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
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.	$760,000	Airbnb cash on cash: -1.38% Traditional cash on cash: 0.21% Airbnb Rental Income: $2039 Traditional Rental Income: $2633 Airbnb ROI: -1.38% Traditional ROI: 0.21%
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.	$414,000	Airbnb cash on cash: 0.82% Traditional cash on cash: 2.16% Airbnb Rental Income: $2148 Traditional Rental Income: $2121 Airbnb ROI: 0.82% Traditional ROI: 2.16%
180 Commonwealth Ave #7 Boston, MA 180 Commonwealth Ave #7, Boston, MA 02116 \| Condo/Coop	3 beds \| 2 baths \| 1,070 sq.ft.	$1,450,000	Airbnb cash on cash: 0.07% Traditional cash on cash: -0.7% Airbnb Rental Income: $5016 Traditional Rental Income: $2954 Airbnb ROI: 0.07% Traditional ROI: -0.7%
74 Appleton St #4 Boston, MA 74 Appleton St #4, Boston, MA 02116 \| Condo/Coop	2 beds \| 1 baths \| 1,315 sq.ft.	$1,890,000	Airbnb cash on cash: -1.25% Traditional cash on cash: -1% Airbnb Rental Income: $2817 Traditional Rental Income: $2598 Airbnb ROI: -1.25% Traditional ROI: -1%
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: -1.38% Traditional cash on cash: -0.5% Airbnb Rental Income: $2142 Traditional Rental Income: $2228 Airbnb ROI: -1.38% Traditional ROI: -0.5%
32 Lime St Boston, MA	4 beds \| 5 baths \| 5,194 sq.ft.	$8,450,000	Airbnb cash on cash: -2.06% Traditional cash on cash: -1.39% Airbnb Rental Income: $1903 Traditional Rental Income: $6608 Airbnb ROI: -2.06% Traditional ROI: -1.39%
319 Forest Hills St #2 Boston, MA 319 Forest Hills St #2, Boston, MA 02130 \| Condo/Coop	2 beds \| 2 baths \| 1,070 sq.ft.	$769,500	Airbnb cash on cash: 0.52% Traditional cash on cash: 1.89% Airbnb Rental Income: $3068 Traditional Rental Income: $3352 Airbnb ROI: 0.52% Traditional ROI: 1.89%
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: -0.11% Traditional cash on cash: 0.22% Airbnb Rental Income: $3055 Traditional Rental Income: $2708 Airbnb ROI: -0.11% Traditional ROI: 0.22%
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.	$3,590,000	Airbnb cash on cash: -1.01% Traditional cash on cash: -0.38% Airbnb Rental Income: $2904 Traditional Rental Income: $4312 Airbnb ROI: -1.01% Traditional ROI: -0.38%
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: -1.83% Traditional cash on cash: 0.19% Airbnb Rental Income: $3119 Traditional Rental Income: $5552 Airbnb ROI: -1.83% Traditional ROI: 0.19%
14 Avondale St Boston, MA 14 Avondale St, Boston, MA 02124 \| Single Family Residential	4 beds \| 2 baths \| 1,768 sq.ft.	$639,900	Airbnb cash on cash: 2.3% Traditional cash on cash: 3.65% Airbnb Rental Income: $3575 Traditional Rental Income: $3600 Airbnb ROI: 2.3% Traditional ROI: 3.65%
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: -0.84% Traditional cash on cash: 1.04% Airbnb Rental Income: $1623 Traditional Rental Income: $3944 Airbnb ROI: -0.84% 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: -0.43% Traditional cash on cash: 1.13% Airbnb Rental Income: $1545 Traditional Rental Income: $2441 Airbnb ROI: -0.43% Traditional ROI: 1.13%
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: 0.09% Traditional cash on cash: 1.51% Airbnb Rental Income: $2235 Traditional Rental Income: $3364 Airbnb ROI: 0.09% Traditional ROI: 1.51%
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.	$865,900	Airbnb cash on cash: -0.47% Traditional cash on cash: 2.36% Airbnb Rental Income: $1162 Traditional Rental Income: $3062 Airbnb ROI: -0.47% Traditional ROI: 2.36%
121 Portland St #601 Boston, MA 121 Portland St #601, Boston, MA 02114 \| Condo/Coop	2 beds \| 2 baths \| 960 sq.ft.	$919,900	Airbnb cash on cash: -0.57% Traditional cash on cash: 0.27% Airbnb Rental Income: $3250 Traditional Rental Income: $3241 Airbnb ROI: -0.57% Traditional ROI: 0.27%
333 Beacon St #3 Boston, MA 333 Beacon St #3, Boston, MA 02116 \| Condo/Coop	2 beds \| 2 baths \| 1,300 sq.ft.	$1,850,000	Airbnb cash on cash: -1.31% Traditional cash on cash: -0.91% Airbnb Rental Income: $2925 Traditional Rental Income: $2937 Airbnb ROI: -1.31% Traditional ROI: -0.91%
47 Hancock St #2 Boston, MA 47 Hancock St #2, Boston, MA 02114 \| Condo/Coop	3 beds \| 2 baths \| 1,855 sq.ft.	$2,899,000	Airbnb cash on cash: -1.61% Traditional cash on cash: -1.63% Airbnb Rental Income: $4386 Traditional Rental Income: $3432 Airbnb ROI: -1.61% Traditional ROI: -1.63%
