Chesterfield

Berkshire County, Massachusetts

VIEW 12 COMMUNITY LISTINGS

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

31 North Road
Chesterfield, MA $1,850,000

31 North Road

Chesterfield, MA

$1,850,000
  • 5 Beds
  • 2/1 Baths
  • 3,494 Sqft
31 North
Chesterfield, MA $1,850,000

31 North

Chesterfield, MA

$1,850,000
  •    
345 Ireland St
Chesterfield, MA $750,000

345 Ireland St

Chesterfield, MA

$750,000
  • 3 Beds
  • 2/1 Baths
  • 1,907 Sqft
254 Bryant St
Chesterfield, MA $749,900

254 Bryant St

Chesterfield, MA

$749,900
  • 5 Beds
  • 2/1 Baths
  • 2,368 Sqft
510 Main Rd
Chesterfield, MA $669,000

510 Main Rd

Chesterfield, MA

$669,000
  • 4 Beds
  • 3/1 Baths
  • 1,908 Sqft
5 Bofat Hill Rd
Chesterfield, MA $550,000

5 Bofat Hill Rd

Chesterfield, MA

$550,000
  • 3 Beds
  • 2 Baths
  • 2,025 Sqft
158 Main St
Williamsburg, MA $325,000

158 Main St

Williamsburg, MA

$325,000
  • 2 Beds
  • 1/1 Baths
  • 1,152 Sqft
Off Bryant St
Chesterfield, MA $321,600

Off Bryant St

Chesterfield, MA

$321,600
  • 201.00 Acres

Chesterfield

Area Map

Chesterfield is within The Berkshires, Massachusetts and borders Cummington.

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