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Great Barrington, MA  |  $999,000

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Pittsfield, Massachusetts

Pittsfield, named after British nobleman William Pitt, is The Berkshire’s largest city and cultural center.

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Sheffield, Massachusetts

Incorporated in 1733 after being purchased from a group of Stockbridge Indians, Sheffield is Berkshire County’s oldest town.

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Stockbridge

Berkshire County, Massachusetts

Stockbridge

The Berkshire village of Stockbridge boasts one of the most iconic Main Streets in the country, captured in a famous painting by Norman Rockwell. Surrounded by mountains with the Housatonic winding through its center, it is rich in pastoral beauty. Its quaint atmosphere preserves a nostalgic lifestyle,...

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