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Chesterfield, MA

0 Multi Families

$495,000 - $495,000

0 Condos


5 Single Families

$219,000 - $699,000

Homes For Sale in Chesterfield, MA

5 homes for sale


The Town of Chesterfield is a rural recreational hill town between Northampton and Pittsfield. The town was laid out in 1739 and sites were granted to King Philip's and King William's war veterans in 1740, but initial settlement of the town did not take place until around 1755. The town center was established after the Revolution with well preserved Federal Period houses along Main Road and...

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New Single Family Homes for Sale in Chesterfield, MA

Single Family
Posted 3 months, 18 days ago
210 Sugar Hill Rd, Chesterfield, MA 01096 Home For Sale - MLS #72261591
960 sq. ft.
2.00 acres

First Home or looking to Downsize? Look no further. This cozy 3 bedroom home on 2 acres is ready for its new family. Kitchen with slider to deck. Located minutes from downtown from...

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Single Family
Posted 5 months, 6 days ago
115 Indian Hollow, Chesterfield, MA 01012 Home For Sale - MLS #72244407
2,435 sq. ft.
29.05 acres

Located off Indian Hollow Road at the end of a private drive you will find this country retreat on 29 private acres with a beautiful western view and frontage on the Dead Branch River. The main house...

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Single Family
Posted 10 months, 19 days ago
330 Ireland St, Chesterfield, MA 01084 Home For Sale - MLS #72160372
2,532 sq. ft.
2.70 acres

The original house for Ireland St Orchard and one of the most beautiful locations in the Hilltowns. This wonderful Cape offers room to roam with what was an in-law typed apartment in the back. There...

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Single Family
Posted 16 months, 16 days ago
62 Willicutt Road, Chesterfield, MA 01012 Home For Sale - MLS #72092609
1,600 sq. ft.
91.65 acres

Wonderful opportunity to own property that insures privacy as it encompasses both sides of Willicutt Road. Roughly 2000 feet of running road frontage. 87 acres +/- are on the barn side of road with...

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Single Family
Posted 17 months, 17 days ago
416 Main Rd, Chesterfield, MA 01012 Home For Sale - MLS #72080313
5,004 sq. ft.
5.30 acres

This icon of American Federal style architecture offers the discerning buyer a rare opportunity to purchase a historic residence that has remained in a single family since 1822. Built by Dr. Robert...

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