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Our Berkshire Residential Listings

Browse through our exclusive residential listings in the Berkshires. Don't hesitate to contact us with any of your questions.

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185 BEARTOWN MOUNTAIN, Monterey, MA 01245

Price$4,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 220508

  • Listings
  • Beds 4
  • Baths 4
  • Sq Ft 4160
  • Acres 35.11

Casually elegant and beautiful shingled eco-luxury mountaintop home with rare and extraordinary protected southerly long-range views, abutting 12000 acre Beartown State Forest. Carefully and exquisitely crafted, the gracious rooms feature four fireplaces with a hefty stone central core, mahogany windows and doors, and radiant heated wood floors. The horse barn has three generous stalls, a tack room, and caretaker's quarters. Horses enjoy organic pastures and an outdoor arena that could easily be a tennis court. The private setting and views are unmatched in the southern Berkshires, and the quality of construction speaks for itself.

Listing courtesy of Timothy 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: 4.65% last updated on 2018-09-20

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

20 Berkshire Heights, Great Barrington, MA 01230

Price$3,850,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 223462

  • Listings
  • Beds 6
  • Baths 7
  • Sq Ft 7500
  • Acres 3.17

Complete 2012 rebuild and seamless expansion of a gracious home on The Hill in Great Barrington, into a stunning timeless and modern Federal estate, perched on a notable parcel with a barn and private spa pool. No detail was overlooked inside or out from custom everything to geothermal heating and cooling. Too many amenities to list, including central A/C, full house generator, Pella true divided light windows throughout, Rocky Mountain hardware, Lutron lighting, spray foam insulation, double insulated floors, and most all of the house has radiant heated floors and of course state-of-the-art mechanicals. The three acres are beautifully landscaped and include a spa pool with a waterfall and auto cover, bocci court, invisible dog fence, a seasonal stream, and a barn. Walk to town.

Listing courtesy of Timothy 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: 4.65% last updated on 2018-09-20

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

50 Mt Hunger Estates, Monterey, MA 01245

Price$2,750,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222124

  • Listings
  • Beds 7
  • Baths 5
  • Sq Ft 5700
  • Acres 16.53

THREE-STATE SOUTH WESTERLY VIEW over Lake Garfield to the Catskill range all the way on the other side of the Hudson River. Built on a mountaintop and down a long gated drive, this seven-bedroom, five-bath, 5700sf Contemporary home in Monterey, MA enjoys ultimate privacy on over 16 acres. Enter a two-story great room and be immediately knocked out by the view, possibly the best from any home in the southern Berkshires. The generous first floor master suite has an office library, and there are two more bedrooms on the main floor. Guests have their own floor with four bedrooms, two baths, and a second kitchen and family room, all with the same panoramic vistas. Five fireplaces, two-car attached garage, and separate two-car garage for county and lake toys. The ultimate mountainside lodge.

Listing courtesy of Timothy 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: 4.65% last updated on 2018-09-20

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

59 White's Hill, Egremont, MA 01230

Price$2,650,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219625

  • Listings
  • Beds 3
  • Baths 4
  • Sq Ft 4723
  • Acres 17.97

A stunning home proposed to be built by famed architect, steven haas! Very likely the best view in berkshire county in the low tax town of egremont. An exceptional chance to collaborate with a world class architect to design the home of your dreams! See supplement for more information.See mls #213036 for lot alone. A house that truly brings the outdoors in. Loads of glass, incredible long distance views, infinity pool connected to the house via pergola and an expansive viewing terrace.A separate gazebo overlooks the pool and view beyond. An open plan offers a huge kitchen, living room with fireplace and a glassed in dining area with expansive views. There is a generous first floor master suite with an office cum fourth bedroom, and a screened porch to die for! Lower level offers two generous bedrooms with en suite baths and a family room. Views abound!

Listing courtesy of Jonathan Hankin 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: 4.65% last updated on 2018-09-20

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

21 Prospect Hill, Stockbridge, MA 01262

Price$2,250,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222499

  • Listings
  • Beds 5
  • Baths 6
  • Sq Ft 4194
  • Acres 9.4

Exquisitely renovated late 1700 antique home w/ perfect proportions & amazing grounds. High ceilings, multiple fireplaces & historic details, flooded with light. Beautifully sited on over 9 acres on one of the most prestigious roads in the county. Barn, apple orchard, specimen trees, masterful stonework. Secluded and private heated Gunite pool w/ classic pool house & adventurous boardwalk.

Listing courtesy of Christian G Deckert 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: 4.65% last updated on 2018-09-20

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

450 Monterey, Great Barrington, MA 01230

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

Est. Mortgage: $/month

MLS Number 221283

  • Listings
  • Sq Ft 40175
  • Acres 37.72

MOTIVATED SELLER (s) 10 parcels in Gt.Barrington, MA on North & South sides of (Rt#23 E) Monterey Rd. Formerly a campus including housing, classrooms, athletic fields, buildable land & existing fiber connectivity it is zoned residential (R-2) which by right include single family dwellings, government owned or non-profit educational facilities, municipal parks, agricultural uses & swimming pools. Uses allowed by special permit include two-family dwellings, lodging houses, private schools, summer camps, country clubs, and professional buildings. Easily accessible in the heart of Southern Berkshire County three miles from downtown Gt. Barrington this property being sold ''as is''.

