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
575 Broad St #315 Weymouth, MA 575 Broad St #315, Weymouth, MA 02189 \| Condo/Coop	2 beds \| 1 baths \| 851 sq.ft.	$329,900	Airbnb cash on cash: -1.22% Traditional cash on cash: 2.36% Airbnb Rental Income: $1508 Traditional Rental Income: $2180 Airbnb ROI: -1.22% Traditional ROI: 2.36%
671-673 Boylston St #2 Boston, MA 671-673 Boylston St #2, Boston, MA 02116 \| Condo/Coop	1 beds \| 2 baths \| 1,867 sq.ft.	$2,250,000	Airbnb cash on cash: -2.19% Traditional cash on cash: -1.59% Airbnb Rental Income: $1893 Traditional Rental Income: $2639 Airbnb ROI: -2.19% Traditional ROI: -1.59%
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: 1.18% Traditional cash on cash: 0.57% Airbnb Rental Income: $3176 Traditional Rental Income: $2086 Airbnb ROI: 1.18% Traditional ROI: 0.57%
32 Lime St Boston, MA	5 beds \| 3 baths \| 5,194 sq.ft.	$8,850,000	Airbnb cash on cash: -1.82% Traditional cash on cash: -1.43% Airbnb Rental Income: $4345 Traditional Rental Income: $6608 Airbnb ROI: -1.82% Traditional ROI: -1.43%
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: 1.21% Traditional cash on cash: 0.22% Airbnb Rental Income: $4746 Traditional Rental Income: $2708 Airbnb ROI: 1.21% Traditional ROI: 0.22%
764 Cambridge St #6 Cambridge, MA 764 Cambridge St #6, Cambridge, MA 02141 \| Condo/Coop	1 beds \| 1 baths \| 620 sq.ft.	$490,000	Airbnb cash on cash: 4.19% Traditional cash on cash: 0.94% Airbnb Rental Income: $4375 Traditional Rental Income: $1971 Airbnb ROI: 4.19% Traditional ROI: 0.94%
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.	$1,700,000	Airbnb cash on cash: -2.14% Traditional cash on cash: 0.15% Airbnb Rental Income: $2541 Traditional Rental Income: $5552 Airbnb ROI: -2.14% Traditional ROI: 0.15%
65 Victoria Heights Rd #65 Boston, MA 65 Victoria Heights Rd #65, Boston, MA 02136 \| Townhouse	3 beds \| 2 baths \| 1,793 sq.ft.	$425,000	Airbnb cash on cash: 2.21% Traditional cash on cash: 4.11% Airbnb Rental Income: $3257 Traditional Rental Income: $3279 Airbnb ROI: 2.21% Traditional ROI: 4.11%
141 South St #2 Boston, MA 141 South St #2, Boston, MA 02130 \| Condo/Coop	2 beds \| 1 baths \| 852 sq.ft.	$599,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 0.61% Airbnb Rental Income: $2892 Traditional Rental Income: $1956 Airbnb ROI: 1.09% Traditional ROI: 0.61%
14 Avondale St Boston, MA 14 Avondale St, Boston, MA 02124 \| Single Family Residential	4 beds \| 2 baths \| 1,768 sq.ft.	$679,900	Airbnb cash on cash: 0.88% Traditional cash on cash: 3.31% Airbnb Rental Income: $2700 Traditional Rental Income: $3600 Airbnb ROI: 0.88% Traditional ROI: 3.31%
496 Shore Road unit: 21 #21 Truro, MA The Captains Quarters, is the most sought after '' YEAR ROUND'', rental and investment pro...	3 beds \| 2 baths \| 2,018 sq.ft.	$1,299,000	Airbnb cash on cash: -0.4% Traditional cash on cash: 0.78% Airbnb Rental Income: $2850 Traditional Rental Income: $3609 Airbnb ROI: -0.4% Traditional ROI: 0.78%
73 Joshua Jethro Road Chatham, MA PERFECT HOUSE FOR A POOL! Located in Chatham's highly sought after Riverbay Estates commun...	3 beds \| 2 baths \| 2,307 sq.ft.	$1,520,000	Airbnb cash on cash: -0.23% Traditional cash on cash: 1.11% Airbnb Rental Income: $2063 Traditional Rental Income: $3418 Airbnb ROI: -0.23% 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: -2.22% Traditional cash on cash: 1.3% Airbnb Rental Income: $1003 Traditional Rental Income: $1853 Airbnb ROI: -2.22% 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.	$345,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 2.34% Airbnb Rental Income: $1600 Traditional Rental Income: $2036 Airbnb ROI: -0.41% Traditional ROI: 2.34%
