Windermere
Windermere, FL – Central Florida’s Luxury Lakeside Haven
Windermere, Florida, is one of Orlando’s most prestigious communities, offering luxury waterfront living, top-rated schools, and a charming small-town atmosphere. Nestled between Lake Butler and Lake Down, this exclusive town is known for its stunning estates, historic downtown, and access to the Butler Chain of Lakes, making it a highly desirable place to call home.
Why Move to Windermere, FL?
✔️ Exclusive Lakefront Homes & Gated Communities
✔️ Small-Town Charm with Historic Cobblestone Streets
✔️ Prime Location Near Disney, Winter Garden & Dr. Phillips
✔️ Access to the Butler Chain of Lakes for Boating & Fishing
✔️ Top-Rated Schools & Family-Friendly Atmosphere
Discover More About Windermere, FL
Windermere is a small, picturesque town in Orange County, Florida, covering just 1.5 square miles. Despite its size, it is one of Central Florida’s most coveted residential areas, offering a peaceful escape from Orlando’s busy city life while maintaining convenient access to top attractions and business hubs.
Located 20 minutes west of Downtown Orlando, Windermere is bordered by Lake Butler, Isleworth, and Lake Down. The town is completely surrounded by the census-designated area of Lake Butler, home to some of the most luxurious estates in Florida. Nearby communities include Horizon West, Winter Garden, and Dr. Phillips, all of which provide additional shopping, dining, and entertainment options.
With a population of just over 3,000 residents, Windermere offers a tight-knit community feel, making it a sought-after destination for families, professionals, and retirees alike.
Explore Windermere Real Estate
The Windermere real estate market is highly exclusive, featuring luxury estates, custom-built mansions, and charming historic homes.
🏡 Single-Family Homes – A mix of classic architecture & modern custom estates
🌊 Lakefront Homes – Private docks, boat lifts & panoramic water views
🏘️ Gated Communities – Secure, amenity-rich neighborhoods with upscale amenities
🏚️ Historic & Renovated Homes – Preserved charm with modern upgrades
Top Windermere Neighborhoods & Gated Communities
- Isleworth Golf & Country Club – One of Florida’s most prestigious golf communities, home to celebrities & athletes
- Lake Butler Sound – An exclusive gated community with stunning waterfront estates
- Tildens Grove – Upscale community with custom homes & scenic lake views
- Waterstone – A high-end, private community featuring modern, luxury homes
- Keene’s Pointe – A golf course community with estate homes & access to Lake Tibet
💡 Homes in Windermere start in the high $500Ks but can reach multi-million-dollar price points, especially for lakefront estates.
Windermere Highlights & Amenities
Outdoor Recreation & Parks
Windermere is a paradise for nature lovers, boaters, and golfers, offering scenic parks, access to the Butler Chain of Lakes, and world-class golf courses.
🚤 Butler Chain of Lakes – One of Florida’s most pristine lake systems, perfect for boating, fishing & water sports
🏞️ Windermere’s Historic Downtown – Features quaint brick streets, boutique shops & charming cafes
🎾 Park Among the Lakes – A private-access park with tennis courts for residents
🌳 Central Park & Palmer Park – Great for families, picnicking & outdoor activities
⛳ Isleworth Golf & Country Club – One of Florida’s top golf courses
Shopping & Dining
While Windermere itself is mostly residential, nearby areas like Winter Garden, Dr. Phillips, and Horizon West offer a wide selection of shopping and dining experiences.
🛍️ Winter Garden Village – A large shopping center with retail stores & restaurants
🍽️ Restaurant Row (Dr. Phillips) – Home to Orlando’s top fine dining establishments
☕ Local Coffee Shops & Boutiques – Axum Coffee, Dixie Cream Cafe & Paloma Coffee Co.
Top Schools & Education
Windermere is served by top-rated public and private schools, making it a prime location for families.
🏫 Windermere Elementary, Gotha Middle & Windermere High – Part of the highly-rated Orange County School District
🎓 Nearby Private Schools – Windermere Prep, The First Academy & Montverde Academy
Why Invest in Windermere Real Estate?
📈 High Property Value & Strong Appreciation – One of Central Florida’s most stable real estate markets
🏠 Exclusive & Limited Inventory – Luxury homes & lakefront estates hold premium value
🌊 Access to the Butler Chain of Lakes – Highly desirable for boating enthusiasts & investors
🛡️ Gated Communities & Luxury Amenities – Security & high-end living appeal to high-net-worth buyers
Is Windermere Right for You?
If you’re looking for a luxurious lakeside retreat, a family-friendly atmosphere, and an exclusive yet charming community, Windermere is the place for you!
📞 Call Me Today to Learn More About Windermere Real Estate
📩 Request My Free Windermere Neighborhood Guide
Would you like a comparison between Windermere, Dr. Phillips, and Winter Garden to help determine the best fit for you? 😊