Westport, CT Investment Properties for Sale
Browse homes for sale and investment properties in Westport, CT. Refine your search by price, property type, or more.
Best cash flowing properties in Westport, CT
Active
$1,050,000
3
bds
|
3
ba
|
1,791
sqft
|
built
1923
36 Rayfield Rd, Westport, CT 06880
$-337
Cash flow
-1.7%
Cash-on-Cash Return
5.9%
Cap rate
0.8%
Rent to Value Ratio
Active
$1,149,000
3
bds
|
3
ba
|
2,408
sqft
|
built
1956
110 Cross Hwy, Westport, CT 06880
$-695
Cash flow
-3.2%
Cash-on-Cash Return
5.6%
Cap rate
0.8%
Rent to Value Ratio
82 out of 99 properties for sale in Westport, CT
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Active
$2,050,000
4
bds
|
5
ba
|
3,207
sqft
|
built
1954
27 Blue Ribbon Dr, Westport, CT 06880
$-4,672
Cash flow
-11.9%
Cash-on-Cash Return
3.6%
Cap rate
0.5%
Rent to Value Ratio
Active
$5,500,000
8
bds
|
8
ba
|
7,974
sqft
|
built
1917
83 Easton Rd, Westport, CT 06880
$-25,786
Cash flow
-24.5%
Cash-on-Cash Return
0.7%
Cap rate
0.1%
Rent to Value Ratio
Active
$4,999,000
5
bds
|
4
ba
|
4,172
sqft
|
built
1988
21 Oak Ridge Park, Westport, CT 06880
$-21,351
Cash flow
-22.3%
Cash-on-Cash Return
1.2%
Cap rate
0.2%
Rent to Value Ratio
Active
$2,095,000
4
bds
|
3
ba
|
3,074
sqft
|
built
1953
42 Kings Hwy S, Westport, CT 06880
$-5,334
Cash flow
-13.3%
Cash-on-Cash Return
3.3%
Cap rate
0.5%
Rent to Value Ratio
Active
$2,895,000
5
bds
|
5
ba
|
5,072
sqft
|
built
2014
20 Crawford Rd, Westport, CT 06880
$-9,408
Cash flow
-17.0%
Cash-on-Cash Return
2.4%
Cap rate
0.4%
Rent to Value Ratio
Active
$6,500,000
6
bds
|
7
ba
|
6,585
sqft
|
built
1982
69 Beachside Ave, Westport, CT 06880
$-32,580
Cash flow
-26.2%
Cash-on-Cash Return
0.3%
Cap rate
0.2%
Rent to Value Ratio
Active
$1,375,000
4
bds
|
3
ba
|
1,561
sqft
|
built
1956
36 Clinton Ave, Westport, CT 06880
$-1,911
Cash flow
-7.3%
Cash-on-Cash Return
4.6%
Cap rate
0.6%
Rent to Value Ratio
Active
$1,549,000
6
bds
|
5
ba
|
3,539
sqft
|
built
1967
285 Greens Farms Rd, Westport, CT 06880
$-5,897
Cash flow
-19.9%
Cash-on-Cash Return
1.7%
Cap rate
0.3%
Rent to Value Ratio
Active
$5,995,880
5
bds
|
8
ba
|
7,020
sqft
|
built
2025
86 Maple Ave S, Westport, CT 06880
$-25,561
Cash flow
-22.2%
Cash-on-Cash Return
1.2%
Cap rate
0.2%
Rent to Value Ratio
Active
$7,850,000
6
bds
|
8
ba
|
2,284
sqft
|
built
2024
9 Grays Farm Rd, Westport, CT 06880
$-35,039
Cash flow
-23.3%
Cash-on-Cash Return
1.0%
Cap rate
0.1%
Rent to Value Ratio
Active
$5,850,000
6
bds
|
6
ba
|
6,588
sqft
|
built
1929
17 River Ln, Westport, CT 06880
$-28,563
Cash flow
-25.5%
Cash-on-Cash Return
0.5%
Cap rate
0.1%
