Cheap Apartments for Rent in Winter Haven, FL

1,061 Rentals

.

1 BED, 1 BATH

$1,250

3101 Ave V NW

3101 Ave V NW, Winter Haven, FL 33881
2 BEDS, 1 BATH

$1,250

709 Mosley Rd

709 Mosley Rd, Lake Alfred, FL 33850
1 BED

$1,251+

2 BEDS

$1,300+

3 BEDS

$1,733+

The Arbours at Garden Grove

4900 Cypress Gardens Rd, Winter Haven, FL 33884

Call (727) 472-4654
2 BEDS, 1 BATH

$1,280

$1000 OFF SECOND MONTH --- 2-Bedroom WITH SUNROOM Home for Rent in Downtown Winter Haven!!

1730 Broxey Ct NE, Winter Haven, FL 33881
$280 Off

Price Drop. $280 Off

|

1 BED

$1,290+

2 BEDS

$1,595+

3 BEDS

$1,995+

Serenity at Lake Wales

105 Serenity Loop, Lake Wales, FL 33859

Call (863) 356-1396
$415 Off

Price Drop. $415 Off

1 BED

$1,295+

2 BEDS

$1,795+

Raindance

200 Avenue C SW, Winter Haven, FL 33880

Call (863) 356-1918
1 BED, 1 BATH

$1,295

320 Spirit Lndg Cir

320 Spirit Lndg Cir, Winter Haven, FL 33880
$326 Off

Price Drop. $326 Off

|

1 BED

$1,441+

2 BEDS

$1,741+

Total Monthly Price Total Monthly Price New
Base Rent$1,299 - $1,890
Required Monthly Fees$142
Total Monthly Price$1,441 - $2,032

Prose Cypress Pointe

3110 Gowan Dr, Winter Haven, FL 33884

Call (689) 219-8438
2 Months Free

2 Months Free

|

1 BED

$1,299+

2 BEDS

$1,649+

Dream Winter Haven

5004 Dream Dr, Winter Haven, FL 33880

Call (863) 343-2710
2 BEDS, 1 BATH

$1,299

3060 St Paul Dr

3060 St Paul Dr, Jan Phyl Village, FL 33880

Call (205) 644-0234
1 BED, 1 BATH

$1,300

Charming One-Bedroom, One-Bath Retreat in Winter Haven with Modern Amenities

2025 San Marcos Dr SE, Winter Haven, FL 33880
2 BEDS, 2 BATHS

$1,325

76 Stebbins Dr

76 Stebbins Dr, Winter Haven, FL 33884
2 BEDS, 2 BATHS

$1,349

Spacious Two Bedroom Apartment Near Downtown

200 Ave K SE, Winter Haven, FL 33880
$330 Off

Price Drop. $330 Off

|

STUDIO

$1,350+

1 BED

$1,395+

2 BEDS

$1,995+

The Breeze

265 Ave E SW, Winter Haven, FL 33880

Call (863) 356-8805
2 BEDS

$1,350

510 Avenue K NW

510 Avenue K NW, Winter Haven, FL 33881

Call (863) 251-9712
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
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
2 BEDS, 1.5 BATHS

