Estates

Estates is a gated community of single family homes in Windermere, Florida, with a range of options priced between $549,000 and $1,555,000. The smallest Estates home in the community is a four bedroom three bathroom residence that is 3,965 square feet (2,634SF Under Air living space), and the largest of the Estates homes has six beds and five baths and is a 6,894 square foot (5,186SF 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 Estates range from $463 to $549. This fee includes common area maintenance, grounds maintenance, maintaining the community roads, real estate taxes for common areas, property insurance, trash removal, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Estates home.

Sports facilities include tennis courts, and pickleball courts. There is also a community park, as well as a playground.

The Estates HOA rules do allow homeowners to have pets. Dogs and cats are allowed.

There are four commercial airports that serve Estates - Orlando Executive (ORL), which is fifteen 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 eight miles away from Estates.

Estates real estate activity on the Windermere MLS during the past year (as of October 2025) reflects six homes changing hands, with an average asking price of $1,112,333 and an average selling price of $1,119,167. This represents a list-to-sell price ratio of 1% and $253 per square foot. During this period, Estates homes for sale have taken an average of 75 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 Estates are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Estates 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.

Estates Homes For Sale

SOLD 09/28/15

$610,000

$700,000

MLS#MFRO5364586

2100 Ridgewind Way
Windermere, FL 34786

6

4

3

5,080 SqFt

Pool

0.94 Acres

SOLD 06/30/22

$1,190,000

MLS#MFRO6027162

2613 Coral Stone Ct
Windermere, FL 34786

5

4

3

6,063 SqFt

Pool

1.64 Acres

SOLD 08/07/25

$1,149,000

$1,165,000

MLS#MFRO6314773

2106 Ridgewind Way
Windermere, FL 34786

4

3

3

4,184 SqFt

Pool

0.77 Acres

SOLD 05/17/13

$559,000

MLS#MFRO5148173

2106 Ridgewind Way
Windermere, FL 34786

4

3

3

4,184 SqFt

Pool

0.77 Acres

SOLD 08/23/24

$1,299,000

$1,395,000

MLS#MFRO6210000

2111 Ridgewind Way
Windermere, FL 34786

5

5

3

4,613 SqFt

Pool

0.63 Acres

SOLD 12/12/24

$1,075,000

$1,175,000

MLS#MFRO6195744

2112 Ridgewind Way
Windermere, FL 34786

4

4

3

4,401 SqFt

Pool

0.5 Acres

SOLD 05/26/22

$869,000

MLS#MFRO6016822

2112 Ridgewind Way
Windermere, FL 34786

4

4

3

4,401 SqFt

Pool

0.5 Acres

SOLD 09/26/22

$899,000

MLS#MFRO6051531

2117 Ridgewind Way
Windermere, FL 34786

4

4

3

4,363 SqFt

Pool

0.63 Acres

SOLD 05/03/24

$1,195,000

MLS#MFRO6186017

2200 Ridgewind Way
Windermere, FL 34786

4

3

3

4,458 SqFt

Pool

0.53 Acres

SOLD 08/08/24

$1,160,000

MLS#MFRO6206891

2534 Ridgewind Way
Windermere, FL 34786

5

4

3

5,386 SqFt

Pool

0.55 Acres

SOLD 07/31/13

$599,000

MLS#MFRO5162043

2534 Ridgewind Way
Windermere, FL 34786

5

4

3

4,458 SqFt

Pool

0.55 Acres

SOLD 12/20/24

$975,000

MLS#MFRO6228982

2527 Ridgewind Way
Windermere, FL 34786

5

3

3

3,965 SqFt

Pool

0.74 Acres

SOLD 05/13/24

$1,347,000

MLS#MFRO6189162

2206 Ridgewind Way
Windermere, FL 34786

5

4

3

4,947 SqFt

Pool

Water Front

0.52 Acres

SOLD 11/30/21

$899,000

MLS#MFRO5981844

2522 Ridgewind Way
Windermere, FL 34786

5

5

3

5,675 SqFt

Pool

0.51 Acres

SOLD 06/05/25

$900,000

$995,000

MLS#MFRO6294979

2218 Ridgewind Way
Windermere, FL 34786

4

3

3

4,215 SqFt

Pool

0.51 Acres

SOLD 05/28/25

$1,299,999

$1,399,999

MLS#MFRS5122522

2515 Ridgewind Way
Windermere, FL 34786

5

4

3

5,126 SqFt

Pool

0.74 Acres

SOLD 01/15/25

$1,275,000

MLS#MFRS5115599

2224 Ridgewind Way
Windermere, FL 34786

4

4

3

4,624 SqFt

Pool

0.51 Acres

SOLD 10/04/23

$1,555,000

MLS#MFRO6137121

2509 Ridgewind Way
Windermere, FL 34786

4

4

3

5,422 SqFt

Pool

0.75 Acres

SOLD 07/28/17

$695,000

MLS#MFRO5517932

2504 Ridgewind Way
Windermere, FL 34786

5

5

3

5,295 SqFt

Pool

0.51 Acres

SOLD 07/02/12

$549,000

MLS#MFRO5103338

2504 Ridgewind Way
Windermere, FL 34786

5

4

3

4,504 SqFt

Pool

0.51 Acres

SOLD 10/07/22

$950,000

MLS#MFRO6050875

2333 Ridgewind Way
Windermere, FL 34786

5

4

3

3,887 SqFt

Pool

0.5 Acres

SOLD 09/13/13

$850,000

MLS#MFRO5169525

2351 Ridgewind Way
Windermere, FL 34786

5

5

3

6,894 SqFt

Pool

0.51 Acres

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We do not have any properties available for sale in Estates.

0 Active Listings in Estates