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 2025

In 2025, North Adamsis the best city to buy investment properties. Find more investment properties today!

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
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: -1.5% Traditional cash on cash: 0.27% Airbnb Rental Income: $991 Traditional Rental Income: $4593 Airbnb ROI: -1.5% Traditional ROI: 0.27%
20 Hardings Beach Road Chatham, MA In a coveted Harding's Beach location, this fully renovated Chatham home offers sweeping v...	4 beds \| 4 baths \| 2,770 sq.ft.	$1,995,000	Airbnb cash on cash: 1.15% Traditional cash on cash: 1.38% Airbnb Rental Income: $5632 Traditional Rental Income: $4925 Airbnb ROI: 1.15% Traditional ROI: 1.38%
125 Bay Road Eastham, MA Impeccably renovated and maintained, this is waterfront perfection with a private beach an...	3 beds \| 3 baths \| 1,662 sq.ft.	$2,195,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 0.17% Airbnb Rental Income: $5959 Traditional Rental Income: $3577 Airbnb ROI: 0.76% Traditional ROI: 0.17%
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.	$1,350,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 0.71% Airbnb Rental Income: $4038 Traditional Rental Income: $3609 Airbnb ROI: 0.36% Traditional ROI: 0.71%
496 Shore Road unit: 16 #16 Truro, MA This '' rare'' two bed'' , two full bath, ''YEAR ROUND'', second floor, direct ocean front...	2 beds \| 2 baths \| 607 sq.ft.	$720,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 1.08% Airbnb Rental Income: $2819 Traditional Rental Income: $2420 Airbnb ROI: 0.69% Traditional ROI: 1.08%
73 Joshua Jethro Road Chatham, MA Located in Chatham's highly sought after Riverbay Estates community, this 3-bedroom, 2-bat...	3 beds \| 2 baths \| 2,307 sq.ft.	$1,570,000	Airbnb cash on cash: 2.24% Traditional cash on cash: 1.04% Airbnb Rental Income: $6412 Traditional Rental Income: $3418 Airbnb ROI: 2.24% Traditional ROI: 1.04%
5 Great Hills Road Truro, MA Discover a perfect seaside retreat in this light-filled contemporary home, water views gre...	5 beds \| 3 baths \| 2,456 sq.ft.	$1,850,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 0.82% Airbnb Rental Income: $4353 Traditional Rental Income: $4180 Airbnb ROI: 0.39% Traditional ROI: 0.82%
3 Seagull Lane Harwich, MA This home is full of possibility! It has lots of Old World charm but tastefully updated wi...	4 beds \| 2 baths \| 2,218 sq.ft.	$799,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.59% Airbnb Rental Income: $null Traditional Rental Income: $3102 Airbnb ROI: N/A Traditional ROI: 2.59%
53 Chilton Lane Brewster, MA Enjoy the scenic pond view from the living room and main bedroom of this condo! In fact, i...	2 beds \| 2 baths \| 935 sq.ft.	$389,500	Airbnb cash on cash: 3.03% Traditional cash on cash: 3.64% Airbnb Rental Income: $3072 Traditional Rental Income: $2594 Airbnb ROI: 3.03% Traditional ROI: 3.64%
663 Crowells Bog Road Brewster, MA Expanded 4 bedroom Cape-style home ideally located between Sheep Pond and Long Pond in Bre...	4 beds \| 4 baths \| 3,738 sq.ft.	$1,589,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 2.01% Airbnb Rental Income: $6080 Traditional Rental Income: $5430 Airbnb ROI: 1.63% Traditional ROI: 2.01%
5 Glacier Drive Truro, MA Don't miss out on this beautifully renovated Cape Style home! This 3 bedroom home is move-...	3 beds \| 3 baths \| 1,734 sq.ft.	$989,000	Airbnb cash on cash: 1.9% Traditional cash on cash: 1.93% Airbnb Rental Income: $4038 Traditional Rental Income: $3202 Airbnb ROI: 1.9% Traditional ROI: 1.93%
307 W Main Street unit: 7 #7 Hyannis, MA Colonial Court Condominiums-NOW Vacant, bright morning sun and affordable 2 bedroom, 1 bat...	2 beds \| 1 baths \| 824 sq.ft.	$275,000	Airbnb cash on cash: 3.16% Traditional cash on cash: 4.41% Airbnb Rental Income: $2328 Traditional Rental Income: $2075 Airbnb ROI: 3.16% Traditional ROI: 4.41%
996 Main Street Cotuit, MA Relaxed coastal living meets glorious views at this harbor front retreat in the heart of C...	4 beds \| 2 baths \| 4,303 sq.ft.	$5,500,000	Airbnb cash on cash: -0.66% Traditional cash on cash: -0.68% Airbnb Rental Income: $5178 Traditional Rental Income: $4048 Airbnb ROI: -0.66% Traditional ROI: -0.68%
