Sheffield Real Estate

Search new real estate in the Southern Berkshire town of Sheffield, MA. Discover all current listings in this small town, including single-family homes, estates, and residential land. Love what you see? Register with us to save your favorite Sheffield properties, and receive notifications when similar properties are listed. Contact us to see any of the homes below!

795 Rannapo Rd, Sheffield, MA 01257

Price$2,800,000

Est. Mortgage: $/month

MLS Number 217224

  • Single Family
  • Year Built 1850
  • Bedrooms 6
  • Bathroom 6
  • Total Full Baths 6

A true American treasure, beautifully expanded yet perfectly preserved, might grace our market once in a lifetime: Such a treasure is the Gen. John Ashley House(c.1762, renov. 1857, 1984, 1992). Upon a bucolic bend of the gentle Housatonic, this historic estate hosts elegant luxuries-- 6 BR, 6 bath, pool & pool house, sauna, summer porch, dining arbor, guest wing, +/- 8.5 sheltered acres & much more!

Listed by Mary Jane White and Nancy Kalodner of COHEN & WHITE ASSOCIATES

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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927 Boardman St, Sheffield, MA 01230

Price$2,400,000

Est. Mortgage: $/month

MLS Number 218975

  • Single Family
  • Year Built 1960
  • Bedrooms 5
  • Bathroom 4
  • Total Full Baths 3

This magical property is an ideal blend of county comfort with hip chic style. The ease and elegance were designed for those desiring a casual Berkshire lifestyle. The floor plan is perfect for gathering friends & the attention to detail is evident the minute you walk in the door ~ prepare to be wowed! The kitchen is awe inspiring as the focal point of the house and will entice even the most novice of cooks! Cathedral ceiling, exposed preserved beams, pizza oven, & LaCanche range are just a few of the highlights. The wall of glass from the living room takes in the VIEW and has a fireplace for cool Berkshire evenings. The property and VIEWS are breathtaking and the wide open skies showcase the surrounding fields, mountains, pond, and DRAMATIC NIGHTLY SUNSETS.STUNNING!

Listed by Lori Rose and Martha Piper of STONE HOUSE PROPERTIES, LLC

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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514 Rannapo Rd, Sheffield, MA 01257

Price$1,995,000

Est. Mortgage: $/month

Pending

MLS Number 214887

  • Single Family
  • Year Built 1785
  • Parking Spaces 1
  • Bedrooms 4
  • Bathroom 4

Built in 1785, Bull Hill Farm is a masterpiece restoration and re-imagination of a classic New England barn & farmhouse that is a true sum of its parts. The 3 BR 2 1/2 BA, 3, 552 sq. ft. farmhouse features Colonial & Federal details throughout including original hardware, antique glass, wide-board floors & 2 working fireplaces. Living spaces include 2 formal parlors, family room with

Listed by Dan Alden and Nick Geranios of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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304 Hickey Hill Rd, Sheffield, MA 01257

Price$1,395,000

Est. Mortgage: $/month

MLS Number 217829

  • Single Family
  • Year Built 1799
  • Bedrooms 4
  • Bathroom 3
  • Total Full Baths 3

Historic farmhouse originally part of Merryfield Farm in Sheffield. Built in the 1790's, it was meticulously renovated in 2012 with the help of a talented architect, renowned builder and exacting owner. Structural improvements include a new foundation, septic tank, well, roof, 5 zone heating and central air conditioning, new hot water tank, plumbing and electrical systems.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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50 Undermountain Rd, Sheffield, MA 01257

Price$1,175,000

Est. Mortgage: $/month

MLS Number 217276

  • Single Family
  • Year Built 1818
  • Bedrooms 4
  • Bathroom 4
  • Total Full Baths 3

Minutes to the Connecticut border this handsome brick Federal home is situated on 8+ acres of gardens, lawn, in ground pool and woods. Original home dates to 1818 with a 1917 addition. Stately rooms; 5 working fireplaces, gleaming wood floors, plaster walls, dental molding, dining room with raised paneling, and a spacious eat in kitchen. Large sun room with fireplace, gallery with private entrance

Listed by Dawn Farley and Patrice Melluzzo of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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102 Rannapo Rd, Sheffield, MA 01222

Price$1,050,000

Est. Mortgage: $/month

MLS Number 217293

  • Single Family
  • Year Built 2002
  • Parking Spaces 2
  • Bedrooms 3
  • Bathroom 2

Breathtaking Timber Frame home offers a modern lifestyle while embracing a centuries old Berkshire tradition. The home features three bedrooms and two bathrooms, and a private one-bedroom, one-bathroom guest suite above the oversized, heated garage. The home is loaded with custom finishes and has an open floor plan, yellow pine timbers, reclaimed chestnut floors in the great room, dramatic

