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 unit: 103 #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%
|
52 Babcock Street unit: 6 #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. |
$849,950 |
Airbnb cash on cash: 3.97%
|
3 Glenoe RdBrookline, MARenovate or build new, on one of Brookline's most desirable and picturesque streets and so... |
4 beds | 4 baths | 4,855 sq.ft. |
$2,295,000 |
Airbnb cash on cash: -0.06%
|
10 Bradford Ter unit: 5 #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. |
$1,169,000 |
Airbnb cash on cash: -1.17%
|
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: -0.86%
|
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%
|
85 Brainerd Rd #TH7Brookline, MA85 Brainerd Rd #TH7, Brookline, MA 02134 | Townhouse |
3 beds | 2 baths | 1,900 sq.ft. |
$1,149,900 |
Airbnb cash on cash: 2.03%
|
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 |
N/A beds | 1 baths | 325 sq.ft. |
$339,900 |
Airbnb cash on cash: 5.22%
|
15 Commonwealth Ct #10Brookline, MA15 Commonwealth Ct #10, Brookline, MA 02135 | Condo/Coop |
1 beds | 1 baths | 688 sq.ft. |
$379,900 |
Airbnb cash on cash: 5.71%
|
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: -1.34%
|
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%
|
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: 0.12%
|
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: -1.78%
|
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. |
$409,999 |
Airbnb cash on cash: 2.74%
|
33 Pond Ave #523Brookline, MA33 Pond Ave #523, Brookline, MA 02445 | Condo/Coop |
2 beds | 2 baths | 1,050 sq.ft. |
$725,000 |
Airbnb cash on cash: -1.58%
|
33 Pond Ave #422Brookline, MA33 Pond Ave #422, Brookline, MA 02445 | Condo/Coop |
1 beds | 1 baths | 850 sq.ft. |
$530,000 |
Airbnb cash on cash: -0.58%
|
1515 Commonwealth Ave #706Brookline, MA1515 Commonwealth Ave #706, Brookline, MA 02135 | Condo/Coop |
2 beds | 2 baths | 1,057 sq.ft. |
$1,299,000 |
Airbnb cash on cash: 0.86%
|
77 Pond Ave #1103Brookline, MA77 Pond Ave #1103, Brookline, MA 02467 | Condo/Coop |
1 beds | 1 baths | 860 sq.ft. |
$543,400 |
Airbnb cash on cash: -0.75%
|
1564 Commonwealth Ave #3Brookline, MA1564 Commonwealth Ave #3, Brookline, MA 02135 | Condo/Coop |
N/A beds | 1 baths | 306 sq.ft. |
$319,900 |
Airbnb cash on cash: 5.32%
|
70 Day St #1Brookline, MA70 Day St #1, Brookline, MA 02130 | Condo/Coop |
2 beds | 1 baths | 1,010 sq.ft. |
$689,000 |
Airbnb cash on cash: 4.93%
|
1515 Commonwealth Ave #303Brookline, MA1515 Commonwealth Ave #303, Brookline, MA 02135 | Condo/Coop |
1 beds | 1 baths | 717 sq.ft. |
$725,000 |
Airbnb cash on cash: 1.58%
|
77 Pond Ave #1103Brookline, MA77 Pond Ave #1103, Brookline, MA 02445 | Condo/Coop |
1 beds | 1 baths | 860 sq.ft. |
$543,400 |
Airbnb cash on cash: 2.53%
|
9 Downing RdBrookline, MA9 Downing Rd, Brookline, MA 02445 | Single Family Residential |
8 beds | 4 baths | 5,803 sq.ft. |
$2,850,000 |
Airbnb cash on cash: 1.52%
|
20 Chapel St #B811Brookline, MA20 Chapel St #B811, Brookline, MA 02446 | Condo/Coop |
4 beds | 4 baths | 2,463 sq.ft. |
$2,650,000 |
Airbnb cash on cash: -2.17%
|
198 Allston St #3Brookline, MA198 Allston St #3, Brookline, MA 02134 | Condo/Coop |
1 beds | 1 baths | 318 sq.ft. |
$270,000 |
Airbnb cash on cash: 9.78%
|
10 Bynner StBrookline, MA10 Bynner St, Brookline, MA 02130 | Multi Family |
10 beds | 4 baths | 4,600 sq.ft. |
$1,869,000 |
Airbnb cash on cash: -0.3%
|
81 Glen Rd #S2Brookline, MA81 Glen Rd #S2, Brookline, MA 02445 | Townhouse |
3 beds | 2 baths | 1,340 sq.ft. |
$999,000 |
Airbnb cash on cash: 1.39%
|
17 Strathmore Rd #2Brookline, MA17 Strathmore Rd #2, Brookline, MA 02445 | Condo/Coop |
3 beds | 2 baths | 1,329 sq.ft. |
$1,089,000 |
Airbnb cash on cash: -0.11%
|
111 Perkins St #108Brookline, MA111 Perkins St #108, Brookline, MA 02130 | Condo/Coop |
1 beds | 1 baths | 845 sq.ft. |
$279,900 |
Airbnb cash on cash: 3.88%
|
30 Glenville Ave #1Brookline, MA30 Glenville Ave #1, Brookline, MA 02134 | Condo/Coop |
4 beds | 2 baths | 1,200 sq.ft. |
$689,900 |
Airbnb cash on cash: 6.37%
|
239 Kelton St #41Brookline, MA239 Kelton St #41, Brookline, MA 02134 | Condo/Coop |
2 beds | 1 baths | 690 sq.ft. |
$475,000 |
Airbnb cash on cash: 7.71%
|
241 Perkins St #D405Brookline, MA241 Perkins St #D405, Brookline, MA 02130 | Townhouse |
4 beds | 3 baths | 2,623 sq.ft. |
$925,000 |
Airbnb cash on cash: 0.63%
|
21 Sargent CrosswayBrookline, MA21 Sargent Crossway, Brookline, MA 02445 | Single Family Residential |
5 beds | 6 baths | 5,772 sq.ft. |
$8,000,000 |
Airbnb cash on cash: -1.43%
|
116 Thorndike StBrookline, MA116 Thorndike St, Brookline, MA 02446 | Multi Family |
8 beds | 6 baths | 6,000 sq.ft. |
$5,800,000 |
Airbnb cash on cash: -1.31%
|
116 Thorndike St #2Brookline, MA116 Thorndike St #2, Brookline, MA 02446 | Condo/Coop |
4 beds | 3 baths | 3,000 sq.ft. |
$3,100,000 |
Airbnb cash on cash: -0.03%
|
Real Estate investment in Brookline, MA
There are 60 properties for sale in the city of Brookline . The median list price in Brookline is $849,950 and the average price per square foot is $519. In December 2025, the average monthly cash on cash return in Brookline is N/A%. The average monthly rental income in Brookline is $3,003.