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.

Single Family Homes for Sale in Massachusetts

Search for Single Family Residential for Sale in Massachusetts. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 3,210 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
211 Randolph St Weymouth, MA Come see this beautiful, quaint, and tastefully updated Cape situated in the heart of Sout...	2 beds \| 2 baths \| 1,434 sq.ft.	$524,900	Airbnb cash on cash: 0.82% Traditional cash on cash: 4.1% Airbnb Rental Income: $1912 Traditional Rental Income: $3014 Airbnb ROI: 0.82% Traditional ROI: 4.1%
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%
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%
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.	$549,000	Airbnb cash on cash: 2.46% Traditional cash on cash: 2.88% Airbnb Rental Income: $2729 Traditional Rental Income: $2298 Airbnb ROI: 2.46% Traditional ROI: 2.88%
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%
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%
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%
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%
2 Prince St Beverly, MA This renovated coastal residence offers a refined yet relaxed lifestyle in one of Beverlyâ...	4 beds \| 3 baths \| 3,329 sq.ft.	$1,750,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.05% Airbnb Rental Income: $null Traditional Rental Income: $4518 Airbnb ROI: N/A Traditional ROI: 1.05%
60 Ashumet Avenue Mashpee, MA Welcome to 60 Ashumet Ave, a beautifully updated home in an association neighborhood with ...	3 beds \| 2 baths \| 1,228 sq.ft.	$515,000	Airbnb cash on cash: 4.37% Traditional cash on cash: 4.22% Airbnb Rental Income: $3738 Traditional Rental Income: $2854 Airbnb ROI: 4.37% Traditional ROI: 4.22%
242 Eastwood Dr Westfield, MA Westfield - Contractors, horse enthusiasts and car buffs rejoice. This incredible opportun...	4 beds \| 3 baths \| 4,814 sq.ft.	$950,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 2.63% Airbnb Rental Income: $2859 Traditional Rental Income: $4415 Airbnb ROI: 0.11% Traditional ROI: 2.63%
10 Rockledge Drive North Falmouth, MA Welcome to this inviting 3-bed, 2.5-bath home that combines comfort, charm, and an excepti...	3 beds \| 2 baths \| 2,583 sq.ft.	$985,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 2.26% Airbnb Rental Income: $2001 Traditional Rental Income: $3600 Airbnb ROI: -0.06% Traditional ROI: 2.26%
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%
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%
68 Howe Rd Pittsfield, MA One owner well cared for ranch with large finished Lower level with 1/2 bath and laundry. ...	3 beds \| 1 baths \| 2,184 sq.ft.	$392,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 4.8% Airbnb Rental Income: $1531 Traditional Rental Income: $2527 Airbnb ROI: 0.88% Traditional ROI: 4.8%
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%
31 Heald St Pepperell, MA This captivating Cape perfectly melds country charm w/ updates! Knotty pine shines through...	4 beds \| 4 baths \| 2,658 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.23% Airbnb Rental Income: $null Traditional Rental Income: $4768 Airbnb ROI: N/A Traditional ROI: 6.23%
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%
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%
259 Park Ave East Wareham, MA Much potential in this little cottage just a short walk to White Island Pond. Cozy stone f...	3 beds \| 2 baths \| 1,436 sq.ft.	$579,900	Airbnb cash on cash: 1.01% Traditional cash on cash: 4.17% Airbnb Rental Income: $1812 Traditional Rental Income: $3028 Airbnb ROI: 1.01% Traditional ROI: 4.17%
190 Mill St Agawam, MA 2 acres of land come with this Cape with 4 bedrooms, 2 baths and a oversized two car gara...	4 beds \| 2 baths \| 2,048 sq.ft.	$525,000	Airbnb cash on cash: 1.04% Traditional cash on cash: 5.27% Airbnb Rental Income: $1873 Traditional Rental Income: $3444 Airbnb ROI: 1.04% Traditional ROI: 5.27%
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%
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%
120 Hackett Ave Lakeville, MA Charming Lakeville Home Steps from Long Pond! Welcome to this inviting 3-bedroom, 1.5-bath...	3 beds \| 1 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%
58 Road to the Plains Edgartown, MA KATAMA BEACH HOUSE - This turnkey Katama retreat blends coastal charm with modern comfort,...	4 beds \| 2 baths \| 1,342 sq.ft.	$1,750,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.88% Airbnb Rental Income: $null Traditional Rental Income: $3403 Airbnb ROI: N/A Traditional ROI: 0.88%
