Chesterfield

Chesterfield is a rural hill town in Hampshire County, Massachusetts, United States, 26 miles east of Pittsfield and 110 miles west of Boston. The population was 1,222 at the 2010 census. It is part of the Springfield, Massachusetts Metropolitan Statistical Area.

10 homes for sale in Chesterfield

Name: Open House - 11AM-1PM
Start: 2026-08-16T11:00:00.000Z
End: 2026-08-16T13:00:00.000Z
Location: 3 Stage Rd, Chesterfield, MA 01096

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1/40 40

Open Sun 11AM-1PM

$ 529,000

3 Beds1.5 Baths1,781 SqFt

3 Stage Rd, Chesterfield, MA 01096

Single Family Home

Listed by James A. Molyneux of Molyneux Realty
1/42 42

Open Sun 1PM-3PM

$ 849,000

3 Beds2.5 Baths1,968 SqFt

82 Willcutt Road, Chesterfield, MA 01012

Single Family Home

Listed by Jeanne Troxell Munson of The Murphys REALTORS®, Inc.
1/36 36

Active

$ 249,500

4 Beds1 Bath945 SqFt

54 Bray Rd, Chesterfield, MA 01012

Single Family Home

Listed by Shelly Hardy of Brick & Mortar Northampton
1/36 36

Price Dropped by $10K

$ 685,000

5 Beds2.5 Baths2,368 SqFt

254 Bryant, Chesterfield, MA 01012

Single Family Home

Listed by Aimee Tompkins of Park Square Realty
1/41 41

Active

$ 1,850,000

5 Beds2.5 Baths3,494 SqFt

31 North Road, Chesterfield, MA 01012

Single Family Home

Listed by Grace Golden of Alex Anthony R.E.
1/11 11

New

$ 199,950

7.4 Acres

0 Bissell Rd, Chesterfield, MA 01096

Vacant Land

Listed by Louis Poulin of eRealty Advisors, Inc.
1/8 8

Price Dropped by $10K

$ 69,900

0.28 Acres

0 Bray Rd, Chesterfield, MA 01012

Vacant Land

Listed by Melissa Stevens of Coldwell Banker Community REALTORS®
1/5 5

Active

$ 169,000

4 Acres

0 Pynchon Rd, Chesterfield, MA 01012

Vacant Land

Listed by James A. Molyneux of Molyneux Realty
1/9 9

Active

$ 321,600

201 Acres

off Bryant St, Chesterfield, MA 01012

Vacant Land

Listed by Keith Ross of LandVest, Inc.
1/39 39

Active

$ 1,850,000

31 North, Chesterfield, MA 01012

Commercial

Listed by Grace Golden of Alex Anthony R.E.

Chesterfield

10 homes for sale in Chesterfield

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