See Winter Park (Orange County) homes at this price ›
| At $775,000 you get | Winter Park (Orange County) | Winter Park (Seminole County) | Maitland |
|---|---|---|---|
| Square feet | 2,042 | 2,724 | 2,361 |
| Bedrooms | 3 | 4 | 4 |
| Year built | 1962 | 2019 | 1968 |
| Has a pool | 32.3% | 50.0% | 59.3% |
| Days on market | 13 | 14 | 18 |
What the table actually means
Space and age are not a trade here. Winter Park (Seminole County) gives you the most house at this number, about 2,724 square feet, and the newest, a median build year of 2019. At $775,000 you do not have to pick one.
The pool number surprises people. 59.3% of sales in this range in Maitland had a private pool, against 32.3% in Winter Park (Orange County). 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:
Winter Park (Orange County)
single family homes ›condos ›townhomes ›
Winter Park (Seminole County)
single family homes ›
Maitland
single family homes ›condos ›
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 October 9, 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 October 9, 2026.