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!

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
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: -1.53% Traditional cash on cash: -0.6% Airbnb Rental Income: $2018 Traditional Rental Income: $2738 Airbnb ROI: -1.53% Traditional ROI: -0.6%
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: -2.81% Traditional cash on cash: -2.44% Airbnb Rental Income: $3943 Traditional Rental Income: $5400 Airbnb ROI: -2.81% 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: 1.71% Traditional cash on cash: 2.2% Airbnb Rental Income: $2549 Traditional Rental Income: $2121 Airbnb ROI: 1.71% 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: 0.2% Traditional cash on cash: 2.27% Airbnb Rental Income: $2549 Traditional Rental Income: $2970 Airbnb ROI: 0.2% Traditional ROI: 2.27%
12 Stoneholm St #418 Boston, MA	1 beds \| 1 baths \| 400 sq.ft.	$469,000	Airbnb cash on cash: -1.17% Traditional cash on cash: 0.7% Airbnb Rental Income: $1512 Traditional Rental Income: $1892 Airbnb ROI: -1.17% Traditional ROI: 0.7%
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: -1.58% Traditional cash on cash: -0.5% Airbnb Rental Income: $1966 Traditional Rental Income: $2228 Airbnb ROI: -1.58% Traditional ROI: -0.5%
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: -0.58% Traditional cash on cash: 0.22% Airbnb Rental Income: $2448 Traditional Rental Income: $2708 Airbnb ROI: -0.58% Traditional ROI: 0.22%
580 Washington St #1414 Boston, MA	1 beds \| 1 baths \| 799 sq.ft.	$849,000	Airbnb cash on cash: -1.68% Traditional cash on cash: -0.87% Airbnb Rental Income: $2150 Traditional Rental Income: $2242 Airbnb ROI: -1.68% Traditional ROI: -0.87%
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: 1.38% Traditional cash on cash: 2.4% Airbnb Rental Income: $2762 Traditional Rental Income: $2748 Airbnb ROI: 1.38% Traditional ROI: 2.4%
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: -3.07% Traditional cash on cash: -2.74% Airbnb Rental Income: $3781 Traditional Rental Income: $3294 Airbnb ROI: -3.07% Traditional ROI: -2.74%
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%
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: 0.08% Traditional cash on cash: 0.56% Airbnb Rental Income: $3675 Traditional Rental Income: $3241 Airbnb ROI: 0.08% Traditional ROI: 0.56%
10 Charlesgate East #502 Boston, MA 10 Charlesgate East #502, Boston, MA 02215 \| Condo/Coop	1 beds \| 1 baths \| 716 sq.ft.	$840,000	Airbnb cash on cash: -1.81% Traditional cash on cash: -0.72% Airbnb Rental Income: $1633 Traditional Rental Income: $2026 Airbnb ROI: -1.81% Traditional ROI: -0.72%
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: $3558 Traditional Rental Income: $2937 Airbnb ROI: -0.98% Traditional ROI: -0.89%
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: -1.86% Traditional cash on cash: -1.74% Airbnb Rental Income: $3943 Traditional Rental Income: $3331 Airbnb ROI: -1.86% Traditional ROI: -1.74%
165 Tremont St #701 Boston, MA 165 Tremont St #701, Boston, MA 02111 \| Condo/Coop	3 beds \| 2 baths \| 2,067 sq.ft.	$2,199,000	Airbnb cash on cash: -1.98% Traditional cash on cash: -1.86% Airbnb Rental Income: $3943 Traditional Rental Income: $3344 Airbnb ROI: -1.98% Traditional ROI: -1.86%
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: 1.64% Traditional cash on cash: 1.54% Airbnb Rental Income: $3581 Traditional Rental Income: $2724 Airbnb ROI: 1.64% 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%
30 Orange St Fall River, MA RARE OPPORTUNITY to own an exceptional two-family Fall River townhouse-style home offering...	4 beds \| 2 baths \| 1,411 sq.ft.	$475,000	Airbnb cash on cash: 5.71% Traditional cash on cash: 5.46% Airbnb Rental Income: $4281 Traditional Rental Income: $3270 Airbnb ROI: 5.71% Traditional ROI: 5.46%
8005 13th St #411 Washington, DC 8005 13th St #411, Washington, DC 20910 \| Condo/Coop	1 beds \| 1 baths \| 1,039 sq.ft.	$325,000	Airbnb cash on cash: -2.12% Traditional cash on cash: 2.57% Airbnb Rental Income: $948 Traditional Rental Income: $2036 Airbnb ROI: -2.12% Traditional ROI: 2.57%
26 Hardings Beach Road Chatham, MA Perfectly positioned to capture breathtaking sunsets over Bucks Creek, this meticulously u...	4 beds \| 4 baths \| 2,700 sq.ft.	$2,995,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 0.63% Airbnb Rental Income: $2367 Traditional Rental Income: $5264 Airbnb ROI: -0.63% Traditional ROI: 0.63%
