Real Estate Investment Properties for Sale in Great Barrington, MA

Looking for investment property in Great Barrington, MA with high ROI ?

Explore a variety of short-term homes & houses in Great Barrington, MA. Invest wisely with VRBO & Great Barrington, MA 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 Great Barrington, MA

Search for Single Family Residential for Sale in Great Barrington, 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 22 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
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: 4.04% Traditional cash on cash: 6.75% Airbnb Rental Income: $3505 Traditional Rental Income: $3914 Airbnb ROI: 4.04% Traditional ROI: 6.75%
9 Forest Row Alford, MA Immaculate ground level unit in the private country community of Forest Row., located just...	2 beds \| 1 baths \| 1,008 sq.ft.	$315,000	Airbnb cash on cash: 2.42% Traditional cash on cash: 3.26% Airbnb Rental Income: $2001 Traditional Rental Income: $1728 Airbnb ROI: 2.42% Traditional ROI: 3.26%
Lot 10 Thrushwood Ln Great Barrington, MA Maureen White Kirkby [email protected] 413-446-5634 BERKSHIRE HATHAWAY HOMESERVI...	5 beds \| 5 baths \| 3,808 sq.ft.	$829,000	Airbnb cash on cash: 3.78% Traditional cash on cash: 4.78% Airbnb Rental Income: $5934 Traditional Rental Income: $5532 Airbnb ROI: 3.78% Traditional ROI: 4.78%
54 Division St Great Barrington, MA Opportunity to Finish Your Dream Home! This newly renovated home is awaiting your final to...	2 beds \| 2 baths \| 1,792 sq.ft.	$299,000	Airbnb cash on cash: 2.83% Traditional cash on cash: 9.47% Airbnb Rental Income: $2001 Traditional Rental Income: $3346 Airbnb ROI: 2.83% Traditional ROI: 9.47%
114 Brush Hill Rd Great Barrington, MA New Build Contemporary Mark Rosengren [email protected] 413-329-0049 LANCE VERMEULEN ...	2 beds \| 2 baths \| 1,584 sq.ft.	$1,250,000	Airbnb cash on cash: 0.17% Traditional cash on cash: 1.8% Airbnb Rental Income: $2001 Traditional Rental Income: $3366 Airbnb ROI: 0.17% Traditional ROI: 1.8%
6 Muddy Brook Cir Stockbridge, MA Stunning Contemporary Home in Great Barrington - Perfect Blend of Privacy and Convenience	3 beds \| 4 baths \| 2,447 sq.ft.	$1,200,000	Airbnb cash on cash: -0.89% Traditional cash on cash: 1.22% Airbnb Rental Income: $2192 Traditional Rental Income: $4000 Airbnb ROI: -0.89% Traditional ROI: 1.22%
324 Park St Alford, MA Claudia Laslie [email protected] 413-854-7422 LANCE VERMEULEN RE, INC. 413-528-6011	2 beds \| 2 baths \| 1,622 sq.ft.	$796,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 2.17% Airbnb Rental Income: $2001 Traditional Rental Income: $3387 Airbnb ROI: -0.41% Traditional ROI: 2.17%
12 Barrington Place Great Barrington, MA Charming renovated 1900 Colonial On The Hill. Chef''s eat in kitchen with enter island. ...	4 beds \| 2 baths \| 2,105 sq.ft.	$799,000	Airbnb cash on cash: 1.45% Traditional cash on cash: 3.24% Airbnb Rental Income: $3576 Traditional Rental Income: $4119 Airbnb ROI: 1.45% Traditional ROI: 3.24%
211 Cottage St Great Barrington, MA Helen Mullany [email protected] 413-429-7733 HELEN MULLANY REAL ESTATE, LLC	3 beds \| 3 baths \| 3,204 sq.ft.	$875,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 2.88% Airbnb Rental Income: $3505 Traditional Rental Income: $4096 Airbnb ROI: 1.21% Traditional ROI: 2.88%
2 West Rose Ct Great Barrington, MA Helen Mullany [email protected] 413-429-7733 HELEN MULLANY REAL ESTATE, LLC	3 beds \| 3 baths \| 1,368 sq.ft.	$449,000	Airbnb cash on cash: 4.08% Traditional cash on cash: 5.09% Airbnb Rental Income: $3505 Traditional Rental Income: $3157 Airbnb ROI: 4.08% Traditional ROI: 5.09%
81 Castle Hill Ave Great Barrington, MA Helen Mullany [email protected] 413-429-7733 HELEN MULLANY REAL ESTATE, LLC	3 beds \| 2 baths \| 1,760 sq.ft.	$729,000	Airbnb cash on cash: 1.79% Traditional cash on cash: 3.02% Airbnb Rental Income: $3505 Traditional Rental Income: $3569 Airbnb ROI: 1.79% Traditional ROI: 3.02%
165 - D Maple Ave Great Barrington, MA Experience the ease of downtown living in this immaculate Maple Grove condominium. Positio...	3 beds \| 2 baths \| 1,771 sq.ft.	$779,000	Airbnb cash on cash: 1.54% Traditional cash on cash: 2.6% Airbnb Rental Income: $3505 Traditional Rental Income: $3504 Airbnb ROI: 1.54% Traditional ROI: 2.6%

