Windermere, Florida Real Estate

Windermere Neighborhoods and Real Estate Information

Featured Communities in Windermere, Florida:
Berkshire Park | Glenmuir | Horizon WestKeene’s Pointe | Lakes of Windermere | Providence | Summerport | Reserve at Lake Butler Sound | Reserve at Belmere | Isleworth | Bellaria

If you’re looking for a great place to live, Windermere is arguably the best that Central Florida has to offer. With its world-famous golf courses, crystal clear lakes, or its picturesque downtown, it doesn’t get much better than Windermere. If you’re looking for a waterfront home, Windermere is certainly a must-see. The four largest lakes in Windermere are the 1700 acre Lake Butler, 1070 acre Lake Tibet, 911 acre Lake Down, and the 569 acre Lake Sheen, all of which are connected and skiable lakes.

Whether you’re looking for homes for sale in Windermere or you’re looking to sell a home in Windermere, you have come to the right place. Here you can search the latest real estate listings of condos and homes for sale in Windermere, schedule a property showing, or request information about home values in the Windermere, Florida area.

Buying a home in Windermere?
If you are interested in buying a home in Windermere Florida, you will enjoy searching our map-based search (see below). We pride ourselves on having the most up-to-date, and a complete list of homes for sale, condos, and other property listings. View today’s newest homes for sale in Windermere, Florida.

Selling a home in Windermere Florida?
If you’re selling a home in Windermere, you will appreciate our no-pressure approach to helping you with this potentially stressful endeavor. You will feel a great sense of relief once you request our FREE Home Valuation Analysis (CMA) of your home. While we are doing this thorough evaluation of your home’s marketability, we can go over every detail of the home selling process. Should you decide to enlist the help of a Realtor, you will undoubtedly be impressed by our detailed, state-of-the-art marking plan. Not only do we ensure that you know exactly what needs to be done to prepare your home for sale, but we will also help you with home staging, move planning, and relocation assistance.

About Windermere, Florida
Nestled among the spring-fed Butler Chain of Lakes, the cozy Town of Windermere, population 2,300, has emerged as the region’s new-money address of choice. With Lake Butler on the west, Lake Down on the east, and Lake Bessie on the southeast, Windermere is a lush peninsula where nearly 40 percent of the homes are waterfront. Windermere—or at least the area surrounding it—is also home to some of Central Florida’s most upscale new communities. But although they advertise Windermere addresses, most of these ritzy developments aren’t technically in Windermere, much to the chagrin of some locals who object to the alleged misappropriation of the town’s proud name.

In fact, Windermere itself is just 689 acres and consists largely of a laid-back retail district with a few mom-and-pop stores and a scattering of older homes lining sandy streets. Those streets remain unpaved, to discourage traffic and prevent runoff from damaging the Butler Chain, which consists of eight pristine lakes connected by a canal system. The lakes attracted one of Windermere’s first investors, Joseph Hill Scott, an English clergyman who in 1885 bought 150 acres. Scott’s son, Stanley, homesteaded the property and supposedly named it after Lake Windermere in England.

The railroad connected Windermere and Kissimmee in 1889, but freezes in 1894 and 1895 destroyed the town’s citrus industry. Little changed until 1910, when a pair of Ohio investors named D.H. Johnson and J. Calvin Palmer bought all the land they could piece together and formed the Windermere Improvement Company for the purpose of developing it. The pair promoted “Beautiful Lakes of Pure Spring Water” and aimed their marketing at moneyed Northerners. Although few who live here want to see the town change significantly, Windermere city officials are making concessions to the growth surrounding it. The town recently completed a $2.5 million public works project—the largest in its history—to revamp the downtown area, bricking three blocks of Main and Frontage streets, expanding parking lots, replacing stop signs with roundabouts, and generally upgrading its appearance.

Windermere Real Estate Listings >>