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
$140,000
2
bds
|
2
ba
|
960
sqft
|
built
1987
20 Connecticut Dr, Plainfield, CT 06374
$476
Cash flow
17.7%
Cash-on-Cash Return
9.8%
Cap rate
1.4%
Rent to Value Ratio
Active
$437,000
4
bds
|
3
ba
|
2,905
sqft
|
built
1850
337 S Windham Rd, Willimantic, CT 06226
$108
Cash flow
1.3%
Cash-on-Cash Return
6.0%
Cap rate
0.8%
Rent to Value Ratio
37 out of 201 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
$-702
Cash flow
-9.2%
Cash-on-Cash Return
3.6%
Cap rate
0.6%
Rent to Value Ratio
Active
$659,999
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
$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
$319,900
3
bds
|
2
ba
|
1,862
sqft
|
built
1981
64 Bailey St, Brooklyn, CT 06234
$-50
Cash flow
-0.8%
Cash-on-Cash Return
5.5%
Cap rate
0.9%
Rent to Value Ratio
Active
$359,900
4
bds
|
2
ba
|
2,112
sqft
|
built
1900
415 Maple St, Danielson, CT 06239
$-630
Cash flow
-9.1%
Cash-on-Cash Return
3.6%
Cap rate
0.6%
Rent to Value Ratio
Active
$300,000
4
bds
|
2
ba
|
2,218
sqft
|
built
1900
16 Center St, Putnam, CT 06260
$-167
Cash flow
-2.9%
Cash-on-Cash Return
5.0%
Cap rate
0.9%
Rent to Value Ratio
Active
$539,900
9
bds
|
4
ba
|
4,017
sqft
|
built
1901
115 Grove St, Putnam, CT 06260
$-1,425
Cash flow
-13.8%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio
Active
$575,000
4
bds
|
3
ba
|
2,016
sqft
|
built
1973
104 Pulpit Rock Rd, Woodstock, CT 06281
$-1,223
Cash flow
-11.1%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio
Active
$315,000
2
bds
|
2
ba
|
1,486
sqft
|
built
2005
297 Sabin St, Putnam, CT 06260
$-904
Cash flow
-15.0%
Cash-on-Cash Return
2.2%
Cap rate
0.6%
Rent to Value Ratio
Active
$408,000
4
bds
|
2
ba
|
2,054
sqft
|
built
1807
94 Mansfield Rd, Ashford, CT 06278
$-342
Cash flow
-4.4%
Cash-on-Cash Return
4.7%
Cap rate
0.8%
Rent to Value Ratio
Active
$590,000
2
bds
|
2
ba
|
1,218
sqft
|
built
1997
138 S Shore Rd, Dayville, CT 06241
$-1,297
Cash flow
-11.5%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio
Active
$549,000
4
bds
|
3
ba
|
4,300
sqft
|
built
2002
69 Elmdale Rd, Canterbury, CT 06331
$-2,250
Cash flow
-21.4%
Cash-on-Cash Return
0.8%
Cap rate
0.2%
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
$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
$-1,176
Cash flow
-12.3%
Cash-on-Cash Return
2.8%
Cap rate
0.5%
Rent to Value Ratio
Active
$315,000
5
bds
|
2
ba
|
2,200
sqft
|
built
1900
9 Ann St, Willimantic, CT 06226
$-528
Cash flow
-8.7%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio
Active
$299,000
6
bds
|
2
ba
|
2,981
sqft
|
built
1920
87 North St, Willimantic, CT 06226
$-814
Cash flow
-14.2%
Cash-on-Cash Return
2.4%
Cap rate
0.6%
Rent to Value Ratio
Active
$614,900
4
bds
|
4
ba
|
2,944
sqft
|
built
1814
369 Thompson Rd, Thompson, CT 06277
$-1,160
Cash flow
-9.8%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
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
$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
$850,000
3
bds
|
4
ba
|
3,431
sqft
|
built
2009
267 Chase Rd, Thompson, CT 06277
$-2,239
Cash flow
-13.7%
Cash-on-Cash Return
2.5%
Cap rate
0.4%
Rent to Value Ratio
Active
$579,900
3
bds
|
3
ba
|
3,260
sqft
|
built
1990
109 Hnath Rd, Ashford, CT 06278
$-1,134
Cash flow
-10.2%
Cash-on-Cash Return
3.3%
Cap rate
0.6%
Rent to Value Ratio
Active
$290,000
3
bds
|
3
ba
|
2,382
sqft
|
built
1910
269 Jackson St, Willimantic, CT 06226
$-338
Cash flow
-6.1%
Cash-on-Cash Return
4.3%
Cap rate
0.8%
Rent to Value Ratio
Active
$649,900
4
bds
|
3
ba
|
2,682
sqft
|
built
1968
37 Pulpit Rock Rd, Woodstock, CT 06281
$-849
Cash flow
-6.8%
Cash-on-Cash Return
4.1%
Cap rate
0.6%
Rent to Value Ratio
Active
$420,000
3
bds
|
2
ba
|
1,489
sqft
|
built
1984
29 Birchwood Dr, Dayville, CT 06241
$-727
Cash flow
-9.0%
Cash-on-Cash Return
3.6%
Cap rate
0.6%
Rent to Value Ratio
Active
$465,000
4
bds
|
4
ba
|
2,630
sqft
|
built
1969
126 Grand View Ter, Brooklyn, CT 06234
$-760
Cash flow
-8.5%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio
Active
$995,000
3
bds
|
4
ba
|
3,460
sqft
|
built
2004
180 Jericho Rd, Pomfret Center, CT 06259
$-2,432
Cash flow
-12.8%
Cash-on-Cash Return
2.7%
Cap rate
0.5%
Rent to Value Ratio
Active
$280,000
3
bds
|
2
ba
|
1,654
sqft
|
built
1850
297 Main St, Hampton, CT 06247
$-149
Cash flow
-2.8%
Cash-on-Cash Return
5.0%
Cap rate
0.8%
Rent to Value Ratio
Active
$439,900
3
bds
|
2
ba
|
1,220
sqft
|
built
2000
23 Hell Hollow Rd, Voluntown, CT 06384
$-704
Cash flow
-8.3%
Cash-on-Cash Return
3.8%
Cap rate
0.6%
Rent to Value Ratio
Active
$679,000
3
bds
|
2
ba
|
2,669
sqft
|
built
1830
402 Perrin Rd, Woodstock, CT 06281
$-1,069
Cash flow
-8.2%
Cash-on-Cash Return
3.8%
Cap rate
0.6%
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
$-307
Cash flow
-4.2%
Cash-on-Cash Return
4.7%
Cap rate
0.7%
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
Active
$285,000
2
bds
|
1
ba
|
1,350
sqft
|
built
1955
28 Oak Dr, Woodstock Valley, CT 06282
$-82
Cash flow
-1.5%
Cash-on-Cash Return
5.3%
Cap rate
0.8%
Rent to Value Ratio
Active
$350,000
3
bds
|
2
ba
|
1,248
sqft
|
built
1951
12 John St, Danielson, CT 06239
$-313
Cash flow
-4.7%
Cash-on-Cash Return
4.6%
Cap rate
0.7%
Rent to Value Ratio