Great Barrington Real Estate

1,052Results

Select additional criteria above to save any search with under 500 listings and be notified when new properties become available.

Great Barrington MA Gazebo

Great Barrington Home For Sale| Residential and Condominiums

A tiny oasis in the Berkshires, Great Barrington has its own currency (the Berk Share) and two colleges (Simon’s Rock, now associated with Bard College in nearby New York State, and Berkshire Community College). From Aston Magna (an early music foundation) to Alice’s Restaurant (a legendary 1960s antiwar protest song written by Woody Guthrie’s son Arlo), culture and counter-culture commingle and thrive in this historic Berkshire town. .

Newest

One of Great Barrington’s most famous residents was W.E. B. DuBois, a civil rights activist, who in 1895 was the first African American to ever receive a PhD. from Harvard. In his autobiography Dusk of Dawn, DuBois describes Great Barrington: “The town and its surroundings were a boy's paradise:  there were mountains to climb and rivers to wade and swim; lakes to freeze and hills for coasting.” His description is still quite accurate today.

Great Barrington was founded in 1766 and is the Southern Berkshires’ largest town and commercial hub. Its Main Street was the first in the United States to have electric lights. The town is the site of the first armed resistance against the British, two years before the Revolutionary War, and is the site of the first freed slave. The vibrant downtown, with its tree-lined streets and mid-19th century charm, is easily walkable and infinitely enjoyable. The shopping experience can include galleries, culture, fine restaurants, boutiques and historic sites and landmarks. Great Barrington’s year-round residents include a mix of natives, transplants from metropolitan areas and students from nearby private schools.

Fairview Hospital in Great Barrington is a major employer in the south Berkshire area, providing positions in nursing, physician, other clinical areas, general staff, and management and administrative jobs to residents of the area and those who are moving to the region. As a major affiliate of Berkshire Health Systems, Fairview Hospital has close connections to Berkshire Medical Center in Pittsfield, the Berkshire Visiting Nurse Association and a host of Long-Term Care facilities.

The town also includes the village of Housatonic to the north, a former thriving mill town that is now home to many unique art galleries and other creative businesses and its own public library.  Contact us for more information on purchasing real estat ein Great Barrington MA. 

Great Barrington Cultural Links

 

Based on information submitted to BCMLS  as of June 4, 2026 . All data is obtained from various sources and has not been, and will not be, verified by broker or BCMLS.  All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Broker Reciprocity 

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated June 4, 2026 6:24 PM EDT