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
$159,000
2
bds
|
2
ba
|
1,324
sqft
|
built
1975
5850 Cypress Gardens Blvd, Winter Haven, FL 33884
$272
Cash flow
8.9%
Cash-on-Cash Return
8.2%
Cap rate
1.1%
Rent to Value Ratio
Active
$275,000
3
bds
|
2
ba
|
1,572
sqft
|
built
2007
707 Terranova Ave, Winter Haven, FL 33884
$78
Cash flow
1.5%
Cash-on-Cash Return
6.5%
Cap rate
0.9%
Rent to Value Ratio
379 out of 413 properties for sale in Winter Haven, FL
Limited Results Shown
Create a free account, or log in to reveal all property listings and enjoy the complete experience.
Active
$259,000
3
bds
|
1
ba
|
1,296
sqft
|
built
1946
201 Cleveland Ave, Winter Haven, FL 33881
$2
Cash flow
0.0%
Cash-on-Cash Return
6.2%
Cap rate
0.8%
Rent to Value Ratio
Active
$270,000
3
bds
|
2
ba
|
1,312
sqft
|
built
2020
1629 Ambar Ct, Winter Haven, FL 33881
$-361
Cash flow
-7.0%
Cash-on-Cash Return
4.5%
Cap rate
0.7%
Rent to Value Ratio
Active
$549,900
4
bds
|
3
ba
|
3,257
sqft
|
built
1977
19 Meadowlake Ct, Winter Haven, FL 33884
$-1,011
Cash flow
-9.6%
Cash-on-Cash Return
3.9%
Cap rate
0.6%
Rent to Value Ratio
Active
$359,500
4
bds
|
3
ba
|
2,600
sqft
|
built
2021
348 Lake Smart Cir, Winter Haven, FL 33881
$-614
Cash flow
-8.9%
Cash-on-Cash Return
4.1%
Cap rate
0.7%
Rent to Value Ratio
Active
$465,000
4
bds
|
2
ba
|
2,367
sqft
|
built
2001
415 Ruby Lake Pl, Winter Haven, FL 33884
$-773
Cash flow
-8.7%
Cash-on-Cash Return
4.2%
Cap rate
0.6%
Rent to Value Ratio
Active
$319,900
3
bds
|
2
ba
|
1,880
sqft
|
built
2000
3976 Cypress Lndg W, Winter Haven, FL 33884
$-485
Cash flow
-7.9%
Cash-on-Cash Return
4.3%
Cap rate
0.6%
Rent to Value Ratio
Active
$419,900
4
bds
|
3
ba
|
2,364
sqft
|
built
2022
953 Cambridge Dr, Winter Haven, FL 33881
$-832
Cash flow
-10.3%
Cash-on-Cash Return
3.8%
Cap rate
0.7%
Rent to Value Ratio
Active
$460,000
4
bds
|
5
ba
|
3,368
sqft
|
built
2007
1904 Eloise Cove Dr, Winter Haven, FL 33884
$-783
Cash flow
-8.9%
Cash-on-Cash Return
4.1%
Cap rate
0.7%
Rent to Value Ratio
Active
$205,990
3
bds
|
2
ba
|
1,038
sqft
|
built
1957
1303 37th St NW, Winter Haven, FL 33881
$59
Cash flow
1.5%
Cash-on-Cash Return
6.5%
Cap rate
0.9%
Rent to Value Ratio
Active
$410,000
3
bds
|
2
ba
|
2,056
sqft
|
built
1984
128 Lake Ring Dr, Winter Haven, FL 33884
$-516
Cash flow
-6.6%
Cash-on-Cash Return
4.6%
Cap rate
0.6%
Rent to Value Ratio
Active
$545,000
bds
|
0
ba
|
1,985
sqft
|
built
1956
1075 8th St NW, Winter Haven, FL 33881
$-1,117
