Windermere Club

Windermere Club is a gated community of single family homes in Windermere, Florida, with a range of options priced between $769,900 and $3,200,000. The smallest Windermere Club home in the community is a four bedroom two bathroom residence that is 3,630 square feet (2,649SF Under Air living space), and the largest of the Windermere Club homes has six beds and six baths and is a 8,797 square foot (5,911SF 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 $133 to $2,275. 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; Kissimmee Gateway (ISM), which is seventeen miles away; Orlando International (MCO), 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 February 2026) reflects seven homes changing hands, with an average asking price of $1,668,429 and an average selling price of $1,545,636. This represents a healthy list-to-sell price ratio of 93% and $297 per square foot. During this period, Windermere Club homes for sale have taken an average of 47 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 ZFC Real Estate agent, who would happily assist you further with all your Central Florida real estate needs.

Windermere Club Homes For Sale

SOLD 07/17/25

$1,450,000

$1,595,000

MLS#MFRO6288741

3326 Butler Bay Dr N
Windermere, FL 34786

5

5

3

4,724 SqFt

Pool

1.16 Acres

SOLD 04/14/15

$789,000

MLS#MFRS4812627

3314 Butler Bay Dr N
Windermere, FL 34786

6

5

2

4,886 SqFt

Pool

1.02 Acres

SOLD 07/28/23

$1,100,000

MLS#MFRO6110024

3302 Butler Bay Dr N
Windermere, FL 34786

6

4

2

4,804 SqFt

Pool

1.04 Acres

SOLD 05/29/24

$1,749,000

MLS#MFRO6197685

3130 Butler Bay Dr N
Windermere, FL 34786

4

6

3

6,928 SqFt

Pool

1.01 Acres

SOLD 09/05/25

$3,200,000

MLS#MFRO6319132

2937 Butler Bay Dr N
Windermere, FL 34786

6

6

3

7,630 SqFt

Pool

Water Front

0.8 Acres

SOLD 06/15/23

$1,850,000

MLS#MFRO6107564

2925 Butler Bay Dr N
Windermere, FL 34786

5

5

3

5,358 SqFt

Pool

Water Front

0.64 Acres

SOLD 03/06/25

$1.95 Million

MLS#MFRO6242667

2925 Butler Bay Dr N
Windermere, FL 34786

5

5

3

5,358 SqFt

Pool

Water Front

0.64 Acres

SOLD 07/15/14

$929,900

$999,900

MLS#MFRO5188990

2925 Butler Bay Dr N
Windermere, FL 34786

5

5

3

5,346 SqFt

Pool

Water Front

0.64 Acres

SOLD 02/20/24

$1,750,000

MLS#MFRO6171799

2833 Butler Bay Dr N
Windermere, FL 34786

5

6

3

6,051 SqFt

Pool

Water Front

0.68 Acres

SOLD 04/19/24

$1,599,000

MLS#MFRO6187782

2503 Butler Bay Dr N
Windermere, FL 34786

4

3

2

4,058 SqFt

Pool

Water Front

0.53 Acres

SOLD 09/28/17

$1,189,000

$1,299,000

MLS#MFRO5489660

2411 Butler Bay Dr N
Windermere, FL 34786

5

6

3

8,797 SqFt

Pool

Water Front

0.62 Acres

SOLD 05/08/25

$1,125,000

$1,250,000

MLS#MFRO6287160

12820 Butler Bay Ct
Windermere, FL 34786

5

4

3

4,247 SqFt

Pool

0.59 Acres

SOLD 10/19/21

$1,224,900

$1,249,000

MLS#MFRO5956819

12819 Butler Bay Ct
Windermere, FL 34786

4

4

3

5,500 SqFt

Pool

0.56 Acres

SOLD 05/29/24

$1,199,000

MLS#MFRO6190080

12807 Butler Bay Ct
Windermere, FL 34786

5

4

3

4,881 SqFt

Pool

0.53 Acres

SOLD 02/28/23

$895,000

MLS#MFRO6075594

2334 Butler Bay Dr N
Windermere, FL 34786

5

3

3

4,644 SqFt

Pool

0.53 Acres

SOLD 09/05/23

$1,625,000

$1,899,000

MLS#MFRO6075513

2229 Butler Bay Dr N
Windermere, FL 34786

5

4

3

5,036 SqFt

Pool

Water Front

0.55 Acres

SOLD 09/08/23

$1,550,000

$1,850,000

MLS#MFRG5065843

2241 Lake Crescent Ct
Windermere, FL 34786

4

4

3

4,372 SqFt

Pool

Water Front

0.74 Acres

SOLD 06/06/25

$895,000

MLS#MFRO6289294

2230 Lake Crescent Ct
Windermere, FL 34786

5

3

3

4,120 SqFt

Pool

0.51 Acres

SOLD 11/14/22

$889,900

MLS#MFRO6052062

2103 Butler Bay Dr N
Windermere, FL 34786

4

3

3

4,800 SqFt

Pool

0.51 Acres

SOLD 03/04/22

$769,900

$799,900

MLS#MFRT3325031

2128 Lake Crescent Ct
Windermere, FL 34786

4

3

3

2,935 SqFt

Pool

0.8 Acres

SOLD 05/23/25

$1,800,000

$1,900,000

MLS#MFRO6261113

2115 Lake Crescent Ct
Windermere, FL 34786

4

5

3

5,341 SqFt

Pool

Water Front

0.5 Acres

SOLD 11/15/24

$1,550,000

MLS#MFRO6243232

2103 Lake Crescent Ct
Windermere, FL 34786

4

3

3

4,351 SqFt

Pool

Water Front

0.58 Acres

SOLD 07/25/22

$860,000

MLS#MFRO6025005

2037 Lake Crescent Ct
Windermere, FL 34786

4

4

2

3,630 SqFt

Pool

0.5 Acres

SOLD 10/28/24

$939,000

$995,000

MLS#MFRO6211732

2049 Lake Crescent Ct
Windermere, FL 34786

4

3

3

3,919 SqFt

Pool

0.5 Acres

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We do not have any properties available for sale in Windermere Club.

0 Active Listings in Windermere Club