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: -1.5% Traditional cash on cash: -1.74% Airbnb Rental Income: $4792 Traditional Rental Income: $3331 Airbnb ROI: -1.5% 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: -1.64% Traditional cash on cash: -1.86% Airbnb Rental Income: $4792 Traditional Rental Income: $3344 Airbnb ROI: -1.64% Traditional ROI: -1.86%
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: -1.55% Traditional cash on cash: N/A Airbnb Rental Income: $4469 Traditional Rental Income: $0 Airbnb ROI: -1.55% Traditional ROI: N/A
5 Great Hills Road Truro, MA Set in the sought-after Great Hills neighborhood, just moments from Fisher Beach, this coa...	5 beds \| 3 baths \| 2,456 sq.ft.	$1,595,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 1.11% Airbnb Rental Income: $4104 Traditional Rental Income: $4180 Airbnb ROI: 0.47% Traditional ROI: 1.11%
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: -0.63% Traditional cash on cash: 1.3% Airbnb Rental Income: $1657 Traditional Rental Income: $1853 Airbnb ROI: -0.63% 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: -0.96% Traditional cash on cash: 2.57% Airbnb Rental Income: $1375 Traditional Rental Income: $2036 Airbnb ROI: -0.96% Traditional ROI: 2.57%
28 Alder Lane Harwich, MA Set at the end of a quiet cul-de-sac in a beautiful Harwich neighborhood, this charming 3-...	3 beds \| 1 baths \| 1,144 sq.ft.	$590,000	Airbnb cash on cash: 1.57% Traditional cash on cash: 2.87% Airbnb Rental Income: $2354 Traditional Rental Income: $2489 Airbnb ROI: 1.57% Traditional ROI: 2.87%
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.	$795,000	Airbnb cash on cash: 0% Traditional cash on cash: 3.29% Airbnb Rental Income: $1606 Traditional Rental Income: $3587 Airbnb ROI: 0% Traditional ROI: 3.29%
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: -0.52% Traditional cash on cash: 0.52% Airbnb Rental Income: $4104 Traditional Rental Income: $6784 Airbnb ROI: -0.52% 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: -1.32% Traditional cash on cash: -0.31% Airbnb Rental Income: $2738 Traditional Rental Income: $7174 Airbnb ROI: -1.32% Traditional ROI: -0.31%
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.	$359,000	Airbnb cash on cash: 1.6% Traditional cash on cash: 3.55% Airbnb Rental Income: $1626 Traditional Rental Income: $1822 Airbnb ROI: 1.6% Traditional ROI: 3.55%
140 Seapuit Road Osterville, MA Nestled within the prestigious enclave of Seapuit, this architectural masterpiece represen...	3 beds \| 5 baths \| 5,049 sq.ft.	$3,500,000	Airbnb cash on cash: -1.44% Traditional cash on cash: -0.07% Airbnb Rental Income: $2056 Traditional Rental Income: $5970 Airbnb ROI: -1.44% Traditional ROI: -0.07%
12 Stoneholm St #307 Boston, MA 12 Stoneholm St #307, Boston, MA 02115 \| Condo/Coop	1 beds \| 1 baths \| 405 sq.ft.	$480,000	Airbnb cash on cash: 0.05% Traditional cash on cash: 0.78% Airbnb Rental Income: $2157 Traditional Rental Income: $1937 Airbnb ROI: 0.05% Traditional ROI: 0.78%
327 Shawmut Ave #1 Boston, MA 327 Shawmut Ave #1, Boston, MA 02118 \| Townhouse	3 beds \| 3 baths \| 2,373 sq.ft.	$2,595,000	Airbnb cash on cash: -1.4% Traditional cash on cash: -0.78% Airbnb Rental Income: $3252 Traditional Rental Income: $4029 Airbnb ROI: -1.4% Traditional ROI: -0.78%
692 Tremont St #6 Boston, MA 692 Tremont St #6, Boston, MA 02118 \| Condo/Coop	2 beds \| 1 baths \| 870 sq.ft.	$955,900	Airbnb cash on cash: -0.41% Traditional cash on cash: -0.51% Airbnb Rental Income: $3019 Traditional Rental Income: $2238 Airbnb ROI: -0.41% Traditional ROI: -0.51%
9 Appleton St #205 Boston, MA 9 Appleton St #205, Boston, MA 02116 \| Condo/Coop	1 beds \| 1 baths \| 660 sq.ft.	$699,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 0.2% Airbnb Rental Income: $2142 Traditional Rental Income: $1958 Airbnb ROI: -0.35% Traditional ROI: 0.2%
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: -0.4% Traditional cash on cash: -0.37% Airbnb Rental Income: $3019 Traditional Rental Income: $2357 Airbnb ROI: -0.4% Traditional ROI: -0.37%
1896 Beacon St #1 Brookline, MA 1896 Beacon St #1, Brookline, MA 02445 \| Condo/Coop	3 beds \| 3 baths \| 1,755 sq.ft.	$1,249,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 0.65% Airbnb Rental Income: $2826 Traditional Rental Income: $3899 Airbnb ROI: -0.84% Traditional ROI: 0.65%
43 Winter St #2 Boston, MA 43 Winter St #2, Boston, MA 02108 \| Condo/Coop	2 beds \| 1 baths \| 1,435 sq.ft.	$1,125,000	Airbnb cash on cash: -1.15% Traditional cash on cash: -0.98% Airbnb Rental Income: $3119 Traditional Rental Income: $2583 Airbnb ROI: -1.15% Traditional ROI: -0.98%

