Real Estate Investment Properties for Sale in Massachusetts

Looking for investment property in Massachusetts with high ROI ?

Explore a variety of short-term homes & houses in Massachusetts. Invest wisely with VRBO & Massachusetts 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 Massachusetts

Q: Which city in Massachusetts to invest in for highest ROI on long term rental properties in 2026

In 2026, North Adamsis the best city to buy investment properties. Find more investment properties today!

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
199 State St #401 Boston, MA 199 State St #401, Boston, MA 02109 \| Condo/Coop	2 beds \| 2 baths \| 2,456 sq.ft.	$3,195,000	Airbnb cash on cash: -2.14% Traditional cash on cash: -2.01% Airbnb Rental Income: $3452 Traditional Rental Income: $3070 Airbnb ROI: -2.14% Traditional ROI: -2.01%
183-185A Massachusetts Ave #803 Boston, MA 183-185A Massachusetts Ave #803, Boston, MA 02115 \| Condo/Coop	2 beds \| 2 baths \| 1,220 sq.ft.	$1,695,000	Airbnb cash on cash: -1.82% Traditional cash on cash: -1.48% Airbnb Rental Income: $3038 Traditional Rental Income: $2872 Airbnb ROI: -1.82% Traditional ROI: -1.48%
12 Hereford St #2 Boston, MA 12 Hereford St #2, Boston, MA 02115 \| Condo/Coop	1 beds \| 2 baths \| 1,195 sq.ft.	$1,440,000	Airbnb cash on cash: -1.41% Traditional cash on cash: -0.6% Airbnb Rental Income: $2200 Traditional Rental Income: $2738 Airbnb ROI: -1.41% Traditional ROI: -0.6%
103 Beacon St #1 Boston, MA The perfect in-town residence in this elegant duplex just steps away from the Public Garde...	2 beds \| 1 baths \| 845 sq.ft.	$995,000	Airbnb cash on cash: 0.61% Traditional cash on cash: 0.2% Airbnb Rental Income: $3416 Traditional Rental Income: $2270 Airbnb ROI: 0.61% Traditional ROI: 0.2%
40 Traveler St #507 Boston, MA Welcome to Siena Condominium, where modern city living meets elevated comfort. This south-...	1 beds \| 1 baths \| 741 sq.ft.	$725,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 0.27% Airbnb Rental Income: $2406 Traditional Rental Income: $2633 Airbnb ROI: -0.94% Traditional ROI: 0.27%
10 Boylston Pl #10 Boston, MA 10 Boylston Pl #10, Boston, MA 02130 \| Townhouse	3 beds \| 2 baths \| 1,976 sq.ft.	$1,220,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 0.61% Airbnb Rental Income: $3112 Traditional Rental Income: $3660 Airbnb ROI: -0.5% Traditional ROI: 0.61%
1 Franklin St #5102 Boston, MA 1 Franklin St #5102, Boston, MA 02110 \| Condo/Coop	3 beds \| 4 baths \| 3,172 sq.ft.	$6,750,000	Airbnb cash on cash: -2.82% Traditional cash on cash: -2.44% Airbnb Rental Income: $3901 Traditional Rental Income: $5400 Airbnb ROI: -2.82% Traditional ROI: -2.44%
699 Hyde Park Ave #6 Boston, MA Sunny and well-maintained 2-bedroom condo in a convenient Roslindale location near Forest ...	2 beds \| 1 baths \| 746 sq.ft.	$409,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 2.2% Airbnb Rental Income: $2385 Traditional Rental Income: $2121 Airbnb ROI: 1.36% Traditional ROI: 2.2%
11 Whipple Ave #1 Boston, MA 11 Whipple Ave #1, Boston, MA 02131 \| Condo/Coop	2 beds \| 2 baths \| 1,275 sq.ft.	$535,000	Airbnb cash on cash: -0.07% Traditional cash on cash: 2.27% Airbnb Rental Income: $2385 Traditional Rental Income: $2970 Airbnb ROI: -0.07% Traditional ROI: 2.27%
27 Howland St #2 Boston, MA 27 Howland St #2, Boston, MA 02121 \| Condo/Coop	3 beds \| 3 baths \| 3,800 sq.ft.	$1,499,000	Airbnb cash on cash: -0.96% Traditional cash on cash: 0.12% Airbnb Rental Income: $3112 Traditional Rental Income: $3905 Airbnb ROI: -0.96% Traditional ROI: 0.12%
