33

Recently Sold Chester, MA Homes

Section Image
  • /26

    $270,000

    Sold Nov 07, 2025

    76 Hampden St, Chester, MA 01011

    • 3 Beds
    • 1 Bath
    • 1,048 Sq Ft
    • Built 1880

    Last Sold Summary

    • 4% Above List Price
    • $258/SF
    • 61 Days On Market

    Current Estimated Value $262,404

    Last Listing Agent Stacey Silvia Lock and Key Realty Inc.

    76 Hampden St, Chester, MA 01011
  • /42

    $340,000

    Sold Dec 30, 2025

    689 Skyline Trail, Chester, MA 01011

    • 2 Beds
    • 1 Bath
    • 1,360 Sq Ft
    • Built 1987

    Last Sold Summary

    • 5% Above List Price
    • $250/SF
    • 14 Days On Market

    Current Estimated Value $338,402

    Last Listing Agent Kelley And Katzer Team Kelley & Katzer Real Estate, LLC

    689 Skyline Trail, Chester, MA 01011
  • /32

    $380,000

    Sold Mar 19, 2026

    654 Skyline Trail, Chester, MA 01011

    • 3 Beds
    • 2.5 Baths
    • 1,768 Sq Ft
    • Built 2022

    Last Sold Summary

    • 1% Above List Price
    • $215/SF
    • 9 Days On Market

    Current Estimated Value $378,087

    Last Listing Agent Paul Tourville Canon Real Estate, Inc.

    654 Skyline Trail, Chester, MA 01011
  • /39

    $233,000

    Sold Aug 14, 2025

    45 Middlefield Rd, Chester, MA 01011

    • 7 Beds
    • 2 Baths
    • 3,058 Sq Ft
    • Built 1900

    Last Sold Summary

    • 4% Below List Price
    • $76/SF
    • 41 Days On Market

    Current Estimated Value $243,079

    Last Listing Agent Joy Salvini RE/MAX Compass

    45 Middlefield Rd, Chester, MA 01011
  • /34

    $345,000

    Sold May 11, 2026

    67 Bromley Rd, Huntington, MA 01050

    • 3 Beds
    • 1 Bath
    • 1,104 Sq Ft
    • Built 1980

    Last Sold Summary

    • 8% Above List Price
    • $312/SF
    • 3 Days On Market

    Current Estimated Value $332,490

    Last Listing Agent Brian Othmer Proactive Realty

    67 Bromley Rd, Huntington, MA 01050
  • /23

    $305,000

    Sold Mar 25, 2026

    67 Middlefield Rd, Chester, MA 01011

    • 2 Beds
    • 1.5 Baths
    • 1,896 Sq Ft
    • Built 1900

    Last Sold Summary

    • 2% Above List Price
    • $161/SF
    • 26 Days On Market

    Current Estimated Value $305,555

    Last Listing Agent Alexander King Lock and Key Realty Inc.

    67 Middlefield Rd, Chester, MA 01011
  • /2

    $365,000

    Sold Feb 16, 2026

    11 Campbell Rd, Chester, MA 01011

    • 3 Beds
    • 1.5 Baths
    • 1,792 Sq Ft
    • Built 1990

    Last Sold Summary

    • $204/SF
    • 86 Days On Market

    Current Estimated Value $369,970

    Last Listing Agent Comparable Listing COMPARABLE LISTING ONLY

    11 Campbell Rd, Chester, MA 01011
  • /11

    $40,000

    Sold Sep 11, 2025

    lot 13 Skyline Trail, Chester, MA 01011

    • Land
    • 6.75 Acres
    • $5,926 per Acre

    Last Sold Summary

    • 18% Below List Price
    • 166 Days On Market

    Last Listing Agent James Adams Hilltown Real Estate by Adams Realty

    lot 13 Skyline Trail, Chester, MA 01011
  • /23

    $225,000

    Sold Jul 31, 2026

    11 Taft Rd, Chester, MA 01011

    • 2 Beds
    • 1 Bath
    • 1,076 Sq Ft
    • Built 1955

    Last Sold Summary

    • 10% Below List Price
    • $209/SF
    • 157 Days On Market

    Current Estimated Value $214,981

    Last Listing Agent Victoria Minella-Sena Berkshire Hathaway HomeServices Realty Professionals

