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Rental Market Trends in Winter Park, FL

What is the average rent in Winter Park, FL?

$1,446/month

Average Rent

706 Sq Ft

Average Apartment Size

-5.1%

Decrease in the Last Year

As of April 2026, the average rent in Winter Park, FL is $1,446 per month. For comparison, the national average rent price in the US is currently $1,641/month, which means Winter Park rent prices are 12% lower than the national average. When you rent an apartment in Winter Park, you can expect to pay about $1,373 per month for a studio, $1,446 for a one-bedroom apartment, and around $1,758 for a two-bedroom apartment. If you opt for a three-bedroom rental, you could pay $2,039 or more.

Floor Plan Type
Average Rent
Average Sq Ft
Studio
$1,373/month
535 Sq Ft
One Bedroom
$1,446/month
706 Sq Ft
Two Bedroom
$1,758/month
1,021 Sq Ft
Three Bedroom
$2,039/month
1,273 Sq Ft
Floor Plan Type
Average Rent
Average Sq Ft
One Bedroom
$1,173/month
306 Sq Ft
Two Bedroom
$2,000/month
1,011 Sq Ft
Three Bedroom
$2,721/month
1,406 Sq Ft
Four Bedroom
$4,758/month
2,201 Sq Ft
Floor Plan Type
Average Rent
Average Sq Ft
One Bedroom
$1,429/month
676 Sq Ft
Two Bedroom
$1,639/month
960 Sq Ft
Three Bedroom
$3,956/month
1,707 Sq Ft
Floor Plan Type
Average Rent
Average Sq Ft
Two Bedroom
$1,685/month
1,028 Sq Ft
Three Bedroom
$2,953/month
1,672 Sq Ft

How much has average rent changed in Winter Park, FL?

In the past year, rent has decreased by 5.1%, which averages out to $73 less per month.

Market Trends Over Time   The chart below compares average rent prices to the previous year during the same time period.
Last Updated April 2026
Legend
2025 2026
Market Trends Over Time
Rent Ranges in Winter Park, FL
Last Updated April 2026
$1,501 - $2,000
Most rental prices fall within this range
Rent Ranges in Winter Park, FL
Percentage*
Rent Range
2% Below $700/month
4% $700 - $1,000/month
38% $1,001 - $1,500/month
45% $1,501 - $2,000/month
11% Above $2,000/month

Rent by Neighborhood

Last Updated Today
  • Most Affordable
  • Most Expensive
  • Most Available

What are the most affordable neighborhoods in Winter Park?

Based on current rent prices, Winter Park Woods, Winter Park Pines and Laurel Springs are the most affordable neighborhoods in Winter Park.

Calculate Rent Affordability
Neighborhood
Average Rent
Average Sq Ft
Winter Park Woods
$1,157/month
738 Sq Ft
Winter Park Pines
$1,342/month
739 Sq Ft
Laurel Springs
$1,421/month
739 Sq Ft
Eastbrook
$1,547/month
783 Sq Ft
Lake Howell
$1,559/month
759 Sq Ft
Winter Park Estates
$1,590/month
734 Sq Ft
Windward Square
$1,598/month
787 Sq Ft
Cedarwood Village
$1,613/month
651 Sq Ft
Villas of Casselberry
$1,621/month
774 Sq Ft
Glenmoor
$1,639/month
713 Sq Ft

What are the most expensive neighborhoods in Winter Park?

Based on current rent prices, Pinewood, Lawndale and Fairview are the most expensive neighborhoods in Winter Park.

Calculate Rent Affordability
Neighborhood
Average Rent
Average Sq Ft
Pinewood
$1,927/month
770 Sq Ft
Lawndale
$1,872/month
746 Sq Ft
Fairview
$1,851/month
757 Sq Ft
Georgetown Estates
$1,807/month
750 Sq Ft
Arrowhead Cove
$1,766/month
674 Sq Ft
Glenmoor
$1,639/month
713 Sq Ft
Carlton Arms
$1,639/month
748 Sq Ft
Villas of Casselberry
$1,621/month
774 Sq Ft
Cedarwood Village
$1,613/month
651 Sq Ft
Windward Square
$1,598/month
787 Sq Ft

Which Winter Park neighborhoods have the most rentals available?

The neighborhoods in Winter Park with the most apartments available are Lake Howell, Fairview and Lawndale .

