Island Pointe Winter Garden

Island Pointe is a community of single family homes in Winter Garden, Florida, with a range of options priced between $180,000 and $649,000. There are currently a total of 3 homes for sale on Island Pointe. The smallest Island Pointe home presently available is a three bedroom two bathroom residence that is 2,125 square feet (1,793SF Under Air living space), and the largest of the Island Pointe homes currently on the market has four beds and three baths and is a 4,167 square foot (2,681SF 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 Island Pointe range from $41 to $266. This fee includes real estate taxes for common areas. Please check the individual listing pages for the exact homeowners association fees for a particular Island Pointe home.

The Island 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 Island Pointe - Orlando Executive (ORL), which is fifteen miles away; Orlando International (MCO), which is nineteen miles away; Kissimmee Gateway (ISM), which is twenty two miles away, and Orlando Sanford International (SFB), which is twenty five miles away from Island Pointe.

Island Pointe real estate activity on the Winter Garden MLS during the past year (as of May 2026) reflects four homes changing hands, with an average asking price of $509,750 and an average selling price of $446,000. This represents a list-to-sell price ratio of 87% and $151 per square foot. During this period, Island Pointe homes for sale have taken an average of 69 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 Island Pointe are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Island 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.

Island Pointe Homes For Sale

Reduced

$629,000

$697,000

MLS#MFRA4674195

1005 Chase Dr
Winter Garden, FL 34787

4

3

2

2,971 SqFt

0.24 Acres

155 Days

Under Contract

$625,000

MLS#MFRO6386607

1075 Chase Dr
Winter Garden, FL 34787

4

2

2

2,125 SqFt

0.26 Acres

68 Days

Under Contract

$465,000

MLS#MFRO6396474

1035 Chase Dr
Winter Garden, FL 34787

3

2

2

2,744 SqFt

0.23 Acres

29 Days

You may also be interested in Island Pointe in Bay Harbor Islands or Island Pointe in Merritt Island.

3 Active Listings in Island Pointe