1,965

Sheffield, MA Homes

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  • /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
    • /7

      Est $889,566 Not Listed For Sale

      215 Cross Rd, Great Barrington, MA 01230

      • 3 Beds
      • 2 Baths
      • 1,784 Sq Ft
      • Built 1987
      215 Cross Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 19% Above List Price
      • $420/SF
      • 3 Days On Market

      Last Sold Price $750,000

      Last Listing Agent William Morrow William Pitt

  • /32

    $399,000 Pending

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

    1592 County Rd, Great Barrington, MA 01230

    Wonderful location, 3 bedroom, 3 bath split level. Minutes to the downtowns of Sheffield and Great Barrington. Primary with en suite bath, finished lower level with family room, artists studio plus a two car garage.

    Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    1592 County Rd, Great Barrington, MA 01230
  • /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 $227,973

    Last Listing Agent Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    16 Lilac Ln, Sheffield, MA 01257
    • /14

      Est $376,115 Not Listed For Sale

      689 N Main St, Sheffield, MA 01257

      • 4 Beds
      • 2 Baths
      • 2,258 Sq Ft
      • Built 1957
      689 N Main St, Sheffield, MA 01257

      Last Sold Summary

      • 79% Above List Price
      • $93/SF
      • 92 Days On Market

      Last Sold Price $210,000

      Last Listing Agent Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  • /2

    $249,000 Pending

    • 4 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    321 Salisbury Rd, Sheffield, MA 01257

    Attention investors! This property features a primary bedroom with a half bath, along with three additional bedrooms, offering plenty of living space. The combined two lots total 7.99 acres, providing ample room for expansion. Having been vacant for several years, this property presents a blank canvas, ready for someone with a vision to restore it to its former glory. Potential buyers should be

    Diane McDougald Berkshire Hathaway Home Service New England Properties

    321 Salisbury Rd, Sheffield, MA 01257
  • /41

    $250,000 Sold Apr 30, 2025

    107 S Main St, Sheffield, MA 01257

    • 3 Beds
    • 3 Baths
    • 1,765 Sq Ft
    • Built 1793

    Last Sold Summary

    • 44% Below List Price
    • $142/SF
    • 169 Days On Market

    Current Estimated Value $260,841

    Last Listing Agent Mary Naylor WILLIAM RAVEIS - BERKSHIRE

    107 S Main St, Sheffield, MA 01257
    • /48

      Est $1,573,160 Not Listed For Sale

      452 Shunpike Rd, Sheffield, MA 01257

      • 3 Beds
      • 3.5 Baths
      • 2,800 Sq Ft
      • Built 1986
      452 Shunpike Rd, Sheffield, MA 01257

      Last Sold Summary

      • 2% Above List Price
      • $550/SF
      • 25 Days On Market

      Last Sold Price $1,540,000

      Last Listing Agent Christian Deckert William Pitt

  • /28

    $495,000

    • 4 Beds
    • 2 Baths
    • 1,531 Sq Ft

    95 Water Farm Rd, Sheffield, MA 01257

    New roof, siding, and house fully painted. Newer heating system. Experience the perfect blend of modern comfort and historical charm in this beautifully maintained home. Featuring 4 spacious bedrooms and 2 baths, this home offers over 1,500 sq. ft. of living space. Enjoy the character of the 1850s with updates, including new mechanics. This home is truly move-in ready. The stonework patio

    Suzann Ward HOUSATONIC REAL ESTATE

    95 Water Farm Rd, Sheffield, MA 01257
  • /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 $397,353

    Last Listing Agent Victoria Standring LAMACCHIA REALTY, INC

    334 S Undermountain Rd, Sheffield, MA 01257
    • /36

      Est $426,005 Not Listed For Sale

      1014 Salisbury Rd, Sheffield, MA 01257

      • 2 Beds
      • 1 Bath
      • 1,379 Sq Ft
      • Built 1800
      1014 Salisbury Rd, Sheffield, MA 01257

      Last Sold Summary

      • 14% Above List Price
      • $272/SF
      • 6 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  • /43

