43

Recently Sold Sheffield, MA Homes

Section Image
  • /29

    $325,000

    Sold Jun 22, 2026

    153 E Main St, Ashley Falls, MA 01222

    • 3 Beds
    • 2 Baths
    • 1,482 Sq Ft
    • Built 1966

    Last Sold Summary

    • 19% Below List Price
    • $219/SF
    • 156 Days On Market

    Current Estimated Value $364,344

    Last Listing Agent John Segalla HOUSATONIC REAL ESTATE

    153 E Main St, Ashley Falls, MA 01222
  • /41

    $475,000

    Sold Aug 21, 2025

    163 Main St, Sheffield, MA 01257

    • 3 Beds
    • 2 Baths
    • 2,152 Sq Ft
    • Built 1805

    Last Sold Summary

    • 17% Below List Price
    • $221/SF
    • 321 Days On Market

    Current Estimated Value $508,513

    Last Listing Agent Vashti Poor WILLIAM RAVEIS - BERKSHIRE

    163 Main St, Sheffield, MA 01257
  • /21

    $168,000

    Sold Aug 11, 2025

    339 Clayton Rd, Sheffield, MA 01222

    • 2 Beds
    • 1 Bath
    • 1,096 Sq Ft
    • Built 1952

    Last Sold Summary

    • 50% Below List Price
    • $153/SF
    • 318 Days On Market

    Last Listing Agent Eric Steuernagle FAIRGROUND REAL ESTATE, INC

    339 Clayton Rd, Sheffield, MA 01222
  • /68

    $1,350,000

    Sold Mar 27, 2026

    20 Sheffield-Egremont Rd, Great Barrington, MA 01230

    • 4 Beds
    • 3.5 Baths
    • 3,240 Sq Ft
    • Built 1909

    Last Sold Summary

    • 3% Below List Price
    • $417/SF
    • 10 Days On Market

    Last Listing Agent Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    20 Sheffield-Egremont Rd, Great Barrington, MA 01230
  • /59

    $2,295,000

    Sold Jun 27, 2025

    246 County Rd, Sheffield, MA 01257

    • 4 Beds
    • 3.5 Baths
    • 3,150 Sq Ft
    • Built 1915

    Last Sold Summary

    • $729/SF
    • 1 Day On Market

    Current Estimated Value $2,125,648

    Last Listing Agent Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

    246 County Rd, Sheffield, MA 01257
  • /35

    $350,000

    Sold Dec 23, 2025

    2105 S Undermountain Rd, Sheffield, MA 01257

    • 3 Beds
    • 2.5 Baths
    • 3,217 Sq Ft
    • Built 1796

    Last Sold Summary

    • 29% Below List Price
    • $109/SF
    • 85 Days On Market

    Current Estimated Value $392,241

    Last Listing Agent Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

    2105 S Undermountain Rd, Sheffield, MA 01257
  • /47

    $825,000

    Sold Sep 15, 2025

    20 Hillside Ln, Sheffield, MA 01222

    • 3 Beds
    • 2 Baths
    • 2,057 Sq Ft
    • Built 1992

    Last Sold Summary

    • 8% Below List Price
    • $401/SF
    • 61 Days On Market

    Current Estimated Value $831,373

    Last Listing Agent Sarah Dixon WILLIAM RAVEIS - BERKSHIRE

    20 Hillside Ln, Sheffield, MA 01222
  • /2

    $680,000

    Sold Jun 30, 2025

    63 Glennanna Way, Sheffield, MA 01257

    • 4 Beds
    • 3.5 Baths
    • 2,000 Sq Ft
    • Built 1999

    Last Sold Summary

    • 2% Below List Price
    • $340/SF
    • 76 Days On Market

    Current Estimated Value $715,621

    Last Listing Agent Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    63 Glennanna Way, Sheffield, MA 01257
  • /13

    $272,500

    Sold Dec 05, 2025

    412 Berkshire School Rd, Sheffield, MA 01257

    • 3 Beds
    • 1 Bath
    • 900 Sq Ft
    • Built 1995

    Last Sold Summary

    • 22% Below List Price
    • $303/SF
    • 66 Days On Market

    Current Estimated Value $290,643

    Last Listing Agent Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    412 Berkshire School Rd, Sheffield, MA 01257
  • /30

    $300,000

    Sold Nov 07, 2025

    179 S Main St, Sheffield, MA 01257

    • 3 Beds
    • 2.5 Baths
    • 1,536 Sq Ft
    • Built 1826

    Last Sold Summary

    • 24% Below List Price
    • $195/SF
    • 395 Days On Market

    Current Estimated Value $341,136

    Last Listing Agent Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    179 S Main St, Sheffield, MA 01257
  • /34

