Windermere

Welcome to Windermere, FL

A Serene Lakeside Oasis in the Heart of Central Florida

Windermere, located in Orange County, Florida, is a picturesque lakeside town known for its natural beauty, luxury living, and charming small-town atmosphere. Nestled among the stunning Butler Chain of Lakes, Windermere is a tranquil escape from the hustle and bustle of nearby Orlando, yet still close to world-class attractions, shopping, and entertainment. With its tree-lined streets, upscale homes, and focus on preserving the town’s natural beauty, Windermere offers residents a peaceful, elegant lifestyle.

What to Love in Windermere, FL

• Lakefront Living: Windermere is famous for its access to the Butler Chain of Lakes, making it a paradise for boaters, kayakers, and water sports enthusiasts.

• Luxury Homes: The town features some of the most prestigious and luxurious homes in Central Florida, offering beautiful lake views and upscale amenities.

• Small-Town Charm: Despite its proximity to Orlando, Windermere maintains a friendly, small-town atmosphere with a tight-knit community.

• Proximity to Attractions: Windermere is just minutes away from Walt Disney World, Universal Orlando, and other major Central Florida attractions, making it an ideal location for both relaxation and excitement.

• Top-Rated Schools: Windermere is home to some of the best schools in Orange County, making it a desirable place for families.

Local Lifestyle - Living in Windermere, FL

Living in Windermere offers a unique combination of serene lakeside living and close proximity to the excitement of Central Florida’s theme parks and entertainment hubs. Residents enjoy a peaceful environment surrounded by the natural beauty of lakes, parks, and preserved green spaces. The town’s historic downtown area exudes small-town charm, with quaint shops, cafes, and a welcoming atmosphere.

The Butler Chain of Lakes is a focal point of the community, providing endless opportunities for boating, fishing, and water sports. Many homes in Windermere feature private docks and access to the lakes, making it easy for residents to enjoy waterfront living.

With its strong sense of community and focus on preserving its natural surroundings, Windermere offers a laid-back yet sophisticated lifestyle, attracting families, professionals, and retirees alike. The town also hosts regular community events, farmers markets, and seasonal festivals, fostering a close-knit, family-friendly environment.

Dining and Shopping in Windermere, FL

Dining

• Windermere offers a variety of dining experiences, from casual cafes to fine dining. The Town of Windermere Café is a local favorite for breakfast and lunch, offering a cozy atmosphere and fresh, homemade meals. For a more upscale dining experience, Yellow Dog Eats in nearby Gotha serves gourmet sandwiches, salads, and BBQ with a creative twist.

• For those seeking fine dining with a view, The Osprey Tavern in Baldwin Park is known for its upscale New American cuisine, while Big Fin Seafood Kitchen in Dr. Phillips offers fresh seafood and beautiful lakeside dining.

Shopping

• While Windermere itself is known for its quiet, residential atmosphere, residents have easy access to nearby shopping hubs like Winter Garden Village and The Mall at Millenia. These shopping centers offer a wide variety of national retailers, boutiques, and dining options.

For more dining and shopping options, visit the Windermere Chamber of Commerce website.

Things to Do in Windermere, FL

Windermere offers a variety of activities that take full advantage of the town’s natural beauty and community-focused atmosphere.

• Butler Chain of Lakes: Boating, fishing, and paddleboarding are some of the favorite activities among residents thanks to the beautiful Butler Chain of Lakes. The chain consists of 13 interconnected lakes, offering serene and scenic waters for outdoor enthusiasts to explore.

• Windermere Farmers Market: Held weekly in the heart of downtown Windermere, the Farmers Market is a beloved community event where locals gather to shop for fresh produce, baked goods, and handcrafted items while enjoying live music and friendly conversation.

• Parks and Recreation: Windermere has several parks and recreational spaces, such as Central Park and Palmer Park, where families can enjoy playgrounds, walking paths, and picnics. Lake Down Park offers fishing docks, boat ramps, and shaded picnic areas.

• Golfing: Windermere is surrounded by some of Central Florida’s finest golf courses, including Isleworth Golf & Country Club, an exclusive, world-class club offering a challenging course and beautiful views.

• Cultural Events: Windermere regularly hosts community events and festivals, such as holiday parades, art fairs, and outdoor movie nights, creating a strong sense of community and connection among residents.

For more activities and events, visit the Town of Windermere website.

