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
496 Shore Road unit: 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%
496 Shore Road unit: 16 Truro, MA This '' rare'' two bed'' , two full bath, ''YEAR ROUND'', second floor, direct ocean front...	2 beds \| 2 baths \| 607 sq.ft.	$699,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 1.14% Airbnb Rental Income: $1846 Traditional Rental Income: $2420 Airbnb ROI: -0.5% Traditional ROI: 1.14%
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: 5.73% Airbnb Rental Income: $null Traditional Rental Income: $3979 Airbnb ROI: N/A Traditional ROI: 5.73%
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: 4.39% Airbnb Rental Income: $2506 Traditional Rental Income: $3589 Airbnb ROI: 1.24% Traditional ROI: 4.39%
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 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: 2.67% Airbnb Rental Income: $2528 Traditional Rental Income: $3201 Airbnb ROI: 0.84% Traditional ROI: 2.67%
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: 1.4% Airbnb Rental Income: $null Traditional Rental Income: $3880 Airbnb ROI: N/A Traditional ROI: 1.4%
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: 3.04% Airbnb Rental Income: $3215 Traditional Rental Income: $3392 Airbnb ROI: 1.78% Traditional ROI: 3.04%
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: -0.32% Airbnb Rental Income: $1633 Traditional Rental Income: $2716 Airbnb ROI: -1.98% Traditional ROI: -0.32%
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%
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: -0.26% Airbnb Rental Income: $2063 Traditional Rental Income: $3052 Airbnb ROI: -0.76% Traditional ROI: -0.26%
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%
89 Lewis Road West Yarmouth, MA You'll fall in love with this charming Cape Cod cottage, ideally located south of Rt. 28 n...	2 beds \| 1 baths \| 928 sq.ft.	$589,900	Airbnb cash on cash: 0.57% Traditional cash on cash: 2.48% Airbnb Rental Income: $1685 Traditional Rental Income: $2264 Airbnb ROI: 0.57% Traditional ROI: 2.48%
259 E Tickle Rd Westport, MA Waterfront living! This fully renovated, one-of-a-kind home offers breathtaking sunsets an...	2 beds \| 3 baths \| 1,976 sq.ft.	$749,999	Airbnb cash on cash: -0.04% Traditional cash on cash: 0.84% Airbnb Rental Income: $1656 Traditional Rental Income: $1804 Airbnb ROI: -0.04% Traditional ROI: 0.84%
14 Sarah St Burlington, MA Custom built home with exceptional design, and quality throughout. Main level features an ...	5 beds \| 5 baths \| 5,280 sq.ft.	$2,049,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 1.85% Airbnb Rental Income: $2664 Traditional Rental Income: $6717 Airbnb ROI: -0.62% Traditional ROI: 1.85%
23 Clubhouse Drive Pocasset, MA Fantastic location in the Pocasset Golf Course community. Completely updated home sits on ...	4 beds \| 2 baths \| 1,752 sq.ft.	$900,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 2.64% Airbnb Rental Income: $3366 Traditional Rental Income: $3686 Airbnb ROI: 1.36% Traditional ROI: 2.64%
48 Day St. Whitman, MA Tired of the apartment? Perfect starter home right here! Come add your touches and make it...	3 beds \| 2 baths \| 1,040 sq.ft.	$269,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 8.23% Airbnb Rental Income: $953 Traditional Rental Income: $2742 Airbnb ROI: -0.19% Traditional ROI: 8.23%
20 Mutiny Way Mashpee, MA Sun-Filled and nestled in coveted Pirates Cove Beach community, this carefully maintained ...	3 beds \| 2 baths \| 1,436 sq.ft.	$759,000	Airbnb cash on cash: 2.27% Traditional cash on cash: 2.54% Airbnb Rental Income: $3738 Traditional Rental Income: $3118 Airbnb ROI: 2.27% Traditional ROI: 2.54%
120 Hackett Ave Lakeville, MA Charming Lakeville Home Steps from Long Pond! Welcome to this inviting 3-bedroom, 1.5-bath...	3 beds \| 2 baths \| 1,358 sq.ft.	$499,000	Airbnb cash on cash: 3.14% Traditional cash on cash: 4.39% Airbnb Rental Income: $3221 Traditional Rental Income: $3082 Airbnb ROI: 3.14% Traditional ROI: 4.39%
15 Winterberry Dr Franklin, MA Situated in highly sought-after Winterberry Farm Estates, this stately colonial features f...	4 beds \| 3 baths \| 4,022 sq.ft.	$1,025,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 1.53% Airbnb Rental Income: $2982 Traditional Rental Income: $3495 Airbnb ROI: 0.27% Traditional ROI: 1.53%
40 Lakeshore Dr Norfolk, MA Own a slice of Populatic Pond! Ranch style lakefront home offers an unparalleled blend of ...	3 beds \| 1 baths \| 860 sq.ft.	$599,900	Airbnb cash on cash: 0.73% Traditional cash on cash: 1.98% Airbnb Rental Income: $2424 Traditional Rental Income: $2531 Airbnb ROI: 0.73% Traditional ROI: 1.98%
11 Elizabeth Lane West Yarmouth, MA Waterfront on Big Sandy Pond, perfect for swimming, fishing, and kayaking! As you enter, y...	3 beds \| 3 baths \| 3,324 sq.ft.	$1,185,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 2.07% Airbnb Rental Income: $2001 Traditional Rental Income: $4102 Airbnb ROI: -0.31% Traditional ROI: 2.07%
1 Anthony's Way Mashpee, MA Located in the heart of Mashpee, this stunning Colonial blends Cape Cod charm with modern ...	5 beds \| 4 baths \| 3,270 sq.ft.	$1,199,000	Airbnb cash on cash: 2.04% Traditional cash on cash: N/A Airbnb Rental Income: $5217 Traditional Rental Income: $0 Airbnb ROI: 2.04% Traditional ROI: N/A
70 Deerfield Lane Eastham, MA Unique opportunity on the ocean side of Eastham. This property provides not one but TWO ho...	6 beds \| 3 baths \| 2,352 sq.ft.	$1,100,000	Airbnb cash on cash: 0.89% Traditional cash on cash: 1.78% Airbnb Rental Income: $3407 Traditional Rental Income: $3561 Airbnb ROI: 0.89% Traditional ROI: 1.78%
54 Dunmore Ct Lenox, MA Discover comfortable & gracious living in this impeccably renovated home in Lenox. 4 BRs &...	4 beds \| 4 baths \| 4,043 sq.ft.	$1,295,000	Airbnb cash on cash: 1.1% Traditional cash on cash: 2.98% Airbnb Rental Income: $4277 Traditional Rental Income: $5647 Airbnb ROI: 1.1% Traditional ROI: 2.98%
278 N Franklin St Holbrook, MA Step into the historic charm of this 1922 Dutch Colonial at 278 North Franklin Street, bea...	4 beds \| 2 baths \| 1,944 sq.ft.	$660,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.51% Airbnb Rental Income: $null Traditional Rental Income: $3575 Airbnb ROI: N/A Traditional ROI: 3.51%

