Fairfield, CT Investment Properties for Sale
Browse homes for sale and investment properties in Fairfield, CT. Refine your search by price, property type, or more.
Best cash flowing properties in Fairfield, CT
Active under contract
$475,000
3
bds
|
1
ba
|
1,120
sqft
|
built
1944
321 Post Rd, Fairfield, CT 06824
$-431
Cash flow
-4.7%
Cash-on-Cash Return
5.2%
Cap rate
0.8%
Rent to Value Ratio
Active
$1,149,000
4
bds
|
5
ba
|
2,288
sqft
|
built
1946
226 Alberta St, Fairfield, CT 06825
$-462
Cash flow
-2.1%
Cash-on-Cash Return
5.8%
Cap rate
0.9%
Rent to Value Ratio
52 out of 66 properties for sale in Fairfield, CT
Limited Results Shown
Create a free account, or log in to reveal all property listings and enjoy the complete experience.
Active under contract
$475,000
3
bds
|
1
ba
|
1,120
sqft
|
built
1944
321 Post Rd, Fairfield, CT 06824
$-431
Cash flow
-4.7%
Cash-on-Cash Return
5.2%
Cap rate
0.8%
Rent to Value Ratio
Active
$2,175,000
4
bds
|
4
ba
|
1,008
sqft
|
built
2025
137 Millard St, Fairfield, CT 06824
$-91,618
Cash flow
-219.8%
Cash-on-Cash Return
-44.3%
Cap rate
0.2%
Rent to Value Ratio
Active
$1,995,000
6
bds
|
5
ba
|
5,325
sqft
|
built
1986
212 Fence Row Dr, Fairfield, CT 06824
$-6,107
Cash flow
-16.0%
Cash-on-Cash Return
2.6%
Cap rate
0.5%
Rent to Value Ratio
Active
$4,995,000
5
bds
|
6
ba
|
8,004
sqft
|
built
1840
3113 Bronson Rd, Fairfield, CT 06824
$-22,940
Cash flow
-24.0%
Cash-on-Cash Return
0.8%
Cap rate
0.2%
Rent to Value Ratio
Active under contract
$785,000
4
bds
|
2
ba
|
2,635
sqft
|
built
1961
145 Casmir Dr, Fairfield, CT 06825
$-1,245
Cash flow
-8.3%
Cash-on-Cash Return
4.4%
Cap rate
0.7%
Rent to Value Ratio
Active
$2,595,000
4
bds
|
5
ba
|
1,171
sqft
|
built
2025
154 Gorham Rd, Fairfield, CT 06824
$-843,127
Cash flow
-1695.2%
Cash-on-Cash Return
-383.6%
Cap rate
0.2%
Rent to Value Ratio
Active
$625,000
5
bds
|
2
ba
|
1,514
sqft
|
built
1927
6 Thompson St, Fairfield, CT 06825
$-1,069
Cash flow
-8.9%
Cash-on-Cash Return
4.2%
Cap rate
0.6%
Rent to Value Ratio
Active under contract
$1,999,500
4
bds
|
4
ba
|
3,200
sqft
|
built
2025
242 Valleyview Rd, Fairfield, CT 06824
$-16,113
Cash flow
-42.0%
Cash-on-Cash Return
-3.4%
Cap rate
0.2%
Rent to Value Ratio
Active
$3,995,000
5
bds
|
5
ba
|
4,771
sqft
|
built
1839
2683 Bronson Rd, Fairfield, CT 06824
$-16,761
Cash flow
-21.9%
Cash-on-Cash Return
1.2%
Cap rate
0.2%
Rent to Value Ratio
Active
$614,999
3
bds
|
2
ba
|
1,248
sqft
|
built
1944
449 High St, Fairfield, CT 06824
$-1,215
Cash flow
-10.3%
Cash-on-Cash Return
3.9%
Cap rate
0.6%
Rent to Value Ratio
Active
$25,000,000
6
bds
|
11
ba
|
19,569
sqft
|
built
2002
1131 Sasco Hill Rd, Fairfield, CT 06824
