Windermere Florida

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Windermere Florida Homes and Community.

Peaceful Oasis Near Busy Orlando

Windermere Florida

Florida became the 27th state of the Union, the government offered 160 acres of land to families willing to move and settles in parts of Central Florida. Windermere Florida was one such area, requirements were simple to cultivate at least 5 acres of farmland and build a cabin, such an attractive offer spawned many to migrate to Windermere Florida, and become citrus farmers.

From past records and the Orlando Sentinel’s accounts (Orlando’s Oldest Paper) show of an English gentleman by the name of Dr. Stanley Scott was one of the many that settled in Windermere Florida. He coined the name for his estate WINDERMERE, but he and many others who took advantage of the free land to grow citrus crops suffered a great loss due to a big freeze. This tragic toll caused many to abandon their dreams of becoming citrus farmers and move away from Windermere Florida.

About 10 years thereafter Windermere Florida suffered this loss, there was a renewed interest when 2 partners by the names of J.C. Palmer and J.H. Johnson purchased Windermere Florida from S.S. Griffin, who had previously purchased the town for a very minimal amount. This new life helped Windermere Florida grow quickly, through the sheer hard work & determination of Mr. Palmer and Mr. Johnson. They established the Windermere Improvement Company, had a schoolhouse built, made many improvements to the town, and even formed Board of Trade in 1912. By 1925 Windermere Florida was an incorporated town.

Windermere Florida is close to Disney by a few miles and 10 miles from Orlando Florida, 2013 census puts about 3,000 residents in this small, tight-knit community. As of 2021 Windermere Florida has had a population explosion and considered one of the most sought-after neighborhoods to live for people of higher income. Even though Windermere Florida butts up against Disney it still has that small-town feel, while having the ability to enjoy the local tourist attractions.

Windermere Florida THINGS to DO!

Amazing adventures ready for you and your family.

Take a tour of the many pristine lakes of the Butler Chain of Lakes, which sprawl thru-out Windermere, Winter Garden area. Butler Chain has a total of 32 navigable canals majestically surrounded by tall Cypress Tress. The tour will take you on an unforgettable journey past homes to many of Orlando’s sports celebrities, moguls, and personalities. Through our lake tour, you can get a sneak peek into their backyards and their lifestyle!


Beck Brothers are one of Central Florida’s well-known u-pick blueberry patches. A fun and relaxing hour are all it takes to fill your baskets! This venue dates to the civil war!  The farm is Family-owned and grows other crops including citrus. The last time I was there I ate 1/2 of our pickings without washing the berries. I will just say, wash them before you eat them…Bring the entire family just for the fun of it all. Enjoy the open-air venue, you do not have to pick berries to enjoy this farm. Beck provides pint containers, clamshells, and buckets to hold the picked berries.


When you think of timeless, iconic beauty, Marilyn Monroe immediately comes to mind. We have a full range of beauty and spa services, making us the most complete salon and spa in Central Florida. Get your hair done, flawless makeup, waxing and threading, facials, massages, and more all in one place! Come see us today!

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