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 Experience serene waterfront living in this exquisite home, offering 300 feet of frontage ...	3 beds \| 2 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%
5 Candlewood Drive Sandwich, MA Fantastic Opportunity - DIY Buyer, Investor, or Contractor! This home is a diamond in the ...	3 beds \| 2 baths \| 1,680 sq.ft.	$525,000	Airbnb cash on cash: 0.56% Traditional cash on cash: 4.17% Airbnb Rental Income: $1964 Traditional Rental Income: $3218 Airbnb ROI: 0.56% Traditional ROI: 4.17%
958 Main St HOLYOKE, MA Come and see this beautifully updated Victorian Style family home with 4 bedrooms and 2 fu...	4 beds \| 2 baths \| 2,010 sq.ft.	$339,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.53% Airbnb Rental Income: $null Traditional Rental Income: $3332 Airbnb ROI: N/A Traditional ROI: 8.53%
236 Thomas St Middleboro, MA BACK ON MARKET-BUYER'S LOSS, YOUR GAIN! This fully updated 3-bedroom, 1.5-bath home offers...	3 beds \| 2 baths \| 1,639 sq.ft.	$549,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.09% Airbnb Rental Income: $null Traditional Rental Income: $3283 Airbnb ROI: N/A Traditional ROI: 4.09%
728 Great Fields Road Brewster, MA Charming three-bedroom Cape in a great Brewster location-less than a mile to Long and Seym...	3 beds \| 2 baths \| 1,266 sq.ft.	$649,000	Airbnb cash on cash: 5.66% Traditional cash on cash: 3.22% Airbnb Rental Income: $5569 Traditional Rental Income: $2973 Airbnb ROI: 5.66% Traditional ROI: 3.22%
54 Dunmore Ct Lenox, MA Discover comfortable & gracious living in this impeccably renovated contemporary home in L...	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 Welcome to 278 North Franklin Street, a spacious 4-bed, 1.5-bath home near the Braintree l...	4 beds \| 2 baths \| 1,944 sq.ft.	$680,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.38% Airbnb Rental Income: $null Traditional Rental Income: $3575 Airbnb ROI: N/A Traditional ROI: 3.38%
15 Whidah Drive Harwich, MA Welcome home to this bright, move-in ready, two-bedroom, two-bath ranch in the coveted Ple...	3 beds \| 2 baths \| 1,752 sq.ft.	$825,000	Airbnb cash on cash: 1.51% Traditional cash on cash: 2.16% Airbnb Rental Income: $3107 Traditional Rental Income: $2904 Airbnb ROI: 1.51% Traditional ROI: 2.16%
38 Lakeside Dr Marstons Mills, MA Searching for a Cape Cod getaway with deeded beach rights on a pond? Plan to see this 3 b...	3 beds \| 1 baths \| 792 sq.ft.	$475,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 3.23% Airbnb Rental Income: $1864 Traditional Rental Income: $2134 Airbnb ROI: 1.5% Traditional ROI: 3.23%
483 Home Rd Sheffield, MA Suzann Laverack Ward [email protected] 413-329-3031 HOUSATONIC REAL ESTATE	3 beds \| 3 baths \| 1,991 sq.ft.	$695,000	Airbnb cash on cash: 0.87% Traditional cash on cash: 2.76% Airbnb Rental Income: $2734 Traditional Rental Income: $3318 Airbnb ROI: 0.87% Traditional ROI: 2.76%
28 Lennon St Gardner, MA Location, Location, location Well maintained move-in ready cape located minutes away f...	2 beds \| 1 baths \| 1,070 sq.ft.	$309,999	Airbnb cash on cash: N/A Traditional cash on cash: 5.67% Airbnb Rental Income: $null Traditional Rental Income: $2301 Airbnb ROI: N/A Traditional ROI: 5.67%
16 Priest Rd Berlin, MA This original Campbell Smith designed Colonial blends classic charm w/ a welcoming, versat...	4 beds \| 2 baths \| 3,690 sq.ft.	$999,500	Airbnb cash on cash: -2.37% Traditional cash on cash: 2.27% Airbnb Rental Income: $284 Traditional Rental Income: $4369 Airbnb ROI: -2.37% Traditional ROI: 2.27%

Your search for investment property begins and ends here

Single Family Homes for Sale in Massachusetts

211 Randolph St

Weymouth, MA

2 beds | 2 baths | 1,434 sq.ft.

$524,900

Airbnb cash on cash: 0.82%

Traditional cash on cash: 4.1%

Airbnb Rental Income: $1912

Traditional Rental Income: $3014

Airbnb ROI: 0.82%

Traditional ROI: 4.1%

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%

73 Joshua Jethro Road

Chatham, MA

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%

27 Quaker Lane

Harwich, MA

2 beds | 1 baths | 1,019 sq.ft.

$549,000

Airbnb cash on cash: 2.46%

Traditional cash on cash: 2.88%

Airbnb Rental Income: $2729

Traditional Rental Income: $2298

Airbnb ROI: 2.46%

Traditional ROI: 2.88%

14 Colonial Road

Webster, MA

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%

1203 Bennington St

Winthrop, MA

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%

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%

35 Bayshore Drive

Mashpee, MA

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%