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Apartments For Rent By Owner in Winter Haven, FL

13 Rentals
.
  1. Building Photo - 1341 Daisy Field Dr
    4 BEDS, 2 BATHS
    $2,300
    Total Monthly Price Total Monthly Price New
    Base Rent$2,300
    Required Monthly FeesNone
    Total Monthly Price$2,300

    1341 Daisy Field Dr

    1341 Daisy Field Dr, Winter Haven, FL 33884
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  3. 2 BEDS, 1 BATH
    $1,400
    Total Monthly Price Total Monthly Price New
    Base Rent$1,400
    Required Monthly FeesNone
    Total Monthly Price$1,400

    5850 Cypress Gardens Blvd Unit #607

    5850 Cypress Gardens Blvd, Winter Haven, FL 33884
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  4. Rent Special
    Rent Special
    1 BED, 1 BATH
    $850
    Total Monthly Price Total Monthly Price New
    Base Rent$850
    Required Monthly FeesNone
    Total Monthly Price$850

    1131 5th St SW Unit 4 downstairs

    1131 5th St SW, Winter Haven, FL 33880
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  5. 1 BED, 1 BATH
    $1,475
    Total Monthly Price Total Monthly Price New
    Base Rent$1,475
    Required Monthly FeesNone
    Total Monthly Price$1,475

    448 Avenue A NE Unit Cozy Cottage

    448 Avenue A NE, Winter Haven, FL 33881
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  6. 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
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  7. 2 BEDS, 2 BATHS
    $1,400
    Total Monthly Price Total Monthly Price New
    Base Rent$1,400
    Required Monthly FeesNone
    Total Monthly Price$1,400

    357 Winter Ridge Blvd Unit 357

    357 Winter Ridge Blvd, Winter Haven, FL 33881
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  8. 1 BED, 1 BATH
    $1,100
    Total Monthly Price Total Monthly Price New
    Base Rent$1,100
    Required Monthly FeesNone
    Total Monthly Price$1,100

    836 Lake Martha Dr NE Unit B

    836 Lake Martha Dr NE, Winter Haven, FL 33881
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  9. 4 BEDS, 2 BATHS
    $2,150
    Total Monthly Price Total Monthly Price New
    Base Rent$2,150
    Required Monthly FeesNone
    Total Monthly Price$2,150

    1108 29th St NW

    1108 29th St NW, Winter Haven, FL 33881
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  10. 2 BEDS, 1 BATH
    $1,250
    Total Monthly Price Total Monthly Price New
    Base Rent$1,250
    Required Monthly FeesNone
    Total Monthly Price$1,250

    709 Mosley Rd Unit 709

    709 Mosley Rd, Lake Alfred, FL 33850
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  11. 4 BEDS, 2 BATHS
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    3960 Avenue U NW

    3960 Avenue U NW, Winter Haven, FL 33881
  12. 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

    101 Lake Sears Dr

    101 Lake Sears Dr, Winter Haven, FL 33880
  13. 3 BEDS, 2 BATHS
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    690 Avenue C SE Unit 690

    690 Avenue C SE, Winter Haven, FL 33880

Winter Haven at a Glance

Average Rent

$1,336
(All bedrooms and property types)
Learn more about
Average Rent in Winter Haven
5

School Rating

out of 10 Rating
Learn more about
Schools in Winter Haven

Winter Haven, FL Apartments for Rent

Winter Haven earns its nickname "The Chain of Lakes City" from 50 connected lakes and canals flowing through the community. Anyone searching for apartments for rent in Winter Haven can choose from lakefront spots to downtown homes, with studios going for about $1,020 and two-bedroom apartment communities running around $1,516 monthly. The historic Interlaken neighborhood shows off colonial revival buildings, while newer developments bring modern living spaces that fit different budgets and tastes.

Renting in Winter Haven means year-round fun on the water—boating, fishing, and water sports across the city's lakes. Downtown's Central Avenue puts local shops and restaurants within walking distance of several residential areas. The city hosts Legoland Florida, a major regional draw built where Cypress Gardens once stood. Winter Haven sits in Polk County, right between Tampa and Orlando, with easy Interstate 4 access for anyone commuting to either city. The warm weather and waterfront views make it a smart choice for renters wanting affordable Central Florida living.

Renting in Winter Haven

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Winter Haven

(For 1 bedroom apartments)

Average Rent in Nearby Cities

(For 1 bedroom apartments)

Education

GreatSchools Rating
Chain of Lakes Collegiate High

Public High School

Public
Grades 9-12
328 Students
GreatSchools Rating
Winter Haven Senior High School

Public High School

Public
Grades 9-12
2,635 Students
GreatSchools Rating
Jewett Middle Academy Magnet

Public Middle School

Public
Grades 6-8
569 Students
GreatSchools Rating
Westwood Middle School

Public Middle School

Public
Grades 6-8
669 Students
GreatSchools Rating
Denison Middle School

Public Middle School

Public
Grades 6-8
775 Students
GreatSchools Rating
Hartridge Academy

Public Elementary School

Public
Grades K-5
190 Students

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

Apartments for Rent Near Winter Haven

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Winter Haven Apartments for Rent in Your Budget

Frequently asked questions about renting in Winter Haven, FL

What are the average rent costs in Winter Haven, FL?

The average rent in Winter Haven, FL is $1,336.

What are the average rent costs of a studio apartment in Winter Haven, FL?

The average rent for a studio apartment in Winter Haven, FL is $1,056.

What are the average rent costs of a one bedroom apartment in Winter Haven, FL?

The average rent for a 1 bedroom apartment in Winter Haven, FL is $1,336.

What are the average rent costs of a two bedroom apartment in Winter Haven, FL?

The average rent for a 2 bedroom apartment in Winter Haven, FL is $1,551.

What are the average rent costs of a three bedroom apartment in Winter Haven, FL?

The average rent for a 3 bedroom apartment in Winter Haven, FL is $1,834.

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