Winter Haven, FL Investment Properties for Sale
Browse homes for sale and investment properties in Winter Haven, FL. Refine your search by price, property type, or more.
Best cash flowing properties in Winter Haven, FL

Active

$220,000
3
bds
|
2
ba
|
1,084
sqft
|
built
1958
213 5 Th Jpv Street, Winter Haven, FL 33880
$0
Cash flow
n/a
Cash-on-Cash Return
n/a
Cap rate
n/a
Rent to Value Ratio

Active

$199,700
2
bds
|
1
ba
|
800
sqft
|
built
1962
215 10th Wahneta St W, Winter Haven, FL 33880
$-97
Cash flow
-2.5%
Cash-on-Cash Return
5.6%
Cap rate
0.7%
Rent to Value Ratio
341 out of 355 properties for sale in Winter Haven, FL
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Active

$323,900
4
bds
|
2
ba
|
1,814
sqft
|
built
2019
140 Solis Dr, Winter Haven, FL 33880
$-422
Cash flow
-6.8%
Cash-on-Cash Return
4.6%
Cap rate
0.7%
Rent to Value Ratio

Active

$249,900
3
bds
|
2
ba
|
1,058
sqft
|
built
1966
2622 Trinity Cir NW, Winter Haven, FL 33881
$-161
Cash flow
-3.4%
Cash-on-Cash Return
5.4%
Cap rate
0.7%
Rent to Value Ratio

Active

$224,990
2
bds
|
2
ba
|
1,350
sqft
|
built
1987
3545 Harbor Cir NW, Winter Haven, FL 33881
$-245
Cash flow
-5.7%
Cash-on-Cash Return
4.8%
Cap rate
1.0%
Rent to Value Ratio

Active

$415,000
3
bds
|
3
ba
|
1,685
sqft
|
built
1978
4570 Chambliss Rd, Winter Haven, FL 33884
$-591
Cash flow
-7.4%
Cash-on-Cash Return
4.4%
Cap rate
0.6%
Rent to Value Ratio

Active

$274,900
4
bds
|
2
ba
|
1,532
sqft
|
built
1963
1024 31st St NW, Winter Haven, FL 33881
$-323
Cash flow
-6.1%
Cash-on-Cash Return
4.7%
Cap rate
0.7%
Rent to Value Ratio

Active

$364,999
3
bds
|
2
ba
|
1,764
sqft
|
built
1973
202 Saint Lucie Rd, Winter Haven, FL 33884
$-385
Cash flow
-5.5%
Cash-on-Cash Return
4.9%
Cap rate
0.7%
Rent to Value Ratio

Active

$499,900
4
bds
|
3
ba
|
3,472
sqft
|
built
1989
2 Bridgewater Dr, Winter Haven, FL 33884
$-244
Cash flow
-2.5%
Cash-on-Cash Return
5.6%
Cap rate
0.7%
Rent to Value Ratio

Active

$257,000
3
bds
|
2
ba
|
1,592
sqft
|
built
1998
72 Saint Kitts Cir, Winter Haven, FL 33884
$-184
Cash flow
-3.7%
Cash-on-Cash Return
5.3%
Cap rate
0.8%
Rent to Value Ratio

Active

$300,000
3
bds
|
1
ba
|
1,300
sqft
|
built
1954
305 20th St SW, Winter Haven, FL 33880
$-475
Cash flow
-8.3%
Cash-on-Cash Return
4.2%
Cap rate
0.5%
Rent to Value Ratio

Active

$250,000
2
bds
|
2
ba
|
1,012
sqft
|
built
1983
326 Sand Pine Trl, Winter Haven, FL 33880
$-304
Cash flow
-6.3%
Cash-on-Cash Return
4.7%
Cap rate
0.7%
Rent to Value Ratio

Active

$299,900
3
bds
|
2
ba
|
1,729
sqft
|
built
2006
3817 Osprey Pointe Cir, Winter Haven, FL 33884
$-446
Cash flow
-7.8%
Cash-on-Cash Return
4.4%
Cap rate
0.7%
Rent to Value Ratio

