Cheap Apartments for Rent in Winter Haven, FL

969 Rentals

.

2 BEDS, 1 BATH

$1,250

709 Mosley Rd

709 Mosley Rd, Lake Alfred, FL 33850
2 BEDS, 2 BATHS

$1,250

Spacious Two Bedroom Apartment Near Downtown

200 Ave K SE, Winter Haven, FL 33880
2 BEDS, 1 BATH

$1,250

1610 3rd St NW

1610 3rd St NW, Winter Haven, FL 33881
2 BEDS, 2 BATHS

$1,250

Two-Bedroom Villa in 55+ community

345 24th St NW, Winter Haven, FL 33880
1 BED

$1,259+

2 BEDS

$1,542+

3 BEDS

$1,709+

Magnolia at Lake Hamilton

2850 W Lake Hamilton Dr, Winter Haven, FL 33881
Good Value

2 BEDS

$1,265

Della Vita Apartments

4200 Mahogany Run, Winter Haven, FL 33884

Call (863) 270-4362
2 BEDS, 1 BATH

$1,269

513 Ave J SE

513 Ave J SE, Winter Haven, FL 33880
2 BEDS, 1 BATH

$1,269

513 Ave J SE

513 Ave J SE, Winter Haven, FL 33880
$255 Off

Price Drop. $255 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
$370 Off

Price Drop. $370 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

Total Monthly Price Total Monthly Price New
Base Rent$1,295
Required Monthly FeesNone
Total Monthly Price$1,295

320 Spirit Landings Cir Unit New Apartment

320 Spirit Landings Cir, Winter Haven, FL 33880

Apply
2 BEDS, 2 BATHS

$1,295

Spacious 2-Bedroom, 2-Bathroom Condo in Winter Haven

242 Winter Ridge Blvd, Winter Haven, FL 33881
$346 Off

Price Drop. $346 Off

|

1 BED

$1,441+

2 BEDS

$1,741+

Total Monthly Price Total Monthly Price New
Base Rent$1,299 - $1,699
Required Monthly Fees$142
Total Monthly Price$1,441 - $1,841

Prose Cypress Pointe

3110 Gowan Dr, Winter Haven, FL 33884

Call (689) 219-8438
$280 Off

Price Drop. $280 Off

|

1 BED

$1,299+

2 BEDS

$1,599+

3 BEDS

$1,999+

Alera at Hunters Glen

3005 Willow Glen Cir, Lake Wales, FL 33859

Call (863) 270-8959
2 BEDS, 1 BATH

$1,300

Total Monthly Price Total Monthly Price New
Base Rent$1,300
Required Monthly FeesNone
Total Monthly Price$1,300

5667 Struthers Ct

5667 Struthers Ct, Winter Haven, FL 33884
1 BED, 1 BATH

$1,300

150 El Dorado Blvd Unit 208

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

$1,300

8305 Waterview Way

8305 Waterview Way, Winter Haven, FL 33884
2 BEDS, 1 BATH

$1,300

5665-67 Struthers Ct Unit 5667

5665 Struthers Ct, Winter Haven, FL 33884
$350 Off

Price Drop. $350 Off

|

STUDIO

$1,310+

1 BED

$1,395+

2 BEDS

$1,795+

The Breeze

265 Ave E SW, Winter Haven, FL 33880

Call (863) 356-8805
1 BED

$1,310+

2 BEDS

$1,572+

3 BEDS

$1,733+

The Arbours at Garden Grove

4900 Cypress Gardens Rd, Winter Haven, FL 33884

Call (727) 472-4654
Rent Special

Rent Special

|

1 BED

$1,319+

2 BEDS

$1,542+

Dream Winter Haven

5004 Dream Dr, Winter Haven, FL 33880

Call (863) 343-2710
1 Month Free

1 Month Free

2 BEDS, 1 BATH

$1,345

850 17th Terrace NE

850 17th Terrace NE, Winter Haven, FL 33881

Call (863) 295-8066
$302 Off

Price Drop. $302 Off

1 BED

$1,348+

2 BEDS

$1,462+

3 BEDS

$1,744+

Vista Lake Ned

4025 Lake Ned Village Cir, Winter Haven, FL 33884

Call (863) 270-4069
2 BEDS, 1 BATH

$1,350

1103 Cypress Gardens Blvd Unit 51

1103 Cypress Gardens Blvd, Winter Haven, FL 33884
2 BEDS, 1 BATH

$1,350

730 26th St NW

730 26th St NW, Winter Haven, FL 33881
2 BEDS, 2 BATHS

$1,350

1210 Ave Z SE

1210 Ave Z SE, Winter Haven, FL 33884
2 BEDS, 1 BATH

$1,375

430 Ave B NE Unit C

430 Ave B NE, Winter Haven, FL 33881
3 BEDS, 1 BATH

$1,395

225 Adams St

225 Adams St, Auburndale, FL 33823
3 BEDS, 1 BATH

$1,395

225 Adams St Unit #A

225 Adams St, Auburndale, FL 33823
2 BEDS, 1 BATH

$1,399

2405 Ave C SW Unit B

2405 Ave C SW, Winter Haven, FL 33880
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

8302 Waterview Way

8302 Waterview Way, Winter Haven, FL 33884
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

Apply
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

Apply
2 BEDS, 2 BATHS

$1,400

1101 Eagle Pond Dr Unit 1101

1101 Eagle Pond Dr, Winter Haven, FL 33884
2 BEDS, 1 BATH

$1,400

1100 Martinique Dr Unit 106

1100 Martinique Dr, Winter Haven, FL 33884
2 BEDS, 1.5 BATHS

$1,400

5850 Cypress Gardens Blvd Unit 607

5850 Cypress Gardens Blvd, Winter Haven, FL 33884
2 BEDS, 2 BATHS

$1,400

638 W Central Ave

638 W Central Ave, Winter Haven, FL 33880
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

1202 Eagle Pond Dr Unit 1202

1202 Eagle Pond Dr, Winter Haven, FL 33884
2 BEDS, 2 BATHS

$1,450

407 Eagle Pond Dr Unit 407

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

$1,450

704 Eagle Pond Dr Unit 704

704 Eagle Pond Dr, Winter Haven, FL 33884
Rent Special

Rent Special

|

1 BED

$1,460+

2 BEDS

$1,880+

3 BEDS

$2,230+

The Carlton at Lake Dexter

1015 Mahaffey Rd, Winter Haven, FL 33884

Call (727) 591-4541

Showing 42 of 278 results, Page 2 of 7

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Winter Haven at a Glance

Average Rent

$1,339

(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 721 Sq Ft $1,339 / mo
2 Bedrooms 1,053 Sq Ft $1,577 / mo
3 Bedrooms 1,451 Sq Ft $1,885 / mo

Top Budget-Friendly Neighborhoods in Winter Haven

(For 1 bedroom apartments)

Neighborhoods Average Sq Ft Average Rent
Downtown Winter Haven 700 Sq Ft $1,281/mo
Garden Grove South 821 Sq Ft $1,324/mo
South College 722 Sq Ft $1,334/mo
Winterset Condominiums 835 Sq Ft $1,338/mo
Winter Haven/Lake Wales 749 Sq Ft $1,384/mo
Historic Downtown Winter Haven 696 Sq Ft $1,430/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

2,635 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.

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