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Apartments for Rent in Winter Park, FL with a Garage

583 Rentals
.
  3. Rent Special
    Rent Special
    |
    1 BED
    $1,880+
    2 BEDS
    $2,134+
    3 BEDS
    $3,037+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,845 - $6,509
    Required Monthly Fees$35
    Utilities & EssentialsVaries
    Total Monthly Price$1,880 - $3,069

    The Village at Lake Lily

    925 S Orlando Ave, Maitland, FL 32751
    (689) 219-5267
  4. $359 Off
    Price Drop. $359 Off
    |
    STUDIO
    $1,735+
    1 BED
    $1,750+
    2 BEDS
    $2,190+
    3 BEDS
    $3,063+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,695 - $3,487
    Required Monthly Fees$40
    Utilities & EssentialsVaries
    Total Monthly Price$1,735 - $3,063

    The Ivy Residences at Health Village Apartment Homes

    2650 Dade Ave, Orlando, FL 32804
    (321) 204-8609
  5. $297 Off
    Price Drop. $297 Off
    1 BED
    $2,047+
    2 BEDS
    $2,896+
    3 BEDS
    $3,646+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,990 - $4,593
    Required Monthly Fees$57
    Utilities & EssentialsVaries
    Total Monthly Price$2,047 - $4,650

    Baldwin Harbor

    1771-1887 Jake St, Orlando, FL 32814
    (689) 207-3563
  6. |
    1 BED
    $1,619+
    2 BEDS
    $1,963+
    3 BEDS
    $2,128+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,535 - $3,319
    Required Monthly Fees$84
    Utilities & EssentialsVaries
    Total Monthly Price$1,619 - $2,298

    Cortland Lake Howell

    1280 Vinings Ln, Casselberry, FL 32707
    (321) 710-4674
  14. 1 Month Free
    1 Month Free
    STUDIO
    $1,740+
    1 BED
    $1,985+
    2 BEDS
    $2,397+
    3 BEDS
    $3,631+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,652 - $8,540
    Required Monthly Fees$88
    Utilities & EssentialsVaries
    Total Monthly Price$1,740 - $4,945

    Vida at Health Village

    2680 N Orange Ave, Orlando, FL 32804
    (321) 621-2828
  15. Good Value
    STUDIO
    $1,775+
    1 BED
    $1,835+
    2 BEDS
    $2,373+
    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
  17. Building Photo - Stonecastle Apartment Homes
    1 Month Free
    1 Month Free
    1 BED
    $1,556+
    2 BEDS
    $1,834+
    3 BEDS
    $1,956+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,405 - $2,620
    Required Monthly Fees$151
    Utilities & EssentialsVaries
    Total Monthly Price$1,556 - $2,771

    Stonecastle Apartment Homes

    2015 New Stonecastle Ter, Winter Park, FL 32792
    (689) 219-5272
  18. Building Photo - Rosalia Winter Park 55+ Active Adult Community
    2 Months Free
    2 Months Free
    1 BED
    $1,990+
    2 BEDS
    $2,394+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,795 - $2,691
    Required Monthly Fees$195
    Utilities & EssentialsVaries
    Total Monthly Price$1,990 - $2,886

    Rosalia Winter Park 55+ Active Adult Community

    3045 Aloma Ave, Winter Park, FL 32792
    (321) 320-8654
  21. $408 Off
    Price Drop. $408 Off
    1 BED
    $1,751+
    2 BEDS
    $1,979+
    3 BEDS
    $3,111+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,721 - $3,255
    Required Monthly Fees$30
    Total Monthly Price$1,751 - $3,285

    Audubon Park

    990 Warehouse Rd, Orlando, FL 32803
    (689) 219-8885
  24. Building Photo - 2075 Jewell Ave
    5 BEDS, 4 BATHS
    $6,700
    Total Monthly Price Total Monthly Price New
    Base Rent$6,700
    Required Monthly FeesNone
    Total Monthly Price$6,700

    2075 Jewell Ave

    2075 Jewell Ave, Winter Park, FL 32789
  27. Building Photo - 1105 Minnesota Ave
    3 BEDS, 3 BATHS
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    1105 Minnesota Ave

    1105 Minnesota Ave, Winter Park, FL 32789
  33. Building Photo - 3463 Arnel Dr
    3 BEDS, 2 BATHS
    $2,950
    Total Monthly Price Total Monthly Price New
    Base Rent$2,950
    Required Monthly FeesNone
    Total Monthly Price$2,950

    3463 Arnel Dr

    3463 Arnel Dr, Winter Park, FL 32792
  34. Building Photo - 641 Brookside Rd
    5 BEDS, 3 BATHS
    $3,795
    Total Monthly Price Total Monthly Price New
    Base Rent$3,795
    Required Monthly FeesNone
    Total Monthly Price$3,795

    641 Brookside Rd

    641 Brookside Rd, Maitland, FL 32751
  35. 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
  37. Building Photo - 2810 Sandwell Dr
    3 BEDS, 2 BATHS
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    2810 Sandwell Dr

    2810 Sandwell Dr, Winter Park, FL 32792
    Apply
  38. 3 BEDS, 2.5 BATHS
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    1840 Bachman Way

    1840 Bachman Way, Winter Park, FL 32792
  39. Building Photo - 1951 Canny Cv
    3 BEDS, 2.5 BATHS
    $2,800

    1951 Canny Cv

    1951 Canny Cv, Winter Park, FL 32792
Showing 42 of 66 results, Page 1 of 2

Winter Park at a Glance

Average Rent

$1,486
(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 737 Sq Ft $1,581/mo
  • Fairview 731 Sq Ft $1,868/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

Specialty Housing

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