    11 Taft Rd, Chester, MA 01011
  • /40

    $380,000

    Sold Nov 26, 2025

    120 Fisk Rd, Worthington, MA 01098

    • 3 Beds
    • 1.5 Baths
    • 1,872 Sq Ft
    • Built 1952

    Last Sold Summary

    • $203/SF
    • 4 Days On Market

    Current Estimated Value $376,622

    Last Listing Agent Kylene Canon Canon Real Estate, Inc.

    120 Fisk Rd, Worthington, MA 01098
  • /42

    $489,500

    Sold Sep 05, 2025

    613 Skyline Trail, Chester, MA 01011

    • 3 Beds
    • 2 Baths
    • 2,012 Sq Ft
    • Built 1989

    Last Sold Summary

    • 7% Below List Price
    • $243/SF
    • 98 Days On Market

    Current Estimated Value $483,914

    Last Listing Agent Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals

    613 Skyline Trail, Chester, MA 01011
  • /42

    $315,000

    Sold Sep 15, 2025

    9 William St, Chester, MA 01011

    • 3 Beds
    • 1 Bath
    • 1,458 Sq Ft
    • Built 1947

    Last Sold Summary

    • 9% Above List Price
    • $216/SF
    • 4 Days On Market

    Current Estimated Value $306,613

    Last Listing Agent Adam Lajeunesse Real Broker MA, LLC

    9 William St, Chester, MA 01011
  • /22

    $27,500

    Sold Feb 12, 2026

    171 Prospect St, Chester, MA 01011

    • 5 Beds
    • 1.5 Baths
    • 2,322 Sq Ft
    • Built 1900

    Last Sold Summary

    • 44% Below List Price
    • $12/SF
    • 12 Days On Market

    Current Estimated Value $250,323

    Last Listing Agent Vadim Tulchinsky Witman Properties, Inc.

    171 Prospect St, Chester, MA 01011
  • /5

    $558,350

    Sold Oct 16, 2025

    lot 61 Skyline Trail, Chester, MA 01011

    • Land
    • 191 Acres
    • $2,923 per Acre

    Last Sold Summary

    • 34% Below List Price
    • 252 Days On Market

    Last Listing Agent James Adams Hilltown Real Estate by Adams Realty

    lot 61 Skyline Trail, Chester, MA 01011
  • /41

    $299,900

    Sold Aug 21, 2025

    20 William St, Chester, MA 01011

    • 3 Beds
    • 1.5 Baths
    • 2,570 Sq Ft
    • Built 1880

    Last Sold Summary

    • $117/SF
    • 5 Days On Market

    Current Estimated Value $309,189

    Last Listing Agent Tammy Weidhaas Today Real Estate, Inc.

    20 William St, Chester, MA 01011
  • /42

    $335,000

    Sold Jun 30, 2026

    302 Middlefield Rd, Chester, MA 01011

    • 3 Beds
    • 1.5 Baths
    • 1,320 Sq Ft
    • Built 2004

    Last Sold Summary

    • 5% Above List Price
    • $254/SF
    • 6 Days On Market

    Current Estimated Value $317,749

    Last Listing Agent Alice Kempf Kempf-Vanderburgh Realty Consultants, Inc.

