Summerport

Summerport is a community of single family homes, and townhomes in Windermere, Florida, with a range of options priced between $399,990 and $1,180,000. There are currently a total of 12 homes for sale in Summerport. The smallest Summerport home presently available is a three bedroom two bathroom residence that is 2,012 square feet (1,461SF Under Air living space), and the largest of the Summerport homes currently on the market has five beds and four baths and is a 4,892 square foot (3,849SF 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 Summerport range from $341 to $392 and $182 to $318 for a townhome. This fee includes grounds maintenance, building maintenance, the community pool, real estate taxes for common areas, property insurance, trash removal, sewer, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Summerport home.

Summerport amenities include a clubhouse, swimming pool, and a state-of-the-art fitness center. Sports facilities include tennis courts, pickleball courts, and basketball court. There is also a community park, a playground, a dog park, as well as walking or jogging trails.

The Summerport 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, and there is a restriction on pet size. Dogs and cats are allowed.

There are four commercial airports that serve Summerport - Orlando Executive (ORL), which is sixteen miles away; Kissimmee Gateway (ISM), which is seventeen miles away; Orlando International (MCO), which is eighteen miles away, and Orlando Sanford International (SFB), which is twenty nine miles away from Summerport.

Summerport real estate activity on the Windermere MLS during the past year (as of September 2025) reflects thirty homes changing hands, with an average asking price of $603,573 and an average selling price of $595,600. This represents a healthy list-to-sell price ratio of 99% and $194 per square foot. During this period, Summerport homes for sale have taken an average of 43 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 Summerport are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Summerport 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.

Summerport Homes For Sale

Under Contract

$1,180,000

$1,280,000

MLS#MFRO6321591

5552 Remsen Cay Ln
Windermere, FL 34786

4

4

2

4,801 SqFt

Pool

Water Front

1.02 Acres

97 Days

$960,000

MLS#MFRO6346342

4926 Indian Deer Rd
Windermere, FL 34786

5

5

2

4,892 SqFt

Water Front

0.55 Acres

8 Days

Under Contract

$849,999

MLS#MFRO6341070

4509 Indian Deer Rd
Windermere, FL 34786

4

3

2

3,576 SqFt

Pool

Water Front

0.28 Acres

27 Days

$689,000

MLS#MFRO6343304

4837 Indian Deer Rd
Windermere, FL 34786

4

3

3

2,644 SqFt

0.25 Acres

19 Days

$635,000

MLS#MFRO6336925

5624 Remsen Cay Ln
Windermere, FL 34786

4

3

2

3,254 SqFt

Pool

0.16 Acres

39 Days

$599,000

MLS#MFRO6317392

13850 Amelia Pond Dr
Windermere, FL 34786

4

3

2

2,987 SqFt

Water Front

0.16 Acres

111 Days

Under Contract

$550,000

MLS#MFRO6335442

5238 Beach River Rd
Windermere, FL 34786

4

3

2

3,093 SqFt

0.15 Acres

47 Days

Reduced

$530,000

$565,000

MLS#MFRO6327436

13950 Bluebird Pond Rd
Windermere, FL 34786

3

2

2

2,825 SqFt

Water Front

0.16 Acres

56 Days

Reduced

$418,000

$425,000

MLS#MFRO6325344

14466 Bridgewater Crossings Blvd
Windermere, FL 34786

4

3

2

2,252 SqFt

0.07 Acres

83 Days

$415,000

MLS#MFRO6327707

14155 Ancilla Blvd
Windermere, FL 34786

3

3

2

2,160 SqFt

0.08 Acres

76 Days

Under Contract

$414,999

$435,000

MLS#MFRO6340441

13808 Ancilla Blvd
Windermere, FL 34786

3

3

2

2,012 SqFt

0.07 Acres

27 Days

Reduced

$399,990

$429,999

MLS#MFRO6317036

5235 Keenes Pheasant Dr
Windermere, FL 34786

3

3

2

2,024 SqFt

0.07 Acres

102 Days

12 Active Listings in Summerport