Wintermere Pointe

Wintermere Pointe is a gated community of single family homes in Winter Garden, Florida, with a range of options priced between $275,000 and $875,000. There are currently a total of 4 homes for sale in Wintermere Pointe. The smallest Wintermere Pointe home presently available is a four bedroom two bathroom residence that is 2,463 square feet (1,843SF Under Air living space), and the largest of the Wintermere Pointe homes currently on the market has five beds and three baths and is a 4,993 square foot (4,241SF 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 Wintermere Pointe range from $80 to $1,075. This fee includes maintaining the community roads, security, real estate taxes for common areas, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Wintermere Pointe home.

Sports facilities include tennis courts, and pickleball courts.

The Wintermere Pointe 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 Wintermere Pointe - Orlando Executive (ORL), which is sixteen miles away; Kissimmee Gateway (ISM), which is eighteen miles away; Orlando International (MCO), which is eighteen miles away, and Orlando Sanford International (SFB), which is twenty eight miles away from Wintermere Pointe.

Wintermere Pointe real estate activity on the Winter Garden MLS during the past year (as of September 2025) reflects four homes changing hands, with an average asking price of $698,475 and an average selling price of $663,500. This represents a healthy list-to-sell price ratio of 95% and $165 per square foot. During this period, Wintermere Pointe homes for sale have taken an average of just 27 days to sell.

In addition, there are numerous other communities in Winter Garden to choose from, or you may browse all available Winter Garden Real Estate, including some new construction opportunities. Homes for sale in Wintermere Pointe are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Wintermere Pointe 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.

Wintermere Pointe Homes For Sale

Reduced

$720,000

$780,000

MLS#MFRO6327871

2425 Prairie View Dr
Winter Garden, FL 34787

5

3

3

4,427 SqFt

0.24 Acres

67 Days

Reduced

$620,900

$635,900

MLS#MFRO6328116

2049 Wintermere Pointe Dr
Winter Garden, FL 34787

5

3

3

4,023 SqFt

Pool

0.25 Acres

31 Days

Under Contract

$539,900

$615,000

MLS#MFRO6306455

2019 Wintermere Pointe Dr
Winter Garden, FL 34787

4

3

2

3,150 SqFt

Pool

0.3 Acres

145 Days

Reduced

$519,900

$575,000

MLS#MFRO6317921

2237 Wintermere Pointe Dr
Winter Garden, FL 34787

4

2

2

2,635 SqFt

0.36 Acres

108 Days

4 Active Listings in Wintermere Pointe