Sheffield Real Estate

The oldest town in Berkshire County, Sheffield was purchased from Chief Konkapot and other Stockbridge Indians in 1724. Noted for its natural beauty and deep agricultural soils, much of Sheffield remains open and in agricultural production.  A combination of wide open river valley, mountain vistas and active farmland makes Sheffield one of the most scenic towns in the Commonwealth. Located on US Route 7, Sheffield is approximately one hour from Hartford, Springfield and Albany, and two and one-half hours from Boston and New York City.

Search new real estate in the Berkshire town of Sheffield, MA. Discover hundreds of current listings, including beautiful antique properties and single-family homes. Like what you see? Register with us to save your favorites, and receive notifications with similar properties are listed. Contact us today to see any of the homes below!

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358 Clayton Rd Sheffield MA 01222

Price$224,900

Est. Mortgage: $/month

MLS Number 227462

  • Single Family
  • Address 358 Clayton Rd
  • Village Berkshire - South
  • Year Built 1950
  • Parking Spaces 2

1950 Charmer. This Cape has had only one owner. It's just waiting to be brought 2000's. Lovely wood floors, attached garage, enclosed mudroom, large level lot. There are so many closets. All rooms are sunny and bright and oozing with charm.

Listed by BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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126 East Main St Sheffield MA 01222

Price$219,000

Est. Mortgage: $/month

MLS Number 225306

  • Multi-Family
  • Address 126 East Main St
  • Village Berkshire - South
  • Acreage 0.3
  • Bedrooms 4

Listed by FAIRGROUND REAL ESTATE

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$
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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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126 East Main St Sheffield MA 01222

Price$219,000

Est. Mortgage: $/month

MLS Number 225269

  • Single Family
  • Address 126 East Main St
  • Village Berkshire - South
  • Year Built 1900
  • Bedrooms 4

Village of Ashley Falls duplex . Perfect for owner occupied living with income from second unit. Utilities, entrances, and parking already separated. Wonderful yard for the kids to play. Income supports this property as an investment as well.

Listed by Eric Steuernagle of FAIRGROUND REAL ESTATE

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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358 South Main St Sheffield MA 01257

Price$161,000

Est. Mortgage: $/month

MLS Number 227536

  • Single Family
  • Address 358 South Main St
  • Village Berkshire - South
  • Year Built 1977
  • Bedrooms 1

Sweet 1977 Ranch style home set back from the Main Road on a inviting half acre lot with a current passed Title V/septic system for two bedrooms, Sheffield Town Water and a full dry basement. Passed on to the current Owners there has been interior taking down of walls and new sheet-rock work in progress. A new Owner could define the light filled space as needed. One bedroom...all open...partial dividers. Think of it as a small blank canvas for a handy creative with hammer and nails.

Listed by BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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284 West Stahl Rd Sheffield MA 01257

Price$150,000

Est. Mortgage: $/month

MLS Number 227964

  • Land
  • High School Mount Everett
  • Village Berkshire - South
  • Square Feet 200,986
  • Zoning Residential

Great level parcel with greenhouse. Property to be divided prior to closing. Taxes and assessment to be determined.

Listed by LANCE VERMEULEN RE, INC

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Shunpike Rd Sheffield MA 01257

Price$145,000

Est. Mortgage: $/month

MLS Number 225841

  • Land
  • High School Mount Everett
  • Village Berkshire - South
  • Square Feet 406,414
  • Zoning Residential

Spacious Building Lot. Quiet country road with potential for views. Easy to get to, town maintained road. Build your Berkshire dream home on a lovely lot, with easy access from NY or CT.

Listed by Kim Wilder of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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412 Berkshire School Rd Sheffield MA 01257

MLS Number 225870

  • Single Family
  • Village Berkshire - South
  • Year Built 1995
  • Bedrooms 3
  • Bathroom 1

Three bedroom split level with unfinished lower level, being sold as is. Short sale, all offers subject to third party approval.

