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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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594 Shunpike Sheffield MA 01257

Sheffield, MA594 Shunpike Rd

Price$675,000

Est. Mortgage: $/month

MLS Number 233608

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 1,980
  • Acreage 2.32

In a beautiful clearing in the woods, off a quiet country road, this house offers comfort and privacy. Step in to bright inviting foyer. Living and dining rooms have sliding glass doors to large outdoor deck spaces, both covered and open. Kitchen features butternut cabinets and adjacent office/pantry. Upstairs, there are two completely separate bedroom suites--one with dressing room and shiplap ceilings, one with cathedral ceilings. A third bedroom suite is in the walk-out lower level. You'll enjoy plenty of peace and quiet at this lovely hideaway.

Listed by Claire Naylor Pollart of LANCE VERMEULEN RE, INC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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.

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21 Sheffield Business Sheffield MA 01222

Sheffield, MA21 Sheffield Business Park

Price$675,000

MLS Number 234091

  • Commercial
  • Acreage 4.04

5,000 sf commercial space located in the sheffield business park on 4.04 acres. This 60x80 building includes an office, two bathrooms, large open warehouse space with three overhead doors - two are 14'. Loading dock and a loft for additional storage. Expansion possibilities. 3 phase power. Propane heat.

Listed by Wendy Eichman of RAYNARD AND PEIRCE REALTY LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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.

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1144 Ashley Falls Sheffield MA 01222

Sheffield, MA1144 Ashley Falls Rd

Price$649,000

Est. Mortgage: $/month

MLS Number 233926

  • Land
  • Acreage 3.32

Partly wooded and partly in pasture, these three lots enjoy southwesterly vistas towards rannapo rd. Great opportunity for a family compound in a quiet setting yet still in a central location. Enjoy the sheffield land trust, and bartholomew's cobble close by. 4 miles south of main st, sheffield.

Listed by Vashti Poor of LANCE VERMEULEN RE, INC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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.

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169 Ashley Falls Sheffield MA 01257

Sheffield, MA169 Ashley Falls Rd

Price$625,000

Est. Mortgage: $/month

MLS Number 233195

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,016
  • Acreage 1.64

Beautiful renovated home on a nice country road. This home is perfect for someone who wants a move in ready house that everything has been taken care of. Everything has been redone including but not limited to the roof, the kitchen, the bathrooms, the electrical, and the plumbing. This is a must see for all buyers.

Listed by BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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.

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368 Bow Wow Sheffield MA 01257

Sheffield, MA368 Bow Wow Rd

Price$599,000

Est. Mortgage: $/month

Pending

MLS Number 233554

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 1,508
  • Acreage 1

Waterfront on gilligans pond. Enjoy the view and the wild life from this ranch style home. It has a living room with a bay window, a dining room with glass doors to a fabulous screened porch overlooking the pond, kitchen, 4 bedrooms , 2 full baths and an office on the first floor and bedroom and half bath on the walk our lower level. Beautiful gardens. Totally privateclosing on or before june 4

Listed by BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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.

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84 Cook Sheffield MA 01257

Sheffield, MA84 Cook Rd

Price$599,000

Est. Mortgage: $/month

MLS Number 233766

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,116
  • Acreage 4.37

Looking for a move-in ready home with four usable acres? Look no further! This home sits on 4.3 sunny, flat acres & features a large detached workshop & office (both with radiant heat) that allow a work-from-home opportunity. Through the front door is a chef's kitchen with radiant heat & granite countertops & features wolfe & sub-zero appliances. The light-filled family room is a perfect spot to gather around the fireplace with friends and family. On the first floor you will find a spacious primary bedroom with an en-suite bathroom, laundry, a half bath and a large three-season sun room perfect for dining, sleeping or entertaining company. Upstairs you will find two large bedrooms with built-ins, a cozy loft space and a full bathroom. Don't let this one slip away!

Listed by Antonio M Segalla of LANCE VERMEULEN RE, INC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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.

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186 Bears Den Sheffield MA 01257

Sheffield, MA186 Bears Den Rd

Price$599,000

Est. Mortgage: $/month

Pending

MLS Number 232503

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,165
  • Acreage 1.54

Move-in ready, updated cape with both a front porch and a screened-in porch at the rear, all in a home filled with modern conveniences. Three bedrooms, 2 full baths, and an open-plan kitchen/dining/living area for easy entertaining. Oversized garage and expansive basement with both interior and bulkhead door access. Open yard on three sides for gardening and other activities. This tidy & sun-filled property is the find of the season!

Listed by Richard S Needelman of WHEELER & TAYLOR REALTY CO., INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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.

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703 North Main Sheffield MA 01257

Sheffield, MA703 North Main St

Price$575,000

MLS Number 222988

  • Commercial
  • Acreage 1.41

Great investment opportunity. This property consists of three commercial spaces, a one-bedroom apartment, and a three-bedroom house. Only one commercial space is vacant.

Listed by Lance Vermeulen of LANCE VERMEULEN RE, INC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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

839 Bow Wow Sheffield MA 01257

Sheffield, MA839 Bow Wow Rd

Price$549,500

Est. Mortgage: $/month

MLS Number 232003

  • Land
  • Acreage 57

Fabulous opportunity to own 57 acres of land with a four acre building envelope. Build your dream house and be surrounded by 49 acres of total privacy but not isolated. On beautiful bow wow rd. Just minutes to all of our berkshire amenities

Listed by BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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

119 Main Sheffield MA 01257

Sheffield, MA119 Main St

Price$525,000

Est. Mortgage: $/month

MLS Number 233718

  • Residential
  • Bathroom 3
  • Bedrooms 6
  • Square Feet 4,184
  • Acreage 0.87

Oh the possibilities! A grand greek revival with 6 bedrooms and a large kitchen, sunny dining room and warm and inviting double parlor. Beautiful antique details. The second building is currently a 2 bedroom guest apartment. But in this location, you can use it for a shop, an office or a studio. A great live/work situation or multigenerational living.

Listed by BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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

25 Main Sheffield MA 01257

Sheffield, MA25 Main St

Price$510,000

Est. Mortgage: $/month

MLS Number 233463

  • Residential
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 2,802
  • Acreage 9

Live / work opportunity! Early colonial and former sheffield antique center is available for the first time in over 40 years. Highly visible location, several outbuildings are ready to be restored.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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

24 Maple Sheffield MA 01257

Sheffield, MA24 Maple Ave

Price$499,000

Est. Mortgage: $/month

Pending

MLS Number 233947

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 1,858
  • Acreage 0.25

This immaculate property has been tastefully renovated yet retains the character and craftsmanship of a classic new england home. Situated on a jewel-box .25 acres, the house is surrounded by world-class landscaping and the backdrop of a sanctuary-like marsh and bird-watchers paradise. On the interior the home features a living room with beautiful fireplace, recently updated kitchen with garden views, and open living area with wide pine floors throughout. The lower level offers a bedroom with en suite bath and access to a private reclaimed stone terrace. The second floor offers two more bedrooms as well as another renovated full bath. The property is completed by a custom barn-style garage.

Listed by Dan Alden of ALDEN COUNTRY REAL ESTATE SERVICES

$
$
%
$/month over payments
Federal 30-year interest rate: 2.96% last updated on May 6, 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.

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Based on information submitted to BCMLS  as of May 10, 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.