Weston, MA Investment Properties for Sale
Browse homes for sale and investment properties in Weston, MA. Refine your search by price, property type, or more.
Best cash flowing properties in Weston, MA

Active

$1,625,000
4
bds
|
4
ba
|
2,700
sqft
|
built
1963
23 Old Coach Rd, Weston, MA 02493
$-4,382
Cash flow
-14.1%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio

Active

$1,850,000
3
bds
|
3
ba
|
3,090
sqft
|
built
1941
167 Conant Rd, Weston, MA 02493
$-4,732
Cash flow
-13.3%
Cash-on-Cash Return
3.2%
Cap rate
0.5%
Rent to Value Ratio
46 out of 53 properties for sale in Weston, MA
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Active

$4,950,000
6
bds
|
7
ba
|
7,547
sqft
|
built
2025
51 Willard Rd, Weston, MA 02493
$-18,874
Cash flow
-19.9%
Cash-on-Cash Return
1.7%
Cap rate
0.2%
Rent to Value Ratio

Active

$3,388,000
6
bds
|
4
ba
|
4,350
sqft
|
built
1968
86 Myles Standish Rd, Weston, MA 02493
$-14,571
Cash flow
-22.4%
Cash-on-Cash Return
1.1%
Cap rate
0.2%
Rent to Value Ratio

Active

$10,950,000
5
bds
|
7
ba
|
9,295
sqft
|
built
2018
8 Hidden Rd, Weston, MA 02493
$-57,569
Cash flow
-27.4%
Cash-on-Cash Return
0.0%
Cap rate
0.1%
Rent to Value Ratio

Active

$2,859,000
5
bds
|
5
ba
|
4,885
sqft
|
built
1983
183 Kings Grant Rd, Weston, MA 02493
$-10,761
Cash flow
-19.6%
Cash-on-Cash Return
1.7%
Cap rate
0.3%
Rent to Value Ratio

Active

$2,695,000
4
bds
|
4
ba
|
3,811
sqft
|
built
1928
338 Highland St, Weston, MA 02493
$-9,400
Cash flow
-18.2%
Cash-on-Cash Return
2.1%
Cap rate
0.3%
Rent to Value Ratio

Active

$3,095,000
5
bds
|
3
ba
|
5,328
sqft
|
built
1965
169 Hickory Rd, Weston, MA 02493
$-12,280
Cash flow
-20.7%
Cash-on-Cash Return
1.5%
Cap rate
0.3%
Rent to Value Ratio

Active

$1,925,000
4
bds
|
3
ba
|
3,650
sqft
|
built
1957
64 Bakers Hill Rd, Weston, MA 02493
$-5,826
Cash flow
-15.8%
Cash-on-Cash Return
2.6%
Cap rate
0.4%
Rent to Value Ratio

Active

$3,250,000
4
bds
|
3
ba
|
3,332
sqft
|
built
1931
12 Meadowbrook Rd, Weston, MA 02493
$-12,767
Cash flow
-20.5%
Cash-on-Cash Return
1.6%
Cap rate
0.3%
Rent to Value Ratio

Active

$2,495,000
4
bds
|
4
ba
|
4,418
sqft
|
built
1910
51 Summer St, Weston, MA 02493
$-8,175
Cash flow
-17.1%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
Rent to Value Ratio

Active

$38,000,000
6
bds
|
12
ba
|
21,000
sqft
|
built
2006
180 Ash St, Weston, MA 02493
$-195,628
Cash flow
-26.9%
Cash-on-Cash Return
0.1%
Cap rate
0.0%
Rent to Value Ratio

Active

$2,395,000
4
bds
|
5
ba
|
4,465
sqft
|
built
1960
56 Arrowhead Rd, Weston, MA 02493
$-7,817
Cash flow
-17.0%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
Rent to Value Ratio

Active

$4,290,000
6
bds
|
7
ba
|
9,064
sqft
|
built
1975
42 Westerly Rd, Weston, MA 02493
$-17,825
Cash flow
-21.7%
Cash-on-Cash Return
1.3%
Cap rate
0.2%
Rent to Value Ratio

