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Beds/Baths

Bedrooms

Bathrooms

For Sale

Status

Property Type (6)

Property Type

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Square Feet

Lot Size

Year Built

Projected Rent

Cash on Cash Return

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Brookline, MA Investment Properties for Sale

Browse homes for sale and investment properties in Brookline, MA. Refine your search by price, property type, or more.

43 out of 118 properties for sale in Brookline, MA

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Property photo
Active
MLSPIN

$1,095,000

2 bds | 2 ba | 1,598 sqft | built 1956
80 Park St, Brookline, MA 02446
$-3,595
Cash flow
-17.1%
Cash-on-Cash Return

1.7%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
MLSPIN

$665,000

1 bds | 2 ba | 950 sqft | built 1975
50 Longwood Ave, Brookline, MA 02446
$-2,378
Cash flow
-18.7%
Cash-on-Cash Return

1.4%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
MLSPIN

$1,550,000

2 bds | 2 ba | 2,180 sqft | built 1925
24 Dean Rd, Brookline, MA 02445
$-5,165
Cash flow
-17.4%
Cash-on-Cash Return

1.7%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
MLSPIN

$924,000

3 bds | 1 ba | 1,000 sqft | built 1921
71 Highland Rd, Brookline, MA 02445
$-2,233
Cash flow
-12.6%
Cash-on-Cash Return

2.8%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
MLSPIN

$12,995,000

6 bds | 6 ba | 7,502 sqft | built 1929
71 Sears Rd, Brookline, MA 02445
$-62,401
Cash flow
-25.1%
Cash-on-Cash Return

-0.1%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
MLSPIN

$879,000

3 bds | 1 ba | 987 sqft | built 1915
14 Linden St, Brookline, MA 02445
$-2,010
Cash flow
-11.9%
Cash-on-Cash Return

2.9%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
MLSPIN

$649,500

1 bds | 1 ba | 941 sqft | built 1968
45 Longwood Ave, Brookline, MA 02446
$-1,957
Cash flow
-15.7%
Cash-on-Cash Return

2.1%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
MLSPIN

$1,017,000

2 bds | 2 ba | 1,050 sqft | built 1983
51 John St, Brookline, MA 02446
$-2,441
Cash flow
-12.5%
Cash-on-Cash Return

2.8%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
MLSPIN

$6,100,000

8 bds | 8 ba | 6,000 sqft | built 1895
116 Thorndike St, Brookline, MA 02446
$-8,358,267
Cash flow
-7148.9%
Cash-on-Cash Return

-1638.6%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
MLSPIN

$1,449,000

3 bds | 2 ba | 1,873 sqft | built 1945
132 Sewall Ave, Brookline, MA 02446
$-5,251
Cash flow
-18.9%
Cash-on-Cash Return

1.3%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
MLSPIN

$659,000

1 bds | 2 ba | 938 sqft | built 1975
60 Longwood Ave, Brookline, MA 02446
$-2,419
Cash flow
-19.2%
Cash-on-Cash Return

1.3%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
MLSPIN

$2,800,000

8 bds | 5 ba | 4,720 sqft | built 1898
11 Abbottsford Rd, Brookline, MA 02446
$-9,173
Cash flow
-17.1%
Cash-on-Cash Return

1.7%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
MLSPIN

$6,100,000

5 bds | 6 ba | 6,841 sqft | built 2017
382 Lee St, Brookline, MA 02445
$-27,646
Cash flow
-23.6%
Cash-on-Cash Return

0.2%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
MLSPIN

$18,000,000

6 bds | 8 ba | 9,411 sqft | built 1915
63 Goddard Ave, Brookline, MA 02445
$-88,803
Cash flow
-25.7%
Cash-on-Cash Return

-0.2%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
MLSPIN

$3,779,000

6 bds | 6 ba | 5,000 sqft | built 2018
33 Winthrop Rd, Brookline, MA 02445
$-14,133
Cash flow
-19.5%
Cash-on-Cash Return

1.2%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
MLSPIN

$639,000

1 bds | 1 ba | 665 sqft | built 1968
60 Babcock St, Brookline, MA 02446
$-2,128
Cash flow
-17.4%
Cash-on-Cash Return

1.7%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
MLSPIN

$1,698,000

3 bds | 3 ba | 1,889 sqft | built 1984
227 Summit Ave, Brookline, MA 02446
$-6,555
Cash flow
-20.1%
Cash-on-Cash Return

1.0%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
MLSPIN

$899,000

2 bds | 2 ba | 1,000 sqft | built 1967
57 Saint Paul St, Brookline, MA 02446
$-2,702
Cash flow
-15.7%
Cash-on-Cash Return

2.1%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
MLSPIN

$2,750,000

4 bds | 4 ba | 2,463 sqft | built 1920
20 Chapel St, Brookline, MA 02446
$-9,409
Cash flow
-17.9%
Cash-on-Cash Return

