Skip to content
×
Pro Members Get
Full Access!
Get off the sidelines and take action in real estate investing with BiggerPockets Pro. Our comprehensive suite of tools and resources minimize mistakes, support informed decisions, and propel you to success.
Advanced networking features
Market and Deal Finder tools
Property analysis calculators
Landlord Command Center
ANNUAL Save 16%
$32.50 /mo
$390 billed annualy
MONTHLY
$39 /mo
billed monthly
7 day free trial. Cancel anytime

Filters

Price

Price Range

$
  • $0
  • $50,000
  • $100,000
  • $150,000
  • $200,000
  • $250,000
  • $300,000
  • $350,000
  • $400,000
  • $450,000
  • $500,000
  • $550,000
  • $600,000
  • $650,000
  • $700,000
  • $750,000
  • $800,000
  • $850,000
  • $900,000
  • $950,000
  • $1M
  • $1.25M
  • $1.5M
  • $1.75M
  • $2M
  • $2.25M
  • $2.5M
  • $2.75M
  • $3M
  • $4M
  • $5M+
$
  • $0
  • $50,000
  • $100,000
  • $150,000
  • $200,000
  • $250,000
  • $300,000
  • $350,000
  • $400,000
  • $450,000
  • $500,000
  • $550,000
  • $600,000
  • $650,000
  • $700,000
  • $750,000
  • $800,000
  • $850,000
  • $900,000
  • $950,000
  • $1M
  • $1.25M
  • $1.5M
  • $1.75M
  • $2M
  • $2.25M
  • $2.5M
  • $2.75M
  • $3M
  • $4M
  • $5M+
Beds/Baths

Bedrooms

Bathrooms

For Sale

Status

Property Type (6)

Property Type

More

Square Feet

Lot Size

Year Built

Projected Rent

Cash on Cash Return

Monthly Cash Flow

Cap Rate

Copied

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.

46 out of 53 properties for sale in Weston, MA

Limited Results Shown

Create a free account, or log in to reveal all property listings and enjoy the complete experience.

Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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
Property photo
Active
MLSPIN

$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