13 Robert Lane West Harwich, MA Welcome to 13 Robert Lane, quietly tucked away at the end of a peaceful street in desirabl...	3 beds \| 3 baths \| 1,980 sq.ft.	$750,000	Airbnb cash on cash: 0.72% Traditional cash on cash: 3.54% Airbnb Rental Income: $2167 Traditional Rental Income: $3587 Airbnb ROI: 0.72% Traditional ROI: 3.54%
22 Bay View Road Truro, MA Set high above the shoreline with sweeping views of Cape Cod Bay, Provincetown and Highlan...	5 beds \| 5 baths \| 6,616 sq.ft.	$3,675,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 0.52% Airbnb Rental Income: $3641 Traditional Rental Income: $6784 Airbnb ROI: -0.63% Traditional ROI: 0.52%
615 Chequessett Neck Road Wellfleet, MA Set on a prime stretch of Wellfleet harbor this striking beachfront home distills the very...	5 beds \| 5 baths \| 4,454 sq.ft.	$5,399,000	Airbnb cash on cash: -1.27% Traditional cash on cash: -0.31% Airbnb Rental Income: $3043 Traditional Rental Income: $7174 Airbnb ROI: -1.27% Traditional ROI: -0.31%
470 Quinobequin Rd Newton, MA 470 Quinobequin Rd, Newton, MA 02468 \| Single Family Residential	6 beds \| 6 baths \| 4,216 sq.ft.	$3,595,000	Airbnb cash on cash: -1.4% Traditional cash on cash: 0.31% Airbnb Rental Income: $3640 Traditional Rental Income: $8542 Airbnb ROI: -1.4% Traditional ROI: 0.31%
34 Pilgrim Rd Newton, MA 34 Pilgrim Rd, Newton, MA 02468 \| Single Family Residential	6 beds \| 4 baths \| 5,763 sq.ft.	$3,849,000	Airbnb cash on cash: -1.45% Traditional cash on cash: -0.56% Airbnb Rental Income: $3640 Traditional Rental Income: $6031 Airbnb ROI: -1.45% Traditional ROI: -0.56%
140 Seapuit Rd Osterville, MA Nestled within the prestigious enclave of Seapuit, this architectural masterpiece represen...	4 beds \| 4 baths \| 5,049 sq.ft.	$3,500,000	Airbnb cash on cash: -1.29% Traditional cash on cash: -0.07% Airbnb Rental Income: $2663 Traditional Rental Income: $5970 Airbnb ROI: -1.29% Traditional ROI: -0.07%
327 Shawmut Ave #1 Boston, MA 327 Shawmut Ave #1, Boston, MA 02118 \| Townhouse	3 beds \| 3 baths \| 2,373 sq.ft.	$2,395,000	Airbnb cash on cash: -0.97% Traditional cash on cash: -0.66% Airbnb Rental Income: $4214 Traditional Rental Income: $4029 Airbnb ROI: -0.97% Traditional ROI: -0.66%
9 Appleton St #205 Boston, MA 9 Appleton St #205, Boston, MA 02116 \| Condo/Coop	1 beds \| 1 baths \| 660 sq.ft.	$680,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 0.27% Airbnb Rental Income: $1966 Traditional Rental Income: $1958 Airbnb ROI: -0.53% Traditional ROI: 0.27%
492 Massachusetts Ave #71 Boston, MA 492 Massachusetts Ave #71, Boston, MA 02118 \| Condo/Coop	2 beds \| 1 baths \| 871 sq.ft.	$699,900	Airbnb cash on cash: 0.67% Traditional cash on cash: 0.26% Airbnb Rental Income: $3250 Traditional Rental Income: $2254 Airbnb ROI: 0.67% Traditional ROI: 0.26%
1203 Bennington St Winthrop, MA 1203 Bennington St, Winthrop, MA 02128 \| Single Family Residential	5 beds \| 2 baths \| 1,568 sq.ft.	$749,974	Airbnb cash on cash: 2.86% Traditional cash on cash: 3.59% Airbnb Rental Income: $4602 Traditional Rental Income: $4159 Airbnb ROI: 2.86% Traditional ROI: 3.59%
43 Winter St #2 Boston, MA 43 Winter St #2, Boston, MA 02108 \| Condo/Coop	2 beds \| 1 baths \| 1,435 sq.ft.	$1,050,000	Airbnb cash on cash: -0.5% Traditional cash on cash: -0.89% Airbnb Rental Income: $3781 Traditional Rental Income: $2583 Airbnb ROI: -0.5% Traditional ROI: -0.89%
15 Kearney Sq #201 Lowell, MA 15 Kearney Sq #201, Lowell, MA 01852 \| Condo/Coop	2 beds \| 1 baths \| 813 sq.ft.	$294,999	Airbnb cash on cash: 1.41% Traditional cash on cash: 4.75% Airbnb Rental Income: $1920 Traditional Rental Income: $2339 Airbnb ROI: 1.41% Traditional ROI: 4.75%
38 Indian Trail Chatham, MA This exceptional coastal retreat was designed to capture sweeping views of tidal salt mars...	4 beds \| 4 baths \| 4,967 sq.ft.	$4,495,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 0.11% Airbnb Rental Income: $2367 Traditional Rental Income: $6165 Airbnb ROI: -0.94% Traditional ROI: 0.11%
121 Portland St #609 Boston, MA 121 Portland St #609, Boston, MA 02114 \| Condo/Coop	1 beds \| 1 baths \| 726 sq.ft.	$799,000	Airbnb cash on cash: -1.23% Traditional cash on cash: 0.07% Airbnb Rental Income: $2186 Traditional Rental Income: $2595 Airbnb ROI: -1.23% Traditional ROI: 0.07%

