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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1 Zamora St #2 Brookline, MA Gut-renovated condo with tasteful high-end finishes. Youâll find a stunning kitchen with...	4 beds \| 3 baths \| 2,139 sq.ft.	$1,549,000	Airbnb cash on cash: 0.92% Traditional cash on cash: 1.01% Airbnb Rental Income: $5176 Traditional Rental Income: $4263 Airbnb ROI: 0.92% Traditional ROI: 1.01%
343 S Huntington Ave #5 Brookline, MA 343 S Huntington Ave #5, Brookline, MA 02130 \| Condo/Coop	2 beds \| 1 baths \| 962 sq.ft.	$519,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 1% Airbnb Rental Income: $3045 Traditional Rental Income: $2294 Airbnb ROI: 1.11% Traditional ROI: 1%
241 Perkins St #B102 Brookline, MA 241 Perkins St #B102, Brookline, MA 02130 \| Townhouse	2 beds \| 2 baths \| 1,912 sq.ft.	$1,100,000	Airbnb cash on cash: -1.8% Traditional cash on cash: -1.1% Airbnb Rental Income: $3045 Traditional Rental Income: $3061 Airbnb ROI: -1.8% Traditional ROI: -1.1%
241 Perkins #C603 Brookline, MA 241 Perkins #C603, Brookline, MA 02130 \| Condo/Coop	2 beds \| 2 baths \| 1,906 sq.ft.	$1,195,000	Airbnb cash on cash: -3.62% Traditional cash on cash: -2.91% Airbnb Rental Income: $3045 Traditional Rental Income: $3131 Airbnb ROI: -3.62% Traditional ROI: -2.91%
9 Forbes St Brookline, MA 9 Forbes St, Brookline, MA 02130 \| Multi Family	10 beds \| 3 baths \| 3,789 sq.ft.	$1,200,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 1.56% Airbnb Rental Income: $3045 Traditional Rental Income: $4313 Airbnb ROI: -0.2% Traditional ROI: 1.56%
30 Glenville Ave #1 Brookline, MA 30 Glenville Ave #1, Brookline, MA 02134 \| Condo/Coop	4 beds \| 2 baths \| 1,200 sq.ft.	$649,000	Airbnb cash on cash: 2.79% Traditional cash on cash: 1.93% Airbnb Rental Income: $4998 Traditional Rental Income: $3456 Airbnb ROI: 2.79% Traditional ROI: 1.93%
21 Park Vale Ave #2 Brookline, MA 21 Park Vale Ave #2, Brookline, MA 02134 \| Condo/Coop	3 beds \| 1 baths \| 780 sq.ft.	$575,000	Airbnb cash on cash: 1.24% Traditional cash on cash: 0.8% Airbnb Rental Income: $3388 Traditional Rental Income: $2397 Airbnb ROI: 1.24% Traditional ROI: 0.8%
1161 Commonwealth Ave #8 Brookline, MA 1161 Commonwealth Ave #8, Brookline, MA 02134 \| Condo/Coop	2 beds \| 1 baths \| 936 sq.ft.	$549,000	Airbnb cash on cash: -0.12% Traditional cash on cash: 0.34% Airbnb Rental Income: $2674 Traditional Rental Income: $2275 Airbnb ROI: -0.12% Traditional ROI: 0.34%
147 Kelton #305 Brookline, MA 147 Kelton #305, Brookline, MA 02134 \| Condo/Coop	2 beds \| 2 baths \| 974 sq.ft.	$629,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 1.53% Airbnb Rental Income: $2674 Traditional Rental Income: $2788 Airbnb ROI: 0.25% Traditional ROI: 1.53%
45 Gordon St #4 Brookline, MA 45 Gordon St #4, Brookline, MA 02134 \| Condo/Coop	2 beds \| 1 baths \| 675 sq.ft.	$429,000	Airbnb cash on cash: 1.66% Traditional cash on cash: 1.93% Airbnb Rental Income: $2674 Traditional Rental Income: $2151 Airbnb ROI: 1.66% Traditional ROI: 1.93%
1263 Commonwealth Ave #4 Brookline, MA 1263 Commonwealth Ave #4, Brookline, MA 02134 \| Condo/Coop	2 beds \| 1 baths \| 968 sq.ft.	$545,000	Airbnb cash on cash: 0.59% Traditional cash on cash: 1.09% Airbnb Rental Income: $2674 Traditional Rental Income: $2305 Airbnb ROI: 0.59% Traditional ROI: 1.09%
39 Glenville Ave #71A Brookline, MA 39 Glenville Ave #71A, Brookline, MA 02134 \| Condo/Coop	2 beds \| 1 baths \| 830 sq.ft.	$375,000	Airbnb cash on cash: 1.1% Traditional cash on cash: 1.68% Airbnb Rental Income: $2674 Traditional Rental Income: $2241 Airbnb ROI: 1.1% Traditional ROI: 1.68%