Cash flow
-10.7%
Cash-on-Cash Return
3.7%
Cap rate
0.5%
Rent to Value Ratio
Active
$212,500
2
bds
|
2
ba
|
1,590
sqft
|
built
1987
2214 Sawgrass Ct, Winter Haven, FL 33884
$-274
Cash flow
-6.7%
Cash-on-Cash Return
4.6%
Cap rate
0.8%
Rent to Value Ratio
Active
$284,000
3
bds
|
2
ba
|
1,750
sqft
|
built
2019
477 Kensington View Dr, Winter Haven, FL 33880
$-275
Cash flow
-5.1%
Cash-on-Cash Return
5.0%
Cap rate
0.8%
Rent to Value Ratio
Active
$399,999
3
bds
|
2
ba
|
1,756
sqft
|
built
1957
106 Lake Sears Dr, Winter Haven, FL 33880
$-664
Cash flow
-8.7%
Cash-on-Cash Return
4.2%
Cap rate
0.6%
Rent to Value Ratio
Active
$388,000
2
bds
|
3
ba
|
3,222
sqft
|
built
1986
112 Woden Way, Winter Haven, FL 33884
$-1,072
Cash flow
-14.4%
Cash-on-Cash Return
2.8%
Cap rate
0.8%
Rent to Value Ratio
Active
$120,000
2
bds
|
2
ba
|
1,378
sqft
|
built
1971
200 El Camino Dr, Winter Haven, FL 33884
$-73
Cash flow
-3.2%
Cash-on-Cash Return
5.4%
Cap rate
1.3%
Rent to Value Ratio
Active
$287,500
3
bds
|
2
ba
|
1,596
sqft
|
built
1993
403 Saint Anns Dr, Winter Haven, FL 33884
$-254
Cash flow
-4.6%
Cash-on-Cash Return
5.1%
Cap rate
0.8%
Rent to Value Ratio
Active
$265,000
3
bds
|
2
ba
|
1,181
sqft
|
built
2010
6610 Crescent Loop, Winter Haven, FL 33884
$-387
Cash flow
-7.6%
Cash-on-Cash Return
4.4%
Cap rate
0.7%
Rent to Value Ratio
Active
$329,000
4
bds
|
3
ba
|
2,205
sqft
|
built
2018
4932 St James St, Winter Haven, FL 33881
$-434
Cash flow
-6.9%
Cash-on-Cash Return
4.6%
Cap rate
0.8%
Rent to Value Ratio
Active
$689,000
4
bds
|
3
ba
|
3,619
sqft
|
built
2023
530 Sanctuary Blvd, Winter Haven, FL 33881
$-1,383
Cash flow
-10.5%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio
Active
$480,000
5
bds
|
3
ba
|
3,075
sqft
|
built
2021
275 Sunfish Dr, Winter Haven, FL 33881
$-566
Cash flow
-6.2%
Cash-on-Cash Return
4.7%
Cap rate
0.7%
Rent to Value Ratio
Active
$865,000
3
bds
|
3
ba
|
3,068
sqft
|
built
2005
1006 W Lake Hamilton Dr, Winter Haven, FL 33881
$-1,911
Cash flow
-11.5%
Cash-on-Cash Return
3.5%
Cap rate
0.5%
Rent to Value Ratio
Active
$209,000
2
bds
|
3
ba
|
1,281
sqft
|
built
1997
2348 Isle Royale Ct SE, Winter Haven, FL 33880
$-181
Cash flow
-4.5%
Cash-on-Cash Return
5.1%
Cap rate
0.9%
Rent to Value Ratio
Active
$284,500
3
bds
|
2
ba
|
1,564
sqft
|
built
2006
509 Drayton Rd, Winter Haven, FL 33884
$-241
Cash flow
-4.4%
Cash-on-Cash Return
5.1%
Cap rate
0.7%
Rent to Value Ratio
Active
$699,000
4
bds
|
4
ba
|
3,203
sqft
|
built
1953
