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 3 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
34 Fairview Ter Great Barrington, MA Charming single-level 1987 home set on one of the nicest streets in town--quiet, convenien...	3 beds \| 1 baths \| 960 sq.ft.	$325,000	Airbnb cash on cash: 4.48% Traditional cash on cash: 5.36% Airbnb Rental Income: $2838 Traditional Rental Income: $2446 Airbnb ROI: 4.48% Traditional ROI: 5.36%
164 Alford Rd Great Barrington, MA Single level Berkshire retreat tucked away on 5.91 peaceful acres just minutes from downto...	3 beds \| 3 baths \| 2,400 sq.ft.	$1,295,000	Airbnb cash on cash: 0.06% Traditional cash on cash: 1.67% Airbnb Rental Income: $2838 Traditional Rental Income: $4113 Airbnb ROI: 0.06% Traditional ROI: 1.67%
Other Single Family Residential Investment Properties for Sale in Massachusetts
40 Traveler St #507 Boston , MA Welcome to Siena Condominium, where modern city living meets elevated comfort. This south-...	1 beds \| 1 baths \| 741 sq.ft.	$760,000	Airbnb cash on cash: -1.38% Traditional cash on cash: 0.21% Airbnb Rental Income: $2039 Traditional Rental Income: $2633 Airbnb ROI: -1.38% Traditional ROI: 0.21%
699 Hyde Park Ave #6 Boston , MA Sunny and well-maintained 2-bedroom condo in a convenient Roslindale location near Forest ...	2 beds \| 1 baths \| 746 sq.ft.	$414,000	Airbnb cash on cash: 0.82% Traditional cash on cash: 2.16% Airbnb Rental Income: $2148 Traditional Rental Income: $2121 Airbnb ROI: 0.82% Traditional ROI: 2.16%
180 Commonwealth Ave #7 Boston , MA 180 Commonwealth Ave #7, Boston, MA 02116 \| Condo/Coop	3 beds \| 2 baths \| 1,070 sq.ft.	$1,450,000	Airbnb cash on cash: 0.07% Traditional cash on cash: -0.7% Airbnb Rental Income: $5016 Traditional Rental Income: $2954 Airbnb ROI: 0.07% Traditional ROI: -0.7%
74 Appleton St #4 Boston , MA 74 Appleton St #4, Boston, MA 02116 \| Condo/Coop	2 beds \| 1 baths \| 1,315 sq.ft.	$1,890,000	Airbnb cash on cash: -1.25% Traditional cash on cash: -1% Airbnb Rental Income: $2817 Traditional Rental Income: $2598 Airbnb ROI: -1.25% Traditional ROI: -1%
35 Fay St #202 Boston , MA 35 Fay St #202, Boston, MA 02118 \| Condo/Coop	1 beds \| 1 baths \| 1,004 sq.ft.	$775,000	Airbnb cash on cash: -1.38% Traditional cash on cash: -0.5% Airbnb Rental Income: $2142 Traditional Rental Income: $2228 Airbnb ROI: -1.38% Traditional ROI: -0.5%
32 Lime St Boston , MA	4 beds \| 5 baths \| 5,194 sq.ft.	$8,450,000	Airbnb cash on cash: -2.06% Traditional cash on cash: -1.39% Airbnb Rental Income: $1903 Traditional Rental Income: $6608 Airbnb ROI: -2.06% Traditional ROI: -1.39%
319 Forest Hills St #2 Boston , MA 319 Forest Hills St #2, Boston, MA 02130 \| Condo/Coop	2 beds \| 2 baths \| 1,070 sq.ft.	$769,500	Airbnb cash on cash: 0.52% Traditional cash on cash: 1.89% Airbnb Rental Income: $3068 Traditional Rental Income: $3352 Airbnb ROI: 0.52% Traditional ROI: 1.89%
198 Byron St Boston , MA 198 Byron St, Boston, MA 02128 \| Single Family Residential	3 beds \| 1 baths \| 2,385 sq.ft.	$1,150,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 0.22% Airbnb Rental Income: $3055 Traditional Rental Income: $2708 Airbnb ROI: -0.11% Traditional ROI: 0.22%
13 Wellington St Boston , MA Beautiful townhouse on quiet, tree-lined street minutes from T, Prudential Center, Symphon...	4 beds \| 3 baths \| 3,110 sq.ft.	$3,590,000	Airbnb cash on cash: -1.01% Traditional cash on cash: -0.38% Airbnb Rental Income: $2904 Traditional Rental Income: $4312 Airbnb ROI: -1.01% Traditional ROI: -0.38%
1 Franklin St #1205 Boston , MA Move in and see why Millennium Tower Boston is the evolution of luxury residential living!...	2 beds \| 2 baths \| 1,161 sq.ft.	$1,675,000	Airbnb cash on cash: -1.83% Traditional cash on cash: 0.19% Airbnb Rental Income: $3119 Traditional Rental Income: $5552 Airbnb ROI: -1.83% Traditional ROI: 0.19%
14 Avondale St Boston , MA 14 Avondale St, Boston, MA 02124 \| Single Family Residential	4 beds \| 2 baths \| 1,768 sq.ft.	$639,900	Airbnb cash on cash: 2.3% Traditional cash on cash: 3.65% Airbnb Rental Income: $3575 Traditional Rental Income: $3600 Airbnb ROI: 2.3% Traditional ROI: 3.65%
588 S Orleans Road Orleans , MA Lush lawns and hydrangeas flanking a winding seashell driveway create a storybook entrance...	3 beds \| 3 baths \| 2,841 sq.ft.	$1,595,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 1.04% Airbnb Rental Income: $1623 Traditional Rental Income: $3944 Airbnb ROI: -0.84% Traditional ROI: 1.04%
43 S Highland Road Truro , MA Unique, architecturally designed contemporary cape home set on 1.54 private wooded acres a...	2 beds \| 1 baths \| 1,317 sq.ft.	$925,000	Airbnb cash on cash: -0.43% Traditional cash on cash: 1.13% Airbnb Rental Income: $1545 Traditional Rental Income: $2441 Airbnb ROI: -0.43% Traditional ROI: 1.13%

