Windsong Leesburg

Windsong is a gated community of single family homes in Leesburg, Florida, with a range of options priced between $289,033 and $399,900. There are currently a total of 2 homes for sale in Windsong. The smallest Windsong home presently available is a four bedroom two bathroom residence that is 1,955 square feet (1,444SF Under Air living space), and the largest of the Windsong homes currently on the market has four beds and two baths and is a 3,055 square foot (2,600SF Under Air) residence.

Property management fees in Lake County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in Windsong range from $89 to $235. This fee includes maintaining the community roads, the community pool, real estate taxes for common areas, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Windsong home.

Windsong amenities include a swimming pool. There is also a community park, as well as a playground.

The Windsong 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 Windsong - Orlando Executive (ORL), which is 34 miles away; Orlando Sanford International (SFB), which is 38 miles away; Orlando International (MCO), which is 39 miles away, and Kissimmee Gateway (ISM), which is 40 miles away from Windsong.

Windsong real estate activity on the Leesburg MLS during the past year (as of October 2025) reflects eleven homes changing hands, with an average asking price of $336,718 and an average selling price of $332,855. This represents a healthy list-to-sell price ratio of 99% and $123 per square foot. During this period, Windsong homes for sale have taken an average of 73 days to sell.

In addition, there are numerous other communities in Leesburg to choose from, or you may browse all available Leesburg Real Estate, including some new construction opportunities. Homes for sale in Windsong are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Windsong hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Florida real estate needs.

Windsong Homes For Sale

Reduced

$399,900

$440,000

MLS#MFRS5127518

5712 Bristleleaf Ct
Leesburg, FL 34748

4

3

2

3,055 SqFt

0.14 Acres

131 Days

Under Contract

$339,400

$349,900

MLS#MFRO6309539

5515 Windsong Oak Dr
Leesburg, FL 34748

4

2

2

2,325 SqFt

0.29 Acres

138 Days

You may also be interested in Windsong in Fort Myers, Windsong in Kissimmee, Windsong in Winter Park, Windsong in Winter Park or Windsong in Bonita Springs.

2 Active Listings in Windsong