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Tuesday, November 3, 2026 Chesterfield, Massachusetts · Change town
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Stories from Chesterfield

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Morning Brief

Chesterfield registry filings dominated by homestead and estate paperwork, not sales

Ten documents were recorded at the Hampshire County Registry of Deeds for Chesterfield addresses from Aug. 28 to Sept. 26, but most were not sales: five were declarations of homestead, and others included a tax lien, an estate tax affidavit, and a special permit decision. Only two or three

Townbrief news summary ·
Government · Select Board

Select Board supports HRHS energy plan, approves special event

Chesterfield Select Board backs regional high school energy plan. The board agreed to support Hampshire Regional High School's capital investment program to replace failing boilers and roof systems, planning to submit a letter backing grant applications through MSBA and Green Communities programs.

Townbrief news summary ·
Morning Brief

Chesterfield Deed Filings Show Seven Property Transfers, No Sale Prices Yet

The Hampshire County Registry of Deeds recorded seven Chesterfield property transfers between Aug. 21 and Sept. 19, along with five other filings, including three homestead declarations, an estate tax affidavit and a special permit decision. No sale prices had posted for any of the seven transfers

Townbrief news summary ·
Government · Select Board

Select Board approves Special Town Meeting warrant for September 30.

The Chesterfield Select Board unanimously approved the warrant for a Special Town Meeting on September 30, 2026, excluding two articles pending financial certification. Co-Chair Trish Colson-Montgomery moved approval, Clerk Donald Willard seconded, and the Board voted unanimously. The Board removed

Townbrief news summary ·
Morning Brief

Chesterfield Records 13 Deeds Over Four Weeks, Most Sale Prices Not Yet Recorded

Chesterfield recorded 13 deeds between Aug. 14 and Sept. 12, but only two had a sale price recorded: $65,000 for 23 Bissell Rd and $340,000 for 9 Ireland St, the period's top sale, sold by Susan E. and Alan P. Lavallee to Citizens Bank NA. The resulting median of $202,500 reflects just those two

Townbrief news summary ·
Morning Brief

Chesterfield deeds show wide price gap between rare recorded sales

Hampshire County Registry of Deeds records show ten documents recorded for Chesterfield properties between Aug. 7 and Sept. 5, but only two had a sale price recorded. Prices ranged from $100,000 (67 Fuller Rd.) to $340,000 (9 Ireland St., the period's top sale), with a median of $220,000 across the

Townbrief news summary ·
Morning Brief

Chesterfield Records 11 Property Transfers in August; Most Sale Prices Not Yet Recorded

Chesterfield recorded 11 property transfers between July 31 and Aug. 29, 2026, but only three had a sale price recorded, ranging from $100,000 to $340,000 with a median of $100,000. The month's top recorded sale was 9 Ireland St. at $340,000, sold by Susan E. and Alan P. Lavallee to Citizens Bank…

Townbrief news summary ·
Government · Select Board

Select Board approves warrants; discusses EMD truck replacement with Goshen

Chesterfield Select Board approved four warrants and heard resignation details from Police Chief Peter Fappiano, who reported that Officer Greg Smith declined an order to work the Fourth of July parade in favor of planned family vacation, leading to his immediate resignation via text on August 23.

Townbrief news summary ·
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