36 Gordon Brookline, MA 36 Gordon, Brookline, MA 02134 \| Multi Family	8 beds \| 3 baths \| 3,246 sq.ft.	$1,490,000	Airbnb cash on cash: -0.82% Traditional cash on cash: 0.9% Airbnb Rental Income: $2674 Traditional Rental Income: $4413 Airbnb ROI: -0.82% Traditional ROI: 0.9%
85 Brainerd Rd #415 Brookline, MA 85 Brainerd Rd #415, Brookline, MA 02134 \| Condo/Coop	3 beds \| 2 baths \| 1,280 sq.ft.	$798,999	Airbnb cash on cash: 0.22% Traditional cash on cash: 1.04% Airbnb Rental Income: $3388 Traditional Rental Income: $3242 Airbnb ROI: 0.22% Traditional ROI: 1.04%
10 Scottfield Rd #F2 Brookline, MA 10 Scottfield Rd #F2, Brookline, MA 02134 \| Condo/Coop	2 beds \| 1 baths \| 746 sq.ft.	$430,000	Airbnb cash on cash: 1.49% Traditional cash on cash: 1.88% Airbnb Rental Income: $2674 Traditional Rental Income: $2197 Airbnb ROI: 1.49% Traditional ROI: 1.88%
131 Glenville Ave #131 Brookline, MA 131 Glenville Ave #131, Brookline, MA 02134 \| Townhouse	5 beds \| 2 baths \| 2,001 sq.ft.	$1,200,000	Airbnb cash on cash: -0.02% Traditional cash on cash: -0.3% Airbnb Rental Income: $4626 Traditional Rental Income: $3347 Airbnb ROI: -0.02% Traditional ROI: -0.3%
1177 Commonwealth Ave #6 Brookline, MA 1177 Commonwealth Ave #6, Brookline, MA 02134 \| Condo/Coop	2 beds \| 1 baths \| 804 sq.ft.	$535,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 0.52% Airbnb Rental Income: $2674 Traditional Rental Income: $2242 Airbnb ROI: 0.11% Traditional ROI: 0.52%
85 Brainerd Rd #505 Brookline, MA 85 Brainerd Rd #505, Brookline, MA 02134 \| Condo/Coop	2 beds \| 1 baths \| 1,190 sq.ft.	$789,000	Airbnb cash on cash: -0.56% Traditional cash on cash: 0.15% Airbnb Rental Income: $2674 Traditional Rental Income: $2563 Airbnb ROI: -0.56% Traditional ROI: 0.15%
54 Gordon St Brookline, MA 54 Gordon St, Brookline, MA 02134 \| Single Family Residential	7 beds \| 3 baths \| 2,689 sq.ft.	$1,200,000	Airbnb cash on cash: 0.98% Traditional cash on cash: 1.67% Airbnb Rental Income: $4626 Traditional Rental Income: $4439 Airbnb ROI: 0.98% Traditional ROI: 1.67%
16 Glenville Ave #1 Brookline, MA 16 Glenville Ave #1, Brookline, MA 02134 \| Condo/Coop	3 beds \| 1 baths \| 1,270 sq.ft.	$599,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 0.6% Airbnb Rental Income: $3388 Traditional Rental Income: $2506 Airbnb ROI: 0.83% Traditional ROI: 0.6%
158 Kelton St #4 Brookline, MA 158 Kelton St #4, Brookline, MA 02134 \| Condo/Coop	2 beds \| 1 baths \| 907 sq.ft.	$558,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 0.86% Airbnb Rental Income: $2674 Traditional Rental Income: $2294 Airbnb ROI: 0.37% Traditional ROI: 0.86%
147 Kelton St #704 Brookline, MA 147 Kelton St #704, Brookline, MA 02134 \| Condo/Coop	2 beds \| 2 baths \| 1,440 sq.ft.	$750,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 0.93% Airbnb Rental Income: $2674 Traditional Rental Income: $3109 Airbnb ROI: -0.6% Traditional ROI: 0.93%
78 Glenville Ave #9 Brookline, MA 78 Glenville Ave #9, Brookline, MA 02134 \| Condo/Coop	1 beds \| 1 baths \| 561 sq.ft.	$374,900	Airbnb cash on cash: -1.12% Traditional cash on cash: 0.29% Airbnb Rental Income: $1857 Traditional Rental Income: $1853 Airbnb ROI: -1.12% Traditional ROI: 0.29%
147 Kelton #712 Brookline, MA	2 beds \| 2 baths \| 1,145 sq.ft.	$725,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 0.87% Airbnb Rental Income: $2674 Traditional Rental Income: $2954 Airbnb ROI: -0.45% Traditional ROI: 0.87%
7 High Rock Way #3 Brookline, MA 7 High Rock Way #3, Brookline, MA 02134 \| Condo/Coop	2 beds \| 1 baths \| 1,099 sq.ft.	$624,900	Airbnb cash on cash: -0.28% Traditional cash on cash: 0.38% Airbnb Rental Income: $2674 Traditional Rental Income: $2421 Airbnb ROI: -0.28% Traditional ROI: 0.38%