Real Estate investment in Massachusetts

There are 3,216 properties available for sale in the state of Massachusetts. North Adams, Danvers and Boston are the best rental property markets in Massachusetts. The average median price of properties for sale in these cities are $576,717 and the average price per square foot is $0. Their average monthly cash on cash return is 3.67%.

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

There are 3,216 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 (7%) and Danvers (3%) 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

496 Shore Road unit: 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%

Traditional ROI: 0.78%

496 Shore Road unit: 16

Truro, MA

2 beds | 2 baths | 607 sq.ft.

$699,000

Airbnb cash on cash: -0.5%

Traditional cash on cash: 1.14%

Airbnb Rental Income: $1846

Traditional Rental Income: $2420

Airbnb ROI: -0.5%

Traditional ROI: 1.14%

7915 Eastern Ave #1011

Washington, DC

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

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

4 beds | 2 baths | 2,288 sq.ft.

$575,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.73%

Airbnb Rental Income: $null

Traditional Rental Income: $3979

Airbnb ROI: N/A

Traditional ROI: 5.73%

10 Metropolitan Ave

Ashland, MA

3 beds | 2 baths | 1,779 sq.ft.

$575,000

Airbnb cash on cash: 1.24%

Traditional cash on cash: 4.39%

Airbnb Rental Income: $2506

Traditional Rental Income: $3589

Airbnb ROI: 1.24%

Traditional ROI: 4.39%

118 Driftwood Lane

South Yarmouth, MA

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 unit: Dh-B

Stockbridge, MA

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%