden 34787 Active Under Contract $550,000 · 4 bd · 4 ba · 2,487 sqft
• 14567 cedar hill drive, Winter Garden 34787 Active Under Contract $1,199,000 · 5 bd · 4 ba · 4,909 sqft
• 1372 roxy lane, Winter Garden 34787 Active Under Contract $519,900 · 4 bd · 3 ba · 2,030 sqft
• 16753 turtle hatch drive, Winter Garden 34787 Active Under Contract $1,159,000 · 4 bd · 4 ba · 2,954 sqft
• 14145 creekbed circle, Winter Garden 34787 Active Under Contract $739,000 · 4 bd · 4 ba · 2,823 sqft
• 16644 point rock drive, Winter Garden 34787 Active Under Contract $569,500 · 4 bd · 4 ba · 2,434 sqft
• 14975 winter stay drive, Winter Garden 34787 Active Under Contract $770,000 · 4 bd · 3 ba · 2,662 sqft
• 809 burch avenue, Winter Garden 34787 Active Under Contract $749,999 · 4 bd · 5 ba · 3,543 sqft
• 8931 doddington way, Winter Garden 34787 Active Under Contract $479,000 · 3 bd · 3 ba · 1,944 sqft
• 263 deer isle drive, Winter Garden 34787 Active Under Contract $1,495,000 · 3 bd · 3 ba · 2,735 sqft
• 1523 juniper hammock street, Winter Garden 34787 Active Under Contract $750,000 · 6 bd · 4 ba · 4,204 sqft
• 13377 lake butler boulevard, Winter Garden 34787 Off market since Sep 2026 $2,500,000 · 4 bd · 5 ba · 4,961 sqft
• 2827 sanctuary lane, Winter Garden 34787 Off market since Sep 2026 $2,500,000 · 3 bd · 3 ba · 2,178 sqft
• 17144 phil c peters road, Winter Garden 34787 Off market since Jul 2026 $2,550,000 · 4 bd · 5 ba · 4,633 sqft
• 9940 black bear lane, Winter Garden 34787 Off market since Sep 2026 $2,050,000 · 4 bd · 5 ba · 3,110 sqft
• 14902 arrena road, Winter Garden 34787 Off market since Sep 2026 $585,000 · 4 bd · 3 ba · 3,392 sqft
• 18339 oliver twist way, Winter Garden 34787 Off market since Sep 2026 $650,000 · 4 bd · 3 ba · 2,931 sqft
• 9849 lost creek drive, Winter Garden 34787 Off market since Sep 2026 $990,000 · 5 bd · 4 ba · 3,910 sqft
• 5963 glory bower drive, Winter Garden 34787 Off market since Sep 2026 $505,000 · 3 bd · 3 ba · 2,128 sqft
• 14536 golden harbor lane, Winter Garden 34787 Off market since Aug 2026 $450,000 · 3 bd · 3 ba · 1,904 sqft
• 9493 emerald berry drive, Winter Garden 34787 Off market since Sep 2026 $989,000 · 4 bd · 4 ba · 3,211 sqft
• 8018 bowery drive, Winter Garden 34787 Off market since Sep 2026 $640,000 · 5 bd · 3 ba · 3,075 sqft
• 17865 adrift road, Winter Garden 34787 Off market since Sep 2026 $599,000 · 4 bd · 4 ba · 2,484 sqft
• 7104 ticklegrass street, Winter Garden 34787 Off market since Jul 2026 $1,100,000 · 5 bd · 4 ba · 3,347 sqft