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Sheffield MA Homes for Sale

Browse current homes for sale in Sheffield, MA. Don't hesitate to contact us with any of your questions.

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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!

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
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.96% last updated on 2017-07-13

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.

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: 3.96% last updated on 2017-07-13

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

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: 3.96% last updated on 2017-07-13

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

50 Undermountain, Sheffield, MA 01257

Price$995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217276

  • Listings
  • Beds 4
  • Baths 4
  • Sq Ft 6684
  • Acres 8.5

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.

Listing courtesy of Dawn Z. Farley and Patrice C. Melluzzo 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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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.96% last updated on 2017-07-13

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. 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.

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: 3.96% last updated on 2017-07-13

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

394 Berkshire School, Sheffield, MA 01257

Price$895,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 214166

  • Listings
  • Beds 5
  • Baths 4
  • Sq Ft 3800
  • Acres 24.84

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.

Listing courtesy of Tom Lynch 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: 3.96% last updated on 2017-07-13

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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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.96% last updated on 2017-07-13

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$765,000The 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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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 3.96% last updated on 2017-07-13

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

685 Undermountain, Sheffield, MA 01257

Price$698,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217145

  • Listings
  • Beds 7
  • Baths 5
  • Sq Ft 6342
  • Acres 2

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.

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: 3.96% last updated on 2017-07-13

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

375 Hewins, Sheffield, MA 01257

Price$649,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 216058

  • Listings
  • Beds 4
  • Baths 6
  • Sq Ft 2797
  • Acres 6.2

Gracious Colonial with grand, distant mountain VIEWS, protected land across the street (farmland). New liner in the pool. Well maintained in and out.Finely proportioned entertaining spaces. Easy to show.

Listing courtesy of Sandra Preston of SANDRA M. PRESTON REAL ESTATE

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: 3.96% last updated on 2017-07-13

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

954 Boardman, Sheffield, MA 01257

Price$649,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 220078

  • Listings
  • Beds 4
  • Baths 2
  • Sq Ft 2924
  • Acres 2

This 4BR antique farmhouse sits on 2 beautifully landscaped acres surrounded by mountain and pastoral views. Just five minutes from Great Barrington, this meticulously renovated 1907 home is tucked away on a quiet country road in an area of farms and fine homes. Open kitchen/dining, enormous sunporch, large living room with woodburning fireplace, family room, and multiple decks and patios to enjoy the magical views!

Listing courtesy of Vashti Poor 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: 3.96% last updated on 2017-07-13

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

216 Main, Sheffield, MA 01257

Price$599,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 216264

  • Listings
  • Beds 7
  • Baths 6
  • Sq Ft 3340
  • Acres 2.4

This elegant home has many modern updates, but maintains its historic charm-a seamless blend of old and new. The guest wing has 4 bedrooms with ensuite baths- perfect for vacation rentals or entertaining all of your friends! Brand new deck, charming barn, ample entertaining space indoors and out, conveniently located yet set way back from the road. Delightful and worth a look!

Listing courtesy of Annie M. Alquist and Suzann Laverack Ward of BARNBROOK REALTY, 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: 3.96% last updated on 2017-07-13

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