Courtlea Oaks

Courtlea Oaks is a community of single family homes in Winter Garden, Florida, with a range of options priced between $675,000 and $1,299,000. There are currently a total of 3 homes for sale in Courtlea Oaks. The smallest Courtlea Oaks home presently available is a three bedroom two bathroom residence that is 3,414 square feet (2,238SF Under Air living space), and the largest of the Courtlea Oaks homes currently on the market has five beds and three baths and is a 5,067 square foot (3,764SF 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 Courtlea Oaks range from $500 to $600. Please check the individual listing pages for the exact homeowners association fees for a particular Courtlea Oaks home.

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

Courtlea Oaks 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 $936,750 and an average selling price of $882,750. This represents a healthy list-to-sell price ratio of 94% and $217 per square foot. During this period, Courtlea Oaks homes for sale have taken an average of 58 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 Courtlea Oaks are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Courtlea Oaks 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.

Courtlea Oaks Homes For Sale

$1,075,000

MLS#MFRO6343687

436 Valley View Dr
Winter Garden, FL 34787

3

4

3

4,282 SqFt

0.33 Acres

16 Days

Under Contract

$950,000

MLS#MFRO6323876

403 Courtlea Creek Dr
Winter Garden, FL 34787

5

3

2

4,376 SqFt

Pool

0.33 Acres

89 Days

Under Contract

$675,000

MLS#MFRG5102443

418 Courtlea Oaks Blvd
Winter Garden, FL 34787

4

3

2

3,414 SqFt

0.33 Acres

5 Days

3 Active Listings in Courtlea Oaks