Real Estate Investment Properties for Sale in Brookline, MA
Looking for investment property in Brookline, MA with high ROI ?
Explore a variety of short-term homes & houses in Brookline, MA. Invest wisely with VRBO & Brookline, MA Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Investment Property for Sale in Brookline, MA
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
321 Hammond Pond Parkway #103Brookline, MASunny and luxury 2 beds & 2 baths condo built in 2012 with open floor plan. Fabulous chef'... |
2 beds | 2 baths | 1,350 sq.ft. |
$1,099,000 |
Airbnb cash on cash: -0.25%
|
155 Kilsyth RdBrookline, MA
|
8 beds | 5 baths | 5,093 sq.ft. |
$2,500,000 |
Airbnb cash on cash: -1.07%
|
52 Babcock Street #6Brookline, MACoolidge Corner Oasis!Move right into this sun-filled penthouse condo in the heart of Cool... |
2 beds | 1 baths | 1,024 sq.ft. |
$899,500 |
Airbnb cash on cash: 3.7%
|
69 Walnut St 6Brookline, MAEscape to quiet luxury in this corner residence at Walnut Crossing, Brookline's premier ne... |
2 beds | 2 baths | 983 sq.ft. |
$1,339,999 |
Airbnb cash on cash: 1.91%
|
3 Glenoe RdBrookline, MARenovate or build new, on one of Brooklineâs most desirable and picturesque streets and ... |
4 beds | 5 baths | 4,855 sq.ft. |
$2,295,000 |
Airbnb cash on cash: -0.06%
|
10 Bradford Ter #5Brookline, MASpectacular top-floor 3-bedroom, 2-bath condo in the heart of Coolidge Corner, privately s... |
3 beds | 2 baths | 1,365 sq.ft. |
$1,225,000 |
Airbnb cash on cash: -0.31%
|
333 Clark RoadBrookline, MAWelcome to 333 Clark Road, a beautiful Colonial home situated in one of the most sought-af... |
5 beds | 4 baths | 3,100 sq.ft. |
$2,650,000 |
Airbnb cash on cash: 1.66%
|
1304 Commonwealth Ave #5Brookline, MA1304 Commonwealth Ave #5, Brookline, MA 02134 | Townhouse |
3 beds | 2 baths | 1,985 sq.ft. |
$1,190,000 |
Airbnb cash on cash: 1.92%
|
40 Orkney Rd #1Brookline, MA40 Orkney Rd #1, Brookline, MA 02135 | Condo/Coop |
2 beds | 1 baths | 800 sq.ft. |
$545,000 |
Airbnb cash on cash: 6.19%
|
85 Brainerd Rd #TH7Brookline, MA85 Brainerd Rd #TH7, Brookline, MA 02134 | Townhouse |
3 beds | 2 baths | 1,900 sq.ft. |
$1,199,900 |
Airbnb cash on cash: 1.85%
|
77 Pond Ave #1506Brookline, MA77 Pond Ave #1506, Brookline, MA 02445 | Condo/Coop |
2 beds | 2 baths | 1,260 sq.ft. |
$899,000 |
Airbnb cash on cash: 1.82%
|
45 Bartlett Cres #305Brookline, MA45 Bartlett Cres #305, Brookline, MA 02446 | Condo/Coop |
2 beds | 2 baths | 946 sq.ft. |
$1,233,850 |
Airbnb cash on cash: 1.57%
|
20 Radcliffe Rd #112Brookline, MA20 Radcliffe Rd #112, Brookline, MA 02134 | Condo/Coop |
1 beds | 1 baths | 325 sq.ft. |
$359,900 |
Airbnb cash on cash: 6.9%
|
1856 Beacon St #2CBrookline, MA1856 Beacon St #2C, Brookline, MA 02445 | Condo/Coop |
2 beds | 1 baths | 913 sq.ft. |
$740,000 |
Airbnb cash on cash: 4.01%
|
2400 Beacon St #112Brookline, MA2400 Beacon St #112, Brookline, MA 02467 | Condo/Coop |
2 beds | 2 baths | 1,347 sq.ft. |
$1,349,000 |
Airbnb cash on cash: 0.59%
|
15 Commonwealth Ct #10Brookline, MA15 Commonwealth Ct #10, Brookline, MA 02135 | Condo/Coop |
1 beds | 1 baths | 688 sq.ft. |
$399,900 |
Airbnb cash on cash: 5.32%
|
65 Strathmore Rd #49Brookline, MA65 Strathmore Rd #49, Brookline, MA 02135 | Condo/Coop |
1 beds | 1 baths | 764 sq.ft. |
$530,000 |
Airbnb cash on cash: 3.93%
|
1515 Commonwealth Ave #311Brookline, MA1515 Commonwealth Ave #311, Brookline, MA 02135 | Condo/Coop |
2 beds | 2 baths | 1,246 sq.ft. |
$1,349,000 |
Airbnb cash on cash: 0.53%
|
134 Rangeley RdBrookline, MA134 Rangeley Rd, Brookline, MA 02467 | Single Family Residential |
4 beds | 2 baths | 2,704 sq.ft. |
