Open: Sat 11am-12:30pm (8/29)
Chester MA Real Estate & Homes For Sale
14 results
- 1 Crane Rd, Chester, MA 01011
- 4 bds
- 2 ba
- 2,151 sqft
GALLAGHER REAL ESTATE, Melissa L. BlondekPrice cut: $25,000 (8/7)
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- 166 Route 20, Chester, MA 01011
- 2 bds
- 2 ba
- 1,328 sqft
NEXTHOME ELITE REALTY, Thomas DespardCharming colonial home
- 11 Maple St, Chester, MA 01011
- 3 bds
- 1 ba
- 2,068 sqft
KELLER WILLIAMS REALTY, Kolleen E. SchmittOpen: Sat 11:30am-1pm (8/29)
- 28 Hampden St, Chester, MA 01011
- 2 bds
- 1 ba
- 734 sqft
BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS, Victoria Minella-SenaPrice cut: $19,900 (8/26)
- 50 Smith Rd, Chester, MA 01011
- 10 acres lot
KELLER WILLIAMS REALTY, Nicolle SerafinoPrice cut: $5,000 (8/20)
- 56 Middlefield Rd, Chester, MA 01011
- 5 bds
- 4 ba
- 2,832 sqft
EXECUTIVE REAL ESTATE, INC., Cynthia GonzalezFirst-floor laundry
- 4 Holcomb Rd, Chester, MA 01011
- 2.5 acres lot
HILLTOWN REAL ESTATE BY ADAMS REALTY, James AdamsPrice cut: $28,500 (8/25)
- 2 Holcomb Rd, Chester, MA 01011
- 2.06 acres lot
HILLTOWN REAL ESTATE BY ADAMS REALTY, James AdamsStone walls
- LOT 1 Holcomb Rd, Chester, MA 01011
- 2.03 acres lot
HILLTOWN REAL ESTATE BY ADAMS REALTY, James AdamsStone walls
- 91 Lynes Rd, Chester, MA 01011
- 3.47 acres lot
HB REAL ESTATE, LLC, Cheryl MalandrinosScenic hilltown
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- 3 Holcomb Rd, Chester, MA 01011
- 2.12 acres lot
HILLTOWN REAL ESTATE BY ADAMS REALTY, James AdamsStone walls
- 95 Lynes Rd, Chester, MA 01011
- 3.54 acres lot
HB REAL ESTATE, LLC, Cheryl Malandrinos85 days on Zillow
- 58 days on Zillow
Chester housing market
The average sale price of a house in Chester MA is .
-For sale listings-Listings with price drops-Average days to pendingStrong seller Market temperature
End of matching results
Similar results nearby
Results within 3 miles- LOT A/B Goss Ave, Huntington, MA 01050
- 82.13 acres lot
HILLTOWN REAL ESTATE BY ADAMS REALTY, James Adams3 days on Zillow
- LOT 35 Deer Run, Becket, MA 01223
- 3.56 acres lot
RED HORSE REAL ESTATE, LLC, Kim BerglandVery private wooded lot
- 0 Kimball Rd, Huntington, MA 01050
- 2.46 acres lot
LYNN SIPITKOWSKI REAL ESTATE, Lynn SipitkowskiBabbling brook
- 31 Goss Hill Rd, Huntington, MA 01050
- 7.69 acres lot
BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS, Victoria Minella-SenaPeaceful setting
- LOT 33-33.03 William Holmes Rd, Becket, MA 01223
- 4.32 acres lot
OWNERENTRY.COM, Dave White95 days on Zillow
- 0 William Holmes Rd, Becket, MA 01223
- 2.15 acres lot
THE GREENE REALTY GROUP, Derek Greene101 days on Zillow
- 258 Captain Whitney Rd, Becket, MA 01223
- 9.89 acres lot
RED HORSE REAL ESTATE, LLC, Kim BerglandDriveway in
- 21 Goss Hill Rd, Huntington, MA 01050
- 3 bds
- 2 ba
- 1,288 sqft
BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS, The Denise DeSellier TeamOpen: Sun 12-2pm (8/30)
- 91 William Holmes Rd, Becket, MA 01223
- 3 bds
- 4 ba
- 3,230 sqft
WILLIAM PITT SOTHEBY'S - LENOX, Thom GarveyWrap-around deck
- 19 Goss Hill Rd, Huntington, MA 01050
- 3 bds
- 1 ba
- 968 sqft
REAL BROKER MA, LLC, Adam Lajeunesse13 days on Zillow
- 18 Pond Brook Rd, Huntington, MA 01050
- 35 acres lot
WITALISZ & ASSOCIATES, INC., Team WitaliszAbundant wildlife
- Privacy and neighborhood setting
- LOT Beulah Land Rd #B, Blandford, MA 01008
- 26.52 acres lot
ENGEL & VOLKERS WELLESLEY, Herbert ButzkeAbundant wildlife
- 0 Johnny Cake Hill Rd, Middlefield, MA 01243
- 155 acres lot
LAMACCHIA REALTY, INC. - DALTON, Douglas CollinsPeaceful hardwood forest
- 0 Old Chester Rd, Blandford, MA 01008
- 16.62 acres lot
NEXTHOME ELITE REALTY, Andrea DeRosePeaceful wooded land
- 2R Old Chester Rd, Blandford, MA 01008
- 4 bds
- 3 ba
- 2,920 sqft
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC., Alice KempfShowcase 
- 2-2 Old Chester Rd #R, Blandford, MA 01008
- 4 bds
- 3 ba
- 2,920 sqft
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC., Mary ManginiShowcase 
- 125 Chester Rd, Blandford, MA 01008
- 4 bds
- 2 ba
- 2,743 sqft
CENTURY 21 ALLPOINTS REALTY, Lori KrohCentral air
- 17 Blandford Hill Rd, Huntington, MA 01050
- 4 bds
- 1 ba
- 2,254 sqft
WOLCOTT REALTY, Evamarie BestOpen: Sun 1-3pm (8/30)
- 9 Russell Rd, Huntington, MA 01050
- 6 bds
- 3 ba
- 3,456 sqft
EXP REALTY LLC, The Aimee Kelly CrewShowcase 
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IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed to be reliable but not guaranteed. The data relating to real estate for sale on this website comes from Berkshire County Board of Realtors and the Broker Reciprocity Program. Copyright 2026 Berkshire County Board of Realtors. All rights reserved.
Buying a Home in Chester MA: Frequently Asked Questions
Are home values going up or down in Chester MA?
This month the median home value in Chester is $328,641. Change since last month: +0.9%. Change since this time last year: 3.2%.
Is Chester MA a buyer's or seller's market?
Based on the Zillow Market Temperature, Chester is currently a Strong seller market. This measures how quickly homes are selling and how much competition buyers face, so a seller's market favors sellers with faster sales and more competition, while a buyer's market gives buyers more time and negotiating room.
