Rents are 16% below what Winter Park's 10-year trend predicts — a better deal than its own history suggests.
Rent by unit size
Bedroom estimates are gross rents that include essential utilities (electricity, water, gas, sewer, trash).
12-month history
Last updated: July 20, 2026
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Who lives here
Winter Park, FL is majority owner-occupied, has a large retiree population, has a median income above the national average, 65.2% of residents hold a bachelor's degree or higher.
Source: U.S. Census Bureau · ACS 2024 5-Year Estimates
How Winter Park, FL has changed in 5 years
Rent in Winter Park, FL has climbed 28.0% since 2021, going from about $1,396 per month to roughly $1,787 today. Median household income grew from $88,688 to $105,724 between 2021 and 2024, a 19.2% shift. Rent outpaced income growth by roughly 8.8 percentage points, which means renters are spending a larger slice of each paycheck on housing than they did in 2021. Headcount in the area went from 29,672 to 30,274 between 2021 and 2024, a 2.0% change. Educational attainment has shifted as well, with the share of adults holding a bachelor's degree or higher climbed from 62.5% to 65.2%. Taken together, the five-year picture in Winter Park, FL reflects how housing costs and the people paying them have evolved through a stretch that included a pandemic, a hot rental market, and a recent cooling phase.
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Can you afford rent in Winter Park on your salary?
At $1,787/mo, how Winter Park rent compares to typical pay (30% rule).
Winter Park rent by bedroom count
Median rent for each apartment size in Winter Park. Click any size for full breakdown.
Tips for renters in Winter Park
Last updated: July 20, 2026
The median rent in Winter Park is $1,787/mo as of July 2026. A studio apartment averages $1,700/mo while a 2-bedroom runs $2,035/mo. One-bedroom apartments average $1,795/mo and 3-bedroom units go for $2,585/mo.
At 20% of local median household income ($105,724/yr), Winter Park ranks as affordable compared to the national benchmark of 30%. Rents have decreased 1.2% over the past year.
Frequently asked questions
Is Winter Park an affordable city for renters?
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What percentage of Winter Park residents rent vs. own?
How does Winter Park rent compare to the national average?
At $1,787/mo, rent takes ~20% of Winter Park's median household income ($105,724/yr). The standard benchmark is 30%.
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Estimated from ZIP-level data
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