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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

Cap Rate

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Connecticut Investment Properties for Sale

Browse homes for sale and investment properties in Connecticut. Refine your search by price, property type, or more.

2,339 out of 3,359 properties for sale in Connecticut

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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

$649,000

4 bds | 2 ba | 1,720 sqft | built 1967
17 Ridgedale Rd, Bethel, CT 06801
$-1,554
Cash flow
-12.5%
Cash-on-Cash Return

2.8%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
SmartMLS

$198,000

1 bds | 1 ba | 911 sqft | built 1962
2370 North Ave, Bridgeport, CT 06604
$-455
Cash flow
-12.0%
Cash-on-Cash Return

2.9%
Cap rate
1.0%
Rent to Value Ratio
Property photo
Active
SmartMLS

$949,000

3 bds | 3 ba | 1,918 sqft | built 1800
175 Mountain Rd, Wilton, CT 06897
$-1,621
Cash flow
-8.9%
Cash-on-Cash Return

3.6%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
SmartMLS

$5,199,000

5 bds | 7 ba | 2,448 sqft | built 2025
36 Maple Ave N, Westport, CT 06880
$-101,726
Cash flow
-102.1%
Cash-on-Cash Return

-17.8%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
SmartMLS

$1,350,000

5 bds | 6 ba | 4,939 sqft | built 1996
64 E Weatogue St, Simsbury, CT 06070
$-4,652
Cash flow
-18.0%
Cash-on-Cash Return

1.5%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
SmartMLS

$649,900

5 bds | 3 ba | 912 sqft | built 1950
48 Blakeslee Ave, North Haven, CT 06473
$-1,674
Cash flow
-13.4%
Cash-on-Cash Return

2.6%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
SmartMLS

$985,000

3 bds | 3 ba | 3,225 sqft | built 1985
28 Headquarters Rd, Litchfield, CT 06759
$-2,057
Cash flow
-10.9%
Cash-on-Cash Return

3.2%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
SmartMLS

$399,500

3 bds | 2 ba | 1,495 sqft | built 1886
314 Skiff St, North Haven, CT 06473
$-119
Cash flow
-1.6%
Cash-on-Cash Return

5.3%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
SmartMLS

$595,000

8 bds | 4 ba | 3,500 sqft | built 1930
230 Winsted Rd, Torrington, CT 06790
$-2,258
Cash flow
-19.8%
Cash-on-Cash Return

1.1%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
SmartMLS

$179,000

1 bds | 1 ba | 868 sqft | built 1916
1 Front St, New Haven, CT 06513
$-486
Cash flow
-14.2%
Cash-on-Cash Return

2.4%
Cap rate
1.0%
Rent to Value Ratio
Property photo
Active
SmartMLS

$379,900

4 bds | 2 ba | 2,192 sqft | built 1860
447 Boston Neck Rd, Suffield, CT 06078
$-657
Cash flow
-9.0%
Cash-on-Cash Return

3.6%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
SmartMLS

$675,000

2 bds | 3 ba | 2,077 sqft | built 2006
16 Hayestown Hts, Danbury, CT 06811
$-1,594
Cash flow
-12.3%
Cash-on-Cash Return

2.8%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
SmartMLS

$3,750,000

6 bds | 8 ba | 9,704 sqft | built 1996
21 Queens Grant Dr, Fairfield, CT 06824
$-16,053
Cash flow
-22.3%
Cash-on-Cash Return

0.5%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
SmartMLS

$1,750,000

5 bds | 5 ba | 3,830 sqft | built 1720
5 Deerfield Rd, Wilton, CT 06897
$-2,757
Cash flow
-8.2%
Cash-on-Cash Return

3.8%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
SmartMLS

$399,900

3 bds | 1 ba | 1,094 sqft | built 1970
19 Birchwood Dr, New Milford, CT 06776
$-489
Cash flow
-6.4%
Cash-on-Cash Return

4.2%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
SmartMLS

$632,000

3 bds | 3 ba | 1,158 sqft | built 1968
4 Deer Run Trl, Sherman, CT 06784
$-1,152
Cash flow
-9.5%
Cash-on-Cash Return

3.5%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
SmartMLS

$675,000

2 bds | 2 ba | 704 sqft | built 1932
166 Beach Ave, East Haven, CT 06512
$-2,590
Cash flow
-20.0%
Cash-on-Cash Return

1.1%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
SmartMLS

$435,000

2 bds | 3 ba | 1,650 sqft | built 2005
15 Scuppo Rd, Danbury, CT 06811
$-791
Cash flow
-9.5%
Cash-on-Cash Return

3.5%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
SmartMLS

$1,350,000

2 bds | 3 ba | 1,467 sqft | built 1980
56 Sherwood Pl, Greenwich, CT 06830
$-2,916
Cash flow
-11.3%
Cash-on-Cash Return