12 Stoneholm St #418 Boston, MA 12 Stoneholm St #418, Boston, MA 02115 \| Condo/Coop	1 beds \| 1 baths \| 400 sq.ft.	$469,000	Airbnb cash on cash: -0.83% Traditional cash on cash: 0.7% Airbnb Rental Income: $1694 Traditional Rental Income: $1892 Airbnb ROI: -0.83% Traditional ROI: 0.7%
414 Beacon St #5 Boston, MA 414 Beacon St #5, Boston, MA 02115 \| Condo/Coop	4 beds \| 3 baths \| 3,734 sq.ft.	$4,200,000	Airbnb cash on cash: -1.96% Traditional cash on cash: -1.5% Airbnb Rental Income: $3284 Traditional Rental Income: $4333 Airbnb ROI: -1.96% Traditional ROI: -1.5%
35 Fay St #202 Boston, MA 35 Fay St #202, Boston, MA 02118 \| Condo/Coop	1 beds \| 1 baths \| 1,004 sq.ft.	$775,000	Airbnb cash on cash: -1.26% Traditional cash on cash: -0.5% Airbnb Rental Income: $2240 Traditional Rental Income: $2228 Airbnb ROI: -1.26% Traditional ROI: -0.5%
5 Moss Hill Rd Boston, MA 5 Moss Hill Rd, Boston, MA 02130 \| Single Family Residential	5 beds \| 4 baths \| 3,100 sq.ft.	$2,249,999	Airbnb cash on cash: N/A Traditional cash on cash: 0.4% Airbnb Rental Income: $null Traditional Rental Income: $5562 Airbnb ROI: N/A Traditional ROI: 0.4%
4 Mount Vernon Ave #3 Charlestown, MA 4 Mount Vernon Ave #3, Charlestown, MA 02129 \| Condo/Coop	2 beds \| 2 baths \| 1,332 sq.ft.	$1,350,000	Airbnb cash on cash: -0.79% Traditional cash on cash: -0.44% Airbnb Rental Income: $2899 Traditional Rental Income: $2662 Airbnb ROI: -0.79% Traditional ROI: -0.44%
198 Byron St Boston, MA 198 Byron St, Boston, MA 02128 \| Single Family Residential	3 beds \| 1 baths \| 2,385 sq.ft.	$1,150,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 0.22% Airbnb Rental Income: $2206 Traditional Rental Income: $2708 Airbnb ROI: -0.77% Traditional ROI: 0.22%
19 Salem St #2 Charlestown, MA 19 Salem St #2, Charlestown, MA 02129 \| Condo/Coop	1 beds \| 1 baths \| 745 sq.ft.	$649,999	Airbnb cash on cash: -0.72% Traditional cash on cash: -0.29% Airbnb Rental Income: $1867 Traditional Rental Income: $1630 Airbnb ROI: -0.72% Traditional ROI: -0.29%
580 Washington St #1414 Boston, MA	1 beds \| 1 baths \| 799 sq.ft.	$849,000	Airbnb cash on cash: -1.43% Traditional cash on cash: -0.87% Airbnb Rental Income: $2385 Traditional Rental Income: $2242 Airbnb ROI: -1.43% Traditional ROI: -0.87%
16 Frost Ave #2 Boston, MA 16 Frost Ave #2, Boston, MA 02122 \| Condo/Coop	6 beds \| 2 baths \| 2,494 sq.ft.	$749,000	Airbnb cash on cash: 0.91% Traditional cash on cash: 2.15% Airbnb Rental Income: $3564 Traditional Rental Income: $3649 Airbnb ROI: 0.91% Traditional ROI: 2.15%
15 Spinney Street #1 Boston, MA Beautiful two-bedroom condo in a thoughtfully restored brick two-family home in desirable ...	2 beds \| 2 baths \| 1,059 sq.ft.	$665,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 2.4% Airbnb Rental Income: $2751 Traditional Rental Income: $2748 Airbnb ROI: 1.36% Traditional ROI: 2.4%
7 Marlborough St #1 Boston, MA 7 Marlborough St #1, Boston, MA 02116 \| Condo/Coop	4 beds \| 3 baths \| 2,179 sq.ft.	$4,475,000	Airbnb cash on cash: -1.97% Traditional cash on cash: -1.58% Airbnb Rental Income: $3190 Traditional Rental Income: $4053 Airbnb ROI: -1.97% Traditional ROI: -1.58%
58 High St #5 Charlestown, MA 58 High St #5, Charlestown, MA 02129 \| Condo/Coop	2 beds \| 2 baths \| 1,293 sq.ft.	$1,270,000	Airbnb cash on cash: -0.61% Traditional cash on cash: -0.3% Airbnb Rental Income: $2899 Traditional Rental Income: $2594 Airbnb ROI: -0.61% Traditional ROI: -0.3%
