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
$999,000
3
bds
|
3
ba
|
2,408
sqft
|
built
1956
110 Cross Hwy, Westport, CT 06880
$613
Cash flow
3.2%
Cash-on-Cash Return
6.4%
Cap rate
0.9%
Rent to Value Ratio
Active
$899,000
4
bds
|
4
ba
|
2,359
sqft
|
built
1942
4 Pin Oak Ct, Westport, CT 06880
$7
Cash flow
0.0%
Cash-on-Cash Return
5.7%
Cap rate
0.8%
Rent to Value Ratio
38 out of 49 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
$-7,925
Cash flow
-14.3%
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
$-29,197
Cash flow
-23.4%
Cash-on-Cash Return
0.3%
Cap rate
0.2%
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
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
$6,682,000
6
bds
|
9
ba
|
7,801
sqft
|
built
2025
86 Maple Ave S, Westport, CT 06880
$-25,623
Cash flow
-20.0%
Cash-on-Cash Return
1.1%
Cap rate
0.1%
Rent to Value Ratio
Active
$4,995,000
4
bds
|
5
ba
|
4,484
sqft
|
built
2016
4 Sandpiper Rd, Westport, CT 06880
$-18,935
Cash flow
-19.8%
Cash-on-Cash Return
1.1%
Cap rate
0.2%
Rent to Value Ratio
Active
$675,000
3
bds
|
2
ba
|
1,056
sqft
|
built
1961
26 Hiawatha Lane Ext, Westport, CT 06880
$-562
Cash flow
-4.3%
Cash-on-Cash Return
4.7%
Cap rate
0.7%
Rent to Value Ratio
Active
$5,950,000
5
bds
|
8
ba
|
9,439
sqft
|
built
1971
11 Beachside Cmn, Westport, CT 06880
$-27,218
Cash flow
-23.9%
Cash-on-Cash Return
0.2%
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
$11,800,000
5
bds
|
8
ba
|
7,524
sqft
|
built
2007
260 Hillspoint Rd, Westport, CT 06880
$-55,251
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
$4,375,000
6
bds
|
11
ba
|
8,416
sqft
|
built
2002
5 Boxwood Ln, Westport, CT 06880
$-15,812
Cash flow
-18.9%
Cash-on-Cash Return
1.3%
Cap rate
0.3%
Rent to Value Ratio
Active
$6,450,000
4
bds
|
7
ba
|
5,567
sqft
|
built
2008
46 Compo Mill Cv, Westport, CT 06880
$-28,475
Cash flow
-23.0%
Cash-on-Cash Return
0.4%
Cap rate
0.2%
Rent to Value Ratio
Active
$3,785,000
4
bds
|
5
ba
|
1,686
sqft
|
built
2025
3 Laurel Ln, Westport, CT 06880
$-13,493
Cash flow
-18.6%
Cash-on-Cash Return
1.4%
Cap rate
0.2%
Rent to Value Ratio
Active
$4,500,000
5
bds
|
9
ba
|
8,149
sqft
|
built
2004
1 Flower Farm Ln, Westport, CT 06880
$-18,165
Cash flow
-21.1%
Cash-on-Cash Return
0.8%
Cap rate
0.2%
Rent to Value Ratio
Active
$4,600,000
4
bds
|
4
ba
|
4,636
sqft
|
built
1910
87 Red Coat Rd, Westport, CT 06880
$-20,761
Cash flow
-23.5%
Cash-on-Cash Return
0.3%
Cap rate
0.1%
Rent to Value Ratio
Active
$1,699,000
3
bds
|
2
ba
|
2,420
sqft
|
built
1940
12 Harbor Rd, Westport, CT 06880
$-2,860
Cash flow
-8.8%
Cash-on-Cash Return
3.7%
Cap rate
0.5%
Rent to Value Ratio
Active
$3,485,000
5
bds
|
5
ba
|
4,516
sqft
|
built
1997
16 Burr School Rd, Westport, CT 06880
$-11,175
Cash flow
-16.7%
Cash-on-Cash Return
1.8%
Cap rate
0.3%
Rent to Value Ratio
Active
$2,100,000
5
bds
|
4
ba
|
2,457
sqft
|
built
1954
43 Burr Farms Rd, Westport, CT 06880
$-3,504
Cash flow
-8.7%
Cash-on-Cash Return
3.7%
Cap rate
0.5%
