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Downtown Windermere

Things You Need To Know About Windermere, Florida

Have you ever lived or been to Miami? If so, then you know how wonderful the weather is. But have you ever been to Windermere, Florida? If not, you’re missing out on one of the best-kept secrets in Florida! This article will give you things you need to know about Windermere.

Windermere, Florida, is a suburb of Orlando, Florida. You are surrounded by nature, and all you hear is the gentle rippling of water from the various lakes in this cute little town. Don’t let its small size fool you, despite it being a small town. 

Windermere is billed as the “Friendliest Town in Florida.” Still, it’s also so much more than that: A rising hub of economic prosperity and stunning natural beauty. In fact, its name translates to “beautiful winding water.”

There are 40 lakes here, and many of the attractions are centrally located. Most people prefer coming here because it feels like a neighborhood, not a tourist spot packed with thousands of other people. 

History of Windermere

If you’re looking for a small town with a long history, Windermere is the perfect place. The area was settled in 1885 by pioneers who wanted to establish a community in what was then wilderness known as the “Kow Koo Wachee Hammocks.” The settlement was initially called Lake Butler after Capt. Robert Butler had established a camp on Lake Butler during the Second Seminole War. Early settlers were primarily farmers and citrus growers who brought their families along to help run their homesteads.

The Town of Windermere was incorporated in 1925 when Mayor Dwight Reed and Dr. Palmer Ketchum bought some land in the area and developed it into residential lots at an auction held in New York City. The Reed Home, built by Dwight Reed in 1889, is one of three remaining wooden structures from that time still standing in Windermere.

In the early years, the Town of Windermere was a haven for wealthy Northerners who built summer homes to escape the cold winters up North. In fact, many of the lakes in Windermere were initially created by digging canals to connect existing bodies of water. This was done so that people could boat from their lakefront homes to various points around town.

Windermere’s reputation as an affluent community began to change in the 1970s when Orlando started to experience a population boom, and people began moving to Central Florida in droves. The small town of Windermere became engulfed by the suburban sprawl of Orlando and slowly transformed into the bedroom community it is today. Today, Windermere is a thriving community with a population of over 3,649 people.

It’s a beautiful town that offers residents and visitors plenty of things to do. There are plenty of activities for those who enjoy the outdoors to keep you busy. You can go for a swim in one of the many lakes or take a hike through the scenic forests. There are also plenty of golf courses and tennis courts if you want to stay active.

Weather in Windermere

Windermere has a humid subtropical climate, which experiences hot and humid summers and mild winters. The average temperature is around 27 degrees Celsius. However, it can get as high as 33 degrees Celsius during the summer months.

What To Do In Windermere?

If you are planning for a quick getaway, here are some things that you can do in Windermere:

– Get a taste of the outdoors by hiking in the scenic forests. You can also go for a swim in one of the many lakes

– Stay active by playing golf or tennis, or take a walk down Main Street to explore the town

– Shop till you drop at the high-end boutiques or farmers’ markets, or dine at one of the many restaurants. You can find everything from high-end boutiques to local farmers’ markets. 

– Take a trip down memory lane by visiting some of the famous residents’ homes, such as Tiger Woods and Shaquille O’Neal

Windermere Main St.

Getting Around Windermere

Windermere is a small town, so getting around is relatively easy. If you’re staying within the town limits, you can usually walk or ride a bike to your destination. If you’re planning to visit some of the attractions outside of Windermere, you’ll need to rent a car.

Famous Attractions in Windermere

– Main Street: Take a stroll down Main Street to see the adorable shops and restaurants

– Lakes: There are 40 lakes in Windermere, so you’re sure to find one that suits your needs

– Golf Courses: If you’re looking to stay active, there are plenty of golf courses to choose from

– Tennis Courts: There are also several tennis courts available for use.

golf course in windermere
Golf Course

Famous Residents

Windermere is home to famous residents, including Tiger Woods and Shaquille O’Neal. So, whether you’re looking for a quiet place to call home or a lively town to visit, Windermere has something for everyone.

