Windsong Winter Park

Windsong is a luxury community of single family homes in Winter Park, Florida, with a range of options priced between $2,650,000 and $4,100,000. There are currently a total of 2 homes for sale in Windsong. The smallest Windsong home presently available is a five bedroom five bathroom residence that is 5,385 square feet (4,487SF Under Air living space), and the largest of the Windsong homes currently on the market has five beds and five baths and is a 8,956 square foot (6,223SF 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 Windsong are $785. This fee includes 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 clubhouse, and 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.

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

Windsong real estate activity on the Winter Park MLS during the past year (as of September 2025) reflects six homes changing hands, with an average asking price of $3,110,833 and an average selling price of $2,801,667. This represents a list-to-sell price ratio of 90% and $440 per square foot. During this period, Windsong homes for sale have taken an average of 85 days to sell.

In addition, there are numerous other communities in Winter Park to choose from, or you may browse all available Winter Park 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

$8.5 Million

MLS#MFRO6312768

1112 Preserve Point Dr
Winter Park, FL 32789

5

6

3

9,159 SqFt

Pool

Water Front

1.94 Acres

111 Days

Reduced

$1,399,000

$1,699,000

MLS#MFRO6257912

1429 Chapman Cir
Winter Park, FL 32789

4

4

2

3,774 SqFt

0.14 Acres

305 Days

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

2 Active Listings in Windsong