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Orange County › Winter Garden › Courtlea Oaks
Courtlea Oaks, Winter Garden
Courtlea Oaks is a neighborhood in Winter Garden, in the 34787 zip code, built mostly in the 2000s. Homes are block and wood frame. Most homes fall between about 2,400 and 4,400 square feet under air, the median lot is roughly a third of an acre, and a two car garage is standard.
Homes here carry an HOA, billed semi-annually, typically around $500. Confirm the figure on a specific parcel before relying on it.
What the homes are
- Built Mostly built in the 2000s, with homes from 1995 to 2003.
- Construction Block and wood frame. Shingle roofs are near universal.
- Style Traditional, Contemporary, Victorian. Predominantly two story.
- Size Most homes fall between about 2,400 and 4,400 square feet under air.
- Bedrooms Four bedrooms is the most common plan, then three.
- Garage A two car garage is standard.
- Lot The median lot is roughly a third of an acre.
- HOA Billed semi-annually, typically around $500. Confirm on a specific parcel before relying on it.
Where Courtlea Oaks is
Drive times below are measured on the road network from the center of Courtlea Oaks, 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 | 25 min | 17.1 |
| Walt Disney World | 29 min | 24.1 |
| Orlando International Airport | 30 min | 25.5 |
| Universal Orlando | 24 min | 16.1 |
Public schools nearby
- Dillard Street Elementary School 2 min, 0.5 mi
- St Lillie V High School 5 min, 1.3 mi
- SLV High School 4 min, 0.9 mi
- Maxey Elementary School 6 min, 1.7 mi
Private schools nearby
- Foundation Academy, Plant Street Campus 3 min, 0.7 mi
Parks and recreation
- Maple Street Park 4 min, 1.0 mi
- Newton Park 4 min, 0.8 mi
- Dr. Bradford Memorial Park 4 min, 0.9 mi
- The Chapin Station Ravine Park 5 min, 1.5 mi
Groceries and errands
- A&E Grocery Store 5 min, 1.4 mi
- D J Discount Market 4 min, 0.7 mi
- Tn Food & Grocery 4 min, 0.7 mi
- Tea Bar 4 min, 0.8 mi
Nearest is not the same as zoned. The schools above are the closest ones to Courtlea Oaks 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 20 September 2026. Businesses open and close; if something here has changed, tell me and I will correct it.
This page tracks what homes in Courtlea Oaks actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 5 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 September 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 Courtlea Oaks
Sale prices ran from $675,000 to $1,163,900, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.
By size
| Home size | Sales | Median price | Median $/sq ft | Median days |
|---|---|---|---|---|
| 3,000 sq ft and up | 3 | $1,160,000 | $319 | 59 days |
Larger homes usually show a lower price per square foot. That is normal and it is why a price per foot taken from the whole neighborhood should never be applied straight to one house.
Homes priced right sold far faster
Median days to go under contract. Shorter is better.
Sellers who priced correctly and held their number went under contract in a median 28 days. Sellers who had to reduce took 59 days and still closed at 96.7% of their already reduced price, after a typical cut of $110,000. Opening high costs time and money, in that order.
Seller concessions
A seller credit covers part of the buyer's closing costs and comes off the seller's proceeds, so the headline sale price overstates what the seller kept. Budget for it if you are selling, and ask for it if you are buying.
How buyers paid
Cash was 40% of purchases. A high cash share means a seller has buyers who do not depend on an appraisal, and a buyer using a loan is competing against offers that can close faster.
Questions about a specific home in Courtlea Oaks, 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 Courtlea Oaks in Winter Garden, Orange County, covering closed sales from 25 September 2025 through 20 September 2026, refreshed monthly and current as of September 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.