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Rental Market Trends in Winter Park, FL

What is the average rent in Winter Park, FL?

$1,459/month

Average Rent

708 Sq Ft

Average Apartment Size

-1.3%

Decrease in the Last Year

As of September 2025, the average rent in Winter Park, FL is $1,459 per month. For comparison, the national average rent price in the US is currently $1,640/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 $1,367 per month for a studio, $1,459 for a one-bedroom apartment, and around $1,749 for a two-bedroom apartment. If you opt for a three-bedroom rental, you could pay $2,042 or more.

Floor Plan Type
Average Rent
Average Sq Ft
Studio
$1,367/month
538 Sq Ft
One Bedroom
$1,459/month
708 Sq Ft
Two Bedroom
$1,749/month
1,019 Sq Ft
Three Bedroom
$2,042/month
1,271 Sq Ft
Floor Plan Type
Average Rent
Average Sq Ft
One Bedroom
$1,343/month
299 Sq Ft
Two Bedroom
$2,079/month
1,104 Sq Ft
Three Bedroom
$2,682/month
1,492 Sq Ft
Four Bedroom
$5,488/month
2,678 Sq Ft
Floor Plan Type
Average Rent
Average Sq Ft
One Bedroom
$1,487/month
711 Sq Ft
Two Bedroom
$1,827/month
979 Sq Ft
Three Bedroom
$2,167/month
1,440 Sq Ft
Floor Plan Type
Average Rent
Average Sq Ft
Two Bedroom
$1,952/month
1,061 Sq Ft
Three Bedroom
$2,865/month
1,666 Sq Ft

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

In the past year, rent has decreased by 1.3%, which averages out to $19 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 September 2025
Legend
2024 2025
Market Trends Over Time
Rent Ranges in Winter Park, FL
Last Updated September 2025
$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
33% $1,001 - $1,500/month
50% $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, Cedarwood Village, Four Seasons and Winter Park Pines Merrie Oaks are the most affordable neighborhoods in Winter Park.

Calculate Rent Affordability
Neighborhood
Average Rent
Average Sq Ft
Cedarwood Village
$1,495/month
655 Sq Ft
Four Seasons
$1,499/month
634 Sq Ft
Winter Park Pines Merrie Oaks
$1,499/month
634 Sq Ft
Laurel Springs
$1,509/month
745 Sq Ft
Eastbrook
$1,539/month
748 Sq Ft
Villas of Casselberry
$1,555/month
761 Sq Ft
Windward Square
$1,563/month
778 Sq Ft
Lake Howell
$1,576/month
734 Sq Ft
Glenmoor
$1,586/month
726 Sq Ft
Winter Park Estates
$1,624/month
696 Sq Ft

What are the most expensive neighborhoods in Winter Park?

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

Calculate Rent Affordability
Neighborhood
Average Rent
Average Sq Ft
Arrowhead Cove
$1,911/month
686 Sq Ft
Fairview
$1,867/month
744 Sq Ft
Pinewood
$1,860/month
757 Sq Ft
Carlton Arms
$1,815/month
743 Sq Ft
Lawndale
$1,786/month
748 Sq Ft
Georgetown Estates
$1,699/month
741 Sq Ft
Winter Park Estates
$1,624/month
696 Sq Ft
Glenmoor
$1,586/month
726 Sq Ft
Lake Howell
$1,576/month
734 Sq Ft
Windward Square
$1,563/month
778 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
$1,576/month
734 Sq Ft
Fairview
$1,867/month
744 Sq Ft
Winter Park Estates
$1,624/month
696 Sq Ft
Georgetown Estates
$1,699/month
741 Sq Ft
Cedarwood Village
$1,495/month
655 Sq Ft
Four Seasons
$1,499/month
634 Sq Ft
Winter Park Pines Merrie Oaks
$1,499/month
634 Sq Ft
Lawndale
$1,786/month
748 Sq Ft
Laurel Springs
$1,509/month
745 Sq Ft
Eastbrook
$1,539/month
748 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 $1,459, you’ll want to make about $4,863 per month or $58,356 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

2,005 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

Cedarwood Village

Winter Park, FL

Arrowhead Cove

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

Gables Baldwin Park

Gables Baldwin Park

2050 Jake St,
Orlando, FL 32814

$2,095 - $5,268

Studio - 3 Beds

Onyx Winter Park

Onyx Winter Park

100 Reflections Cir,
Casselberry, FL 32707

$1,275 - $1,935

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

Vintage Winter Park Apartments

Vintage Winter Park Apartments

7490 Dwell Well Way,
Winter Park, FL 32792

$1,500 - $4,336

1-3 Beds

Property Management Companies in Winter Park, FL

ZRS Management
ZRS Management
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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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    Units

  • 110

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3 Communities in Winter Park
McKinley
McKinley
  • 27

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  • 8,654

    Units

  • 4

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3 Communities in Winter Park
Greystar
Greystar
  • 3,381

    Communities

  • 938,762

    Units

  • 866

    Cities

2 Communities in Winter Park
Bozzuto
Bozzuto
  • 394

    Communities

  • 119,938

    Units

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2 Communities in Winter Park
Hawthorne Residential Partners
Hawthorne Residential Partners
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    Units

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2 Communities in Winter Park
Aspen Square Management
Aspen Square Management
  • 62

    Communities

  • 12,344

    Units

  • 47

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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 September 2025.

* Percentages may not total 100 due to rounding.

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Equal Housing Opportunity