Windermere Insider
Your Guide to Living in Windermere, Orange County
Explore our neighborhood guides to Windermere — dining, schools, parks, shopping, things to do and more. Browse by topic below to find the stories that matter to you.
Schools & Education
- Elementary School Options in Windermere 34786: Thornebrooke, Sunset Park, Castleview, and More
- High School Options for Windermere 34786: Olympia, West Orange, and Windermere High School
- Middle School Options for Windermere Families: Gotha Middle, Bridgewater, and Horizon West Middle
- Private and Charter Schools in the Windermere Area: Windermere Collegiate Prep, Foundation Academy, and More
- Windermere Elementary School: A Guide to the Town's Namesake OCPS School
- Windermere Preparatory School: Central Florida's Only IB Diploma Private School
Restaurants & Dining
- Breakfast and Brunch in Windermere: From Dixie Cream Cafe to First Watch
- Casual and Family Dining at The Grove, Lakeside Village, and Summerport
- Date Night in Windermere: Wine Bars, Waterfront Tables, and Romantic Dining
- Downtown Windermere Dining: A Guide to Main Street Restaurants and Cafes
- Italian Dining in Windermere: Bella Tuscany, Pizza 14, and Family Favorites
- Restaurant Row From Windermere: A Guide to Sand Lake Road's Dining District
Fun Things to Do
- Boat Day on the Butler Chain: A Windermere Resident's Guide to Bird Island, Sandbars, and Lakeside Lunch Stops
- The Halloween Costume Parade, PetFest, and Light Up Windermere: Seasonal Events on Main Street
- Watching Disney Fireworks From Windermere: Best Neighborhoods, Parks, and Backyard Views
- The Windermere Farmers Market: Friday Mornings on Main Street
- Windermere Food Truck Night: A Guide to Town Square's Monthly Tradition
- Windermere's Proximity to Orlando Theme Parks: Disney, Universal, and SeaWorld Drive Times
Parks & Recreation
- Bass Fishing the Butler Chain: Best Spots, Boat Ramps, and Tips for Windermere Anglers
- The Butler Chain of Lakes: A Windermere Resident's Guide to All 11 Interconnected Lakes
- Fernwood Park: A Resident's Guide to Lake Butler's Boat Ramp and Pier
- Lake Street Park, Palmer Park, and Town Square: Downtown Windermere's Walkable Green Spaces
- R.D. Keene Park: 52 Acres of Soccer Fields, Playgrounds, and Public Boat Ramp on the Butler Chain
- Tibet-Butler Preserve: 3.6 Miles of Nature Trails on CR 535 in Windermere
Shopping Guide
- Cornerstone at Summerport: Southwest Windermere's Neighborhood Shopping Hub
- Grocery Stores in Windermere 34786: All Three Publix Locations Plus ALDI and Nearby Options
- The Grove at Isleworth: Windermere's Upscale Shopping and Dining Center
- Main Street Boutiques: Shopping Downtown Windermere's Locally-Owned Stores
- The Mall at Millenia: Luxury Shopping 15 Minutes From Windermere
- Winter Garden Village From Windermere: Shopping the 80-Store Outdoor Center Minutes Away
Health & Wellness
- Dr. P. Phillips Hospital: A Windermere Guide to the Dr. Phillips Campus
- Orlando Health Horizon West Hospital: The Closest Full-Service Hospital for Windermere 34786
- Orlando Health Medical Pavilion Summerport: Windermere's Multispecialty Hub on CR 535
- Pediatricians and Family Doctors Serving Windermere Families
- Urgent Care Options in Windermere 34786: MD Now, Windermere Medical Center, and AdventHealth Centra Care
- Wellness on the Water: Paddleboarding, Swimming, and Lake Fitness on the Butler Chain
Sports & Athletics
- Bay Hill Club & Lodge: Arnold Palmer's Home Course and PGA Tour Host Near Windermere
- The Golden Bear Club at Keene's Pointe: Jack Nicklaus Signature Golf in Windermere
- Gyms and Fitness Studios in Windermere 34786: LA Fitness Signature, Orangetheory, and Boutique Studios
- Isleworth Golf & Country Club: Inside Windermere's Arnold Palmer–Designed Private Course
- Tennis and Pickleball in Windermere: Town Courts, Private Clubs, and Community Programs
- Watersports on the Butler Chain: Wakeboarding, Water Skiing, and Tubing From Windermere
Arts & Culture
- The 1890 Windermere Schoolhouse: A Tour of Orange County's First One-Room School
- The Dr. Phillips Center for the Performing Arts: Windermere's Closest Major Performing Arts Venue
- How Dr. Stanley Scott Named Windermere After England's Lake District
- Inside Windermere Town Hall: 100 Years of a Community Landmark
- The Isleworth Sculpture Collection: Public Art by Henry Moore, Dali, and Philip Jackson
- The Windermere Fine Art Show: What to Expect at Town Square's Annual Festival
Roads & Highways
- Apopka-Vineland Road and the Downtown Windermere Roundabouts: How a 2004 Public Works Project Transformed Traffic
- Commuting From Windermere: Drive Times to Downtown Orlando, Lake Nona, MCO, and Major Employment Centers
- Conroy-Windermere Road: Navigating Windermere's Main East-West Artery to I-4
- Main Street Windermere: The History Behind the Town's Central Corridor
- The SR 429 Western Beltway: Windermere's Toll Road Connection to Disney, the Turnpike, and Apopka
- Winter Garden Vineland Road (CR 535): Windermere's Primary South Route to Disney and I-4
Thinking About a Move to Windermere?
Beyond the reading, we can help you find the right neighborhood and home.
David Myers