115 N Lake Florence Dr, Winter Haven, FL 33884
$-1,164
Cash flow
-8.7%
Cash-on-Cash Return
4.1%
Cap rate
0.6%
Rent to Value Ratio
Active
$249,000
3
bds
|
2
ba
|
1,238
sqft
|
built
1925
1109 5th St SW, Winter Haven, FL 33880
$-114
Cash flow
-2.4%
Cash-on-Cash Return
5.6%
Cap rate
0.8%
Rent to Value Ratio
Active
$245,000
3
bds
|
2
ba
|
1,106
sqft
|
built
1975
2790 Avenue L NW, Winter Haven, FL 33881
$-196
Cash flow
-4.2%
Cash-on-Cash Return
5.2%
Cap rate
0.7%
Rent to Value Ratio
Active
$407,000
4
bds
|
4
ba
|
2,513
sqft
|
built
2023
1125 Michelangelo Ln, Winter Haven, FL 33884
$-712
Cash flow
-9.1%
Cash-on-Cash Return
4.0%
Cap rate
0.6%
Rent to Value Ratio
Active
$289,000
3
bds
|
2
ba
|
1,600
sqft
|
built
2016
5756 Lakeside Landings Blvd, Winter Haven, FL 33881
$-435
Cash flow
-7.9%
Cash-on-Cash Return
4.3%
Cap rate
0.8%
Rent to Value Ratio
Active
$258,000
2
bds
|
1
ba
|
1,253
sqft
|
built
1957
4105 Oak Dr, Winter Haven, FL 33881
$-141
Cash flow
-2.9%
Cash-on-Cash Return
5.5%
Cap rate
0.8%
Rent to Value Ratio
Active
$215,000
2
bds
|
3
ba
|
1,309
sqft
|
built
1984
436 Avenue G SE, Winter Haven, FL 33880
$-207
Cash flow
-5.0%
Cash-on-Cash Return
5.0%
Cap rate
0.7%
Rent to Value Ratio
Active
$660,000
5
bds
|
3
ba
|
3,680
sqft
|
built
1981
4225 Shadow Wood Ct, Winter Haven, FL 33880
$-1,148
Cash flow
-9.1%
Cash-on-Cash Return
4.1%
Cap rate
0.6%
Rent to Value Ratio
Active
$540,000
3
bds
|
2
ba
|
2,512
sqft
|
built
2015
5521 Hogan Ln, Winter Haven, FL 33884
$-1,315
Cash flow
-12.7%
Cash-on-Cash Return
3.2%
Cap rate
0.6%
Rent to Value Ratio
Active
$263,000
3
bds
|
2
ba
|
1,751
sqft
|
built
2014
3648 Julius Estates Blvd, Winter Haven, FL 33881
$-405
Cash flow
-8.0%
Cash-on-Cash Return
4.3%
Cap rate
0.8%
Rent to Value Ratio
Active
$700,000
4
bds
|
3
ba
|
2,947
sqft
|
built
1978
3340 Crump Rd, Winter Haven, FL 33881
$-1,426
Cash flow
-10.6%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio
Active
$340,000
4
bds
|
2
ba
|
1,823
sqft
|
built
2021
162 Andreas St, Winter Haven, FL 33881
$-663
Cash flow
-10.2%
Cash-on-Cash Return
3.8%
Cap rate
0.7%
Rent to Value Ratio
Active
$315,000
3
bds
|
2
ba
|
1,858
sqft
|
built
2013
1548 Normandy Heights Blvd, Winter Haven, FL 33880
$-432
Cash flow
-7.2%
Cash-on-Cash Return
4.5%
Cap rate
0.7%
Rent to Value Ratio
Active
$425,000
6
bds
|
3
ba
|
2,696
sqft
|
built
2017
6163 Forest Ridge Way, Winter Haven, FL 33881
$-898
Cash flow
-11.0%
Cash-on-Cash Return
3.6%
Cap rate
0.6%
Rent to Value Ratio