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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
  22. Building Photo - Stonecastle Apartment Homes
    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
  23. 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
  25. 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
    $1,749+
    2 BEDS
    $2,152+
    3 BEDS
    $2,927+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,714 - $3,124
    Required Monthly Fees$30
    Total Monthly Price$1,749 - $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

$1,454
(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

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 $1,535/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.

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