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%
11 Robinwood Ave Boston, MA Right in the heart of Jamaica Plain, just steps from Jamaica Pond and the vibrant shops & ...	5 beds \| 4 baths \| 3,390 sq.ft.	$2,399,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.27% Airbnb Rental Income: $null Traditional Rental Income: $4593 Airbnb ROI: N/A Traditional ROI: 0.27%
1 Nassau St #2207 Boston, MA 1 Nassau St #2207, Boston, MA 02111 \| Condo/Coop	2 beds \| 2 baths \| 1,448 sq.ft.	$975,000	Airbnb cash on cash: -3.06% Traditional cash on cash: -2.84% Airbnb Rental Income: $3572 Traditional Rental Income: $2990 Airbnb ROI: -3.06% Traditional ROI: -2.84%
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.	$1,700,000	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%
14 Avondale St Boston, MA 14 Avondale St, Boston, MA 02124 \| Single Family Residential	4 beds \| 2 baths \| 1,768 sq.ft.	$699,900	Airbnb cash on cash: 0.79% Traditional cash on cash: 3.15% Airbnb Rental Income: $2700 Traditional Rental Income: $3600 Airbnb ROI: 0.79% Traditional ROI: 3.15%
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%
1 Franklin St Ph 4E Boston, MA 1 Franklin St Ph 4E, Boston, MA 02110 \| Condo/Coop	3 beds \| 4 baths \| 3,435 sq.ft.	$7,495,000	Airbnb cash on cash: -2.98% Traditional cash on cash: -2.56% Airbnb Rental Income: $3038 Traditional Rental Income: $5277 Airbnb ROI: -2.98% Traditional ROI: -2.56%
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%
27 Quaker Lane Harwich, MA This Harwich home is set in the perfect location! Ideally situated near popular restaurant...	2 beds \| 1 baths \| 1,019 sq.ft.	$549,000	Airbnb cash on cash: 2.46% Traditional cash on cash: 2.88% Airbnb Rental Income: $2729 Traditional Rental Income: $2298 Airbnb ROI: 2.46% Traditional ROI: 2.88%
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%
1203 Bennington St Winthrop, MA 1203 Bennington St, Winthrop, MA 02128 \| Single Family Residential	5 beds \| 3 baths \| 1,568 sq.ft.	$793,721	Airbnb cash on cash: 1.21% Traditional cash on cash: 3.28% Airbnb Rental Income: $3388 Traditional Rental Income: $4159 Airbnb ROI: 1.21% Traditional ROI: 3.28%
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%
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%
35 Bayshore Drive Mashpee, MA Set along the marshfront with views of Hamblin Pond, this beautiful home offers a peaceful...	4 beds \| 4 baths \| 3,236 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%
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%
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%
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: 0.11% Traditional cash on cash: 2.63% Airbnb Rental Income: $2859 Traditional Rental Income: $4415 Airbnb ROI: 0.11% Traditional ROI: 2.63%
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%
65 Burbank St #17 Boston, MA Great one bedroom close to the Symphony, Northeastern, BU, Berklee and much more! Hardwood...	1 beds \| 1 baths \| 406 sq.ft.	$479,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 0.28% Airbnb Rental Income: $2175 Traditional Rental Income: $1771 Airbnb ROI: -0.05% Traditional ROI: 0.28%
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%
23 Zylpha Road Harwich Port, MA This charm-filled Dutch gambrel is the perfect beach retreat or investment property! Nestl...	4 beds \| 2 baths \| 1,680 sq.ft.	$1,375,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 0.94% Airbnb Rental Income: $2889 Traditional Rental Income: $3279 Airbnb ROI: 0.11% Traditional ROI: 0.94%
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.	$392,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 4.8% Airbnb Rental Income: $1531 Traditional Rental Income: $2527 Airbnb ROI: 0.88% Traditional ROI: 4.8%
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%
