26

Recently Sold Chester, MA Homes

Section Image
  • 76 Hampden St, Chester, MA 01011
    76 Hampden St, Chester, MA 01011
    76 Hampden St, Chester, MA 01011
    /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 $267,539

    Last Listing Agent Stacey Silvia Lock and Key Realty Inc.

    76 Hampden St, Chester, MA 01011
  • 689 Skyline Trail, Chester, MA 01011
    689 Skyline Trail, Chester, MA 01011
    689 Skyline Trail, 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 $337,427

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

    689 Skyline Trail, Chester, MA 01011
  • 424 Route 20, Chester, MA 01011
    424 Route 20, Chester, MA 01011
    424 Route 20, Chester, MA 01011
    /42

    $440,000 Sold Apr 30, 2025

    424 Route 20, Chester, MA 01011

    • 4 Beds
    • 2.5 Baths
    • 2,165 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Above List Price
    • $203/SF
    • 4 Days On Market

    Current Estimated Value $432,546

    Last Listing Agent Angela Accorsi Coldwell Banker Realty - Western MA

    424 Route 20, Chester, MA 01011
  • 300 Middlefield Rd, Chester, MA 01011
    300 Middlefield Rd, Chester, MA 01011
    300 Middlefield Rd, Chester, MA 01011
    /40

    $250,000 Sold Jul 18, 2025

    300 Middlefield Rd, Chester, MA 01011

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft
    • Built 2004

    Last Sold Summary

    • 9% Below List Price
    • $217/SF
    • 14 Days On Market

    Current Estimated Value $270,285

    Last Listing Agent Nicolle Serafino Keller Williams Realty

    300 Middlefield Rd, Chester, MA 01011
  • 654 Skyline Trail, Chester, MA 01011
    654 Skyline Trail, Chester, MA 01011
    654 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 $390,882

    Last Listing Agent Paul Tourville Canon Real Estate, Inc.

    654 Skyline Trail, Chester, MA 01011
  • 45 Middlefield Rd, Chester, MA 01011
    45 Middlefield Rd, Chester, MA 01011
    45 Middlefield Rd, 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 $236,654

    Last Listing Agent Joy Salvini RE/MAX Compass

    45 Middlefield Rd, Chester, MA 01011
  • 67 Middlefield Rd, Chester, MA 01011
    67 Middlefield Rd, Chester, MA 01011
    67 Middlefield Rd, Chester, MA 01011
    /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 $294,534

    Last Listing Agent Alexander King Lock and Key Realty Inc.

    67 Middlefield Rd, Chester, MA 01011
  • 11 Campbell Rd, Chester, MA 01011
    11 Campbell 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 $369,069

    Last Listing Agent Comparable Listing COMPARABLE LISTING ONLY

    11 Campbell Rd, Chester, MA 01011
  • 143 Chipman Rd, Chester, MA 01011
    143 Chipman Rd, Chester, MA 01011
    143 Chipman Rd, Chester, MA 01011
    /25

    $288,700 Sold Mar 31, 2025

    143 Chipman Rd, Chester, MA 01011

    • 2 Beds
    • 2 Baths
    • 1,486 Sq Ft
    • Built 1988

    Last Sold Summary

    • 7% Below List Price
    • $194/SF
    • 113 Days On Market

    Current Estimated Value $308,375

    Last Listing Agent Zachary DeCaro Property Works New England

    143 Chipman Rd, Chester, MA 01011
  • lot 13 Skyline Trail, Chester, MA 01011
    lot 13 Skyline Trail, Chester, MA 01011
    lot 13 Skyline Trail, 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
  • 120 Fisk Rd, Worthington, MA 01098
    120 Fisk Rd, Worthington, MA 01098
    120 Fisk Rd, Worthington, MA 01098
    /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 $376,515

    Last Listing Agent Kylene Canon Canon Real Estate, Inc.

    120 Fisk Rd, Worthington, MA 01098
  • 613 Skyline Trail, Chester, MA 01011
    613 Skyline Trail, Chester, MA 01011
    613 Skyline Trail, Chester, MA 01011
    /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 $479,703

    Last Listing Agent Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals

    613 Skyline Trail, Chester, MA 01011
  • 9 William St, Chester, MA 01011
    9 William St, Chester, MA 01011
    9 William St, 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 $304,818

    Last Listing Agent Adam Lajeunesse Real Broker MA, LLC

    9 William St, Chester, MA 01011
  • 171 Prospect St, Chester, MA 01011
    171 Prospect St, Chester, MA 01011
    171 Prospect 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 $234,667

    Last Listing Agent Vadim Tulchinsky Witman Properties, Inc.

