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

Active

$239,900
2
bds
|
1
ba
|
912
sqft
|
built
1952
40 Batt St, Middletown, CT 06457
$22
Cash flow
0.5%
Cash-on-Cash Return
5.8%
Cap rate
1.0%
Rent to Value Ratio

Active

$305,000
2
bds
|
1
ba
|
760
sqft
|
built
1957
87 Lake Shore Dr, Middlefield, CT 06455
$-71
Cash flow
-1.2%
Cash-on-Cash Return
5.4%
Cap rate
0.8%
Rent to Value Ratio
83 out of 258 properties for sale in Middlesex County
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Active

$4,495,000
3
bds
|
4
ba
|
4,383
sqft
|
built
1955
7 Hanna Ln, Essex, CT 06426
$-17,968
Cash flow
-20.9%
Cash-on-Cash Return
0.9%
Cap rate
0.2%
Rent to Value Ratio

Active

$1,995,000
4
bds
|
4
ba
|
3,724
sqft
|
built
1818
101 N Main St, Essex, CT 06426
$-7,633
Cash flow
-20.0%
Cash-on-Cash Return
1.1%
Cap rate
0.2%
Rent to Value Ratio

Active

$1,899,000
4
bds
|
4
ba
|
1,824
sqft
|
built
1929
201 Old Mail Trl, Westbrook, CT 06498
$-5,742
Cash flow
-15.8%
Cash-on-Cash Return
2.1%
Cap rate
0.4%
Rent to Value Ratio

Active

$2,250,000
5
bds
|
7
ba
|
5,698
sqft
|
built
1998
138 River St, Deep River, CT 06417
$-12,516
Cash flow
-29.0%
Cash-on-Cash Return
-1.0%
Cap rate
0.1%
Rent to Value Ratio

Active

$699,900
3
bds
|
1
ba
|
1,104
sqft
|
built
1954
12 Belaire Mnr, Old Saybrook, CT 06475
$-1,315
Cash flow
-9.8%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
Rent to Value Ratio

Active

$1,500,000
3
bds
|
3
ba
|
1,882
sqft
|
built
1850
55 Main St, East Haddam, CT 06423
$-5,517
Cash flow
-19.2%
Cash-on-Cash Return
1.3%
Cap rate
0.3%
Rent to Value Ratio

Active

$800,000
3
bds
|
3
ba
|
3,091
sqft
|
built
1969
67 Hayden Hill Rd, Haddam, CT 06438
$-2,264
Cash flow
-14.8%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
Rent to Value Ratio

Active

$575,000
9
bds
|
4
ba
|
1,885
sqft
|
built
1900
203 E Main St, Middletown, CT 06457
$-2,309
Cash flow
-21.0%
Cash-on-Cash Return
0.9%
Cap rate
0.3%
Rent to Value Ratio

Active

$995,000
3
bds
|
3
ba
|
1,916
sqft
|
built
1978
55 Cypress Rd, Old Saybrook, CT 06475
$-2,708
Cash flow
-14.2%
Cash-on-Cash Return
2.4%
Cap rate
0.4%
Rent to Value Ratio

Active

$1,750,000
4
bds
|
5
ba
|
2,824
sqft
|
built
2001
42 Bluff St, Westbrook, CT 06498
$-6,633
Cash flow
-19.8%
Cash-on-Cash Return
1.1%
Cap rate
0.2%
Rent to Value Ratio

Active

$580,000
4
bds
|
2
ba
|
2,783
sqft
|
built
1678
131 Cow Hill Rd, Clinton, CT 06413
$-626
Cash flow
-5.6%
Cash-on-Cash Return
4.4%
Cap rate
0.7%
Rent to Value Ratio

Active

$1,424,900
4
bds
|
3
ba
|
3,381
sqft
|
built
2006
2 Lake Louise Dr, Westbrook, CT 06498
$-2,818
Cash flow
-10.3%
Cash-on-Cash Return
3.3%
Cap rate
0.5%
Rent to Value Ratio

Active

$509,900
3
bds
|
3
ba
|
1,196
sqft
|
built
1943
73 Lake Shore Dr, Colchester, CT 06415
$-723
Cash flow
-7.4%
Cash-on-Cash Return
4.0%
Cap rate
0.6%
Rent to Value Ratio

Active

$363,900
1
bds
|
1
ba
|
786
sqft
|
built
1945
538 Winthrop Rd, Deep River, CT 06417
$-586
Cash flow
-8.4%
Cash-on-Cash Return
3.7%
Cap rate
0.6%
Rent to Value Ratio

Active

$319,000
2
bds
|
1
ba
|
548
sqft
|
built
1950
317 Lake Shore Dr, Colchester, CT 06415
$-444
Cash flow
-7.3%
Cash-on-Cash Return
4.0%
Cap rate
0.6%
Rent to Value Ratio

Active

$340,000
4
bds
|
1
ba
|
1,756
sqft
|
built
1890
30 Chestnut Hill Rd, Killingworth, CT 06419
$-118
Cash flow
-1.8%
Cash-on-Cash Return
5.3%
Cap rate
0.7%
Rent to Value Ratio

Active

$399,900
4
bds
|
2
ba
|
1,580
sqft
|
built
1961
106 Lorraine Ter, Middletown, CT 06457
$-639
Cash flow
-8.3%
Cash-on-Cash Return
3.8%
Cap rate
0.6%
Rent to Value Ratio

Active

$549,900
3
bds
|
1
ba
|
1,196
sqft
|
built
1950
14 Denmore Ln, Old Saybrook, CT 06475
$-966
Cash flow
-9.2%
Cash-on-Cash Return
3.6%
Cap rate
0.5%
Rent to Value Ratio

