Windermere Isle

Windermere Isle is a community of single family homes, and townhomes in Windermere, Florida, with a range of options priced between $455,000 and $1,220,000. There are currently a total of 8 homes for sale in Windermere Isle. The smallest Windermere Isle home presently available is a four bedroom three bathroom residence that is 2,351 square feet (1,686SF Under Air living space), and the largest of the Windermere Isle homes currently on the market has six beds and four baths and is a 5,568 square foot (4,625SF 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 Isle range from $268 to $803 and $239 for a townhome. This fee includes grounds maintenance, building maintenance, the community pool, real estate taxes for common areas, property insurance, Cable TV & internet, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Windermere Isle home.

The Windermere Isle HOA rules do allow homeowners to have pets although there are certain breed restrictions. There is a limit of how many pets you may have. Dogs and cats are allowed.

There are four commercial airports that serve Windermere Isle - Kissimmee Gateway (ISM), which is fourteen miles away; Orlando Executive (ORL), which is seventeen miles away; Orlando International (MCO), which is seventeen miles away, and Orlando Sanford International (SFB), which is 32 miles away from Windermere Isle.

Windermere Isle real estate activity on the Windermere MLS during the past year (as of September 2025) reflects eleven homes changing hands, with an average asking price of $820,618 and an average selling price of $787,695. This represents a healthy list-to-sell price ratio of 96% and $201 per square foot. During this period, Windermere Isle homes for sale have taken an average of 86 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 Isle are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Windermere Isle 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 Isle Homes For Sale

$1,220,000

MLS#MFRO6332473

8349 Vivaro Isle Way
Windermere, FL 34786

6

4

2

5,161 SqFt

Pool

0.17 Acres

60 Days

Under Contract

$1,200,000

MLS#MFRO6343037

8379 Vivaro Isle Way
Windermere, FL 34786

5

5

2

5,568 SqFt

Pool

Water Front

0.17 Acres

5 Days

Under Contract

$1,150,000

$1,175,000

MLS#MFRO6336509

8420 Vivaro Isle Way
Windermere, FL 34786

5

5

2

5,568 SqFt

Pool

0.17 Acres

43 Days

Reduced

$1,120,000

$1,123,000

MLS#MFRO6322534

13525 Gorgona Isle Dr
Windermere, FL 34786

5

5

2

4,964 SqFt

0.19 Acres

82 Days

Reduced

$1,050,000

$1,100,000

MLS#MFRO6326251

13542 Gorgona Isle Dr
Windermere, FL 34786

4

3

2

2,901 SqFt

Pool

0.14 Acres

81 Days

$850,000

MLS#MFRO6332989

8337 Vivaro Isle Way
Windermere, FL 34786

5

4

2

4,503 SqFt

0.16 Acres

6 Days

$480,000

MLS#MFRO6330691

13333 Gorgona Isle Dr
Windermere, FL 34786

3

3

2

2,395 SqFt

0.08 Acres

55 Days

Under Contract

$455,000

$460,000

MLS#MFRO6328268

8942 Matriarca Aly
Windermere, FL 34786

3

3

2

2,351 SqFt

0.08 Acres

54 Days

8 Active Listings in Windermere Isle