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Apartments under $2,000 for Rent in Winter Park, FL

1,210 Rentals
  1. 1 BED
    $1,297+
    2 BEDS
    $1,524+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,164 - $1,511
    Required Monthly Fees$133
    Total Monthly Price$1,297 - $1,644

    Solis at Winter Park

    7502 Sun Key Blvd, Winter Park, FL 32792
    (321) 366-6748
  2. 1 BED
    $1,265+
    2 BEDS
    $1,468+
    3 BEDS
    $1,819+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,230 - $1,792
    Required Monthly Fees$35
    Total Monthly Price$1,265 - $1,827

    Atlas at Winter Park

    3733 N Goldenrod Rd, Winter Park, FL 32792
    (689) 219-8770
  3. 1 BED
    $1,749
    Total Monthly Price Total Monthly Price New
    Base Rent$1,719 - $2,041
    Required Monthly Fees$30
    Total Monthly Price$1,749 - $2,071

    Audubon Park

    990 Warehouse Rd, Orlando, FL 32803
    (689) 219-8885
  4. Building Photo - Sumerset Apartments
    1 BED
    $1,074+
    2 BEDS
    $1,274+
    3 BEDS
    $1,450+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,074 - $1,495
    Required Monthly FeesNone
    Total Monthly Price$1,074 - $1,495

    Sumerset Apartments

    1051 Lee Rd, Orlando, FL 32810
  5. STUDIO
    $900+
    1 BED
    $1,050+
    2 BEDS
    $1,200+
    3 BEDS
    $1,600+

    Kingswood Apartments

    1101 Lee Rd, Orlando, FL 32810
  6. Building Photo - 1500 Gay Rd
    2 BEDS, 2 BATHS
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750

    1500 Gay Rd Unit 18A

    1500 Gay Rd, Winter Park, FL 32789
  7. Building Photo - 151 N Orlando Ave
    2 BEDS, 1 BATH
    $1,799
    Total Monthly Price Total Monthly Price New
    Base Rent$1,799
    Required Monthly FeesNone
    Total Monthly Price$1,799

    151 N Orlando Ave Unit 101

    151 N Orlando Ave, Winter Park, FL 32789
  8. 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
  9. Building Photo - 5058 Seminole Ave
    1 BED, 1 BATH
    $1,000
    Total Monthly Price Total Monthly Price New
    Base Rent$1,000
    Required Monthly FeesNone
    Total Monthly Price$1,000

    5058 Seminole Ave Unit Seminole 2

    5058 Seminole Ave, Winter Park, FL 32792
  10. Building Photo - 2500 Lee Rd
    2 BEDS, 1 BATH
    $1,375
    Total Monthly Price Total Monthly Price New
    Base Rent$1,375
    Required Monthly FeesNone
    Total Monthly Price$1,375

    2500 Lee Rd Unit 212

    2500 Lee Rd, Winter Park, FL 32789
  11. 2 BEDS, 1 BATH
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    940 W Fairbanks Ave

    940 W Fairbanks Ave, Orlando, FL 32804
  12. Discounts
    1 BED, 1 BATH
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850

    1140 S Orlando Ave Unit Exeter E2

    1140 S Orlando Ave, Maitland, FL 32751
  13. Building Photo - 17 W Winter Park St
    2 BEDS, 1 BATH
    $1,685
    Total Monthly Price Total Monthly Price New
    Base Rent$1,685
    Required Monthly FeesNone
    Total Monthly Price$1,685

    17 W Winter Park St Unit #17

    17 W Winter Park St, Orlando, FL 32804
  14. Building Photo - 1613 Winter Green Blvd
    3 BEDS, 2 BATHS
    $1,950
    Total Monthly Price Total Monthly Price New
    Base Rent$1,950
    Required Monthly FeesNone
    Total Monthly Price$1,950

    1613 Winter Green Blvd

    1613 Winter Green Blvd, Winter Park, FL 32792
  15. 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
  16. 1 BED, 1 BATH
    $1,300
    Total Monthly Price Total Monthly Price New
    Base Rent$1,300
    Required Monthly FeesNone
    Total Monthly Price$1,300

    2520 Caper Ln Unit 102

    2520 Caper Ln, Maitland, FL 32751
Showing 42 of 155 results, Page 2 of 4

Winter Park at a Glance

Average Rent

$1,457
(All bedrooms and property types)
Learn more about
Average Rent in Winter Park
6

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Top Budget-Friendly Neighborhoods in Winter Park

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Public High School

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Grades 9-12
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