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

Active

$550,000
4
bds
|
2
ba
|
1,804
sqft
|
built
1957
5 Laurel Hill Rd N, Sherman, CT 06784
$127
Cash flow
1.2%
Cash-on-Cash Return
6.0%
Cap rate
0.8%
Rent to Value Ratio

Active

$425,000
3
bds
|
2
ba
|
912
sqft
|
built
1972
30 Marldon Rd, Brookfield, CT 06804
$-372
Cash flow
-4.6%
Cash-on-Cash Return
4.6%
Cap rate
0.7%
Rent to Value Ratio
634 out of 850 properties for sale in Fairfield County
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Active

$1,950,000
7
bds
|
7
ba
|
4,806
sqft
|
built
1910
803 N Salem Rd, Ridgefield, CT 06877
$-6,182
Cash flow
-16.5%
Cash-on-Cash Return
1.9%
Cap rate
0.4%
Rent to Value Ratio

Active

$799,000
4
bds
|
3
ba
|
3,376
sqft
|
built
1990
2A Alpine Rd, New Fairfield, CT 06812
$-1,420
Cash flow
-9.3%
Cash-on-Cash Return
3.5%
Cap rate
0.6%
Rent to Value Ratio

Active

$11,750,000
7
bds
|
10
ba
|
9,992
sqft
|
built
2007
10 Copper Beech Rd, Greenwich, CT 06830
$-53,299
Cash flow
-23.7%
Cash-on-Cash Return
0.2%
Cap rate
0.1%
Rent to Value Ratio

Active

$1,750,000
3
bds
|
6
ba
|
3,470
sqft
|
built
1900
84 Olmstead Ln, Ridgefield, CT 06877
$-5,651
Cash flow
-16.8%
Cash-on-Cash Return
1.8%
Cap rate
0.4%
Rent to Value Ratio

Active

$1,225,000
4
bds
|
3
ba
|
4,509
sqft
|
built
1999
2 Autumn Dr, Sherman, CT 06784
$-2,513
Cash flow
-10.7%
Cash-on-Cash Return
3.2%
Cap rate
0.5%
Rent to Value Ratio

Active

$495,000
1
bds
|
1
ba
|
1,116
sqft
|
built
1962
11 Knollcrest Rd, New Fairfield, CT 06812
$-766
Cash flow
-8.1%
Cash-on-Cash Return
3.8%
Cap rate
0.6%
Rent to Value Ratio

Active

$500,000
4
bds
|
3
ba
|
2,200
sqft
|
built
1932
3401 Main St, Bridgeport, CT 06606
$-482
Cash flow
-5.0%
Cash-on-Cash Return
4.5%
Cap rate
0.7%
Rent to Value Ratio

Active

$550,000
3
bds
|
3
ba
|
2,388
sqft
|
built
1978
47 Riverside Rd, Sandy Hook, CT 06482
$-1,207
Cash flow
-11.4%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio

Active

$5,900,000
6
bds
|
7
ba
|
7,600
sqft
|
built
2025
6 Dorchester Ln, Riverside, CT 06878
$-22,087
Cash flow
-19.5%
Cash-on-Cash Return
1.2%
Cap rate
0.2%
Rent to Value Ratio

Active

$14,250,000
6
bds
|
8
ba
|
9,418
sqft
|
built
2005
52 Carriglea Dr, Riverside, CT 06878
$-65,931
Cash flow
-24.1%
Cash-on-Cash Return
0.1%
Cap rate
0.1%
Rent to Value Ratio

Active

$5,900,000
6
bds
|
10
ba
|
7,438
sqft
|
built
1996
27 Stiles Ln, Greenwich, CT 06831
$-22,982
Cash flow
-20.3%
Cash-on-Cash Return
1.0%
Cap rate
0.2%
Rent to Value Ratio