38 Indian Trail Chatham, MA BREATHTAKING SUNSETS OVER NANTUCKET SOUND. Perched above Buck's Creek with panoramic views...	4 beds \| 4 baths \| 3,878 sq.ft.	$4,750,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 0.1% Airbnb Rental Income: $5632 Traditional Rental Income: $6165 Airbnb ROI: -0.28% Traditional ROI: 0.1%
205 Forest Street Harwich, MA This stunning home has been thoughtfully reimagined and meticulously renovated to create a...	4 beds \| 4 baths \| 3,192 sq.ft.	$2,475,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.11% Airbnb Rental Income: $null Traditional Rental Income: $5442 Airbnb ROI: N/A Traditional ROI: 1.11%
8 Cottage Street Wareham, MA Can you picture window boxes filled with seasonal flowers and crushed shells framing the f...	3 beds \| 1 baths \| 964 sq.ft.	$350,000	Airbnb cash on cash: 6.2% Traditional cash on cash: 4.85% Airbnb Rental Income: $3476 Traditional Rental Income: $2265 Airbnb ROI: 6.2% Traditional ROI: 4.85%
15 West Road Eastham, MA Perched high above the shoreline like a true treasure, this stunning beachfront home offer...	2 beds \| 4 baths \| 2,342 sq.ft.	$3,100,000	Airbnb cash on cash: -0.61% Traditional cash on cash: -0.12% Airbnb Rental Income: $4153 Traditional Rental Income: $4704 Airbnb ROI: -0.61% Traditional ROI: -0.12%
118 Driftwood Lane South Yarmouth, MA Cape Cod Luxury Waterfront Living on Follins Pond~Bass River! Imagine waking up to blue sk...	4 beds \| 5 baths \| 3,978 sq.ft.	$3,499,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 0.65% Airbnb Rental Income: $4882 Traditional Rental Income: $7060 Airbnb ROI: -0.33% Traditional ROI: 0.65%
27 Warwick Ave Athol, MA Absolutely adorable and affordable!! Move-in ready!! This four bedroom Antique home is a B...	4 beds \| 1 baths \| 1,536 sq.ft.	$280,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.11% Airbnb Rental Income: $null Traditional Rental Income: $3087 Airbnb ROI: N/A Traditional ROI: 9.11%
35 Bayshore Drive Mashpee, MA Welcome to The Osprey-a stunning marshfront retreat overlooking the tranquil waters of Ham...	4 beds \| 4 baths \| 3,236 sq.ft.	$1,395,500	Airbnb cash on cash: 2.07% Traditional cash on cash: 2.65% Airbnb Rental Income: $5855 Traditional Rental Income: $5443 Airbnb ROI: 2.07% Traditional ROI: 2.65%
44 Franklin Street Provincetown, MA Rebuilt from the ground up, this West End gem is a rare find-crafted with intention, desig...	3 beds \| 4 baths \| 2,443 sq.ft.	$3,599,000	Airbnb cash on cash: -0.52% Traditional cash on cash: -0.11% Airbnb Rental Income: $3979 Traditional Rental Income: $4467 Airbnb ROI: -0.52% Traditional ROI: -0.11%
4 Crestwood Dr Blackstone, MA What if the electric company paid you each month? With fully owned solar panels this home ...	3 beds \| 3 baths \| 2,264 sq.ft.	$649,900	Airbnb cash on cash: 3.69% Traditional cash on cash: 3.82% Airbnb Rental Income: $4682 Traditional Rental Income: $3787 Airbnb ROI: 3.69% Traditional ROI: 3.82%
56 Goddard Memorial Dr Worcester, MA Welcome to this beautifully and move in ready attached single-family home, filled with nat...	3 beds \| 2 baths \| 1,702 sq.ft.	$380,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.07% Airbnb Rental Income: $null Traditional Rental Income: $3218 Airbnb ROI: N/A Traditional ROI: 7.07%
552 Orleans Road North Chatham, MA Chatham's Best-Priced Waterfront Home! Enjoy lovely views of Frost Fish Creek from this ch...	3 beds \| 3 baths \| 1,144 sq.ft.	$1,450,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 0.81% Airbnb Rental Income: $1861 Traditional Rental Income: $2998 Airbnb ROI: -0.41% Traditional ROI: 0.81%
11 Pershing Drive East Falmouth, MA Welcome to this stylishly update 3 Bed/2 Bath split-leveled home offering bright, versatil...	3 beds \| 2 baths \| 1,656 sq.ft.	$739,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.14% Airbnb Rental Income: $null Traditional Rental Income: $3244 Airbnb ROI: N/A Traditional ROI: 3.14%
173 Hillsdale Rd Egremont, MA Nestled in a secluded, serene setting and surrounded by lush gardens, fruit trees, wildlif...	5 beds \| 5 baths \| 4,842 sq.ft.	$2,300,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 1.88% Airbnb Rental Income: $7612 Traditional Rental Income: $7316 Airbnb ROI: 1.34% Traditional ROI: 1.88%