89 W Central St Natick, MA 89 W Central St, Natick, MA 01760 \| Single Family Residential	4 beds \| 3 baths \| 3,760 sq.ft.	$1,599,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.93% Airbnb Rental Income: $null Traditional Rental Income: $4781 Airbnb ROI: N/A Traditional ROI: 0.93%
14 Colonial Road Webster, MA 14 Colonial Drive in Webster is a must see! Located in a sought-after Webster Lake neighbo...	3 beds \| 2 baths \| 1,248 sq.ft.	$399,900	Airbnb cash on cash: 3.39% Traditional cash on cash: 5.76% Airbnb Rental Income: $2687 Traditional Rental Income: $2938 Airbnb ROI: 3.39% Traditional ROI: 5.76%
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: 0.08% Traditional cash on cash: 0.78% Airbnb Rental Income: $2175 Traditional Rental Income: $1937 Airbnb ROI: 0.08% Traditional ROI: 0.78%
71 Weller Ave Pittsfield, MA Gabriela Dearstyne [email protected] 201-744-0154 BERKSHIRE ACCESS REALTYWelco...	3 beds \| 2 baths \| 2,024 sq.ft.	$299,000	Airbnb cash on cash: 1.61% Traditional cash on cash: 10.02% Airbnb Rental Income: $1531 Traditional Rental Income: $3455 Airbnb ROI: 1.61% Traditional ROI: 10.02%
118 Driftwood Lane South Yarmouth, MA Cape Cod Luxury Waterfront Living on Follins Pond~Bass River! Imagine waking up to blue sk...	4 beds \| 4 baths \| 3,978 sq.ft.	$3,374,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 0.71% Airbnb Rental Income: $2197 Traditional Rental Income: $7060 Airbnb ROI: -1.02% Traditional ROI: 0.71%
2 Wallace Rd Stockbridge, MA Looking for one-level living in the heart of the Berkshires? Comfort, convenience and move...	1 beds \| 1 baths \| 658 sq.ft.	$278,800	Airbnb cash on cash: 2.41% Traditional cash on cash: 4.2% Airbnb Rental Income: $1682 Traditional Rental Income: $1684 Airbnb ROI: 2.41% Traditional ROI: 4.2%
200 Cove Way unit: 614 Quincy, MA Are you an outdoors type that enjoys sailing, swimming, tennis or do you like dining out, ...	2 beds \| 2 baths \| 1,051 sq.ft.	$379,900	Airbnb cash on cash: -1.45% Traditional cash on cash: 2.54% Airbnb Rental Income: $1458 Traditional Rental Income: $2449 Airbnb ROI: -1.45% Traditional ROI: 2.54%
35 Bayshore Dr Mashpee, MA Set along the marshfront with views of Hamblin Pond, this beautiful home offers a peaceful...	4 beds \| 3 baths \| 2,444 sq.ft.	$1,395,500	Airbnb cash on cash: 2.05% Traditional cash on cash: 2.63% Airbnb Rental Income: $5855 Traditional Rental Income: $5443 Airbnb ROI: 2.05% Traditional ROI: 2.63%
70 Simons Rd #E Mashpee, MA The Villas at Willowbend are single floor luxury homes that include two spacious bedroom a...	4 beds \| 4 baths \| 4,236 sq.ft.	$2,995,000	Airbnb cash on cash: -0.57% Traditional cash on cash: 0.16% Airbnb Rental Income: $4714 Traditional Rental Income: $5760 Airbnb ROI: -0.57% Traditional ROI: 0.16%
724 Commercial St Provincetown, MA Welcome to Seaview House, an extraordinary coastal retreat offering sweeping, unobstructed...	4 beds \| 3 baths \| 4,277 sq.ft.	$3,700,000	Airbnb cash on cash: -0.59% Traditional cash on cash: 0.21% Airbnb Rental Income: $3413 Traditional Rental Income: $5417 Airbnb ROI: -0.59% Traditional ROI: 0.21%
