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Orange County › Windermere › Estates at Windermere
Estates at Windermere, Windermere
Estates at Windermere is a neighborhood in west Windermere, in the 34786 zip code, built mostly in the 1990s. Homes are stucco and block. Most homes fall between about 2,800 and 4,400 square feet under air, the median lot is about 0.63 acres, and a three car garage is standard.
Homes here carry an HOA, billed quarterly, typically around $464. Confirm the figure on a specific parcel before relying on it.
What the homes are
- Built Mostly built in the 1990s, with homes from 1995 to 2002.
- Construction Stucco and block. Shingle roofs are near universal.
- Style Traditional, Contemporary, Florida. Predominantly two story.
- Size Most homes fall between about 2,800 and 4,400 square feet under air.
- Bedrooms Five bedrooms is the most common plan, then four.
- Garage A three car garage is standard.
- Lot The median lot is about 0.63 acres.
- HOA Billed quarterly, typically around $464. Confirm on a specific parcel before relying on it.
Where Estates at Windermere is
Drive times below are measured on the road network from the center of Estates at Windermere, 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 | 27 min | 18.6 |
| Walt Disney World | 23 min | 11.7 |
| Orlando International Airport | 32 min | 27.0 |
| Universal Orlando | 23 min | 9.3 |
Public schools nearby
- Lake Whitney Elementary School 6 min, 2.4 mi
- Windermere Elementary School 7 min, 2.4 mi
- Windermere High School 10 min, 3.2 mi
- Keene’s Crossing Elementary School 9 min, 3.1 mi
Private schools nearby
- Winter Garden Christian Academy 9 min, 4.2 mi
- Windermere Preparatory School 9 min, 3.9 mi
- ESTEEM Academy 8 min, 3.7 mi
Parks and recreation
- George Bailey Park 7 min, 2.9 mi
- North Edge Park 10 min, 4.1 mi
- Palmer Park 9 min, 3.5 mi
- Summerport Park 9 min, 3.4 mi
Groceries and errands
- Armazém X Winter Garden 6 min, 2.2 mi
- Target Grocery 9 min, 3.2 mi
- ALDI 9 min, 3.3 mi
- Jasper Market 8 min, 3.4 mi
Nearest is not the same as zoned. The schools above are the closest ones to Estates at Windermere 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 Estates at Windermere actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 2 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 Estates at Windermere
Sale prices ran from $1,220,000 to $1,390,000.
Price cuts and time to contract
Median days to go under contract. Shorter is better.
Sellers who held their number went under contract in a median 30 days. Sellers who had to reduce took 25 days and still closed at 95.8% of their already reduced price, after a typical cut of $50,000.
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 50% 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 Estates at Windermere, 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 Estates at Windermere in Windermere, Orange County, covering closed sales from 7 November 2025 through 2 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.