    171 Prospect St, Chester, MA 01011
  • lot 61 Skyline Trail, Chester, MA 01011
    lot 61 Skyline Trail, Chester, MA 01011
    lot 61 Skyline Trail, 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
  • 20 William St, Chester, MA 01011
    20 William St, Chester, MA 01011
    20 William St, 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 $300,737

    Last Listing Agent Tammy Weidhaas Today Real Estate, Inc.

    20 William St, Chester, MA 01011
  • 73 Ingell Rd, Chester, MA 01011
    73 Ingell Rd, Chester, MA 01011
    73 Ingell 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 $382,530

    Last Listing Agent Debra Petrovsky Donovan Real Estate

    73 Ingell Rd, Chester, MA 01011
  • 500 E River Rd, Chester, MA 01011
    500 E River Rd, Chester, MA 01011
    500 E River 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
  • 11 Maple St, Chester, MA 01011
    11 Maple St, Chester, MA 01011
    11 Maple St, 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 $216,186

    Last Listing Agent Nadine Hiser KRG - Key Realty Group

    11 Maple St, Chester, MA 01011
  • 0 Round Hill Rd Unit 73399828, Chester, MA 01011
    0 Round Hill Rd Unit 73399828, Chester, MA 01011
    0 Round Hill Rd Unit 73399828, 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
  • 279 Goss Hill Rd, Huntington, MA 01050
    279 Goss Hill Rd, Huntington, MA 01050
    279 Goss Hill Rd, Huntington, MA 01050
    /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 $498,936

    Last Listing Agent Linda Webster Coldwell Banker Community REALTORS®

    279 Goss Hill Rd, Huntington, MA 01050
  • 110 Middlefield Rd, Chester, MA 01011
    110 Middlefield Rd, Chester, MA 01011
    110 Middlefield Rd, Chester, MA 01011
    /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 $293,282

    Last Listing Agent Darcie Gasperini Taylor Agency

    110 Middlefield Rd, Chester, MA 01011
  • 124 Skyline Trail, Chester, MA 01011
    124 Skyline Trail, Chester, MA 01011
    124 Skyline Trail, 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 $741,935

    Last Listing Agent Herb Butzke WILLIAM PITT SOTHEBY'S - LENOX

    124 Skyline Trail, Chester, MA 01011
  • 21 Sylvester Hamilton Rd, Chester, MA 01011
    21 Sylvester Hamilton Rd, Chester, MA 01011
    21 Sylvester Hamilton Rd, 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 $372,115

    Last Listing Agent Linda Webster Coldwell Banker Community REALTORS®

    21 Sylvester Hamilton Rd, Chester, MA 01011
  • 7 William St, Chester, MA 01011
    7 William St, Chester, MA 01011
    7 William St, 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 $287,710

    Last Listing Agent James Adams Hilltown Real Estate by Adams Realty

    7 William St, Chester, MA 01011
  • 10 William St, Chester, MA 01011
    10 William St, Chester, MA 01011
    10 William St, 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 $337,409

    Last Listing Agent Nicholas Decaro Property Works New England

    10 William St, Chester, MA 01011
Massachusetts Hampden County Chester

Recently Sold Real Estate & Homes in Chester, MA

Frequently Asked Questions

What is the average home price in Chester, MA?
Homes for sale in Chester, MA have an average home price of $367,586.
What is the average time to sell a house in Chester, MA?
The houses for sale in Chester, MA spend an average of 47 days on the market.
What is the number of active homes for sale in Chester, MA?
There are 3 active homes for sale in Chester, MA.
How many homes have sold over the last 12 months in Chester, MA?
26 homes have sold in Chester, MA over the last 12 months.

Home Trends in Chester, MA

On average, homes in Chester, MA sell after 47 days on the market compared to the national average of 55 days. The median sale price for homes in Chester, MA over the last 12 months is $340,000, down 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$340,000
Median Single Family Sale Price
$327,500
Average Price Per Sq Ft
$205
Number of Homes for Sale
3
Last 12 months Home Sales
26
Months of Supply
1.40
Median List Price
$324,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-3%
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