Winter Park, FL Rent History

141 months of data, 2015–2026. Source: ZORI (Zillow Observed Rent Index, smoothed seasonally adjusted).

Today (2026-09)
$1,852
1-year change
+3.2%
$58/mo
5-year change
+20.3%
$312/mo
10-year change
+68.4%
$752/mo

Monthly rent trend

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Year-by-year rent in Winter Park

YearMedian rentYoY changevs 2015
2015$1,019/mo—0.0%
2016$1,072/mo+5.2%+5.2%
2017$1,145/mo+6.8%+12.4%
2018$1,219/mo+6.5%+19.6%
2019$1,299/mo+6.6%+27.5%
2020$1,339/mo+3.1%+31.4%
2021$1,408/mo+5.2%+38.2%
2022$1,682/mo+19.5%+65.1%
2023$1,812/mo+7.7%+77.8%
2024$1,786/mo-1.4%+75.3%
2025$1,828/mo+2.4%+79.4%
2026$1,805/mo-1.3%+77.1%

Frequently asked questions

How much has rent in Winter Park changed since 2015?

Median rent in Winter Park, FL was $997 in 2015-01 and is $1,852 as of 2026-09 — a change of $855 per month over 11 years.

How much has Winter Park rent increased in the last 5 years?

Over the past 5 years, median rent in Winter Park, FL has changed +20.3% ($312 per month). The current median is $1,852.

What has rent in Winter Park done over the past decade?

Over the past 10 years, median rent in Winter Park, FL has changed +68.4% ($752 per month). It is now $1,852.

Is rent in Winter Park going up or down year over year?

Year over year, median rent in Winter Park, FL has increased +3.2% ($58/mo). Current median: $1,852.

See full rent data for Winter Park, FL →
Methodology: Rent figures use ZORI (Zillow Observed Rent Index) monthly smoothed seasonally-adjusted values for all properties (single family + condo + multifamily). Year-by-year table uses April readings (or nearest available month) for consistency across years. 1-/5-/10-year change uses the same month 2026 as the anchor.