Chelsea Square

Chelsea Square is a community of townhouses in Kissimmee, Florida, with a range of options priced between $210,000 and $225,000. There are currently a total of 2 townhouses for sale in Chelsea Square. The smallest Chelsea Square townhouse presently available is a two bedroom one bathroom residence that is 864 square feet, and the largest of the Chelsea Square townhouses currently on the market has two beds and two baths and is a 1,163 square foot (992SF Under Air) residence.

Property management fees in Osceola County vary depending on the community and sometimes vary between townhouses in the community. The current HOA fees for townhomes in Chelsea Square range from $95 to $100. This fee includes common area maintenance, grounds maintenance, building maintenance, the community pool, real estate taxes for common areas, property insurance, trash removal, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Chelsea Square townhouse.

Chelsea Square amenities include a swimming pool.

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

There are four commercial airports that serve Chelsea Square - Kissimmee Gateway (ISM), which is one miles away; Orlando International (MCO), which is eleven miles away; Orlando Executive (ORL), which is seventeen miles away, and Orlando Sanford International (SFB), which is 34 miles away from Chelsea Square.

Chelsea Square real estate activity on the Kissimmee MLS during the past year (as of October 2025) reflects four townhouses changing hands, with an average asking price of $204,998 and an average selling price of $184,500. This represents a list-to-sell price ratio of 90% and $185 per square foot. During this period, Chelsea Square townhouses for sale have taken an average of just 27 days to sell.

In addition, there are numerous other communities in Kissimmee to choose from, or you may browse all available Townhouses for sale in Kissimmee. Townhouses for sale in Chelsea Square are selling quickly. Set up a new listing alert, and we will notify you immediately when a new townhouse in Chelsea Square 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.

Chelsea Square Townhouses For Sale

Reduced

$220,000

$230,000

MLS#MFRS5118815

3209 Windover Ave
Kissimmee, FL 34741

2

2

1,163 SqFt

0.02 Acres

276 Days

$210,000

MLS#MFRS5135616

3009 Wickham Ave
Kissimmee, FL 34741

2

2

864 SqFt

0.03 Acres

21 Days

2 Active Listings in Chelsea Square