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Pet Friendly Apartments for Rent in Winter Park, FL

1,152 Rentals
.
  1. Building Photo - Gables Baldwin Park
    1 Month Free
    1 Month Free
    |
    STUDIO
    $2,291+
    1 BED
    $2,511+
    2 BEDS
    $3,334+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,238 - $4,356
    Required Monthly Fees$53
    Utilities & EssentialsVaries
    Total Monthly Price$2,291 - $4,409

    Gables Baldwin Park

    2050 Jake St, Orlando, FL 32814
    (470) 305-6691
  5. |
    1 BED
    $1,816+
    2 BEDS
    $2,041+
    3 BEDS
    $2,494+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,683 - $2,504
    Required Monthly Fees$133
    Total Monthly Price$1,816 - $2,637

    Vintage Winter Park Apartments

    7490 Dwell Well Way, Winter Park, FL 32792
    (689) 220-1305
  9. Rent Special
    Rent Special
    1 BED
    $1,254+
    2 BEDS
    $1,513+

    Seabrook

    3114 Terry Brook Dr, Winter Park, FL 32792
    (689) 220-5925
  14. Rent Special
    Rent Special
    |
    1 BED
    $1,776+
    2 BEDS
    $2,242+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,741 - $2,547
    Required Monthly Fees$35
    Utilities & EssentialsVaries
    Total Monthly Price$1,776 - $2,582

    The Village at Lake Lily

    925 S Orlando Ave, Maitland, FL 32751
    (689) 219-5267
  15. $306 Off
    Price Drop. $306 Off
    |
    1 BED
    $1,439+
    2 BEDS
    $1,674+
    3 BEDS
    $1,883+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,355 - $1,839
    Required Monthly Fees$84
    Utilities & EssentialsVaries
    Total Monthly Price$1,439 - $1,923

    Cortland Lake Howell

    1280 Vinings Ln, Casselberry, FL 32707
    (321) 710-4674
  17. $566 Off
    Price Drop. $566 Off
    1 BED
    $1,956+
    2 BEDS
    $3,049+
    3 BEDS
    $3,976+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,879 - $5,056
    Required Monthly Fees$77
    Utilities & EssentialsVaries
    Total Monthly Price$1,956 - $5,133

    Baldwin Harbor

    1771-1887 Jake St, Orlando, FL 32814
    (689) 207-3563
  18. Exceptional Value
    |
    1 BED
    $1,875+
    2 BEDS
    $2,368+
    3 BEDS
    $2,566+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,774 - $2,778
    Required Monthly Fees$101
    Utilities & EssentialsVaries
    Total Monthly Price$1,875 - $2,879

    Village at Baldwin Park

    2055 Lake Baldwin Ln, Orlando, FL 32814
    (352) 632-9622
  19. $473 Off
    Price Drop. $473 Off
    |
    1 BED
    $1,619+
    2 BEDS
    $2,114+
    3 BEDS
    $2,678+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,619 - $3,043
    Utilities & EssentialsVaries
    Total Monthly Price$1,619 - $3,043

    The Adeline

    304 Lake Ave, Maitland, FL 32751
    (689) 219-8866
  32. 1 Month Free
    1 Month Free
    STUDIO
    $1,853+
    1 BED
    $2,044+
    2 BEDS
    $2,735+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,765 - $2,792
    Required Monthly Fees$88
    Utilities & EssentialsVaries
    Total Monthly Price$1,853 - $2,880

    Vida at Health Village

    2680 N Orange Ave, Orlando, FL 32804
    (321) 621-2828
  34. Good Value
    STUDIO
    $1,831+
    1 BED
    $1,620+
    2 BEDS
    $2,184+
    3 BEDS
    $2,845+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,545 - $3,177
    Required Monthly Fees$75
    Total Monthly Price$1,620 - $3,252

    Aurora on the Trail

    825 McCullough Ave, Orlando, FL 32803
    (689) 219-5368
  35. $200 Off
    Price Drop. $200 Off
    1 BED
    $1,049+
    2 BEDS
    $1,299+

    Soraya

    1485 Ash Cir, Casselberry, FL 32707
    (689) 205-8365
  39. 1 BED
    $1,592+
    2 BEDS
    $1,936+
    3 BEDS
    $1,956+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,441 - $2,620
    Required Monthly Fees$151
    Utilities & EssentialsVaries
    Total Monthly Price$1,592 - $2,771

    Stonecastle Apartment Homes

    2015 New Stonecastle Ter, Winter Park, FL 32792
    (689) 219-5272
  40. Rent Special
    Rent Special
    STUDIO
    $1,276+
    1 BED
    $1,443+
    2 BEDS
    $1,542+
    3 BEDS
    $1,850+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,265 - $2,204
    Required Monthly Fees$11
    Utilities & EssentialsVaries
    Total Monthly Price$1,276 - $2,215

    Westmount at Winter Park

    1701 Lee Rd, Winter Park, FL 32789
    (689) 205-8291
  42. $165 Off
    Price Drop. $165 Off
    1 BED
    $1,225+
    2 BEDS
    $1,395+
    3 BEDS
    $1,760+

    Signal Pointe

    2500 Howell Branch Rd, Winter Park, FL 32792
    (689) 220-5609
Showing 42 of 161 results, Page 1 of 4

Winter Park at a Glance

Average Rent

$1,485
(All bedrooms and property types)
Learn more about
Average Rent in Winter Park
7

School Rating

out of 10 Rating
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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 727 Sq Ft $1,512/mo
  • Fairview 740 Sq Ft $1,802/mo

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

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