    $429,000

    • 3 Beds
    • 2 Baths
    • 1,670 Sq Ft

    166 Berkshire School Rd, Sheffield, MA 01257

    Nestled in Sheffield Village on 8+ acres, this charming New England farmhouse blends rustic character with modern comfort. Featuring 3 bedrooms, 2 baths, wood floors, beams, Great Room with a gas stove offers a warm inviting space Enjoy a country kitchen with a pantry. Screened in porch with outdoor patio, gardens, and two sheds for storage or hobbies. Perfect as a private sanctuary or Airbnb,

    Suzann Ward HOUSATONIC REAL ESTATE

    166 Berkshire School 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 $723,848

    Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    461 Hulett Hill Rd, Sheffield, MA 01257
    • /40

      Est $461,394 Not Listed For Sale

      1507 Home Rd, Great Barrington, MA 01230

      • 3 Beds
      • 2 Baths
      • 1,240 Sq Ft
      • Built 1978
      1507 Home Rd, Great Barrington, MA 01230

      Last Sold Summary

      • 28% Above List Price
      • $290/SF
      • 87 Days On Market

      Last Sold Price $360,000

      Last Listing Agent Doug Collins LAMACCHIA REALTY, INC

  • /3

    $39,000 Pending

    • Land
    • 1 Acre
    • $39,000 per Acre

    0 Shunpike Rd, Sheffield, MA 01257

    Sandra Preston FAIRGROUND REAL ESTATE, INC

    0 Shunpike 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 $2,458,824

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

    1373 Boardman St, Sheffield, MA 01257
    • /42

      Est $577,567 Not Listed For Sale

      575 Sheffield Plain, Sheffield, MA 01257

      • 3 Beds
      • 2.5 Baths
      • 1,960 Sq Ft
      • Built 1890
      575 Sheffield Plain, Sheffield, MA 01257

      Last Sold Summary

      • 3% Above List Price
      • $286/SF
      • 85 Days On Market

      Last Sold Price $560,000

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

  • /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
    • /42

      Est $471,664 Not Listed For Sale

      505 Sheffield Plain, Sheffield, MA 01257

      • 3 Beds
      • 2 Baths
      • 1,900 Sq Ft
      • Built 1847
      505 Sheffield Plain, Sheffield, MA 01257

      Last Sold Summary

      • 24% Above List Price
      • $200/SF
      • 150 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  • /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
    • /56

      Est $1,127,475 Not Listed For Sale

      49 Bow Wow Rd, Sheffield, MA 01257

      • 4 Beds
      • 2 Baths
      • 2,929 Sq Ft
      • Built 1941
      49 Bow Wow Rd, Sheffield, MA 01257

      Last Sold Summary

      • 1% Above List Price
      • $382/SF
      • 15 Days On Market

      Last Sold Price $1,120,000

      Last Listing Agent Jared Kelly William Pitt

  • 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 $816,853

    Last Listing Agent Andrew Gates Houlihan Lawrence Inc.

    1900 Home Rd, Great Barrington, MA 01230
    • /11

      Est $208,769 Not Listed For Sale

      704 S Main St, Sheffield, MA 01257

      • 2 Beds
      • 1 Bath
      • 875 Sq Ft
      • Built 1957
      704 S Main St, Sheffield, MA 01257

      Last Sold Summary

      • 48% Above List Price
      • $161/SF
      • 46 Days On Market

      Last Sold Price $141,000

      Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  • /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
    • /33

      Est $556,550 Not Listed For Sale

      45 Root Ln, Sheffield, MA 01257

      • 5 Beds
      • 2 Baths
      • 2,415 Sq Ft
      • Built 1950
      45 Root Ln, Sheffield, MA 01257

      Last Sold Summary

      • 20% Above List Price
      • $193/SF
      • 138 Days On Market

      Last Sold Price $465,000

      Last Listing Agent Harmony Edwards KELLER WILLIAMS REALTY

  • /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
    • /19

      Est $546,604 Not Listed For Sale

      285 Salisbury Rd, Sheffield, MA 01257

      • 3 Beds
      • 2 Baths
      • 2,220 Sq Ft
      • Built 1984
      285 Salisbury Rd, Sheffield, MA 01257

