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
1 Huntington Ave #903 Boston, MA 1 Huntington Ave #903, Boston, MA 02116 \| Condo/Coop	3 beds \| 2 baths \| 2,702 sq.ft.	$4,450,000	Airbnb cash on cash: -2.54% Traditional cash on cash: -2.51% Airbnb Rental Income: $4101 Traditional Rental Income: $3347 Airbnb ROI: -2.54% Traditional ROI: -2.51%
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%
121 Portland St #505 Boston, MA 121 Portland St #505, Boston, MA 02114 \| Condo/Coop	1 beds \| 1 baths \| 481 sq.ft.	$575,000	Airbnb cash on cash: 3.25% Traditional cash on cash: 0.77% Airbnb Rental Income: $4476 Traditional Rental Income: $2212 Airbnb ROI: 3.25% Traditional ROI: 0.77%
112 Roslindale Ave #2 Boston, MA 112 Roslindale Ave #2, Boston, MA 02131 \| Condo/Coop	3 beds \| 2 baths \| 1,183 sq.ft.	$615,000	Airbnb cash on cash: 1.48% Traditional cash on cash: 2.64% Airbnb Rental Income: $3257 Traditional Rental Income: $3187 Airbnb ROI: 1.48% Traditional ROI: 2.64%
32 Lime St Boston, MA	4 beds \| 5 baths \| 5,194 sq.ft.	$9,450,000	Airbnb cash on cash: -1.66% Traditional cash on cash: -1.48% Airbnb Rental Income: $6280 Traditional Rental Income: $6608 Airbnb ROI: -1.66% Traditional ROI: -1.48%
78 Hutchings St #1 Boston, MA 78 Hutchings St #1, Boston, MA 02121 \| Condo/Coop	3 beds \| 2 baths \| 1,837 sq.ft.	$599,000	Airbnb cash on cash: 1.7% Traditional cash on cash: 3.2% Airbnb Rental Income: $3221 Traditional Rental Income: $3338 Airbnb ROI: 1.7% Traditional ROI: 3.2%
280 Beacon St #1 Boston, MA 280 Beacon St #1, Boston, MA 02116 \| Condo/Coop	1 beds \| 1 baths \| 685 sq.ft.	$699,000	Airbnb cash on cash: -1.25% Traditional cash on cash: -0.33% Airbnb Rental Income: $1893 Traditional Rental Income: $1986 Airbnb ROI: -1.25% Traditional ROI: -0.33%
2 Larose Pl #13 Boston, MA 2 Larose Pl #13, Boston, MA 02135 \| Condo/Coop	2 beds \| 1 baths \| 735 sq.ft.	$529,000	Airbnb cash on cash: -1.23% Traditional cash on cash: 0.91% Airbnb Rental Income: $1502 Traditional Rental Income: $2121 Airbnb ROI: -1.23% Traditional ROI: 0.91%
75 Burbank St #501 Boston, MA 75 Burbank St #501, Boston, MA 02115 \| Condo/Coop	1 beds \| 1 baths \| 425 sq.ft.	$496,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 0.75% Airbnb Rental Income: $2175 Traditional Rental Income: $1833 Airbnb ROI: 0.29% Traditional ROI: 0.75%
28-32 Atlantic Ave #424 Boston, MA 28-32 Atlantic Ave #424, Boston, MA 02110 \| Condo/Coop	2 beds \| 1 baths \| 1,023 sq.ft.	$1,370,000	Airbnb cash on cash: -1.8% Traditional cash on cash: -1.87% Airbnb Rental Income: $3073 Traditional Rental Income: $2284 Airbnb ROI: -1.8% Traditional ROI: -1.87%
125 Bay Road Eastham, MA Impeccably renovated and maintained, this is waterfront perfection with a private beach an...	3 beds \| 2 baths \| 1,662 sq.ft.	$2,195,000	Airbnb cash on cash: -0.52% Traditional cash on cash: 0.17% Airbnb Rental Income: $2826 Traditional Rental Income: $3577 Airbnb ROI: -0.52% 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.	$1,299,000	Airbnb cash on cash: 0.24% Traditional cash on cash: 0.78% Airbnb Rental Income: $3778 Traditional Rental Income: $3609 Airbnb ROI: 0.24% Traditional ROI: 0.78%
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: 1.71% Traditional cash on cash: 1.08% Airbnb Rental Income: $3637 Traditional Rental Income: $2420 Airbnb ROI: 1.71% Traditional ROI: 1.08%
15 Shannon Road Harwich, MA Step into this beautifully renovated 3 bed 2 bath home featuring a brand-new kitchen and b...	3 beds \| 2 baths \| 1,124 sq.ft.	$629,900	Airbnb cash on cash: 2.47% Traditional cash on cash: 3.49% Airbnb Rental Income: $3107 Traditional Rental Income: $3001 Airbnb ROI: 2.47% Traditional ROI: 3.49%
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%
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.	$1,799,000	Airbnb cash on cash: 0.86% Traditional cash on cash: 0.87% Airbnb Rental Income: $5224 Traditional Rental Income: $4180 Airbnb ROI: 0.86% Traditional ROI: 0.87%
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.	$579,000	Airbnb cash on cash: 2.28% Traditional cash on cash: 2.68% Airbnb Rental Income: $2729 Traditional Rental Income: $2298 Airbnb ROI: 2.28% Traditional ROI: 2.68%
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%
