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
15 Blackwood St #1 Boston, MA 15 Blackwood St #1, Boston, MA 02115 \| Condo/Coop	2 beds \| 1 baths \| 1,132 sq.ft.	$849,000	Airbnb cash on cash: -0.89% Traditional cash on cash: -0.15% Airbnb Rental Income: $2387 Traditional Rental Income: $2385 Airbnb ROI: -0.89% Traditional ROI: -0.15%
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.	$780,000	Airbnb cash on cash: -1.54% Traditional cash on cash: 0.18% Airbnb Rental Income: $1891 Traditional Rental Income: $2633 Airbnb ROI: -1.54% Traditional ROI: 0.18%
772 E 6th St #1 Boston, MA Location Location!! Beautifully renovated in 2019 and meticulously maintained, this sunny ...	1 beds \| 2 baths \| 883 sq.ft.	$719,900	Airbnb cash on cash: -0.6% Traditional cash on cash: 0.51% Airbnb Rental Income: $1803 Traditional Rental Income: $2062 Airbnb ROI: -0.6% Traditional ROI: 0.51%
99 E Brookline St #2 Boston, MA 99 E Brookline St #2, Boston, MA 02118 \| Condo/Coop	2 beds \| 1 baths \| 660 sq.ft.	$649,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 0.57% Airbnb Rental Income: $2387 Traditional Rental Income: $2086 Airbnb ROI: 0.09% Traditional ROI: 0.57%
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: -1.82% Traditional cash on cash: -0.5% Airbnb Rental Income: $1753 Traditional Rental Income: $2228 Airbnb ROI: -1.82% Traditional ROI: -0.5%
32 Lime St Boston, MA	4 beds \| 5 baths \| 5,194 sq.ft.	$8,850,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.43% Airbnb Rental Income: $null Traditional Rental Income: $6608 Airbnb ROI: N/A Traditional ROI: -1.43%
15 Estrella St #1 Boston, MA 15 Estrella St #1, Boston, MA 02130 \| Condo/Coop	3 beds \| 1 baths \| 1,130 sq.ft.	$525,000	Airbnb cash on cash: 1.2% Traditional cash on cash: 2.25% Airbnb Rental Income: $2817 Traditional Rental Income: $2677 Airbnb ROI: 1.2% Traditional ROI: 2.25%
11 Wayne St Boston, MA 11 Wayne St, Boston, MA 02121 \| Multi Family	6 beds \| 4 baths \| 4,819 sq.ft.	$1,350,000	Airbnb cash on cash: -1.63% Traditional cash on cash: 2.22% Airbnb Rental Income: $1225 Traditional Rental Income: $5664 Airbnb ROI: -1.63% Traditional ROI: 2.22%
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: -0.74% Traditional cash on cash: 0.22% Airbnb Rental Income: $2238 Traditional Rental Income: $2708 Airbnb ROI: -0.74% Traditional ROI: 0.22%
580 Washington St #1214 Boston, MA 580 Washington St #1214, Boston, MA 02111 \| Condo/Coop	1 beds \| 1 baths \| 799 sq.ft.	$895,000	Airbnb cash on cash: -1.67% Traditional cash on cash: -0.81% Airbnb Rental Income: $2152 Traditional Rental Income: $2321 Airbnb ROI: -1.67% Traditional ROI: -0.81%
13 Wellington St Boston, MA Beautiful townhouse on quiet, tree-lined street minutes from T, Prudential Center, Symphon...	4 beds \| 3 baths \| 3,110 sq.ft.	$3,675,000	Airbnb cash on cash: -1.1% Traditional cash on cash: -0.4% Airbnb Rental Income: $2506 Traditional Rental Income: $4312 Airbnb ROI: -1.1% Traditional ROI: -0.4%
36 Martin St Boston, MA 36 Martin St, Boston, MA 02132 \| Single Family Residential	4 beds \| 1 baths \| 1,688 sq.ft.	$1,025,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.84% Airbnb Rental Income: $null Traditional Rental Income: $3011 Airbnb ROI: N/A Traditional ROI: 0.84%
1 Franklin St #1205 Boston, MA Move in and see why Millennium Tower Boston is the evolution of luxury residential living!...	2 beds \| 2 baths \| 1,161 sq.ft.	$1,675,000	Airbnb cash on cash: -2.15% Traditional cash on cash: 0.19% Airbnb Rental Income: $2517 Traditional Rental Income: $5552 Airbnb ROI: -2.15% Traditional ROI: 0.19%
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: -0.98% Traditional cash on cash: 1.04% Airbnb Rental Income: $1374 Traditional Rental Income: $3944 Airbnb ROI: -0.98% Traditional ROI: 1.04%
43 S Highland Road Truro, MA Unique, architecturally designed contemporary cape home set on 1.54 private wooded acres a...	2 beds \| 1 baths \| 1,317 sq.ft.	$925,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 1.13% Airbnb Rental Income: $1464 Traditional Rental Income: $2441 Airbnb ROI: -0.5% Traditional ROI: 1.13%
61 Oak Hill Road Chatham, MA Easy one-floor living in Chatham can be yours in this sun-filled 2 bedroom home that inclu...	2 beds \| 2 baths \| 1,688 sq.ft.	$895,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 2.25% Airbnb Rental Income: $980 Traditional Rental Income: $3062 Airbnb ROI: -0.67% Traditional ROI: 2.25%
47 Hancock St #2 Boston, MA 47 Hancock St #2, Boston, MA 02114 \| Condo/Coop	3 beds \| 2 baths \| 1,855 sq.ft.	$2,980,000	Airbnb cash on cash: -2.31% Traditional cash on cash: -1.64% Airbnb Rental Income: $2118 Traditional Rental Income: $3432 Airbnb ROI: -2.31% Traditional ROI: -1.64%
7915 Eastern Ave #1011 Washington, DC 7915 Eastern Ave #1011, Washington, DC 20910 \| Condo/Coop	2 beds \| 2 baths \| 1,032 sq.ft.	$365,000	Airbnb cash on cash: -3.47% Traditional cash on cash: 1.3% Airbnb Rental Income: $486 Traditional Rental Income: $1853 Airbnb ROI: -3.47% Traditional ROI: 1.3%
