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
$549,900
3
bds
|
2
ba
|
920
sqft
|
built
1983
9 Crescent Park Rd, Westport, CT 06880
$79
Cash flow
0.7%
Cash-on-Cash Return
5.9%
Cap rate
0.8%
Rent to Value Ratio
$1,250,000
3
bds
|
3
ba
|
3,626
sqft
|
built
1955
113 Roseville Rd, Westport, CT 06880
$69
Cash flow
0.3%
Cash-on-Cash Return
5.7%
Cap rate
0.8%
Rent to Value Ratio
32 out of 65 properties for sale in Westport, CT
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$2,865,000
5
bds
|
6
ba
|
5,214
sqft
|
built
2004
46 Bayberry Ln, Westport, CT 06880
$-8,792
Cash flow
-16.0%
Cash-on-Cash Return
2.0%
Cap rate
0.4%
Rent to Value Ratio
$6,996,000
6
bds
|
8
ba
|
2,626
sqft
|
built
2025
24 Ferry Ln E, Westport, CT 06880
$-25,517
Cash flow
-19.0%
Cash-on-Cash Return
1.3%
Cap rate
0.2%
Rent to Value Ratio
$859,900
3
bds
|
1
ba
|
1,056
sqft
|
built
1964
5 Carlisle Ct, Westport, CT 06880
$-1,133
Cash flow
-6.9%
Cash-on-Cash Return
4.1%
Cap rate
0.6%
Rent to Value Ratio
$2,195,000
4
bds
|
5
ba
|
3,207
sqft
|
built
1954
27 Blue Ribbon Dr, Westport, CT 06880
$-4,269
Cash flow
-10.1%
Cash-on-Cash Return
3.3%
Cap rate
0.5%
Rent to Value Ratio
$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
$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
$4,995,000
6
bds
|
7
ba
|
2,778
sqft
|
built
2025
107 Old Rd, Westport, CT 06880
$-25,071
Cash flow
-26.2%
Cash-on-Cash Return
-0.3%
Cap rate
0.2%
Rent to Value Ratio
$975,000
4
bds
|
2
ba
|
1,413
sqft
|
built
1949
105 Valley Rd, Westport, CT 06880
$-2,775
Cash flow
-14.8%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
Rent to Value Ratio
$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
$1,649,000
6
bds
|
5
ba
|
3,539
sqft
|
built
1967
285 Greens Farms Rd, Westport, CT 06880
$-5,548
Cash flow
-17.6%
Cash-on-Cash Return
1.6%
Cap rate
0.3%
Rent to Value Ratio
$6,500,000
4
bds
|
6
ba
|
5,176
sqft
|
built
2023
4 Pequot Trl, Westport, CT 06880
$-27,897
Cash flow
-22.4%
Cash-on-Cash Return
0.5%
Cap rate
0.1%
Rent to Value Ratio
$2,275,000
5
bds
|
5
ba
|
4,350
sqft
|
built
1929
1 Crooked Mile Rd, Westport, CT 06880
$-8,247
Cash flow
-18.9%
Cash-on-Cash Return
1.3%
Cap rate
0.3%
Rent to Value Ratio
$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
$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
$1,890,000
3
bds
|
3
ba
|
2,328
sqft
|
built
1865
32 Sasco Creek Rd, Westport, CT 06880
$-2,095
Cash flow
-5.8%
Cash-on-Cash Return
4.3%
Cap rate
0.6%
Rent to Value Ratio
$1,250,000
3
bds
|
3
ba
|
3,626
sqft
|
built
1955
113 Roseville Rd, Westport, CT 06880
$69
Cash flow
0.3%
Cash-on-Cash Return
5.7%
Cap rate
0.8%
