Homes for Sale near Windermere High School 5523 Winter Garden Vineland Road Windermere, FL 34786 Phone: 407-347-0980 Visit School Website SearchDashboardListingsSearchesSign in / Sign up Featured1 / 53$2,250,000Single Family Home For SaleActive5BEDS4TOTAL BATHS5,093SQFT8159 Tibet Butler DriveWindermere, FL 34786Keenes Pointe SubdivisionFeatured1 / 50$1,550,000Single Family Home For SaleActive5BEDS5TOTAL BATHS4,329SQFT7503 Lake Albert DriveWindermere, FL 34786Lake Burden South Ph I SubdivisionFeatured1 / 75$1,850,000Single Family Home For SaleActive5BEDS7TOTAL BATHS5,879SQFT13118 Bellaria CircleWindermere, FL 34786Bellaria Subdivision1 / 99$16,385,000Single Family Home For SaleActive6BEDS9TOTAL BATHS8,214SQFT10224 Summer Meadow WayGolden Oak, FL 32836Golden Oak Ph 3 Subdivision1 / 100$1,250,000Single Family Home For SaleActive6BEDS5TOTAL BATHS4,109SQFT14758 Scott Key DriveWinter Garden, FL 34787Watermark Ph 2b Subdivision1 / 77$3,700,000Single Family Home For SaleActive5BEDS7TOTAL BATHS7,561SQFT13125 Casabella DriveWindermere, FL 34786Casabella Subdivision1 / 54$1,995,000Single Family Home For SaleActive4BEDS5TOTAL BATHS4,120SQFT7507 Green Mountain WayWinter Garden, FL 34787West Lake Hancock Estates Subdivision1 / 44$1,449,000Single Family Home For SaleActive5BEDS5TOTAL BATHS4,089SQFT15865 Shorebird LaneWinter Garden, FL 34787Lakeshore Preserve Ph 5 SubdivisionPrice Change - yesterday1 / 6$475,000Townhouse For SaleActive3BEDS3TOTAL BATHS1,912SQFT13767 Beringer StreetWindermere, FL 34786Vineyards Subdivision1 / 23$715,000Single Family Home For SaleActive4BEDS4TOTAL BATHS3,407SQFT11837 Cave Run AvenueWindermere, FL 34786Windermere Trails Subdivision1 / 37$3,100,000Single Family Home For SaleActive5BEDS7TOTAL BATHS7,153SQFT6857 Valhalla WayWindermere, FL 34786Keenes Pointe Subdivision1 / 50$1,200,000Single Family Home For SaleActive4BEDS5TOTAL BATHS3,545SQFT8345 Lake Burden CircleWindermere, FL 34786Keenes Pointe Unit 2 Subdivision1 / 77$3,800,000Single Family Home For SaleActive6BEDS8TOTAL BATHS7,188SQFT4088 Isabella CircleWindermere, FL 34786Casabella Ph 2 SubdivisionPrice Change - an hour ago1 / 38$530,000Single Family Home For SaleActive3BEDS3TOTAL BATHS1,984SQFT6298 Golden Dewdrop TrailWindermere, FL 34786Windermere Lndgs Ph 02 SubdivisionPrice Change - 7 days ago1 / 34$725,000Single Family Home For SaleActive4BEDS4TOTAL BATHS2,824SQFT9246 Edenshire CircleOrlando, FL 32836Arlington Bay Subdivision1 / 46$2,200,000Single Family Home For SaleActive6BEDS6TOTAL BATHS5,322SQFT7705 Green Mountain WayWinter Garden, FL 34787Summerlake Pd Ph 3a SubdivisionPrice Change - 2 weeks ago1 / 16$675,000Single Family Home For SaleActive4BEDS4TOTAL BATHS2,452SQFT11484 Wakeworth StreetOrlando, FL 32836Mabel Bridge Ph 6 SubdivisionPrice Change - 3 weeks ago1 / 44$1,149,900Single Family Home For SaleActive4BEDS3TOTAL BATHS2,936SQFT3715 Lake Buynak RoadWindermere, FL 34786Lake Buynak Estates Subdivision1 / 29$849,000Single Family Home For SaleActive3BEDS2TOTAL BATHS2,772SQFT11247 Rockport StreetOrlando, FL 32836Royal Ranch Estates First Add Subdivision1 / 48$320,000Condo For SaleActive2BEDS2TOTAL BATHS1,265SQFT14501 Grove Resort Avenue #1445Winter Garden, FL 34787Grove Residence & Spa Hotel Subdivision1 / 6$300,000Condo For SaleActive3BEDS2TOTAL BATHS1,442SQFT8168 Boat Hook Loop #108Windermere, FL 34786Lakeside/Lks/Windermere