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: -2.47% Traditional cash on cash: 2.57% Airbnb Rental Income: $819 Traditional Rental Income: $2036 Airbnb ROI: -2.47% Traditional ROI: 2.57%
27 Whereaway Lane Wellfleet, MA PRIVATE OASIS! Set on over one private acre in the heart of Wellfleet, this beautifully pr...	4 beds \| 3 baths \| 2,343 sq.ft.	$1,495,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 1.54% Airbnb Rental Income: $2005 Traditional Rental Income: $4462 Airbnb ROI: -0.61% Traditional ROI: 1.54%
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.	$825,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 3.13% Airbnb Rental Income: $1417 Traditional Rental Income: $3587 Airbnb ROI: -0.24% Traditional ROI: 3.13%
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.	$3,849,500	Airbnb cash on cash: -0.64% Traditional cash on cash: 0.45% Airbnb Rental Income: $3661 Traditional Rental Income: $6784 Airbnb ROI: -0.64% Traditional ROI: 0.45%
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: -1.45% Traditional cash on cash: -0.31% Airbnb Rental Income: $1937 Traditional Rental Income: $7174 Airbnb ROI: -1.45% 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: N/A Traditional cash on cash: 0.31% Airbnb Rental Income: $null Traditional Rental Income: $8542 Airbnb ROI: N/A 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: N/A Traditional cash on cash: -0.56% Airbnb Rental Income: $null Traditional Rental Income: $6031 Airbnb ROI: N/A Traditional ROI: -0.56%
120 Bearses Way Hyannis, MA Fall in love with this adorable 2-bedroom ranch perfectly situated in the heart of downtow...	2 beds \| 1 baths \| 480 sq.ft.	$369,900	Airbnb cash on cash: 0.33% Traditional cash on cash: 3.42% Airbnb Rental Income: $1128 Traditional Rental Income: $1822 Airbnb ROI: 0.33% Traditional ROI: 3.42%
10 Metropolitan Ave Ashland, MA Spacious 3 bed 2 bath home in a fabulous Ashland location, ready for its new owners! First...	3 beds \| 2 baths \| 1,779 sq.ft.	$550,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 4.28% Airbnb Rental Income: $2259 Traditional Rental Income: $3406 Airbnb ROI: 0.94% Traditional ROI: 4.28%
692 Tremont St #6 Boston, MA 692 Tremont St #6, Boston, MA 02118 \| Condo/Coop	2 beds \| 1 baths \| 870 sq.ft.	$989,900	Airbnb cash on cash: -1.04% Traditional cash on cash: -0.57% Airbnb Rental Income: $2387 Traditional Rental Income: $2238 Airbnb ROI: -1.04% Traditional ROI: -0.57%
32 E Springfield St #1 Boston, MA 32 E Springfield St #1, Boston, MA 02118 \| Condo/Coop	2 beds \| 1 baths \| 1,077 sq.ft.	$975,000	Airbnb cash on cash: -0.98% Traditional cash on cash: -0.37% Airbnb Rental Income: $2387 Traditional Rental Income: $2357 Airbnb ROI: -0.98% Traditional ROI: -0.37%
20 Ford St #20 Boston, MA 20 Ford St #20, Boston, MA 02128 \| Townhouse	2 beds \| 2 baths \| 2,030 sq.ft.	$819,000	Airbnb cash on cash: -0.92% Traditional cash on cash: 1.59% Airbnb Rental Income: $1866 Traditional Rental Income: $3282 Airbnb ROI: -0.92% Traditional ROI: 1.59%
1 Franklin St #3708 Boston, MA 1 Franklin St #3708, Boston, MA 02110 \| Condo/Coop	2 beds \| 2 baths \| 1,637 sq.ft.	$2,249,000	Airbnb cash on cash: -2.57% Traditional cash on cash: -1.66% Airbnb Rental Income: $2517 Traditional Rental Income: $3792 Airbnb ROI: -2.57% Traditional ROI: -1.66%
33 Adams St #1 Boston, MA 33 Adams St #1, Boston, MA 02122 \| Condo/Coop	2 beds \| 1 baths \| 1,180 sq.ft.	$559,000	Airbnb cash on cash: -0.23% Traditional cash on cash: 2.45% Airbnb Rental Income: $1941 Traditional Rental Income: $2831 Airbnb ROI: -0.23% Traditional ROI: 2.45%
11 Chilton Lane #11 Brewster, MA Enjoy coastal living in this thoughtfully updated Ocean Edge condo, ready for summer enjoy...	2 beds \| 2 baths \| 935 sq.ft.	$425,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 4.49% Airbnb Rental Income: $1435 Traditional Rental Income: $2502 Airbnb ROI: 0.73% Traditional ROI: 4.49%
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.	$4,750,000	Airbnb cash on cash: -1.01% Traditional cash on cash: 0.05% Airbnb Rental Income: $2018 Traditional Rental Income: $6165 Airbnb ROI: -1.01% Traditional ROI: 0.05%
580 Washington St #901 Boston, MA 580 Washington St #901, Boston, MA 02111 \| Condo/Coop	3 beds \| 2 baths \| 1,478 sq.ft.	$1,759,000	Airbnb cash on cash: -2.69% Traditional cash on cash: -1.66% Airbnb Rental Income: $2390 Traditional Rental Income: $3498 Airbnb ROI: -2.69% Traditional ROI: -1.66%
1 Franklin St #1506 Boston, MA 1 Franklin St #1506, Boston, MA 02110 \| Condo/Coop	1 beds \| 1 baths \| 871 sq.ft.	$1,199,000	Airbnb cash on cash: -1.79% Traditional cash on cash: -0.79% Airbnb Rental Income: $2152 Traditional Rental Income: $2726 Airbnb ROI: -1.79% Traditional ROI: -0.79%