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: 2.49% Traditional cash on cash: 4.41% Airbnb Rental Income: $2121 Traditional Rental Income: $2075 Airbnb ROI: 2.49% Traditional ROI: 4.41%
266 School Street Cotuit, MA This lovingly maintained cottage offers the perfect blend of Cape Cod charm and modern con...	2 beds \| 1 baths \| 1,000 sq.ft.	$625,000	Airbnb cash on cash: -1.2% Traditional cash on cash: 1.8% Airbnb Rental Income: $942 Traditional Rental Income: $2346 Airbnb ROI: -1.2% Traditional ROI: 1.8%
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%
12 Stoneholm St #307 Boston, MA 12 Stoneholm St #307, Boston, MA 02115 \| Condo/Coop	1 beds \| 1 baths \| 405 sq.ft.	$464,900	Airbnb cash on cash: 0.16% Traditional cash on cash: 0.88% Airbnb Rental Income: $2175 Traditional Rental Income: $1937 Airbnb ROI: 0.16% Traditional ROI: 0.88%
692 Tremont St #6 Boston, MA 692 Tremont St #6, Boston, MA 02118 \| Condo/Coop	2 beds \| 1 baths \| 870 sq.ft.	$930,000	Airbnb cash on cash: -0.2% Traditional cash on cash: -0.46% Airbnb Rental Income: $3176 Traditional Rental Income: $2238 Airbnb ROI: -0.2% Traditional ROI: -0.46%
41 Brookley Rd #2 Boston, MA 41 Brookley Rd #2, Boston, MA 02130 \| Condo/Coop	3 beds \| 2 baths \| 1,085 sq.ft.	$745,000	Airbnb cash on cash: 1.07% Traditional cash on cash: 1.65% Airbnb Rental Income: $3726 Traditional Rental Income: $3313 Airbnb ROI: 1.07% Traditional ROI: 1.65%
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%
33 Adams St #1 Boston, MA 33 Adams St #1, Boston, MA 02122 \| Condo/Coop	2 beds \| 2 baths \| 1,180 sq.ft.	$589,500	Airbnb cash on cash: -0.23% Traditional cash on cash: 2.21% Airbnb Rental Income: $2009 Traditional Rental Income: $2831 Airbnb ROI: -0.23% Traditional ROI: 2.21%
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: -0.68% Traditional cash on cash: 0.1% Airbnb Rental Income: $3498 Traditional Rental Income: $6165 Airbnb ROI: -0.68% Traditional ROI: 0.1%
377 Shawmut Ave Boston, MA 377 Shawmut Ave, Boston, MA 02118 \| Multi Family	4 beds \| 3 baths \| 1,842 sq.ft.	$1,725,000	Airbnb cash on cash: -0.75% Traditional cash on cash: 0.28% Airbnb Rental Income: $3176 Traditional Rental Income: $4097 Airbnb ROI: -0.75% Traditional ROI: 0.28%
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: 2.76% Traditional cash on cash: 4.85% Airbnb Rental Income: $2118 Traditional Rental Income: $2265 Airbnb ROI: 2.76% Traditional ROI: 4.85%
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.	$3,375,000	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%
921 Ridgefield Cir #C Clinton, MA Discover potential in this "Oxford" townhome at Ridgefield! Located in a highly sought aft...	2 beds \| 3 baths \| 1,540 sq.ft.	$424,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.07% Airbnb Rental Income: $null Traditional Rental Income: $3176 Airbnb ROI: N/A Traditional ROI: 4.07%
93 Chapman Place #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%
314 Cockle Cove Road South Chatham, MA Wake up to shimmering views of Nantucket Sound from your luxurious family compound, just s...	4 beds \| N/A baths \| 3,120 sq.ft.	$2,995,000	Airbnb cash on cash: -0.29% Traditional cash on cash: -0.1% Airbnb Rental Income: $3585 Traditional Rental Income: $3352 Airbnb ROI: -0.29% Traditional ROI: -0.1%
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.	$699,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.37% Airbnb Rental Income: $null Traditional Rental Income: $3244 Airbnb ROI: N/A Traditional ROI: 3.37%
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.	$2,150,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 2.08% Airbnb Rental Income: $7612 Traditional Rental Income: $7316 Airbnb ROI: 1.5% Traditional ROI: 2.08%
497 South 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: 4.04% Traditional cash on cash: 6.75% Airbnb Rental Income: $3505 Traditional Rental Income: $3914 Airbnb ROI: 4.04% Traditional ROI: 6.75%
77 The Heights Mashpee, MA JUST REDUCED $200,000! Incredible opportunity to own a bright and airy golf front home in ...	4 beds \| N/A baths \| 3,808 sq.ft.	$1,795,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 1.46% Airbnb Rental Income: $4714 Traditional Rental Income: $5550 Airbnb ROI: 0.37% Traditional ROI: 1.46%
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%

