
Houses under $2,000 in Downtown Winter Haven
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3 BEDS, 2 BATHS$1,700
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3 BEDS, 2 BATHS$1,950
1109 5th St SW
1109 5th St SW, Winter Haven, FL 33880 -
3 BEDS, 1 BATH$1,600
1105 N Lake Otis Dr SE
1105 N Lake Otis Dr SE, Winter Haven, FL 33880 -
2 BEDS, 1 BATH$1,600
1756 2nd St NE
1756 2nd St NE, Winter Haven, FL 33881 -
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1 Month Free
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1 Month Free
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3 BEDS, 2 BATHS$1,395
244 Palmetto Ave NE
244 Palmetto Ave NE, Winter Haven, FL 33881 -
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2 BEDS, 2 BATHS$1,595
968 Sunshine Way SW
968 Sunshine Way SW, Winter Haven, FL 33880 -
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1 BED, 1 BATH$1,195
955 6th St SE
955 6th St SE, Winter Haven, FL 33880 -
3 BEDS, 2 BATHS$1,700
411 Ave E SE
411 Ave E SE, Winter Haven, FL 33880 -
3 BEDS, 2 BATHS$1,850
666 Ave B SW
666 Ave B SW, Winter Haven, FL 33880 -
4 BEDS, 2 BATHS$1,900
1928 3rd St NE
1928 3rd St NE, Winter Haven, FL 33881 -
1 BED, 1 BATH$1,095
113 Avenue C SE
113 Avenue C SE, Winter Haven, FL 33880 -
3 BEDS, 2 BATHS$1,700
544 Ave G SE
544 Ave G SE, Winter Haven, FL 33880 -
3 BEDS, 1 BATH$1,600
1105 N Lake Otis Dr SE
1105 N Lake Otis Dr SE, Winter Haven, FL 33880 -
3 BEDS, 2 BATHS$1,800
319 Ave P NE
319 Ave P NE, Winter Haven, FL 33881 -
2 BEDS, 1 BATH$1,490
2000 15th Ct NW
2000 15th Ct NW, Winter Haven, FL 33881 -
3 BEDS, 2 BATHS$2,000
1910 26th St NW
1910 26th St NW, Winter Haven, FL 33881 -
2 BEDS, 1 BATH$600
547 Snively Ave
547 Snively Ave, Eloise, FL 33880 -
4 BEDS, 2 BATHS$1,750
2460 Ave E SW
2460 Ave E SW, Winter Haven, FL 33880 -
3 BEDS, 2 BATHS$1,700
2824 Avenue G NW
2824 Avenue G NW, Winter Haven, FL 33880 -
3 BEDS, 2 BATHS$1,850
2414 Avenue A Terrace NW
2414 Avenue A Terrace NW, Winter Haven, FL 33880 -
2 BEDS, 2 BATHS$1,775
208 Lake Howard Dr SW
208 Lake Howard Dr SW, Winter Haven, FL 33880 -
2 BEDS, 1 BATH$1,500
611 Ave S NE
611 Ave S NE, Winter Haven, FL 33881 -
2 BEDS, 1 BATH$1,250
1604 2nd St NW
1604 2nd St NW, Winter Haven, FL 33881 -
2 BEDS, 1 BATH$1,200
209 Palmetto Ave NW
209 Palmetto Ave NW, Winter Haven, FL 33881 -
3 BEDS, 2 BATHS$1,650
1545 Foxridge Run SW
1545 Foxridge Run SW, Winter Haven, FL 33880 -
2 BEDS, 2 BATHS$1,600
Park Lake - Community Pool
2040 San Marcos Dr SE, Winter Haven, FL 33880 -
2 BEDS, 1 BATH$1,400
Apartment - Right off Cypress Gardens Blvd
1814 3rd St SE, Winter Haven, FL 33880 -
2 BEDS, 2 BATHS$1,500
Ground Floor Condo - Park Lake
2050 San Marcos Dr SE, Winter Haven, FL 33880 -
2 BEDS, 1 BATH$1,550
$300 OFF FIRST MONTHS RENT MOVE-IN SPECIAL!!
1240 6th St NE, Winter Haven, FL 33881 -
1 BED, 1 BATH$780
2601 Ave S NW
2601 Ave S NW, Winter Haven, FL 33881 -
2 BEDS, 2 BATHS$1,495
220 Crown Ct
220 Crown Ct, Winter Haven, FL 33880 -
3 BEDS, 1 BATH$600
557 Snively Ave
557 Snively Ave, Winter Haven, FL 33880 -
3 BEDS, 2 BATHS$1,595
3-Bedroom, 2-Bathroom Home for Rent in Win...
2011 9th St NE, Winter Haven, FL 33881 -
1 BED, 1 BATH$1,295
Newly Renovated 1/1
405 Ave M NE, Winter Haven, FL 33881
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Clear All FiltersWinter Haven at a Glance
Downtown Winter Haven Neighborhood in Winter Haven, FL
Get the most for your money when you find 42 houses under $2,000 in Downtown Winter Haven. Finding the perfect rental shouldn't be a challenge. Whether you're a student, new renter, or simply looking to save extra cash, Apartment Finder has a wide variety of rentals that suit your needs and your wallet. View listings with different floorplans, amenities, and unique features, all priced under $2,000. The perfect rental within your budget is just a click away. Start searching now!
Top Budget-Friendly Neighborhoods in Winter Haven
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Garden Grove South 835 Sq Ft $1,335/mo
- Winter Haven/Lake Wales 736 Sq Ft $1,381/mo
- Winterset Condominiums 835 Sq Ft $1,399/mo
- Downtown Winter Haven 691 Sq Ft $1,442/mo
- Haven Grove Manor 688 Sq Ft $1,491/mo
- South College 704 Sq Ft $1,533/mo
- Historic Downtown Winter Haven 701 Sq Ft $1,537/mo
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Note: Based on community-supplied data and independent market research. Subject to change without notice.