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Rental Market Trends in Winter Park, FL

What is the average rent in Winter Park, FL?

$1,472/month

Average Rent

707 Sq Ft

Average Apartment Size

-0.6%

Decrease in the Last Year

As of January 2026, the average rent in Winter Park, FL is $1,472 per month. For comparison, the national average rent price in the US is currently $1,625/month, which means Winter Park rent prices are 9% lower than the national average. When you rent an apartment in Winter Park, you can expect to pay about $1,401 per month for a studio, $1,472 for a one-bedroom apartment, and around $1,748 for a two-bedroom apartment. If you opt for a three-bedroom rental, you could pay $2,018 or more.

Floor Plan Type
Average Rent
Average Sq Ft
Studio
$1,401/month
537 Sq Ft
One Bedroom
$1,472/month
707 Sq Ft
Two Bedroom
$1,748/month
1,020 Sq Ft
Three Bedroom
$2,018/month
1,273 Sq Ft
Floor Plan Type
Average Rent
Average Sq Ft
One Bedroom
$1,055/month
265 Sq Ft
Two Bedroom
$2,032/month
1,057 Sq Ft
Three Bedroom
$2,528/month
1,388 Sq Ft
Four Bedroom
$5,650/month
2,554 Sq Ft
Floor Plan Type
Average Rent
Average Sq Ft
One Bedroom
$1,335/month
730 Sq Ft
Two Bedroom
$1,944/month
985 Sq Ft
Floor Plan Type
Average Rent
Average Sq Ft
Two Bedroom
$1,555/month
901 Sq Ft
Three Bedroom
$2,867/month
1,640 Sq Ft

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

In the past year, rent has decreased by 0.6%, which averages out to $8 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 January 2026
Legend
2025 2026
Market Trends Over Time
Rent Ranges in Winter Park, FL
Last Updated January 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
36% $1,001 - $1,500/month
47% $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, Four Seasons, Winter Park Pines Merrie Oaks and Whisperwood are the most affordable neighborhoods in Winter Park.

Calculate Rent Affordability
Neighborhood
Average Rent
Average Sq Ft
Four Seasons
$1,248/month
591 Sq Ft
Winter Park Pines Merrie Oaks
$1,248/month
591 Sq Ft
Whisperwood
$1,355/month
753 Sq Ft
Laurel Springs
$1,428/month
746 Sq Ft
Eastbrook
$1,456/month
724 Sq Ft
Winter Park Estates
$1,516/month
665 Sq Ft
Lake Howell
$1,557/month
752 Sq Ft
Villas of Casselberry
$1,588/month
731 Sq Ft
Georgetown Estates
$1,614/month
734 Sq Ft
Cedarwood Village
$1,615/month
675 Sq Ft

What are the most expensive neighborhoods in Winter Park?

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

Calculate Rent Affordability
Neighborhood
Average Rent
Average Sq Ft
Fairview
$1,936/month
750 Sq Ft
Pinewood
$1,858/month
770 Sq Ft
Arrowhead Cove
$1,851/month
700 Sq Ft
Lawndale
$1,822/month
745 Sq Ft
Carlton Arms
$1,818/month
742 Sq Ft
Glenmoor
$1,658/month
710 Sq Ft
Cedarwood Village
$1,615/month
675 Sq Ft
Georgetown Estates
$1,614/month
734 Sq Ft
Villas of Casselberry
$1,588/month
731 Sq Ft
Lake Howell
$1,557/month
752 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 Georgetown Estates .

Calculate Rent Affordability
Neighborhood
Average Rent
Average Sq Ft
Lake Howell
$1,557/month
752 Sq Ft
Fairview
$1,936/month
750 Sq Ft
Georgetown Estates
$1,614/month
734 Sq Ft
Winter Park Estates
$1,516/month
665 Sq Ft
Eastbrook
$1,456/month
724 Sq Ft
Lawndale
$1,822/month
745 Sq Ft
Laurel Springs
$1,428/month
746 Sq Ft
Four Seasons
$1,248/month
591 Sq Ft
Winter Park Pines Merrie Oaks
$1,248/month
591 Sq Ft
Cedarwood Village
$1,615/month
675 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 $1,472, you’ll want to make about $4,906 per month or $58,872 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

1,744 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

Fairview

Winter Park, FL

Studio
-
$1,846/month
One Bedroom
-
$1,711/month
Two Bedroom
-
$2,393/month
Three Bedroom
-
$1,179/month
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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

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

Onyx Winter Park

Onyx Winter Park

100 Reflections Cir,
Casselberry, FL 32707

$1,325 - $1,840

Studio - 2 Beds

Paseo at Winter Park Village

Paseo at Winter Park Village

940 W Canton Ave,
Winter Park, FL 32789

$1,991 - $6,413

1-3 Beds

Property Management Companies in Winter Park, FL

ZRS Management
ZRS Management
  • 337

    Communities

  • 100,090

    Units

  • 137

    Cities

5 Communities in Winter Park
Pretium Partners, LLC
Pretium Partners, LLC
  • 285

    Communities

  • 84,523

    Units

  • 167

    Cities

3 Communities in Winter Park
RangeWater
RangeWater
  • 223

    Communities

  • 55,471

    Units

  • 118

    Cities

3 Communities in Winter Park
Greystar
Greystar
  • 3,445

    Communities

  • 950,979

    Units

  • 887

    Cities

2 Communities in Winter Park
Bozzuto
Bozzuto
  • 383

    Communities

  • 118,539

    Units

  • 157

    Cities

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

    Communities

  • 12,480

    Units

  • 47

    Cities

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

    Communities

  • 5,847

    Units

  • 15

    Cities

2 Communities in Winter Park
Willow Bridge
Willow Bridge
  • 707

    Communities

  • 195,696

    Units

  • 339

    Cities

1 Community 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 November 2025.

* Percentages may not total 100 due to rounding.

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Equal Housing Opportunity