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Berkshire County Homes for Sale

Explore all homes for sale in Berkshire County, MA. Contact us if you have questions or would like to schedule a showing.

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2 Glendale Middle, Stockbridge, MA 01262

Price$6,900,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 215244

  • Listings Residential
  • Address 2 Glendale Middle Rd
  • Bedrooms 8
  • Bathroom 10
  • Square Feet 10971

SOUTHMAYD FARM Gilded Age at its finest in Stockbridge. This 1870 Berkshire estate has been fully restored & is privately sited on 33+ acres within walking distance of town. Adjacent to the Stockbridge Golf Club & the Norman Rockwell Museum, the view includes a mile of Housatonic River frontage. The 8500' main house w/ 8 bedrooms is complemented by a carriage house, greenhouse/studio, pool,

Listed by Cindy Welch and Keith Ross of LANDVEST, INC.

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 2017-04-27

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

Hillsdale, Egremont, MA 01258

Price$6,190,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 216806

  • Listings Residential
  • Address Hillsdale Rd
  • Village South Egremont
  • Bedrooms 8
  • Bathroom 10

A residential or private retreat compound for any discreet buyer. Built on a pleasant ridge with multi-directional views of 50 miles plus. Most convenient access to NYC, Boston and airports/train stations. Two structures with elevators, four fireplaces, two wood burning stoves. Radiant heating on all ground floors. Enviroshake roofing, hardiplank siding along with vast flower gardens and pool!

Listed by Thomas K. Doyle, Sr. of GATEWAY BERKSHIRE REAL ESTATE & SERVICES, 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 2017-04-27

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

106 & 114 Cliffwood, Lenox, MA 01240

Price$4,750,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217523

  • Listings Residential
  • Bedrooms 8
  • Bathroom 8
  • Square Feet 8500
  • Year Built 1883

Unsurpassed 19th Century Queen Anne Style Berkshire Lenox ''Cottage'' restored and reinvented for today's most discriminating family wishing for an understatedly elegant, 'cool' and comfortable Twenty-First Century lifestyle. See attached document for all details. Shown by advance appointment only.

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 2017-04-27

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

151 Walker, Lenox, MA 01240

Price$4,250,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 214688

  • Listings Residential
  • Address 151 Walker St
  • Bedrooms 10
  • Bathroom 10
  • Square Feet 6934

Thistlewood - A classic Berkshire Cottage that has been meticulously restored & updated for a modern lifestyle. Designed by noted Boston architects Rotch & Tilden, the main house offers classic proportions and elegant details throughout. The grounds wrap the house with stately gardens, pool & poolhouse.

Listed by Dan Alden and Nick Geranios 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 2017-04-27

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

1 Pinecroft Drive, Lenox, MA 01240

Price$3,950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 218940

  • Listings Residential
  • Address 1 Pinecroft Drive Dr
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 7816

This exquisite home is in the Canyon Ranch subdivision of Pinecroft, walking distance to the wonderful village of Lenox. Ownership offers the option of membership to the world class health and wellness resort. The home is being offered furnished. Features include a gated and heated driveway and courtyard, heated in ground pool and fabulous fully equipped pool house with outdoor kitchen. The home boasts custom interior design, steam shower, gourmet kitchen and a wet bar in the living room. The lower level offers a sauna, climate controlled wine cellar, hi-def movie theatre and a magically nostalgic soda fountain!

Listed by Mike Taxter of LENOX CANYON 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 2017-04-27

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

89 Cliffwood, Lenox, MA 01240

Price$3,950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217574

  • Listings Residential
  • Address 89 Cliffwood St
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 10333

SUPREMELY WELCOMING...One of Lenox's last 19th century Berkshire''cottages'' that has been meticulously restored and updated.

Listed by Deborah Levinson 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 2017-04-27

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

390&399 Under Mountain, Lenox, MA 01240

Price$3,650,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219053

  • Listings Residential
  • Bedrooms 7
  • Bathroom 9
  • Square Feet 10629
  • Year Built 1900

Magnificent, superbly located 106-Acre Lenox estate property--a once-in-a-lifetime opportunity. At its centerpiece is a baronial Tudor mansion with impressive yet comfortable light-filled rooms, exquisite architectural details, 7 bedrooms, 11 fireplaces, indoor & outdoor swimming pools. The mansion is set on 11 acres. Across the way is an additional 95 acres, providing gorgeous open views of fields & mountains to the south. Abutting future Berkshire Natural Resources conservation land, this parcel contains several buildings: a stable (2BR, 1BA groom's quarters), a barn converted to residences (5BR, 2BA), and a one-story cottage (3BR, 2BA), on a building envelope limited to 10 acres. Minutes to Tanglewood and Lenox village, Shakespeare & Co., restaurants, and shops. See also MLS 213169.

Listed by Gladys Montgomery and Maggie C Merelle 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 2017-04-27

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

406 CANAAN VALLEY, New Marlborough, MA 01259

Price$3,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 216183

  • Listings Residential
  • Address 406 Canaan Valley Rd
  • Bedrooms 8
  • Bathroom 6
  • Square Feet 4420

Whiting ridge; the main house was built in 1860 with an original 'guest cottage' built in 1740, there is a 5 stall horse barn and a newer 4-car barn with huge unfiniished second floor. The main house was completely renovated and added on to in 2009. Gorgeous chefs kitchen with sitting area, fireplace and doors out to heated screened porch/sun room. Sunken den with fireplace and porch overlooking

Listed by Jen Harvey 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 2017-04-27

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

1 CHANTERWOOD, Lee, MA 01238

Price$3,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217767

  • Listings Residential
  • Address 1 Chanterwood Rd
  • Village South Lee
  • Bedrooms 5
  • Bathroom 6

CHANTERWOOD: BERKSHIRE WATERFRONT ESTATE ON GOOSE POND-ONE OF NEW ENGLAND'S FINEST LAKES! 300' of shoreline + private sandy beach, dock, privacy, & 12 acres divided into 3 parcels to allow for multiple homes. Renovated & expanded 5-6 bedroom lodge with the charm & quality of 100 years ago. Spectacular Great Room & state-of-the-art systems. SEE SUPPL.On 8+/- acres for $2.775M MLS#215080

Listed by L. Chapin Fish of BROCKMAN REAL ESTATE, 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 2017-04-27

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

65 Shun Toll, Egremont, MA 01230

Price$3,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219302

  • Listings Residential
  • Address 65 Shun Toll Rd
  • Village North Egremont
  • Bedrooms 4
  • Bathroom 7

Many dream of converting a historic barn into a country house. A barn tells a story, has a past, and the old beams, posts and boards have a patina and a magic which new construction can never recreate. This 26 acre estate is masterfully designed and crafted from two 18th & 19th century barns on one of the Berkshire's finest country lanes in North Egremont. 65 Shun Toll Road embodies a rustic elegance that will simply captivate you as you gaze across the soaring, yet brilliantly intimate spaces and through the expanses of glass to the inspiring and extraordinary distant views of farmland below and mountains beyond. Offering nearly every luxury imaginable in its 6, 600 square feet, yet in an ultimately comfortable and authentic manner - the perfect Berkshire country home.

Listed by L. Chapin Fish of BROCKMAN REAL ESTATE, LLC

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 2017-04-27

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