Active

$629,900
2
bds
|
2
ba
|
2,085
sqft
|
built
1953
28 Alan Rd, Danbury, CT 06810
$-964
Cash flow
-8.0%
Cash-on-Cash Return
3.8%
Cap rate
0.7%
Rent to Value Ratio

Active

$6,590,000
6
bds
|
8
ba
|
7,921
sqft
|
built
1992
182 Taconic Rd, Greenwich, CT 06831
$-27,481
Cash flow
-21.8%
Cash-on-Cash Return
0.7%
Cap rate
0.2%
Rent to Value Ratio

Active

$2,895,000
4
bds
|
5
ba
|
4,643
sqft
|
built
1994
44 Scofield Farms, Darien, CT 06820
$-9,886
Cash flow
-17.8%
Cash-on-Cash Return
1.6%
Cap rate
0.3%
Rent to Value Ratio

Active

$1,495,000
4
bds
|
2
ba
|
1,873
sqft
|
built
1956
58 Botsford Hill Rd, Newtown, CT 06470
$-4,135
Cash flow
-14.4%
Cash-on-Cash Return
2.4%
Cap rate
0.3%
Rent to Value Ratio

Active

$549,550
3
bds
|
2
ba
|
1,222
sqft
|
built
1967
2 Pleasant View Rd, New Fairfield, CT 06812
$-1,080
Cash flow
-10.3%
Cash-on-Cash Return
3.3%
Cap rate
0.6%
Rent to Value Ratio

Active

$869,000
5
bds
|
4
ba
|
3,258
sqft
|
built
1950
564 Fairfield Woods Rd, Fairfield, CT 06825
$-1,258
Cash flow
-7.6%
Cash-on-Cash Return
3.9%
Cap rate
0.7%
Rent to Value Ratio

Active

$585,000
3
bds
|
2
ba
|
996
sqft
|
built
1970
77 Cedar St, Norwalk, CT 06854
$-1,399
Cash flow
-12.5%
Cash-on-Cash Return
2.8%
Cap rate
0.5%
Rent to Value Ratio

Active

$875,000
4
bds
|
3
ba
|
2,904
sqft
|
built
1999
68 E Village Rd, Monroe, CT 06468
$-2,303
Cash flow
-13.7%
Cash-on-Cash Return
2.5%
Cap rate
0.5%
Rent to Value Ratio

Active

$1,499,000
3
bds
|
4
ba
|
2,978
sqft
|
built
1951
6 Tonetta Cir, Norwalk, CT 06855
$-4,141
Cash flow
-14.4%
Cash-on-Cash Return
2.4%
Cap rate
0.4%
Rent to Value Ratio

Active

$2,795,000
6
bds
|
8
ba
|
4,834
sqft
|
built
1966
463 N Salem Rd, Ridgefield, CT 06877
$-9,454
Cash flow
-17.6%
Cash-on-Cash Return
1.6%
Cap rate
0.3%
Rent to Value Ratio

Active

$675,000
3
bds
|
3
ba
|
2,172
sqft
|
built
1920
30 Lenox Ave, Stamford, CT 06906
$-1,204
Cash flow
-9.3%
Cash-on-Cash Return
3.5%
Cap rate
0.6%
Rent to Value Ratio

Active

$1,300,000
4
bds
|
5
ba
|
4,140
sqft
|
built
1996
16 Black Rock Tpke, Redding, CT 06896
$-2,527
Cash flow
-10.1%
Cash-on-Cash Return
3.3%
Cap rate
0.6%
Rent to Value Ratio

Active

$820,000
2
bds
|
2
ba
|
793
sqft
|
built
1966
7 Hillcrest Ln, Weston, CT 06883
$-2,685
Cash flow
-17.1%
Cash-on-Cash Return
1.7%
Cap rate
0.3%
Rent to Value Ratio

Active

$692,550
3
bds
|
2
ba
|
1,884
sqft
|
built
1948
96 Allencrest Dr, Stratford, CT 06614
$-1,509
Cash flow
-11.4%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio

Active

$6,500,000
6
bds
|
7
ba
|
6,585
sqft
|
built
1982
69 Beachside Ave, Westport, CT 06880
$-29,197
Cash flow
-23.4%
Cash-on-Cash Return
0.3%
Cap rate
0.2%
Rent to Value Ratio

Active

$589,999
5
bds
|
2
ba
|
2,052
sqft
|
built
1964
30 Grove Pl, Danbury, CT 06810
$-800
Cash flow
-7.1%
Cash-on-Cash Return
4.1%
Cap rate
0.6%
Rent to Value Ratio

Active

$935,000
4
bds
|
3
ba
|
3,270
sqft
|
built
1977
76 Farview Farm Rd, Redding, CT 06896
$-2,179
Cash flow
-12.2%
Cash-on-Cash Return
2.9%
Cap rate
0.6%
Rent to Value Ratio

Active

$315,000
2
bds
|
2
ba
|
1,686
sqft
|
built
1974
3200 Park Ave, Bridgeport, CT 06604
$-1,087
Cash flow
-18.0%
Cash-on-Cash Return
1.5%
Cap rate
0.8%
Rent to Value Ratio

Active

$2,895,000
5
bds
|
5
ba
|
5,072
sqft
|
built
2014
20 Crawford Rd, Westport, CT 06880
$-7,925
Cash flow
-14.3%
Cash-on-Cash Return
2.4%
Cap rate
0.4%
Rent to Value Ratio

Active

$1,149,000
3
bds
|
4
ba
|
3,199
sqft
|
built
1700
252 Florida Hill Rd, Ridgefield, CT 06877
$-810
Cash flow
-3.7%
Cash-on-Cash Return
4.8%
Cap rate
0.8%
Rent to Value Ratio

Active

$8,850,000
6
bds
|
8
ba
|
7,948
sqft
|
built
2000
34 Carrington Dr, Greenwich, CT 06831
$-37,557
Cash flow
-22.1%
Cash-on-Cash Return
0.6%
Cap rate
0.1%
Rent to Value Ratio

Active

$2,995,000
5
bds
|
8
ba
|
6,905
sqft
|
built
1987
1187 Smith Ridge Rd, New Canaan, CT 06840
$-10,229
Cash flow
-17.8%
Cash-on-Cash Return
1.6%
Cap rate
0.3%
Rent to Value Ratio

Active

$2,595,000
5
bds
|
6
ba
|
1,171
sqft
|
built
2025
154 Gorham Rd, Fairfield, CT 06824
$-9,280
Cash flow
-18.7%
Cash-on-Cash Return
1.4%
Cap rate
0.2%
Rent to Value Ratio

Active

$2,249,000
6
bds
|
8
ba
|
5,560
sqft
|
built
1990
85 Spring Valley Rd, Ridgefield, CT 06877
$-8,055
Cash flow
-18.7%
Cash-on-Cash Return
1.4%
Cap rate
0.3%
Rent to Value Ratio

Active

$1,950,000
4
bds
|
4
ba
|
1,904
sqft
|
built
1938
45 Lake Dr S, New Fairfield, CT 06812
$-7,439
Cash flow
-19.9%
Cash-on-Cash Return
1.1%
Cap rate
0.3%
Rent to Value Ratio

Active

$439,900
3
bds
|
3
ba
|
1,398
sqft
|
built
1982
55 Mill Plain Rd, Danbury, CT 06811
$-841
Cash flow
-10.0%
Cash-on-Cash Return
3.4%
Cap rate
0.7%
Rent to Value Ratio

Active

$3,999,000
5
bds
|
6
ba
|
2,061
sqft
|
built
2025
13 Terhune Dr, Westport, CT 06880
$-846,116
Cash flow
-1103.9%
Cash-on-Cash Return
-248.2%
Cap rate
0.2%
Rent to Value Ratio