Litchfield County Investment Properties for Sale
Browse homes for sale and investment properties in Litchfield County. Refine your search by price, property type, or more.
Best cash flowing properties in Litchfield County
Active
$89,900
2
bds
|
1
ba
|
812
sqft
|
built
1905
16 River Pl, Norfolk, CT 06058
$749
Cash flow
43.5%
Cash-on-Cash Return
15.7%
Cap rate
2.2%
Rent to Value Ratio
Active
$799,000
5
bds
|
4
ba
|
4,696
sqft
|
built
1965
89 East St, Morris, CT 06763
$198
Cash flow
1.3%
Cash-on-Cash Return
6.0%
Cap rate
0.9%
Rent to Value Ratio
162 out of 482 properties for sale in Litchfield County
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Active
$2,349,999
4
bds
|
4
ba
|
6,459
sqft
|
built
2013
562 Upper Grassy Hill Rd, Woodbury, CT 06798
$-7,569
Cash flow
-16.8%
Cash-on-Cash Return
1.8%
Cap rate
0.3%
Rent to Value Ratio
Active
$2,100,000
4
bds
|
5
ba
|
4,057
sqft
|
built
1969
225 Old Sherman Hill Rd, Woodbury, CT 06798
$-5,742
Cash flow
-14.3%
Cash-on-Cash Return
2.4%
Cap rate
0.4%
Rent to Value Ratio
Active
$599,000
4
bds
|
4
ba
|
2,700
sqft
|
built
1950
609 Long Mountain Rd, Gaylordsville, CT 06755
$-1,040
Cash flow
-9.1%
Cash-on-Cash Return
3.6%
Cap rate
0.6%
Rent to Value Ratio
Active
$8,000,000
4
bds
|
6
ba
|
5,402
sqft
|
built
1981
23 Mauwee Brook Rd, Kent, CT 06757
$-35,808
Cash flow
-23.4%
Cash-on-Cash Return
0.3%
Cap rate
0.1%
Rent to Value Ratio
Active
$749,000
4
bds
|
3
ba
|
2,713
sqft
|
built
2007
56 Big Bear Hill Rd, New Milford, CT 06776
$-1,782
Cash flow
-12.4%
Cash-on-Cash Return
2.8%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,850,000
6
bds
|
8
ba
|
5,152
sqft
|
built
2007
509 Main St N, Woodbury, CT 06798
$-5,152
Cash flow
-14.5%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
Rent to Value Ratio
Active
$1,150,000
4
bds
|
3
ba
|
2,184
sqft
|
built
1981
53 Upland Meadow Rd, Salisbury, CT 06068
$-3,252
Cash flow
-14.8%
Cash-on-Cash Return
2.3%
Cap rate
0.3%
Rent to Value Ratio
Active
$1,499,000
3
bds
|
5
ba
|
4,765
sqft
|
built
1942
39 Fern Ave, Litchfield, CT 06759
$-4,938
Cash flow
-17.2%
Cash-on-Cash Return
1.7%
Cap rate
0.3%
Rent to Value Ratio
Active
$485,000
5
bds
|
2
ba
|
1,971
sqft
|
built
1835
1153 Guernseytown Rd, Watertown, CT 06795
$-727
Cash flow
-7.8%
Cash-on-Cash Return
3.9%
Cap rate
0.7%
Rent to Value Ratio
Active
$1,195,000
3
bds
|
3
ba
|
1,988
sqft
|
built
1950
26 Birch Ln, New Milford, CT 06776
$-3,925
Cash flow
-17.1%
Cash-on-Cash Return
1.7%
Cap rate
0.3%
Rent to Value Ratio
Active
$399,900
3
bds
|
3
ba
|
1,274
sqft
|
built
1989
30 Ascot Ln, Torrington, CT 06790
$-738
Cash flow
-9.6%
Cash-on-Cash Return
3.5%
Cap rate
0.7%
Rent to Value Ratio
Active
$649,000
4
bds
|
3
ba
|
2,506
sqft
|
built
1780
329 Weekeepeemee Rd, Woodbury, CT 06798
$-1,040
Cash flow
-8.4%
Cash-on-Cash Return
3.8%
Cap rate
0.6%
Rent to Value Ratio
Active
$1,649,000
5
bds
|
4
ba
|
2,312
sqft
|
built
2000
51 Senff Rd, Washington, CT 06793
$-1,694
Cash flow
-5.4%
Cash-on-Cash Return
4.4%
Cap rate
0.6%
Rent to Value Ratio
Active
$1,095,000
5
bds
|
5
ba
|
3,716
sqft
|
built
1995
89 Iron Ore Hill Rd, Bridgewater, CT 06752
$-2,504
Cash flow
-11.9%
Cash-on-Cash Return
2.9%
Cap rate
0.5%
Rent to Value Ratio
Active
$549,000
3
bds
|
2
ba
|
2,304
sqft
|
built
1997
7 Beacon Ln, Norfolk, CT 06058
$-958
Cash flow
-9.1%
Cash-on-Cash Return
3.6%
Cap rate
0.6%
Rent to Value Ratio
Active
$595,000
5
bds
|
3
ba
|
2,596
sqft
|
built
1900
310 S Kent Rd, South Kent, CT 06785
$-611
Cash flow
-5.4%
Cash-on-Cash Return
4.4%
Cap rate
0.6%
Rent to Value Ratio
Active
$439,000
4
bds
|
2
ba
|
2,240
sqft
|
built
1963
35 Mist Hill Dr, New Milford, CT 06776
$-379
Cash flow
-4.5%
Cash-on-Cash Return
4.6%
Cap rate
0.7%
Rent to Value Ratio
Active