    $680,000

    Sold Oct 20, 2025

    662 Foley Rd, Sheffield, MA 01257

    • 4 Beds
    • 2 Baths
    • 2,310 Sq Ft
    • Built 1992

    Last Sold Summary

    • 12% Below List Price
    • $294/SF
    • 69 Days On Market

    Current Estimated Value $759,228

    Last Listing Agent Claire Pollart WILLIAM RAVEIS - BERKSHIRE

    662 Foley Rd, Sheffield, MA 01257
  • /41

    $450,000

    Sold Apr 13, 2026

    119 S Main St, Sheffield, MA 01257

    • 6 Beds
    • 2.5 Baths
    • 3,184 Sq Ft
    • Built 1880

    Last Sold Summary

    • 10% Below List Price
    • $141/SF
    • 325 Days On Market

    Current Estimated Value $489,020

    Last Listing Agent Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

    119 S Main St, Sheffield, MA 01257
  • /9

    $342,000

    Sold Aug 01, 2025

    0 S Main St, Sheffield, MA 01257

    • Land
    • 6.25 Acres
    • $54,720 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 49 Days On Market

    Last Listing Agent Grace Golden Equine Homes Real Estate, LLC

    0 S Main St, Sheffield, MA 01257
  • /38

    $638,500

    Sold Jun 06, 2026

    483 Home Rd, Great Barrington, MA 01230

    • 3 Beds
    • 3 Baths
    • 1,991 Sq Ft
    • Built 2006

    Last Sold Summary

    • 20% Below List Price
    • $321/SF
    • 191 Days On Market

    Current Estimated Value $752,857

    Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

    483 Home Rd, Great Barrington, MA 01230
  • /20

    $350,000

    Sold Oct 01, 2025

    355 Clayton Rd, Sheffield, MA 01222

    • 3 Beds
    • 3 Baths
    • 6,420 Sq Ft
    • Built 1976

    Last Sold Summary

    • 43% Below List Price
    • $55/SF
    • 234 Days On Market

    Last Listing Agent Mark Rosengren WILLIAM RAVEIS - BERKSHIRE

    355 Clayton Rd, Sheffield, MA 01222
  • /2

    $75,000

    Sold Jan 20, 2026

    16 Lilac Ln, Sheffield, MA 01257

    • 2 Beds
    • 1 Bath
    • 1,230 Sq Ft
    • Built 1977

    Last Sold Summary

    • 24% Below List Price
    • $61/SF
    • 6 Days On Market

    Current Estimated Value $221,504

    Last Listing Agent Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    16 Lilac Ln, Sheffield, MA 01257
  • /32

    $340,000

    Sold Apr 10, 2026

    1592 County Rd, Great Barrington, MA 01230

    • 4 Beds
    • 3 Baths
    • 1,360 Sq Ft
    • Built 1988

    Last Sold Summary

    • 20% Below List Price
    • $250/SF
    • 171 Days On Market

    Current Estimated Value $403,570

    Last Listing Agent Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    1592 County Rd, Great Barrington, MA 01230
  • /37

    $401,500

    Sold Mar 24, 2026

    334 S Undermountain Rd, Sheffield, MA 01257

    • 3 Beds
    • 2 Baths
    • 1,683 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Above List Price
    • $239/SF
    • 7 Days On Market

    Current Estimated Value $402,450

    Last Listing Agent Victoria Standring Lamacchia Realty, Inc. - Dalton

    334 S Undermountain Rd, Sheffield, MA 01257
  • /63

    $720,000

    Sold Oct 31, 2025

    461 Hulett Hill Rd, Sheffield, MA 01257

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • Built 1990

    Last Sold Summary

    • 1% Below List Price
    • $360/SF
    • 17 Days On Market

    Current Estimated Value $740,208

    Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    461 Hulett Hill Rd, Sheffield, MA 01257
  • /61

    $2,450,000

    Sold Jan 23, 2026

    1373 Boardman St, Sheffield, MA 01257

    • 4 Beds
    • 4.5 Baths
    • 3,100 Sq Ft
    • Built 2003

    Last Sold Summary

    • 2% Below List Price
    • $790/SF
    • 351 Days On Market

    Current Estimated Value $2,465,810

    Last Listing Agent Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    1373 Boardman St, Sheffield, MA 01257
  • /28

    $500,000

    Sold May 30, 2026

    95 Water Farm Rd, Sheffield, MA 01257

    • 3 Beds
    • 2 Baths
    • 1,531 Sq Ft
    • Built 1850

    Last Sold Summary

    • 1% Above List Price
    • $327/SF
    • 207 Days On Market

    Current Estimated Value $482,401

    Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

    95 Water Farm Rd, Sheffield, MA 01257
  • /70

    $850,000

    Sold Oct 24, 2025

    567 S Main St, Sheffield, MA 01257

    • 9 Beds
    • 7 Baths
    • 5,267 Sq Ft
    • Built 1938

    Last Sold Summary

    • 10% Below List Price
    • $161/SF
    • 162 Days On Market

    Last Listing Agent Claire Pollart WILLIAM RAVEIS - BERKSHIRE

    567 S Main St, Sheffield, MA 01257
  • /10

    $109,950

    Sold Nov 07, 2025

    0 Bunce Rd Unit 245787, Sheffield, MA 01257

    • Land
    • 1.45 Acres
    • $75,828 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 191 Days On Market

