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
$1,049,000
3
bds
|
3
ba
|
2,408
sqft
|
built
1956
110 Cross Hwy, Westport, CT 06880
$389
Cash flow
1.9%
Cash-on-Cash Return
6.1%
Cap rate
0.9%
Rent to Value Ratio
Active
$1,700,000
4
bds
|
3
ba
|
2,400
sqft
|
built
1963
4 Berkeley Pl, Westport, CT 06880
$-1,385
Cash flow
-4.3%
Cash-on-Cash Return
4.7%
Cap rate
0.7%
Rent to Value Ratio
63 out of 91 properties for sale in Westport, CT
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Active
$2,895,000
5
bds
|
5
ba
|
5,072
sqft
|
built
2014
20 Crawford Rd, Westport, CT 06880
$-7,870
Cash flow
-14.2%
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
$-29,128
Cash flow
-23.4%
Cash-on-Cash Return
0.3%
Cap rate
0.2%
Rent to Value Ratio
Active
$1,895,000
4
bds
|
5
ba
|
3,207
sqft
|
built
1954
27 Blue Ribbon Dr, Westport, CT 06880
$-2,850
Cash flow
-7.8%
Cash-on-Cash Return
3.9%
Cap rate
0.6%
Rent to Value Ratio
Active
$4,695,000
5
bds
|
4
ba
|
4,172
sqft
|
built
1988
21 Oak Ridge Park, Westport, CT 06880
$-17,257
Cash flow
-19.2%
Cash-on-Cash Return
1.3%
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
$-4,221
Cash flow
-10.5%
Cash-on-Cash Return
3.3%
Cap rate
0.5%
Rent to Value Ratio
Active
$2,249,000
6
bds
|
6
ba
|
5,489
sqft
|
built
1958
130 Easton Rd, Westport, CT 06880
$-4,823
Cash flow
-11.2%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio
Active
$5,499,000
6
bds
|
9
ba
|
9,550
sqft
|
built
2025
11 Tierney Ln, Westport, CT 06880
$-9,189,239
Cash flow
-8718.6%
Cash-on-Cash Return
-1999.6%
Cap rate
0.1%
Rent to Value Ratio
Active
$7,850,000
6
bds
|
8
ba
|
2,284
sqft
|
built
2024
9 Grays Farm Rd, Westport, CT 06880
$-30,870
Cash flow
-20.5%
Cash-on-Cash Return
1.0%
Cap rate
0.1%
Rent to Value Ratio
Active
$5,485,686
7
bds
|
9
ba
|
7,243
sqft
|
built
2025
25 Ellery Ln, Westport, CT 06880
$-18,991
Cash flow
-18.1%
Cash-on-Cash Return
1.5%
Cap rate
0.2%
Rent to Value Ratio
Active
$5,850,000
6
bds
|
6
ba
|
6,588
sqft
|
built
1929
17 River Ln, Westport, CT 06880
$-25,456
Cash flow
-22.7%
Cash-on-Cash Return
0.5%
Cap rate
0.1%
Rent to Value Ratio
Active
$1,700,000
4
bds
|
3
ba
|
2,400
sqft
|
built
1963
4 Berkeley Pl, Westport, CT 06880
$-1,385
Cash flow
-4.3%
Cash-on-Cash Return
4.7%
Cap rate
0.7%
Rent to Value Ratio
Active
$5,995,880
5
bds
|
8
ba
|
7,020
sqft
|
built
2025
86 Maple Ave S, Westport, CT 06880
$-22,376
Cash flow
-19.5%
Cash-on-Cash Return
1.2%
Cap rate
0.2%
Rent to Value Ratio
Active
$5,895,000
4
bds
|
5
ba
|
4,767
sqft
|
built
2013
80 Compo Rd N, Westport, CT 06880
$-23,245
Cash flow
-20.6%
Cash-on-Cash Return
0.9%
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
$-55,151
Cash flow
-24.4%
Cash-on-Cash Return
0.1%
Cap rate
0.1%
Rent to Value Ratio
Active
$5,980,000
6
bds
|
9
ba
|
3,158
sqft
|
built
2025
21 Sturges Cmns, Westport, CT 06880
$-22,020
Cash flow
-19.2%
Cash-on-Cash Return
1.3%
Cap rate
0.2%
Rent to Value Ratio
Active
$4,895,000
6
bds
|
9
ba
|
9,224
sqft
|
built
2025
21 Warnock Dr, Westport, CT 06880
$-17,093
Cash flow
-18.2%
Cash-on-Cash Return
1.5%
Cap rate
0.2%
Rent to Value Ratio
Active
$1,049,000
3
bds
|
3
ba
|
2,408
sqft
|
built
1956
110 Cross Hwy, Westport, CT 06880
$389
Cash flow
1.9%
Cash-on-Cash Return
6.1%
Cap rate
0.9%
Rent to Value Ratio
Active
$1,398,000
4
bds
|
4
ba
|
2,308
sqft
|
built
1960
20 Cranbury Rd, Westport, CT 06880
$-1,395
Cash flow
-5.2%
Cash-on-Cash Return
4.5%
Cap rate
0.6%
Rent to Value Ratio
Active
$4,200,000
6
bds
|
8
ba
|
5,760
sqft
|
built
2004
42 Morningside Dr S, Westport, CT 06880
$-15,460
Cash flow
-19.2%
Cash-on-Cash Return
1.3%
Cap rate
