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Two Bedroom Apartments for Rent in Winter Park, FL

587 Rentals
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  2. Building Photo - Westmount at Winter Park
    Rent Special
    Rent Special
    2 BEDS
    $1,542
    Total Monthly Price Total Monthly Price New
    Base Rent$1,531
    Required Monthly Fees$11
    Utilities & EssentialsVaries
    Total Monthly Price$1,542

    Westmount at Winter Park

    1701 Lee Rd, Winter Park, FL 32789
    (689) 205-8291
  4. Good Value
    2 BEDS
    $1,514
    Total Monthly Price Total Monthly Price New
    Base Rent$1,489 - $1,560
    Required Monthly Fees$25
    Utilities & EssentialsVaries
    Total Monthly Price$1,514 - $1,585

    Atlas at Winter Park

    3733 N Goldenrod Rd, Winter Park, FL 32792
    (689) 219-8770
  11. $362 Off
    Price Drop. $362 Off
    2 BEDS
    $1,864
    Total Monthly Price Total Monthly Price New
    Base Rent$1,774 - $2,110
    Required Monthly Fees$90
    Total Monthly Price$1,864 - $2,200

    Audubon Park

    990 Warehouse Rd, Orlando, FL 32803
    (689) 219-8885
  17. Building Photo - 155 Stefanik Rd
    2 BEDS, 2 BATHS
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    155 Stefanik Rd

    155 Stefanik Rd, Winter Park, FL 32792
  18. 2 BEDS, 1 BATH
    $1,695
    Total Monthly Price Total Monthly Price New
    Base Rent$1,695
    Required Monthly FeesNone
    Total Monthly Price$1,695

    1720 Miller Ave

    1720 Miller Ave, Winter Park, FL 32789
  19. 2 BEDS, 3 BATHS
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    2605 Galliano Cir

    2605 Galliano Cir, Winter Park, FL 32792
  22. Building Photo - 162 Moyses Rd
    2 BEDS, 2 BATHS
    $1,895

    162 Moyses Rd

    162 Moyses Rd, Winter Park, FL 32792
  29. Building Photo - 2924 Antique Oaks Cir
    2 BEDS, 2.5 BATHS
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850

    2924 Antique Oaks Cir Unit 48

    2924 Antique Oaks Cir, Winter Park, FL 32792
    Apply
  30. 2 BEDS, 2 BATHS
    $1,545
    Total Monthly Price Total Monthly Price New
    Base Rent$1,545
    Required Monthly FeesNone
    Total Monthly Price$1,545

    1172 Calle Del Rey Unit A

    1172 Calle Del Rey, Casselberry, FL 32707
    Apply
  31. Building Photo - 1010 Timor Ave
    Rent Special
    Rent Special
    2 BEDS, 1 BATH
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    1010 Timor Ave

    1010 Timor Ave, Orlando, FL 32804
    Apply
  32. Building Photo - 7404 Woodburn Ct
    2 BEDS, 1.5 BATHS
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    7404 Woodburn Ct

    7404 Woodburn Ct, Winter Park, FL 32792
Showing 42 of 153 results, Page 2 of 4

Winter Park at a Glance

Average Rent

$1,474
(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 727 Sq Ft $1,536/mo
  • Fairview 741 Sq Ft $1,796/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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