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Sheffield MA Real Estate

Sheffield abuts the Connecticut line and has many natural resources, most notably Bartholomew's Cobble, a 329-acre National Natural Landmark agricultural preserve. There are moderate hiking trails at the Cobble, as well as open space for picnicking and fun and informative classes and workshops offered by The Trustees of Reservations. Sheffield also has great historic significance, home to the Colonel John Ashley House, a historic house museum operated by The Trustees of Reservations and listed on the National Register of Historic Places.

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795 Rannapo, Sheffield, MA 01257

Price$2,800,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217224

  • Listings
  • Beds 6
  • Baths 6
  • Sq Ft 6315
  • Acres 8.5

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! A true historic treasure, beautifully expanded yet perfectly preserved, might grace our market once or twice in a lifetime: such a treasure is the Maj. General John Ashley House (c. 1740, renov. 1762, 1857, 1984, 1992). Upon a bucolic bend of the gentle Housatonic, this elegant Colonial country estate reminds us that the real luxuries are timeless— cozy rooms filled with family and friends, summer evenings dining under the stars, fireplaces flickering and ember-warm through the night. The home's impeccable Colonial style matches its pedigree: built by a participant in the American Revolution who was later instrumental in putting down Shay's Rebellion (in whose final battle, a scant 7 miles down the road near the eponymous village of Ashley Falls, Maj. Gen. Ashley was to play a decisive role), the estate is remarkable for both its elegant Greek Revival touches and for its thorough, sensitive, and superbly executed modern renovations. Expansive and welcoming, the full estate comprises both a guest wing and a main house, with no fewer than 6 bedrooms, 6 full baths and a sauna, 5 fireplaces, 3 kitchens and 2 cast-iron stoves between them ... and that's not to mention the 2 office / media rooms, 2 screened porches, the outdoor pool and its palatial poolhouse, the garage/barn, the play-house, and, not at all least, the restful patio under the arbor, where one may dine al fresco surrounded by topiaries, hanging flowers, and the placid beauty of another perfect country day! Beautifully landscaped, embraced by woods and fields, this is a private sort of estate filled with quiet charms and sudden delights. From the restful screened porches and the many high windows the Housatonic bends gently by, while soft wide lawns invite the laughter of outdoor games, and offer the quiet of a stroll under evening stars. Every room speaks of its history, with original Colonial painted panelled walls, mouldings and cornices all attesting to the solid craftsmanship wh...

Listing courtesy of Mary Jane White and Nancy K. Kalodner of COHEN & WHITE ASSOCIATES

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
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Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

927 Boardman, Sheffield, MA 01230

Price$1,999,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 218975

  • Listings
  • Beds 5
  • Baths 4
  • Sq Ft 3679
  • Acres 13

This magical property is an ideal blend of country 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!

Listing courtesy of Lori J Rose and Martha Piper of STONE HOUSE PROPERTIES, LLC

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

304 HICKEY HILL, Sheffield, MA 01257

Price$1,395,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217829

  • Listings
  • Beds 4
  • Baths 3
  • Sq Ft 4000
  • Acres 16.49

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. The house retains all of its original Colonial features such as exposed beams and three 200 year old fireplaces, while incorporating smart home features such as a Lutron system to remotely control lights, heating and air conditioning from any iPhone, remote controlled cameras, security system and wired in-wall Sonos music system. Several commercial grade routers insure a strong wifi signal throughout, even when standing on the road! Antique hardwood floors complement the original heart pine floors in the house and extensive lighting throughout allows customized levels of light in every room. The property consists of 3 lots: (1) the Merryfield farmhouse, with a 2 acre field and seasonal stream, (2) the farmhouse pond across the road on 3 acres of protected wetland and (3) a legally separate contiguous 11 acre building parcel, currently an open field serving as a protective privacy barrier. The house has been sympathetically expanded to include a large family room with a new wood burning fireplace (bringing the total to four), a finished 800 square foot recreation room below, new mudroom, separate laundry room and a partially screened wrap around porch. The new living room addition has exposure on three sides, exposed beams and a vaulted ceiling. The large eat-in kitchen has soapstone countertops, a Wolf range, Miele dishwasher, SubZero refrigerator, Liebherr wine cooler and a walk in pantry. In addition to the kitchen and family room, the ground floor level includes a full bathroom, bedroom with working fireplace and den. There is a separate entrance with hallway, making it ideal for guests or family members wanting their own space. Upstairs is the master suite with large bathroom, beamed ceiling and walk in cedar closet. There are two further bedrooms, another full bath with double vanity and a large walk in closet (with plumbing for a washing machine should one wish to utilize that). A large landing features bookcases and original beams. The pr...

