6+ Bedroom Homes in Winter Garden, FL

26 for sale · 55 homes listed · Updated November 9, 2026 · Page 1 of 2

• 6261 Flowering Cherry Bend, Winter Garden 34787 $953,817 · 6 bd · 4 ba · 4,236 sqft
• 16077 Barkly Ridge Court, Winter Garden 34787 $1,999,000 · 6 bd · 7 ba · 5,248 sqft
• 208 3rd Street, Winter Garden 34787 $435,000 · 8 bd · 3 ba · 1,750 sqft
• 1101 Eagles Pass Way, Winter Garden 34787 $1,625,000 · 6 bd · 5 ba · 4,104 sqft
• 15522 Shorebird Lane, Winter Garden 34787 $2,700,000 · 7 bd · 7 ba · 6,400 sqft
• 7693 Green Mountain Way, Winter Garden 34787 $2,600,000 · 6 bd · 6 ba · 5,115 sqft
• 5074 Breezy Acres Street, Winter Garden 34787 $1,124,900 · 7 bd · 5 ba · 4,720 sqft
• 16945 West Phil C Peters Road, Winter Garden 34787 $1,490,000 · 6 bd · 4 ba · 4,396 sqft
• 1032 Galston Alley, Winter Garden 34787 $1,625,000 · 6 bd · 5 ba · 3,506 sqft
• 907 Celadon Street, Winter Garden 34787 $2,495,000 · 6 bd · 6 ba · 5,036 sqft
• 16004 Ollivett Street, Winter Garden 34787 $799,999 · 7 bd · 4 ba · 4,704 sqft
• 1707 Fullers Oak Loop, Winter Garden 34787 $795,000 · 6 bd · 4 ba · 4,181 sqft
• 16730 Rusty Anchor Road, Winter Garden 34787 $1,298,000 · 6 bd · 5 ba · 4,451 sqft
• 15614 Espalier Way, Winter Garden 34787 $4,300,000 · 6 bd · 7 ba · 6,601 sqft
• 7747 Green Mountain Way, Winter Garden 34787 $2,400,000 · 6 bd · 7 ba · 5,572 sqft
• 15663 Signature Drive, Winter Garden 34787 $539,900 · 6 bd · 3 ba · 2,714 sqft
• 17839 Gourd Neck Loop, Winter Garden 34787 $925,000 · 7 bd · 4 ba · 4,704 sqft
• 1818 Juniper Hammock Street, Winter Garden 34787 $730,000 · 6 bd · 4 ba · 4,204 sqft
• 15725 Signature Drive, Winter Garden 34787 $569,000 · 6 bd · 3 ba · 2,714 sqft
• 16143 Barkly Ridge Court, Winter Garden 34787 $1,895,000 · 6 bd · 7 ba · 5,247 sqft
• 16773 Broadwater Avenue, Winter Garden 34787 $2,575,000 · 7 bd · 6 ba · 6,235 sqft
• 14656 Pylon Court, Winter Garden 34787 $2,300,000 · 7 bd · 7 ba · 4,634 sqft
• 10067 Austrina Oak Loop, Winter Garden 34787 $1,150,000 · 6 bd · 5 ba · 4,305 sqft
• 6123 Flowering Cherry Bend, Winter Garden 34787 $844,073 · 6 bd · 5 ba · 3,412 sqft
• 7723 Green Mountain Way, Winter Garden 34787 $2,695,000 · 6 bd · 7 ba · 5,174 sqft
• 17224 Old Country Lane, Winter Garden 34787 $1,699,000 · 6 bd · 4 ba · 3,629 sqft
• 13217 Tollcross Way, Winter Garden 34787 Pending $1,249,000 · 6 bd · 5 ba · 4,152 sqft
• 14240 Colonial Pointe Drive, Winter Garden 34787 Pending $1,250,000 · 6 bd · 6 ba · 4,816 sqft
• 15130 Ovation Drive, Winter Garden 34787 Pending $821,000 · 7 bd · 4 ba · 4,688 sqft
• 17139 Ingram Bluff Drive, Winter Garden 34787 Pending $823,309 · 6 bd · 5 ba · 3,412 sqft
• 9240 Bradleigh Drive, Winter Garden 34787 Pending $990,000 · 6 bd · 6 ba · 4,124 sqft
• 15790 Sweet Limetta Drive, Winter Garden 34787 Pending $899,000 · 6 bd · 5 ba · 3,636 sqft
• 900 West Plant Street, Winter Garden 34787 Pending $3,300,000 · 7 bd · 8 ba · 7,704 sqft
• 17320 Wild Daisy Drive, Winter Garden 34787 Pending $844,172 · 6 bd · 5 ba · 3,412 sqft
• 402 East Maple Street, Winter Garden 34787 Pending $825,000 · 6 bd · 6 ba · 2,876 sqft
• 14168 Larkspur Lake Drive, Winter Garden 34787 Pending $2,985,000 · 6 bd · 8 ba · 6,442 sqft
• 1481 Juniper Hammock Street, Winter Garden 34787 Pending $718,000 · 6 bd · 4 ba · 4,194 sqft
• 15327 Heron Hideaway Circle, Winter Garden 34787 Active Under Contract $839,000 · 7 bd · 4 ba · 4,267 sqft
• 7460 John Hancock Drive, Winter Garden 34787 Active Under Contract $2,295,000 · 6 bd · 6 ba · 4,817 sqft
• 14511 Isleview Drive, Winter Garden 34787 Active Under Contract $3,330,000 · 6 bd · 6 ba · 5,290 sqft
• 1812 Lake Roberts Landing Drive, Winter Garden 34787 Active Under Contract $1,200,000 · 6 bd · 4 ba · 4,247 sqft
• 15037 Lake Bessie Loop, Winter Garden 34787 Active Under Contract $1,045,000 · 7 bd · 4 ba · 3,938 sqft
• 427 Egret Place Drive, Winter Garden 34787 Active Under Contract $1,095,000 · 6 bd · 5 ba · 4,693 sqft
• 14067 Jomatt Loop, Winter Garden 34787 Active Under Contract $1,099,000 · 6 bd · 5 ba · 4,741 sqft
• 7301 Wild Blackberry Trail, Winter Garden 34787 Active Under Contract $2,400,000 · 7 bd · 5 ba · 5,403 sqft
• 1523 Juniper Hammock Street, Winter Garden 34787 Active Under Contract $750,000 · 6 bd · 4 ba · 4,204 sqft
• 16669 Varone Cove Court, Winter Garden 34787 Off market since Jul 2026 $1,399,900 · 7 bd · 5 ba · 5,613 sqft
• 1698 Juniper Hammock Street, Winter Garden 34787 Off market since Sep 2026 $1,349,000 · 7 bd · 4 ba · 4,700 sqft
• 15505 Shorebird Lane, Winter Garden 34787 Off market since Sep 2026 $2,500,000 · 6 bd · 7 ba · 5,287 sqft
• 16614 Harbor Sail Way, Winter Garden 34787 Off market since Sep 2026 $1,399,000 · 6 bd · 6 ba · 4,882 sqft