$-141,950
Cash flow
-29.6%
Cash-on-Cash Return
-0.5%
Cap rate
0.0%
Rent to Value Ratio
Active
$689,000
5
bds
|
2
ba
|
1,950
sqft
|
built
1933
26 Longfellow Ave, Fairfield, CT 06825
$-2,438
Cash flow
-18.5%
Cash-on-Cash Return
2.0%
Cap rate
0.4%
Rent to Value Ratio
Active under contract
$1,299,000
3
bds
|
3
ba
|
2,448
sqft
|
built
2005
868 S Pine Creek Rd, Fairfield, CT 06824
$-2,963
Cash flow
-11.9%
Cash-on-Cash Return
3.5%
Cap rate
0.5%
Rent to Value Ratio
Active
$799,000
3
bds
|
3
ba
|
1,662
sqft
|
built
1924
91 Henderson Rd, Fairfield, CT 06824
$-1,849
Cash flow
-12.1%
Cash-on-Cash Return
3.5%
Cap rate
0.6%
Rent to Value Ratio
Active
$2,229,000
4
bds
|
5
ba
|
2,901
sqft
|
built
2013
347 Lalley Blvd, Fairfield, CT 06824
$-7,583
Cash flow
-17.7%
Cash-on-Cash Return
2.2%
Cap rate
0.4%
Rent to Value Ratio
Active
$2,295,000
4
bds
|
4
ba
|
752
sqft
|
built
2025
96 Clinton St, Fairfield, CT 06824
$-9,534
Cash flow
-21.7%
Cash-on-Cash Return
1.3%
Cap rate
0.2%
Rent to Value Ratio
Active
$1,695,000
4
bds
|
5
ba
|
1,252
sqft
|
built
2025
264 Harvester Rd, Fairfield, CT 06825
$-6,116
Cash flow
-18.8%
Cash-on-Cash Return
2.0%
Cap rate
0.2%
Rent to Value Ratio
Pending
$820,000
3
bds
|
2
ba
|
1,152
sqft
|
built
1946
1090 Oldfield Rd, Fairfield, CT 06824
$-1,964
Cash flow
-12.5%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
Rent to Value Ratio
Pending
$999,000
5
bds
|
3
ba
|
2,130
sqft
|
built
1927
407 Meadowbrook Rd, Fairfield, CT 06824
$-1,752
Cash flow
-9.2%
Cash-on-Cash Return
4.2%
Cap rate
0.6%
Rent to Value Ratio
Pending
$1,401,000
4
bds
|
3
ba
|
2,370
sqft
|
built
1939
99 Eastlawn St, Fairfield, CT 06824
$-1,793
Cash flow
-6.7%
Cash-on-Cash Return
4.7%
Cap rate
0.7%
Rent to Value Ratio
Active
$649,000
5
bds
|
3
ba
|
2,480
sqft
|
built
1950
85 Sawyer Rd, Fairfield, CT 06824
$-2,219
Cash flow
-17.8%
Cash-on-Cash Return
2.2%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,000,000
4
bds
|
3
ba
|
2,128
sqft
|
built
1995
36 Lindbergh St, Fairfield, CT 06824
$-2,751
Cash flow
-14.4%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,149,000
4
bds
|
5
ba
|
2,288
sqft
|
built
1946
226 Alberta St, Fairfield, CT 06825
$-462
Cash flow
-2.1%
Cash-on-Cash Return
5.8%
Cap rate
0.9%
Rent to Value Ratio
Active
$1,095,000
4
bds
|
5
ba
|
3,595
sqft
|
built
2025
251 Soundview Ave, Fairfield, CT 06825
$-4,069
Cash flow
-19.4%
Cash-on-Cash Return
1.8%
Cap rate
0.3%
Rent to Value Ratio
Active
$649,900
3
bds
|
2
ba
|
960
sqft
|
built
1961
261 High St, Fairfield, CT 06824
$-936
Cash flow
-7.5%
Cash-on-Cash Return
4.6%
Cap rate
0.7%
Rent to Value Ratio
Active
$1,395,000
5
bds
|
4
ba
|
1,130
sqft
|
built
1964