Real Estate investment in Massachusetts

There are 7,310 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 $475,750 and the average price per square foot is $0. Their average monthly cash on cash return is 9.67%.

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

There are 7,310 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 (22%) 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

40 Traveler St #507

Boston, MA

1 beds | 1 baths | 741 sq.ft.

$760,000

Airbnb cash on cash: -1.38%

Traditional cash on cash: 0.21%

Airbnb Rental Income: $2039

Traditional Rental Income: $2633

Airbnb ROI: -1.38%

Traditional ROI: 0.21%

699 Hyde Park Ave #6

Boston, MA

2 beds | 1 baths | 746 sq.ft.

$414,000

Airbnb cash on cash: 0.82%

Traditional cash on cash: 2.16%

Airbnb Rental Income: $2148

Traditional Rental Income: $2121

Airbnb ROI: 0.82%

Traditional ROI: 2.16%

180 Commonwealth Ave #7

Boston, MA

3 beds | 2 baths | 1,070 sq.ft.

$1,450,000

Airbnb cash on cash: 0.07%

Traditional cash on cash: -0.7%

Airbnb Rental Income: $5016

Traditional Rental Income: $2954

Airbnb ROI: 0.07%

Traditional ROI: -0.7%

74 Appleton St #4

Boston, MA

2 beds | 1 baths | 1,315 sq.ft.

$1,890,000

Airbnb cash on cash: -1.25%

Traditional cash on cash: -1%

Airbnb Rental Income: $2817

Traditional Rental Income: $2598

Airbnb ROI: -1.25%

Traditional ROI: -1%

35 Fay St #202

Boston, MA

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

$775,000

Airbnb cash on cash: -1.38%

Traditional cash on cash: -0.5%

Airbnb Rental Income: $2142

Traditional Rental Income: $2228

Airbnb ROI: -1.38%

Traditional ROI: -0.5%

32 Lime St

Boston, MA

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

$8,450,000

Airbnb cash on cash: -2.06%

Traditional cash on cash: -1.39%

Airbnb Rental Income: $1903

Traditional Rental Income: $6608

Airbnb ROI: -2.06%

Traditional ROI: -1.39%

319 Forest Hills St #2

Boston, MA

2 beds | 2 baths | 1,070 sq.ft.

$769,500

Airbnb cash on cash: 0.52%

Traditional cash on cash: 1.89%

Airbnb Rental Income: $3068

Traditional Rental Income: $3352

Airbnb ROI: 0.52%

Traditional ROI: 1.89%

198 Byron St

Boston, MA

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

$1,150,000

Airbnb cash on cash: -0.11%

Traditional cash on cash: 0.22%

Airbnb Rental Income: $3055

Traditional Rental Income: $2708

Airbnb ROI: -0.11%