Active

$275,000
2
bds
|
3
ba
|
2,085
sqft
|
built
1985
14 Casarena Ct, Winter Haven, FL 33881
$-229
Cash flow
-4.3%
Cash-on-Cash Return
5.1%
Cap rate
0.8%
Rent to Value Ratio

Active

$344,997
3
bds
|
3
ba
|
1,673
sqft
|
built
1958
980 Oleander Dr SE, Winter Haven, FL 33880
$-535
Cash flow
-8.1%
Cash-on-Cash Return
4.3%
Cap rate
0.6%
Rent to Value Ratio

Active

$318,000
3
bds
|
3
ba
|
1,922
sqft
|
built
1980
2010 Overlook Dr, Winter Haven, FL 33884
$-333
Cash flow
-5.5%
Cash-on-Cash Return
4.9%
Cap rate
0.7%
Rent to Value Ratio

Active

$300,000
4
bds
|
2
ba
|
1,788
sqft
|
built
2013
238 Lake Eloise Pointe Blvd, Winter Haven, FL 33880
$-365
Cash flow
-6.3%
Cash-on-Cash Return
4.7%
Cap rate
0.7%
Rent to Value Ratio

Active

$350,000
4
bds
|
3
ba
|
2,200
sqft
|
built
2023
2107 Cartgate Ln, Winter Haven, FL 33884
$-465
Cash flow
-6.9%
Cash-on-Cash Return
4.6%
Cap rate
0.7%
Rent to Value Ratio

Active

$499,900
3
bds
|
3
ba
|
2,900
sqft
|
built
1979
121 Greenfield Rd, Winter Haven, FL 33884
$-1,448
Cash flow
-15.1%
Cash-on-Cash Return
2.7%
Cap rate
0.5%
Rent to Value Ratio

Active

$339,900
4
bds
|
2
ba
|
1,963
sqft
|
built
1972
221 Stevenson Rd, Winter Haven, FL 33884
$-443
Cash flow
-6.8%
Cash-on-Cash Return
4.6%
Cap rate
0.6%
Rent to Value Ratio

Active

$407,000
5
bds
|
3
ba
|
0
sqft
|
built
2020
217 Grove Branch Rd, Winter Haven, FL 33880
$-658
Cash flow
-8.4%
Cash-on-Cash Return
4.2%
Cap rate
0.6%
Rent to Value Ratio

Active

$457,500
4
bds
|
3
ba
|
2,797
sqft
|
built
2023
3217 La Salle St, Winter Haven, FL 33884
$-869
Cash flow
-9.9%
Cash-on-Cash Return
3.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$310,000
2
bds
|
2
ba
|
1,691
sqft
|
built
1990
1452 Grand Cayman Cir, Winter Haven, FL 33884
$-397
Cash flow
-6.7%
Cash-on-Cash Return
4.6%
Cap rate
0.6%
Rent to Value Ratio

Active

$296,000
4
bds
|
2
ba
|
1,817
sqft
|
built
2023
135 Krenson Bay Loop, Winter Haven, FL 33881
$-279
Cash flow
-4.9%
Cash-on-Cash Return
5.0%
Cap rate
0.7%
Rent to Value Ratio

Active

$549,900
3
bds
|
3
ba
|
2,118
sqft
|
built
1954
1475 S Lake Howard Dr, Winter Haven, FL 33880
$-1,165
Cash flow
-11.1%
Cash-on-Cash Return
3.6%
Cap rate
0.6%
Rent to Value Ratio

Active

$325,000
3
bds
|
2
ba
|
1,917
sqft
|
built
1960
1841 5th St SE, Winter Haven, FL 33880
$-478
Cash flow
-7.7%
Cash-on-Cash Return
4.4%
Cap rate
0.7%
Rent to Value Ratio

