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
80 Florida St #12 Boston, MA 80 Florida St #12, Boston, MA 02124 \| Condo/Coop	N/A beds \| 1 baths \| 410 sq.ft.	$239,000	Airbnb cash on cash: 10% Traditional cash on cash: 4.29% Airbnb Rental Income: $3834 Traditional Rental Income: $1718 Airbnb ROI: 10% Traditional ROI: 4.29%
380 Bunker Hill St #111 Boston, MA 380 Bunker Hill St #111, Boston, MA 02129 \| Condo/Coop	2 beds \| 2 baths \| 1,415 sq.ft.	$1,379,000	Airbnb cash on cash: -1.54% Traditional cash on cash: 0.19% Airbnb Rental Income: $2549 Traditional Rental Income: $4144 Airbnb ROI: -1.54% Traditional ROI: 0.19%
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%
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: -1.12% Traditional cash on cash: -0.5% Airbnb Rental Income: $2360 Traditional Rental Income: $2228 Airbnb ROI: -1.12% Traditional ROI: -0.5%
32 Lime St Boston, MA	4 beds \| 5 baths \| 5,194 sq.ft.	$8,850,000	Airbnb cash on cash: -1.62% Traditional cash on cash: -1.43% Airbnb Rental Income: $6280 Traditional Rental Income: $6608 Airbnb ROI: -1.62% Traditional ROI: -1.43%
99 Sedgwick St #2 Boston, MA 99 Sedgwick St #2, Boston, MA 02130 \| Condo/Coop	2 beds \| 2 baths \| 1,060 sq.ft.	$815,000	Airbnb cash on cash: -0.29% Traditional cash on cash: 0.72% Airbnb Rental Income: $2558 Traditional Rental Income: $2716 Airbnb ROI: -0.29% Traditional ROI: 0.72%
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%
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: -1.4% Traditional cash on cash: 2.11% Airbnb Rental Income: $2419 Traditional Rental Income: $4753 Airbnb ROI: -1.4% Traditional ROI: 2.11%
3 Avery St #609 Boston, MA	1 beds \| 1 baths \| 1,059 sq.ft.	$650,000	Airbnb cash on cash: -3.06% Traditional cash on cash: 1.76% Airbnb Rental Income: $2419 Traditional Rental Income: $4753 Airbnb ROI: -3.06% Traditional ROI: 1.76%
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%
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.	$325,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 2.57% Airbnb Rental Income: $1600 Traditional Rental Income: $2036 Airbnb ROI: -0.34% Traditional ROI: 2.57%
26 Ryder Road Harwich, MA This spacious 4-bdrm home offers multiple living areas with living room on 1st floor and f...	4 beds \| 2 baths \| 2,288 sq.ft.	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.94% Airbnb Rental Income: $null Traditional Rental Income: $3556 Airbnb ROI: N/A Traditional ROI: 4.94%
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.	$575,000	Airbnb cash on cash: 1.24% Traditional cash on cash: 4.05% Airbnb Rental Income: $2506 Traditional Rental Income: $3406 Airbnb ROI: 1.24% Traditional ROI: 4.05%
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%
327 Shawmut Ave #1 Boston, MA 327 Shawmut Ave #1, Boston, MA 02118 \| Townhouse	3 beds \| 3 baths \| 2,373 sq.ft.	$2,850,000	Airbnb cash on cash: -1.16% Traditional cash on cash: -1.15% Airbnb Rental Income: $4260 Traditional Rental Income: $3395 Airbnb ROI: -1.16% Traditional ROI: -1.15%
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: -0.33% Traditional cash on cash: -0.57% Airbnb Rental Income: $3176 Traditional Rental Income: $2238 Airbnb ROI: -0.33% Traditional ROI: -0.57%
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: -2.56% Traditional cash on cash: -1.66% Airbnb Rental Income: $2541 Traditional Rental Income: $3792 Airbnb ROI: -2.56% 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: -0.12% Traditional cash on cash: 2.45% Airbnb Rental Income: $2009 Traditional Rental Income: $2831 Airbnb ROI: -0.12% Traditional ROI: 2.45%
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: -1.59% Traditional cash on cash: -0.79% Airbnb Rental Income: $2419 Traditional Rental Income: $2726 Airbnb ROI: -1.59% Traditional ROI: -0.79%
343 Commercial St #112 Boston, MA 343 Commercial St #112, Boston, MA 02109 \| Condo/Coop	2 beds \| 1 baths \| 1,235 sq.ft.	$1,595,000	Airbnb cash on cash: -1.56% Traditional cash on cash: -1.48% Airbnb Rental Income: $3073 Traditional Rental Income: $2485 Airbnb ROI: -1.56% Traditional ROI: -1.48%
2 Wallace Rd unit: 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: 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%
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: -0.59% Traditional cash on cash: 0.21% Airbnb Rental Income: $3413 Traditional Rental Income: $5417 Airbnb ROI: -0.59% Traditional ROI: 0.21%
173 Hillsdale Rd Egremont, MA Nestled in a secluded, serene setting and surrounded by lush gardens, fruit trees, wildlif...	5 beds \| 4 baths \| 4,842 sq.ft.	$2,000,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 2.32% Airbnb Rental Income: $5815 Traditional Rental Income: $7316 Airbnb ROI: 0.88% Traditional ROI: 2.32%
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: 3.86% Traditional cash on cash: 6.57% Airbnb Rental Income: $3505 Traditional Rental Income: $3914 Airbnb ROI: 3.86% Traditional ROI: 6.57%
28 Ellsworth Street Medford, MA Welcome to this classic 3-bedroom, 1.5-bath bungalow offering timeless character and a gre...	3 beds \| 2 baths \| 1,323 sq.ft.	$749,900	Airbnb cash on cash: 0.84% Traditional cash on cash: 2.4% Airbnb Rental Income: $2528 Traditional Rental Income: $3007 Airbnb ROI: 0.84% Traditional ROI: 2.4%
159 Wilder Road Bolton, MA Captivating Shaker Reproduction Colonial set well back on one of Bolton's most scenic road...	4 beds \| 3 baths \| 3,585 sq.ft.	$1,050,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.89% Airbnb Rental Income: $null Traditional Rental Income: $4364 Airbnb ROI: N/A Traditional ROI: 1.89%
679 N Falmouth Highway North Falmouth, MA This four-bedroom, two-bath Cape in North Falmouth offers easy access to Megansett Beach, ...	4 beds \| 2 baths \| 1,758 sq.ft.	$769,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 3.21% Airbnb Rental Income: $3215 Traditional Rental Income: $3517 Airbnb ROI: 1.78% Traditional ROI: 3.21%
3 Westwood Drive Worcester, MA An extraordinary opportunity to own one of Worcester's premier estates in a neighborhood o...	4 beds \| 4 baths \| 4,915 sq.ft.	$1,090,000	Airbnb cash on cash: -1.18% Traditional cash on cash: 2.99% Airbnb Rental Income: $2053 Traditional Rental Income: $5749 Airbnb ROI: -1.18% Traditional ROI: 2.99%
107 Spring Ln Dartmouth, MA Meticulously kept raised ranch that truly delivers on every level. Featuring gleaming hard...	3 beds \| 2 baths \| 1,066 sq.ft.	$524,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.71% Airbnb Rental Income: $null Traditional Rental Income: $2746 Airbnb ROI: N/A Traditional ROI: 3.71%
3 Caileigh Ct unit: 3 Andover, MA Desirable Lincoln Woods Condominium in a prime location with close proximity to schools, c...	2 beds \| 3 baths \| 2,638 sq.ft.	$999,900	Airbnb cash on cash: -1.98% Traditional cash on cash: 0.79% Airbnb Rental Income: $1633 Traditional Rental Income: $3743 Airbnb ROI: -1.98% Traditional ROI: 0.79%
30 Norris Path Teaticket, MA Half a mile from Great Pond Beach and just minutes to Bristol Beach, this spacious Falmout...	5 beds \| 4 baths \| 3,056 sq.ft.	$1,100,000	Airbnb cash on cash: 1.14% Traditional cash on cash: 2.9% Airbnb Rental Income: $3489 Traditional Rental Income: $4511 Airbnb ROI: 1.14% Traditional ROI: 2.9%
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%
20 Jessies Landing Chatham, MA Welcome to this beautifully crafted residence in Jessie's Landing, an exclusive Eastward C...	3 beds \| 4 baths \| 2,940 sq.ft.	$3,299,900	Airbnb cash on cash: -0.76% Traditional cash on cash: 0.37% Airbnb Rental Income: $2063 Traditional Rental Income: $4966 Airbnb ROI: -0.76% Traditional ROI: 0.37%
65 Harmes Way Eastham, MA Experience the ultimate Cape Cod summer, where every day begins with breathtaking Bay view...	4 beds \| 2 baths \| 1,441 sq.ft.	$2,499,000	Airbnb cash on cash: -0.6% Traditional cash on cash: -0.04% Airbnb Rental Income: $3031 Traditional Rental Income: $3639 Airbnb ROI: -0.6% Traditional ROI: -0.04%