Listing courtesy of Tim Lovett of Berkshire Property Agents

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

242 Hickey Hill, Sheffield, MA 01257

Price$1,225,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 220243

  • Listings
  • Beds 3
  • Baths 3
  • Sq Ft 3571
  • Acres 6.97

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.

Listing courtesy of Tim Lovett of Berkshire Property Agents

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

121 Hickey Hill, Sheffield, MA 01257

Price$1,100,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 220757

  • Listings
  • Beds 4
  • Baths 4
  • Sq Ft 3543
  • Acres 2.41

Country Road take me home to this Luxurious 4 bedroom, 3.5 bath Contemporary Cape on 2.4 acres with panoramic views, perennial gardens, stone walls and total privacy, just two miles from the village. First floor master bedroom suite, sun-room, fireplace, fabulous chefs kitchen and a view from every window. Quality ever where, from the Tiger Maple staircase to the divided light windows to raised panels in the dining room to custom moldings.

Listing courtesy of Barnbrook Realty and Mary R White of BARNBROOK REALTY, INC.

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

102 Rannapo, Sheffield, MA 01222

Price$1,050,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217293

  • Listings
  • Beds 3
  • Baths 2
  • Sq Ft 3456
  • Acres 4.26

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 fireplace, radiant heat on the main floor and iron works railings which lead to beautiful second floor loft area. The warm and inviting kitchen features cherry cabinets topped with soap stone and honed limestone countertops, dramatic lighting and top-of-the-line stainless appliances. Flowing from the kitchen is the light-filled great room hosting vaulted ceilings and French doors spilling onto the blue stone patio creating additional summertime entertaining space. Barn and additional outbuilding on property.

Listing courtesy of Lance Vermeulen of LANCE VERMEULEN RE, INC

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1350 Berkshire School, Sheffield, MA 01257

Price$995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219503

  • Listings
  • Beds 2
  • Baths 5
  • Sq Ft 15000
  • Acres 2.44

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.

Listing courtesy of Evan Collins of STONE HOUSE PROPERTIES, LLC

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

130 Root, Sheffield, MA 01257

Price$975,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219889

  • Listings
  • Beds 5
  • Sq Ft 5000
  • Acres 13.19
  • Exterior Features Gardens

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. Permitted uses include professional offices, retail store, restaurant, green house, B&B, market, bank, home occupation. Handsome shingle style building with 5, 000 sq. ft. and 3+ bay garage with apartment. Perfect for horses! A beautiful spread of 13 level acres located just off Route 7 and within walking distance of the village. Beautifully maintained and in excellent condition. Possibilities abound.

Listing courtesy of Sheila Thunfors of STONE HOUSE PROPERTIES, LLC

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

130 Root, Sheffield, MA 01257

Price$975,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 218916

  • Listings
  • Beds 5
  • Baths 5
  • Sq Ft 5000
  • Acres 13.19

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. Room for everyone! 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.

Listing courtesy of Sheila Thunfors of STONE HOUSE PROPERTIES, LLC

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

199 Hickey Hill, Sheffield, MA 01257

Price$799,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217968

  • Listings
  • Beds 4
  • Baths 5
  • Sq Ft 3500
  • Acres 4.97

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.

Listing courtesy of Lance Vermeulen of LANCE VERMEULEN RE, INC

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

1296 Ashley Falls, Sheffield, MA 01257

Price$698,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 220044

  • Listings
  • Beds 3
  • Baths 3
  • Sq Ft 2478
  • Acres 5.6

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.

Listing courtesy of Jared Kelly of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

650 Main, Sheffield, MA 01257

Price$680,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 220315

  • Listings
  • Beds 1
  • Baths 4
  • Sq Ft 6007
  • Acres 0.8

THE BRIDGE - TURNKEY OPPORTUNITY. Well known and long time successful restaurant along Route 7 in Sheffield. Steady income, steady and regular repeat customers. Bar & tavern, dining room, banquet space. The Bridge is an institution and an opportunity. Property includes all equipment and furnishings, and includes owner's apartment upstairs. Financials available after signing an NDA. Prime real estate and prime business (and prime rib) - great combination!

Listing courtesy of Anthony C Blair and Richard G. Aldrich of STONE HOUSE PROPERTIES, LLC

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.85% last updated on 2017-10-05

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.