Windermere
FL
Average Sales Price
$2,109,592
Median Sales Price
$1,000,000
Population
23,567
Total Listings
290
Discover Life in Windermere with Mike Vein
Living in Windermere
Windermere's homes range from older homes on large lots in the town itself to lakefront estates and gated golf communities such as Isleworth and Keene's Pointe in the surrounding area. The Butler Chain of Lakes is connected for boating. SR 429 and Florida's Turnpike are nearby, and Walt Disney World and Dr. Phillips are a short drive.
Windermere Communities
- Ashlin Park
- Belmere Village
- Butler Bay
- Carrington
- Casa del Lago
- Casabella
- Chaine du Lac
- Davis Shores
- Eden Isle
- Edens Hammock
- Enclave at Berkshire Park
- Enclave at Windermere Landing
- Estates at Windermere
- Glenmuir
- Harbor Isle
- Isleworth
- Keene's Pointe
- Kelso on Lake Butler
- Lake Burden South
- Lake Cawood Cove
- Lake Cawood Estates
- Lake Down Cove
- Lake Down Reserve
- Lake Sawyer South
- Lakes of Windermere
- Legado
- Manors at Butler Bay
- Oasis Cove at Lakeside Village
- Palms at Windermere
- Peachtree Park
- Preston Square
- Providence
- Reserve at Belmere
- Reserve at Lake Butler Sound
- Saddlecrest at Windermere
- Sawyer Sound
- Silver Woods
- Southbridge Village
- Summerport
- Tildens Grove
- Vineyards of Horizons West
- Waterford Pointe
- Waterstone
- Westover Club
- Westover Reserve
- Westside Village
- Whitney Isles at Belmere
- Wickham Park
- Willows at Lake Rhea
- Windermere Downs
- Windermere Isle
- Windermere Landings
- Windermere Sound
- Windermere Terrace
- Windermere Trails
- Windsor Hill
- Windstone
Windermere: Local Questions Answered
Is Windermere a town, and who governs it?
Yes. Windermere is an incorporated town in southwest Orange County with its own mayor and town council. It was incorporated in 1925 by Cal Palmer, J. Howard Johnson and Howard Lyon, and John Jaquith served as its first mayor. The town covers about 2.2 square miles.
Is every Windermere address inside the Town of Windermere?
What is the population of Windermere?
What is the Butler Chain of Lakes?
How old is Windermere?
What schools serve Windermere?
How much do homes cost in Windermere?
Places Around Windermere
The top restaurants, shops, health care, parks, and arts & culture with Windermere addresses, in and around the Town of Windermere.
Restaurants & Cafés in Windermere
- 1Kingdom SushiSushi Restaurant · 6506 Old Brick Rd, Windermere
- 2Agave Azul WindermereMexican Restaurant · 5855 Winter Garden Vineland Rd Ste 100, Windermere
- 3Hawkers Asian Street FoodAsian Restaurant · 9100 Conroy Windermere Rd Ste 110, Windermere
- 4Yellow Dog EatsRestaurant · 1236 Hempel Ave, Windermere
- 5BurgerFiHamburger Restaurant · 4750 The Grove Dr, Windermere
- 6Keke's Breakfast CafeBreakfast Restaurant · 6526 Old Brick Rd #130, Windermere
- 7Flippers Pizza Co. - WindermerePizza Restaurant · 6526 Old Brick Rd Suite 100, Windermere
- 8Boteco do Manolo WindermereBrazilian Restaurant · 11620 Lakeside Village Lane #100, Windermere
- 9Bella TuscanyItalian Restaurant · 13424 Summerport Village Pkwy, Windermere
- 10My French CafeCafe · 7782 Winter Garden Vineland Rd #100, Windermere
- 11Gator's Dockside WindermereAmerican Restaurant · 6516 Old Brick Rd, Windermere
- 12Piesanos Stone Fired Pizza - WindermerePizza Restaurant · 7782 Winter Garden Vineland Rd #140, Windermere
- 13Pie FectionPizza Restaurant · 13211 Reams Rd Ste 108, Windermere
- 14Dixie Cream CafeBreakfast Restaurant · 434 Main St, Windermere
- 15Jeremiah's Italian IceIce Cream Shop · 4750 The Grove Dr #108, Windermere
- 16First WatchBreakfast Restaurant · 7910 Winter Garden Vineland Rd, Windermere
- 17Manzzo CuisineItalian Restaurant · 6506 Old Brick Rd #120, Windermere
- 18Naan Stopp Indian RestaurantIndian Restaurant · 5845 Winter Garden Vineland Rd #130, Windermere
- 19Fortuna Bakery & Coffee - WindermereCafe · 5855 Winter Garden Vineland Rd Ste 160, Windermere
