Windermere Club

Windermere Club is a luxury gated community of single family homes in Windermere, Florida, with a range of options priced between $895,000 and $3,200,000. There are currently a total of 4 homes for sale in Windermere Club. The smallest Windermere Club home presently available is a four bedroom three bathroom residence that is 3,919 square feet (2,761SF Under Air living space), and the largest of the Windermere Club homes currently on the market has four beds and four baths and is a 7,630 square foot (5,874SF Under Air) residence.

Property management fees in Orange County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in Windermere Club range from $2,385 to $2,386. This fee includes grounds maintenance, building maintenance, maintaining the community roads, trash removal, and Cable TV & internet. Please check the individual listing pages for the exact homeowners association fees for a particular Windermere Club home.

Sports facilities include tennis courts.

The Windermere Club HOA rules do allow homeowners to have pets although there are certain breed restrictions. Dogs and cats are allowed.

There are four commercial airports that serve Windermere Club - Orlando Executive (ORL), which is fourteen miles away; Orlando International (MCO), which is seventeen miles away; Kissimmee Gateway (ISM), which is seventeen miles away, and Orlando Sanford International (SFB), which is twenty seven miles away from Windermere Club.

Windermere Club real estate activity on the Windermere MLS during the past year (as of June 2026) reflects three homes changing hands, with an average asking price of $2,125,000 and an average selling price of $2,030,000. This represents a healthy list-to-sell price ratio of 96% and $316 per square foot. During this period, Windermere Club homes for sale have taken an average of 33 days to sell.

In addition, there are numerous other communities in Windermere to choose from, or you may browse all available Windermere Real Estate, including some new construction opportunities. Homes for sale in Windermere Club are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Windermere Club hits the market. You can also always contact your BEX Realty agent, who would happily assist you further with all your Central Florida real estate needs.

Windermere Club Homes For Sale

$1,799,000

MLS#MFRO6413242

2503 Butler Bay Dr N
Windermere, FL 34786

4

3

2

4,058 SqFt

Pool

Water Front

0.53 Acres

20 Days

$1,450,000

MLS#MFRO6410847

1700 Lake Roberts Ct
Windermere, FL 34786

5

4

3

5,283 SqFt

Pool

0.58 Acres

12 Days

Under Contract

$1,150,000

MLS#MFRO6410967

2428 Butler Bay Dr N
Windermere, FL 34786

4

4

3

4,870 SqFt

Pool

0.53 Acres

25 Days

$832,000

MLS#MFRO6415043

2128 Lake Crescent Ct
Windermere, FL 34786

4

2

3

2,987 SqFt

0.8 Acres

15 Days

4 Active Listings in Windermere Club