Winter Park, FL housing market
The typical Winter Park home is worth about $465,000, up 1.6% in a year, 24% above the Florida typical home. Homes typically sell in 21 days, below asking.
Home values, sales, trends and how Winter Park compares with the towns next door — updated as new data is published.
Winter Park at a glance
A seller's market
Supply is tight — about 3.9 months of homes for sale at the current pace. Buyers should expect competition on well-priced homes.
Typical home value, 2016–2026
Show as a table
| January | Winter Park | Florida |
|---|---|---|
| 2017 | $250,000 | $209,000 |
| 2018 | $274,000 | $226,000 |
| 2019 | $297,000 | $242,000 |
| 2020 | $312,000 | $253,000 |
| 2021 | $337,000 | $276,000 |
| 2022 | $394,000 | $340,000 |
| 2023 | $447,000 | $392,000 |
| 2024 | $471,000 | $402,000 |
| 2025 | $476,000 | $397,000 |
| 2026 | $462,000 | $377,000 |
| August 2026 | $465,000 | $376,000 |
Winter Park and its neighbors
| Town | Typical value | 1-yr change | Days on market | Median income |
|---|---|---|---|---|
| Winter Park | $465K | +1.6% | 21 | $105,724 |
| Fairview Shores | — | — | 63 | $62,414 |
| Maitland | $478K | +2% | 50 | $97,150 |
| Orlando | $371K | −1.4% | 46 | $72,336 |
| Eatonville | $253K | +0.6% | — | $32,768 |
4.4 years of income
The typical Winter Park home costs about 4.4 years of the town's median household income, less than across Florida (5 years).
How Winter Park ranks on affordability →
Home value ÷ ACS median household income.
Owners, rent & taxes
U.S. Census Bureau, ACS 2020-2024.
Home values: Zillow Home Value Index (ZHVI), Zillow Research, August 2026. Sales, days on market and supply: Redfin Data Center, May 2026. Income, ownership, taxes and rent: U.S. Census Bureau, American Community Survey. Listings link to their publishers.