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!

r=25-36
636 Silver Sheffield MA 01257

Sheffield, MA636 Silver St

Price$479,000

Est. Mortgage: $/month

Pending

MLS Number 233656

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,022
  • Acreage 1.5

Well built cape with 3 bedrooms, 2 baths, first floor primary bedroom, an updated kitchen great room with beamed ceiling and glass doors to a large deck overlooking a meadow. First floor laundry. Upstairs there are two large sunny bedrooms and a full bath. A full basement and a two car garage.

Listed by BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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 TourAsk A QuestionMore Details

481 A Shunpike Sheffield MA 01257

Sheffield, MA481 A Shunpike Rd

Price$445,000

Est. Mortgage: $/month

MLS Number 233805

  • Land
  • Acreage 26.38

Looking for that perfect hilltop setting to build your dream house? Situated on 26.38 private acres with a plateau at 1,100'. Distant views above the sheffield valley as the sunset unfolds over the taconic range. A beautiful unspoiled lot surrounded by mature hardwoods, stonewalls, and a small pond. One building site is permitted on this land. You may judiciously clear trees for views of your choice. A gravel driveway is in place to reach the plateau where you would build. Land is surrounded by 3 large estate parcels and 150 acres of conservation.

Listed by Suzann Laverack Ward of HOUSATONIC REAL ESTATE

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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 TourAsk A QuestionMore Details

650 Main Sheffield MA 01257

MLS Number 233548

  • Commercial
  • Acreage 0.8

Currently a well-established restaurant with consistent track record, this high traffic location offers an ideal spot for casual dining / gastro-pub / brew-pub / farm-to-table / takeout / catering food service operations or other commercial uses. Sale includes real estate, 98 seat restaurant, all fixtures & equipment for a turn-key business, 500 sq. Ft. Owner's quarters and room to grow.

Listed by Dan Alden of ALDEN COUNTRY REAL ESTATE SERVICES

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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 TourAsk A QuestionMore Details

1434 Main Sheffield MA 01257

Sheffield, MA1434 Main St

Price$399,000

Est. Mortgage: $/month

Pending

MLS Number 232730

  • MultiFamily
  • Acreage 8.6
  • Year Built 1976

Great opportunity in a convenient location! Two separate buildings each with 3 potential rental income apartments; main building can stay as is or be converted back into a single family; live in one, rent the others; solid rental history.

Listed by Brandon White and Cortney K Dupont of COHEN & WHITE ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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 TourAsk A QuestionMore Details

28 Ashley Falls Sheffield MA 01257

Sheffield, MA28 Ashley Falls Rd

Price$399,000

Est. Mortgage: $/month

MLS Number 233076

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,596
  • Acreage 5.47

Great family farm house feel on 5.47 acres, three bedroom, two bath on a large sunny lot with space and potential for gardening and hobby farming! Steps from the back door and adjacent to the circular drive is a two car garage, and three bay run in shed. The house has post and beam visual details, great light, and a three season front porch. The main floor is open plan, centered around a fireplace, updated kitchen, and a beautful contemporary bath with subway tile and wheelchair accessible appliances. New flooring on first level, and renovated entry way. Upstairs are three bedrooms and second full bath, fully accessible by interior lift which is operable between the first and second floor. New minisplits. Easy access to route 7, great sheffield location. Open farmland views.

Listed by Eric Steuernagle and Matt Amstead of FAIRGROUND REAL ESTATE, INC>

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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 TourAsk A QuestionMore Details

1151 Ashley Falls Sheffield MA 01222

Sheffield, MA1151 Ashley Falls Rd

Price$369,000

Est. Mortgage: $/month

Pending

MLS Number 234070

  • Residential
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 1,255
  • Acreage 0.25

This petite antique federal-era home offers easy country living & rustic elegance in a quaint new england village setting. The interior features beautiful wide plank floors, a front living room w/ fireplace, dining room w/ built-in corner cabinet, and small vintage kitchen. Both bedrooms are on the second floor with a shared full bath (please note steep narrow staircase and 2nd floor ceiling height of 6'5''). Additional interior spaces include a large open unheated mudroom / studio space off the kitchen which leads to an attached 1-car garage. The 1/4 acre lot is surrounded by mature landscaping and features an inground pool, a rare amenity for a house of this size, vintage, & price point.