$1,295,000
5
bds
|
4
ba
|
3,012
sqft
|
built
2022
31 E Hyerdale Dr, Goshen, CT 06756
$-2,640
Cash flow
-10.6%
Cash-on-Cash Return
3.2%
Cap rate
0.5%
Rent to Value Ratio
Active
$10,500,000
7
bds
|
7
ba
|
6,844
sqft
|
built
1799
102 Melius Rd, Warren, CT 06754
$-48,961
Cash flow
-24.3%
Cash-on-Cash Return
0.1%
Cap rate
0.0%
Rent to Value Ratio
Active
$672,000
4
bds
|
3
ba
|
2,620
sqft
|
built
1998
18 Bayberry Ln, New Milford, CT 06776
$-1,391
Cash flow
-10.8%
Cash-on-Cash Return
3.2%
Cap rate
0.5%
Rent to Value Ratio
Active
$4,500,000
5
bds
|
6
ba
|
5,940
sqft
|
built
1986
8 Bayberry Hl, Roxbury, CT 06783
$-19,653
Cash flow
-22.8%
Cash-on-Cash Return
0.4%
Cap rate
0.1%
Rent to Value Ratio
Active
$389,000
6
bds
|
4
ba
|
2,898
sqft
|
built
1804
579 Main St, New Hartford, CT 06057
$-503
Cash flow
-6.7%
Cash-on-Cash Return
4.1%
Cap rate
0.7%
Rent to Value Ratio
Active
$339,000
2
bds
|
1
ba
|
1,080
sqft
|
built
1849
54 Mountain Rd, Woodbury, CT 06798
$-146
Cash flow
-2.2%
Cash-on-Cash Return
5.2%
Cap rate
0.8%
Rent to Value Ratio
Active
$3,395,000
4
bds
|
6
ba
|
4,517
sqft
|
built
2005
239 Main St S, Bridgewater, CT 06752
$-12,502
Cash flow
-19.2%
Cash-on-Cash Return
1.3%
Cap rate
0.3%
Rent to Value Ratio
Active
$1,595,000
4
bds
|
6
ba
|
5,737
sqft
|
built
1998
99 Lake Lillinonah Rd S, Bridgewater, CT 06752
$-5,045
Cash flow
-16.5%
Cash-on-Cash Return
1.9%
Cap rate
0.4%
Rent to Value Ratio
Active
$1,335,000
5
bds
|
6
ba
|
6,320
sqft
|
built
1926
325 Woodbury Rd, Watertown, CT 06795
$-3,498
Cash flow
-13.7%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,200,000
5
bds
|
3
ba
|
3,307
sqft
|
built
1910
77 Deer Hill Rd, Colebrook, CT 06021
$-2,250
Cash flow
-9.8%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
Rent to Value Ratio
Active
$3,250,000
5
bds
|
5
ba
|
4,924
sqft
|
built
2002
152 Tower Hill Rd, Norfolk, CT 06058
$-12,563
Cash flow
-20.2%
Cash-on-Cash Return
1.0%
Cap rate
0.2%
Rent to Value Ratio
Active
$2,125,000
4
bds
|
4
ba
|
3,105
sqft
|
built
2002
200 Sharon Mountain Rd, Sharon, CT 06069
$-6,187
Cash flow
-15.2%
Cash-on-Cash Return
2.2%
Cap rate
0.3%
Rent to Value Ratio
Active
$779,000
4
bds
|
4
ba
|
3,326
sqft
|
built
1986
181 Railtree Hill Rd, Woodbury, CT 06798
$-1,828
Cash flow
-12.2%
Cash-on-Cash Return
2.9%
Cap rate
0.5%
Rent to Value Ratio
Active
$924,000
3
bds
|
4
ba
|
2,526
sqft
|
built
2001
25 Spruce Dr, Litchfield, CT 06759
$-1,389
Cash flow
-7.8%
Cash-on-Cash Return
3.9%
Cap rate
0.6%
Rent to Value Ratio
Active
$2,395,000
4
bds
|
5
ba
|
4,728
sqft
|
built
2002
32 Grassy Hill Rd, Roxbury, CT 06783
$-7,158
Cash flow
-15.6%
Cash-on-Cash Return
2.1%
Cap rate
0.3%
Rent to Value Ratio
Active
$585,000
4
bds
|
3
ba
|
2,861
sqft
|
built
1830
212 Main St N, Woodbury, CT 06798
$-464
Cash flow
-4.1%
Cash-on-Cash Return
4.7%
Cap rate
0.8%
Rent to Value Ratio
Active
$1,495,000
3
bds
|
4
ba
|
3,334
sqft
|
built
1961
75 Buckingham Rd, New Milford, CT 06776
$-3,696
Cash flow
-12.9%
Cash-on-Cash Return
2.7%
Cap rate
0.4%
Rent to Value Ratio
Active
$799,000
4
bds
|
4
ba
|
2,511
sqft
|
built
1999
165 Merryall Rd, New Milford, CT 06776
$-1,940
Cash flow
-12.7%
Cash-on-Cash Return
2.8%
Cap rate
0.5%
Rent to Value Ratio
Active
$799,000
3
bds
|
2
ba
|
3,690
sqft
|
built
1959
1045 Thomaston Rd, Watertown, CT 06795
$-2,099
Cash flow
-13.7%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio
Active
$4,321,000
5
bds
|
8
ba
|
5,005
sqft
|
built
2024
65 Hammertown Rd, Salisbury, CT 06068
$-19,684
Cash flow
-23.8%
Cash-on-Cash Return
0.2%
Cap rate
0.1%
Rent to Value Ratio
Active
$430,000
2
bds
|
2
ba
|
1,344
sqft
|
built
1973
321 Litchfield Rd, Norfolk, CT 06058
$-711
Cash flow
-8.6%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio