Windermere Florida Centennial Celebration

2025 marks a significant historical milestone for Windermere, Florida—its Centennial celebration! Over the course of the year, the community will honor its 100-year journey with special touches that highlight its unique charm, history, and community spirit.

Festive Updates Across Downtown

Downtown Windermere is ready to dazzle with:

  • Centennial Banners: New flags now line the streets, adding a cheerful and celebratory vibe to the town’s heart.
  • New Entry Signs: The town’s entryways have been updated with commemorative Centennial signs, welcoming everyone to this once-in-a-lifetime celebration.

These thoughtful touches remind residents and visitors alike of the rich history that makes Windermere so special.

The Centennial Lobby: A…

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Blog Banner 5 Central Florida State Parks

While Central Florida may be known as a mecca for some of the top theme parks in the world, did you know that there are 5 Florida State Parks within about an hour of Orlando? Perfect for a weekend adventure, these state parks offer a range of nature, history and exploration. From miles of trails to sparkling lakes and springs, these parks offer something for every member of the family.

Pro Tip: Grab a Florida State Parks Annual Pass to have unlimited park entrance access across the state. In 2024, the rates are $60 per person for an Individual Pass and $120 for the Family Pass (defined as day-use park entry for up to a total of 8 people entering as a group)*. For purchase details and any restrictions, please visit the Florida State Park website. 

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Windermere FloridaQuietly resting behind the Windermere Town Hall Building, you will find the Windermere September 11th Memorial. Standing 8 feet tall, the 650 pound piece of steel was cut from an actual structural beam of the World Trade Center.

Ninety hand-painted, glazed ceramic tiles border the black granite memorial. The tiles commemorate each of the 90 countries that lost innocent citizens in the attacks of the Twin Towers. Each tile was hand painted by Eagle Scouts across the Central Florida area. 

The September 11th Memorial peacefully honors the loss of nearly 3,000 brave men and women; including the many fire rescue, police, and first responders who risked their lives while helping other victims.

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Historic Windermere School HouseThe historic 1890 Windermere Schoolhouse, located at 113 West Seventh Avenue,  Windermere, FL in the 34786 zip code, was placed on the National Register of Historic Places in 2003. Also known as the Armstrong Parramore House, the schoolhouse was built in 1890, renovated around the year 2000, and is the oldest historical site in Windermere.

The building served the community as a schoolhouse until 1916. The structure was also utilized as a community center, holding social and religious events, as well as a voting center and meeting place for the Town of Windermere Woman's Club.

In 1995, the schoolhouse structure and land was donated to the Town of Windermere by Manuel "Perry" & Eunice Armstong Parramore. Today, the schoolhouse remains situated on the…

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The Town of  Windermere Town LogoHave you ever wondered about the meaning of the Town Logo in Windermere, FL?


The Town of Windermere "Among the Lakes", is well known for its beautifully scenic chain of lakes and prestigious lakefront real estate.  The design of Windermere's Town Logo was actually based on inspiration from the Town of Windermere, England. The logo is a crest, divided into four symbolic pictures; thus resembling a coat of arms. 

The top left quarter of the Windermere crest reflects three Windermere class yachts.

Ask Windermere residents what they most treasure about their town..."Boating" will probably be the number one reply.  Windermere is home to over 5000 acres of sand bottom, crystal clear lakes. Creating the perfect place to enjoy the boating lifestyle. 

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