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Orange County › Rio Pinar › Chickasaw Trail Estates
Chickasaw Trail Estates, Rio Pinar
Chickasaw Trail Estates is a neighborhood in east Orlando, in the 32822 zip code, built mostly in the 2000s. Homes are block and stucco. Most homes fall between about 4,000 and 8,600 square feet under air, and the median lot is about 1.56 acres.
Most of Chickasaw Trail Estates carries no mandatory HOA.
What the homes are
- Built Mostly built in the 2000s, with homes from 2003 to 2010.
- Construction Block and stucco. Tile roofs on 69% of homes.
- Style Mediterranean, Contemporary, Custom. Predominantly two story.
- Size Most homes fall between about 4,000 and 8,600 square feet under air.
- Bedrooms Five and six bedrooms are the most common plans, then four.
- Lot The median lot is about 1.56 acres.
- HOA Most of the neighborhood carries no mandatory HOA. Confirm on a specific parcel before relying on it.
Where Chickasaw Trail Estates is
Drive times below are measured on the road network from the center of Chickasaw Trail Estates, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.
| Driving to | Time | Miles |
|---|---|---|
| Downtown Orlando | 17 min | 8.8 |
| Walt Disney World | 33 min | 28.6 |
| Orlando International Airport | 17 min | 12.5 |
| Universal Orlando | 26 min | 16.7 |
Public schools nearby
- Deerwood Elementary School 6 min, 1.5 mi
- Pinar Elementary School 7 min, 2.3 mi
- Voting Location, Chickasaw Elementary School 10 min, 3.2 mi
- Little River Elementary School 8 min, 2.7 mi
Private schools nearby
- New Beginnings Academy 4 min, 1.0 mi
- Faith Christian Academy 6 min, 1.8 mi
- Academy of Kings Preparatory School 6 min, 1.8 mi
- Eastland Christian School 7 min, 2.9 mi
Parks and recreation
- Capehart Park 9 min, 2.9 mi
- South Econ Community Park 6 min, 2.6 mi
- Engelwood Park 10 min, 3.3 mi
- Yucatan Dog Park 9 min, 3.1 mi
Groceries and errands
- Key Food Supermarket 3 min, 0.7 mi
- Walmart Neighborhood Market 6 min, 1.8 mi
- Publix Super Market at Rio Pinar Plaza 5 min, 1.7 mi
- Fancy Fruit & Produce 6 min, 2.2 mi
Nearest is not the same as zoned. The schools above are the closest ones to Chickasaw Trail Estates by distance. School attendance zones are set by the district, change from year to year, and can differ street to street inside one neighborhood. Confirm the assignment for a specific address with Orange County Public Schools before it matters to a decision.
Places and drive times from Google, checked 8 November 2026. Businesses open and close; if something here has changed, tell me and I will correct it.
This page tracks what homes in Chickasaw Trail Estates actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 0 verified closed sales in the Stellar MLS feed, not from public estimates. Every figure is a net-of-concessions number, which is explained at the bottom. Updated November 2026.
Read this one loosely. Fewer than eight homes closed here in the last year, so every median on this page rests on a small sample and can swing on a single sale.
What homes sold for in Chickasaw Trail Estates
Questions about a specific home in Chickasaw Trail Estates, or want to know what yours would sell for?
Call or text Brenden Rendo at 407-616-9019 or send a message.
About this data. Source is the Stellar MLS feed for Chickasaw Trail Estates in Rio Pinar, Orange County, covering closed sales from 13 November 2025 through 8 November 2026, refreshed monthly and current as of November 2026. Prices are net of seller concessions, so they reflect what the seller actually received rather than the headline number. Data believed accurate but not guaranteed; listings and closings change daily.