- 20Poke HanaHawaiian Restaurant · 5845 Winter Garden Vineland Rd Ste 150, Windermere
Shopping in Windermere
- 1The GroveShopping Mall · 4750-4757 The Grove Dr, Windermere
- 2Publix Super Market at Lakeside Village CenterSupermarket · 7880 Winter Garden Vineland Rd, Windermere
- 3Lakeside Village CenterShopping Mall · 7880 Winter Garden Vineland Rd, Windermere
- 4Publix Super Market at Cornerstone at SummerportSupermarket · 13450 Summerport Village Pkwy, Windermere
- 5Rokka's Market - Windermere - FlSupermarket · 6507 Old Brick Rd #120, Windermere
- 6Cascades at IsleworthShopping Mall · 4700-4876 S Apopka Vineland Rd, Windermere
- 7Paradise GrillsFurniture Store · 9100 Conroy Windermere Rd #130, Windermere
- 8ALDISupermarket · 5865 Winter Garden Vineland Rd, Windermere
- 9Westside ShoppesShopping Mall · 6517 Old Brick Rd, Windermere
- 10Windermere VillageShopping Mall · 5855 Winter Garden Vineland Rd, Windermere
- 11Cornerstone at SummerportShopping Mall · Ficquette Rd, Windermere
- 12Lake Burden ShopsShopping Mall · 7315 Winter Garden Vineland Rd, Windermere
- 13Shoppes at BelmereShopping Mall · 2831-2899 Maguire Rd, Windermere
- 14Windermere Farmers MarketFarmers' Market · 520 Main St, Windermere
- 15Tim's Wine MarketLiquor Store · 428 Main St, Windermere
- 16Publix Liquors at Lakeside Village CenterLiquor Store · 7870 Winter Garden Vineland Rd, Windermere
- 17Toole's Ace Hardware of WindermereHardware Store · 517 Main St, Windermere
Health & Medical in Windermere
- 1Orlando Health Imaging Centers - SummerportMedical Clinic · 5151 Winter Garden Vineland Rd, Windermere
- 2MD Now Urgent Care - WindermereMedical Clinic · 5845 Winter Garden Vineland Rd, Windermere
- 3Dental Designs at Lakeside VillageDentist · 7828 Winter Garden Vineland Rd Ste 100, Windermere
- 4WindMed Health - WindermereMedical Clinic · 11600 Lakeside Village Lane, Windermere
- 5Dental Care at Westside ShoppesDentist · 11625 Lachlan Ln, Windermere
- 6Windermere Village Dental CareDentist · 5845 Winter Garden Vineland Rd Ste 110, Windermere
- 7Mohammed A. Merchant, DODoctor · 5151 Winter Garden Vineland Rd Ste 207, Windermere
- 8Inspired DentalDentist · 1915 Maguire Rd Ste 101, Windermere
- 9April L. Oxford, MDDoctor · 5151 Winter Garden Vineland Rd #208, Windermere
- 10Caroline N. Nguyen-Min, MDDoctor · 4750 The Grove Dr Ste 250, Windermere
- 11Chain of Lakes Family DentistryDentist · 1805 Maguire Rd #159, Windermere
- 12Teresita Alicea, MDDoctor · 5151 Winter Garden Vineland Rd #211, Windermere
- 13Horizon West DentistryDentist · 14393 Bridgewater Crossings Blvd #120, Windermere
- 14Windermere Pediatric Dentistry & OrthodonticsDentist · 4769 The Grove Dr Ste 118, Windermere
- 15Windermere Center For DentistryDentist · 401 Main St Ste A, Windermere
- 16Dentistry at Lake Reams-Marco Castellini, DDSDentist · 13205 Reams Rd #156, Windermere
- 17Windermere DentistryDentist · 4769 The Grove Dr, Windermere
- 18Tringas OrthodonticsDentist · 422 Main St #2, Windermere
- 19AdventHealth Primary Care+ WindermereMedical Clinic · 4757 The Grove Dr Ste 132, Windermere
- 20Ogden OrthodonticsDentist · 1805 Maguire Rd, Windermere
Parks & Recreation in Windermere
- 1R.D. Keene ParkPark · 10900 Chase Rd, Windermere
- 2Windermere Recreation AreaPark · 11465 Park Ave, Windermere
- 3Town SquarePark · W 6th Ave, Windermere
- 4Deputy Scott Pine Community ParkPark · 6865 Ficquette Rd, Windermere
- 5Summerport ParkPark · 14491 Bridgewater Crossings Blvd, Windermere
- 6Central ParkPark · Oakdale St, Windermere
- 7Gotha ParkPark · 10013 Park Ridge Gotha Rd, Windermere
- 8Bird IslandPark · 3 Butler St, Windermere
- 9Lakeside Village ParkPark · 10820 Village Lake Rd, Windermere
- 10Palmer ParkPark · 216 Pine St, Windermere
Arts & Culture in Windermere
- 1Windermere Branch LibraryLibrary · 530 Main St, Windermere
List updated October 2026. Businesses change; confirm details before visiting.