3.1%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
SmartMLS

$299,900

3 bds | 1 ba | 1,294 sqft | built 1908
45 Cedar Ave, Wolcott, CT 06716
$-165
Cash flow
-2.9%
Cash-on-Cash Return

5.0%
Cap rate
0.8%
Rent to Value Ratio
Property photo
Active
SmartMLS

$1,595,000

3 bds | 5 ba | 2,294 sqft | built 1900
156 Main St, Ridgefield, CT 06877
$-4,261
Cash flow
-13.9%
Cash-on-Cash Return

2.5%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
SmartMLS

$2,400,000

5 bds | 4 ba | 2,889 sqft | built 1890
57 Main St, Ridgefield, CT 06877
$-8,729
Cash flow
-19.0%
Cash-on-Cash Return

1.3%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
SmartMLS

$569,900

3 bds | 3 ba | 2,472 sqft | built 1984
190 Wickham Rd, East Haddam, CT 06423
$-851
Cash flow
-7.8%
Cash-on-Cash Return

3.9%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
SmartMLS

$1,025,000

3 bds | 2 ba | 2,260 sqft | built 1880
11 Pearl St, Groton, CT 06340
$-2,743
Cash flow
-14.0%
Cash-on-Cash Return

2.5%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
SmartMLS

$350,000

3 bds | 3 ba | 1,612 sqft | built 1928
86 Hartland St, Hartford, CT 06112
$-243
Cash flow
-3.6%
Cash-on-Cash Return

4.8%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
SmartMLS

$360,000

6 bds | 3 ba | 2,622 sqft | built 1900
23 Portland St, Middletown, CT 06457
$-1,140
Cash flow
-16.5%
Cash-on-Cash Return

1.9%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
SmartMLS

$1,549,000

4 bds | 4 ba | 4,778 sqft | built 1927
481 Ridgefield Rd, Wilton, CT 06897
$-3,025
Cash flow
-10.2%
Cash-on-Cash Return

3.3%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
SmartMLS

$8,600,000

8 bds | 10 ba | 13,644 sqft | built 1880
262 Brushy Ridge Rd, New Canaan, CT 06840
$-41,980
Cash flow
-25.5%
Cash-on-Cash Return

-0.2%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
SmartMLS

$850,000

3 bds | 2 ba | 2,786 sqft | built 1920
226 Wilson Rd, Orange, CT 06477
$-2,387
Cash flow
-14.7%
Cash-on-Cash Return

2.3%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
SmartMLS

$349,999

2 bds | 1 ba | 1,144 sqft | built 1918
499 Sherwood Pl, Stratford, CT 06615
$-251
Cash flow
-3.7%
Cash-on-Cash Return

4.8%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
SmartMLS

$4,750,000

4 bds | 7 ba | 8,886 sqft | built 1997
61 High Ridge Ave, Ridgefield, CT 06877
$-22,276
Cash flow
-24.5%
Cash-on-Cash Return

0.1%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
SmartMLS

$1,299,000

3 bds | 3 ba | 3,298 sqft | built 1982
46 Wallace Rd, Branford, CT 06405
$-3,959
Cash flow
-15.9%
Cash-on-Cash Return

2.0%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
SmartMLS

$799,000

4 bds | 3 ba | 1,624 sqft | built 1955
16 Wakerobin Rd, Norwalk, CT 06851
$-1,478
Cash flow
-9.7%
Cash-on-Cash Return

3.5%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
SmartMLS

$329,000

6 bds | 2 ba | 2,002 sqft | built 1890
37 Johnson St, Waterbury, CT 06710
$-487
Cash flow
-7.7%
Cash-on-Cash Return

3.9%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
SmartMLS

$309,900

2 bds | 2 ba | 1,110 sqft | built 2008
33 Mechanic St, Windsor, CT 06095
$-717
Cash flow
-12.1%
Cash-on-Cash Return

2.9%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
SmartMLS

$350,000

3 bds | 3 ba | 1,116 sqft | built 1993
701 Bucks Hill Rd, Waterbury, CT 06704
$-450
Cash flow
-6.7%
Cash-on-Cash Return

4.1%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
SmartMLS

$384,900

3 bds | 2 ba | 1,846 sqft | built 1951
327 Steele St, New Britain, CT 06052
$-533
Cash flow
-7.2%
Cash-on-Cash Return

4.0%
Cap rate
0.7%
Rent to Value Ratio
Property photo
Active
SmartMLS

$355,000

6 bds | 2 ba | 2,304 sqft | built 1890
66 S 3rd St, Meriden, CT 06451
$-122
Cash flow
-1.8%
Cash-on-Cash Return

5.3%
Cap rate
0.8%
Rent to Value Ratio