Real Estate Investments for Sale in Great Barrington, MA With High ROI

Are you looking for a vacation rental in Great Barrington, MA? Look no further! We have a wide variety of vacation available for sale, including beachfront condos, mountain single-family homes, townhouses, vacation homes and everything in between.

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.

Investment Property for Sale in Great Barrington, MA

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
33 Silver St Great Barrington, MA Two-bedroom Ranch set back from the road and moments from Main Street, Great Barrington. ...	2 beds \| 2 baths \| 1,852 sq.ft.	$369,000	Airbnb cash on cash: 4.77% Traditional cash on cash: 4.65% Airbnb Rental Income: $3268 Traditional Rental Income: $2492 Airbnb ROI: 4.77% Traditional ROI: 4.65%
286 North Plain Rd Great Barrington, MA MOVE-IN READY GREAT BARRINGTON HOME JUST MINUTES FROM MAIN STREETNestled on a tidy 1.3-acr...	3 beds \| 3 baths \| 2,088 sq.ft.	$799,000	Airbnb cash on cash: 2.79% Traditional cash on cash: 2.05% Airbnb Rental Income: $4574 Traditional Rental Income: $3074 Airbnb ROI: 2.79% Traditional ROI: 2.05%
18 Fairview Ter Great Barrington, MA Cozy, refreshed and move-in ready colonial, a short stroll to restaurants and shops. Wheth...	3 beds \| 1 baths \| 1,344 sq.ft.	$499,500	Airbnb cash on cash: 5.01% Traditional cash on cash: 1.6% Airbnb Rental Income: $4574 Traditional Rental Income: $2026 Airbnb ROI: 5.01% Traditional ROI: 1.6%
30 Prospect St Great Barrington, MA Helen Mullany [email protected] 413-429-7733 HELEN MULLANY REAL ESTATE, LLC	4 beds \| 2 baths \| 1,850 sq.ft.	$849,000	Airbnb cash on cash: 3.97% Traditional cash on cash: 1.77% Airbnb Rental Income: $5808 Traditional Rental Income: $2909 Airbnb ROI: 3.97% Traditional ROI: 1.77%
177 North Plain Rd Great Barrington, MA Helen Mullany [email protected] 413-429-7733 HELEN MULLANY REAL ESTATE, LLC	3 beds \| 3 baths \| 1,673 sq.ft.	$625,000	Airbnb cash on cash: 4.05% Traditional cash on cash: 3.03% Airbnb Rental Income: $4574 Traditional Rental Income: $3028 Airbnb ROI: 4.05% Traditional ROI: 3.03%
218 North Plain Rd Great Barrington, MA Recently renovated 2-3 bedroom, 1 new full bath and one half bath in move- in condition! O...	3 beds \| 2 baths \| 1,248 sq.ft.	$439,000	Airbnb cash on cash: 6.63% Traditional cash on cash: 4.3% Airbnb Rental Income: $4574 Traditional Rental Income: $2665 Airbnb ROI: 6.63% Traditional ROI: 4.3%
4 Kirk St Great Barrington, MA This 19th century carriage house is now a fabulous one-of-a-kind home on 1.6 acres. Wood f...	3 beds \| 2 baths \| 3,372 sq.ft.	$850,000	Airbnb cash on cash: 2.03% Traditional cash on cash: 0.7% Airbnb Rental Income: $4574 Traditional Rental Income: $2576 Airbnb ROI: 2.03% Traditional ROI: 0.7%
146 Hurlburt Rd Great Barrington, MA Jose M Larios [email protected] 413-358-1275 BERKSHIRE DREAM HOME, INC.	2 beds \| 1 baths \| 1,375 sq.ft.	$419,900	Airbnb cash on cash: 4.07% Traditional cash on cash: 2.47% Airbnb Rental Income: $3268 Traditional Rental Income: $1905 Airbnb ROI: 4.07% Traditional ROI: 2.47%
5 Pleasant View Dr Great Barrington, MA Suzann Laverack Ward [email protected] 413-329-3031 HOUSATONIC REAL ESTATE	3 beds \| 2 baths \| 1,800 sq.ft.	$695,000	Airbnb cash on cash: 3.3% Traditional cash on cash: 2.15% Airbnb Rental Income: $4574 Traditional Rental Income: $2873 Airbnb ROI: 3.3% Traditional ROI: 2.15%
84 Division St Great Barrington, MA FIRST FLOOR BEDROOM AND FULL BATHDECKPORCHPATIO Helen Mullany [email protected] 413-...	3 beds \| 1 baths \| 1,173 sq.ft.	$399,900	Airbnb cash on cash: 7.36% Traditional cash on cash: 3.09% Airbnb Rental Income: $4574 Traditional Rental Income: $2024 Airbnb ROI: 7.36% Traditional ROI: 3.09%
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: 5.4% Traditional cash on cash: 4.78% Airbnb Rental Income: $7435 Traditional Rental Income: $5532 Airbnb ROI: 5.4% Traditional ROI: 4.78%
112 Brush Hill Rd Great Barrington, MA Custom-built five-bedroom Timbercraft home on 8+ acres. Private tennis/basketball court, ...	5 beds \| 5 baths \| 5,764 sq.ft.	$2,700,000	Airbnb cash on cash: 0.59% Traditional cash on cash: 0.48% Airbnb Rental Income: $7435 Traditional Rental Income: $5717 Airbnb ROI: 0.59% Traditional ROI: 0.48%
10 Stanley Dr Great Barrington, MA Helen Mullany [email protected] 413-429-7733 HELEN MULLANY REAL ESTATE, LLC	3 beds \| 2 baths \| 1,512 sq.ft.	$412,000	Airbnb cash on cash: 7.19% Traditional cash on cash: 4.15% Airbnb Rental Income: $4574 Traditional Rental Income: $2448 Airbnb ROI: 7.19% Traditional ROI: 4.15%
26 Avery Ln Great Barrington, MA David Carlson [email protected] 413-329-1279 FAIRGROUND REAL ESTATE, INC	3 beds \| 1 baths \| 1,086 sq.ft.	$395,000	Airbnb cash on cash: 8.02% Traditional cash on cash: 3.7% Airbnb Rental Income: $4574 Traditional Rental Income: $2024 Airbnb ROI: 8.02% Traditional ROI: 3.7%
685 South Egremont Rd Great Barrington, MA 225 Acre 18 hole Golf Course / Horse Ranch in the heart of the Berkshires. Former Egremont...	2 beds \| 2 baths \| 12,207 sq.ft.	$4,750,000	Airbnb cash on cash: -1.67% Traditional cash on cash: -1.73% Airbnb Rental Income: $3268 Traditional Rental Income: $2281 Airbnb ROI: -1.67% Traditional ROI: -1.73%
35 Pine St Great Barrington, MA John J Burns [email protected] 413-822-5757 BERKSHIRE HATHAWAY HOMESERVICES BARNBRO...	3 beds \| 2 baths \| 1,498 sq.ft.	$479,000	Airbnb cash on cash: 6.19% Traditional cash on cash: 3.87% Airbnb Rental Income: $4574 Traditional Rental Income: $2580 Airbnb ROI: 6.19% Traditional ROI: 3.87%
36 Quarry St Great Barrington, MA A classic farmhouse with privacy, charm, and views overlooking downtown Great Barrington. ...	3 beds \| 1 baths \| 1,391 sq.ft.	$698,500	Airbnb cash on cash: 3.65% Traditional cash on cash: 1.18% Airbnb Rental Income: $4574 Traditional Rental Income: $2015 Airbnb ROI: 3.65% Traditional ROI: 1.18%