Your search for investment property begins and ends here

Single Family Homes for Sale in Great Barrington, MA

497 S Main St

Great Barrington, MA

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%

9 Forest Row

Alford, MA

2 beds | 1 baths | 1,008 sq.ft.

$315,000

Airbnb cash on cash: 2.42%

Traditional cash on cash: 3.26%

Airbnb Rental Income: $2001

Traditional Rental Income: $1728

Airbnb ROI: 2.42%

Traditional ROI: 3.26%

Lot 10 Thrushwood Ln

Great Barrington, MA

5 beds | 5 baths | 3,808 sq.ft.

$829,000

Airbnb cash on cash: 3.78%

Traditional cash on cash: 4.78%

Airbnb Rental Income: $5934

Traditional Rental Income: $5532

Airbnb ROI: 3.78%

Traditional ROI: 4.78%

54 Division St

Great Barrington, MA

2 beds | 2 baths | 1,792 sq.ft.

$299,000

Airbnb cash on cash: 2.83%

Traditional cash on cash: 9.47%

Airbnb Rental Income: $2001

Traditional Rental Income: $3346

Airbnb ROI: 2.83%

Traditional ROI: 9.47%

114 Brush Hill Rd

Great Barrington, MA

2 beds | 2 baths | 1,584 sq.ft.

$1,250,000

Airbnb cash on cash: 0.17%

Traditional cash on cash: 1.8%

Airbnb Rental Income: $2001

Traditional Rental Income: $3366

Airbnb ROI: 0.17%

Traditional ROI: 1.8%

6 Muddy Brook Cir

Stockbridge, MA

3 beds | 4 baths | 2,447 sq.ft.

$1,200,000

Airbnb cash on cash: -0.89%

Traditional cash on cash: 1.22%

Airbnb Rental Income: $2192

Traditional Rental Income: $4000

Airbnb ROI: -0.89%

Traditional ROI: 1.22%

324 Park St

Alford, MA

2 beds | 2 baths | 1,622 sq.ft.

$796,000

Airbnb cash on cash: -0.41%

Traditional cash on cash: 2.17%

Airbnb Rental Income: $2001

Traditional Rental Income: $3387

Airbnb ROI: -0.41%

Traditional ROI: 2.17%

12 Barrington Place

Great Barrington, MA

4 beds | 2 baths | 2,105 sq.ft.

$799,000

Airbnb cash on cash: 1.45%

Traditional cash on cash: 3.24%

Airbnb Rental Income: $3576

Traditional Rental Income: $4119

Airbnb ROI: 1.45%