113 Fifth Ave Lowell, MA Pawtucketville. Welcome to 113 Fifth Avenue in Lowell! This spacious 5-bedroom, 2-bath hom...	5 beds \| 2 baths \| 1,953 sq.ft.	$509,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.36% Airbnb Rental Income: $null Traditional Rental Income: $3580 Airbnb ROI: N/A Traditional ROI: 5.36%
31 Heald St Pepperell, MA This captivating Cape perfectly melds country charm w/ updates! Knotty pine shines through...	4 beds \| 4 baths \| 2,658 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.23% Airbnb Rental Income: $null Traditional Rental Income: $4768 Airbnb ROI: N/A Traditional ROI: 6.23%
116 Spring St #D2 Boston, MA First time buyer and investor take a notice.West Roxbury location!!! Low Condo Fee!!! Mov...	2 beds \| 1 baths \| 768 sq.ft.	$364,900	Airbnb cash on cash: 6.54% Traditional cash on cash: 3.96% Airbnb Rental Income: $4164 Traditional Rental Income: $2396 Airbnb ROI: 6.54% Traditional ROI: 3.96%
70 Rosewood Drive WALTHAM, MA Tucked away on a Pigeon Hill cul-de-sac in North Waltham, this well maintained home offers...	3 beds \| 3 baths \| 3,581 sq.ft.	$1,495,000	Airbnb cash on cash: -0.29% Traditional cash on cash: 1.08% Airbnb Rental Income: $2541 Traditional Rental Income: $3835 Airbnb ROI: -0.29% Traditional ROI: 1.08%
67 Cottage Street unit: 67 #67 Franklin, MA Quality and care shine throughout this updated single-level townhome featuring a newer roo...	3 beds \| 2 baths \| 1,527 sq.ft.	$535,000	Airbnb cash on cash: 4.13% Traditional cash on cash: 4.31% Airbnb Rental Income: $4090 Traditional Rental Income: $3310 Airbnb ROI: 4.13% Traditional ROI: 4.31%
21 Prospect Ave. Dudley, MA Meticulously maintained & beautifully updated, this 1,600+ sq. ft. home offers exceptional...	3 beds \| 2 baths \| 1,627 sq.ft.	$449,900	Airbnb cash on cash: 1.16% Traditional cash on cash: 5.7% Airbnb Rental Income: $1848 Traditional Rental Income: $3265 Airbnb ROI: 1.16% Traditional ROI: 5.7%
9 Ledgewood Way #6 Peabody, MA Mr. Clean lives here! First floor unit but above ground level. Unit boasts private, woode...	2 beds \| 2 baths \| 1,535 sq.ft.	$470,000	Airbnb cash on cash: 0.92% Traditional cash on cash: 3.64% Airbnb Rental Income: $2578 Traditional Rental Income: $3157 Airbnb ROI: 0.92% Traditional ROI: 3.64%
411 Union St New Bedford, MA Beautiful 3-4 BR 1.5 Bath Colonial w/2 Car Garage Near Buttonwood Park & St. Luke's Hospit...	3 beds \| 1 baths \| 2,436 sq.ft.	$520,000	Airbnb cash on cash: 1.33% Traditional cash on cash: 1.94% Airbnb Rental Income: $2140 Traditional Rental Income: $1891 Airbnb ROI: 1.33% Traditional ROI: 1.94%
66 Minott Road Westminster, MA Wow! Awesome opportunity to break into the real estate market in the Wonderful town of Wes...	3 beds \| 2 baths \| 1,075 sq.ft.	$449,000	Airbnb cash on cash: 3.14% Traditional cash on cash: 4.9% Airbnb Rental Income: $2830 Traditional Rental Income: $2910 Airbnb ROI: 3.14% Traditional ROI: 4.9%

Real Estate investment in Massachusetts

There are 6,618 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 $423,133 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 6,618 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%

11 Robinwood Ave

Boston, MA

5 beds | 4 baths | 3,390 sq.ft.

$2,399,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.27%

Airbnb Rental Income: $null

Traditional Rental Income: $4593

Airbnb ROI: N/A

Traditional ROI: 0.27%

1 Nassau St #2207

Boston, MA

2 beds | 2 baths | 1,448 sq.ft.

$975,000

Airbnb cash on cash: -3.06%

Traditional cash on cash: -2.84%

Airbnb Rental Income: $3572

Traditional Rental Income: $2990

Airbnb ROI: -3.06%

Traditional ROI: -2.84%

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%

Traditional ROI: 4.11%

14 Avondale St

Boston, MA

4 beds | 2 baths | 1,768 sq.ft.

$699,900

Airbnb cash on cash: 0.79%

Traditional cash on cash: 3.15%

Airbnb Rental Income: $2700

Traditional Rental Income: $3600

Airbnb ROI: 0.79%

Traditional ROI: 3.15%

496 Shore Road unit: 21 #21

Truro, MA

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%