    302 Middlefield Rd, Chester, MA 01011
  • /19

    $340,000

    Sold Jan 23, 2026

    73 Ingell Rd, Chester, MA 01011

    • 2 Beds
    • 1 Bath
    • 1,350 Sq Ft
    • Built 1973

    Last Sold Summary

    • 20% Below List Price
    • $252/SF
    • 123 Days On Market

    Current Estimated Value $347,370

    Last Listing Agent Debra Petrovsky Donovan Real Estate

    73 Ingell Rd, Chester, MA 01011
  • /10

    $41,500

    Sold Jul 13, 2026

    127 Round Hill Rd, Chester, MA 01011

    • 1 Bed
    • 1 Bath
    • 384 Sq Ft
    • Built 2020

    Last Sold Summary

    • 8% Below List Price
    • $108/SF
    • 14 Days On Market

    Current Estimated Value $120,154

    Last Listing Agent Arthur Richton Teamwork Realty Group, LLC

    127 Round Hill Rd, Chester, MA 01011
  • /49

    $450,000

    Sold Feb 17, 2026

    500 E River Rd, Chester, MA 01011

    • 4 Beds
    • 2 Baths
    • 2,171 Sq Ft
    • Built 1820

    Last Sold Summary

    • 6% Below List Price
    • $207/SF
    • 104 Days On Market

    Last Listing Agent Alexis Noyes BRICK & MORTAR REALTY

    500 E River Rd, Chester, MA 01011
  • /42

    $515,000

    Sold Jul 15, 2026

    274 Goss Hill Rd, Huntington, MA 01050

    • 3 Beds
    • 3 Baths
    • 2,644 Sq Ft
    • Built 1989

    Last Sold Summary

    • 3% Above List Price
    • $195/SF
    • 8 Days On Market

    Current Estimated Value $504,136

    Last Listing Agent Darcie Gasperini Taylor Agency

    274 Goss Hill Rd, Huntington, MA 01050
  • /19

    $580,000

    Sold Aug 03, 2026

    506 Skyline Trail, Chester, MA 01011

    • 4 Beds
    • 2 Baths
    • 2,244 Sq Ft
    • Built 1969

    Last Sold Summary

    • $258/SF
    • 43 Days On Market

    Current Estimated Value $563,285

    Last Listing Agent Oleg Abramchuk First NationWide Realty Inc.

    506 Skyline Trail, Chester, MA 01011
  • /28

    $213,000

    Sold Dec 05, 2025

    11 Maple St, Chester, MA 01011

    • 3 Beds
    • 1 Bath
    • 2,068 Sq Ft
    • Built 1800

    Last Sold Summary

    • 3% Below List Price
    • $103/SF
    • 34 Days On Market

    Current Estimated Value $220,734

    Last Listing Agent Nadine Hiser KRG - Key Realty Group

    11 Maple St, Chester, MA 01011
  • /23

    $204,000

    Sold Aug 12, 2026

    187 Route 20, Chester, MA 01011

    • 2 Beds
    • 1 Bath
    • 860 Sq Ft
    • Built 1900

    Last Sold Summary

    • 13% Below List Price
    • $237/SF
    • 174 Days On Market

    Current Estimated Value $201,955

    Last Listing Agent Timothy Coughlen Park Square Realty

    187 Route 20, Chester, MA 01011
  • /6

    $22,500

    Sold Feb 10, 2026

    0 Round Hill Rd Unit 73399828, Chester, MA 01011

    • Land
    • 3.24 Acres
    • $6,944 per Acre

    Last Sold Summary

    • 36% Below List Price
    • 191 Days On Market

    Last Listing Agent James Adams Hilltown Real Estate by Adams Realty

    0 Round Hill Rd Unit 73399828, Chester, MA 01011
  • /36

    $329,000

    Sold May 12, 2026

    12 Riverfront St, Chester, MA 01011

    • 2 Beds
    • 1 Bath
    • 1,450 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Below List Price
    • $227/SF
    • 227 Days On Market

