Winter Park, FL Rent History

138 months of data, 20152026. Source: ZORI (Zillow Observed Rent Index, smoothed seasonally adjusted).

Today (2026-06)
$1,787
1-year change
-1.2%
$-22/mo
5-year change
+19.6%
$293/mo
10-year change
+60.7%
$675/mo

Monthly rent trend

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Year-by-year rent in Winter Park

YearMedian rentYoY changevs 2015
2015$1,043/mo0.0%
2016$1,098/mo+5.3%+5.3%
2017$1,172/mo+6.7%+12.4%
2018$1,250/mo+6.7%+19.8%
2019$1,332/mo+6.6%+27.7%
2020$1,368/mo+2.7%+31.2%
2021$1,444/mo+5.6%+38.4%
2022$1,726/mo+19.5%+65.5%
2023$1,855/mo+7.5%+77.9%
2024$1,828/mo-1.5%+75.3%
2025$1,814/mo-0.8%+73.9%
2026$1,845/mo+1.7%+76.9%

Frequently asked questions

How much has rent in Winter Park changed since 2015?

Median rent in Winter Park, FL was $1,022 in 2015-01 and is $1,787 as of 2026-06 — a change of $765 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 +19.6% ($293 per month). The current median is $1,787.

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

Over the past 10 years, median rent in Winter Park, FL has changed +60.7% ($675 per month). It is now $1,787.

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

Year over year, median rent in Winter Park, FL has decreased -1.2% ($-22/mo). Current median: $1,787.

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.