Active

$775,000
3
bds
|
3
ba
|
2,133
sqft
|
built
1899
6 Landing Hill Rd, East Haddam, CT 06423
$-1,760
Cash flow
-11.8%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio

Active

$799,000
3
bds
|
2
ba
|
2,380
sqft
|
built
2004
8 Shelter Rock Rd, East Haddam, CT 06423
$-2,091
Cash flow
-13.7%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio

Active

$725,000
4
bds
|
3
ba
|
2,948
sqft
|
built
1837
129 W Main St, Clinton, CT 06413
$-929
Cash flow
-6.7%
Cash-on-Cash Return
4.1%
Cap rate
0.6%
Rent to Value Ratio

Active

$2,850,000
3
bds
|
3
ba
|
3,389
sqft
|
built
1994
372 Maple Ave, Old Saybrook, CT 06475
$-10,092
Cash flow
-18.5%
Cash-on-Cash Return
1.4%
Cap rate
0.3%
Rent to Value Ratio

Active

$399,900
4
bds
|
2
ba
|
1,144
sqft
|
built
1965
17 Valley Rd, Clinton, CT 06413
$-353
Cash flow
-4.6%
Cash-on-Cash Return
4.6%
Cap rate
0.7%
Rent to Value Ratio

Active

$2,500,000
5
bds
|
7
ba
|
5,768
sqft
|
built
1860
114 Walkley Hill Rd, Haddam, CT 06438
$-8,004
Cash flow
-16.7%
Cash-on-Cash Return
1.8%
Cap rate
0.3%
Rent to Value Ratio

Active

$1,499,900
4
bds
|
4
ba
|
4,154
sqft
|
built
1770
180 Green Hill Rd, Killingworth, CT 06419
$-5,641
Cash flow
-19.6%
Cash-on-Cash Return
1.2%
Cap rate
0.3%
Rent to Value Ratio

Active

$1,150,000
3
bds
|
2
ba
|
704
sqft
|
built
1953
21 Wildwood Rd, Old Saybrook, CT 06475
$-4,267
Cash flow
-19.4%
Cash-on-Cash Return
1.2%
Cap rate
0.3%
Rent to Value Ratio

Active

$559,000
3
bds
|
3
ba
|
2,531
sqft
|
built
2004
2 Acorn Dr, East Haddam, CT 06423
$-873
Cash flow
-8.1%
Cash-on-Cash Return
3.8%
Cap rate
0.6%
Rent to Value Ratio

Active

$1,100,000
4
bds
|
3
ba
|
2,911
sqft
|
built
1747
53 Old Town St, East Haddam, CT 06423
$-3,424
Cash flow
-16.2%
Cash-on-Cash Return
1.9%
Cap rate
0.3%
Rent to Value Ratio

Active

$525,000
4
bds
|
3
ba
|
2,484
sqft
|
built
1973
97 Wildwood Cir, Durham, CT 06422
$-830
Cash flow
-8.2%
Cash-on-Cash Return
3.8%
Cap rate
0.7%
Rent to Value Ratio

Active

$1,199,000
3
bds
|
3
ba
|
1,887
sqft
|
built
1991
122 Old Post Rd, Old Saybrook, CT 06475
$-3,960
Cash flow
-17.2%
Cash-on-Cash Return
1.7%
Cap rate
0.3%
Rent to Value Ratio

Active

$899,000
5
bds
|
3
ba
|
5,664
sqft
|
built
1940
26 Old Wallingford Rd, Durham, CT 06422
$-2,393
Cash flow
-13.9%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio

Active

$639,000
3
bds
|
3
ba
|
2,312
sqft
|
built
1998
755 W Pond Meadow Rd, Westbrook, CT 06498
$-856
Cash flow
-7.0%
Cash-on-Cash Return
4.1%
Cap rate
0.6%
Rent to Value Ratio

Active

$699,000
5
bds
|
2
ba
|
2,010
sqft
|
built
1780
58 Middle Haddam Rd, Middle Haddam, CT 06456
$-819
Cash flow
-6.1%
Cash-on-Cash Return
4.3%
Cap rate
0.6%
Rent to Value Ratio

Active

$525,000
3
bds
|
2
ba
|
1,344
sqft
|
built
1890
70 River Rd, East Haddam, CT 06423
$-504
Cash flow
-5.0%
Cash-on-Cash Return
4.5%
Cap rate
0.7%
Rent to Value Ratio

Active

$560,000
3
bds
|
2
ba
|
1,176
sqft
|
built
1930
5 Aladdin Ave, Old Saybrook, CT 06475
$-1,069
Cash flow
-10.0%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
Rent to Value Ratio

Active

$4,450,000
6
bds
|
5
ba
|
5,536
sqft
|
built
1958
41 Watrous Point Rd, Old Saybrook, CT 06475
$-20,141
Cash flow
-23.6%
Cash-on-Cash Return
0.2%
Cap rate
0.1%
Rent to Value Ratio

Active

$649,900
3
bds
|
1
ba
|
870
sqft
|
built
1900
96 Chalker Beach Rd, Old Saybrook, CT 06475
$-1,666
Cash flow
-13.4%
Cash-on-Cash Return
2.6%
Cap rate
0.4%
Rent to Value Ratio

Active

$2,200,000
4
bds
|
4
ba
|
4,162
sqft
|
built
1962
20 Hemlock Dr, Essex, CT 06426
$-6,871
Cash flow
-16.3%
Cash-on-Cash Return
1.9%
Cap rate
0.3%
Rent to Value Ratio