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Apartments for Rent in Winter Park, FL with a Garage

280 Rentals
.
  2. Building Photo - Aurora on the Trail
    Exceptional Value
    |
    STUDIO
    $1,691+
    1 BED
    $1,579+
    2 BEDS
    $2,037+
    3 BEDS
    $2,795+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,504 - $3,132
    Required Monthly Fees$75
    Total Monthly Price$1,579 - $3,207

    Aurora on the Trail

    825 McCullough Ave, Orlando, FL 32803
    (689) 219-5368
  3. $205 Off
    Price Drop. $205 Off
    |
    1 BED
    $1,630+
    2 BEDS
    $2,245+

    400 North

    400 N Orlando Ave, Maitland, FL 32751
    (689) 219-4863
  4. |
    1 BED
    $1,573+
    2 BEDS
    $1,860+
    3 BEDS
    $2,080+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500 - $3,665
    Required Monthly Fees$73
    Total Monthly Price$1,573 - $3,738

    Cortland Lake Howell

    1280 Vinings Ln, Casselberry, FL 32707
    (321) 710-4674
  10. 1 BED
    $1,796+
    2 BEDS
    $2,120+
    3 BEDS
    $2,614+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,766 - $3,259
    Required Monthly Fees$30
    Total Monthly Price$1,796 - $3,289

    Audubon Park

    990 Warehouse Rd, Orlando, FL 32803
    (689) 219-8885
  20. Building Photo - 2075 Jewell Ave
    5 BEDS, 4 BATHS
    $6,995
    Total Monthly Price Total Monthly Price New
    Base Rent$6,995
    Required Monthly FeesNone
    Total Monthly Price$6,995

    2075 Jewell Ave

    2075 Jewell Ave, Winter Park, FL 32789
  21. Building Photo - 2721 E Marks St
    3 BEDS, 2 BATHS
    $5,800
    Total Monthly Price Total Monthly Price New
    Base Rent$5,800
    Required Monthly FeesNone
    Total Monthly Price$5,800

    2721 E Marks St

    2721 E Marks St, Orlando, FL 32803
  22. Building Photo - 5417 Ferrol Dr
    3 BEDS, 2 BATHS
    $2,900
    Total Monthly Price Total Monthly Price New
    Base Rent$2,900
    Required Monthly FeesNone
    Total Monthly Price$2,900

    5417 Ferrol Dr

    5417 Ferrol Dr, Winter Park, FL 32792
  31. Building Photo - 1986 Canny Cv
    3 BEDS, 2.5 BATHS
    $2,675

    1986 Canny Cv

    1986 Canny Cv, Winter Park, FL 32792
  35. Building Photo - 1994 Canny Cv
    3 BEDS, 2.5 BATHS
    $2,600

    1994 Canny Cv

    1994 Canny Cv, Winter Park, FL 32792
  39. 1 BED, 1 BATH
    $1,200

    301 Clark St

    301 Clark St, Eatonville, FL 32751
Showing 42 of 44 results, Page 1 of 2

Winter Park at a Glance

Average Rent

$1,459
(All bedrooms and property types)
Learn more about
Average Rent in Winter Park
6

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)

Education

GreatSchools Rating
Winter Park High

Public High School

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

Public High School

Public
Grades 9-12
Students

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

Apartments for Rent Near Winter Park

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