Schools in Windermere
Public, charter, and private schools with a Windermere, FL address. Letter grades are the official 2026 Florida school grades. Zoning depends on the exact address, so check a specific home with OCPS Find My School.
Elementary Schools in Windermere
- ABay Lake ElementaryPublic · 12005 Silverlake Park Dr
- AKeenes Crossing ElementaryPublic · 5240 Keenes Pheasant Dr
- ASunset Park ElementaryPublic · 12050 Overstreet Rd
- AWindermere ElementaryPublic · 11125 Park Ave
- –ContinuumPrivate · Grades 1-12
- –Crenshaw AcademyPrivate · Grades K-12
- –Montessori Academy of CelebrationPrivate · Grades PreK-12
- –Premier Academy of GothaPrivate · Grades PreK-1
- –Spur Christian AcademyPrivate · Grades K-8 · Non-Denominational
- –Windermere Preparatory SchoolPrivate · Grades PreK-12
Middle Schools in Windermere
- AGotha MiddlePublic · 9155 Gotha Rd
- AHorizon West MiddlePublic · 8200 Tattant Blvd
- –ContinuumPrivate · Grades 1-12
- –Crenshaw AcademyPrivate · Grades K-12
- –Montessori Academy of CelebrationPrivate · Grades PreK-12
- –New Directions Community School of OrlandoPrivate · Grades 7-12
- –Pathways for Life AcademyPrivate · Grades 7-12
- –Spur Christian AcademyPrivate · Grades K-8 · Non-Denominational
- –Windermere Preparatory SchoolPrivate · Grades PreK-12
High Schools in Windermere
- AWindermere HighPublic · 5523 Winter Garden Vineland Rd
- –ContinuumPrivate · Grades 1-12
- –Crenshaw AcademyPrivate · Grades K-12
- –Montessori Academy of CelebrationPrivate · Grades PreK-12
- –New Directions Community School of OrlandoPrivate · Grades 7-12
- –Pathways for Life AcademyPrivate · Grades 7-12
- –Windermere Preparatory SchoolPrivate · Grades PreK-12
Private Schools in Windermere
- –ContinuumPrivate · Grades 1-12
- –Crenshaw AcademyPrivate · Grades K-12
- –Montessori Academy of CelebrationPrivate · Grades PreK-12
- –New Directions Community School of OrlandoPrivate · Grades 7-12
- –Pathways for Life AcademyPrivate · Grades 7-12
- –Premier Academy of GothaPrivate · Grades PreK-1
- –Spur Christian AcademyPrivate · Grades K-8 · Non-Denominational
- –Windermere Preparatory SchoolPrivate · Grades PreK-12
Schools and addresses: FLDOE Master School ID directory. Grades: Florida Department of Education, 2026 School Grades. Private schools: FLDOE Private Schools Directory; the state does not grade private schools. Updated October 2026.
Demographics
Data provided by Attom Data
Population
Employment
Population
23.6K
23.6K in 2020
Density
833.3
per square mile
Households
8.1K
Total households
Gender
49% / 51%
Men Vs Women
Occupancy
80% / 20%
Owned Vs Rented
Age Median: Years
Education Level
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