Real Estate investment in Massachusetts

There are 11,043 properties available for sale in the state of Massachusetts. North Adams, Haverhill and Danvers are the best rental property markets in Massachusetts. The average median price of properties for sale in these cities are $498,298 and the average price per square foot is $0. Their average monthly cash on cash return is 5.67%.

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

There are 11,043 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 (10%) and Haverhill (4%) 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

12 Hereford St #2

Boston, MA

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

$1,440,000

Airbnb cash on cash: -1.53%

Traditional cash on cash: -0.6%

Airbnb Rental Income: $2018

Traditional Rental Income: $2738

Airbnb ROI: -1.53%

Traditional ROI: -0.6%

1 Franklin St #5102

Boston, MA

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

$6,750,000

Airbnb cash on cash: -2.81%

Traditional cash on cash: -2.44%

Airbnb Rental Income: $3943

Traditional Rental Income: $5400

Airbnb ROI: -2.81%

Traditional ROI: -2.44%

699 Hyde Park Ave #6

Boston, MA

2 beds | 1 baths | 746 sq.ft.

$409,000

Airbnb cash on cash: 1.71%

Traditional cash on cash: 2.2%

Airbnb Rental Income: $2549

Traditional Rental Income: $2121

Airbnb ROI: 1.71%

Traditional ROI: 2.2%

11 Whipple Ave #1

Boston, MA

2 beds | 2 baths | 1,275 sq.ft.

$535,000

Airbnb cash on cash: 0.2%

Traditional cash on cash: 2.27%

Airbnb Rental Income: $2549

Traditional Rental Income: $2970

Airbnb ROI: 0.2%

Traditional ROI: 2.27%

12 Stoneholm St #418

Boston, MA

1 beds | 1 baths | 400 sq.ft.

$469,000

Airbnb cash on cash: -1.17%

Traditional cash on cash: 0.7%

Airbnb Rental Income: $1512

Traditional Rental Income: $1892

Airbnb ROI: -1.17%

Traditional ROI: 0.7%

35 Fay St #202

Boston, MA

1 beds | 1 baths | 1,004 sq.ft.

$775,000

Airbnb cash on cash: -1.58%

Traditional cash on cash: -0.5%

Airbnb Rental Income: $1966

Traditional Rental Income: $2228

Airbnb ROI: -1.58%

Traditional ROI: -0.5%

198 Byron St

Boston, MA

3 beds | 1 baths | 2,385 sq.ft.

$1,150,000

Airbnb cash on cash: -0.58%

Traditional cash on cash: 0.22%

Airbnb Rental Income: $2448

Traditional Rental Income: $2708

Airbnb ROI: -0.58%

Traditional ROI: 0.22%

580 Washington St #1414

Boston, MA

1 beds | 1 baths | 799 sq.ft.

$849,000

Airbnb cash on cash: -1.68%

Traditional cash on cash: -0.87%

Airbnb Rental Income: $2150

Traditional Rental Income: $2242

Airbnb ROI: -1.68%