Chikasaw Trails

Chikasaw Trails is a community of single family homes, and townhomes in Orlando, Florida, with a range of options priced between $400,000 and $509,000. There are currently a total of 5 homes for sale in Chikasaw Trails. The smallest Chikasaw Trails home presently available is a four bedroom two bathroom residence that is 2,014 square feet, and the largest of the Chikasaw Trails homes currently on the market has four beds and three baths and is a 3,002 square foot (2,558SF 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 Chikasaw Trails range from $388 to $482. This fee includes. Please check the individual listing pages for the exact homeowners association fees for a particular Chikasaw Trails home.

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

There are four commercial airports that serve Chikasaw Trails - Orlando Executive (ORL), which is five miles away; Orlando International (MCO), which is five miles away; Kissimmee Gateway (ISM), which is eighteen miles away, and Orlando Sanford International (SFB), which is nineteen miles away from Chikasaw Trails.

Chikasaw Trails real estate activity on the Orlando MLS during the past year (as of September 2025) reflects eleven homes changing hands, with an average asking price of $454,609 and an average selling price of $451,182. This represents a healthy list-to-sell price ratio of 99% and $175 per square foot. During this period, Chikasaw Trails homes for sale have taken an average of just 16 days to sell.

In addition, there are numerous other communities in Orlando to choose from, or you may browse all available Orlando Real Estate, including some new construction opportunities. Homes for sale in Chikasaw Trails are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Chikasaw Trails 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.

Chikasaw Trails Homes For Sale

$469,900

MLS#MFRO6343145

4021 Eagle Feather Dr
Orlando, FL 32829

4

2

2

2,479 SqFt

0.28 Acres

5 Days

Under Contract

$459,900

$475,000

MLS#MFRO6319291

3708 Beaver Ridge Dr
Orlando, FL 32829

4

2

2

3,002 SqFt

0.19 Acres

90 Days

Under Contract

$439,900

$459,900

MLS#MFRO6322628

8647 Black Mesa Dr
Orlando, FL 32829

4

2

2

2,505 SqFt

Pool

0.28 Acres

78 Days

Reduced

$435,000

$465,000

MLS#MFRO6250744

8647 Otter Creek Ct
Orlando, FL 32829

4

3

2

2,912 SqFt

0.22 Acres

324 Days

$400,000

MLS#MFRO6341481

3826 Peace Pipe Dr
Orlando, FL 32829

4

2

2

2,095 SqFt

0.19 Acres

10 Days

5 Active Listings in Chikasaw Trails