Events in Windermere

Windermere hosts several events throughout the year, so there’s always something to do. Some of the most popular events include:

– Windermere Art Affair: This event is held in October and features local artists who display their work for sale

– Winter Garden Farmers Market: This farmers market is held every Saturday from 8am to 1pm

– Fourth of July Celebration: Windermere celebrates Independence Day with a parade and festivities at Town Hall Park

– Windermere Christmas Celebration: This event is held in December and features a tree lighting ceremony, caroling, and Santa visits.

Lifestyle in Windermere

Windermere is a small town, so the lifestyle is relatively quiet and low-key. However, there are plenty of activities to keep you busy. You can go for a swim in one of the many lakes or take a hike through the scenic forests. There are also plenty of golf courses and tennis courts if you want to stay active.

Windermere also has plenty of shopping and dining options if you’re looking for something more low-key. You can find everything from high-end boutiques to local farmers’ markets. And, of course, no trip to Windermere would be complete without taking a stroll down Main Street to see the adorable shops and restaurants.

Windermere is also home to some famous residents, so you may run into a celebrity or two while you’re in town. Overall, Windermere is a great place to call home or visit for a quick getaway. There’s something for everyone, so you’re sure to find what you’re looking for.

Downtown Windermere

Art Scene in Windermere

Windermere is home to many talented artists. The Windermere Art Affair is a popular event that features local artists who display their work for sale. You can also find art galleries throughout the town. The Windermere Historical Museum is another place to check out when it’s raining or when you feel like having an educational afternoon. In addition to exhibits about the history of Windermere and its residents, there are also rotating art exhibits. The museum puts on festivals throughout the year, including a lemonade social in June and a holiday gala in December.

Dining in Windermere

There are plenty of dining options in Windermere, so you’re sure to find something to suit your taste. You can find everything from casual cafes to fine dining restaurants. There are great restaurants in Windermere, such as “Kres Chophouse,” which serves prime rib and other steaks. There’s also the “Einstein Bros,” which has a wide variety of bagels and coffee. “Cafe Tu Tu Tango,” which is a tapas restaurant; “Bella Tuscany Italian Restaurant,” which serves classic Italian dishes; and “Eddie V’s Prime Seafood,” which is a seafood restaurant. Anything that suits your palate is in Windermere.

Eddie V’s view night view

Windermere Real Estate

If you’re looking to buy a home in Windermere, you can expect to pay a premium. In March 2022, Windermere’s median listing home price was $785K, trending up 18.2% year-over-year. The median listing home price per square foot was $269. The median home sold price was $715K. If you are looking for several cheaper options available, check out our website for active listings.

Kitchen view

Windermere Schools

Windermere is served by the Orange County Public School District. There are many high-performing schools in the district, so you’re sure to find a good fit for your child.

Some of the top schools in the district include:

– Windermere Preparatory School

– West Orange High School

– Windermere Elementary School

– Horizon West Middle School

Windermere, Florida, is a beautiful town with a great deal. The weather is usually warm and sunny, with average afternoon temperatures in the high seventies. However, if you get there during one of the rare rainy days, there are many things to do inside. Windermere is home to many artists who live in the area; if you visit during the summer, you can tour their studios. Or you can check out one of the many local shops and restaurants downtown.

There is plenty to do nearby Windermere if you want to get away from it all for a while. Disney World is only 15 minutes away by car; Universal Studios is 30 minutes away, and SeaWorld Orlando is 45 minutes away by car. Tampa and Daytona Beach are within two hours’ driving distance from Windermere if you have time for a day trip.

Overall, Windermere is a great place to live or visit. It is a beautiful town with a great deal. The weather is usually warm and sunny, with average afternoon temperatures in the high seventies. However, if you get there during one of the rare rainy days, there are many things to do inside. Windermere is home to many artists who live in the area; if you visit during the summer, you can tour their studios. Or you can check out one of the many local shops and restaurants downtown. There’s something for everyone, so you’ll undoubtedly discover what you’re searching for. Whether you’re looking for a secluded area to settle down in or a lively city to explore, Windermere is the ideal destination.

I hope you liked this article, and if you want to learn more about Windermere and the surrounding areas subscribe to my newsletter, to keep up to date with local real estate news, events, and hot opportunities.

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