Real Estate investment in Great-barrington, MA

There are 17 properties for sale in the city of Great Barrington . The median list price in Great Barrington is $499,500 and the average price per square foot is $200. In May 2024, the average monthly cash on cash return in Great Barrington is 3.00%. The average monthly rental income in Great Barrington is $2,576.

Great-barrington, MA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 17 investment properties available for sale in Great-barrington.

In 2024, the best neighborhood to buy investment property is Great Barrington.

The ROI for Short-Term is higher than the Long-Term in Great-barrington with average rental income of $4,574.

Your search for investment property begins and ends here

Investment Property for Sale in Great Barrington, MA

33 Silver St

Great Barrington, MA

2 beds | 2 baths | 1,852 sq.ft.

$369,000

Airbnb cash on cash: 4.77%

Traditional cash on cash: 4.65%

Airbnb Rental Income: $3268

Traditional Rental Income: $2492

Airbnb ROI: 4.77%

Traditional ROI: 4.65%

286 North Plain Rd

Great Barrington, MA

3 beds | 3 baths | 2,088 sq.ft.

$799,000

Airbnb cash on cash: 2.79%

Traditional cash on cash: 2.05%

Airbnb Rental Income: $4574

Traditional Rental Income: $3074

Airbnb ROI: 2.79%

Traditional ROI: 2.05%

18 Fairview Ter

Great Barrington, MA

3 beds | 1 baths | 1,344 sq.ft.

$499,500

Airbnb cash on cash: 5.01%

Traditional cash on cash: 1.6%

Airbnb Rental Income: $4574

Traditional Rental Income: $2026

Airbnb ROI: 5.01%

Traditional ROI: 1.6%

30 Prospect St

Great Barrington, MA

4 beds | 2 baths | 1,850 sq.ft.

$849,000

Airbnb cash on cash: 3.97%

Traditional cash on cash: 1.77%

Airbnb Rental Income: $5808

Traditional Rental Income: $2909

Airbnb ROI: 3.97%

Traditional ROI: 1.77%

177 North Plain Rd

Great Barrington, MA

3 beds | 3 baths | 1,673 sq.ft.

$625,000

Airbnb cash on cash: 4.05%

Traditional cash on cash: 3.03%

Airbnb Rental Income: $4574

Traditional Rental Income: $3028

Airbnb ROI: 4.05%

Traditional ROI: 3.03%

218 North Plain Rd

Great Barrington, MA

3 beds | 2 baths | 1,248 sq.ft.

$439,000

Airbnb cash on cash: 6.63%

Traditional cash on cash: 4.3%

Airbnb Rental Income: $4574

Traditional Rental Income: $2665

Airbnb ROI: 6.63%

Traditional ROI: 4.3%

4 Kirk St

Great Barrington, MA

3 beds | 2 baths | 3,372 sq.ft.

$850,000

Airbnb cash on cash: 2.03%

Traditional cash on cash: 0.7%

Airbnb Rental Income: $4574

Traditional Rental Income: $2576

Airbnb ROI: 2.03%

Traditional ROI: 0.7%

146 Hurlburt Rd

Great Barrington, MA

2 beds | 1 baths | 1,375 sq.ft.

$419,900

Airbnb cash on cash: 4.07%

Traditional cash on cash: 2.47%

Airbnb Rental Income: $3268

Traditional Rental Income: $1905

Airbnb ROI: 4.07%