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Cheap Apartments for Rent in Winter Park, FL

1,417 Rentals
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  3. Building Photo - 1720 Miller Ave
    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
  4. Building Photo - Enders Place at Baldwin Park
    $265 Off
    Price Drop. $265 Off
    STUDIO
    $1,798+
    1 BED
    $2,274+
    2 BEDS
    $2,749+
    3 BEDS
    $3,373+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,699 - $3,475
    Required Monthly Fees$99
    Utilities & EssentialsVaries
    Total Monthly Price$1,798 - $3,574

    Enders Place at Baldwin Park

    4220 New Broad St, Orlando, FL 32814
    (689) 220-2141
  6. Building Photo - 1913 South Blvd
    1 BED, 1 BATH
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    1913 South Blvd Unit B

    1913 South Blvd, Maitland, FL 32751
    (689) 225-6561
  8. 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
  9. 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
  16. Building Photo - Vida at Health Village
    1 Month Free
    1 Month Free
    STUDIO
    $1,827+
    1 BED
    $2,044+
    2 BEDS
    $2,715+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,739 - $2,772
    Required Monthly Fees$88
    Utilities & EssentialsVaries
    Total Monthly Price$1,827 - $2,860

    Vida at Health Village

    2680 N Orange Ave, Orlando, FL 32804
    (321) 621-2828
  19. Building Photo - Village at Baldwin Park
    $285 Off
    Price Drop. $285 Off
    |
    1 BED
    $1,850+
    2 BEDS
    $2,323+
    3 BEDS
    $2,566+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,749 - $2,828
    Required Monthly Fees$101
    Utilities & EssentialsVaries
    Total Monthly Price$1,850 - $2,929

    Village at Baldwin Park

    2055 Lake Baldwin Ln, Orlando, FL 32814
    (352) 632-9622
  20. Building Photo - 276 Cambridge Blvd
    1 BED, 1 BATH
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750

    276 Cambridge Blvd

    276 Cambridge Blvd, Winter Park, FL 32789
    Apply
  26. 1 Month Free
    1 Month Free
    2 BEDS
    $1,799

    The Fisher

    2001 Glenridge Way, Winter Park, FL 32792
  31. 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
  36. Building Photo - Baldwin Harbor
    $566 Off
    Price Drop. $566 Off
    1 BED
    $1,962+
    2 BEDS
    $3,052+
    3 BEDS
    $3,915+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,885 - $5,057
    Required Monthly Fees$77
    Utilities & EssentialsVaries
    Total Monthly Price$1,962 - $5,134

    Baldwin Harbor

    1771-1887 Jake St, Orlando, FL 32814
    (689) 207-3563
  38. Building Photo - 162 Moyses Rd
    2 BEDS, 2 BATHS
    $1,895

    162 Moyses Rd

    162 Moyses Rd, Winter Park, FL 32792
Showing 42 of 293 results, Page 4 of 7

Winter Park at a Glance

Average Rent

$1,479
(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 726 Sq Ft $1,533/mo
  • Fairview 736 Sq Ft $1,784/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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