History and Heritage

Founded in 1889, Windermere has a rich history rooted in its connection to the Butler Chain of Lakes. The town was originally a popular destination for winter visitors seeking to enjoy Florida’s mild climate and natural beauty. Over the years, Windermere has preserved its small-town charm and focus on the environment, while becoming one of the most sought-after residential communities in Central Florida.

The town’s historic downtown area features quaint brick streets, vintage lamp posts, and charming shops, maintaining the essence of its early days. Many of Windermere’s historic homes and buildings have been preserved, offering a glimpse into the area’s past.

Real Estate Insights

Windermere’s real estate market is characterized by its luxury homes, waterfront properties, and sprawling estates. The area is known for its exclusive neighborhoods and high-end amenities, making it one of the most prestigious places to live in Central Florida.

• Waterfront Estates: Many of the most desirable homes in Windermere are located along the Butler Chain of Lakes and offer private docks, expansive lake views, and resort-style amenities. These luxury properties are ideal for those seeking a peaceful retreat with access to water activities.

• Gated Communities: Windermere is home to several exclusive gated communities, such as Isleworth and Keene’s Pointe, which offer luxury homes, golf courses, and high-end amenities, attracting celebrities and professional athletes.

• Family-Friendly Neighborhoods: For families, Windermere offers a variety of upscale, family-friendly neighborhoods with spacious single-family homes, excellent schools, and nearby parks.

Explore available properties in Windermere, FL today to find your next home or investment opportunity.

Education and Family Life

Windermere is a highly sought-after community for families, offering access to some of the best schools in Orange County. The area is served by the Orange County Public Schools (OCPS), which is known for its strong academic programs and extracurricular activities.

• Public Schools: Windermere is home to top-rated schools like Windermere High School, Windermere Elementary School, and Bridgewater Middle School. These schools consistently rank among the best in the state for academic achievement and student success.

• Private Schools: For families seeking private education, Windermere is also close to prestigious private schools like Windermere Preparatory School and The First Academy, both of which offer rigorous academic programs and exceptional extracurricular activities.

In addition to its excellent schools, Windermere offers plenty of family-friendly parks, recreational activities, and community events, making it an ideal place for raising children.

Learn more about local schools on the Orange County Public Schools website.

Transportation and Accessibility

Windermere is conveniently located near major highways and transportation hubs, making it easy for residents to commute to Orlando and other nearby areas.

• Highways: Windermere is located near Florida’s Turnpike and State Road 429, providing easy access to downtown Orlando, Walt Disney World, and other Central Florida attractions.

• Airports: Orlando International Airport (MCO) is approximately 25 minutes from Windermere, offering domestic and international flights to destinations around the world.

• Public Transportation: While Windermere itself is a quiet, residential town, nearby public transportation options, including Lynx bus services, provide access to Orlando and surrounding areas.

Safety and Services

Windermere is known for its safe, family-friendly environment, with low crime rates and a strong sense of community. The Orange County Sheriff’s Office provides law enforcement services to the area, ensuring the safety and well-being of residents.

For healthcare, residents have access to top-rated medical facilities nearby, including Orlando Health and AdventHealth Orlando, offering comprehensive healthcare and emergency services.

Economic and Employment Opportunities

While Windermere’s economy is primarily residential, the town’s proximity to Orlando provides ample employment opportunities in a variety of industries, including tourism, healthcare, education, and technology. Many residents commute to Orlando for work, taking advantage of the city’s thriving job market while enjoying the peaceful lifestyle Windermere offers.

The nearby Walt Disney World Resort, Universal Orlando, and Lake Nona Medical City also offer a variety of employment opportunities in hospitality, entertainment, and healthcare.

Environmental and Sustainability Factors

Windermere is committed to preserving its natural beauty and protecting the environment. The town has implemented several initiatives to promote sustainability, including water conservation efforts and preservation of the Butler Chain of Lakes.

Residents are encouraged to participate in local conservation efforts, such as lake cleanups and recycling programs, to help maintain the area’s pristine natural surroundings for future generations.

Windermere, FL, offers an unparalleled combination of lakeside luxury, small-town charm, and easy access to Central Florida’s world-renowned attractions. Whether you're seeking a peaceful waterfront estate, a family-friendly community, or a prestigious home in a gated neighborhood, Windermere is the perfect place to enjoy a serene and sophisticated lifestyle.