Listed by Dan Alden of ALDEN COUNTRY REAL ESTATE SERVICES

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

96 Main Sheffield MA 01257

Sheffield, MA96 Main St

Price$359,000

Est. Mortgage: $/month

Pending

MLS Number 212625

  • Residential
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 2,920
  • Acreage 0.33

Nearly 3,000 sq. Ft. And +/-0.33 acres in the center of downtown sheffield this turn-of-the-century building has old world craftsmanship and charm. Great visibility and easily accessible this property includes a 2-bedroom apartment located on the second floor.

Listed by Douglas M Goudey of WHEELER & TAYLOR REALTY CO., INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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 TourAsk A QuestionMore Details

96 Main Sheffield MA 01257
Pending

MLS Number 212599

  • Commercial
  • Acreage 0.33
  • Parking Spaces 10

Nearly 3,000 sq. Ft. And .33 acres in the center of downtown sheffield this turn-of-the-century building has old world craftsmanship and charm. Great visibility and easily accessible this property includes a 2-bedroom apartment located on the second floor.

Listed by Douglas M Goudey of WHEELER & TAYLOR REALTY CO., INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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 TourAsk A QuestionMore Details

41 Main Sheffield MA 01257

Sheffield, MA41 Main St

Price$359,000

Est. Mortgage: $/month

MLS Number 233464

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,056
  • Acreage 2

Three-bedroom, two-bath ranch with oversized two-car garage on historic main street in sheffield. Charming living room with fireplace, oak floors throughout. Dramatic views to the east from the three-season back porch.

Listed by James Mercer of WHEELER & TAYLOR REALTY CO., INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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 TourAsk A QuestionMore Details

Sheffield MA 01257

Sheffield, MA

Price$349,000

MLS Number 234054

  • Commercial
  • Acreage 16.55

This property holds the field where j.W. Western steakhouse's black angus cattle once roamed, before they were served across the street at their restaurant, before farm-to-table was en vogue. This property has an endless amount of possibilities. A 40' x 30' commercial building is in place with power. This property could be made into multiple building lots as well.

Listed by William Morrow of WHEELER & TAYLOR REALTY CO., INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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 TourAsk A QuestionMore Details

450 Alum Hill Sheffield MA 01222

Sheffield, MA450 Alum Hill Rd

Price$349,000

Est. Mortgage: $/month

Pending

MLS Number 232884

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,960
  • Acreage 2

Ready to occupy! Roomy cape with flexible floor plan. Large living room with stone fireplace and bay window, country kitchen opens to dining room. 3 bedrooms, 2 full baths, large deck and a fenced yard bordered by woods. Beautiful 2 acres, nicely set back from the road. Upstairs can be a guest suite with a separate entrance. Be here for summer! Minutes from sheffield center, canaan, ct, and great barrington.

Listed by Helen Mullany of HELEN MULLANY REAL ESTATE, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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 TourAsk A QuestionMore Details

Lot #4 Hickey Hill Sheffield MA 01257

Sheffield, MALot #4 Hickey Hill Rd

Price$289,000

Est. Mortgage: $/month

Pending

MLS Number 233216

  • Land
  • Acreage 13.8

Beautiful secluded lot atop picturesque hickey hill with distant westerly views. Potential house site has been cleared and the private drive is in place. Less than 15 minutes to downtown great barrington, this property is the perfect place to build your berkshire retreat.

Listed by Antonio M Segalla of LANCE VERMEULEN RE, INC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.98% last updated on Apr 29, 2021
* 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 TourAsk A QuestionMore Details

Based on information submitted to BCMLS  as of May 6, 2021 . All data is obtained from various sources and has not been, and will not be, verified by broker or BCMLS.  All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.