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Beds/Baths

Bedrooms

Bathrooms

For Sale

Status

Property Type (6)

Property Type

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Square Feet

Lot Size

Year Built

Projected Rent

Cash on Cash Return

Monthly Cash Flow

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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.

83 out of 258 properties for sale in Middlesex County

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Create a free account, or log in to reveal all property listings and enjoy the complete experience.

Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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
Property photo
Active
SmartMLS

$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