Windham County Investment Properties for Sale
Browse homes for sale and investment properties in Windham County. Refine your search by price, property type, or more.
Best cash flowing properties in Windham County
Active
$225,000
4
bds
|
2
ba
|
1,500
sqft
|
built
1915
227 Ash St, Willimantic, CT 06226
$219
Cash flow
5.1%
Cash-on-Cash Return
6.8%
Cap rate
1.1%
Rent to Value Ratio
Active
$245,000
4
bds
|
2
ba
|
1,621
sqft
|
built
1850
67 North Rd, Windham, CT 06280
$48
Cash flow
1.0%
Cash-on-Cash Return
6.5%
Cap rate
1.0%
Rent to Value Ratio
58 out of 112 properties for sale in Windham County
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Active
$400,000
4
bds
|
2
ba
|
1,583
sqft
|
built
1974
171 David Cir, Putnam, CT 06260
$-889
Cash flow
-11.6%
Cash-on-Cash Return
3.6%
Cap rate
0.6%
Rent to Value Ratio
Active
$660,000
3
bds
|
4
ba
|
3,078
sqft
|
built
2002
39 Grey Fox Lndg, Woodstock, CT 06281
$-1,099
Cash flow
-8.7%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio
Active
$389,000
4
bds
|
2
ba
|
2,218
sqft
|
built
1900
16 Center St, Putnam, CT 06260
$-899
Cash flow
-12.1%
Cash-on-Cash Return
3.5%
Cap rate
0.7%
Rent to Value Ratio
Active
$559,000
4
bds
|
3
ba
|
2,150
sqft
|
built
1830
101 Child Hill Rd, Woodstock, CT 06281
$-364
Cash flow
-3.4%
Cash-on-Cash Return
4.9%
Cap rate
0.7%
Rent to Value Ratio
Active
$179,925
7
bds
|
3
ba
|
1,668
sqft
|
built
1900
57 Chapman St, Willimantic, CT 06226
$-178
Cash flow
-5.2%
Cash-on-Cash Return
4.5%
Cap rate
0.8%
Rent to Value Ratio
Active
$865,000
4
bds
|
6
ba
|
3,753
sqft
|
built
1870
42 Hyde Rd, Brooklyn, CT 06234
$-1,784
Cash flow
-10.8%
Cash-on-Cash Return
3.2%
Cap rate
0.6%
Rent to Value Ratio
Active
$650,000
6
bds
|
4
ba
|
3,240
sqft
|
built
1975
223 Route 169, Woodstock, CT 06281
$-1,914
Cash flow
-15.4%
Cash-on-Cash Return
2.1%
Cap rate
0.3%
Rent to Value Ratio
Active
$725,000
3
bds
|
4
ba
|
3,610
sqft
|
built
1738
310 S Bigelow Rd, Hampton, CT 06247
$-1,802
Cash flow
-13.0%
Cash-on-Cash Return
2.7%
Cap rate
0.5%
Rent to Value Ratio
Active
$575,000
4
bds
|
3
ba
|
4,538
sqft
|
built
1800
89 John Perry Rd, Eastford, CT 06242
$-843
Cash flow
-7.6%
Cash-on-Cash Return
3.9%
Cap rate
0.6%
Rent to Value Ratio
Active
$345,000
2
bds
|
2
ba
|
1,486
sqft
|
built
2005
297 Sabin St, Putnam, CT 06260
$-1,284
Cash flow
-19.4%
Cash-on-Cash Return
1.8%
Cap rate
0.6%
Rent to Value Ratio
Active
$549,900
4
bds
|
2
ba
|
1,512
sqft
|
built
1964
538 Quaddick Rd, Thompson, CT 06277
$-448
Cash flow
-4.3%
Cash-on-Cash Return
4.7%
Cap rate
0.7%
Rent to Value Ratio
Active
$588,000
4
bds
|
3
ba
|
2,016
sqft
|
built
1973
104 Pulpit Rock Rd, Woodstock, CT 06281
$-1,260
Cash flow
-11.2%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio
Active
$325,000
3
bds
|
2
ba
|
1,656
sqft
|
built
1966
42 Sycamore Ter, Windham, CT 06280
$-293
Cash flow
-4.7%
Cash-on-Cash Return
4.6%
Cap rate
0.8%
Rent to Value Ratio
Active
$199,000
3
bds
|
1
ba
|
1,148
sqft
|
built
1877
159 Walnut St, Putnam, CT 06260
$38
Cash flow
1.0%
Cash-on-Cash Return
5.9%
Cap rate
1.0%
Rent to Value Ratio
Active
$469,900
6
bds
|
4
ba
|
2,684
sqft
|
built
1906
34 2nd St, Plainfield, CT 06374
$-727
Cash flow
-8.1%
Cash-on-Cash Return
3.8%
Cap rate
0.5%
Rent to Value Ratio
Active
$375,000
3
bds
|
2
ba
|
1,152
sqft
|
built
1987
40 Deerfield Dr, Ashford, CT 06278
$-606
Cash flow
-8.4%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio
Active
$600,000
2
bds
|
2
ba
|
1,218
sqft
|
built
1997
138 S Shore Rd, Dayville, CT 06241
$-1,318
Cash flow
-11.5%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio
Active
$350,000
6
bds
|
2
ba
|
2,673
sqft
|
built
1906
