Windermere Single-Family Homes

The desirable community of Windermere is home to quaint, single-family homes and gorgeous, luxury estates. Located on a chain of lakes, just minutes away from Bay Hill, Windermere's exclusivity is based on its small size and large properties—many of which are situated on the waterfront. The town is also popular with entrepreneurs and celebrities for its excellent location and nearby amenities. Click to read more about Windermere single-family homes for sale.

Interior of luxurious kitchen in farmhouse style

Windermere Single-Family Home Statistics

Average Price $2.2M
Lowest Price $510K
Highest Price $15.5M
Total Listings 241
Avg. Days On Market 86
Avg. Price/SQFT $445

Property Types (active listings)

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Explore Windermere Single-Family Homes For Sale

Real estate in Windermere is incredibly desirable—and this is especially true for the centrally-located homes that are on or near the waterfront. The Windermere real estate market itself is made up entirely of single-family homes, and although price point ranges slightly, most of the properties for sale fall into the luxury category. The town, although small in size, is quite affluent, and attracts many looking for a second home or vacation property. 

Single-family homes in Windermere are available in two main property types: the older bungalows (built in the 1960s and 1970s), and the newer, multi-story estates. Whilst the former typically begin at lower price points than the latter, homebuyers will find that the majority of properties have been well-maintained and recently updated/renovated. So whilst these homes have older construction dates, many do still have the desirable open floor plan, updated kitchen, and sleek, modern finishes. 

Newer detached homes vary more in architectural style and, because of their height, often have much greater square footage than some of the bungalows in the area. Homebuyers can find properties built in the very popular traditional Florida styles, as well as some Mediterranean and Cottage designs. Homes situated along the lakes—Lake Butler, Lake Down, Lake Bessie, Lake Crescent—rise significantly in price point, and are some of the most sought-after homes in Windermere.

In regards to interiors, like square footage, this varies from property to property. The older bungalows of Windermere, although renovated, often retain some of their charming characteristics. This can mean the original flooring and fireplaces, as well as exposed brick walls. In general, single-family homes for sale in Windermere offer high ceilings, modern interiors, and backyard pools.

As mentioned above, the desirable lakefront properties do also have the priceless views and the private docks—perfect for spending time outdoors in the summertime. As these luxury homes are often custom builds, each property has its own unique features—which can include home theaters, game rooms, home offices, and more.

Windermere Highlights & Amenities

Main Street runs north-south through the community of Windermere. Some of the most highly sought-after homes in this town are situated on or just off of this road, around the Butler Chain of Lakes. Because the town of Windermere narrows at its center, this area (consisting of only a few blocks) is quite walkable. A home in this area means that you’re only steps away from the downtown, the several Windermere lakes, and the community parks.

Other Windermere highlights include the beautiful playground at Palmer Park, the tennis courts at the Park Among the Lakes, the boat ramp at Fernwood Park, and the downtown area—with a Farmers Market, library, and historic schoolhouse. The area lakes offer much in regards to outdoor recreation, including boating and swimming, with private access for residents only. 

While there are no schools in the downtown area of Windermere, kids in this region attend the highly-rated, nearby schools: Windermere Elementary Schools (located in the north), Gotha Middle School (located to the far northeast), and Olympia High School (located to the east). Windermere, with all its scenic beauty and small-town charm, makes for a wonderful summer destination or year-round escape.

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