93 Chapman Place unit: 93 #93 LEOMINSTER, MA Welcome home to this beautifully maintained townhouse in the desirable Chapman Place commu...	2 beds \| 2 baths \| 1,384 sq.ft.	$389,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.01% Airbnb Rental Income: $null Traditional Rental Income: $3017 Airbnb ROI: N/A Traditional ROI: 5.01%
26 Highland St Mashpee, MA Located In Briarwood Association, this cozy, well maintained ranch will provide the perfec...	2 beds \| 1 baths \| 864 sq.ft.	$469,000	Airbnb cash on cash: 3.75% Traditional cash on cash: 3.97% Airbnb Rental Income: $3022 Traditional Rental Income: $2425 Airbnb ROI: 3.75% Traditional ROI: 3.97%
182 Clemence Hill Rd Southbridge, MA Open Concept Custom Ranch Offered on over 2 acres of land! First Floor has Cathedral ceili...	3 beds \| 2 baths \| 2,316 sq.ft.	$699,900	Airbnb cash on cash: 0.7% Traditional cash on cash: 3.21% Airbnb Rental Income: $2297 Traditional Rental Income: $3366 Airbnb ROI: 0.7% Traditional ROI: 3.21%
60 Ashumet Avenue Mashpee, MA Welcome to 60 Ashumet Ave, a beautifully updated home in an association neighborhood with ...	3 beds \| 2 baths \| 1,228 sq.ft.	$515,000	Airbnb cash on cash: 4.37% Traditional cash on cash: 4.22% Airbnb Rental Income: $3738 Traditional Rental Income: $2854 Airbnb ROI: 4.37% Traditional ROI: 4.22%
10 Rockledge Drive North Falmouth, MA Welcome to this inviting 3-bed, 2.5-bath home that combines comfort, charm, and an excepti...	3 beds \| 2 baths \| 2,583 sq.ft.	$985,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 2.26% Airbnb Rental Income: $2001 Traditional Rental Income: $3600 Airbnb ROI: -0.06% Traditional ROI: 2.26%
116 Oak Lane unit: 12 #12 Brockton, MA Ready for a quick close and all reasonable offers considered. Located in the desirable Wes...	1 beds \| 1 baths \| 755 sq.ft.	$220,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 4.9% Airbnb Rental Income: $1345 Traditional Rental Income: $2027 Airbnb ROI: -0.36% Traditional ROI: 4.9%
497 S Main St Great Barrington, MA Multi-family in a convenient location, walking distance to town and shopping, bus line nea...	3 beds \| 3 baths \| 2,480 sq.ft.	$465,000	Airbnb cash on cash: 4.04% Traditional cash on cash: 6.75% Airbnb Rental Income: $3505 Traditional Rental Income: $3914 Airbnb ROI: 4.04% Traditional ROI: 6.75%
509 Pleasant St #1-4 Melrose, MA Beautifully maintained 2 Bedroom condo with a detached 2 car garage. Eat-in Kitchen offe...	2 beds \| 1 baths \| 972 sq.ft.	$499,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 2.12% Airbnb Rental Income: $1807 Traditional Rental Income: $2318 Airbnb ROI: -0.02% Traditional ROI: 2.12%
8 Bacon St Oxford, MA This inviting Cape radiates cottage warmth & modern elegance, beautifully transformed with...	3 beds \| 2 baths \| 1,466 sq.ft.	$445,000	Airbnb cash on cash: 0.72% Traditional cash on cash: 5.26% Airbnb Rental Income: $1758 Traditional Rental Income: $3166 Airbnb ROI: 0.72% Traditional ROI: 5.26%
68 Howe Rd Pittsfield, MA One owner well cared for ranch with large finished Lower level with 1/2 bath and laundry. ...	3 beds \| 1 baths \| 2,184 sq.ft.	$385,000	Airbnb cash on cash: 0.91% Traditional cash on cash: 4.9% Airbnb Rental Income: $1531 Traditional Rental Income: $2527 Airbnb ROI: 0.91% Traditional ROI: 4.9%
191 Tall Oaks Dr #C Weymouth, MA Awesome 2 bedroom 2 level condo available in the desirable Arbor Hill neighborhood. This ...	2 beds \| 1 baths \| 1,000 sq.ft.	$395,000	Airbnb cash on cash: 0.49% Traditional cash on cash: 2.84% Airbnb Rental Income: $1912 Traditional Rental Income: $2286 Airbnb ROI: 0.49% Traditional ROI: 2.84%