42 1st St, Plainfield, CT 06374
$-546
Cash flow
-8.1%
Cash-on-Cash Return
3.8%
Cap rate
0.6%
Rent to Value Ratio
Active
$285,000
2
bds
|
2
ba
|
1,600
sqft
|
built
1989
67 Perry St, Putnam, CT 06260
$-586
Cash flow
-10.7%
Cash-on-Cash Return
3.8%
Cap rate
0.9%
Rent to Value Ratio
Active
$349,900
5
bds
|
2
ba
|
1,704
sqft
|
built
1951
47 Edmond St, Putnam, CT 06260
$-584
Cash flow
-8.7%
Cash-on-Cash Return
4.2%
Cap rate
0.7%
Rent to Value Ratio
Active
$469,900
4
bds
|
3
ba
|
896
sqft
|
built
2025
12 South St, Brooklyn, CT 06234
$-1,133
Cash flow
-12.6%
Cash-on-Cash Return
2.8%
Cap rate
0.4%
Rent to Value Ratio
Active
$320,000
6
bds
|
2
ba
|
2,981
sqft
|
built
1920
87 North St, Willimantic, CT 06226
$-913
Cash flow
-14.9%
Cash-on-Cash Return
2.3%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,199,000
4
bds
|
6
ba
|
2,325
sqft
|
built
2023
110 Wauregan Rd, Canterbury, CT 06331
$-4,437
Cash flow
-19.3%
Cash-on-Cash Return
1.2%
Cap rate
0.2%
Rent to Value Ratio
Active
$499,900
3
bds
|
3
ba
|
1,664
sqft
|
built
2004
58 Snake Meadow Rd, Danielson, CT 06239
$-842
Cash flow
-8.8%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio
Active
$330,000
5
bds
|
2
ba
|
2,200
sqft
|
built
1900
9 Ann St, Willimantic, CT 06226
$-599
Cash flow
-9.5%
Cash-on-Cash Return
3.5%
Cap rate
0.6%
Rent to Value Ratio
Active
$494,900
3
bds
|
3
ba
|
1,568
sqft
|
built
2006
31 Cherry Hill Rd, Brooklyn, CT 06234
$-1,043
Cash flow
-11.0%
Cash-on-Cash Return
3.1%
Cap rate
0.6%
Rent to Value Ratio
Active
$599,000
4
bds
|
3
ba
|
1,656
sqft
|
built
1973
815 Mashamoquet Rd, Pomfret Center, CT 06259
$-1,377
Cash flow
-12.0%
Cash-on-Cash Return
2.9%
Cap rate
0.5%
Rent to Value Ratio
Active
$499,000
3
bds
|
2
ba
|
1,008
sqft
|
built
1981
56 Laurel Hill Dr, Woodstock Valley, CT 06282
$-1,094
Cash flow
-11.4%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio
Active
$399,999
3
bds
|
2
ba
|
1,922
sqft
|
built
1850
3 Woodstock Ave W, Putnam, CT 06260
$-571
Cash flow
-7.4%
Cash-on-Cash Return
4.0%
Cap rate
0.6%
Rent to Value Ratio
Active
$375,000
5
bds
|
3
ba
|
1,810
sqft
|
built
1996
15 Stanmark Dr, Plainfield, CT 06374
$-395
Cash flow
-5.5%
Cash-on-Cash Return
4.4%
Cap rate
0.7%
Rent to Value Ratio
Active
$479,000
7
bds
|
3
ba
|
3,210
sqft
|
built
1959
183 Putnam Pike, Dayville, CT 06241
$-1,306
Cash flow
-14.2%
Cash-on-Cash Return
2.4%
Cap rate
0.5%
Rent to Value Ratio
Active
$799,000
3
bds
|
4
ba
|
1,949
sqft
|
built
2011
223 Barlow Cemetery Rd, Woodstock, CT 06281
$-2,437
Cash flow
-15.9%
Cash-on-Cash Return
2.0%
Cap rate
0.4%
Rent to Value Ratio
Active
$464,999
3
bds
|
2
ba
|
1,728
sqft
|
built
1998
1026 Route 171, Woodstock, CT 06281
$-792
Cash flow
-8.9%
Cash-on-Cash Return
3.6%
Cap rate
0.6%
Rent to Value Ratio
Active
$699,000
2
bds
|
2
ba
|
1,338
sqft
|
built
1970
72 Lake View Dr, Woodstock, CT 06281
$-1,934
Cash flow
-14.4%
Cash-on-Cash Return
2.4%
Cap rate
0.4%
Rent to Value Ratio
Active
$289,000
6
bds
|
2
ba
|
1,736
sqft
|
built
1914
96 South St, Willimantic, CT 06226
$-310
Cash flow
-5.6%
Cash-on-Cash Return
4.4%
Cap rate
0.7%
Rent to Value Ratio
Active
$385,000
4
bds
|
2
ba
|
1,849
sqft
|
built
1958
357 Green Hollow Rd, Danielson, CT 06239
$-287
Cash flow
-3.9%
Cash-on-Cash Return
4.8%
Cap rate
0.7%
Rent to Value Ratio
Active
$285,000
2
bds
|
1
ba
|
1,350
sqft
|
built
1955
28 Oak Dr, Woodstock Valley, CT 06282
$-27
Cash flow
-0.5%
Cash-on-Cash Return
5.6%
Cap rate
0.8%
Rent to Value Ratio
Active
$1,150,000
4
bds
|
3
ba
|
2,542
sqft
|
built
1775
227 Pudding Hill Rd, Hampton, CT 06247
$-3,893
Cash flow
-17.7%
Cash-on-Cash Return
1.6%
Cap rate
0.3%
Rent to Value Ratio