Chesterfield

Berkshire County, Massachusetts

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A rural Hampshire County hill town, Chesterfield is situated along the scenic Westfield River and offers a small-town atmosphere amid an abundance of scenic beauty.

Named after the Earl of Chesterfield, the rural hill town of Chesterfield in Hampshire County boasts a population of about 1,222 residents. The community, comprising about 31.2 square miles, is situated 25 miles east of Pittsfield, 50 miles north of Hartford, Connecticut and 100 miles west of Boston. Chesterfield, which was first settled in 1790 and incorporated in 1762, was primarily an agricultural community in its early days, known for the production of Merino wool. The town also had several tanneries and sawmills which were the dominant industries in the early 19th century, attracting a small population of Irish immigrants. With the arrival of the 20th century, however, the town’s agricultural roots regained economic prosperity, and Chesterfield experienced an influx of summer residents. A popular point of interest is the Chesterfield Gorge, situated along the Westfield River.

Named after the Earl of Chesterfield, the rural hill town of Chesterfield in Hampshire County boasts a population of about 1,222 residents. The community, comprising about 31.2 square miles, is situated 25 miles east of Pittsfield, 50 miles north of Hartford, Connecticut and 100 miles west of Boston. Chesterfield, which was first settled in 1790 and incorporated in 1762, was primarily an agricultural community in its early days, known for the production of Merino wool. The town also had several tanneries and sawmills which were the dominant industries in the early 19th century, attracting a small population of Irish immigrants. With the arrival of the 20th century, however, the town’s agricultural roots regained economic prosperity, and Chesterfield experienced an influx of summer residents. A popular point of interest is the Chesterfield Gorge, situated along the Westfield River.

Named after the Earl of Chesterfield, the rural hill town of Chesterfield in Hampshire County boasts a population of about 1,222 residents. The community, comprising about 31.2 square miles, is situated 25 miles east of Pittsfield, 50 miles north of Hartford, Connecticut and 100 miles west of Boston. Chesterfield, which was first settled in 1790 and incorporated in 1762, was primarily an agricultural community in its early days, known for the production of Merino wool. The town also had several tanneries and sawmills which were the dominant industries in the early 19th century, attracting a small population of Irish immigrants. With the arrival of the 20th century, however, the town’s agricultural roots regained economic prosperity, and Chesterfield experienced an influx of summer residents. A popular point of interest is the Chesterfield Gorge, situated along the Westfield River.

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Featured Listings

388 Main Rd
Chesterfield, MA $447,000

388 Main Rd

Chesterfield, MA

$447,000
  • 5 Beds
  • 3 Baths
  • 2,195 Sqft
113 Indian Hollow Rd
Chesterfield, MA $349,500

113 Indian Hollow Rd

Chesterfield, MA

$349,500
  • 3 Beds
  • 1/1 Baths
  • 1,216 Sqft
14 Bissell Rd
Chesterfield, MA $274,000

14 Bissell Rd

Chesterfield, MA

$274,000
  • 60.21 Acres

Chesterfield

Area Map

Chesterfield is within The Berkshires, Massachusetts and borders Cummington.

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Chesterfield

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