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

938 Rentals
  1. Building Photo - 1756 2nd St NE
    2 BEDS, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    1756 2nd St NE

    1756 2nd St NE, Winter Haven, FL 33881
  2. Building Photo - 7903 Waterview Way
    2 BEDS, 2 BATHS
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    7903 Waterview Way

    7903 Waterview Way, Winter Haven, FL 33884
  3. Building Photo - 330 Avenue G SE
    3 BEDS, 1 BATH
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750

    330 Avenue G SE Unit Apartment

    330 Avenue G SE, Winter Haven, FL 33880
  4. Building Photo - 5624 Struthers Ct
    Discounts
    2 BEDS, 1 BATH
    $1,450
    Total Monthly Price Total Monthly Price New
    Base Rent$1,450
    Required Monthly FeesNone
    Total Monthly Price$1,450

    5624 Struthers Ct

    5624 Struthers Ct, Winter Haven, FL 33884
  5. 3 BEDS, 2 BATHS
    $1,825
    Total Monthly Price Total Monthly Price New
    Base Rent$1,825
    Required Monthly FeesNone
    Total Monthly Price$1,825

    711 Avenue B NE

    711 Avenue B NE, Winter Haven, FL 33881
  6. 1 BED, 1 BATH
    $1,200
    Total Monthly Price Total Monthly Price New
    Base Rent$1,200
    Required Monthly FeesNone
    Total Monthly Price$1,200

    123 E Main St

    123 E Main St, Dundee, FL 33838
  7. 2 BEDS, 1 BATH
    $1,525
    Total Monthly Price Total Monthly Price New
    Base Rent$1,525
    Required Monthly FeesNone
    Total Monthly Price$1,525

    1407 N Lake Shipp Dr SW

    1407 N Lake Shipp Dr SW, Winter Haven, FL 33880
  8. Building Photo - 448 Avenue A NE
    1 BED, 1 BATH
    $1,375
    Total Monthly Price Total Monthly Price New
    Base Rent$1,375
    Required Monthly FeesNone
    Total Monthly Price$1,375

    448 Avenue A NE Unit Cozy Cottage

    448 Avenue A NE, Winter Haven, FL 33881
  9. Building Photo - 7708 Waterview Way
    1 BED, 1.5 BATHS
    $1,350
    Total Monthly Price Total Monthly Price New
    Base Rent$1,350
    Required Monthly FeesNone
    Total Monthly Price$1,350

    7708 Waterview Way Unit 7708 Waterview Way

    7708 Waterview Way, Winter Haven, FL 33884
  10. Building Photo - 1993 Sarah St
    4 BEDS, 2 BATHS
    $1,998

    1993 Sarah St

    1993 Sarah St, Winter Haven, FL 33884
  11. Building Photo - 4973 Kaia Ave
    3 BEDS, 2 BATHS
    $2,000

    4973 Kaia Ave

    4973 Kaia Ave, Winter Haven, FL 33884
  12. Building Photo - 855 Turner Ln
    3 BEDS, 2 BATHS
    $1,950

    855 Turner Ln

    855 Turner Ln, Winter Haven, FL 33884
  13. 3 BEDS, 2 BATHS
    $1,900

    4981 Kaia Ave

    4981 Kaia Ave, Winter Haven, FL 33884
Showing 42 of 172 results, Page 2 of 5

Winter Haven at a Glance

Average Rent

$1,343
(All bedrooms and property types)
Learn more about
Average Rent in Winter Haven
5

School Rating

out of 10 Rating
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Schools in Winter Haven

Renting in Winter Haven

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Winter Haven

(For 1 bedroom apartments)

Education

GreatSchools Rating

Public High School

Public
Grades 9-12
328 Students
GreatSchools Rating

Public High School

Public
Grades 9-12
2,635 Students
GreatSchools Rating

Public Middle School

Public
Grades 6-8
569 Students
GreatSchools Rating

Public Middle School

Public
Grades 6-8
669 Students
GreatSchools Rating

Public Middle School

Public
Grades 6-8
775 Students
GreatSchools Rating

Public Elementary School

Public
Grades K-5
190 Students

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

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