5 Bedroom Homes in Winter Garden, FL

74 for sale · 288 homes listed · Updated September 27, 2026 · Page 2 of 6

• 13086 sunrise harvest drive, Winter Garden 34787 $799,000 · 5 bd · 4 ba · 2,835 sqft
• 637 grassy stone drive, Winter Garden 34787 $800,000 · 5 bd · 3 ba · 3,241 sqft
• 8060 bowery drive, Winter Garden 34787 $599,900 · 5 bd · 3 ba · 3,013 sqft
• 2010 boss hewett street, Winter Garden 34787 $1,500,000 · 5 bd · 4 ba · 3,781 sqft
• 844 oakland park boulevard, Winter Garden 34787 $1,195,000 · 5 bd · 4 ba · 3,525 sqft
• 2102 green ash court, Winter Garden 34787 $749,000 · 5 bd · 3 ba · 3,766 sqft
• 1032 galston alley, Winter Garden 34787 $1,650,000 · 5 bd · 5 ba · 3,506 sqft
• 16091 silver brook way, Winter Garden 34787 $1,100,000 · 5 bd · 5 ba · 3,743 sqft
• 17422 honeybell tangelo court, Winter Garden 34787 $781,000 · 5 bd · 4 ba · 2,670 sqft
• 17428 honeybell tangelo court, Winter Garden 34787 $840,000 · 5 bd · 5 ba · 3,501 sqft
• 14741 snowy egret street, Winter Garden 34787 $725,000 · 5 bd · 4 ba · 3,448 sqft
• 12706 grovehurst avenue, Winter Garden 34787 $590,000 · 5 bd · 3 ba · 3,382 sqft
• 8866 bismarck palm drive, Winter Garden 34787 $795,000 · 5 bd · 4 ba · 3,174 sqft
• 15591 gentle rain drive, Winter Garden 34787 $669,900 · 5 bd · 4 ba · 2,896 sqft
• 11875 shine view lane, Winter Garden 34787 $902,116 · 5 bd · 5 ba · 3,225 sqft
• 11839 shine view lane, Winter Garden 34787 $956,826 · 5 bd · 5 ba · 3,225 sqft
• 11935 shine view lane, Winter Garden 34787 $947,591 · 5 bd · 5 ba · 3,225 sqft
• 15401 porter road, Winter Garden 34787 $519,000 · 5 bd · 3 ba · 2,455 sqft
• 4918 wildwood pointe road, Winter Garden 34787 $650,000 · 5 bd · 4 ba · 2,868 sqft
• 15026 summer harvest street, Winter Garden 34787 $629,990 · 5 bd · 5 ba · 2,930 sqft
• 2450 dahlgren way, Winter Garden 34787 $1,625,000 · 5 bd · 5 ba · 4,365 sqft
• 2157 wintermere pointe drive, Winter Garden 34787 $795,000 · 5 bd · 4 ba · 3,197 sqft
• 13344 peaceful melody drive, Winter Garden 34787 $779,990 · 5 bd · 4 ba · 3,065 sqft
• 13326 peaceful melody drive, Winter Garden 34787 $769,990 · 5 bd · 4 ba · 3,076 sqft
• 17222 dancy orange court, Winter Garden 34787 Pending $949,000 · 5 bd · 5 ba · 3,787 sqft
• 15061 valverse alley, Winter Garden 34787 Pending $720,000 · 5 bd · 4 ba · 2,934 sqft
• 16271 honey harvest street, Winter Garden 34787 Pending $696,000 · 5 bd · 5 ba · 2,812 sqft
• 15403 murcott harvest loop, Winter Garden 34787 Pending $649,000 · 5 bd · 3 ba · 2,834 sqft
• 16006 gilden way, Winter Garden 34787 Pending $1,024,999 · 5 bd · 4 ba · 3,617 sqft
• 12928 westhaven oak drive, Winter Garden 34787 Pending $929,000 · 5 bd · 5 ba · 3,626 sqft
• 17406 honeybell tangelo court, Winter Garden 34787 Pending $845,000 · 5 bd · 5 ba · 3,427 sqft
• 11265 hollow bay drive, Winter Garden 34787 Pending $850,000 · 5 bd · 5 ba · 3,225 sqft
• 217 west bay street, Winter Garden 34787 Pending $1,295,000 · 5 bd · 4 ba · 2,800 sqft
• 15136 tea tree drive, Winter Garden 34787 Pending $949,990 · 5 bd · 5 ba · 3,692 sqft
• 3367 hanging tide street, Winter Garden 34787 Pending $774,900 · 5 bd · 5 ba · 4,440 sqft
• 6475 breeze filled lane, Winter Garden 34787 Pending $585,000 · 5 bd · 3 ba · 2,231 sqft
• 15154 tea tree drive, Winter Garden 34787 Pending $989,990 · 5 bd · 5 ba · 3,839 sqft
• 15138 shonan gold drive, Winter Garden 34787 Pending $2,799,950 · 5 bd · 7 ba · 5,551 sqft
• 7186 early gold street, Winter Garden 34787 Pending $889,000 · 5 bd · 5 ba · 3,625 sqft
• 8807 sonoma coast drive, Winter Garden 34787 Pending $765,000 · 5 bd · 4 ba · 2,840 sqft
• 1830 burdock drive, Winter Garden 34787 Pending $699,999 · 5 bd · 4 ba · 3,435 sqft
• 9166 cut shot drive, Winter Garden 34787 Pending $568,000 · 5 bd · 3 ba · 2,638 sqft
• 2006 wintermere pointe drive, Winter Garden 34787 Pending $750,000 · 5 bd · 4 ba · 3,011 sqft
• 10198 merrymeeting bay drive, Winter Garden 34787 Pending $1,160,000 · 5 bd · 4 ba · 3,911 sqft
• 15162 spinnaker cove lane, Winter Garden 34787 Pending $765,000 · 5 bd · 3 ba · 3,902 sqft
• 14816 porter road, Winter Garden 34787 Pending $525,000 · 5 bd · 3 ba · 2,790 sqft
• 1324 vic kay court, Winter Garden 34787 Pending $1,390,000 · 5 bd · 4 ba · 3,749 sqft
• 14418 avenue of the rushes, Winter Garden 34787 Pending $810,000 · 5 bd · 4 ba · 3,438 sqft
• 17625 lake star road, Winter Garden 34787 Pending $908,142 · 5 bd · 5 ba · 3,545 sqft
• 11911 shine view lane, Winter Garden 34787 Pending $784,991 · 5 bd · 4 ba · 2,866 sqft