Real Estate investment in Massachusetts

There are 7,648 properties available for sale in the state of Massachusetts. North Adams, Spencer and Pembroke are the best rental property markets in Massachusetts. The average median price of properties for sale in these cities are $438,583 and the average price per square foot is $0. Their average monthly cash on cash return is 6.00%.

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

There are 7,648 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 Spencer (6%) 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

15 Blackwood St #1

Boston, MA

2 beds | 1 baths | 1,132 sq.ft.

$849,000

Airbnb cash on cash: -0.89%

Traditional cash on cash: -0.15%

Airbnb Rental Income: $2387

Traditional Rental Income: $2385

Airbnb ROI: -0.89%

Traditional ROI: -0.15%

40 Traveler St #507

Boston, MA

1 beds | 1 baths | 741 sq.ft.

$780,000

Airbnb cash on cash: -1.54%

Traditional cash on cash: 0.18%

Airbnb Rental Income: $1891

Traditional Rental Income: $2633

Airbnb ROI: -1.54%

Traditional ROI: 0.18%

772 E 6th St #1

Boston, MA

1 beds | 2 baths | 883 sq.ft.

$719,900

Airbnb cash on cash: -0.6%

Traditional cash on cash: 0.51%

Airbnb Rental Income: $1803

Traditional Rental Income: $2062

Airbnb ROI: -0.6%

Traditional ROI: 0.51%

99 E Brookline St #2

Boston, MA

2 beds | 1 baths | 660 sq.ft.

$649,000

Airbnb cash on cash: 0.09%

Traditional cash on cash: 0.57%

Airbnb Rental Income: $2387

Traditional Rental Income: $2086

Airbnb ROI: 0.09%

Traditional ROI: 0.57%

35 Fay St #202

Boston, MA

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

$775,000

Airbnb cash on cash: -1.82%

Traditional cash on cash: -0.5%

Airbnb Rental Income: $1753

Traditional Rental Income: $2228

Airbnb ROI: -1.82%

Traditional ROI: -0.5%

32 Lime St

Boston, MA

4 beds | 5 baths | 5,194 sq.ft.

$8,850,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.43%

Airbnb Rental Income: $null

Traditional Rental Income: $6608

Airbnb ROI: N/A

Traditional ROI: -1.43%

15 Estrella St #1

Boston, MA

3 beds | 1 baths | 1,130 sq.ft.

$525,000

Airbnb cash on cash: 1.2%

Traditional cash on cash: 2.25%

Airbnb Rental Income: $2817

Traditional Rental Income: $2677

Airbnb ROI: 1.2%

Traditional ROI: 2.25%

11 Wayne St

Boston, MA

6 beds | 4 baths | 4,819 sq.ft.

$1,350,000

Airbnb cash on cash: -1.63%

Traditional cash on cash: 2.22%

Airbnb Rental Income: $1225

Traditional Rental Income: $5664

Airbnb ROI: -1.63%