Your search for investment property begins and ends here

Single Family Homes for Sale in Great Barrington, MA

34 Fairview Ter

Great Barrington, MA

3 beds | 1 baths | 960 sq.ft.

$325,000

Airbnb cash on cash: 4.48%

Traditional cash on cash: 5.36%

Airbnb Rental Income: $2838

Traditional Rental Income: $2446

Airbnb ROI: 4.48%

Traditional ROI: 5.36%

164 Alford Rd

Great Barrington, MA

3 beds | 3 baths | 2,400 sq.ft.

$1,295,000

Airbnb cash on cash: 0.06%

Traditional cash on cash: 1.67%

Airbnb Rental Income: $2838

Traditional Rental Income: $4113

Airbnb ROI: 0.06%

Traditional ROI: 1.67%

Other Single Family Residential Investment Properties for Sale in Massachusetts

Boston , MA

1 beds | 1 baths | 741 sq.ft.

$760,000

Airbnb cash on cash: -1.38%

Traditional cash on cash: 0.21%

Airbnb Rental Income: $2039

Traditional Rental Income: $2633

Airbnb ROI: -1.38%

Traditional ROI: 0.21%

Boston , MA

2 beds | 1 baths | 746 sq.ft.

$414,000

Airbnb cash on cash: 0.82%

Traditional cash on cash: 2.16%

Airbnb Rental Income: $2148

Traditional Rental Income: $2121

Airbnb ROI: 0.82%

Traditional ROI: 2.16%

Boston , MA

3 beds | 2 baths | 1,070 sq.ft.

$1,450,000

Airbnb cash on cash: 0.07%

Traditional cash on cash: -0.7%

Airbnb Rental Income: $5016

Traditional Rental Income: $2954

Airbnb ROI: 0.07%

Traditional ROI: -0.7%

Boston , MA

2 beds | 1 baths | 1,315 sq.ft.

$1,890,000

Airbnb cash on cash: -1.25%

Traditional cash on cash: -1%

Airbnb Rental Income: $2817

Traditional Rental Income: $2598

Airbnb ROI: -1.25%

Traditional ROI: -1%

Boston , MA

1 beds | 1 baths | 1,004 sq.ft.

$775,000

Airbnb cash on cash: -1.38%

Traditional cash on cash: -0.5%

Airbnb Rental Income: $2142

Traditional Rental Income: $2228

Airbnb ROI: -1.38%

Traditional ROI: -0.5%

Boston , MA

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

$8,450,000

Airbnb cash on cash: -2.06%

Traditional cash on cash: -1.39%

Airbnb Rental Income: $1903

Traditional Rental Income: $6608

Airbnb ROI: -2.06%

Traditional ROI: -1.39%

Boston , MA

2 beds | 2 baths | 1,070 sq.ft.

$769,500

Airbnb cash on cash: 0.52%