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

$619,000
3
bds
|
2
ba
|
1,555
sqft
|
built
1988
338 Villa Ave, Fairfield, CT 06825
$-416
Cash flow
-3.5%
Cash-on-Cash Return
5.5%
Cap rate
0.8%
Rent to Value Ratio

Active

$475,000
3
bds
|
1
ba
|
1,120
sqft
|
built
1944
321 Post Rd, Fairfield, CT 06824
$-434
Cash flow
-4.8%
Cash-on-Cash Return
5.2%
Cap rate
0.8%
Rent to Value Ratio
53 out of 73 properties for sale in Fairfield, CT
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Active

$475,000
3
bds
|
1
ba
|
1,120
sqft
|
built
1944
321 Post Rd, Fairfield, CT 06824
$-434
Cash flow
-4.8%
Cash-on-Cash Return
5.2%
Cap rate
0.8%
Rent to Value Ratio

Active

$2,250,000
4
bds
|
4
ba
|
1,008
sqft
|
built
2025
137 Millard St, Fairfield, CT 06824
$-92,023
Cash flow
-213.4%
Cash-on-Cash Return
-42.8%
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
$-6,118
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
$-22,967
Cash flow
-24.0%
Cash-on-Cash Return
0.8%
Cap rate
0.2%
Rent to Value Ratio

Active

$785,000
4
bds
|
2
ba
|
2,635
sqft
|
built
1961
145 Casmir Dr, Fairfield, CT 06825
$-1,249
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
$-843,141
Cash flow
-1695.2%
Cash-on-Cash Return
-383.6%
Cap rate
0.2%
Rent to Value Ratio

Active

$575,000
5
bds
|
2
ba
|
1,514
sqft
|
built
1927
6 Thompson St, Fairfield, CT 06825
$-810
Cash flow
-7.3%
Cash-on-Cash Return
4.6%
Cap rate
0.7%
Rent to Value Ratio

Active

$1,999,500
4
bds
|
4
ba
|
3,200
sqft
|
built
2025
242 Valleyview Rd, Fairfield, CT 06824
$-16,124
Cash flow
-42.1%
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
$-16,782
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
$-1,218
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
$-142,084
Cash flow
-29.7%
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
$-2,442
Cash flow
-18.5%
Cash-on-Cash Return
2.0%
Cap rate
0.4%
Rent to Value Ratio

Active

$1,299,000
3
bds
|
3
ba
|
2,448
sqft
|
built
2005
868 S Pine Creek Rd, Fairfield, CT 06824
$-2,969
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
$-1,853
Cash flow
-12.1%
Cash-on-Cash Return
3.5%
Cap rate
0.6%
Rent to Value Ratio

Active

$2,299,000
4
bds
|
5
ba
|
2,901
sqft
|
built
2013
347 Lalley Blvd, Fairfield, CT 06824
$-7,962
Cash flow
-18.1%
Cash-on-Cash Return
2.1%
Cap rate
0.4%
Rent to Value Ratio

Active

$820,000
3
bds
|
2
ba
|
1,152
sqft
|
built
1946
1090 Oldfield Rd, Fairfield, CT 06824
$-1,969
Cash flow
-12.5%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
Rent to Value Ratio

Active

$2,295,000
4
bds
|
4
ba
|
752
sqft
|
built
2025
96 Clinton St, Fairfield, CT 06824
$-9,547
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
$-6,125
Cash flow
-18.9%
Cash-on-Cash Return
2.0%
Cap rate
0.2%
Rent to Value Ratio

Active

$999,000
5
bds
|
3
ba
|
2,130
sqft
|
built
1927
407 Meadowbrook Rd, Fairfield, CT 06824
$-1,757
Cash flow
-9.2%
Cash-on-Cash Return
4.2%
Cap rate
0.6%
Rent to Value Ratio

Active

$1,401,000
4
bds
|
3
ba
|
2,370
sqft
|
built
1939
99 Eastlawn St, Fairfield, CT 06824
$-1,800
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
$-2,222
Cash flow
-17.9%
Cash-on-Cash Return
2.2%
Cap rate
0.5%
Rent to Value Ratio

Active

$669,900
3
bds
|
2
ba
|
960
sqft
|
built
1961
261 High St, Fairfield, CT 06824
$-1,045
Cash flow
-8.1%
Cash-on-Cash Return
4.4%
Cap rate
0.7%
Rent to Value Ratio

Active

$1,095,000
4
bds
|
5
ba
|
3,595
sqft
|
built
2025
251 Soundview Ave, Fairfield, CT 06825
$-4,075
Cash flow
-19.4%
Cash-on-Cash Return
1.8%
Cap rate
0.3%
Rent to Value Ratio

