Windsong Kissimmee

Windsong is a community of single family homes in Kissimmee, Florida, with a range of options priced between $225,500 and $305,000. There are currently a total of 2 homes for sale in Windsong. The smallest Windsong home presently available is a three bedroom two bathroom residence that is 1,467 square feet (1,173SF Under Air living space), and the largest of the Windsong homes currently on the market has three beds and two baths and is a 2,319 square foot (1,410SF Under Air) residence.

Property management fees in Osceola County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in Windsong are $180. Please check the individual listing pages for the exact homeowners association fees for a particular Windsong home.

The Windsong HOA rules do allow homeowners to have pets. Dogs and cats are allowed.

There are four commercial airports that serve Windsong - Kissimmee Gateway (ISM), which is three miles away; Orlando International (MCO), which is nine miles away; Orlando Executive (ORL), which is sixteen miles away, and Orlando Sanford International (SFB), which is 33 miles away from Windsong.

Windsong real estate activity on the Kissimmee MLS during the past year (as of December 2025) reflects two homes changing hands, with an average asking price of $290,000 and an average selling price of $290,000. This represents a healthy list-to-sell price ratio of 100% and $164 per square foot. During this period, Windsong homes for sale have taken an average of 32 days to sell.

In addition, there are numerous other communities in Kissimmee to choose from, or you may browse all available Kissimmee 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 Central Florida real estate needs.

Windsong Homes For Sale

$300,000

MLS#MFRS5136093

2195 Wind Jammer Ct
Kissimmee, FL 34744

3

2

1

1,467 SqFt

0.36 Acres

56 Days

$225,500

MLS#MFRO6363276

1240 Windway Cir
Kissimmee, FL 34744

3

2

1

1,533 SqFt

Pool

0.26 Acres

10 Days

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

2 Active Listings in Windsong