183 Pepperidge Cir, Fairfield, CT 06824
$-833,738
Cash flow
-3118.2%
Cash-on-Cash Return
-710.9%
Cap rate
0.7%
Rent to Value Ratio
Active
$2,595,000
6
bds
|
9
ba
|
7,843
sqft
|
built
1964
125 Brett Ln, Fairfield, CT 06824
$-10,415
Cash flow
-20.9%
Cash-on-Cash Return
1.5%
Cap rate
0.3%
Rent to Value Ratio
Active
$10,250,000
6
bds
|
9
ba
|
5,089
sqft
|
built
1926
828 Sasco Hill Rd, Fairfield, CT 06824
$-54,738
Cash flow
-27.9%
Cash-on-Cash Return
-0.1%
Cap rate
0.1%
Rent to Value Ratio
Active
$750,000
4
bds
|
2
ba
|
2,112
sqft
|
built
1921
211 High St, Fairfield, CT 06824
$-2,514
Cash flow
-17.5%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
Rent to Value Ratio
Active
$679,000
2
bds
|
1
ba
|
744
sqft
|
built
1943
172 Alden St, Fairfield, CT 06824
$-2,116
Cash flow
-16.3%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,999,991
4
bds
|
5
ba
|
4,887
sqft
|
built
1993
215 Paddock Hill Ln, Fairfield, CT 06824
$-5,814
Cash flow
-15.2%
Cash-on-Cash Return
2.8%
Cap rate
0.5%
Rent to Value Ratio
Active
$749,000
3
bds
|
3
ba
|
1,248
sqft
|
built
1958
11 Twin Brooks Ln, Fairfield, CT 06824
$-1,355
Cash flow
-9.4%
Cash-on-Cash Return
4.1%
Cap rate
0.7%
Rent to Value Ratio
Active
$2,300,000
6
bds
|
6
ba
|
1,600
sqft
|
built
2025
59 Thornhill Rd, Fairfield, CT 06824
$-841,996
Cash flow
-1910.0%
Cash-on-Cash Return
-433.0%
Cap rate
0.2%
Rent to Value Ratio
Active
$745,000
3
bds
|
2
ba
|
2,040
sqft
|
built
1918
1270 Merritt St, Fairfield, CT 06825
$-1,185
Cash flow
-8.3%
Cash-on-Cash Return
4.4%
Cap rate
0.7%
Rent to Value Ratio
Active under contract
$2,995,000
4
bds
|
4
ba
|
3,476
sqft
|
built
2013
40 Fairfield Beach Rd, Fairfield, CT 06824
$-12,405
Cash flow
-21.6%
Cash-on-Cash Return
1.3%
Cap rate
0.3%
Rent to Value Ratio
Active
$699,000
2
bds
|
1
ba
|
1,198
sqft
|
built
1939
161 Crestwood Rd, Fairfield, CT 06824
$-1,368
Cash flow
-10.2%
Cash-on-Cash Return
3.9%
Cap rate
0.6%
Rent to Value Ratio
Active
$649,900
3
bds
|
1
ba
|
1,573
sqft
|
built
1926
45 Kenwood Ave, Fairfield, CT 06824
$-1,453
Cash flow
-11.7%
Cash-on-Cash Return
3.6%
Cap rate
0.6%
Rent to Value Ratio
Active
$1,699,000
5
bds
|
4
ba
|
1,434
sqft
|
built
2025
1846 Mill Plain Rd, Fairfield, CT 06824
$-5,378
Cash flow
-16.5%
Cash-on-Cash Return
2.5%
Cap rate
0.3%
Rent to Value Ratio
Closed
$1,150,000
5
bds
|
6
ba
|
3,234
sqft
|
built
1951
96 Cedar Woods Ln, Fairfield, CT 06825
$-2,803
Cash flow
-12.7%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
Rent to Value Ratio
Active
$708,000
4
bds
|
4
ba
|
2,268
sqft
|
built
1987
42 Fairway Grn, Fairfield, CT 06825
$-1,463
Cash flow
-10.8%
Cash-on-Cash Return
3.8%
Cap rate
0.6%
Rent to Value Ratio