Rent to Value Ratio
Active
$945,000
4
bds
|
2
ba
|
1,413
sqft
|
built
1949
105 Valley Rd, Westport, CT 06880
$-3,135
Cash flow
-17.3%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
Rent to Value Ratio
Active
$899,000
3
bds
|
2
ba
|
1,056
sqft
|
built
1959
103 Valley Rd, Westport, CT 06880
$-2,228
Cash flow
-12.9%
Cash-on-Cash Return
3.3%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,679,000
4
bds
|
3
ba
|
2,403
sqft
|
built
1983
2 Donald Dr, Westport, CT 06880
$-3,055
Cash flow
-9.5%
Cash-on-Cash Return
4.1%
Cap rate
0.6%
Rent to Value Ratio
Active
$5,895,000
4
bds
|
5
ba
|
4,767
sqft
|
built
2013
80 Compo Rd N, Westport, CT 06880
$-26,376
Cash flow
-23.3%
Cash-on-Cash Return
0.9%
Cap rate
0.2%
Rent to Value Ratio
Active
$5,499,000
6
bds
|
9
ba
|
9,550
sqft
|
built
2025
11 Tierney Ln, Westport, CT 06880
$-9,192,160
Cash flow
-8721.4%
Cash-on-Cash Return
-1999.6%
Cap rate
0.1%
Rent to Value Ratio
Active
$2,249,000
6
bds
|
6
ba
|
5,489
sqft
|
built
1958
130 Easton Rd, Westport, CT 06880
$-6,018
Cash flow
-14.0%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio
Active
$5,485,686
7
bds
|
9
ba
|
7,243
sqft
|
built
2025
25 Ellery Ln, Westport, CT 06880
$-21,905
Cash flow
-20.8%
Cash-on-Cash Return
1.5%
Cap rate
0.2%
Rent to Value Ratio
Active
$1,700,000
4
bds
|
3
ba
|
2,400
sqft
|
built
1963
4 Berkeley Pl, Westport, CT 06880
$-2,288
Cash flow
-7.0%
Cash-on-Cash Return
4.7%
Cap rate
0.7%
Rent to Value Ratio
Active
$5,980,000
6
bds
|
9
ba
|
3,158
sqft
|
built
2025
21 Sturges Cmns, Westport, CT 06880
$-25,196
Cash flow
-22.0%
Cash-on-Cash Return
1.3%
Cap rate
0.2%
Rent to Value Ratio
Active
$11,800,000
5
bds
|
8
ba
|
7,524
sqft
|
built
2007
260 Hillspoint Rd, Westport, CT 06880
$-61,419
Cash flow
-27.2%
Cash-on-Cash Return
0.1%
Cap rate
0.1%
Rent to Value Ratio
Active
$4,895,000
6
bds
|
9
ba
|
9,224
sqft
|
built
2025
21 Warnock Dr, Westport, CT 06880
$-19,693
Cash flow
-21.0%
Cash-on-Cash Return
1.5%
Cap rate
0.2%
Rent to Value Ratio
Active
$3,599,999
5
bds
|
6
ba
|
5,887
sqft
|
built
2006
5 Elwil Dr, Westport, CT 06880
$-14,086
Cash flow
-20.4%
Cash-on-Cash Return
1.6%
Cap rate
0.3%
Rent to Value Ratio
Active
$1,449,000
4
bds
|
4
ba
|
2,308
sqft
|
built
1960
20 Cranbury Rd, Westport, CT 06880
$-2,406
Cash flow
-8.7%
Cash-on-Cash Return
4.3%
Cap rate
0.6%
Rent to Value Ratio
Active
$1,195,000
3
bds
|
3
ba
|
2,034
sqft
|
built
1983
3 Donald Dr, Westport, CT 06880
$-1,497
Cash flow
-6.5%
Cash-on-Cash Return
4.8%
Cap rate
0.7%
Rent to Value Ratio
Active
$1,149,000
3
bds
|
3
ba
|
2,408
sqft
|
built
1956
110 Cross Hwy, Westport, CT 06880
$-695