1157 Commonwealth Ave #1 Brookline, MA 1157 Commonwealth Ave #1, Brookline, MA 02134 \| Condo/Coop	3 beds \| 1 baths \| 1,133 sq.ft.	$659,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 0.61% Airbnb Rental Income: $3388 Traditional Rental Income: $2744 Airbnb ROI: 0.43% Traditional ROI: 0.61%
33 Pond Ave #523 Brookline, MA 33 Pond Ave #523, Brookline, MA 02445 \| Condo/Coop	2 beds \| 2 baths \| 1,050 sq.ft.	$749,900	Airbnb cash on cash: -1.02% Traditional cash on cash: -0.58% Airbnb Rental Income: $3210 Traditional Rental Income: $2792 Airbnb ROI: -1.02% Traditional ROI: -0.58%
75 Goddard Ave Brookline, MA 75 Goddard Ave, Boston, MA 02445 \| Single Family Residential	7 beds \| 7 baths \| 6,000 sq.ft.	$6,800,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.89% Airbnb Rental Income: $null Traditional Rental Income: $8475 Airbnb ROI: N/A Traditional ROI: -0.89%
79 Goddard Ave Brookline, MA 79 Goddard Ave, Boston, MA 02445 \| Other	N/A beds \| N/A baths \| N/A	$2,750,000	Airbnb cash on cash: -1.83% Traditional cash on cash: -1.63% Airbnb Rental Income: $1559 Traditional Rental Income: $1618 Airbnb ROI: -1.83% Traditional ROI: -1.63%
1880 Beacon St #6 Brookline, MA 1880 Beacon St #6, Brookline, MA 02445 \| Condo/Coop	1 beds \| 1 baths \| 474 sq.ft.	$479,000	Airbnb cash on cash: -0.52% Traditional cash on cash: 0.74% Airbnb Rental Income: $1710 Traditional Rental Income: $1811 Airbnb ROI: -0.52% Traditional ROI: 0.74%
33 Pond Ave #919 Brookline, MA 33 Pond Ave #919, Brookline, MA 02445 \| Condo/Coop	2 beds \| 2 baths \| 1,270 sq.ft.	$799,000	Airbnb cash on cash: -0.92% Traditional cash on cash: -0.29% Airbnb Rental Income: $3210 Traditional Rental Income: $2961 Airbnb ROI: -0.92% Traditional ROI: -0.29%
77 Pond Ave #401 Brookline, MA 77 Pond Ave #401, Brookline, MA 02445 \| Condo/Coop	3 beds \| 2 baths \| 1,565 sq.ft.	$1,125,000	Airbnb cash on cash: -1.47% Traditional cash on cash: -0.72% Airbnb Rental Income: $3336 Traditional Rental Income: $3374 Airbnb ROI: -1.47% Traditional ROI: -0.72%
77 Pond Ave #805 Brookline, MA 77 Pond Ave #805, Brookline, MA 02445 \| Condo/Coop	2 beds \| 2 baths \| 1,265 sq.ft.	$769,000	Airbnb cash on cash: -1.06% Traditional cash on cash: -0.17% Airbnb Rental Income: $3045 Traditional Rental Income: $2981 Airbnb ROI: -1.06% Traditional ROI: -0.17%
44 Washington St #605 Brookline, MA 44 Washington St #605, Brookline, MA 02445 \| Condo/Coop	N/A beds \| 1 baths \| 500 sq.ft.	$440,000	Airbnb cash on cash: -1.42% Traditional cash on cash: 0.14% Airbnb Rental Income: $1550 Traditional Rental Income: $1746 Airbnb ROI: -1.42% Traditional ROI: 0.14%
99 Pond Ave #222 Brookline, MA 99 Pond Ave #222, Brookline, MA 02445 \| Condo/Coop	2 beds \| 2 baths \| 1,300 sq.ft.	$699,999	Airbnb cash on cash: -0.56% Traditional cash on cash: 0.41% Airbnb Rental Income: $3045 Traditional Rental Income: $2987 Airbnb ROI: -0.56% Traditional ROI: 0.41%
33 Pond Ave #915 Brookline, MA 33 Pond Ave #915, Brookline, MA 02445 \| Condo/Coop	1 beds \| 1 baths \| 870 sq.ft.	$545,000	Airbnb cash on cash: -2.29% Traditional cash on cash: -0.36% Airbnb Rental Income: $1602 Traditional Rental Income: $2128 Airbnb ROI: -2.29% Traditional ROI: -0.36%
1895A Beacon #1895A Brookline, MA 1895A Beacon #1895A, Brookline, MA 02445 \| Condo/Coop	2 beds \| 1 baths \| 1,042 sq.ft.	$574,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 1.5% Airbnb Rental Income: $2655 Traditional Rental Income: $2424 Airbnb ROI: 0.75% Traditional ROI: 1.5%
65 Glen Rd #H1 Brookline, MA 65 Glen Rd #H1, Brookline, MA 02445 \| Condo/Coop	2 beds \| 2 baths \| 949 sq.ft.	$749,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 0.27% Airbnb Rental Income: $3045 Traditional Rental Income: $2825 Airbnb ROI: -0.41% Traditional ROI: 0.27%

