See Windermere homes at this price ›
| At $1,000,000 you get | Windermere | Winter Park |
|---|---|---|
| Square feet | 3,194 | 2,388 |
| Bedrooms | 4 | 4 |
| Year built | 2004 | 1984 |
| Has a pool | 63.6% | 33.3% |
| Days on market | 38 | 42 |
What the table actually means
Space and age are not a trade here. Windermere gives you the most house at this number, about 3,194 square feet, and the newest, a median build year of 2004. At $1,000,000 you do not have to pick one.
The pool number surprises people. 63.6% of sales in this range in Windermere had a private pool, against 33.3% in Winter Park. If a pool matters, that single line should probably decide where you look.
Before you use these numbers
Medians describe a market, not a house. A specific street, a specific school zone, or a lot backing a preserve can move a price well outside these figures. Use this to pick where to look, then get a real read on the individual home.
See what is actually for sale right now
The numbers above are closed sales. These are the homes on the market today in that same price range:
Windermere
single family homes ›
Winter Park
single family homes ›condos ›townhomes ›
Questions about a specific address, or want the same cut run on a different budget or a different set of towns? Call or text Brenden Rendo at 407-616-9019.
Source. Stellar MLS closed sales, the 12 months ending August 26, 2026, single family homes only, filtered to listings cleared for public display. Condos, townhomes and manufactured homes are excluded because they pull a city median well below what a house costs. Data believed accurate but not guaranteed. Refreshed quarterly, current as of August 26, 2026.