Active

$435,000
4
bds
|
3
ba
|
2,328
sqft
|
built
1977
141 Greenfield Rd, Winter Haven, FL 33884
$-873
Cash flow
-10.5%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio

Active

$240,000
3
bds
|
2
ba
|
961
sqft
|
built
1986
1756 Elbert Acres Ct NE, Winter Haven, FL 33881
$-269
Cash flow
-5.8%
Cash-on-Cash Return
4.8%
Cap rate
0.7%
Rent to Value Ratio

Active

$319,000
3
bds
|
2
ba
|
0
sqft
|
built
2023
906 Cattleman St, Winter Haven, FL 33881
$-514
Cash flow
-8.4%
Cash-on-Cash Return
4.2%
Cap rate
0.7%
Rent to Value Ratio

Active

$450,000
4
bds
|
3
ba
|
2,513
sqft
|
built
2007
1924 Eloise Cove Dr, Winter Haven, FL 33884
$-715
Cash flow
-8.3%
Cash-on-Cash Return
4.2%
Cap rate
0.6%
Rent to Value Ratio

Active

$299,999
3
bds
|
2
ba
|
1,608
sqft
|
built
2008
4975 Mandolin Ct, Winter Haven, FL 33884
$-530
Cash flow
-9.2%
Cash-on-Cash Return
4.0%
Cap rate
0.7%
Rent to Value Ratio

Active

$319,995
3
bds
|
2
ba
|
1,605
sqft
|
built
1984
692 Augusta Rd, Winter Haven, FL 33884
$-502
Cash flow
-8.2%
Cash-on-Cash Return
4.3%
Cap rate
0.7%
Rent to Value Ratio

Active

$389,000
3
bds
|
2
ba
|
1,726
sqft
|
built
1958
919 Avenue S SE, Winter Haven, FL 33880
$-594
Cash flow
-8.0%
Cash-on-Cash Return
4.3%
Cap rate
0.6%
Rent to Value Ratio

Active

$270,000
3
bds
|
2
ba
|
1,144
sqft
|
built
1957
657 Avenue C SW, Winter Haven, FL 33880
$-315
Cash flow
-6.1%
Cash-on-Cash Return
4.7%
Cap rate
0.7%
Rent to Value Ratio

Active

$299,999
4
bds
|
2
ba
|
1,851
sqft
|
built
2019
3082 Royal Tern Dr, Winter Haven, FL 33881
$-387
Cash flow
-6.7%
Cash-on-Cash Return
4.6%
Cap rate
0.7%
Rent to Value Ratio

Active

$369,900
4
bds
|
3
ba
|
2,635
sqft
|
built
2023
1143 Seedorf Dr, Winter Haven, FL 33881
$-479
Cash flow
-6.8%
Cash-on-Cash Return
4.6%
Cap rate
0.7%
Rent to Value Ratio

Active

$499,900
4
bds
|
3
ba
|
2,788
sqft
|
built
2005
7327 Bent Grass Dr, Winter Haven, FL 33884
$-1,007
Cash flow
-10.5%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio

Active

$260,000
3
bds
|
2
ba
|
1,490
sqft
|
built
2017
579 Lucerne Blvd, Winter Haven, FL 33881
$-151
Cash flow
-3.0%
Cash-on-Cash Return
5.5%
Cap rate
0.8%
Rent to Value Ratio

Active

$339,500
4
bds
|
2
ba
|
1,845
sqft
|
built
2021
447 Lanham Dr, Winter Haven, FL 33881
$-370
Cash flow
-5.7%
Cash-on-Cash Return
4.8%
Cap rate
0.7%
Rent to Value Ratio

Active

$289,850
3
bds
|
2
ba
|
1,688
sqft
|
built
2020
440 Kensington View Dr, Winter Haven, FL 33880
$-462
Cash flow
-8.3%
Cash-on-Cash Return
4.2%
Cap rate
0.7%
Rent to Value Ratio