Real Estate investment in Massachusetts

There are 4,951 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 $492,933 and the average price per square foot is $0. Their average monthly cash on cash return is 9.00%.

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

There are 4,951 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 (20%) 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

80 Florida St #12

Boston, MA

N/A beds | 1 baths | 410 sq.ft.

$239,000

Airbnb cash on cash: 10%

Traditional cash on cash: 4.29%

Airbnb Rental Income: $3834

Traditional Rental Income: $1718

Airbnb ROI: 10%

Traditional ROI: 4.29%

380 Bunker Hill St #111

Boston, MA

2 beds | 2 baths | 1,415 sq.ft.

$1,379,000

Airbnb cash on cash: -1.54%

Traditional cash on cash: 0.19%

Airbnb Rental Income: $2549

Traditional Rental Income: $4144

Airbnb ROI: -1.54%

Traditional ROI: 0.19%

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%

35 Fay St #202

Boston, MA

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

$775,000

Airbnb cash on cash: -1.12%

Traditional cash on cash: -0.5%

Airbnb Rental Income: $2360

Traditional Rental Income: $2228

Airbnb ROI: -1.12%

Traditional ROI: -0.5%

32 Lime St

Boston, MA

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

$8,850,000

Airbnb cash on cash: -1.62%

Traditional cash on cash: -1.43%

Airbnb Rental Income: $6280

Traditional Rental Income: $6608

Airbnb ROI: -1.62%

Traditional ROI: -1.43%

99 Sedgwick St #2

Boston, MA

2 beds | 2 baths | 1,060 sq.ft.

$815,000

Airbnb cash on cash: -0.29%

Traditional cash on cash: 0.72%

Airbnb Rental Income: $2558

Traditional Rental Income: $2716

Airbnb ROI: -0.29%

Traditional ROI: 0.72%

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%

580 Washington St #1214

Boston, MA

1 beds | 1 baths | 799 sq.ft.

$895,000

Airbnb cash on cash: -1.4%

Traditional cash on cash: 2.11%

Airbnb Rental Income: $2419

Traditional Rental Income: $4753

Airbnb ROI: -1.4%