Active

$1,699,000
4
bds
|
3
ba
|
2,938
sqft
|
built
1847
254 Conant Rd, Weston, MA 02493
$-5,149
Cash flow
-15.8%
Cash-on-Cash Return
2.6%
Cap rate
0.4%
Rent to Value Ratio

Active

$1,875,000
4
bds
|
3
ba
|
2,840
sqft
|
built
1953
37 School St, Weston, MA 02493
$-6,000
Cash flow
-16.7%
Cash-on-Cash Return
2.4%
Cap rate
0.4%
Rent to Value Ratio

Active

$3,090,000
5
bds
|
4
ba
|
4,800
sqft
|
built
1914
3 Conant Rd, Weston, MA 02493
$-11,542
Cash flow
-19.5%
Cash-on-Cash Return
1.8%
Cap rate
0.3%
Rent to Value Ratio

Active

$8,999,999
5
bds
|
9
ba
|
7,382
sqft
|
built
1931
8 Conant Rd, Weston, MA 02493
$-45,881
Cash flow
-26.6%
Cash-on-Cash Return
0.1%
Cap rate
0.1%
Rent to Value Ratio

Active

$2,895,000
5
bds
|
4
ba
|
5,100
sqft
|
built
1847
137 Wellesley St, Weston, MA 02493
$-9,976
Cash flow
-18.0%
Cash-on-Cash Return
2.1%
Cap rate
0.3%
Rent to Value Ratio

Active

$1,625,000
4
bds
|
4
ba
|
2,700
sqft
|
built
1963
23 Old Coach Rd, Weston, MA 02493
$-4,382
Cash flow
-14.1%
Cash-on-Cash Return
3.0%
Cap rate
0.5%
Rent to Value Ratio

Active

$3,900,000
5
bds
|
6
ba
|
6,700
sqft
|
built
2007
21 Bemis St, Weston, MA 02493
$-15,731
Cash flow
-21.0%
Cash-on-Cash Return
1.4%
Cap rate
0.3%
Rent to Value Ratio

Active

$6,495,000
5
bds
|
7
ba
|
8,210
sqft
|
built
2013
72 Love Ln, Weston, MA 02493
$-33,482
Cash flow
-26.9%
Cash-on-Cash Return
0.1%
Cap rate
0.1%
Rent to Value Ratio

Active

$1,850,000
3
bds
|
3
ba
|
3,090
sqft
|
built
1941
167 Conant Rd, Weston, MA 02493
$-4,732
Cash flow
-13.3%
Cash-on-Cash Return
3.2%
Cap rate
0.5%
Rent to Value Ratio

Active

$3,895,000
5
bds
|
7
ba
|
6,797
sqft
|
built
2001
4 Prescott Ln, Weston, MA 02493
$-15,924
Cash flow
-21.3%
Cash-on-Cash Return
1.4%
Cap rate
0.3%
Rent to Value Ratio

Active

$4,695,000
5
bds
|
9
ba
|
8,625
sqft
|
built
2006
15 Rockport Rd, Weston, MA 02493
$-22,967
Cash flow
-25.5%
Cash-on-Cash Return
0.4%
Cap rate
0.2%
Rent to Value Ratio

Active

$8,495,000
6
bds
|
8
ba
|
8,421
sqft
|
built
2021
286 Country Dr, Weston, MA 02493
$-44,256
Cash flow
-27.2%
Cash-on-Cash Return
0.0%
Cap rate
0.1%
Rent to Value Ratio

Active

$1,795,000
4
bds
|
0
ba
|
0
sqft
|
built
1985
217 Summer St, Weston, MA 02493
$-5,055
Cash flow
-14.7%
Cash-on-Cash Return
2.9%
Cap rate
0.5%
Rent to Value Ratio

Active

$13,850,000
7
bds
|
11
ba
|
12,120
sqft
|
built
2025
21 Chestnut St, Weston, MA 02493
$-72,458
Cash flow
-27.3%
Cash-on-Cash Return
0.0%
Cap rate
0.1%
Rent to Value Ratio

