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.	$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%
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%
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%
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%
62 Pine Ave Hyannis, MA 62 Pine Ave, Hyannis, MA 02601 \| Single Family Residential	2 beds \| 2 baths \| 879 sq.ft.	$479,000	Airbnb cash on cash: -0.75% Traditional cash on cash: 3.09% Airbnb Rental Income: $1128 Traditional Rental Income: $2473 Airbnb ROI: -0.75% Traditional ROI: 3.09%
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%
8 Cottage St Wareham, MA Welcome to Pinehurst Beach! This beautifully renovated 3-bedroom home offers the perfect b...	3 beds \| 1 baths \| 964 sq.ft.	$439,900	Airbnb cash on cash: -0.84% Traditional cash on cash: 3.54% Airbnb Rental Income: $779 Traditional Rental Income: $2265 Airbnb ROI: -0.84% Traditional ROI: 3.54%
16 Meadowbank Rd Billerica, MA Opportunity knocks at 16 Meadowbank Road in Billerica! This spacious home is ready for its...	2 beds \| 2 baths \| 1,602 sq.ft.	$459,900	Airbnb cash on cash: -1.22% Traditional cash on cash: 4.76% Airbnb Rental Income: $818 Traditional Rental Income: $3064 Airbnb ROI: -1.22% Traditional ROI: 4.76%
18 Blandford Hill Rd Huntington, MA Welcome to this charming 3-bed, 1.5-bath Colonial, offering 1,650 sq ft of living space. T...	3 beds \| 2 baths \| 1,650 sq.ft.	$289,900	Airbnb cash on cash: -2% Traditional cash on cash: 8.84% Airbnb Rental Income: $426 Traditional Rental Income: $3124 Airbnb ROI: -2% Traditional ROI: 8.84%
2 Wallace Rd #Dh-B 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: 0.84% Traditional cash on cash: 4.2% Airbnb Rental Income: $1189 Traditional Rental Income: $1684 Airbnb ROI: 0.84% Traditional ROI: 4.2%
18 Highcrest Rd Lenox, MA Condo at Twelve Oaks Village. End of Cul-de-sac with Mountain views. This unit offers lots...	4 beds \| 5 baths \| 2,691 sq.ft.	$1,279,000	Airbnb cash on cash: -0.57% Traditional cash on cash: 3.02% Airbnb Rental Income: $1743 Traditional Rental Income: $5526 Airbnb ROI: -0.57% Traditional ROI: 3.02%
9 Burt St Acushnet, MA Welcome to 9 Burt St. - a stunning updated cape tucked into one of Acushnet's most desirab...	3 beds \| 2 baths \| 2,285 sq.ft.	$545,000	Airbnb cash on cash: -0.95% Traditional cash on cash: 4.4% Airbnb Rental Income: $889 Traditional Rental Income: $3276 Airbnb ROI: -0.95% Traditional ROI: 4.4%
724 Commercial Street Provincetown, MA Welcome to Seaview House, an extraordinary coastal retreat offering sweeping, unobstructed...	4 beds \| 4 baths \| 4,277 sq.ft.	$3,700,000	Airbnb cash on cash: -0.92% Traditional cash on cash: 0.21% Airbnb Rental Income: $2074 Traditional Rental Income: $5417 Airbnb ROI: -0.92% Traditional ROI: 0.21%
12 Poplar Hill Cir Merrimac, MA Turnkey Colonial built in 2017, set on a cul-de-sac in a sought-after neighborhood just of...	5 beds \| 3 baths \| 3,060 sq.ft.	$1,150,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.03% Airbnb Rental Income: $null Traditional Rental Income: $4460 Airbnb ROI: N/A Traditional ROI: 2.03%
242 Eastwood Dr Westfield, MA Westfield - Contractors, horse enthusiasts and car buffs rejoice. This incredible opportun...	4 beds \| 3 baths \| 4,814 sq.ft.	$950,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 2.63% Airbnb Rental Income: $2708 Traditional Rental Income: $4415 Airbnb ROI: -0.03% Traditional ROI: 2.63%
4 Clement Street Sandwich, MA Nestled on a quiet cul-de-sac in historic Sandwich Village, this charming, sun-filled Cape...	3 beds \| 2 baths \| 1,428 sq.ft.	$649,900	Airbnb cash on cash: -0.36% Traditional cash on cash: 3.06% Airbnb Rental Income: $1446 Traditional Rental Income: $3087 Airbnb ROI: -0.36% Traditional ROI: 3.06%
173 Hillsdale Rd Egremont, MA Surrounded on three sides by Nature Conservancy-protected land, 173 Hillsdale Road is one ...	5 beds \| 5 baths \| 4,842 sq.ft.	$1,950,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 2.4% Airbnb Rental Income: $3313 Traditional Rental Income: $7316 Airbnb ROI: -0.22% Traditional ROI: 2.4%
1001 Canaan Southfield Rd New Marlborough, MA Step into history at 1001 Canaan Southfield Rd, a rare 1797 Colonial estate set on over 23...	4 beds \| 4 baths \| 3,389 sq.ft.	$1,395,000	Airbnb cash on cash: -0.93% Traditional cash on cash: 3.19% Airbnb Rental Income: $1189 Traditional Rental Income: $6140 Airbnb ROI: -0.93% Traditional ROI: 3.19%