Listed by RED HORSE REAL ESTATE

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Home Road Sheffield MA 01257

Price$115,000

Est. Mortgage: $/month

MLS Number 225955

  • Land
  • High School Mount Everett
  • Village Berkshire - South
  • Acreage 4
  • Square Feet 174,327

WONDERFUL 4 ACRE BUILDING LOT IN PICTURESQUE SETTING.Fantastic setting for your dream home. Located in a serene Sheffield setting, this parcel offers scenic views to the north, privacy to the south, and level ground to build. Country like setting, is only 8 minutes from GB and Sheffield. Preliminary boundaries have been surveyed and plans are available. Seller will establish boundaries by closing.

Listed by FAIRGROUND REAL ESTATE

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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377 Water Farm Rd Sheffield MA 01257

Price$110,000

Est. Mortgage: $/month

MLS Number 224062

  • Land
  • High School Mount Everett
  • Village Berkshire - South
  • Acreage 11.6
  • Square Feet 505,296

Ascent to awesome with a spectacular vista. There are various potential building sites on this unique property with 2 ponds. Roads and trails throughout the property are in solid form. Great opportunity to own one of the best vantage point properties in the Berkshires Being sold with additional abutting 12.69 wrap around acres for an additional $65K and own the whole mountain. Enjoy the diversity of cultural events, great restaurants with farm to table fare, theatre, Tanglewood, hike the AT, play in many lakes and rivers, Berkshires & Litchfield Hills & Hudson Valley has it all ! Cash offers only , proof of funds, no contingencies, shallow well, pump not working. ''As is Where Is'' No title 5 conveyance, modular home a tear down. Bring offers!

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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377 Water Farm Rd Sheffield MA 01257

Price$110,000

Est. Mortgage: $/month

MLS Number 224061

  • Single Family
  • Address 377 Water Farm Rd
  • Village Berkshire - South
  • Year Built 1980
  • Bedrooms 2

RIGHT PLACE RIGHT TIME TO OWN THIS OPPORTUNITY! ACT NOW. Ascent to awesome with a spectacular vista. There are various potential building sites on this unique property with 2 ponds. Roads and trails throughout the property are in solid form. Great opportunity to own one of the best vantage point properties in the Berkshires. Being sold below real market value with 2 ponds and the additional abutting 12.69 wrap around acres for $65K and own the whole mountain Bring offers!

Listed by Brenda McLean of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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700 Main St Sheffield MA 01257
Pending

MLS Number 225825

  • Commercial
  • Village Berkshire - South
  • Year Built 1955
  • Square Feet 990
  • Zoning Business

Don't miss your opportunity to take advantage of a South County commercial building priced at almost half of the assessed value. The building itself could be used with a considerable amount of renovation or it could be removed. If removed you could start fresh with a great spot that's business zoned. You can capitalize on the high traffic of Rt. 7 with over 300' of frontage and a large parking lot. Formally the location of the thriving Sunrise Diner for many years, but there are endless possibilities for its future.

Listed by WHEELER & TAYLOR REALTY CO., INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

South Main St Sheffield MA 01257

Price$87,000

Est. Mortgage: $/month

MLS Number 223074

  • Land
  • High School Mount Everett
  • Village Berkshire - South
  • Acreage 1.18
  • Square Feet 51,401

Don't miss this Residential or Commercial opportunity directly at the Sheffield Village Zoning District, just past the historic downtown Sheffield. This cleared and level 1.18 acre land parcel offers the residential, as well as variety of commercial opportunities, there is the required 50' frontage on Rt. 7, the access driveway will follow through the open meadow, alongside and past the Magic Fluke Bldg. and opens into a cleared & level building site with mountain views in the rear. Hidden from the hustle of the Main Street, private site with mountain views for your home, or small business.The site is Served by Sheffield Water Co. The Agency Sign is at the road frontage.

Listed by BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Aug 15, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details