    Current Estimated Value $330,367

    Last Listing Agent Stephen Daoust STONE HOUSE PROPERTIES, LLC

    12 Riverfront St, Chester, MA 01011
  • /37

    $480,000

    Sold Sep 08, 2025

    279 Goss Hill Rd, Huntington, MA 01050

    • 4 Beds
    • 2 Baths
    • 2,560 Sq Ft
    • Built 1999

    Last Sold Summary

    • 4% Below List Price
    • $188/SF
    • 45 Days On Market

    Current Estimated Value $509,126

    Last Listing Agent Linda Webster Coldwell Banker Community REALTORS®

    279 Goss Hill Rd, Huntington, MA 01050
  • /33

    $300,000

    Sold Aug 22, 2025

    110 Middlefield Rd, Chester, MA 01011

    • 3 Beds
    • 1 Bath
    • 1,712 Sq Ft
    • Built 1900

    Last Sold Summary

    • $175/SF
    • 4 Days On Market

    Current Estimated Value $302,357

    Last Listing Agent Darcie Gasperini Taylor Agency

    110 Middlefield Rd, Chester, MA 01011
  • /43

    $749,000

    Sold Oct 07, 2025

    124 Skyline Trail, Chester, MA 01011

    • 3 Beds
    • 2 Baths
    • 2,871 Sq Ft
    • Built 2004

    Last Sold Summary

    • $261/SF
    • 7 Days On Market

    Current Estimated Value $748,299

    Last Listing Agent Herb Butzke ENGEL & VOLKERS WELLESLEY

    124 Skyline Trail, Chester, MA 01011
  • /42

    $380,000

    Sold Dec 03, 2025

    21 Sylvester Hamilton Rd, Chester, MA 01011

    • 2 Beds
    • 1 Bath
    • 1,113 Sq Ft
    • Built 1984

    Last Sold Summary

    • 6% Above List Price
    • $341/SF
    • 19 Days On Market

    Current Estimated Value $368,679

    Last Listing Agent Linda Webster Coldwell Banker Community REALTORS®

    21 Sylvester Hamilton Rd, Chester, MA 01011
  • /37

    $291,000

    Sold Dec 01, 2025

    7 William St, Chester, MA 01011

    • 3 Beds
    • 2 Baths
    • 1,912 Sq Ft
    • Built 1875

    Last Sold Summary

    • 1% Below List Price
    • $152/SF
    • 28 Days On Market

    Current Estimated Value $287,307

    Last Listing Agent James Adams Hilltown Real Estate by Adams Realty

    7 William St, Chester, MA 01011
  • /39

    $200,000

    Sold Jun 04, 2026

    120 Prospect St, Chester, MA 01011

    • 2 Beds
    • 1.5 Baths
    • 2,180 Sq Ft
    • Built 1920

    Last Sold Summary

    • $92/SF
    • 6 Days On Market

    Current Estimated Value $201,199

    Last Listing Agent Julianne Krutka Park Square Realty

    120 Prospect St, Chester, MA 01011
  • /36

    $230,000

    Sold Jun 26, 2026

    84 Middlefield Rd, Chester, MA 01011

    • 3 Beds
    • 2 Baths
    • 1,945 Sq Ft
    • Built 1880

    Last Sold Summary

    • 4% Below List Price
    • $118/SF
    • 17 Days On Market

    Current Estimated Value $240,193

    Last Listing Agent Danielle Lafond Berkshire Hathaway HomeServices Realty Professionals

    84 Middlefield Rd, Chester, MA 01011
  • /19

    $197,500

    Sold Mar 10, 2026

    10 William St, Chester, MA 01011

    • 4 Beds
    • 2 Baths
    • 2,394 Sq Ft
    • Built 1875

    Last Sold Summary

    • 80% Above List Price
    • $82/SF
    • 6 Days On Market

    Current Estimated Value $359,232

    Last Listing Agent Nicholas Decaro Property Works New England

    10 William St, Chester, MA 01011

Frequently Asked Questions

What is the average home price in Chester, MA?
Homes for sale in Chester, MA have an average home price of $338,518.
What is the average time to sell a house in Chester, MA?
The houses for sale in Chester, MA spend an average of 67 days on the market.
What is the number of active homes for sale in Chester, MA?
There are 5 active homes for sale in Chester, MA.
How many homes have sold over the last 12 months in Chester, MA?
32 homes have sold in Chester, MA over the last 12 months.

Home Price Trends

Median Sale Price
$322,000
Median Single Family Sale Price
$305,000
Median 2 Bedroom Sale Price
$305,000
Median 1 Bedroom Sale Price
$41,500
Average Price Per Sq Ft
$194
Number of Homes for Sale
5
Last 12 months Home Sales
32
Months of Supply
1.90
Median List Price
$299,949
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-1%
How to Buy a Home How to Finance a Home How to Sell a Home