    Last Listing Agent Vashti Poor WILLIAM RAVEIS - BERKSHIRE

    0 Bunce Rd Unit 245787, Sheffield, MA 01257
  • 1900 Home Rd, Great Barrington, MA 01230

    $805,000

    Sold Nov 24, 2025

    1900 Home Rd, Great Barrington, MA 01230

    • 4 Beds
    • 2.5 Baths
    • 2,389 Sq Ft
    • Built 1984

    Last Sold Summary

    • 5% Above List Price
    • $337/SF
    • 38 Days On Market

    Current Estimated Value $840,408

    Last Listing Agent Andrew Gates Houlihan Lawrence Inc.

    1900 Home Rd, Great Barrington, MA 01230
  • /32

    $380,000

    Sold Sep 11, 2025

    1291 Ashley Falls Rd, Sheffield, MA 01222

    • 2 Beds
    • 1 Bath
    • 1,700 Sq Ft
    • Built 1960

    Last Sold Summary

    • 23% Below List Price
    • $224/SF
    • 102 Days On Market

    Last Listing Agent Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

    1291 Ashley Falls Rd, Sheffield, MA 01222
  • /22

    $250,000

    Sold Sep 25, 2025

    339 Alum Hill Rd, Sheffield, MA 01257

    • 3 Beds
    • 1.5 Baths
    • 1,056 Sq Ft
    • Built 1988

    Last Sold Summary

    • 16% Below List Price
    • $237/SF
    • 70 Days On Market

    Last Listing Agent Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

    339 Alum Hill Rd, Sheffield, MA 01257
  • /48

    $372,500

    Sold Nov 17, 2025

    454 Sheffield Plain, Sheffield, MA 01257

    • 3 Beds
    • 1.5 Baths
    • 1,617 Sq Ft
    • Built 1900

    Last Sold Summary

    • 28% Below List Price
    • $230/SF
    • 406 Days On Market

    Current Estimated Value $392,510

    Last Listing Agent Cory Evangelisto NOCHER REALTY

    454 Sheffield Plain, Sheffield, MA 01257
  • /40

    $1,250,000

    Sold Jul 11, 2025

    40 Veeley Rd, Sheffield, MA 01257

    • 4 Beds
    • 2 Baths
    • 2,100 Sq Ft
    • Built 1984

    Last Sold Summary

    • $595/SF
    • 12 Days On Market

    Last Listing Agent Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

    40 Veeley Rd, Sheffield, MA 01257
  • /53

    $545,000

    Sold Oct 31, 2025

    64 Hewins St, Sheffield, MA 01257

    • 4 Beds
    • 4 Baths
    • 3,455 Sq Ft
    • Built 1842

    Last Sold Summary

    • 41% Below List Price
    • $158/SF
    • 356 Days On Market

    Current Estimated Value $561,038

    Last Listing Agent Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

    64 Hewins St, Sheffield, MA 01257
  • /53

    $2,675,000

    Sold Jan 23, 2026

    232 Giberson Rd, Sheffield, MA 01257

    • 4 Beds
    • 3.5 Baths
    • 3,459 Sq Ft
    • Built 1997

    Last Sold Summary

    • 18% Below List Price
    • $773/SF
    • 94 Days On Market

    Current Estimated Value $2,731,513

    Last Listing Agent Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    232 Giberson Rd, Sheffield, MA 01257
  • /31

    $390,000

    Sold Jul 15, 2025

    95 Main St, Sheffield, MA 01257

    • 3 Beds
    • 2.5 Baths
    • 2,008 Sq Ft
    • Built 1804

    Last Sold Summary

    • 2% Below List Price
    • $194/SF
    • 19 Days On Market

    Current Estimated Value $396,534

    Last Listing Agent Cortney Dupont COHEN & WHITE ASSOCIATES

    95 Main St, Sheffield, MA 01257
  • /43

    $400,000

    Sold Dec 29, 2025

    127 Old Joe Rd, Great Barrington, MA 01230

    • 4 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Built 1996

    Last Sold Summary

    • 16% Below List Price
    • $256/SF
    • 99 Days On Market

    Current Estimated Value $430,418

    Last Listing Agent Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    127 Old Joe Rd, Great Barrington, MA 01230
  • /8