3 Avery St #604 Boston, MA 3 Avery St #604, Boston, MA 02111 \| Condo/Coop	2 beds \| 3 baths \| 1,748 sq.ft.	$1,095,000	Airbnb cash on cash: -3.13% Traditional cash on cash: -2.74% Airbnb Rental Income: $3705 Traditional Rental Income: $3294 Airbnb ROI: -3.13% Traditional ROI: -2.74%
157 Salem St #3 Boston, MA 157 Salem St #3, Boston, MA 02113 \| Condo/Coop	2 beds \| 1 baths \| 750 sq.ft.	$749,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 0.4% Airbnb Rental Income: $3262 Traditional Rental Income: $2272 Airbnb ROI: 0.77% Traditional ROI: 0.4%
68 Norfolk St #2 Boston, MA 68 Norfolk St #2, Boston, MA 02124 \| Condo/Coop	3 beds \| 1 baths \| 1,035 sq.ft.	$390,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 3.43% Airbnb Rental Income: $2139 Traditional Rental Income: $2602 Airbnb ROI: 0.67% Traditional ROI: 3.43%
588 S Orleans Road Orleans, MA Lush lawns and hydrangeas flanking a winding seashell driveway create a storybook entrance...	3 beds \| 3 baths \| 2,841 sq.ft.	$1,595,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 1.04% Airbnb Rental Income: $2006 Traditional Rental Income: $3944 Airbnb ROI: -0.63% Traditional ROI: 1.04%
496 Shore Rd #16 Truro, MA This '' rare'' two bed'' , two full bath, ''YEAR ROUND'', second floor, direct ocean front...	2 beds \| 2 baths \| 607 sq.ft.	$685,000	Airbnb cash on cash: -0.12% Traditional cash on cash: 1.18% Airbnb Rental Income: $2131 Traditional Rental Income: $2420 Airbnb ROI: -0.12% Traditional ROI: 1.18%
58 Stepping Stones Road Chatham, MA Nestled in the charming coastal town of Chatham, this beautifully updated TURN KEY Cape ho...	3 beds \| 3 baths \| 2,062 sq.ft.	$1,275,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 1.51% Airbnb Rental Income: $2668 Traditional Rental Income: $3364 Airbnb ROI: 0.39% Traditional ROI: 1.51%
121 Portland St #601 Boston, MA 121 Portland St #601, Boston, MA 02114 \| Condo/Coop	2 beds \| 2 baths \| 960 sq.ft.	$824,999	Airbnb cash on cash: -0.05% Traditional cash on cash: 0.56% Airbnb Rental Income: $3556 Traditional Rental Income: $3241 Airbnb ROI: -0.05% Traditional ROI: 0.56%
333 Beacon St #3 Boston, MA 333 Beacon St #3, Boston, MA 02116 \| Condo/Coop	2 beds \| 2 baths \| 1,300 sq.ft.	$1,820,000	Airbnb cash on cash: -0.98% Traditional cash on cash: -0.89% Airbnb Rental Income: $3552 Traditional Rental Income: $2937 Airbnb ROI: -0.98% Traditional ROI: -0.89%
3 Battery Wharf #3501 Boston, MA 3 Battery Wharf #3501, Boston, MA 02109 \| Condo/Coop	1 beds \| 1 baths \| 1,077 sq.ft.	$1,475,000	Airbnb cash on cash: -2.76% Traditional cash on cash: -2.35% Airbnb Rental Income: $2601 Traditional Rental Income: $2545 Airbnb ROI: -2.76% Traditional ROI: -2.35%
165 Tremont St #401 Boston, MA 165 Tremont St #401, Boston, MA 02111 \| Condo/Coop	3 beds \| 2 baths \| 2,029 sq.ft.	$2,100,000	Airbnb cash on cash: -1.88% Traditional cash on cash: -1.74% Airbnb Rental Income: $3901 Traditional Rental Income: $3331 Airbnb ROI: -1.88% Traditional ROI: -1.74%
567 Poplar St Boston, MA 567 Poplar St, Boston, MA 02131 \| Single Family Residential	3 beds \| 1 baths \| 1,394 sq.ft.	$749,990	Airbnb cash on cash: 1.49% Traditional cash on cash: 1.54% Airbnb Rental Income: $3453 Traditional Rental Income: $2724 Airbnb ROI: 1.49% Traditional ROI: 1.54%
2 Blanchard Road Cambridge, MA Gregory Yanchenkoâs exceptional design spans 5,725 sf of refined contemporary living on ...	5 beds \| 5 baths \| 5,725 sq.ft.	$5,500,000	Airbnb cash on cash: -1.67% Traditional cash on cash: -0.94% Airbnb Rental Income: $3718 Traditional Rental Income: $6660 Airbnb ROI: -1.67% Traditional ROI: -0.94%