Real Estate investment in Brookline, MA

There are 94 properties for sale in the city of Brookline . The median list price in Brookline is $1,408,657 and the average price per square foot is $731. In August 2026, the average monthly cash on cash return in Brookline is N/A%. The average monthly rental income in Brookline is $2,612.

Brookline, MA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 94 investment properties available for sale in Brookline.

In 2026, the best neighborhood to buy investment property is Chestnut Hill.

The ROI for Short-Term is higher than the Long-Term in Brookline with average rental income of $2,674.

Your search for investment property begins and ends here

Investment Property for Sale in Brookline, MA

1 Zamora St #2

Brookline, MA

4 beds | 3 baths | 2,139 sq.ft.

$1,549,000

Airbnb cash on cash: 0.92%

Traditional cash on cash: 1.01%

Airbnb Rental Income: $5176

Traditional Rental Income: $4263

Airbnb ROI: 0.92%

Traditional ROI: 1.01%

343 S Huntington Ave #5

Brookline, MA

2 beds | 1 baths | 962 sq.ft.

$519,000

Airbnb cash on cash: 1.11%

Traditional cash on cash: 1%

Airbnb Rental Income: $3045

Traditional Rental Income: $2294

Airbnb ROI: 1.11%

Traditional ROI: 1%

241 Perkins St #B102

Brookline, MA

2 beds | 2 baths | 1,912 sq.ft.

$1,100,000

Airbnb cash on cash: -1.8%

Traditional cash on cash: -1.1%

Airbnb Rental Income: $3045

Traditional Rental Income: $3061

Airbnb ROI: -1.8%

Traditional ROI: -1.1%

241 Perkins #C603

Brookline, MA

2 beds | 2 baths | 1,906 sq.ft.

$1,195,000

Airbnb cash on cash: -3.62%

Traditional cash on cash: -2.91%

Airbnb Rental Income: $3045

Traditional Rental Income: $3131

Airbnb ROI: -3.62%

Traditional ROI: -2.91%

9 Forbes St

Brookline, MA

10 beds | 3 baths | 3,789 sq.ft.

$1,200,000

Airbnb cash on cash: -0.2%

Traditional cash on cash: 1.56%

Airbnb Rental Income: $3045

Traditional Rental Income: $4313

Airbnb ROI: -0.2%

Traditional ROI: 1.56%

30 Glenville Ave #1

Brookline, MA

4 beds | 2 baths | 1,200 sq.ft.

$649,000

Airbnb cash on cash: 2.79%

Traditional cash on cash: 1.93%

Airbnb Rental Income: $4998

Traditional Rental Income: $3456

Airbnb ROI: 2.79%

Traditional ROI: 1.93%

21 Park Vale Ave #2

Brookline, MA

3 beds | 1 baths | 780 sq.ft.

$575,000

Airbnb cash on cash: 1.24%

Traditional cash on cash: 0.8%

Airbnb Rental Income: $3388

Traditional Rental Income: $2397

Airbnb ROI: 1.24%

Traditional ROI: 0.8%

1161 Commonwealth Ave #8

Brookline, MA

2 beds | 1 baths | 936 sq.ft.

$549,000

Airbnb cash on cash: -0.12%

Traditional cash on cash: 0.34%

Airbnb Rental Income: $2674

Traditional Rental Income: $2275

Airbnb ROI: -0.12%