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.
Investment Property for Sale in Great Barrington, MA
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
497 South Main StGreat Barrington, MAMulti-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%
|
8 Stillwell StGreat Barrington, MAAntonio M Segalla [email protected] 413-329-4075 LANCE VERMEULEN RE, INC |
3 beds | 1 baths | 1,025 sq.ft. |
$435,000 |
Airbnb cash on cash: 4.54%
|
119 Hollenbeck AveGreat Barrington, MAA beautifully renovated one-level ranch offers the perfect blend of modern convenience and... |
3 beds | 1 baths | 1,031 sq.ft. |
$610,000 |
Airbnb cash on cash: 2.84%
|
Lot 10 Thrushwood LnGreat Barrington, MAMaureen 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%
|
16 Depot StGreat Barrington, MA
|
N/A beds | N/A baths | 2,950 sq.ft. |
$299,000 |
Airbnb cash on cash: -0.67%
|
153 State RdGreat Barrington, MANeat as a pin cape walking distance to downtown Great Barrington and amenities, this home ... |
4 beds | 1 baths | 1,336 sq.ft. |
$399,900 |
Airbnb cash on cash: 4.95%
|
54 Division StGreat Barrington, MAOpportunity 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%
|
165 Maple AveGreat Barrington, MAAntonio M Segalla [email protected] 413-329-4075 LANCE VERMEULEN RE, INC |
3 beds | 2 baths | 1,771 sq.ft. |
$779,000 |
Airbnb cash on cash: 1.61%
|
311 North Plain RdGreat Barrington, MAThe Giddings House, c. 1800. Historic Great Barrington home just 3 miles north of Main Str... |
4 beds | 4 baths | 4,072 sq.ft. |
$899,000 |
Airbnb cash on cash: 1.16%
|
114 Brush Hill RdGreat Barrington, MANew 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%
|
6-10 Manville StGreat Barrington, MA
|
16 beds | 10 baths | 8,870 sq.ft. |
$1,330,000 |
Airbnb cash on cash: 1.47%
|
53 Mahaiwe StGreat Barrington, MA
|
6 beds | 5 baths | 3,502 sq.ft. |
$600,000 |
Airbnb cash on cash: 5.96%
|
6 Muddy Brook CirGreat Barrington, MAStunning 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: 0.09%
|
20 Cooper RdGreat Barrington, MAAntonio M Segalla [email protected] 413-329-4075 LANCE VERMEULEN RE, INC |
4 beds | 3 baths | 2,631 sq.ft. |
$935,000 |
Airbnb cash on cash: 1.14%
|
324 Park StGreat Barrington, MAClaudia 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%
|
2 Lake AveGreat Barrington, MAWONDERFUL CONTEMPORARY HOME '''' ON THE HILL'''' IN GB. CONSIDERED ONE OF GB'S MOST DESIRE... |
3 beds | 2 baths | 1,618 sq.ft. |
$650,000 |
Airbnb cash on cash: 2.11%
|
6 Locust StGreat Barrington, MAPaige Lang Paluch [email protected] 518-821-4063 LANCE VERMEULEN RE, INC |
3 beds | 1 baths | 1,075 sq.ft. |
$525,000 |
Airbnb cash on cash: 3.19%
|
12 Barrington PlaceGreat Barrington, MACharming 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%
|
211 Cottage StGreat Barrington, MAHelen 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%
|
228 East StGreat Barrington, MAGreat Barrington A masterful rebuild with reverence for Great Barrington''s past and a bol... |
5 beds | 5 baths | 2,900 sq.ft. |
$1,390,000 |
Airbnb cash on cash: 2.26%
|
2 West Rose CtGreat Barrington, MAHelen 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%
|
81 Castle Hill AveGreat Barrington, MAHelen Mullany [email protected] 413-429-7733 HELEN MULLANY REAL ESTATE, LLC |
3 beds | 3 baths | 1,760 sq.ft. |
$749,000 |
Airbnb cash on cash: 1.72%
|
6 Thrushwood LnGreat Barrington, MAMaureen White-Kirkby [email protected] 413-446-5634 BERKSHIRE HATHAWAY HOMESERVI... |
5 beds | 4 baths | 4,200 sq.ft. |
$1,475,000 |
Airbnb cash on cash: 1.15%
|
41 Pearl StGreat Barrington, MA
|
4 beds | 2 baths | 1,964 sq.ft. |
$525,000 |
Airbnb cash on cash: 3.43%
|
6 Blue Hill RdGreat Barrington, MASet on a deep, level one-acre lot, this colonial offers a nice balance of space, privacy, ... |
3 beds | 2 baths | 1,632 sq.ft. |
$595,000 |
Airbnb cash on cash: 2.77%
|
165 - D Maple AveGreat Barrington, MAExperience 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%
|
Real Estate investment in Great-barrington, MA
There are 26 properties for sale in the city of Great Barrington . The median list price in Great Barrington is $764,000 and the average price per square foot is $308. In December 2025, the average monthly cash on cash return in Great Barrington is 4.00%. The average monthly rental income in Great Barrington is $3,528.