Real Estate investment in Massachusetts

There are 18,631 properties available for sale in the state of Massachusetts. North Adams, Danvers and Burlington are the best rental property markets in Massachusetts. The average median price of properties for sale in these cities are $563,967 and the average price per square foot is $0. Their average monthly cash on cash return is 4.33%.

Massachusetts Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 18,631 investment properties available for sale in Massachusetts.

In 2026, North Adams is the best city to buy investment properties. Find more investment properties today!

In 2026, North Adams (9%) and Danvers (2%) has the highest cash on cash return for long term rentals in Massachusetts.

Your search for investment property begins and ends here

Investment Property for Sale in Massachusetts

199 State St #401

Boston, MA

2 beds | 2 baths | 2,456 sq.ft.

$3,195,000

Airbnb cash on cash: -2.14%

Traditional cash on cash: -2.01%

Airbnb Rental Income: $3452

Traditional Rental Income: $3070

Airbnb ROI: -2.14%

Traditional ROI: -2.01%

183-185A Massachusetts Ave #803

Boston, MA

2 beds | 2 baths | 1,220 sq.ft.

$1,695,000

Airbnb cash on cash: -1.82%

Traditional cash on cash: -1.48%

Airbnb Rental Income: $3038

Traditional Rental Income: $2872

Airbnb ROI: -1.82%

Traditional ROI: -1.48%

12 Hereford St #2

Boston, MA

1 beds | 2 baths | 1,195 sq.ft.

$1,440,000

Airbnb cash on cash: -1.41%

Traditional cash on cash: -0.6%

Airbnb Rental Income: $2200

Traditional Rental Income: $2738

Airbnb ROI: -1.41%

Traditional ROI: -0.6%

103 Beacon St #1

Boston, MA

2 beds | 1 baths | 845 sq.ft.

$995,000

Airbnb cash on cash: 0.61%

Traditional cash on cash: 0.2%

Airbnb Rental Income: $3416

Traditional Rental Income: $2270

Airbnb ROI: 0.61%

Traditional ROI: 0.2%

40 Traveler St #507

Boston, MA

1 beds | 1 baths | 741 sq.ft.

$725,000

Airbnb cash on cash: -0.94%

Traditional cash on cash: 0.27%

Airbnb Rental Income: $2406

Traditional Rental Income: $2633

Airbnb ROI: -0.94%

Traditional ROI: 0.27%

10 Boylston Pl #10

Boston, MA

3 beds | 2 baths | 1,976 sq.ft.

$1,220,000

Airbnb cash on cash: -0.5%

Traditional cash on cash: 0.61%

Airbnb Rental Income: $3112

Traditional Rental Income: $3660

Airbnb ROI: -0.5%

Traditional ROI: 0.61%

1 Franklin St #5102

Boston, MA

3 beds | 4 baths | 3,172 sq.ft.

$6,750,000

Airbnb cash on cash: -2.82%

Traditional cash on cash: -2.44%

Airbnb Rental Income: $3901

Traditional Rental Income: $5400

Airbnb ROI: -2.82%

Traditional ROI: -2.44%

699 Hyde Park Ave #6

Boston, MA

2 beds | 1 baths | 746 sq.ft.

$409,000

Airbnb cash on cash: 1.36%

Traditional cash on cash: 2.2%

Airbnb Rental Income: $2385

Traditional Rental Income: $2121

Airbnb ROI: 1.36%