0.2%
Rent to Value Ratio
Active
$2,995,000
6
bds
|
4
ba
|
4,614
sqft
|
built
1953
9 Bobwhite Dr, Westport, CT 06880
$-9,174
Cash flow
-16.0%
Cash-on-Cash Return
2.0%
Cap rate
0.3%
Rent to Value Ratio
Active
$2,249,000
4
bds
|
3
ba
|
4,231
sqft
|
built
1934
10 Twin Falls Ln, Westport, CT 06880
$-4,883
Cash flow
-11.3%
Cash-on-Cash Return
3.1%
Cap rate
0.4%
Rent to Value Ratio
Active
$1,950,000
4
bds
|
3
ba
|
2,176
sqft
|
built
1956
19 Harding Ln, Westport, CT 06880
$-3,328
Cash flow
-8.9%
Cash-on-Cash Return
3.6%
Cap rate
0.5%
Rent to Value Ratio
Active
$5,200,000
6
bds
|
8
ba
|
7,447
sqft
|
built
1999
355 Greens Farms Rd, Westport, CT 06880
$-20,508
Cash flow
-20.6%
Cash-on-Cash Return
0.9%
Cap rate
0.2%
Rent to Value Ratio
Active
$2,649,000
4
bds
|
5
ba
|
6,600
sqft
|
built
1861
342 Greens Farms Rd, Westport, CT 06880
$-7,217
Cash flow
-14.2%
Cash-on-Cash Return
2.4%
Cap rate
0.4%
Rent to Value Ratio
Active
$4,999,000
5
bds
|
5
ba
|
4,669
sqft
|
built
1795
216 Hillspoint Rd, Westport, CT 06880
$-20,821
Cash flow
-21.7%
Cash-on-Cash Return
0.7%
Cap rate
0.1%
Rent to Value Ratio
Active
$2,697,000
5
bds
|
5
ba
|
2,853
sqft
|
built
2025
26 Hitchcock Rd, Westport, CT 06880
$-9,616
Cash flow
-18.6%
Cash-on-Cash Return
1.4%
Cap rate
0.2%
Rent to Value Ratio
Active
$25,000,000
5
bds
|
6
ba
|
9,490
sqft
|
built
2007
122 Beachside Ave, Westport, CT 06880
$-130,843
Cash flow
-27.3%
Cash-on-Cash Return
-0.6%
Cap rate
0.0%
Rent to Value Ratio
Active
$2,895,000
6
bds
|
5
ba
|
5,606
sqft
|
built
1938
5 Northside Ln, Westport, CT 06880
$-8,774
Cash flow
-15.8%
Cash-on-Cash Return
2.0%
Cap rate
0.4%
Rent to Value Ratio
Active
$3,499,000
4
bds
|
4
ba
|
3,271
sqft
|
built
2018
24 Spriteview Ave, Westport, CT 06880
$-12,387
Cash flow
-18.5%
Cash-on-Cash Return
1.4%
Cap rate
0.3%
Rent to Value Ratio
Active
$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
Active
$4,999,000
4
bds
|
5
ba
|
5,885
sqft
|
built
1985
10 Surf Rd, Westport, CT 06880
$-18,740
Cash flow
-19.6%
Cash-on-Cash Return
1.2%
Cap rate
0.2%
Rent to Value Ratio
Active
$5,100,000
6
bds
|
8
ba
|
2,144
sqft
|
built
2025
2 Windy Hill Rd, Westport, CT 06880
$-16,200
Cash flow
-16.6%
Cash-on-Cash Return
1.9%
Cap rate
0.2%
Rent to Value Ratio
Active
$1,175,000
4
bds
|
4
ba
|
2,964
sqft
|
built
1909
3 George St, Westport, CT 06880
$-2,810
Cash flow
-12.5%
Cash-on-Cash Return
2.8%
Cap rate
0.4%
Rent to Value Ratio
Active
$2,350,000
1
bds
|
1
ba
|
767
sqft
|
built
1920
238 Hillspoint Rd, Westport, CT 06880
$-6,576
Cash flow
-14.6%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
Rent to Value Ratio
Active
$3,600,000
5
bds
|
6
ba
|
4,668
sqft
|
built
2003
91 Turkey Hill Rd S, Westport, CT 06880
$-10,971
Cash flow
-15.9%
Cash-on-Cash Return
2.0%
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
$-10,427
Cash flow
-16.1%
Cash-on-Cash Return
2.0%
Cap rate
0.3%
Rent to Value Ratio
Active
$2,950,000
5
bds
|
5
ba
|
5,780
sqft
|
built
2016
54 North Ave, Westport, CT 06880
$-9,023
Cash flow
-16.0%
Cash-on-Cash Return
2.0%
Cap rate
0.3%
Rent to Value Ratio
Active
$5,995,000
6
bds
|
8
ba
|
8,812
sqft
|
built
2023
9 Sturges Cmns, Westport, CT 06880
$-27,148
Cash flow
-23.6%
Cash-on-Cash Return
0.2%
Cap rate
0.2%
Rent to Value Ratio
Active
$5,950,000
6
bds
|
9
ba
|
8,817
sqft
|
built
2012
29 Sturges Cmns, Westport, CT 06880
$-24,167
Cash flow
-21.2%
Cash-on-Cash Return
0.8%
Cap rate
0.2%
Rent to Value Ratio
Active
$3,400,000
5
bds
|
6
ba
|
7,503
sqft
|
built
2000
249 Sturges Hwy, Westport, CT 06880
$-10,132
Cash flow
-15.5%
Cash-on-Cash Return
2.1%
Cap rate
0.3%
Rent to Value Ratio