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Apartments with Rent Specials Winter Park, FL

1,031 Rentals
.
  2. Building Photo - Gables Baldwin Park
    Rent Special
    Rent Special
    |
    STUDIO
    $2,218+
    1 BED
    $2,443+
    2 BEDS
    $3,653+
    3 BEDS
    $4,269+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,170 - $4,401
    Required Monthly Fees$48
    Utilities & EssentialsVaries
    Total Monthly Price$2,218 - $4,449

    Gables Baldwin Park

    2050 Jake St, Orlando, FL 32814
    (470) 305-6691
  6. Rent Special
    Rent Special
    |
    1 BED
    $1,663+
    2 BEDS
    $2,081+
    3 BEDS
    $3,122+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,628 - $5,667
    Required Monthly Fees$35
    Utilities & EssentialsVaries
    Total Monthly Price$1,663 - $3,157

    The Village at Lake Lily

    925 S Orlando Ave, Maitland, FL 32751
    (689) 219-5267
  18. 2 Months Free
    2 Months Free
    STUDIO
    $1,775+
    1 BED
    $1,818+
    2 BEDS
    $2,130+
    3 BEDS
    $3,043+
    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
  19. 1 Month Free
    1 Month Free
    STUDIO
    $1,707+
    1 BED
    $2,080+
    2 BEDS
    $2,550+
    3 BEDS
    $3,714+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,619 - $8,135
    Required Monthly Fees$88
    Utilities & EssentialsVaries
    Total Monthly Price$1,707 - $3,714

    Vida at Health Village

    2680 N Orange Ave, Orlando, FL 32804
    (321) 621-2828
  23. 1 Month Free
    1 Month Free
    1 BED
    $1,565+
    2 BEDS
    $1,838+
    3 BEDS
    $1,956+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,414 - $2,620
    Required Monthly Fees$151
    Utilities & EssentialsVaries
    Total Monthly Price$1,565 - $2,771

    Stonecastle Apartment Homes

    2015 New Stonecastle Ter, Winter Park, FL 32792
    (689) 219-5272
  24. Rent Special
    Rent Special
    1 BED
    $1,198+
    2 BEDS
    $1,727+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,080 - $1,774
    Required Monthly Fees$118
    Utilities & EssentialsVaries
    Total Monthly Price$1,198 - $1,892

    Solis at Winter Park

    7502 Sun Key Blvd, Winter Park, FL 32792
    (321) 366-6748
  26. 2 Months Free
    2 Months Free
    1 BED
    $1,917+
    2 BEDS
    $2,482+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,802 - $2,691
    Required Monthly Fees$115
    Utilities & EssentialsVaries
    Total Monthly Price$1,917 - $2,806

    Rosalia Winter Park 55+ Active Adult Community

    3045 Aloma Ave, Winter Park, FL 32792
    (321) 320-8654
  29. Rent Special
    Rent Special
    1 BED
    $1,784+
    2 BEDS
    $2,152+
    3 BEDS
    $2,927+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,749 - $3,124
    Required Monthly Fees$30
    Total Monthly Price$1,784 - $3,154

    Audubon Park

    990 Warehouse Rd, Orlando, FL 32803
    (689) 219-8885
  30. Building Photo - Kingswood Apartments
    Rent Special
    Rent Special
    STUDIO
    $900+
    1 BED
    $1,050+
    2 BEDS
    $1,200+
    3 BEDS
    $1,600+

    Kingswood Apartments

    1101 Lee Rd, Orlando, FL 32810
  31. Building Photo - 725 Formosa Ave
    Rent Special
    Rent Special
    1 BED, 1 BATH
    $1,150
    Total Monthly Price Total Monthly Price New
    Base Rent$1,150
    Required Monthly FeesNone
    Total Monthly Price$1,150

    725 Formosa Ave Unit #2

    725 Formosa Ave, Winter Park, FL 32789
    Apply
  33. Kitchen - Serena Winter Park
    2 Months Free
    2 Months Free
    1 BED
    $1,229+
    2 BEDS
    $1,649+

    Serena Winter Park

    2890 Red Lion Sq, Winter Park, FL 32792
  34. 2 Months Free
    2 Months Free
    1 BED
    $1,199+
    2 BEDS
    $1,449+
    3 BEDS
    $1,999+

    Sapphire Winter Park

    1743 Semoran North Cir, Winter Park, FL 32792
  35. 1 Month Free
    1 Month Free
    1 BED
    $1,799+
    2 BEDS
    $1,899+

    The Fisher

    2001 Glenridge Way, Winter Park, FL 32792
  36. 2 Months Free
    2 Months Free
    1 BED
    $1,229

    Indigo Winter Park

    220 S Semoran Blvd, Winter Park, FL 32792

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Winter Park at a Glance

Average Rent

$1,455
(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 747 Sq Ft $1,534/mo
  • Fairview 750 Sq Ft $1,903/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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Winter Park Apartments for Rent in Your Budget

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