SubdivisionPrice Change - 2 days ago1 / 52$1,475,000Single Family Home For SaleActive5BEDS4TOTAL BATHS3,842SQFT8040 Tibet Butler DriveWindermere, FL 34786Keenes Pointe SubdivisionPrice Change - yesterday1 / 33$1,095,000Single Family Home For SaleActive4BEDS4TOTAL BATHS2,801SQFT8465 Bowden WayWindermere, FL 34786Keenes Pointe Unit 1 Subdivision1 / 40$1,600,000Single Family Home For SaleActive6BEDS5TOTAL BATHS4,463SQFT8923 Blue Mesa DriveWindermere, FL 34786Windermere Trails Ph 1 Subdivision1 / 38$1,300,000Single Family Home For SaleActive5BEDS4TOTAL BATHS4,413SQFT9019 Outlook Rock TrailWindermere, FL 34786Windermere Trls Ph 5b Subdivision1 / 99$429,000Condo For SaleActive2BEDS2TOTAL BATHS1,375SQFT14501 Grove Resort Avenue #3614Winter Garden, FL 34787Grove Resort And Spa Hotel Condominium 1 SubdivisionPrice Change - a week ago1 / 55$6,395,000Single Family Home For SaleActive4BEDS6TOTAL BATHS5,524SQFT10012 Hyperion LaneOrlando, FL 32836Golden Oak Ph 4 Subdivision1 / 35$1,399,900Single Family Home For SaleActive4BEDS4TOTAL BATHS3,985SQFT6016 Blakeford DriveWindermere, FL 34786Keenes Pointe Unit 01 Subdivision1 / 29$9,500,000Single Family Home For SaleActive6BEDS7TOTAL BATHS9,444SQFT10030 Enchanted Oak DriveGolden Oak, FL 32836Golden Oak Ph 01c Subdivision1 / 50$499,900Townhouse For SaleActive3BEDS2TOTAL BATHS3SQFT7482 Bentonshire AveWindermere, FL 34786Wickham Park SubdivisionNew Listing - 4 weeks online1 / 44$825,000Single Family Home For SaleActive5BEDS5TOTAL BATHS3,478SQFT3064 Irish Peach DriveWinter Garden, FL 34787Orchard Park At Stillwater Crossing Phase 4 SubdivisionNew Listing - 4 weeks online1 / 35$1,158,000Single Family Home For SaleActive4BEDS4TOTAL BATHS3,834SQFT8309 Bowden WayWindermere, FL 34786Keenes Pointe SubdivisionNew Listing - 4 weeks online1 / 79$730,000Single Family Home For SaleActive4BEDS4TOTAL BATHS2,889SQFT12754 Bideford AvenueWindermere, FL 34786Lakes/Windermere Ph 02a SubdivisionNew Listing - 4 weeks online1 / 17$360,000Townhouse For SaleActive3BEDS3TOTAL BATHS1,545SQFT12363 Langstaff DriveWindermere, FL 34786Lakes/Windermere Lake Reams Twnh SubdivisionNew Listing - 4 weeks online1 / 80$349,000Condo For SaleActive2BEDS2TOTAL BATHS1,265SQFT14501 Grove Resort Avenue #2230Winter Garden, FL 34787Grove Resort And Spa Hotel Condominium SubdivisionNew Listing - 4 weeks online1 / 13$700,000Single Family Home For SaleActive5BEDS3TOTAL BATHS2,824SQFT7450 Fairgrove AvenueWindermere, FL 34786Windermere Sound Ph 2 SubdivisionNew Listing - 3 weeks online1 / 17$659,000Single Family Home For SaleActive4BEDS3TOTAL BATHS2,608SQFT16741 Olive Hill DriveWinter Garden, FL 34787Hawksmoor-Ph 2 SubdivisionNew Listing - 3 weeks online1 / 60$1,200,000Single Family Home For SaleActive4BEDS4TOTAL BATHS3,717SQFT8556 Bowden WayWindermere, FL 34786Keenes Pointe SubdivisionNew Listing - 3 weeks online1 / 40$1,395,000Single Family Home For SaleActive5BEDS5TOTAL BATHS3,816SQFT10427 Royal Cypress WayOrlando, FL 32836Royal Cypress Preserve-Ph 2 SubdivisionNew Listing - 2 weeks online1 / 42$699,900Single Family Home For SaleActive5BEDS4TOTAL BATHS2,969SQFT9728 Pecky Cypress WayOrlando, FL 32836Cypress Chase Unit 1 SubdivisionNew Listing - 2 weeks online1 / 62$8,590,000Single Family Home For SaleActive6BEDS7TOTAL BATHS9,089SQFT6513 Rosella CourtWindermere, FL 34786Keenes Pointe 46/104 SubdivisionNew Listing - 2 weeks online1 / 33$3,890,000Single Family Home For SaleActive6BEDS8TOTAL BATHS7,327SQFT4066 Isabella CircleWindermere, FL 34786Casabella Ph 2 SubdivisionNew Listing - 2 weeks online1 / 30$950,000Single Family Home For SaleActive4BEDS4TOTAL BATHS2,872SQFT5229 Butler Ridge DriveWindermere, FL 34786Butler Ridge SubdivisionNew Listing - 2 weeks online1 / 65$2,449,800Single Family Home For SaleActive5BEDS7TOTAL BATHS5,225SQFT6850 Valhalla WayWindermere, FL 34786Keenes Pointe 46/104 SubdivisionNew Listing - 2 weeks online1 / 26$439,000Townhouse For SaleActive3BEDS3TOTAL BATHS1,568SQFT16554 Brook Springs AlleyWinter Garden, FL 34787Waterleigh Ph 2b SubdivisionNew Listing - a week online1 / 77$5,750,000Single Family Home For SaleActive5BEDS9TOTAL BATHS7,506SQFT11115 Bridge House Rd RoadWindermere, FL 34786Reserve At Lake Butler Sound SubdivisionNew Listing - a week online1 / 100$3,125,000Single Family Home For SaleActive5BEDS5TOTAL BATHS4,623SQFT5361 W Lake Butler RoadWindermere, FL 34786Summerport Beach SubdivisionNew Listing - a week online1 / 26$850,000Single Family Home For SaleActive5BEDS4TOTAL BATHS4,050SQFT4306 Old Sycamore LoopWinter Garden, FL 34787Orchard Hills Ph 1 SubdivisionNew Listing - a week online1 / 15$399,900Townhouse For SaleActive3BEDS3TOTAL BATHS1,634SQFT8481 Leeland Archer BoulevardOrlando, FL 32836Newbury Park SubdivisionNew Listing - a week online1 / 12$499,999Single Family Home For SaleActive3BEDS3TOTAL BATHS1,770SQFT5759 Mangrove Cove AvenueWinter Garden, FL 34787Orchard Hills Ph 2 SubdivisionNew Listing - a week online1 / 21$2,750,000Single Family Home For SaleActive5BEDS6TOTAL BATHS5,175SQFT2511 Reserve Windermere CourtWindermere, FL 34786Reserve At Windermere SubdivisionNew Listing - a week online1 / 16$2,650,000Single Family Home For SaleActive5BEDS5TOTAL BATHS4,758SQFT2504 Reserve Windermere CourtWindermere, FL 34786Reserve At Windermere SubdivisionNew Listing - 7 days online1 / 66$1,450,000Single Family Home For SaleActive5BEDS5TOTAL BATHS5,011SQFT6360 Swanson StreetWindermere, FL 34786Enclave SubdivisionNew Listing - 6 days online1 / 31$714,000Single Family Home For SaleActive3BEDS3TOTAL BATHS2,224SQFT8318 Vivaro Isle WayWindermere, FL 34786Windermere Isle-Ph 2 SubdivisionNew Listing - 6 days online1 / 16$624,900Single Family Home For SaleActive4BEDS4TOTAL BATHS2,500SQFT6814 Point Hancock DriveWinter Garden, FL 34787Signature Lakes Ph 02 SubdivisionNew Listing - 6 days online1 / 45$3,199,000Single Family Home For SaleActive5BEDS6TOTAL BATHS5,217SQFT6856 Valhalla WayWindermere, FL 34786Keenes Pointe 46/104 SubdivisionNew Listing - 6 days online1 / 45$480,000Townhouse For SaleActive3BEDS3TOTAL BATHS2,002SQFT13733 Bressler AlleyWindermere, FL 34786Vineyards/Horizons West Ph 4 SubdivisionOpen House Sat, May 21, 3 PM UTCPlease verify times due to COVID-191 / 65$1,050,000Single Family Home For SaleActive4BEDS3TOTAL BATHS2,423SQFT10379 Royal Cypress WayOrlando, FL 32836Royal Cypress Preserve-Ph 2 SubdivisionNew Listing - 2 days online1 / 11$520,000Single Family Home For SaleActive3BEDS2TOTAL BATHS1,948SQFT13029 Penshurst LaneWindermere, FL 34786Lakes/Windermere Ph 03 P & Q SubdivisionNew Listing - yesterday1 / 40$4,800,000Single Family Home For SaleActive5BEDS7TOTAL BATHS4,282SQFT9764 Lounsberry CircleGolden Oak, FL 32836Golden Oak Ph 01b SubdivisionSee All Homes For Sale Near Windermere High School