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Rental Market Trends in Winter Park, FL

What is the average rent in Winter Park, FL?

$1,444/month

Average Rent

706 Sq Ft

Average Apartment Size

-2.8%

Decrease in the Last Year

As of March 2026, the average rent in Winter Park, FL is $1,444 per month. For comparison, the national average rent price in the US is currently $1,626/month, which means Winter Park rent prices are 11% lower than the national average. When you rent an apartment in Winter Park, you can expect to pay about $1,363 per month for a studio, $1,444 for a one-bedroom apartment, and around $1,736 for a two-bedroom apartment. If you opt for a three-bedroom rental, you could pay $2,047 or more.

Floor Plan Type
Average Rent
Average Sq Ft
Studio
$1,363/month
537 Sq Ft
One Bedroom
$1,444/month
706 Sq Ft
Two Bedroom
$1,736/month
1,020 Sq Ft
Three Bedroom
$2,047/month
1,273 Sq Ft
Floor Plan Type
Average Rent
Average Sq Ft
One Bedroom
$1,065/month
217 Sq Ft
Two Bedroom
$1,969/month
1,058 Sq Ft
Three Bedroom
$2,700/month
1,431 Sq Ft
Four Bedroom
$6,062/month
2,585 Sq Ft
Floor Plan Type
Average Rent
Average Sq Ft
One Bedroom
$1,399/month
664 Sq Ft
Two Bedroom
$1,742/month
1,087 Sq Ft
Three Bedroom
$3,936/month
1,737 Sq Ft
Floor Plan Type
Average Rent
Average Sq Ft
Two Bedroom
$1,768/month
1,000 Sq Ft
Three Bedroom
$2,932/month
1,778 Sq Ft

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

In the past year, rent has decreased by 2.8%, which averages out to $41 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 March 2026
Legend
2025 2026
Market Trends Over Time
Rent Ranges in Winter Park, FL
Last Updated March 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
32% $1,001 - $1,500/month
49% $1,501 - $2,000/month
13% 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, Four Seasons, Winter Park Pines Merrie Oaks and Laurel Springs are the most affordable neighborhoods in Winter Park.

Calculate Rent Affordability
Neighborhood
Average Rent
Average Sq Ft
Four Seasons
$1,302/month
588 Sq Ft
Winter Park Pines Merrie Oaks
$1,302/month
588 Sq Ft
Laurel Springs
$1,354/month
745 Sq Ft
Cedarwood Village
$1,493/month
648 Sq Ft
Eastbrook
$1,512/month
770 Sq Ft
Glenmoor
$1,528/month
708 Sq Ft
Lake Howell
$1,549/month
754 Sq Ft
Villas of Casselberry
$1,592/month
770 Sq Ft
Windward Square
$1,594/month
786 Sq Ft
Winter Park Estates
$1,608/month
701 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
$1,960/month
762 Sq Ft
Lawndale
$1,892/month
741 Sq Ft
Fairview
$1,855/month
756 Sq Ft
Arrowhead Cove
$1,820/month
690 Sq Ft
Carlton Arms
$1,813/month
747 Sq Ft
Georgetown Estates
$1,778/month
748 Sq Ft
Winter Park Estates
$1,608/month
701 Sq Ft
Windward Square
$1,594/month
786 Sq Ft
Villas of Casselberry
$1,592/month
770 Sq Ft
Lake Howell
$1,549/month
754 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 Winter Park Estates .

Calculate Rent Affordability
Neighborhood
Average Rent
Average Sq Ft
Lake Howell
$1,549/month
754 Sq Ft
Fairview
$1,855/month
756 Sq Ft
Winter Park Estates
$1,608/month
701 Sq Ft
Lawndale
$1,892/month
741 Sq Ft
Georgetown Estates
$1,778/month
748 Sq Ft
Villas of Casselberry
$1,592/month
770 Sq Ft
Eastbrook
$1,512/month
770 Sq Ft
Cedarwood Village
$1,493/month
648 Sq Ft
Arrowhead Cove
$1,820/month
690 Sq Ft
Glenmoor
$1,528/month
708 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 $1,444, you’ll want to make about $4,813 per month or $57,756 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

1,578 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

Four Seasons

Winter Park, FL

Pinewood

Winter Park, FL

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

$1,325 - $1,860

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 - $4,681

Studio - 3 Beds

Oak Reserve at Winter Park

Oak Reserve at Winter Park

541 Oak Reserve Ln,
Winter Park, FL 32792

$1,295 - $2,075

1-3 Beds

Property Management Companies in Winter Park, FL

ZRS Management
ZRS Management
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    Units

  • 138

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5 Communities in Winter Park
BH
BH
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3 Communities in Winter Park
RangeWater
RangeWater
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  • 58,746

    Units

  • 124

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3 Communities in Winter Park
Greystar
Greystar
  • 3,475

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  • 956,724

    Units

  • 896

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2 Communities in Winter Park
Willow Bridge
Willow Bridge
  • 715

    Communities

  • 198,736

    Units

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2 Communities in Winter Park
Bozzuto
Bozzuto
  • 389

    Communities

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    Units

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

  • 12,480

    Units

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2 Communities in Winter Park
Atrium Management Co
Atrium Management Co
  • 33

    Communities

  • 5,847

    Units

  • 15

    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.

* Percentages may not total 100 due to rounding.

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Equal Housing Opportunity