Windermere, Florida Real Estate Information

Windermere Real Estate Listings

View today’s homes for sale listings and all other real estate listings currently available in Windermere, Florida.

Featured Communities In Windermere, Florida

About Windermere, Florida

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, and 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.

Nestled among the spring-fed Butler Chain of Lakes, the cozy Town of Windermere, population 3,000, 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.

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.

Real Estate In Windermere, Florida

Whether you’re looking for homes for sale in Windermere or selling a home, 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 selling your home in Windermere, Florida.

Buying Real Estate In Windermere

View Windermere Real Estate Listings — View today’s newest listings of homes for sale, along with all other real estate listings currently available in Windermere, Florida.

If you are interested in buying real estate in Windermere, Florida, you will enjoy searching all the Windermere real estate listings on the MLS. We pride ourselves on having up-to-the-minute real estate listings of homes for sale, townhomes for sale, condos for sale, and other property listings. If you see a listing you like or have questions about properties you have seen driving around, we can help you with all your Windermere real estate needs.

Selling Your Windermere Home

Request Home Selling Market Analysis (CMA) — Start your home selling process by requesting a FREE Home Valuation Market Analysis.

If you’re selling a home in Windermere, Florida, 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 Market Analysis (CMA) of your home. While we are doing this thorough evaluation of the marketability of your home, we can go over every detail of the home-selling process.

Should you decide to enlist the help of an expert Windermere 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 coaching, and relocation assistance.