Rent to Value Ratio
$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
$3,900,000
5
bds
|
9
ba
|
7,503
sqft
|
built
2000
249 Sturges Hwy, Westport, CT 06880
$-12,498
Cash flow
-16.7%
Cash-on-Cash Return
1.8%
Cap rate
0.3%
Rent to Value Ratio
$3,785,000
4
bds
|
5
ba
|
1,686
sqft
|
built
2025
3 Laurel Ln, Westport, CT 06880
$-13,485
Cash flow
-18.6%
Cash-on-Cash Return
1.4%
Cap rate
0.2%
Rent to Value Ratio
$2,399,999
4
bds
|
5
ba
|
3,658
sqft
|
built
1852
53 Sylvan Rd N, Westport, CT 06880
$-5,200
Cash flow
-11.3%
Cash-on-Cash Return
3.1%
Cap rate
0.5%
Rent to Value Ratio
$4,375,000
6
bds
|
11
ba
|
8,416
sqft
|
built
2002
5 Boxwood Ln, Westport, CT 06880
$-15,773
Cash flow
-18.8%
Cash-on-Cash Return
1.4%
Cap rate
0.3%
Rent to Value Ratio
$4,975,000
6
bds
|
9
ba
|
7,594
sqft
|
built
2015
165 Bayberry Ln, Westport, CT 06880
$-19,878
Cash flow
-20.8%
Cash-on-Cash Return
0.9%
Cap rate
0.2%
Rent to Value Ratio
$5,500,000
4
bds
|
4
ba
|
4,636
sqft
|
built
1910
87 Red Coat Rd, Westport, CT 06880
$-25,002
Cash flow
-23.7%
Cash-on-Cash Return
0.2%
Cap rate
0.1%
Rent to Value Ratio
$6,950,000
4
bds
|
7
ba
|
5,567
sqft
|
built
2008
46 Compo Mill Cv, Westport, CT 06880
$-30,771
Cash flow
-23.1%
Cash-on-Cash Return
0.4%
Cap rate
0.2%
Rent to Value Ratio
$999,000
4
bds
|
3
ba
|
2,683
sqft
|
built
1950
26 Davenport Ave, Westport, CT 06880
$-2,634
Cash flow
-13.8%
Cash-on-Cash Return
2.5%
Cap rate
0.4%
Rent to Value Ratio
$5,100,000
5
bds
|
9
ba
|
8,149
sqft
|
built
2004
1 Flower Farm Ln, Westport, CT 06880
$-20,956
Cash flow
-21.4%
Cash-on-Cash Return
0.7%
Cap rate
0.2%
Rent to Value Ratio
$7,300,000
4
bds
|
3
ba
|
2,880
sqft
|
built
2024
51 Compo Beach Rd, Westport, CT 06880
$-29,720
Cash flow
-21.2%
Cash-on-Cash Return
0.8%
Cap rate
0.2%
Rent to Value Ratio
$15,000,000
5
bds
|
7
ba
|
3,955
sqft
|
built
2008
50 Compo Mill Cv, Westport, CT 06880
$-69,032
Cash flow
-24.0%
Cash-on-Cash Return
0.2%
Cap rate
0.1%
Rent to Value Ratio
$549,900
3
bds
|
2
ba
|
920
sqft
|
built
1983
9 Crescent Park Rd, Westport, CT 06880
$79
Cash flow
0.7%
Cash-on-Cash Return
5.9%
Cap rate
0.8%
Rent to Value Ratio
$6,205,176
5
bds
|
8
ba
|
6,302
sqft
|
built
2025
24 Edgemarth Hill Rd, Westport, CT 06880
$-24,455
Cash flow
-20.6%
Cash-on-Cash Return
0.9%
Cap rate
0.1%
Rent to Value Ratio
$5,199,000
4
bds
|
5
ba
|
5,885
sqft
|
built
1985
10 Surf Rd, Westport, CT 06880
$-19,686
Cash flow
-19.8%
Cash-on-Cash Return
1.1%
Cap rate
0.2%
Rent to Value Ratio
$1,499,000
5
bds
|
3
ba
|
2,904
sqft
|
built
1972
109 Kings Hwy S, Westport, CT 06880
$-1,844
Cash flow
-6.4%
Cash-on-Cash Return
4.2%
Cap rate
0.6%
Rent to Value Ratio