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
$1,500,000
4
bds
|
3
ba
|
1,400
sqft
|
built
1963
33 Pumpkin Hill Rd, Westport, CT 06880
$-1,128
Cash flow
-3.9%
Cash-on-Cash Return
4.8%
Cap rate
0.7%
Rent to Value Ratio
Active
$1,035,000
3
bds
|
3
ba
|
1,248
sqft
|
built
1967
5 Edge Hill Trl, Westport, CT 06880
$-1,519
Cash flow
-7.7%
Cash-on-Cash Return
3.9%
Cap rate
0.6%
Rent to Value Ratio
73 out of 90 properties for sale in Westport, CT
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Active
$7,399,000
6
bds
|
8
ba
|
3,821
sqft
|
built
2025
7 Roshab Ln, Westport, CT 06880
$-111,447
Cash flow
-78.6%
Cash-on-Cash Return
-12.4%
Cap rate
0.1%
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
$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
$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
$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
$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
$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
$2,300,000
6
bds
|
5
ba
|
4,471
sqft
|
built
1993
7 Sherwood Farms, Westport, CT 06880
$-5,043
Cash flow
-11.4%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
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
$7,299,000
7
bds
|
9
ba
|
8,700
sqft
|
built
2026
7 Brookside Pl, Westport, CT 06880
$-29,095
Cash flow
-20.8%
Cash-on-Cash Return
0.9%
Cap rate
0.1%
Rent to Value Ratio
Active
$2,795,000
4
bds
|
3
ba
|
2,794
sqft
|
built
1959
4 Budner Ln, Westport, CT 06880
$-7,062
Cash flow
-13.2%
Cash-on-Cash Return
2.6%
Cap rate
0.4%
Rent to Value Ratio
Active
$4,200,000
5
bds
|
5
ba
|
5,312
sqft
|
built
1920
108 Clapboard Hill Rd, Westport, CT 06880
$-16,058
Cash flow
-19.9%
Cash-on-Cash Return
1.1%
Cap rate
0.2%
Rent to Value Ratio
Active
$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
Active
$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
Active
$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
Active
$4,500,000
5
bds
|
9
ba
|
8,149
sqft
|
built
2004
1 Flower Farm Ln, Westport, CT 06880
$-18,116
Cash flow
-21.0%
Cash-on-Cash Return
0.8%
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
$-13,485
Cash flow
-18.6%
Cash-on-Cash Return
1.4%
Cap rate
0.2%
Rent to Value Ratio
Active
$6,450,000
4
bds
|
7
ba
|
5,567
sqft
|
built
2008
46 Compo Mill Cv, Westport, CT 06880
$-28,405
Cash flow
-23.0%
Cash-on-Cash Return
0.4%
Cap rate
0.2%
Rent to Value Ratio
Active
$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
Active
$2,899,000
4
bds
|
3
ba
|
3,156
sqft
|
built
1948
11 Dogwood Ln, Westport, CT 06880
$-7,503
Cash flow
-13.5%
Cash-on-Cash Return
2.6%
Cap rate
0.4%
Rent to Value Ratio
Active
$2,099,000
4
bds
|
5
ba
|
3,658
sqft
|
built
1852
53 Sylvan Rd N, Westport, CT 06880
$-3,775
Cash flow
-9.4%
Cash-on-Cash Return
3.5%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,799,000
3
bds
|
2
ba
|
2,420
sqft
|
built
1940
12 Harbor Rd, Westport, CT 06880
$-3,321
Cash flow
-9.6%
Cash-on-Cash Return
3.5%
Cap rate
0.5%
Rent to Value Ratio
Active
$1,035,000
3
bds
|
3
ba
|
1,248
sqft
|
built
1967
5 Edge Hill Trl, Westport, CT 06880
$-1,519
Cash flow
-7.7%
Cash-on-Cash Return
3.9%
Cap rate
0.6%
Rent to Value Ratio
Active
$799,000
3
bds
|
2
ba
|
1,152
sqft
|
built
1986
28 Crescent Park Rd, Westport, CT 06880
$-2,036
Cash flow
-13.3%
Cash-on-Cash Return
2.6%
Cap rate
0.4%
Rent to Value Ratio
Active
$2,999,000
6
bds
|
6
ba
|
5,438
sqft
|
built
2011
22 Marion Rd, Westport, CT 06880
$-9,324
Cash flow
-16.2%
Cash-on-Cash Return
1.9%
Cap rate
0.3%
Rent to Value Ratio
Active
$1,775,000
4
bds
|
4
ba
|
3,664
sqft
|
built
1920
12 Crooked Mile Rd, Westport, CT 06880
$-3,402
Cash flow
-10.0%
Cash-on-Cash Return
3.4%
Cap rate
0.5%
Rent to Value Ratio
Active
$3,000,000
6
bds
|
7
ba
|
1,092
sqft
|
built
2025
158 Compo Rd N, Westport, CT 06880
$-11,944
Cash flow
-20.8%
Cash-on-Cash Return
0.9%
Cap rate
0.1%
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
$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
$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
$1,500,000
4
bds
|
3
ba
|
1,400
sqft
|
built
1963
33 Pumpkin Hill Rd, Westport, CT 06880
$-1,128
Cash flow
-3.9%
Cash-on-Cash Return
4.8%
Cap rate
0.7%
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