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Sheffield MA Real Estate

Sheffield, MA -- comprised of 2 villages, Sheffield and Ashley Falls, is a picturesque New England town in the Housatonic River Valley of Berkshire County.The oldest town in the Berkshires, Sheffield offers a plethora of historic homes, strong agricultural roots, and a strong sense of community.

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795 Rannapo, Sheffield, MA 01257

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

Est. Mortgage: $/month

MLS Number 217224

  • Listings Residential
  • Address 795 Rannapo Rd
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 6315

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

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% 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 Residential
  • Address 304 Hickey Hill Rd
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 4000

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

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% 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 Residential
  • Address 102 Rannapo Rd
  • Village Ashley Falls
  • 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

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

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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: 4.03% 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.

1350 Berkshire School, Sheffield, MA 01257

Price$995,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219503

  • Listings MultiFamily
  • Bedrooms 2
  • Bathroom 5
  • Square Feet 15000
  • Year Built 1975

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

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% 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 Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 6684
  • Year Built 1818

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 Dawn Z. Farley and Patrice C. Melluzzo of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% 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 219889

  • Listings Commercial
  • Address 130 Root Ln
  • Bedrooms 5
  • Square Feet 5000
  • Year Built 1938

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

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

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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: 4.03% 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 Residential
  • Address 130 Root Ln
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5000

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

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

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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: 4.03% 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 Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3800
  • Year Built 1975

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

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

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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: 4.03% 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 Residential
  • Address 199 Hickey Hill Rd
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3500

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

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

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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: 4.03% 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 Residential
  • Address 1296 Ashley Falls Rd
  • Village Ashley Falls
  • 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

Benchmark Real Estate
Corner of Routes 8 & 23, Otis Village Center
Otis MA, 01253
Office: (413) 269-4089

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Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.03% 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.