Winter Park, Florida.
Typical home $466,389 (+2.3% in a year), asking rent $1,852 (+2.7%). Orlando-Kissimmee-Sanford, FL metro.
to buy the typical home at today's mortgage rate — +$1,310 (+115%) since Jan 2020.
- 1 year
- Up $10,272 +2%
- $456,116$466,389 since Sep 2025
- 5 years
- Up $92,127 +25%
- $374,261$466,389 since Sep 2021
Monthly payment to buy the typical home
Home value × that month's 30-year mortgage rate, 20% down, principal and interest. This is the line households feel: prices and rates compound each other.
- Winter Park$2,448
- Florida$1,970
- United States$1,922
At the last five years' pace, a typical home here doubles in price every 16 years.
Typical home values in Winter Park, FL rose 2.3% over the past year — faster than the nation's +1.2%.
Asking rents in Winter Park, FL rose 2.7% over the past year — in step with the nation.
Owning the typical home in Winter Park runs $1,391/mo more than renting one. The gap peaked at $1,574 in May 2024.
That is $3,243 a month against $1,852 rent: a $2,448 mortgage payment, plus $296 property tax and $499 insurance & upkeep.
Owning vs renting — Winter Park
The owning line is the typical home's monthly payment at that month's rate, plus property tax and insurance & upkeep; the renting line is the typical asking rent; the grey line is the mortgage payment on its own. Same homes, same months, both ways of paying for a roof.
- Owning all in$3,243
- Renting$1,852
- Mortgage only$2,448
Property tax · $296/mo 0.76% of value a year — the ACS 2020-2024 median bill over the median home value for Orange County, FL
Insurance & upkeep · $499/mo insurance, maintenance and repairs together, from the BLS Consumer Expenditure Survey — the national figure for mortgaged homeowners, scaled to this market's home value. BLS publishes the three bundled and they cannot be split.
Both are priced off the same month's home value, so they rise with the market. Neither is a quote — a specific home's bill depends on its assessment, its age and its insurer.
Living in Winter Park, Orange County, Florida
Winter Park is a city of 29,795 people in Orange County. Half its households earn more than $105,724 a year and half less, against $79,719 across Orange County; 9% of its people live below the poverty line. 66% of its homes are lived in by their owners and 34% are rented. Unemployment in Winter Park was 4.7% in August 2026, and Orange County had 0.5% more jobs in 2025 than the year before. The most residents work in schools and health care, then professional services.
Written by AI Claude Sonnet 5.5 wrote this on 23 October 2026 from the figures here, a list of nearby places and what it knows. It can be wrong or out of date.
What it’s like
The place. Winter Park is a city in Orange County where residents are older than in many places, and where incomes run well above the county's. Most homes are lived in by their owners, and a large majority of adults hold a four-year degree. Winters are mild, with cool lows and pleasant highs, summers are hot, and the year brings plenty of rain.
Work. Many residents work in schools, hospitals and social care, in professional and business services, or in banks, insurance and property. Among the largest workplaces in town are AdventHealth Winter Park, The Mayflower at Winter Park and the Veterans Health Administration. A good number of people work from home, and the typical commute is a modest one.
Things to do. The Charles Hosmer Morse Museum of American Art, a museum, is in or beside town. A short drive away is Camping World Stadium, and a longer drive away are Walt Disney World Resort and Universal Studios Florida, both amusement parks.
Report a mistake
- 12,846households
- 65%of adults have a degree
- 9%below the poverty line
- 22 mintypical commute
- 30%work from home
What residents work in
Employed residents by industry, from the Census survey. Orange County had 954,330 jobs in 2025, 0.5% more than the year before (Bureau of Labor Statistics).
Weather through the year
Coldest in January, with highs near 71° and lows near 52°; warmest in July, with highs near 92° and lows near 75°. About 51 inches of rain and melted snow a year.
Average daily high and low, 1991–2020, at the Orlando Executive Airport weather station, 4 miles away (NOAA).
Largest employers in Winter Park
- AdventHealth Winter Park1,600
- Rollins College720
- Orange County Schools670
- City of Winter Park576
- Publix320
- Alfond Inn200
From the City of Winter Park’s annual financial report for 2025, its schedule of principal employers (its source: “Labor Force from State of Florida, Department of Labor and Employment Security, Bureau of Labor Market Information”), as Florida’s Auditor General publishes it: the report. Employees as the report counts them.
Natural hazards
- Strong windRelatively high
- HurricanesRelatively moderate
- HailRelatively moderate
- Cold wavesrelatively high in parts of Winter ParkRelatively moderate
- Tornadoesrelatively high in parts of Winter ParkRelatively moderate
- LightningRelatively moderate
FEMA’s National Risk Index (December 2025) rates the risk each natural hazard poses to the people, buildings and farms in Winter Park’s census tracts, against the rest of the country; all of them together, relatively low. It is meant for planning, not a substitute for a local risk assessment or a flood map: FEMA’s index.
From the U.S. Census Bureau’s 2020 census and its American Community Survey (2020–2024 five-year estimates), and the Bureau of Labor Statistics. A survey, so each figure has a margin of error, and figures it is not sure of are left out. More on Orange County and the Orlando-Kissimmee-Sanford, FL metro.
Winter Park home values
Zillow measures a city over its municipal boundary. Against the state and national figures, mid-tier homes, smoothed and seasonally adjusted.
- Winter Park$466,389
- Florida$375,361
- United States$366,157
Levy by levy, and a check of one home’s own bill, the site covers Ohio’s property tax.
Sellers are cutting prices on about 1 in 4 Winter Park listings, and the typical home goes pending in 21 days — the market is heating up.
When this market ran hot
Each cell is that month's year-on-year home-value growth. Read left to right, top row is the latest year — the 2021–22 band is the boom.
Market heat, inside the city limits
Share of listings with a price cut
The early-warning dial: sellers cut when buyers stop reaching. Rising cuts cool a market months before prices notice.
- Winter Park27.83%
- United States26.90%
Days to pending
How long the typical listing takes to go under contract.
- Winter Park21
- United States27
Homes for sale
Active for-sale inventory. More supply hands power to buyers.
- Winter Park380
New listings per month
Sellers arriving at the market.
- Winter Park104
Median sale price
What buyers actually paid — closed sales, not asking prices.
- Winter Park$465,864
- United States$371,407
Sale-to-list ratio
Above 100%, homes sell over asking; below, buyers negotiate wins.
- Winter Park96.85%
Zip codes with a Winter Park address
A different geography, not a breakdown. The figure above covers the municipality; these zips cover everywhere the Post Office calls Winter Park — often including townships beyond the city limits. Both come straight from Zillow, and they are not expected to average out.
Zip codes in Winter Park
| Zip activate to sort by Zip | Place activate to sort by Place | Population sorted descending, activate to sort ascending | Rent activate to sort by Rent | Home value activate to sort by Home value |
|---|---|---|---|---|
| 32792 | Winter Park | 52,976 | $1,679 | $394,707 |
| 32789 | Winter Park | 27,788 | $2,252 | $817,354 |