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Cheap Apartments for Rent in Winter Park, FL

1,920 Rentals
.
  11. Building Photo - Atlas at Winter Park
    Good Value
    1 BED
    $1,418+
    2 BEDS
    $1,553+
    3 BEDS
    $2,073+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,398 - $2,328
    Required Monthly Fees$20
    Utilities & EssentialsVaries
    Total Monthly Price$1,418 - $2,348

    Atlas at Winter Park

    3733 N Goldenrod Rd, Winter Park, FL 32792
    (689) 219-8770
  23. Building Photo - 2500 Lee Rd
    1 BED, 1 BATH
    $1,465
    Total Monthly Price Total Monthly Price New
    Base Rent$1,465
    Required Monthly FeesNone
    Total Monthly Price$1,465

    2500 Lee Rd Unit 244

    2500 Lee Rd, Winter Park, FL 32789
  25. Building Photo - Aurora on the Trail
    Exceptional Value
    STUDIO
    $1,750+
    1 BED
    $1,562+
    2 BEDS
    $2,167+
    3 BEDS
    $2,909+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,487 - $3,255
    Required Monthly Fees$75
    Total Monthly Price$1,562 - $3,330

    Aurora on the Trail

    825 McCullough Ave, Orlando, FL 32803
    (689) 219-5368
  34. Building Photo - 1500 Gay Rd
    1 BED, 1 BATH
    $1,522
    Total Monthly Price Total Monthly Price New
    Base Rent$1,522
    Required Monthly FeesNone
    Total Monthly Price$1,522

    1500 Gay Rd Unit 1D

    1500 Gay Rd, Winter Park, FL 32789
  36. Building Photo - 105 Jergo Rd
    3 BEDS, 1.5 BATHS
    $1,540

    105 Jergo Rd

    105 Jergo Rd, Winter Park, FL 32792
  41. Building Photo - Cortland Lake Howell
    |
    1 BED
    $1,665+
    2 BEDS
    $1,953+
    3 BEDS
    $2,134+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,591 - $3,867
    Required Monthly Fees$74
    Total Monthly Price$1,665 - $3,431

    Cortland Lake Howell

    1280 Vinings Ln, Casselberry, FL 32707
    (321) 710-4674
  42. Building Photo - The Village at Lake Lily
    Rent Special
    Rent Special
    |
    1 BED
    $1,628+
    2 BEDS
    $2,082+
    3 BEDS
    $2,998+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,593 - $5,419
    Required Monthly Fees$35
    Utilities & EssentialsVaries
    Total Monthly Price$1,628 - $3,083

    The Village at Lake Lily

    925 S Orlando Ave, Maitland, FL 32751
    (689) 219-5267
Showing 42 of 234 results, Page 2 of 6

Winter Park at a Glance

Average Rent

$1,462
(All bedrooms and property types)
Learn more about
Average Rent in Winter Park
6

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 $1,522/mo
  • Fairview 757 Sq Ft $1,827/mo

Education

GreatSchools Rating
Winter Park High

Public High School

Public
Grades 9-12
3,369 Students
GreatSchools Rating
Lake Howell High School

Public High School

Public
Grades 9-12
2,205 Students

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

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