116 Oak Lane #12 Brockton, MA Located in the desirable West Side of Brockton where residents benefit from the profession...	1 beds \| 1 baths \| 755 sq.ft.	$220,000	Airbnb cash on cash: 7.27% Traditional cash on cash: 4.9% Airbnb Rental Income: $3253 Traditional Rental Income: $2027 Airbnb ROI: 7.27% Traditional ROI: 4.9%
19 Sandpiper Lane Brewster, MA Welcome to this move-in ready 3-bedroom, 2-bath ranch-style home, ideally located in the c...	3 beds \| 2 baths \| 1,460 sq.ft.	$785,000	Airbnb cash on cash: 4.35% Traditional cash on cash: 2.44% Airbnb Rental Income: $5569 Traditional Rental Income: $3056 Airbnb ROI: 4.35% Traditional ROI: 2.44%
950 Massasoit Road Eastham, MA Built in 2017 by a renowned local developer, this oversized, single-level condominium offe...	3 beds \| 4 baths \| 2,080 sq.ft.	$1,295,000	Airbnb cash on cash: 1.59% Traditional cash on cash: 1.77% Airbnb Rental Income: $5959 Traditional Rental Income: $4994 Airbnb ROI: 1.59% Traditional ROI: 1.77%
13 Old Colony Way Provincetown, MA This beautiful, centrally located single-family home has been lovingly updated with custom...	4 beds \| 3 baths \| 2,086 sq.ft.	$2,599,000	Airbnb cash on cash: -0.64% Traditional cash on cash: 0.13% Airbnb Rental Income: $2470 Traditional Rental Income: $3727 Airbnb ROI: -0.64% Traditional ROI: 0.13%
540 S Orleans Road Orleans, MA Step into timeless elegance with this magnificent 3-bedroom, 4.5-bathroom antique home, se...	3 beds \| 5 baths \| 3,200 sq.ft.	$1,650,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 0.91% Airbnb Rental Income: $3132 Traditional Rental Income: $3158 Airbnb ROI: 0.43% Traditional ROI: 0.91%
77 The Heights Mashpee, MA Incredible opportunity to own a bright and airy golf front home in the gated community of ...	4 beds \| 4 baths \| 3,808 sq.ft.	$1,995,000	Airbnb cash on cash: 0.24% Traditional cash on cash: 1.21% Airbnb Rental Income: $4714 Traditional Rental Income: $5550 Airbnb ROI: 0.24% Traditional ROI: 1.21%
56 Sherwood Road Harwich, MA Built in 1984, this 3-bedroom 2 bath ranch style home has lots to offer! Over 1200 square ...	3 beds \| 2 baths \| 1,744 sq.ft.	$699,000	Airbnb cash on cash: 2.02% Traditional cash on cash: 3.33% Airbnb Rental Income: $3107 Traditional Rental Income: $3255 Airbnb ROI: 2.02% Traditional ROI: 3.33%
30 Bremer St Worcester, MA Welcome to 30 Bremer St, a comfortable 4 bedroom, 2 bath home awaits you. The first floor ...	4 beds \| 2 baths \| 1,365 sq.ft.	$499,900	Airbnb cash on cash: 3.63% Traditional cash on cash: 5.13% Airbnb Rental Income: $3446 Traditional Rental Income: $3382 Airbnb ROI: 3.63% Traditional ROI: 5.13%
81 Province Lands Road unit: 5 #5 Provincetown, MA This spacious 2-bedroom, 1.5-bath condo offers the perfect blend of comfort, convenience, ...	2 beds \| 2 baths \| 1,045 sq.ft.	$1,092,500	Airbnb cash on cash: 0.23% Traditional cash on cash: 0.52% Airbnb Rental Income: $3088 Traditional Rental Income: $2671 Airbnb ROI: 0.23% Traditional ROI: 0.52%
18 Brook Hill Drive Seekonk, MA Set on a spacious lot with a large front and back yard, this beautifully maintained home o...	4 beds \| 2 baths \| 1,904 sq.ft.	$599,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.3% Airbnb Rental Income: $null Traditional Rental Income: $3604 Airbnb ROI: N/A Traditional ROI: 4.3%
2136 Winthrop St Dighton, MA Three Bedroom Executive Ranch offers single level living. Well built in 2000 and carefully...	3 beds \| 1 baths \| 2,072 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.83% Airbnb Rental Income: $null Traditional Rental Income: $2814 Airbnb ROI: N/A Traditional ROI: 2.83%
120 King St Raynham, MA Fully renovated in 2018, this home checks every box! Updates include new roof, siding, hug...	3 beds \| 2 baths \| 1,572 sq.ft.	$559,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.92% Airbnb Rental Income: $null Traditional Rental Income: $3178 Airbnb ROI: N/A Traditional ROI: 3.92%
3 Westwood Drive Worcester, MA An extraordinary opportunity to own one of Worcesterâs premier estates in a neighborhood...	4 beds \| 5 baths \| 4,915 sq.ft.	$1,100,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 2.95% Airbnb Rental Income: $3446 Traditional Rental Income: $5749 Airbnb ROI: -0.05% Traditional ROI: 2.95%