Real Estate investment in Massachusetts

There are 7,527 properties available for sale in the state of Massachusetts. North Adams, Spencer and Danvers are the best rental property markets in Massachusetts. The average median price of properties for sale in these cities are $436,967 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 7,527 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 Spencer (5%) 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

575 Broad St #315

Weymouth, MA

2 beds | 1 baths | 851 sq.ft.

$329,900

Airbnb cash on cash: -1.22%

Traditional cash on cash: 2.36%

Airbnb Rental Income: $1508

Traditional Rental Income: $2180

Airbnb ROI: -1.22%

Traditional ROI: 2.36%

671-673 Boylston St #2

Boston, MA

1 beds | 2 baths | 1,867 sq.ft.

$2,250,000

Airbnb cash on cash: -2.19%

Traditional cash on cash: -1.59%

Airbnb Rental Income: $1893

Traditional Rental Income: $2639

Airbnb ROI: -2.19%

Traditional ROI: -1.59%

99 E Brookline St #2

Boston, MA

2 beds | 1 baths | 660 sq.ft.

$649,000

Airbnb cash on cash: 1.18%

Traditional cash on cash: 0.57%

Airbnb Rental Income: $3176

Traditional Rental Income: $2086

Airbnb ROI: 1.18%

Traditional ROI: 0.57%

32 Lime St

Boston, MA

5 beds | 3 baths | 5,194 sq.ft.

$8,850,000

Airbnb cash on cash: -1.82%

Traditional cash on cash: -1.43%

Airbnb Rental Income: $4345

Traditional Rental Income: $6608

Airbnb ROI: -1.82%

Traditional ROI: -1.43%

198 Byron St

Boston, MA

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

$1,150,000

Airbnb cash on cash: 1.21%

Traditional cash on cash: 0.22%

Airbnb Rental Income: $4746

Traditional Rental Income: $2708

Airbnb ROI: 1.21%

Traditional ROI: 0.22%

764 Cambridge St #6

Cambridge, MA

1 beds | 1 baths | 620 sq.ft.

$490,000

Airbnb cash on cash: 4.19%

Traditional cash on cash: 0.94%

Airbnb Rental Income: $4375

Traditional Rental Income: $1971

Airbnb ROI: 4.19%

Traditional ROI: 0.94%

1 Franklin St #1205

Boston, MA

2 beds | 2 baths | 1,161 sq.ft.

$1,700,000

Airbnb cash on cash: -2.14%

Traditional cash on cash: 0.15%

Airbnb Rental Income: $2541

Traditional Rental Income: $5552

Airbnb ROI: -2.14%

Traditional ROI: 0.15%

65 Victoria Heights Rd #65

Boston, MA

3 beds | 2 baths | 1,793 sq.ft.

$425,000

Airbnb cash on cash: 2.21%

Traditional cash on cash: 4.11%

Airbnb Rental Income: $3257

Traditional Rental Income: $3279

Airbnb ROI: 2.21%