$1,375

Two-Bedroom Townhouse near Park

1860 Ave Q SW, Winter Haven, FL 33880
$296 Off

Price Drop. $296 Off

|

1 BED

$1,380+

2 BEDS

$1,610+

3 BEDS

$2,140+

Alera at Hunters Glen

3005 Willow Glen Cir, Lake Wales, FL 33859

Call (863) 270-8959
Rent Special

Rent Special

1 BED

$1,395+

2 BEDS

$1,795+

3 BEDS

$1,945+

Magnolia at Lake Hamilton

2850 W Lake Hamilton Dr, Winter Haven, FL 33881

Call (863) 900-9918
2 BEDS, 1 BATH

$1,395

900 Ave Z SE Unit C2

900 Ave Z SE, Winter Haven, FL 33880
1 BED, 1 BATH

$1,400

150 El Dorado Blvd Unit 208

150 El Dorado Blvd, Winter Haven, FL 33884
1 BED, 1 BATH

$1,400

1313 Diego Ter

1313 Diego Ter, Winter Haven, FL 33884
2 BEDS, 2 BATHS

$1,400

1101 Eagle Pond Dr Unit 1101

1101 Eagle Pond Dr, Winter Haven, FL 33884
2 BEDS, 2 BATHS

$1,425

333 N Lake Howard Dr Unit 312C

333 N Lake Howard Dr, Winter Haven, FL 33880
2 BEDS, 2 BATHS

$1,450

1707 Eagle Pond Dr Unit 1707

1707 Eagle Pond Dr, Winter Haven, FL 33884
1 Month Free

1 Month Free

|

1 BED

$1,470+

2 BEDS

$1,650+

The Jade

1150 3rd St Sw, Winter Haven, FL 33880

Call (863) 356-0954
Good Value

1 BED

$1,475+

2 BEDS

$1,489+

3 BEDS

$1,899+

Lakeshore Club

1300 Lake Howard Dr SW, Winter Haven, FL 33880

Call (863) 280-7976
2 Months Free

2 Months Free

1 BED

$1,480+

2 BEDS

$1,650+

3 BEDS

$2,125+

The Waverly at Winter Haven

1015 Lake Forest Blvd, Winter Haven, FL 33884

Call (912) 590-0401
3 BEDS, 1 BATH

$1,495

338 W Bay Ave

338 W Bay Ave, Eagle Lake, FL 33839
2 BEDS, 2 BATHS

$1,499

Two-Bedroom Townhome in Winter Haven

2312 Isle Royal Ct SE, Winter Haven, FL 33880
2 BEDS, 1 BATH

$1,500

Total Monthly Price Total Monthly Price New
Base Rent$1,500
Required Monthly FeesNone
Total Monthly Price$1,500

650 Ave B SW Unit 650 Avenue B SW

650 Ave B SW, Winter Haven, FL 33880
1 BED, 1 BATH

$1,500

100 El Camino Dr Unit 111

100 El Camino Dr, Winter Haven, FL 33884
2 BEDS, 2 BATHS

$1,500

3316 Timberline Rd W

3316 Timberline Rd W, Winter Haven, FL 33880
2 BEDS, 2 BATHS

$1,500

350 Winter Ridge Blvd

350 Winter Ridge Blvd, Winter Haven, FL 33881
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

Apply
2 BEDS, 1 BATH

$1,525

603 Citrus Ave

603 Citrus Ave, Dundee, FL 33838
3 BEDS, 1 BATH

$1,525

2265 3rd St NE

2265 3rd St NE, Winter Haven, FL 33881
2 BEDS, 2 BATHS

$1,525

310 Mayfair Pl SW

310 Mayfair Pl SW, Winter Haven, FL 33880
3 BEDS, 2 BATHS

$1,549

Three-Bedroom Home Near the Chain of Lakes

109 Harbor Dr, Winter Haven, FL 33881
2 BEDS, 1 BATH

$1,550

Total Monthly Price Total Monthly Price New
Base Rent$1,550
Required Monthly FeesNone
Total Monthly Price$1,550

5624 Struthers Ct

5624 Struthers Ct, Winter Haven, FL 33884

Apply
2 BEDS, 1 BATH

$1,550

Total Monthly Price Total Monthly Price New
Base Rent$1,550
Required Monthly FeesNone
Total Monthly Price$1,550

5626 Struthers Ct

5626 Struthers Ct, Winter Haven, FL 33884

Apply

Showing 42 of 239 results, Page 2 of 6

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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

Learn more about

Schools in Winter Haven

Renting in Winter Haven

Average Rental Rates and Apartment Sizes

Apartment Type Average Sq Ft Average Rent
Studio 477 Sq Ft $1,056 / mo
1 Bedroom 723 Sq Ft $1,343 / mo
2 Bedrooms 1,068 Sq Ft $1,538 / mo
3 Bedrooms 1,436 Sq Ft $1,830 / mo

Top Budget-Friendly Neighborhoods in Winter Haven

(For 1 bedroom apartments)

Neighborhoods Average Sq Ft Average Rent
Winter Haven/Lake Wales 749 Sq Ft $1,343/mo
Downtown Winter Haven 699 Sq Ft $1,357/mo

Education

High School Middle School Elementary School

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

2,467 Students

GreatSchools Rating

Jewett Middle Academy Magnet

Public Middle School

Public

Grades 6-8

584 Students

GreatSchools Rating

Westwood Middle School

Public Middle School

Public

Grades 6-8

878 Students

GreatSchools Rating

Denison Middle School

Public Middle School

Public

Grades 6-8

738 Students

GreatSchools Rating

Hartridge Academy

Public Elementary School

Public

Grades K-5

201 Students

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

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