Windermere Downs

Windermere Downs is a luxury community of single family homes in Windermere, Florida, with a range of options priced between $700,000 and $4,179,000. The smallest Windermere Downs home in the community is a five bedroom four bathroom residence that is 2,821 square feet (2,042SF Under Air living space), and the largest of the Windermere Downs homes has five beds and four baths and is a 9,846 square foot (6,119SF 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 Downs are $998. This fee includes grounds maintenance, real estate taxes for common areas, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Windermere Downs home.

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

The Windermere Downs 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 Downs - Orlando Executive (ORL), which is twelve miles away; Orlando International (MCO), which is fifteen miles away; Kissimmee Gateway (ISM), which is seventeen miles away, and Orlando Sanford International (SFB), which is twenty five miles away from Windermere Downs.

Windermere Downs real estate activity on the Windermere MLS during the past year (as of May 2026) reflects twelve homes changing hands, with an average asking price of $1,072,242 and an average selling price of $1,020,750. This represents a healthy list-to-sell price ratio of 95% and $235 per square foot. During this period, Windermere Downs homes for sale have taken an average of 34 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 Downs are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Windermere Downs 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 Downs Homes For Sale

SOLD 06/26/25

$849,900

MLS#MFRO6299372

2532 Waterview Pl
Windermere, FL 34786

4

3

3

3,498 SqFt

Pool

0.43 Acres

SOLD 06/09/15

$649,000

MLS#MFRO5355472

2540 Meadowview Cir
Windermere, FL 34786

5

3

2

4,831 SqFt

Pool

0.46 Acres

SOLD 04/12/24

$1,350,000

MLS#MFRO6174714

2533 Waterview Pl
Windermere, FL 34786

4

5

2

3,615 SqFt

Pool

0.52 Acres

SOLD 11/22/24

$1,190,000

$1,285,000

MLS#MFRO6213703

2557 Meadowview Cir
Windermere, FL 34786

7

5

3

5,724 SqFt

0.34 Acres

SOLD 02/26/18

$537,000

$557,000

MLS#MFRO5525066

2557 Meadowview Cir
Windermere, FL 34786

4

3

2

5,032 SqFt

0.34 Acres

SOLD 01/31/14

$1,395,000

MLS#MFRO5185462

9722 Wild Oak Dr
Windermere, FL 34786

3

2

2

5,217 SqFt

Pool

Water Front

4.25 Acres

SOLD 02/16/24

$769,000

MLS#MFRO6168509

2520 Meadowview Cir
Windermere, FL 34786

4

2

2

3,494 SqFt

Pool

0.29 Acres

SOLD 05/31/13

$325,000

MLS#MFRO5132051

2520 Meadowview Cir
Windermere, FL 34786

4

2

2

3,494 SqFt

Pool

0.29 Acres

SOLD 05/18/16

$415,000

MLS#MFRO5425697

2517 Waterview Pl
Windermere, FL 34786

4

3

2

3,369 SqFt

Pool

0.33 Acres

SOLD 12/02/24

$1,479,000

$1,500,000

MLS#MFRO6235662

2551 Meadowview Cir
Windermere, FL 34786

5

5

5

6,072 SqFt

Pool

0.45 Acres

SOLD 03/22/12

$210,000

MLS#MFRO5081659

2510 Meadowview Cir
Windermere, FL 34786

3

2

2

2,530 SqFt

0.31 Acres

SOLD 03/15/12

$350,000

MLS#MFRO5084360

2545 Meadowview Cir
Windermere, FL 34786

4

4

2

3,787 SqFt

Pool

0.33 Acres

SOLD 08/30/22

$959,900

MLS#MFRO6035072

9715 Wild Oak Dr
Windermere, FL 34786

4

3

2

4,516 SqFt

Pool

0.38 Acres

SOLD 09/18/24

$4,179,000

$4,250,000

MLS#MFRO6194849

9720 Nearwater Pl
Windermere, FL 34786

4

6

4

9,846 SqFt

Pool

Water Front

2.54 Acres

SOLD 01/16/14

$509,000

$549,000

MLS#MFRO5192771

9674 Woodmont Pl
Windermere, FL 34786

4

3

2

3,970 SqFt

Pool

0.42 Acres

SOLD 03/10/17

$559,577

$564,577

MLS#MFRS4837582

9674 Woodmont Pl
Windermere, FL 34786

4

3

2

3,970 SqFt

Pool

0.42 Acres

SOLD 09/18/15

$440,000

MLS#MFRO5382564

9765 Wild Oak Dr
Windermere, FL 34786

4

4

2

3,932 SqFt

Pool

Water Front

0.44 Acres

SOLD 01/06/17

$465,000

MLS#MFRO5478451

9606 Hollyglen Pl
Windermere, FL 34786

4

3

3

3,888 SqFt

Pool

0.47 Acres

SOLD 10/22/12

$2,750,000

MLS#MFRO5006509

9702 Wild Oak Dr
Windermere, FL 34786

6

9

5

12,747 SqFt

Pool

Water Front

2.22 Acres

SOLD 12/16/21

$825,000

MLS#MFRO5990351

9626 Hollyglen Pl
Windermere, FL 34786

4

3

2

2,979 SqFt

Pool

0.46 Acres

SOLD 06/12/15

$580,000

MLS#MFRO5361530

9701 Wild Oak Dr
Windermere, FL 34786

3

3

2

4,215 SqFt

0.34 Acres

SOLD 01/30/15

$349,000

$439,000

MLS#MFRO5209761

9675 Woodmont Pl
Windermere, FL 34786

4

3

2

4,482 SqFt

0.44 Acres

SOLD 04/30/25

$799,000

$824,900

MLS#MFRG5091878

9605 Hollyglen Pl
Windermere, FL 34786

3

2

2

3,708 SqFt

Pool

0.34 Acres

SOLD 11/07/13

$577,500

MLS#MFRO5184125

9652 Woodmont Pl
Windermere, FL 34786

4

4

2

4,602 SqFt

Pool

0.44 Acres

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

0 Active Listings in Windermere Downs