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Rental Market Trends in Winter Park, FL

What is the average rent in Winter Park, FL?

$1,514/month

Average Rent

708 Sq Ft

Average Apartment Size

+2.4%

Increase in the Last Year

As of July 2025, the average rent in Winter Park, FL is $1,514 per month. For comparison, the national average rent price in the US is currently $1,637/month, which means Winter Park rent prices are 8% lower than the national average. When you rent an apartment in Winter Park, you can expect to pay about $1,432 per month for a studio, $1,514 for a one-bedroom apartment, and around $1,786 for a two-bedroom apartment. If you opt for a three-bedroom rental, you could pay $2,029 or more.

Floor Plan Type
Average Rent
Average Sq Ft
Studio
$1,432/month
538 Sq Ft
One Bedroom
$1,514/month
708 Sq Ft
Two Bedroom
$1,786/month
1,019 Sq Ft
Three Bedroom
$2,029/month
1,271 Sq Ft
Floor Plan Type
Average Rent
Average Sq Ft
One Bedroom
$1,414/month
490 Sq Ft
Two Bedroom
$2,209/month
1,086 Sq Ft
Three Bedroom
$2,871/month
1,535 Sq Ft
Four Bedroom
$6,065/month
2,677 Sq Ft
Floor Plan Type
Average Rent
Average Sq Ft
One Bedroom
$1,399/month
666 Sq Ft
Two Bedroom
$1,661/month
945 Sq Ft
Three Bedroom
$2,093/month
1,520 Sq Ft
Floor Plan Type
Average Rent
Average Sq Ft
Two Bedroom
$2,043/month
1,215 Sq Ft
Three Bedroom
$2,780/month
1,639 Sq Ft

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

In the past year, rent has increased by 2.4%, which averages out to $37 more per month.

Market Trends Over Time   The chart below compares average rent prices to the previous year during the same time period.
Last Updated July 2025
Legend
2024 2025
Market Trends Over Time
Rent Ranges in Winter Park, FL
Last Updated July 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
30% $1,001 - $1,500/month
52% $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, Winter Park Woods, Winter Park Pines and Cedarwood Village are the most affordable neighborhoods in Winter Park.

Calculate Rent Affordability
Neighborhood
Average Rent
Average Sq Ft
Winter Park Woods
$1,328/month
768 Sq Ft
Winter Park Pines
$1,441/month
652 Sq Ft
Cedarwood Village
$1,484/month
647 Sq Ft
Eastbrook
$1,490/month
717 Sq Ft
Four Seasons
$1,508/month
640 Sq Ft
Winter Park Pines Merrie Oaks
$1,508/month
640 Sq Ft
Albert Lee Ridge
$1,568/month
766 Sq Ft
Lake Howell
$1,608/month
731 Sq Ft
Winter Park Estates
$1,639/month
694 Sq Ft
Windward Square
$1,644/month
780 Sq Ft

What are the most expensive neighborhoods in Winter Park?

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

Calculate Rent Affordability
Neighborhood
Average Rent
Average Sq Ft
Pinewood
$2,244/month
762 Sq Ft
Fairview
$2,175/month
761 Sq Ft
Arrowhead Cove
$2,131/month
676 Sq Ft
Lawndale
$2,073/month
750 Sq Ft
Glenmoor
$1,950/month
710 Sq Ft
Carlton Arms
$1,820/month
749 Sq Ft
Villas of Casselberry
$1,779/month
775 Sq Ft
Georgetown Estates
$1,769/month
749 Sq Ft
Laurel Springs
$1,735/month
738 Sq Ft
Windward Square
$1,644/month
780 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
$1,608/month
731 Sq Ft
Fairview
$2,175/month
761 Sq Ft
Winter Park Estates
$1,639/month
694 Sq Ft
Lawndale
$2,073/month
750 Sq Ft
Georgetown Estates
$1,769/month
749 Sq Ft
Four Seasons
$1,508/month
640 Sq Ft
Winter Park Pines Merrie Oaks
$1,508/month
640 Sq Ft
Cedarwood Village
$1,484/month
647 Sq Ft
Laurel Springs
$1,735/month
738 Sq Ft
Arrowhead Cove
$2,131/month
676 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 $1,514, you’ll want to make about $5,046 per month or $60,552 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

1,895 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
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One Bedroom
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Two Bedroom
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Three Bedroom
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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 Village at Lake Lily

The Village at Lake Lily

925 S Orlando Ave,
Maitland, FL 32751

1-3 Beds | $1,759 - $7,418

Onyx Winter Park

Onyx Winter Park

100 Reflections Cir,
Casselberry, FL 32707

Studio - 2 Beds | $1,245 - $1,915

The Majestic at Downtown Baldwin Park

The Majestic at Downtown Baldwin Park

4828 New Broad St,
Orlando, FL 32814

Studio - 2 Beds | $1,750 - $3,270

Gables Baldwin Park

Gables Baldwin Park

2050 Jake St,
Orlando, FL 32814

Studio - 3 Beds | $1,882 - $5,218

Property Management Companies in Winter Park, FL

ZRS Management
ZRS Management
  • 326

    Communities

  • 96,441

    Units

  • 135

    Cities

5 Communities in Winter Park
Greystar
Greystar
  • 3,276

    Communities

  • 911,127

    Units

  • 847

    Cities

3 Communities in Winter Park
RangeWater
RangeWater
  • 202

    Communities

  • 52,380

    Units

  • 104

    Cities

3 Communities in Winter Park
McKinley
McKinley
  • 27

    Communities

  • 8,654

    Units

  • 4

    Cities

3 Communities in Winter Park
BH
BH
  • 338

    Communities

  • 95,593

    Units

  • 197

    Cities

2 Communities in Winter Park
Hawthorne Residential Partners
Hawthorne Residential Partners
  • 263

    Communities

  • 63,026

    Units

  • 121

    Cities

2 Communities in Winter Park
Aspen Square Management
Aspen Square Management
  • 64

    Communities

  • 12,676

    Units

  • 48

    Cities

2 Communities in Winter Park
Willow Bridge
Willow Bridge
  • 707

    Communities

  • 192,499

    Units

  • 329

    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 June 2025.

* Percentages may not total 100 due to rounding.

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Equal Housing Opportunity