Real Estate investment in Massachusetts

There are 3,967 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 $594,983 and the average price per square foot is $0. Their average monthly cash on cash return is 5.00%.

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

There are 3,967 investment properties available for sale in Massachusetts.

In 2025, North Adams is the best city to buy investment properties. Find more investment properties today!

In 2025, North Adams (10%) 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

11 Robinwood Ave

Boston, MA

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

$2,399,000

Airbnb cash on cash: -1.5%

Traditional cash on cash: 0.27%

Airbnb Rental Income: $991

Traditional Rental Income: $4593

Airbnb ROI: -1.5%

Traditional ROI: 0.27%

20 Hardings Beach Road

Chatham, MA

4 beds | 4 baths | 2,770 sq.ft.

$1,995,000

Airbnb cash on cash: 1.15%

Traditional cash on cash: 1.38%

Airbnb Rental Income: $5632

Traditional Rental Income: $4925

Airbnb ROI: 1.15%

Traditional ROI: 1.38%

125 Bay Road

Eastham, MA

3 beds | 3 baths | 1,662 sq.ft.

$2,195,000

Airbnb cash on cash: 0.76%

Traditional cash on cash: 0.17%

Airbnb Rental Income: $5959

Traditional Rental Income: $3577

Airbnb ROI: 0.76%

Traditional ROI: 0.17%

496 Shore Road unit: 21 #21

Truro, MA

3 beds | 2 baths | 2,018 sq.ft.

$1,350,000

Airbnb cash on cash: 0.36%

Traditional cash on cash: 0.71%

Airbnb Rental Income: $4038

Traditional Rental Income: $3609

Airbnb ROI: 0.36%

Traditional ROI: 0.71%

496 Shore Road unit: 16 #16

Truro, MA

2 beds | 2 baths | 607 sq.ft.

$720,000

Airbnb cash on cash: 0.69%

Traditional cash on cash: 1.08%

Airbnb Rental Income: $2819

Traditional Rental Income: $2420

Airbnb ROI: 0.69%

Traditional ROI: 1.08%

73 Joshua Jethro Road

Chatham, MA

3 beds | 2 baths | 2,307 sq.ft.

$1,570,000

Airbnb cash on cash: 2.24%

Traditional cash on cash: 1.04%

Airbnb Rental Income: $6412

Traditional Rental Income: $3418

Airbnb ROI: 2.24%

Traditional ROI: 1.04%

5 Great Hills Road

Truro, MA

5 beds | 3 baths | 2,456 sq.ft.

$1,850,000

Airbnb cash on cash: 0.39%

Traditional cash on cash: 0.82%

Airbnb Rental Income: $4353

Traditional Rental Income: $4180

Airbnb ROI: 0.39%

Traditional ROI: 0.82%

3 Seagull Lane

Harwich, MA

4 beds | 2 baths | 2,218 sq.ft.

$799,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.59%

Airbnb Rental Income: $null

Traditional Rental Income: $3102

Airbnb ROI: N/A