1.6%
Cap rate
0.4%
Rent to Value Ratio
Property photo
Active
MLSPIN

$5,985,000

4 bds | 5 ba | 3,560 sqft | built 1917
178 Ivy St, Brookline, MA 02446
$-25,158
Cash flow
-21.9%
Cash-on-Cash Return

0.6%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
MLSPIN

$8,000,000

5 bds | 7 ba | 5,772 sqft | built 1939
21 Sargent Crossway, Brookline, MA 02445
$-39,202
Cash flow
-25.6%
Cash-on-Cash Return

-0.2%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
MLSPIN

$665,000

1 bds | 2 ba | 939 sqft | built 1975
50 Longwood Ave, Brookline, MA 02446
$-2,091
Cash flow
-16.4%
Cash-on-Cash Return

1.9%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
MLSPIN

$769,000

2 bds | 2 ba | 1,270 sqft | built 1970
33 Pond Ave, Brookline, MA 02445
$-2,397
Cash flow
-16.3%
Cash-on-Cash Return

1.9%
Cap rate
0.6%
Rent to Value Ratio
Property photo
Active
MLSPIN

$5,450,000

3 bds | 4 ba | 4,960 sqft | built 1999
120 Seaver St, Brookline, MA 02445
$-27,475
Cash flow
-26.3%
Cash-on-Cash Return

-0.4%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
MLSPIN

$1,399,000

3 bds | 2 ba | 2,120 sqft | built 1900
4 Fairbanks St, Brookline, MA 02446
$-3,338
Cash flow
-12.4%
Cash-on-Cash Return

2.8%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
MLSPIN

$5,850,000

6 bds | 7 ba | 8,326 sqft | built 1929
180 Ivy St, Brookline, MA 02446
$-25,987
Cash flow
-23.2%
Cash-on-Cash Return

0.3%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
MLSPIN

$5,250,000

7 bds | 6 ba | 6,193 sqft | built 1852
371 Walnut St, Brookline, MA 02445
$-24,426
Cash flow
-24.3%
Cash-on-Cash Return

0.1%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
MLSPIN

$3,999,000

5 bds | 6 ba | 5,552 sqft | built 1910
85 Williston Rd, Brookline, MA 02445
$-14,163
Cash flow
-18.5%
Cash-on-Cash Return

1.4%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
MLSPIN

$998,000

4 bds | 1 ba | 1,356 sqft | built 1900
64 Aspinwall Ave, Brookline, MA 02446
$-2,545
Cash flow
-13.3%
Cash-on-Cash Return

2.6%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
MLSPIN

$6,100,000

9 bds | 8 ba | 8,619 sqft | built 1900
372 Warren St, Brookline, MA 02445
$-28,012
Cash flow
-24.0%
Cash-on-Cash Return

0.2%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
MLSPIN

$3,700,000

3 bds | 4 ba | 3,396 sqft | built 2003
120 Seaver St, Brookline, MA 02445
$-18,744
Cash flow
-26.4%
Cash-on-Cash Return

-0.4%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
MLSPIN

$1,598,000

3 bds | 2 ba | 1,928 sqft | built 1983
107 Centre St, Brookline, MA 02446
$-5,656
Cash flow
-18.5%
Cash-on-Cash Return

1.4%
Cap rate
0.3%
Rent to Value Ratio
Property photo
Active
MLSPIN

$650,000

1 bds | 1 ba | 836 sqft | built 1975
60 Longwood Ave, Brookline, MA 02446
$-1,761
Cash flow
-14.1%
Cash-on-Cash Return

2.4%
Cap rate
0.5%
Rent to Value Ratio
Property photo
Active
MLSPIN

$24,500,000

11 bds | 11 ba | 20,074 sqft | built 1929
333 Lee St, Brookline, MA 02445
$-126,819
Cash flow
-27.0%
Cash-on-Cash Return

-0.5%
Cap rate
0.0%
Rent to Value Ratio
Property photo
Active
MLSPIN

$3,995,000

7 bds | 5 ba | 6,307 sqft | built 1896
469 Walnut St, Brookline, MA 02445
$-17,208
Cash flow
-22.5%
Cash-on-Cash Return

0.5%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
MLSPIN

$5,395,000

7 bds | 8 ba | 6,560 sqft | built 1901
40 Heath Hill St, Brookline, MA 02445
$-23,356
Cash flow
-22.6%
Cash-on-Cash Return

0.5%
Cap rate
0.2%
Rent to Value Ratio
Property photo
Active
MLSPIN

$7,495,000

6 bds | 8 ba | 9,380 sqft | built 2021
100 Cottage St, Brookline, MA 02445
$-34,339
Cash flow
-23.9%
Cash-on-Cash Return

0.2%
Cap rate
0.1%
Rent to Value Ratio
Property photo
Active
MLSPIN

$9,995,000

7 bds | 10 ba | 7,240 sqft | built 2021
80 Dudley St, Brookline, MA 02445
$-44,728
Cash flow
-23.3%
Cash-on-Cash Return

0.3%
Cap rate
0.1%
Rent to Value Ratio