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Tuesday, November 3, 2026 Hampshire County, Massachusetts · Change town
Real Estate

Chesterfield Home Prices Range From $170,000 To $193,000 In October Sales

Chesterfield recorded 13 property transfers between Sept. 25 and Oct. 24, but only two carried a recorded sale price: 205 Sugar Hill Rd. at $170,000 and 54 Bray Rd. at $193,000, putting the median at $181,500 for the priced sales.

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CHESTERFIELD -- Thirteen property transfers were recorded in Chesterfield between Sept. 25 and Oct. 24, but only two carried a sale price in the registry's records so far, leaving most of the month's market activity without a dollar figure attached.

MARKET OVERVIEW The Hampshire County Registry of Deeds recorded 13 transfers for Chesterfield properties during the period. Of those, two carried a recorded sale price: $170,000 and $193,000, producing a price range of $170,000 to $193,000 and a median of $181,500 based on those two sales. The remaining 11 transactions show no price yet, which is typical for deed data and usually reflects a lag of about a week before consideration amounts post, not a withheld figure. Taken on raw count alone, 13 recorded deeds in a single month is a notable volume for a town of Chesterfield's size, suggesting an active period for transfers even though price data remains incomplete.

TOP SALES 54 Bray Rd. sold for $193,000 on Oct. 20. The sellers were Trisha J. Curran and Susan S. Marker; the buyers were Kirk Stephens and Douglas B. Stephens. 205 Sugar Hill Rd. sold for $170,000 on Oct. 22. The seller was Jean Fernandez; the buyer was Shane Tripp. No other transactions in the period carry a recorded sale price. The remaining 11 deeds, including transfers at 92 South St., 110 Cummington Rd., 82 Willcutt Rd., 0 Main Rd., 27 Stage Rd., 174 East St., 49 Cummington Rd., 67 Fuller Rd., 9 South St., 135 Main Rd. and an address listed only as Chesterfield, MA, show price not yet available.

NEIGHBORHOOD BREAKDOWN South Street had two transfers: 92 South St., sold to the town of Chesterfield, and 9 South St., a transfer from the Thomas Winslow Keenan and Alan Joyce Keenan trusts to Thomas Winslow Keenan and Alan Joyce Keenan individually. Cummington Road also had two transfers: 110 Cummington Rd., within the Gorski family, and 49 Cummington Rd., sold by Florence Bank to Gregory E. Monette and Kristen M. Hanley. Main Road had two transfers as well: 0 Main Rd., from John A. Shaw to the Shaw family trusts, and 135 Main Rd., listed with a buyer recorded as "Declaration of Homestead." The two priced sales, at Bray Road and Sugar Hill Road, fall in the $170,000 to $193,000 tier. All other properties, at Willcutt Road, Stage Road, East Street and Fuller Road, have no price recorded.

MARKET NOTES Several deeds in the period involved financial institutions as a party to the transfer: TruNorth Bank sold 82 Willcutt Rd. to Sally L. and Geoffrey C. Crowther; Mortgage Electronic Registration Systems Inc. transferred 27 Stage Rd. to Paul D. and Chantel M. Cronin; Florence Bank sold both 174 East St. and 49 Cummington Rd.; and Greenfield Savings Bank was recorded as the buyer of 67 Fuller Rd. from Kathryn Von Schoeler. None of these five transactions carry a recorded price. Separately, at least four transfers in the period moved property within the same family or between individuals and a related trust, at 0 Main Rd., 9 South St., 110 Cummington Rd. and the Hallenbeck trust transfer with no listed street address. Deed records for this period do not include property type, bedroom, bathroom or square footage data, so no comparison of housing stock or price-per-square-foot is possible.


Recorded Deeds

Source: Registry of Deeds. Sale amounts shown as recorded; transfers without a disclosed consideration are noted as such.

Sep 21 - Sep 27
DateAddressGrantorGranteeSale Amount
Sep 25135 Main RdCurtis Milenna; Curtis Roland MDeclaration Of HomesteadNot yet available
Sep 28 - Oct 4
DateAddressGrantorGranteeSale Amount
Sep 299 South StKeenan Thomas Winslow Tr.; Keenan Alan Joyce Tr.Keenan Thomas Winslow; Keenan Alan JoyceNot yet available
Sep 29(no address)Hallenbeck Allen R Tr.; Allen R Hallenbeck Investment TrustHallenbeck Carlee A; Ranney Steven ANot yet available
Sep 3067 Fuller RdVon Schoeler KathrynGreenfield Savings BankNot yet available
Oct 249 Cummington RdFlorence BankMonette Gregory E; Hanley Kristen MNot yet available
Oct 5 - Oct 11
DateAddressGrantorGranteeSale Amount
Oct 527 Stage RdMortgage Electronic Registration Systems IncCronin Paul D; Cronin Chantel MNot yet available
Oct 5174 East StFlorence BankGraves Colleen; Demerski Colleen FNot yet available
Oct 60 Main RdShaw John AShaw John A Tr.; Shaw Jennifer B Tr.Not yet available
Oct 19 - Oct 25
DateAddressGrantorGranteeSale Amount
Oct 1982 Willcutt RdTrunorth BankCrowther Sally L; Crowther Geoffrey CNot yet available
Oct 2054 Bray RdCurran Trisha J; Marker Susan SStephens Kirk; Stephens Douglas B$193,000
Oct 20110 Cummington RdGorski Edward J Jr.; Gorski Laurie VGorski Thomas NNot yet available
Oct 22205 Sugar Hill RdFernandez JeanTripp Shane$170,000
Oct 2392 South StNoel Laura; Noel Joshua MChesterfield TownNot yet available

Compiled from official town feeds, community organizations, and local press. Outside reporting is attributed inline.

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