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

{$agent->Name}

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

927 Boardman St, Sheffield, MA 01230

Price$2,135,000

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

{$agent->Name}

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

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

{$agent->Name}

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

242 Hickey Hill Rd, Sheffield, MA 01257

Price$1,225,000

Est. Mortgage: $/month

MLS Number 220243

  • Single Family
  • Year Built 2007
  • Parking Spaces 2
  • Bedrooms 3
  • Bathroom 3

This Energy Star rated home was thoughtfully designed and sited in the middle of a pasture with views over church steeples of the village below, to the Taconic Hills and sunset to the west. As spotless as the day the owners took residency in 2008 and flooded with light from every direction, this Bensonwood Timber frame home is a joy to live in full time or to escape to from the city. Just eight miles from Great Barrington and convenient to a variety of restaurants and cultural activities in both Berkshire and Litchfield counties, the neighborhood is a mix of fine new and antique country homes and farms. The spotless house features a first floor master suite, central A/C, finished lower level with view and storage space, and an attached two-car garage. A perfect Berkshire country house.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS

{$agent->Name}

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

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

{$agent->Name}

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
  • Acreage 2.44
  • Bedrooms 2
  • Square Feet 15000
  • Bathroom 5

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

{$agent->Name}

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

50 Undermountain Rd, Sheffield, MA 01257

Price$995,000

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. Freshly painted rooms, new tiled floors and all new stainless appliances.

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

{$agent->Name}

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

130 Root Ln, Sheffield, MA 01257

MLS Number 219889

  • Commercial
  • Year Built 1938
  • Parking Spaces 3
  • Square Feet 5000
  • Bedrooms 5

Many possible uses for this handsome shingle style building, 3+ bay garage and apartment on a beautiful spread of 13 level acres located just off Route 7 and within walking distance of the village. The Village Center District permits among other uses professional offices, retail store, restaurant, green house, B&B, market, bank, home occupation. Subdivision possibilities with 13 acres and 540 feet of frontage. The Village Center District requires a minimum of 50 feet of frontage and a half-acre for a building lot. Beautifully maintained and in excellent condition.

Listed by Sheila Thunfors of STONE HOUSE PROPERTIES, LLC

{$agent->Name}

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

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 carefully updated. The same family has lovingly maintained it for 46 years. 6 fireplaces, leaded glass windows. 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 income producing 1-bedroom apartment. An exceptionally beautiful expanse of level land. Great for gardening, crops, horses and outdoor activities. Plenty of room for a pool and tennis court. 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.

Listed by Sheila Thunfors of STONE HOUSE PROPERTIES, LLC

{$agent->Name}

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

{$agent->Name}

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

{$agent->Name}

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

1296 Ashley Falls Rd, Sheffield, MA 01257

Price$765,000

Est. Mortgage: $/month

MLS Number 220044

  • Single Family
  • Year Built 1989
  • Parking Spaces 2
  • Bedrooms 3
  • Bathroom 3

Spectacular riverfront home that is truly one-of-a-kind. Set on 5.6 lush acres amid the winding Konkapot River, this 2400+ square foot contemporary home is perched above a captivating riverfront scene. Sit inside or out, and watch the rapids flow into a picturesque natural pool, while birds fly overhead and cows graze in the distance. Completely silent, but for the sounds of the river and forest. Floor-to-ceiling windows, an expansive deck, ample room for friends or family, and complete privacy - a magnificent property that cannot be replicated.

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

{$agent->Name}

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