Rents are 12% below what Winter Park's 10-year trend predicts — a better deal than its own history suggests.
Rent by unit size
These are HUD Fair Market Rents, the payment standard for a Housing Choice Voucher (Section 8). They often differ from the $1,852 market median above, and that is expected: FMR is the 40th percentile of standard-quality units and counts gross rent, so it includes essential utilities such as electricity, water, gas, sewer, and trash. The market median is asking rent, which usually excludes utilities. HUD sets FMR once a year; market rent here updates monthly.
Source: HUD Small Area Fair Market Rents. Read the methodology →
12-month history
Last updated: October 17, 2026
What the numbers show
December. Asking rents in Winter Park usually run 1% below trend in December and 1% above it in July, about $37 a month apart at today's median. Based on 11 years of data.
Rent in Winter Park is at its highest level since Zillow's records here began in January 2015.
Rent in Winter Park changed +3.2% over the year to September 2026. Across the 270 Florida cities Zillow tracks, the typical change was +1.8%.
From 2019 to 2024, rent in Winter Park rose 37.8% while median household income rose 35.7% ($77,899 to $105,724). Rent outpaced income.
Rent in Winter Park is 39% higher than in March 2020. Across the US, rent is up 37.3% over the same stretch.
Rent has risen 5 months in a row, and rose in 9 of the last 12 months.
30% of the median household income ($105,724) is $2,643 a month. That covers HUD's Fair Market Rent for up to a 3-bedroom ($2,585); a 4-bedroom is $3,075.
Altamonte Springs, 6 miles away, rents for 14% less ($1,588/mo), about $3,200 a year in savings.
From Zillow's monthly rent index (ZORI) for Winter Park. The seasonal pattern compares Zillow’s seasonally adjusted and unadjusted series. Income is the Census median household income (5-year estimates). Fair Market Rents are HUD’s, which include utilities.
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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 31.5% since 2021, going from about $1,408 per month to roughly $1,852 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 12.3 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 $1,852/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: October 17, 2026
The median rent in Winter Park is $1,852/mo as of October 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 21% of local median household income ($105,724/yr), Winter Park ranks as affordable compared to the national benchmark of 30%. Rents have increased 3.2% over the past year.
Frequently asked questions
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Which nearby cities are cheaper to rent in than Winter Park?
At $1,852/mo, rent takes ~21% 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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