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  2. Building Photo - Gables Baldwin Park
    Rent Special
    Rent Special
    |
    STUDIO
    $2,318+
    1 BED
    $2,403+
    2 BEDS
    $3,203+
    3 BEDS
    $4,319+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,270 - $4,596
    Required Monthly Fees$48
    Utilities & EssentialsVaries
    Total Monthly Price$2,318 - $4,644

    Gables Baldwin Park

    2050 Jake St, Orlando, FL 32814
    (470) 305-6691
  6. $206 Off
    Price Drop. $206 Off
    1 BED
    $1,166+
    2 BEDS
    $1,411+

    Seabrook

    3114 Terry Brook Dr, Winter Park, FL 32792
    (689) 220-5925
  7. |
    1 BED
    $1,842+
    2 BEDS
    $2,173+
    3 BEDS
    $2,686+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,709 - $4,261
    Required Monthly Fees$133
    Utilities & EssentialsVaries
    Total Monthly Price$1,842 - $2,686

    Vintage Winter Park Apartments

    7490 Dwell Well Way, Winter Park, FL 32792
    (689) 220-1305
  12. $727 Off
    Price Drop. $727 Off
    1 BED
    $2,017+
    2 BEDS
    $2,795+
    3 BEDS
    $3,746+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,960 - $4,855
    Required Monthly Fees$57
    Utilities & EssentialsVaries
    Total Monthly Price$2,017 - $4,912

    Baldwin Harbor

    1771-1887 Jake St, Orlando, FL 32814
    (689) 207-3563
  13. Rent Special
    Rent Special
    |
    1 BED
    $1,553+
    2 BEDS
    $2,134+
    3 BEDS
    $3,040+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,518 - $6,415
    Required Monthly Fees$35
    Utilities & EssentialsVaries
    Total Monthly Price$1,553 - $3,040

    The Village at Lake Lily

    925 S Orlando Ave, Maitland, FL 32751
    (689) 219-5267
  14. |
    1 BED
    $1,639+
    2 BEDS
    $1,998+
    3 BEDS
    $2,042+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,555 - $3,482
    Required Monthly Fees$84
    Utilities & EssentialsVaries
    Total Monthly Price$1,639 - $2,282

    Cortland Lake Howell

    1280 Vinings Ln, Casselberry, FL 32707
    (321) 710-4674
  16. $198 Off
    Price Drop. $198 Off
    |
    1 BED
    $1,583+
    2 BEDS
    $2,247+
    3 BEDS
    $3,054+

    The Adeline

    304 Lake Ave, Maitland, FL 32751
    (689) 219-8866
  27. Rent Special
    Rent Special
    STUDIO
    $1,799+
    1 BED
    $2,319+
    2 BEDS
    $2,548+
    3 BEDS
    $3,799+

    Juno Winter Park

    1305 Morgan Stanley Ave, Winter Park, FL 32789
    (321) 732-6086
  33. Good Value
    STUDIO
    $1,775+
    1 BED
    $1,835+
    2 BEDS
    $2,180+
    3 BEDS
    $3,150+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700 - $3,255
    Required Monthly Fees$75
    Total Monthly Price$1,775 - $3,330

    Aurora on the Trail

    825 McCullough Ave, Orlando, FL 32803
    (689) 219-5368
  36. 1 Month Free
    1 Month Free
    STUDIO
    $1,723+
    1 BED
    $2,010+
    2 BEDS
    $2,383+
    3 BEDS
    $3,681+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,635 - $8,641
    Required Monthly Fees$88
    Utilities & EssentialsVaries
    Total Monthly Price$1,723 - $3,681

    Vida at Health Village

    2680 N Orange Ave, Orlando, FL 32804
    (321) 621-2828
  42. 2 Months Free
    2 Months Free
    1 BED
    $1,799+
    2 BEDS
    $2,269+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,795 - $2,691
    Required Monthly Fees$4 - $5
    Utilities & EssentialsVaries
    Total Monthly Price$1,799 - $2,696

    Rosalia Winter Park 55+ Active Adult Community

    3045 Aloma Ave, Winter Park, FL 32792
    (321) 320-8654
Showing 42 of 265 results, Page 1 of 7

Winter Park at a Glance

Average Rent

$1,458
(All bedrooms and property types)
Learn more about
Average Rent in Winter Park
7

School Rating

out of 10 Rating
Learn more about
Schools in Winter Park

Winter Park, FL Apartments for Rent

Winter Park was founded as a resort community by northern business magnates in the late 19th century and has maintained its reputation as one of Central Florida's most desirable places to live. Those searching for apartments for rent in Winter Park will discover tree-lined brick streets, a chain of interconnected lakes, and the cultural centerpiece of Park Avenue, which features boutique shops, art galleries, and dining options. The city is also home to Rollins College and the Charles Hosmer Morse Museum of American Art, which houses the world's most comprehensive collection of Tiffany glass.

Renting in Winter Park provides convenient access to both local attractions and the broader Orlando metropolitan area. The city's apartment communities range from lakefront properties to garden-style residences near downtown, with options spanning studios to multi-bedroom layouts. Major highways including Interstate 4 are easily accessible for commuters heading to Orlando's business districts, theme parks, and employment centers. The 47.6-acre Mead Botanical Garden and the city's scenic canal system offer outdoor recreation, while Park Avenue's walkable downtown creates opportunities for shopping and entertainment without leaving the city limits.

Renting in Winter Park

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Winter Park

(For 1 bedroom apartments)
  • Neighborhoods Average Sq Ft Average Rent
  • Lake Howell 745 Sq Ft $1,542/mo
  • Fairview 736 Sq Ft $1,920/mo

Average Rent in Nearby Cities

(For 1 bedroom apartments)

Education

GreatSchools Rating
Winter Park High

Public High School

Public
Grades 9-12
3,369 Students
GreatSchools Rating
Winter Park High School

Public High School

Public
Grades 9-12
3,304 Students
GreatSchools Rating
Lake Howell High School

Public High School

Public
Grades 9-12
2,239 Students

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

Apartments for Rent Near Winter Park

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Winter Park Apartments for Rent in Your Budget

Frequently asked questions about renting in Winter Park, FL

What are the average rent costs in Winter Park, FL?

The average rent in Winter Park, FL is $1,458.

What are the average rent costs of a studio apartment in Winter Park, FL?

The average rent for a studio apartment in Winter Park, FL is $1,414.

What are the average rent costs of a one bedroom apartment in Winter Park, FL?

The average rent for a 1 bedroom apartment in Winter Park, FL is $1,458.

What are the average rent costs of a two bedroom apartment in Winter Park, FL?

The average rent for a 2 bedroom apartment in Winter Park, FL is $1,747.

What are the average rent costs of a three bedroom apartment in Winter Park, FL?

The average rent for a 3 bedroom apartment in Winter Park, FL is $2,010.

What are the average rent costs of a four bedroom apartment in Winter Park, FL?

The average rent for a 4 bedroom apartment in Winter Park, FL is $1,940.

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