    $1,500,000

    Sold Aug 29, 2025

    360 Brush Hill Rd, Sheffield, MA 01257

    • 4 Beds
    • 3.5 Baths
    • 4,853 Sq Ft
    • Built 1994

    Last Sold Summary

    • 14% Below List Price
    • $309/SF
    • 92 Days On Market

    Last Listing Agent Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    360 Brush Hill Rd, Sheffield, MA 01257
  • /37

    $1,250,000

    Sold Jan 30, 2026

    414 S Undermountain Rd, Sheffield, MA 01257

    • 3 Beds
    • 2.5 Baths
    • 2,256 Sq Ft
    • Built 2021

    Last Sold Summary

    • 7% Below List Price
    • $554/SF
    • 91 Days On Market

    Current Estimated Value $1,273,589

    Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    414 S Undermountain Rd, Sheffield, MA 01257
  • /9

    $102,000

    Sold Mar 12, 2026

    0 Amory Ln, Southfield, MA 01259

    • Land
    • 6.12 Acres
    • $16,672 per Acre

    Last Sold Summary

    • 27% Below List Price
    • 274 Days On Market

    Last Listing Agent Kate Lascar COMPASS MASSACHUSETTS , LLC GB

    0 Amory Ln, Southfield, MA 01259
  • /29

    $750,000

    Sold Apr 29, 2026

    1427 Hewins St, Sheffield, MA 01257

    • 3 Beds
    • 2 Baths
    • 1,730 Sq Ft
    • Built 2025

    Last Sold Summary

    • 3% Below List Price
    • $434/SF
    • 206 Days On Market

    Current Estimated Value $773,418

    Last Listing Agent Claire Pollart WILLIAM RAVEIS - BERKSHIRE

    1427 Hewins St, Sheffield, MA 01257
  • /53

    $845,000

    Sold Dec 04, 2025

    1872 S Undermountain Rd, Sheffield, MA 01257

    • 4 Beds
    • 2.5 Baths
    • 2,452 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Below List Price
    • $345/SF
    • 38 Days On Market

    Current Estimated Value $876,889

    Last Listing Agent David Taylor ELYSE HARNEY REAL ESTATE

    1872 S Undermountain Rd, Sheffield, MA 01257
  • 1166 Rannapo Rd, Sheffield, MA 01257

    $930,000

    Sold Sep 19, 2025

    1166 Rannapo Rd, Sheffield, MA 01257

    • 3 Beds
    • 3 Baths
    • 2,878 Sq Ft
    • Built 1988

    Last Sold Summary

    • 27% Below List Price
    • $323/SF
    • 167 Days On Market

    Current Estimated Value $1,029,117

    Last Listing Agent Grace Golden Equine Homes Real Estate, LLC

    1166 Rannapo Rd, Sheffield, MA 01257
  • /69

    $2,300,000

    Sold Sep 15, 2025

    771 West Rd, Sheffield, MA 01257

    • 6 Beds
    • 8.5 Baths
    • 5,219 Sq Ft
    • Built 1910

    Last Sold Summary

    • 6% Below List Price
    • $441/SF
    • 25 Days On Market

    Current Estimated Value $2,308,895

    Last Listing Agent Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    771 West Rd, Sheffield, MA 01257
  • /21

    $276,500

    Sold Jan 07, 2026

    1114 County Rd, Great Barrington, MA 01230

    • 4 Beds
    • 1 Bath
    • 1,704 Sq Ft
    • Built 1950

    Last Sold Summary

    • 15% Below List Price
    • $162/SF
    • 234 Days On Market

    Current Estimated Value $303,743

    Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    1114 County Rd, Great Barrington, MA 01230

Showing Results 1 - 40, Page 1 of 2

Frequently Asked Questions

What is the average home price in Sheffield, MA?
Homes for sale in Sheffield, MA have an average home price of $1,033,444.
What is the average time to sell a house in Sheffield, MA?
The houses for sale in Sheffield, MA spend an average of 147 days on the market.
What is the number of active homes for sale in Sheffield, MA?
There are 14 active homes for sale in Sheffield, MA.
How many homes have sold over the last 12 months in Sheffield, MA?
31 homes have sold in Sheffield, MA over the last 12 months.

Home Price Trends

Median Sale Price
$680,000
Median Single Family Sale Price
$720,000
Median Townhouse Sale Price
$595,000
Median 2 Bedroom Sale Price
$274,000
Median 1 Bedroom Sale Price
$1,475,000
Average Price Per Sq Ft
$369
Number of Homes for Sale
14
Last 12 months Home Sales
31
Months of Supply
5.40
Median List Price
$775,000
Median Change From 1st List Price
14%
Median Home Sale Price YoY Change
19%
How to Buy a Home How to Finance a Home How to Sell a Home