$2,000,000 |
Airbnb cash on cash: 0.26%
|
10 Hackensack TerBrookline, MA10 Hackensack Ter, Brookline, MA 02467 | Single Family Residential |
4 beds | 3 baths | 2,217 sq.ft. |
$1,350,000 |
Airbnb cash on cash: 1.45%
|
24 Castleton St #CBrookline, MA24 Castleton St #C, Brookline, MA 02130 | Condo/Coop |
N/A beds | 1 baths | 862 sq.ft. |
$319,000 |
Airbnb cash on cash: 7.73%
|
1419 Commonwealth Ave #503Brookline, MA1419 Commonwealth Ave #503, Brookline, MA 02135 | Condo/Coop |
2 beds | 2 baths | 1,017 sq.ft. |
$599,000 |
Airbnb cash on cash: 4.97%
|
3 Kenney St #2Brookline, MA3 Kenney St #2, Brookline, MA 02130 | Condo/Coop |
2 beds | 1 baths | 908 sq.ft. |
$587,000 |
Airbnb cash on cash: 6.08%
|
14 Radcliffe Rd #1Brookline, MA14 Radcliffe Rd #1, Brookline, MA 02134 | Condo/Coop |
2 beds | 1 baths | 978 sq.ft. |
$589,000 |
Airbnb cash on cash: 5.47%
|
390 Riverway #6Brookline, MA390 Riverway #6, Brookline, MA 02115 | Condo/Coop |
2 beds | 2 baths | 850 sq.ft. |
$609,999 |
Airbnb cash on cash: -0.11%
|
108 Columbia St #1Brookline, MA108 Columbia St #1, Brookline, MA 02446 | Condo/Coop |
2 beds | 1 baths | 1,186 sq.ft. |
$935,000 |
Airbnb cash on cash: 3.2%
|
64 Bryon Rd #U1Brookline, MA64 Bryon Rd #U1, Brookline, MA 02467 | Condo/Coop |
2 beds | 1 baths | 780 sq.ft. |
$399,000 |
Airbnb cash on cash: 3.07%
|
33 Pond Ave #709Brookline, MA33 Pond Ave #709, Brookline, MA 02445 | Condo/Coop |
1 beds | 1 baths | 870 sq.ft. |
$525,000 |
Airbnb cash on cash: -0.61%
|
1898 Beacon #4Brookline, MA1898 Beacon #4, Brookline, MA 02445 | Condo/Coop |
3 beds | 2 baths | 1,634 sq.ft. |
$1,239,000 |
Airbnb cash on cash: 1.33%
|
20 Radcliffe Rd #209Brookline, MA20 Radcliffe Rd #209, Brookline, MA 02134 | Condo/Coop |
2 beds | 1 baths | 815 sq.ft. |
$539,000 |
Airbnb cash on cash: 6.59%
|
70 Day StBrookline, MA70 Day St, Brookline, MA 02130 | Multi Family |
10 beds | 4 baths | 4,189 sq.ft. |
$2,497,000 |
Airbnb cash on cash: -0.16%
|
23 Westgate Rd #6Brookline, MA23 Westgate Rd #6, Brookline, MA 02467 | Condo/Coop |
1 beds | 1 baths | 575 sq.ft. |
$399,999 |
Airbnb cash on cash: 1.49%
|
86 Glenville Ave #2Brookline, MA86 Glenville Ave #2, Brookline, MA 02134 | Condo/Coop |
2 beds | 1 baths | 496 sq.ft. |
$399,900 |
Airbnb cash on cash: 9.87%
|
45 Bartlett #206Brookline, MA45 Bartlett #206, Brookline, MA 02446 | Condo/Coop |
2 beds | 2 baths | 1,013 sq.ft. |
$1,315,000 |
Airbnb cash on cash: 1.3%
|
41 Orkney RdBrookline, MA41 Orkney Rd, Brookline, MA 02135 | Multi Family |
11 beds | 6 baths | 5,028 sq.ft. |
$2,359,000 |
Airbnb cash on cash: -0.02%
|
28 Verndale StBrookline, MA28 Verndale St, Brookline, MA 02446 | Multi Family |
8 beds | 4 baths | 3,342 sq.ft. |
$2,500,000 |
Airbnb cash on cash: -0.09%
|
78 Kilsyth Rd #3Brookline, MA78 Kilsyth Rd #3, Brookline, MA 02135 | Condo/Coop |
2 beds | 1 baths | 1,300 sq.ft. |
$749,900 |
Airbnb cash on cash: 3.67%
|
70 Day St #2Brookline, MA
|
3 beds | 1 baths | 1,086 sq.ft. |
$729,000 |
Airbnb cash on cash: 4.77%
|
21 Westgate Rd #6Brookline, MA21 Westgate Rd #6, Brookline, MA 02132 | Condo/Coop |
2 beds | 1 baths | 800 sq.ft. |
$424,000 |
Airbnb cash on cash: 2.57%
|
90 Bynner St #7Brookline, MA90 Bynner St #7, Brookline, MA 02130 | Condo/Coop |
2 beds | 1 baths | 784 sq.ft. |
$520,000 |
Airbnb cash on cash: 6.22%
|
Real Estate investment in Brookline, MA
There are 96 properties for sale in the city of Brookline . The median list price in Brookline is $749,900 and the average price per square foot is $470. In November 2025, the average monthly cash on cash return in Brookline is N/A%. The average monthly rental income in Brookline is $2,791.