Rents are 12% below what Windermere'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 $2,454 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
January. Asking rents in Windermere usually run 0.7% below trend in January and 0.6% above it in August, about $32 a month apart at today's median. Based on 11 years of data.
Rent in Windermere is 0.2% below its high of $2,460 in November 2025, at $2,454 as of September 2026.
Rent in Windermere changed +0.7% 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 Windermere rose 43% while median household income rose 15.9% ($153,348 to $177,778). Rent outpaced income.
Rent in Windermere is 40% higher than in March 2020. Across the US, rent is up 37.3% over the same stretch.
Rent rose in 8 of the last 12 months.
30% of the median household income ($177,778) is $4,444 a month. That covers HUD's Fair Market Rent for up to a 4-bedroom ($4,260).
Ocoee, 6 miles away, rents for 12% less ($2,170/mo), about $3,400 a year in savings.
From Zillow's monthly rent index (ZORI) for Windermere. 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
Windermere, FL is majority owner-occupied, has a large retiree population, has a median income above the national average, 72.7% of residents hold a bachelor's degree or higher.
Source: U.S. Census Bureau · ACS 2024 5-Year Estimates
How Windermere, FL has changed in 5 years
Compared with 2021, rent in Windermere, FL has climbed by $629 per month, settling near $2,454 after starting the period at $1,825. Household income in the area moved from $131,392 to $177,778 across the same window, up 35.3% versus 2021. Headcount in the area went from 3,046 to 3,086 between 2021 and 2024, a 1.3% change. About 4.4% of households rent today, against 7.5% in 2021. Educational attainment has shifted as well, with the share of adults holding a bachelor's degree or higher climbed from 68.2% to 72.7%. Reading these numbers side by side helps frame whether current listings in Windermere, FL look reasonable against where the market sat half a decade ago.
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Can you afford rent in Windermere on your salary?
At $2,454/mo, how Windermere rent compares to typical pay (30% rule).
Windermere rent by bedroom count
Median rent for each apartment size in Windermere. Click any size for full breakdown.
Tips for renters in Windermere
Last updated: October 17, 2026
The median rent in Windermere is $2,454/mo as of October 2026. A studio apartment averages $2,360/mo while a 2-bedroom runs $2,820/mo. One-bedroom apartments average $2,490/mo and 3-bedroom units go for $3,580/mo.
At 17% of local median household income ($177,778/yr), Windermere ranks as affordable compared to the national benchmark of 30%. Rents have increased 0.7% over the past year.
Frequently asked questions
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Which nearby cities are cheaper to rent in than Windermere?
At $2,454/mo, rent takes ~17% of Windermere's median household income ($177,778/yr). The standard benchmark is 30%.
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