Cash flow
-3.2%
Cash-on-Cash Return
5.6%
Cap rate
0.8%
Rent to Value Ratio
Active
$4,200,000
6
bds
|
8
ba
|
5,760
sqft
|
built
2004
42 Morningside Dr S, Westport, CT 06880
$-17,691
Cash flow
-22.0%
Cash-on-Cash Return
1.3%
Cap rate
0.2%
Rent to Value Ratio
Active
$5,995,000
6
bds
|
8
ba
|
8,812
sqft
|
built
2023
9 Sturges Cmns, Westport, CT 06880
$-30,332
Cash flow
-26.4%
Cash-on-Cash Return
0.2%
Cap rate
0.2%
Rent to Value Ratio
Active
$2,350,000
1
bds
|
1
ba
|
767
sqft
|
built
1920
238 Hillspoint Rd, Westport, CT 06880
$-7,824
Cash flow
-17.4%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
Rent to Value Ratio
Active
$2,595,000
5
bds
|
6
ba
|
5,766
sqft
|
built
1994
127 Easton Rd, Westport, CT 06880
$-8,477
Cash flow
-17.0%
Cash-on-Cash Return
2.4%
Cap rate
0.4%
Rent to Value Ratio
Active
$1,050,000
3
bds
|
3
ba
|
1,791
sqft
|
built
1923
36 Rayfield Rd, Westport, CT 06880
$-337
Cash flow
-1.7%
Cash-on-Cash Return
5.9%
Cap rate
0.8%
Rent to Value Ratio
Active
$3,400,000
5
bds
|
6
ba
|
7,503
sqft
|
built
2000
249 Sturges Hwy, Westport, CT 06880
$-11,938
Cash flow
-18.3%
Cash-on-Cash Return
2.1%
Cap rate
0.3%
Rent to Value Ratio
Active
$3,375,000
5
bds
|
4
ba
|
2,944
sqft
|
built
2022
3 Nassau Rd, Westport, CT 06880
$-12,219
Cash flow
-18.9%
Cash-on-Cash Return
2.0%
Cap rate
0.3%
Rent to Value Ratio
Active
$2,199,000
5
bds
|
4
ba
|
3,975
sqft
|
built
1930
4 Plumtree Ln, Westport, CT 06880
$-5,269
Cash flow
-12.5%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
Rent to Value Ratio
Active
$5,950,000
6
bds
|
9
ba
|
8,817
sqft
|
built
2012
29 Sturges Cmns, Westport, CT 06880
$-27,328
Cash flow
-24.0%
Cash-on-Cash Return
0.8%
Cap rate
0.2%
Rent to Value Ratio
Active
$3,125,000
5
bds
|
5
ba
|
5,780
sqft
|
built
2016
54 North Ave, Westport, CT 06880
$-11,511
Cash flow
-19.2%
Cash-on-Cash Return
1.9%
Cap rate
0.3%
Rent to Value Ratio
Active
$3,675,000
5
bds
|
6
ba
|
4,668
sqft
|
built
2003
91 Turkey Hill Rd S, Westport, CT 06880
$-13,278
Cash flow
-18.9%
Cash-on-Cash Return
2.0%
Cap rate
0.3%
Rent to Value Ratio
Active
$3,150,000
3
bds
|
3
ba
|
2,354
sqft
|
built
2004
5 Compo Hill Ave, Westport, CT 06880
$-10,441
Cash flow
-17.3%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
Rent to Value Ratio
Active
$1,550,000
4
bds
|
3
ba
|
2,478
sqft
|
built
1966
16 Mortar Rock Rd, Westport, CT 06880
$-2,200
Cash flow
-7.4%
Cash-on-Cash Return
4.6%
Cap rate
0.7%
Rent to Value Ratio
Active
$2,995,000
6
bds
|
4
ba
|
4,614
sqft
|
built
1953
9 Bobwhite Dr, Westport, CT 06880
$-10,765
Cash flow
-18.8%
Cash-on-Cash Return
2.0%
Cap rate
0.3%
Rent to Value Ratio