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Apartments under $2,000 for Rent in Winter Haven, FL
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3 BEDS, 2 BATHS$1,800
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4 BEDS, 2 BATHS$1,900
3003 Brenton Manor Loop
3003 Brenton Manor Loop, Winter Haven, FL 33881 -
2 BEDS, 1.5 BATHS$1,500
5850 Cypress Gardens Blvd Unit 607
5850 Cypress Gardens Blvd, Winter Haven, FL 33884 -
3 BEDS, 2 BATHS$1,950
1584 Marksman Rd
1584 Marksman Rd, WINTER HAVEN, FL 33880 -
4 BEDS, 2 BATHS$1,900
3711 Julius Estates Blvd
3711 Julius Estates Blvd, Winter Haven, FL 33881 -
2 BEDS, 2 BATHS$1,450
706 Eagle Pond Dr Unit 706
706 Eagle Pond Dr, Winter Haven, FL 33884 -
2 BEDS, 2 BATHS$1,775
230 Hill Ct
230 Hill Ct, Winter Haven, FL 33881 -
4 BEDS, 3 BATHS$1,950
2752 Rochelle Dr
2752 Rochelle Dr, Winter Haven, FL 33881 -
4 BEDS, 3 BATHS$1,900
1024 Harold Pass
1024 Harold Pass, Winter Haven, FL 33884 -
4 BEDS, 2 BATHS$1,900
1943 Bretton Ridge Dr
1943 Bretton Ridge Dr, Winter Haven, FL 33884 -
2 BEDS, 2 BATHS$2,000
429 Greenfield Rd
429 Greenfield Rd, Winter Haven, FL 33884 -
3 BEDS, 2 BATHS$2,000
385 Kayden Cv
385 Kayden Cv, Winter Haven, FL 33884 -
1 BED, 1 BATH$1,000
195 Dairy Rd
195 Dairy Rd, Auburndale, FL 33823 -
2 BEDS, 1.5 BATHS$1,200
0 Flamingo Blvd
0 Flamingo Blvd, Winter Haven, 0 -
4 BEDS, 2 BATHS$1,895
4-Bedroom, 2.-Bathroom in Winter Haven
877 Cambridge Dr, Winter Haven, FL 33881 -
2 BEDS, 2 BATHS$1,450
$600 OFF RENT SECOND MONTH !!!!!! 2 BED/ 2...
1607 Eagle Pond Dr, Winter Haven, FL 33884 -
4 BEDS, 2 BATHS$1,700
Gorgeous Spacious 4-Bedroom, 2-Bathroom in...
602 34th St NW, Winter Haven, FL 33880 -
1 BED, 1 BATH$1,100
Park Lake Apartment #281
2085 Isle Royal Ct SE, Winter Haven, FL 33880 -
4 BEDS, 2 BATHS$1,750
Spacious 3 Bedroom, 2 Bath Single Family Home
376 Lake Daisy Cir, Winter Haven, FL 33884 -
3 BEDS, 2 BATHS$1,699
Beautiful 3 Bedroom 2 Bathroom Bungalow in...
1716 Terry Cir NE, Winter Haven, FL 33881 -
2 BEDS, 1 BATH$1,395
***Rent Special - 50% off of First Month's...
2421 Ave C SW, Winter Haven, FL 33880 -
3 BEDS, 2 BATHS$1,500
Spacious 3-Bedroom 2 Bathroom Apartment fo...
1010 4th St SE, Winter Haven, FL 33880 -
3 BEDS, 2 BATHS$1,799
Located Off Overlook Drive.
567 Cody Caleb Dr, Winter Haven, FL 33884 -
2 BEDS, 1 BATH$1,100
Affordable 2 Bedroom 1 Bathroom Home
1343 34th St NW, Winter Haven, FL 33881 -
2 BEDS, 1 BATH$1,395
2 Bedroom 1 Bathroom Home
2403 5th St NE, Winter Haven, FL 33881 -
3 BEDS, 1 BATH$1,275
Completely Remodeled! Large Back Yard
3711 Ave J NW, Winter Haven, FL 33881 -
4 BEDS, 2 BATHS$2,000
LIKE NEW/1-YEAR OLD!!! 4-Bedroom, 2-Bathro...
1953 Carnostie Rd, Winter Haven, FL 33884 -
3 BEDS, 1 BATH$1,650
220 6th Jpv St
220 6th Jpv St, Winter Haven, FL 33880 -
1 BED, 1 BATH$800
Studio apartment
428 Ave E SE, Winter Haven, FL 33880 -
1 BED, 1.5 BATHS$1,200
Fully Remodeled 1 Bedroom Condo in 55+ Com... Unit 123
400 El Camino Dr, Winter Haven, FL 33884 -
4 BEDS, 2 BATHS$1,795
702 Glad Rd
702 Glad Rd, Winter Haven, FL 33880 -
3 BEDS, 2 BATHS$1,900
693 Squires Grove Dr
693 Squires Grove Dr, Winter Haven, FL 33880 -
3 BEDS, 2.5 BATHS$1,895
1284 Evergreen Ct
1284 Evergreen Ct, Winter Haven, FL 33881 -
3 BEDS, 2 BATHS$1,850
2792 Whispering Trails Dr
2792 Whispering Trails Dr, Winter Haven, FL 33884 -
2 BEDS, 1 BATH$1,325
711 29th St NW Unit 1
711 29th St NW, Winter Haven, FL 33881 -
2 BEDS, 2 BATHS$1,500
352 Winter Ridge Blvd Unit 352
352 Winter Ridge Blvd, Winter Haven, FL 33881 -
1 BED, 1 BATH$750
1806 Wallace Manor Ln
1806 Wallace Manor Ln, Winter Haven, FL 33880 -
1 BED, 1.5 BATHS$1,200
400 El Camino Dr Unit Apt 123
400 El Camino Dr, Winter Haven, FL 33884 -
2 BEDS, 2 BATHS$1,350
2245 9th St SE
2245 9th St SE, Winter Haven, FL 33880 -
2 BEDS, 1 BATH$1,200
3800 Cypress Gardens Rd
3800 Cypress Gardens Rd, Winter Haven, FL 33884 -
1 BED, 1 BATH$1,000
3800 Cypress Gardens Rd Unit apt D
3800 Cypress Gardens Rd, Winter Haven, FL 33884 -
2 BEDS, 1.5 BATHS$1,300
Lake Silver Apartments Unit 6-B
211 Lake Silver Dr, Winter Haven, FL 33881
Winter Haven at a Glance
Renting in Winter Haven
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- 1 Bedroom 712 Sq Ft $1,302 / mo
- 2 Bedrooms 1,074 Sq Ft $1,538 / mo
- 3 Bedrooms 1,338 Sq Ft $1,849 / mo
Top Budget-Friendly Neighborhoods in Winter Haven
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Downtown Winter Haven 742 Sq Ft $1,189/mo
- Winter Haven/Lake Wales 742 Sq Ft $1,448/mo
Getting Around Winter Haven
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Best Value
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Note: Based on community-supplied data and independent market research. Subject to change without notice.