Real Estate investment in Massachusetts

There are 5,060 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 $447,317 and the average price per square foot is $0. Their average monthly cash on cash return is 6.33%.

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

There are 5,060 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 (11%) 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

1 Huntington Ave #903

Boston, MA

3 beds | 2 baths | 2,702 sq.ft.

$4,450,000

Airbnb cash on cash: -2.54%

Traditional cash on cash: -2.51%

Airbnb Rental Income: $4101

Traditional Rental Income: $3347

Airbnb ROI: -2.54%

Traditional ROI: -2.51%

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%

121 Portland St #505

Boston, MA

1 beds | 1 baths | 481 sq.ft.

$575,000

Airbnb cash on cash: 3.25%

Traditional cash on cash: 0.77%

Airbnb Rental Income: $4476

Traditional Rental Income: $2212

Airbnb ROI: 3.25%

Traditional ROI: 0.77%

112 Roslindale Ave #2

Boston, MA

3 beds | 2 baths | 1,183 sq.ft.

$615,000

Airbnb cash on cash: 1.48%

Traditional cash on cash: 2.64%

Airbnb Rental Income: $3257

Traditional Rental Income: $3187

Airbnb ROI: 1.48%

Traditional ROI: 2.64%

32 Lime St

Boston, MA

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

$9,450,000

Airbnb cash on cash: -1.66%

Traditional cash on cash: -1.48%

Airbnb Rental Income: $6280

Traditional Rental Income: $6608

Airbnb ROI: -1.66%

Traditional ROI: -1.48%

78 Hutchings St #1

Boston, MA

3 beds | 2 baths | 1,837 sq.ft.

$599,000

Airbnb cash on cash: 1.7%

Traditional cash on cash: 3.2%

Airbnb Rental Income: $3221

Traditional Rental Income: $3338

Airbnb ROI: 1.7%

Traditional ROI: 3.2%

280 Beacon St #1

Boston, MA

1 beds | 1 baths | 685 sq.ft.

$699,000

Airbnb cash on cash: -1.25%

Traditional cash on cash: -0.33%

Airbnb Rental Income: $1893

Traditional Rental Income: $1986

Airbnb ROI: -1.25%

Traditional ROI: -0.33%

2 Larose Pl #13

Boston, MA

2 beds | 1 baths | 735 sq.ft.

$529,000

Airbnb cash on cash: -1.23%

Traditional cash on cash: 0.91%

Airbnb Rental Income: $1502

Traditional Rental Income: $2121

Airbnb ROI: -1.23%