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!

separator

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: 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.	$599,900	Airbnb cash on cash: 1.58% Traditional cash on cash: 2.76% Airbnb Rental Income: $3257 Traditional Rental Income: $3187 Airbnb ROI: 1.58% Traditional ROI: 2.76%
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: -0.4% 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%
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.	$569,000	Airbnb cash on cash: 2.34% Traditional cash on cash: 2.74% Airbnb Rental Income: $2729 Traditional Rental Income: $2298 Airbnb ROI: 2.34% Traditional ROI: 2.74%
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%
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%
504 Massachusetts Ave #3 Boston, MA 504 Massachusetts Ave #3, Boston, MA 02118 \| Condo/Coop	2 beds \| 2 baths \| 1,140 sq.ft.	$999,000	Airbnb cash on cash: 0.02% Traditional cash on cash: 0.48% Airbnb Rental Income: $3176 Traditional Rental Income: $2890 Airbnb ROI: 0.02% Traditional ROI: 0.48%
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%
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 \| N/A 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%
200 Cove Way unit: 614 #614 Quincy, MA Are you an outdoors type that enjoys sailing, swimming, tennis or do you like dining out, ...	2 beds \| 2 baths \| 1,051 sq.ft.	$415,000	Airbnb cash on cash: -1.41% Traditional cash on cash: 2.25% Airbnb Rental Income: $1458 Traditional Rental Income: $2449 Airbnb ROI: -1.41% Traditional ROI: 2.25%
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%
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: 0.75% Traditional cash on cash: 2.08% Airbnb Rental Income: $5815 Traditional Rental Income: $7316 Airbnb ROI: 0.75% Traditional ROI: 2.08%
116 Oak Lane unit: 12 #12 Brockton, MA Back on Market!! Located in the desirable West Side of Brockton where residents benefit fr...	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%
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%
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%
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%
5 Depot Road Truro, MA Perched above Pamet River, this fully renovated antique exudes timeless charm. Once inside...	4 beds \| 2 baths \| 2,400 sq.ft.	$1,649,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 1.13% Airbnb Rental Income: $2280 Traditional Rental Income: $3966 Airbnb ROI: -0.34% Traditional ROI: 1.13%
70 Main St Egremont, MA Charming 1790 Historic Home in the Heart of South EgremontNestled on a picturesque 0.8-acr...	4 beds \| 2 baths \| 2,148 sq.ft.	$589,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 5.29% Airbnb Rental Income: $1917 Traditional Rental Income: $3802 Airbnb ROI: 0.94% Traditional ROI: 5.29%
165 Commercial Street unit: 4 #4 Provincetown, MA Experience penthouse living at one of Provincetown's most enviable addresses. Perfectly po...	2 beds \| 2 baths \| 1,035 sq.ft.	$1,950,000	Airbnb cash on cash: -0.89% Traditional cash on cash: -0.4% Airbnb Rental Income: $2748 Traditional Rental Income: $2999 Airbnb ROI: -0.89% Traditional ROI: -0.4%
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 Millers Way unit: C #C Sutton, MA Experience townhouse living in a desirable commuter locale, thoughtfully positioned toward...	2 beds \| 2 baths \| 2,216 sq.ft.	$499,900	Airbnb cash on cash: 4.11% Traditional cash on cash: 4.4% Airbnb Rental Income: $4408 Traditional Rental Income: $3620 Airbnb ROI: 4.11% Traditional ROI: 4.4%
6 Apple Way Orleans, MA From this .74 lot enjoy the setting of planted grasses and mature trees. Sit in the yard a...	2 beds \| 2 baths \| 1,414 sq.ft.	$550,000	Airbnb cash on cash: 3.07% Traditional cash on cash: 3.9% Airbnb Rental Income: $3173 Traditional Rental Income: $2884 Airbnb ROI: 3.07% Traditional ROI: 3.9%
60 Greentree Ln unit: 38 #38 Weymouth, MA Fantastic third floor end unit ready for new owners! Enjoy the convenient location, beauti...	2 beds \| 2 baths \| 910 sq.ft.	$355,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 4.56% Airbnb Rental Income: $1912 Traditional Rental Income: $2698 Airbnb ROI: 0.68% Traditional ROI: 4.56%
208 Irene's Way Tisbury, MA *NOW OFFERED TURN KEY* At just $439/sqft this is a wonderful home and a great opportun...	4 beds \| 3 baths \| 2,961 sq.ft.	$1,299,000	Airbnb cash on cash: 0.5% Traditional cash on cash: 1.59% Airbnb Rental Income: $3553 Traditional Rental Income: $4090 Airbnb ROI: 0.5% Traditional ROI: 1.59%
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%
290 High Street Pembroke, MA Offer deadline 8pm Monday November 17th, offers good until Wednesday November 19th, 2025.T...	3 beds \| 2 baths \| 1,754 sq.ft.	$610,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.77% Airbnb Rental Income: $null Traditional Rental Income: $3408 Airbnb ROI: N/A Traditional ROI: 3.77%

Real Estate investment in Massachusetts

There are 3,975 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 $459,925 and the average price per square foot is $0. Their average monthly cash on cash return is 8.00%.

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

There are 3,975 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 (16%) 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

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.

$599,900

Airbnb cash on cash: 1.58%

Traditional cash on cash: 2.76%

Airbnb Rental Income: $3257

Traditional Rental Income: $3187

Airbnb ROI: 1.58%

Traditional ROI: 2.76%

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%

Traditional ROI: 0.91%

75 Burbank St #501

Boston, MA

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

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

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%