Rent to Value Ratio
Active
$2,249,000
4
bds
|
3
ba
|
4,231
sqft
|
built
1934
10 Twin Falls Ln, Westport, CT 06880
$-4,896
Cash flow
-11.4%
Cash-on-Cash Return
3.1%
Cap rate
0.4%
Rent to Value Ratio
Active
$2,299,000
4
bds
|
3
ba
|
3,385
sqft
|
built
1985
8 Northfield Dr, Westport, CT 06880
$-4,538
Cash flow
-10.3%
Cash-on-Cash Return
3.3%
Cap rate
0.5%
Rent to Value Ratio
Active
$5,725,000
7
bds
|
9
ba
|
11,161
sqft
|
built
2007
9 Greenbrier Rd, Westport, CT 06880
$-23,746
Cash flow
-21.6%
Cash-on-Cash Return
0.7%
Cap rate
0.2%
Rent to Value Ratio
Active
$3,450,000
5
bds
|
5
ba
|
3,561
sqft
|
built
1860
6 Over Rock Ln, Westport, CT 06880
$-10,347
Cash flow
-15.6%
Cash-on-Cash Return
2.1%
Cap rate
0.3%
Rent to Value Ratio
Active
$2,575,000
6
bds
|
5
ba
|
5,083
sqft
|
built
1966
4 The Fenway, Westport, CT 06880
$-7,128
Cash flow
-14.4%
Cash-on-Cash Return
2.4%
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
$-6,596
Cash flow
-14.6%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
Rent to Value Ratio
Active
$2,995,000
5
bds
|
6
ba
|
4,636
sqft
|
built
1945
20 Old Hill Rd, Westport, CT 06880
$-10,129
Cash flow
-17.6%
Cash-on-Cash Return
1.6%
Cap rate
0.3%
Rent to Value Ratio
Active
$3,575,000
5
bds
|
5
ba
|
3,200
sqft
|
built
1894
26 Treadwell Ave, Westport, CT 06880
$-16,094
Cash flow
-23.5%
Cash-on-Cash Return
0.3%
Cap rate
0.1%
Rent to Value Ratio
Active
$4,250,000
6
bds
|
9
ba
|
6,897
sqft
|
built
2002
1084 Sturges Hwy, Westport, CT 06880
$-15,722
Cash flow
-19.3%
Cash-on-Cash Return
1.2%
Cap rate
0.3%
Rent to Value Ratio
Active
$2,750,000
5
bds
|
5
ba
|
4,198
sqft
|
built
2017
5 Ridgewood Ln, Westport, CT 06880
$-9,096
Cash flow
-17.3%
Cash-on-Cash Return
1.7%
Cap rate
0.3%
Rent to Value Ratio
Active
$5,499,000
5
bds
|
7
ba
|
2,448
sqft
|
built
2025
36 Maple Ave N, Westport, CT 06880
$-21,004
Cash flow
-19.9%
Cash-on-Cash Return
1.1%
Cap rate
0.2%
Rent to Value Ratio
Active
$4,999,000
5
bds
|
5
ba
|
4,669
sqft
|
built
1795
216 Hillspoint Rd, Westport, CT 06880
$-20,846
Cash flow
-21.8%
Cash-on-Cash Return
0.7%
Cap rate
0.1%
Rent to Value Ratio
Active
$2,895,000
6
bds
|
5
ba
|
5,606
sqft
|
built
1938
5 Northside Ln, Westport, CT 06880
$-8,802
Cash flow
-15.9%
Cash-on-Cash Return
2.0%
Cap rate
0.4%
Rent to Value Ratio
Active
$25,000,000
5
bds
|
6
ba
|
9,490
sqft
|
built
2007
122 Beachside Ave, Westport, CT 06880
$-127,966
Cash flow
-26.7%
Cash-on-Cash Return
-0.5%
Cap rate
0.0%
Rent to Value Ratio
Active
$1,299,000
3
bds
|
3
ba
|
1,437
sqft
|
built
1970
310 Main St, Westport, CT 06880
$-1,234
Cash flow
-5.0%
Cash-on-Cash Return
4.5%
Cap rate
0.6%
Rent to Value Ratio
Active
$3,499,000
5
bds
|
7
ba
|
7,110
sqft
|
built
2007
4 Jennings Ct, Westport, CT 06880
$-11,364
Cash flow
-16.9%
Cash-on-Cash Return
1.8%
Cap rate
0.3%
Rent to Value Ratio
Active
$1,399,000
3
bds
|
3
ba
|
2,265
sqft
|
built
1860
109 Greens Farms Rd, Westport, CT 06880
$-1,378
Cash flow
-5.1%
Cash-on-Cash Return
4.5%
Cap rate
0.6%
Rent to Value Ratio