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: 2.02% Traditional cash on cash: 6.57% Airbnb Rental Income: $2549 Traditional Rental Income: $3914 Airbnb ROI: 2.02% Traditional ROI: 6.57%
25 Whitney Pond Rd Groton, MA Your dream waterfront property awaits on Whitney Pond-a hidden gem, tucked away in a quiet...	2 beds \| 2 baths \| 1,257 sq.ft.	$575,000	Airbnb cash on cash: -0.17% Traditional cash on cash: 3.3% Airbnb Rental Income: $1665 Traditional Rental Income: $3065 Airbnb ROI: -0.17% Traditional ROI: 3.3%
240 Bradford Street #3 Provincetown, MA This 1,588 sq ft standalone cottage offers the rare combination of privacy, comfort, and c...	1 beds \| 2 baths \| 1,696 sq.ft.	$1,395,000	Airbnb cash on cash: -1.22% Traditional cash on cash: 0.26% Airbnb Rental Income: $1070 Traditional Rental Income: $2618 Airbnb ROI: -1.22% Traditional ROI: 0.26%
14 Lovers Lane Harwich, MA Ideally located between Harwich Center and Harwich Port with easy access to the Cape Cod R...	3 beds \| 2 baths \| 1,737 sq.ft.	$859,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 2.65% Airbnb Rental Income: $1615 Traditional Rental Income: $3345 Airbnb ROI: -0.08% Traditional ROI: 2.65%
59 Olympia Ave #4 SHREWSBURY, MA Beautiful townhouse in the heart of Shrewsbury! Enjoy urban-style living in a suburban set...	3 beds \| 3 baths \| 1,833 sq.ft.	$749,900	Airbnb cash on cash: -0.44% Traditional cash on cash: 3.45% Airbnb Rental Income: $1958 Traditional Rental Income: $4157 Airbnb ROI: -0.44% Traditional ROI: 3.45%
28 Arthur St unit: 3 Beverly, MA Welcome to the heart of highly sought-after Beverly! This bright, pet-friendly top-level 2...	2 beds \| 1 baths \| 873 sq.ft.	$449,900	Airbnb cash on cash: -0.04% Traditional cash on cash: 2.44% Airbnb Rental Income: $1661 Traditional Rental Income: $2238 Airbnb ROI: -0.04% Traditional ROI: 2.44%
176 Beacon Street South Yarmouth, MA This charming and move-in-ready home offers the perfect blend of comfort and style. Enjoy ...	2 beds \| 2 baths \| 1,473 sq.ft.	$739,000	Airbnb cash on cash: -0.58% Traditional cash on cash: 2.72% Airbnb Rental Income: $1150 Traditional Rental Income: $3049 Airbnb ROI: -0.58% Traditional ROI: 2.72%
48 Fitchburg St MARLBOROUGH, MA Step into your own private oasis with this beautiful colonial style home on a 1.1 wooded a...	4 beds \| 3 baths \| 3,277 sq.ft.	$899,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.84% Airbnb Rental Income: $null Traditional Rental Income: $4774 Airbnb ROI: N/A Traditional ROI: 3.84%
92 Prospect Street Lunenburg, MA OPEN HOUSE CANCELLED You've seen this one - the pretty yellow hip roof colonial at 92 Pros...	4 beds \| 3 baths \| 2,508 sq.ft.	$650,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.49% Airbnb Rental Income: $null Traditional Rental Income: $4360 Airbnb ROI: N/A Traditional ROI: 4.49%
27 Myrtle Rd Gardner, MA Wonderfully adorable 3 bed, 1.5 bath Cape located on quiet dead end street. The first flo...	3 beds \| 1 baths \| 1,192 sq.ft.	$440,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.75% Airbnb Rental Income: $null Traditional Rental Income: $2763 Airbnb ROI: N/A Traditional ROI: 4.75%
93 Magill Drive Grafton, MA Situated in the Upper Loop of Highfields Golf & Country Club, this beautifully maintained,...	4 beds \| 4 baths \| 4,130 sq.ft.	$1,275,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 2.57% Airbnb Rental Income: $2116 Traditional Rental Income: $5627 Airbnb ROI: -0.85% Traditional ROI: 2.57%

Real Estate investment in Massachusetts

There are 5,057 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 $365,217 and the average price per square foot is $0. Their average monthly cash on cash return is 10.67%.

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

There are 5,057 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 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

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%

588 S Orleans Road

Orleans, MA

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

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

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%

7915 Eastern Ave #1011

Washington, DC

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

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

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%