Active

$1,149,000
4
bds
|
5
ba
|
2,288
sqft
|
built
1946
226 Alberta St, Fairfield, CT 06825
$-468
Cash flow
-2.1%
Cash-on-Cash Return
5.8%
Cap rate
0.9%
Rent to Value Ratio

Active

$619,000
3
bds
|
2
ba
|
1,555
sqft
|
built
1988
338 Villa Ave, Fairfield, CT 06825
$-416
Cash flow
-3.5%
Cash-on-Cash Return
5.5%
Cap rate
0.8%
Rent to Value Ratio

Active

$679,000
2
bds
|
1
ba
|
744
sqft
|
built
1943
172 Alden St, Fairfield, CT 06824
$-2,119
Cash flow
-16.3%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio

Active

$750,000
4
bds
|
2
ba
|
2,112
sqft
|
built
1921
211 High St, Fairfield, CT 06824
$-2,518
Cash flow
-17.5%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
Rent to Value Ratio

Active

$1,999,991
4
bds
|
5
ba
|
4,887
sqft
|
built
1993
215 Paddock Hill Ln, Fairfield, CT 06824
$-5,825
Cash flow
-15.2%
Cash-on-Cash Return
2.8%
Cap rate
0.5%
Rent to Value Ratio

Active

$1,395,000
5
bds
|
4
ba
|
1,130
sqft
|
built
1964
183 Pepperidge Cir, Fairfield, CT 06824
$-833,746
Cash flow
-3118.3%
Cash-on-Cash Return
-710.9%
Cap rate
0.7%
Rent to Value Ratio

Active

$10,250,000
6
bds
|
9
ba
|
5,089
sqft
|
built
1926
828 Sasco Hill Rd, Fairfield, CT 06824
$-54,792
Cash flow
-27.9%
Cash-on-Cash Return
-0.1%
Cap rate
0.1%
Rent to Value Ratio

Active

$2,595,000
6
bds
|
9
ba
|
7,843
sqft
|
built
1964
125 Brett Ln, Fairfield, CT 06824
$-10,429
Cash flow
-21.0%
Cash-on-Cash Return
1.5%
Cap rate
0.3%
Rent to Value Ratio

Active

$749,000
3
bds
|
3
ba
|
1,248
sqft
|
built
1958
11 Twin Brooks Ln, Fairfield, CT 06824
$-1,359
Cash flow
-9.5%
Cash-on-Cash Return
4.1%
Cap rate
0.7%
Rent to Value Ratio

Active

$699,000
2
bds
|
1
ba
|
1,198
sqft
|
built
1939
161 Crestwood Rd, Fairfield, CT 06824
$-1,372
Cash flow
-10.2%
Cash-on-Cash Return
3.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$2,300,000
6
bds
|
6
ba
|
1,600
sqft
|
built
2025
59 Thornhill Rd, Fairfield, CT 06824
$-842,009
Cash flow
-1910.0%
Cash-on-Cash Return
-433.0%
Cap rate
0.2%
Rent to Value Ratio

Active

$819,000
4
bds
|
3
ba
|
1,848
sqft
|
built
1978
100 Mayfair Rd, Fairfield, CT 06824
$-1,649
Cash flow
-10.5%
Cash-on-Cash Return
3.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$2,995,000
4
bds
|
4
ba
|
3,476
sqft
|
built
2013
40 Fairfield Beach Rd, Fairfield, CT 06824
$-12,421
Cash flow
-21.6%
Cash-on-Cash Return
1.3%
Cap rate
0.3%
Rent to Value Ratio

Active

$775,000
3
bds
|
2
ba
|
2,040
sqft
|
built
1918
1270 Merritt St, Fairfield, CT 06825
$-1,347
Cash flow
-9.1%
Cash-on-Cash Return
4.2%
Cap rate
0.6%
Rent to Value Ratio

Active under contract

$1,150,000
5
bds
|
6
ba
|
3,234
sqft
|
built
1951
96 Cedar Woods Ln, Fairfield, CT 06825
$-2,809
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
$-1,466
Cash flow
-10.8%
Cash-on-Cash Return
3.8%
Cap rate
0.6%
Rent to Value Ratio

Active

$1,749,000
3
bds
|
6
ba
|
3,638
sqft
|
built
2023
1240 Westport Tpke, Fairfield, CT 06824
$-3,512
Cash flow
-10.5%
Cash-on-Cash Return
3.9%
Cap rate
0.6%
Rent to Value Ratio