Listing courtesy of Christian G Deckert and Deborah Levinson 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: 4.65% last updated on 2018-09-20

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

16 Maple, Stockbridge, MA 01262

Price$1,975,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 223548

  • Listings
  • Beds 4
  • Baths 3
  • Sq Ft 2156
  • Acres 0.16

Stockbridge Bowl waterfront home in private Beachwood with a sandy beach and wide views of the lake. When creating this gorgeous home, the owners and architect left no stone unturned. The timeless house lives large on its lot and there are views of the lake through Pella windows and French doors from every corner of the three floors. The bright living room has reclaimed wood floors and beams, and extensive bookshelves in the library area. It's open to the cook's kitchen just enough for gracious entertaining, and again to the dining room which overlooks the stone patio, level lawn, and the lake. The notable free-standing stairway leads up to the master suite and two guest rooms on the second floor, and fourth bedroom on the third - all with water views. Central A/C, generator, and spotless

Listing courtesy of Timothy 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: 4.65% last updated on 2018-09-20

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

50 East, Sheffield, MA 01257

Price$1,650,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222174

  • Listings
  • Beds 4
  • Baths 4
  • Sq Ft 3950
  • Acres 12.4

Inherent Beauty unites this 1790 Colonial Estate with the ultimate in contemporary design and luxury. Its own mini village, private compound with a 4 bedroom 3950 sq ft all season retreat, or should we say playground. New new additions by master architect and builder alike. Located on 12.40 mature landscaped acres, with a brook, oversized heated in-ground pool, new heated Guesthouse which has one bedroom and two baths. A hot and cold water outdoor shower, beautiful arbor, huge two story antique barn with a 2 car garage, open space, office and a gym (but let your imagination go wild), Close to Salisbury CT, Great Barrington, everything Berkshires. 2.5 hours from NYC

Listing courtesy of Barbara Schulman and Deborah Levinson 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: 4.65% last updated on 2018-09-20

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

651 Hayes Hill, New Marlborough, MA 01230

Price$1,549,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 224280

  • Listings
  • Beds 6
  • Baths 5
  • Sq Ft 3416
  • Acres 58

1964 Modernist home and two guest houses with long and panoramic southerly views, designed by noted Bauhaus designer George Giusti along with architect Crane De Camp. Integrating a variety of natural materials that link the house to the surrounding pastures and woods, the two created the low rectangular house high on a hillside overlooking the rolling hills of southern Massachusetts and northern Connecticut. The compound, known as Meadowtop, consists of the main two-bedroom house, a three bedroom, two-bath guest cottage, a cabin bunkhouse and an in-ground pool with the same remarkable views. There's a hidden pasture and an outdoor stone BBQ area for sunset gatherings. A rare offering of mid-century architecture in a magical setting, convenient to both Berkshire and Litchfield counties.

Listing courtesy of Tim Lovett and Fintan T Hanley 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: 4.65% last updated on 2018-09-20

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

169 East, Mt Washington, MA 01258

Price$1,455,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 223284

  • Listings
  • Beds 5
  • Baths 5
  • Sq Ft 5297
  • Acres 8

SLICE OF HEAVEN ON THE MOUNTAIN W/ FIBER CONNECTIVITY The present owners bought in 1986 to raise a blended family of four young children. At various times the property has also been home to horse, sheep & geese. A major addition was added in 2004, at which time extensive remodeling was done & the present award winning flower, vegetable & shrub gardens were planted.You are 2 minutes from the Mt. Washington state forest reserve with 14,000 acres of hiking trails. You are 3 miles from the Appalachian trail. You are in hiking heaven in the little Berkshire mountains. Bashbish Falls, Gilder Pond, Mt. Alandar, Bear Mt. & Sage Ravine. Drive to ski Butternut or Catamount in 20 mins. Twenty-five minutes to Gt. Barrington & twelve minutes to two of the Berkshires finest restaurants. Special spot

Listing courtesy of Deborah Levinson 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: 4.65% last updated on 2018-09-20

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

206 HILLSDALE, Egremont, MA 01230

Price$1,275,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 223225

  • Listings
  • Beds 4
  • Baths 5
  • Sq Ft 4632
  • Acres 3.45

Thrilled to offer this spacious and pretty contemporary home built within a New England vernacular - an open Great Room, expansive first floor Master, and three en-suite Guest Bedrooms, along with formal and informal dining, and more for a home office and den. Located at the end of a private shared drive with a big long rocking chair porch facing south along with a screened porch. There are two oversized garages below, and a huge basement ready for buildout, other than the existing pingpong room, and another first floor single-car garage for a collector or just convenience. High-end appliances, infrastructure, and heating and cooling equipment. Fiber available. Move in condition.

Listing courtesy of Timothy 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: 4.65% last updated on 2018-09-20

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 Timothy 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: 4.65% last updated on 2018-09-20

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