Our mobile site is optimized for smaller screens.

TRY IT NO THANKS

and narrow your search. If you have fewer than 200 results, you can save your search.

Berkshire Homes for Sale

Explore all Berkshire homes for sale in Great Barrington, Lenox, North Adams, and more towns in Berkshire, Columbia, and Litchfield counties. Whether you are looking for a single-family home, estate, acreage, country home, cottage, or condo, Berkshire Property Agents can help you find a wonderful place to call home in the Southern Berkshires.

Browse current homes for sale in the Berkshires. Don't hesitate to contact us with any of your questions.

Search Smarter: Register now to save your favorite listings and custom searches. Best of all, we'll email you when new properties that match your criteria hit the market.

278 Hillsdale, Egremont, MA 01258

Price$6,150,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 220002

  • Listings
  • Beds 6
  • Baths 6
  • Sq Ft 7075
  • Acres 61.31

Listing courtesy of Thomas H McGowan and Elyse Harney Morris of ELYSE HARNEY REAL ESTATE

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: 3.94% last updated on 2017-12-21

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

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: 3.94% last updated on 2017-12-21

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

106 Cliffwood, Lenox, MA 01240

Price$4,200,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217523

  • Listings
  • Beds 8
  • Baths 8
  • Sq Ft 8500
  • Acres 3.6

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.

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

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: 3.94% last updated on 2017-12-21

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

1 Pinecroft, Lenox, MA 01240

Price$3,795,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222383

  • Listings
  • Beds 6
  • Baths 6
  • Sq Ft 7816
  • Acres 1.14

Enjoy the ultimate luxury of a turn-key residence, steps from the Canyon Ranch resort and all of its wellness lifestyle amenities. Offered fully furnished, this extraordinary home features a beamed great room with stone fireplace, formal dining room, gourmet eat-in kitchen, fabulous lower level space with vintage soda fountain, screening room, wine room and sauna, six bedrooms, five full baths, deck, patio, heated swimming pool, and poolhouse containing a guest suite and full kitchen for outdoor entertaining. You'll appreciate its exquisite detailing, from the heated courtyard to Venetian-plaster walls. Ideally located near Lenox shops and restaurants, Tanglewood, Shakespeare & Company, and all of the cultural, culinary, and recreational amenities for which the Berkshires are renowned.

Listing courtesy of Gladys Montgomery and Leslie G Chesloff of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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: 3.94% last updated on 2017-12-21

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

27 Hemlock Hill, Great Barrington, MA 01230

Price$3,600,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 221968

  • Listings
  • Beds 4
  • Baths 5
  • Sq Ft 5497
  • Acres 38

GREAT BARRINGTON MASTERPIECE. Designed by the world renowned and award winning architect, Kenneth Nadler. Reminiscent of an Arts and Crafts mansion. This superb stone and cedar Contemporary home sits majestically on 38 acres within walking distance to downtown. The features are a mixture of old world with every modern convenience including soaring ceilings, intricate moldings, a kitchen that will inspire envy, a sumptuous master suite that is serene and beautiful and an elevator just to name of few. Delightful from beginning to end this home offers quality, charm, and grandeur. Nothing was spared in this unique and truly special home. Nadler designed a home for Beyonce and Jay Z. He designs from the outside in choosing each intricate detail including lighting.

Listing courtesy of Maureen White Kirkby of BARNBROOK REALTY, INC.

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: 3.94% last updated on 2017-12-21

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

82 Interlaken, Stockbridge, MA 01262

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

Est. Mortgage: $/month

MLS Number 222056

  • Listings
  • Beds 3
  • Baths 2
  • Sq Ft 2000
  • Acres 11.11

RARE WATERFRONT OPPORTUNITY ON THE STOCKBRIDGE BOWL: A PARADISE FOR YOUR FAMILY. 11 Acres on the beautiful Bowl. Over 400 feet of pristine lake frontage looking across the ''belly'' of the Bowl. Two beautiful site specific modern style plans have been drawn with walls of windows from every room facing the lake. Amazing mountain and water views in every season. Build one private home or a family compound. Three home sites with existing structure for rare opportunity to have your dream home within 71 feet of the lake. Minutes to Tanglewood, Kripalu, and Canyon Ranch.

Listing courtesy of Maureen White Kirkby of BARNBROOK REALTY, INC.

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: 3.94% last updated on 2017-12-21

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. See MLS #221357 for additional parcel. 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: 3.94% last updated on 2017-12-21

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

222 Ide, Williamstown, MA 01267

Price$2,950,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217915

  • Listings
  • Beds 8
  • Baths 8
  • Sq Ft 7215
  • Acres 2.77

Elegant simplicity is the trademark of this American Craftsman-style residence.Sited on 2.775 acres, this magnificent country home is well-suited to large-scale entertaining with a total of seven to eight bedrooms, seven and one-half baths, and 7,215 square feet of living space.Superb design and the finest quality of materials and workmanship are the defining characteristic of this splendid estate. Bluestone walls, terraces and walkways wind through beautiful gardens in the lovely backyard with its heated pool, rustic outdoor shower, and an array of spaces for dining, including a snack bar which opens from the guest house.The impressive grounds include a circular perennial garden surrounding a flagpole, a small orchard of flowering fruit trees, gorgeous mountain view.See floor plans in documents.

Listing courtesy of Maureen Dietze and Cheryl Westall of ALTON & WESTALL REAL ESTATE AGENCY, LLC

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: 3.94% last updated on 2017-12-21

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: 3.94% last updated on 2017-12-21

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: 3.94% last updated on 2017-12-21

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

79 Hawthorne, Stockbridge, MA 01262

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

Est. Mortgage: $/month

MLS Number 219710

  • Listings
  • Beds 4
  • Baths 7
  • Sq Ft 5952
  • Acres 36.4

Spectacular 36-acre estate steps from Tanglewood's Hawthorne Gate. Enjoy the relaxed elegance of the impeccable New Traditional brick manor house, which combines 21st-century conveniences with exquisite top-quality custom details and graceful elements of another era. In a jewel-like setting with beautiful landscaping and views of emerald lawns and hills. Custom furnishings available separately.

Listing courtesy of Gladys Montgomery and Maggie Barry of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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: 3.94% last updated on 2017-12-21

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

720 West, Richmond, MA 01254

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

Est. Mortgage: $/month

MLS Number 220880

  • Listings
  • Beds 4
  • Baths 4
  • Sq Ft 4228
  • Acres 150

Absolutely one of a kind, Do you remember when you were 10 and would escape to your tree house to enjoy no sound other than the relaxing rustling of leaves in the breeze? You can have that wondrous feeling again with the absolute quiet and privacy of the 5 bedroom, 4 baths, 3 story Treehouse set on 100+/- acres just 3 miles from Tanglewood. Designed by famed architect David Sellers, who was twice named as one of the top 100 architects of the world, and noted for bringing the "outside in"; the Treehouse is fully constructed with trees. The property offers both open and high ceiling common rooms along with cozy spaces. Heavy use of natural materials with tree beams and stone gathered from the site for the main massive fireplace Multiple balconies on all 3 levels with possible 360 degree views

Listing courtesy of Cindy Welch and Keith Ross of LANDVEST, INC.

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: 3.94% last updated on 2017-12-21

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