Active

$4,695,000
5
bds
|
8
ba
|
7,369
sqft
|
built
2015
168 Beaver Rd, Weston, MA 02493
$-23,420
Cash flow
-26.0%
Cash-on-Cash Return
0.3%
Cap rate
0.1%
Rent to Value Ratio

Active

$7,498,000
5
bds
|
9
ba
|
8,086
sqft
|
built
2005
180 Highland St, Weston, MA 02493
$-40,859
Cash flow
-28.4%
Cash-on-Cash Return
-0.3%
Cap rate
0.1%
Rent to Value Ratio

Active

$3,249,000
4
bds
|
5
ba
|
4,836
sqft
|
built
2025
29 Willard Rd, Weston, MA 02493
$-14,414
Cash flow
-23.1%
Cash-on-Cash Return
0.9%
Cap rate
0.2%
Rent to Value Ratio

Active

$2,750,000
5
bds
|
5
ba
|
6,423
sqft
|
built
1955
423 Concord Rd, Weston, MA 02493
$-8,676
Cash flow
-16.5%
Cash-on-Cash Return
2.5%
Cap rate
0.4%
Rent to Value Ratio

Active

$3,595,000
5
bds
|
6
ba
|
6,252
sqft
|
built
1969
22 Chadwick Rd, Weston, MA 02493
$-15,421
Cash flow
-22.4%
Cash-on-Cash Return
1.1%
Cap rate
0.3%
Rent to Value Ratio

Active

$4,995,000
6
bds
|
7
ba
|
7,000
sqft
|
built
2008
21 Westerly Rd, Weston, MA 02493
$-24,482
Cash flow
-25.6%
Cash-on-Cash Return
0.4%
Cap rate
0.1%
Rent to Value Ratio
Active

$4,680,000
5
bds
|
7
ba
|
8,500
sqft
|
built
2016
11 Winthrop Cir, Weston, MA 02493
$-20,954
Cash flow
-23.4%
Cash-on-Cash Return
0.9%
Cap rate
0.2%
Rent to Value Ratio

Active

$3,200,000
5
bds
|
7
ba
|
6,096
sqft
|
built
2002
7 Rockport Rd, Weston, MA 02493
$-13,579
Cash flow
-22.1%
Cash-on-Cash Return
1.2%
Cap rate
0.3%
Rent to Value Ratio

Active

$3,500,000
6
bds
|
5
ba
|
8,500
sqft
|
built
1867
215 Boston Post Rd, Weston, MA 02493
$-14,093
Cash flow
-21.0%
Cash-on-Cash Return
1.4%
Cap rate
0.3%
Rent to Value Ratio

Active

$19,850,000
7
bds
|
12
ba
|
18,725
sqft
|
built
2002
67 Byron Rd, Weston, MA 02493
$-109,775
Cash flow
-28.9%
Cash-on-Cash Return
-0.4%
Cap rate
0.0%
Rent to Value Ratio

Active

$6,888,000
7
bds
|
11
ba
|
10,642
sqft
|
built
2025
154 Newton St, Weston, MA 02493
$-35,433
Cash flow
-26.8%
Cash-on-Cash Return
0.1%
Cap rate
0.1%
Rent to Value Ratio

Active

$13,955,000
7
bds
|
9
ba
|
13,555
sqft
|
built
1994
15 Claridge Dr, Weston, MA 02493
$-74,315
Cash flow
-27.8%
Cash-on-Cash Return
-0.1%
Cap rate
0.1%
Rent to Value Ratio

Active

$2,699,000
5
bds
|
5
ba
|
5,142
sqft
|
built
1952
482 Glen Rd, Weston, MA 02493
$-8,888
Cash flow
-17.2%
Cash-on-Cash Return
2.3%
Cap rate
0.4%
Rent to Value Ratio

Active

$12,500,000
6
bds
|
11
ba
|
14,620
sqft
|
built
2010
3 Idlewile Ln, Weston, MA 02493
$-70,188
Cash flow
-29.3%
Cash-on-Cash Return
-0.5%
Cap rate
0.1%
Rent to Value Ratio