      Last Sold Summary

      • 12% Above List Price
      • $219/SF
      • 10 Days On Market

      Last Sold Price $486,000

      Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  • /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 $374,428

    Last Listing Agent Cory Evangelisto NOCHER REALTY

    454 Sheffield Plain, Sheffield, MA 01257
    • /51

      Est $500,838 Not Listed For Sale

      259 Salisbury Rd, Sheffield, MA 01257

      • 3 Beds
      • 2.5 Baths
      • 2,866 Sq Ft
      • Built 1991
      259 Salisbury Rd, Sheffield, MA 01257

      Last Sold Summary

      • 25% Above List Price
      • $140/SF
      • 88 Days On Market

      Last Sold Price $400,000

      Last Listing Agent Lawrence Reilly THE KINDERHOOK GROUP

  • /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
    • /47

      Est $806,447 Not Listed For Sale

      170 Oak St, Sheffield, MA 01257

      • 4 Beds
      • 3 Baths
      • 2,100 Sq Ft
      • Built 2007
      170 Oak St, Sheffield, MA 01257

      Last Sold Summary

      • 9% Above List Price
      • $352/SF
      • 8 Days On Market

      Last Sold Price $740,000

      Last Listing Agent Vashti Poor WILLIAM RAVEIS - BERKSHIRE

  • /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 $562,190

    Last Listing Agent Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

    64 Hewins St, Sheffield, MA 01257
    • /23

      Est $601,713 Not Listed For Sale

      216 S Undermountain Rd, Sheffield, MA 01257

      • 3 Beds
      • 2 Baths
      • 1,506 Sq Ft
      • Built 1955
      216 S Undermountain Rd, Sheffield, MA 01257

      Last Sold Summary

      • 10% Above List Price
      • $365/SF
      • 50 Days On Market

      Last Sold Price $549,000

      Last Listing Agent Karen Climo William Pitt

  • /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 $2,457,344

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

    232 Giberson Rd, Sheffield, MA 01257
    • /19

      Est $494,735 Not Listed For Sale

      350 S Undermountain Rd, Sheffield, MA 01257

      • 3 Beds
      • 2 Baths
      • 1,600 Sq Ft
      • Built 1977
      350 S Undermountain Rd, Sheffield, MA 01257

      Last Sold Summary

      • 29% Above List Price
      • $241/SF
      • 122 Days On Market

      Last Sold Price $385,000

      Last Listing Agent Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  • /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 $397,370

    Last Listing Agent Cortney Dupont COHEN & WHITE ASSOCIATES

    95 Main St, Sheffield, MA 01257
    • /30

      Est $898,623 Not Listed For Sale

      815 S Undermountain Rd, Sheffield, MA 01257

      • 3 Beds
      • 2 Baths
      • 1,552 Sq Ft
      • Built 1971
      815 S Undermountain Rd, Sheffield, MA 01257

      Last Sold Summary

      • 6% Above List Price
      • $547/SF
      • 11 Days On Market

      Last Sold Price $849,000

      Last Listing Agent Tracy Macgowan ELYSE HARNEY REAL ESTATE

  • /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 $419,755

    Last Listing Agent Tony Segalla WILLIAM RAVEIS - BERKSHIRE

    127 Old Joe Rd, Great Barrington, MA 01230
    • /40

      Est $726,127 Not Listed For Sale

      647 Silver St, Sheffield, MA 01257

      • 3 Beds
      • 3 Baths
      • 1,792 Sq Ft
      • Built 1991
      647 Silver St, Sheffield, MA 01257

      Last Sold Summary

      • 4% Above List Price
      • $388/SF
      • 171 Days On Market

      Last Sold Price $695,000

      Last Listing Agent Tony Segalla WILLIAM RAVEIS - BERKSHIRE

  • /28

    $530,000 Sold May 01, 2025

    690 N Main St, Sheffield, MA 01257

    • 3 Beds
    • 1 Bath
    • 3,280 Sq Ft
    • Built 1790

    Last Sold Summary

    • 8% Below List Price
    • $162/SF
    • 231 Days On Market

    Current Estimated Value $262,931

    Last Listing Agent Tim Gallagher STONE HOUSE PROPERTIES, LLC

    690 N Main St, Sheffield, MA 01257

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