Calculate Rent Affordability
Neighborhood
Average Rent
Average Sq Ft
Lake Howell
$1,559/month
759 Sq Ft
Fairview
$1,851/month
757 Sq Ft
Lawndale
$1,872/month
746 Sq Ft
Winter Park Estates
$1,590/month
734 Sq Ft
Villas of Casselberry
$1,621/month
774 Sq Ft
Eastbrook
$1,547/month
783 Sq Ft
Carlton Arms
$1,639/month
748 Sq Ft
Cedarwood Village
$1,613/month
651 Sq Ft
Georgetown Estates
$1,807/month
750 Sq Ft
Arrowhead Cove
$1,766/month
674 Sq Ft
This information is based on data collected by CoStar Group researchers.†

What salary do I need to live comfortably in Winter Park, FL?

Because the average rent in Winter Park is $1,446, you’ll want to make about $4,820 per month or $57,840 per year. The general guideline is to pay no more than 30 percent of your monthly income on rent. However, you’ll want to consider additional factors, such as your monthly bills and other expenses. Use our rent affordability calculator to help determine how much to budget for rent.

City

Winter Park, FL

1,636 Available Apartments for Rent

Search for Nearby Apartments

How does Winter Park, FL compare to other nearby cities and neighborhoods?

Use the tool below to compare Winter Park, FL to other nearby cities and neighborhoods. The Apartments.com neighborhood guides provide you with insight into the area’s transportation, things to do, and more.

Explore the Area Guide for Winter Park, FL

Apartment Averages

Winter Park Woods

Winter Park, FL

Pinewood

Winter Park, FL

Studio
-
-
One Bedroom
-
-
Two Bedroom
-
-
Three Bedroom
-
-
Search
Search

Nearby City Rent Trends

  • Maitland Average Rent
  • Fern Park Average Rent
  • Casselberry Average Rent
  • Altamonte Springs Average Rent

Apartment communities in Winter Park we think you'll love

Onyx Winter Park

Onyx Winter Park

100 Reflections Cir,
Casselberry, FL 32707

$1,255 - $1,710

Studio - 2 Beds

The Majestic at Downtown Baldwin Park

The Majestic at Downtown Baldwin Park

4828 New Broad St,
Orlando, FL 32814

$1,750 - $3,270

Studio - 2 Beds

Gables Baldwin Park

Gables Baldwin Park

2050 Jake St,
Orlando, FL 32814

$2,081 - $4,551

Studio - 3 Beds

Seabrook

Seabrook

3114 Terry Brook Dr,
Winter Park, FL 32792

$1,103 - $1,676

1-2 Beds

Property Management Companies in Winter Park, FL

ZRS Management
ZRS Management
  • 363

    Communities

  • 108,592

    Units

  • 140

    Cities

5 Communities in Winter Park
BH
BH
  • 273

    Communities

  • 84,137

    Units

  • 157

    Cities

3 Communities in Winter Park
RangeWater
RangeWater
  • 228

    Communities

  • 55,691

    Units

  • 123

    Cities

3 Communities in Winter Park
Greystar
Greystar
  • 3,486

    Communities

  • 959,009

    Units

  • 891

    Cities

2 Communities in Winter Park
Willow Bridge
Willow Bridge
  • 716

    Communities

  • 197,852

    Units

  • 340

    Cities

2 Communities in Winter Park
Bozzuto
Bozzuto
  • 386

    Communities

  • 118,848

    Units

  • 157

    Cities

2 Communities in Winter Park
Aspen Square Management
Aspen Square Management
  • 56

    Communities

  • 11,199

    Units

  • 42

    Cities

2 Communities in Winter Park
Atrium Management Co
Atrium Management Co
  • 37

    Communities

  • 6,256

    Units

  • 17

    Cities

2 Communities in Winter Park

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United States Florida Winter Park Rental Trends

Methodology

† Our analysis of utilities, groceries, transportation, healthcare, home prices, and other goods and services is sourced from the Cost of Living Index, a respected benchmark published by the Council for Community and Economic Research (C2ER) that provides a thorough overview of living expenses across different regions.

Rent data is provided by CoStar Group’s Market Trend reports. As the industry leader in commercial real estate information, analytics, and news, CoStar conducts extensive research to produce and maintain a comprehensive database of commercial real estate information. We combine this data with public record to provide the most up-to-date rental information available.

Consumer goods, services, and home prices are sourced from the Cost of Living Index published by the Council for Community and Economic Research (C2ER). The data on this page is updated quarterly. It was last published in February 2026.

Demographic information comes from Neustar and combines detailed address data with U.S. Census and American Community Survey statistics to produce reliable local estimates.

* Percentages may not total 100 due to rounding.

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© 2026 CoStar Group, Inc. Equal Housing Opportunity

Equal Housing Opportunity

© 2026 CoStar Group, Inc.

Equal Housing Opportunity