Our mobile site is optimized for smaller screens.

TRY IT NO THANKS

Our Berkshire Residential Listings

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

Make your search simpler: Register now and save time in your real estate search. Save your Search so you can easily view current listings without having to enter your personal criteria again. Best of all, we'll email you whenever a new property (matching your needs) comes on the market through the MLS, so you'll be the first to know.

Continue to search our exclusive listings by property type:

Condos • Waterfront Homes • Luxury Homes • Multi-Family Homes • Land • Commercial

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 Tim Lovett of Berkshire Property Agents

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

Do not fill in this field:

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: 4.62% last updated on 2018-06-14

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 5
  • 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 Tim Lovett of Berkshire Property Agents

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

Do not fill in this field:

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: 4.62% last updated on 2018-06-14

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$3,400,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 221283

  • Listings
  • Sq Ft 40175
  • Acres 37.72

MOTIVATED SELLER (s) 12 parcels 33 acres in Gt.Barrington, MA on North & South sides of (Rt#23 E) Monterey Rd w/ a combined frontage of 2604 ft. 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 Deckert and Deborah Levinson of Berkshire Property Agents

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

Do not fill in this field:

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: 4.62% last updated on 2018-06-14

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

WHITING RIDGE

406 CANAAN VALLEY, New Marlborough, MA 01259

Price$2,900,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 216183

  • Listings
  • Beds 8
  • Baths 6
  • Sq Ft 4420
  • Acres 220

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 the south western hills of ct. Formal living room with fireplace, dining room and entry boot room complete the first flr. Off the second floor landing there is a lovely master suite complete with fireplace and office, two guest rooms and two baths along with a laundry closet. Third floor has additional office or guest room space as well as finished storage space. Patios, porches, unbelievable western views.

Listing courtesy of Jen Harvey of Berkshire Property Agents

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

Do not fill in this field:

Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.62% last updated on 2018-06-14

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 Tim Lovett of Berkshire Property Agents

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

Do not fill in this field:

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: 4.62% last updated on 2018-06-14

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 18.05

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

Do not fill in this field:

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: 4.62% last updated on 2018-06-14

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 Deckert of Berkshire Property Agents

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

Do not fill in this field:

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: 4.62% last updated on 2018-06-14

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

64 Worth, Monterey, MA 01245

Price$1,900,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 223017

  • Listings
  • Beds 3
  • Baths 5
  • Sq Ft 2728
  • Acres 0.49

First time to the market we welcome this beautiful contemporary home just yards from the banks of much sought after Lake Garfield in Monterey, MA, considered the best recreational lake in Berkshire County. Sited on one of the most unique parcels on the lake, the 2006 custom home offers 280ft of water frontage on both Garfield and the mouth of Peppermint Brook, with its own private dock and float. The vaulted living area is graced with floor-to-ceiling windows, giving an unobstructed view of the 280 acre lake, with a mid-century fireplace and glass doors, bringing true meaning to indoor/outdoor living. The bright interior of this home has been executed to high standards with Viking and Sub-Zero appliances, hardwood flooring throughout, granite countertops and a seamless flow of open-plan

Listing courtesy of Fintan T Hanley and Tim Lovett of Berkshire Property Agents

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

Do not fill in this field:

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: 4.62% last updated on 2018-06-14

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$1,825,000The 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

Do not fill in this field:

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: 4.62% last updated on 2018-06-14

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

Do not fill in this field:

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: 4.62% last updated on 2018-06-14

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 Tim Lovett of Berkshire Property Agents

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

Do not fill in this field:

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: 4.62% last updated on 2018-06-14

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

14 Oxbow, Egremont, MA 01230

Price$1,250,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 223166

  • Listings
  • Beds 4
  • Baths 3
  • Sq Ft 4536
  • Acres 10.08

Uber cool contemporary designed by owner/architect nestled in the woods on 10 acres near all major attractions. Privately sited on a hilltop, this visionary home is waiting for the next discerning buyer to call it their own. Breathtaking soaring ceilings in great room with commercial grade windows and sliding doors throughout the home. Terraced screened in dining area right next to kitchen area. Master ensuite, additional 3 BRs, full bath, 60 foot indoor lap pool and spacious steam room round out the second floor A very large bonus room is on 3rd floor that could be easily transformed into a media room, spillover space for extra guests or a yoga/fitness area. 2 hrs from NYC, 15 min from Taconic, 10 min.from downtown GB and 30 min from Hudson. A remarkable home in a perfect location!

Listing courtesy of Russ Stein of Berkshire Property Agents

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

Do not fill in this field:

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: 4.62% last updated on 2018-06-14

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