Listed by Lance Vermeulen of LANCE VERMEULEN RE, INC

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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

1350 Berkshire School Rd, Sheffield, MA 01257

MLS Number 219503

  • Multi-Family
  • Square Feet 15,000
  • Acreage 2.44
  • Bedrooms 2
  • Bathroom 4

Charming post & beam in Sheffield comprised of multiple barns from around New England. This 15, 000(+) square foot building has been used as an antique shop for over 30 years. Car collectors, retail, or multi-family conversion are only some of the possibilities. Expansive open rooms on the first floor open to a lofted second floor. A two bedroom apartment on the far wing lends itself perfectly for a live/work space. Newly constructed four car garage, enormous wood shop, two full kitchens, fully insulated walls and roof, the future of this special property is limited only by your imagination.

Listed by Evan Collins of STONE HOUSE PROPERTIES, LLC

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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130 Root Ln, Sheffield, MA 01257

Price$975,000

Est. Mortgage: $/month

MLS Number 218916

  • Single Family
  • Year Built 1938
  • Parking Spaces 3
  • Bedrooms 5
  • Bathroom 5

This graceful and comfortable home has been lovingly restored and maintained by the same family for 46 years. Many of the original details are still intact - 6 fireplaces, leaded glass windows, original bathroom tile. Formal living room, dining room and library. Eat-in kitchen with Viking range. Game room, TV room and office. Front and back staircases. 3+ bay garage with attached 1-bedroom apartment. An exceptionally beautiful expanse of level land. Great for gardening, crops, horses and outdoor activities. Blueberries, raspberries, day lilies. Birds in abundance. Great local roads for cycling. The property has sufficient frontage and acreage for by-right subdivision into several lots. Property is within the Village Center District allowing for some commercial uses. VERY SPECIAL!

Listed by Sheila Thunfors of STONE HOUSE PROPERTIES, LLC

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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

394 Berkshire School Rd, Sheffield, MA 01257

MLS Number 214166

  • Single Family
  • Year Built 1975
  • Parking Spaces 2
  • Bedrooms 5
  • Bathroom 4

THE PERFECT COUNTRY RETREAT FOR LOADS OF FAMILY AND FRIENDS. Surrounded by 25 acres, this private compound offers a 3-4 bedroom contemporary farmhouse; a rustic cottage with a kitchenette and full bath; and a large studio with a kitchenette and full bath above the detached garage. Plenty to do... large lawn, pond, brook for fishing/swimming, hiking trails. All just 5 minutes to Sheffield center.

Listed by Tom Lynch of BERKSHIRE PROPERTY AGENTS

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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

199 Hickey Hill Rd, Sheffield, MA 01257

Price$799,000

Est. Mortgage: $/month

MLS Number 217968

  • Single Family
  • Year Built 1988
  • Bedrooms 4
  • Bathroom 5
  • Total Full Baths 3

Stunning four-bedroom Dutch Gambrel home on almost 5 acres, which a 1.57-acre parcel abuts the property & is a legal building lot. This home has it all--great entertaining space, cook's kitchen, privacy, incredibly peaceful gardens & great outdoor living areas including beautiful screened porch & adjoining deck. Meticulously maintained & in move-in condition. Taxes shown are house parcel only.

Listed by Lance Vermeulen of LANCE VERMEULEN RE, INC

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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

685 North Undermountain Rd, Sheffield, MA 01257

MLS Number 217145

  • Single Family
  • Year Built 1768
  • Bedrooms 7
  • Bathroom 5
  • Total Full Baths 4

First time offered! Built in 1768 by the first Dutch settlers of Sheffield, & in the same family for FIVE generations. Well-maintained Colonial with over 6, 000 SF, 7 bedrooms, 4.5 bathrooms, 6 fireplaces, hand-blown glass windows, & porte cochere which brings you back to a different time! Mostly wood floors throughout. Situated on 2 acres with spectacular views over protected land.

Listed by Lance Vermeulen of LANCE VERMEULEN RE, INC

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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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1884 North Main St, Sheffield, MA 01257

MLS Number 219532

  • Commercial
  • Square Feet 7668
  • Year Built 1986
  • Zoning Business

Easily adaptable large commercial / manufacturing space with office & reception area, 3 bathrooms, 2 overhead doors, storage loft and lots of parking. High capacity a/c and 400 amp & 800 amp electric services. High visibility and traffic count offering easy access to the route 7 corridor and tri-state area.

Listed by Jared Kelly and Dan Alden of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on May 25, 2017
* 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