Welcome To The Berkshires

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

Waterfront Homes

2080 Undermountain Sheffield MA 01257

Sheffield, MA2080 Undermountain Rd

Price$16,000,000

Est. Mortgage: $/month

MLS Number 229173

  • Residential
  • Bathroom 7
  • Bedrooms 11
  • Square Feet 7,946
  • Acreage 85

The jewel of new england... Offered for the first time in four decades, this 85 acre berkshire mountainside campus awaits your imagination. This property offers an atmosphere for breakout creative expression with great potential for an enterprise for retreats, wellness center, writers/ artists workshops, educational endeavors or your family's private estate. The property consists of 12 buildings; conference halls, dining/ meeting facilities, lodging accommodations, offices and an historic queen anne manor house sitting on a knoll with breathtaking views. 40 years of stewarding this campus where thousands of participants made life long memories, the owners are ready to pass it on. Let their growth be your opportunity. For details & digital brochure please see jewelinnewengland.Com

Listed by Mary Jane White and Nancy K. Kalodner of COHEN & WHITE ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

250 Long Pond Great Barrington MA 01230

Great Barrington, MA250 Long Pond Rd

Price$6,999,900

Est. Mortgage: $/month

MLS Number 229561

  • Residential
  • Bathroom 10
  • Bedrooms 9
  • Square Feet 14,700
  • Acreage 119.73

Contemporary masterpiece beautifully situated on 120 acres offers privacy, tranquility, and breathtaking views in every season. The main house and the guest house were designed by steven haas, recognized by architectural digest as one of the world's foremost architects. Sorpetaler sliding glass walls and expansive decks create a harmonious interplay with nature. Beautiful 3,000 square foot barn with soaring ceilings adds to the allure of this unique property. Outdoor features include 25-meter heated saltwater lap pool, hot tub, outdoor showers, stone fire pit, exquisite rock outcroppings, sweeping lawn, running and biking trails, and access to williams river trout stream. Quintessential berkshires setting off a private country road just ten minutes from the vibrant town center

Listed by Reciprocal Listing: See Realtor Remarks of NON-MEMBER

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

40 Millard Egremont MA 01230

Egremont, MA40 Millard Rd

Price$4,899,000

Est. Mortgage: $/month

MLS Number 226848

  • Residential
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 12,000
  • Acreage 81.5

Breathtaking tri-state views from this light filled, 12,000 sq. Ft masterpiece featuring gourmet kitchen, huge library, wine cellar, indoor pool with sauna and steam room, as well as an elevator connecting all the levels. This stunning property has been designed by ny architect michael schmitt and completely renovated by peter whitehead.Private guest wing with three bedrooms and two bathrooms. Fiber connect for internet. Close to 90 acres of privacy on one of the most sought after roads in southern berkshires.

Listed by Stephen R. Schoenfeld and Joanna Szwyd of STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

82 Interlaken Stockbridge MA 01262

Stockbridge, MA82 Interlaken Rd

Price$3,500,000

Est. Mortgage: $/month

MLS Number 222056

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,000
  • Acreage 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.

Listed by Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

82 Interlaken Stockbridge MA 01262

Stockbridge, MA82 Interlaken Rd

Price$3,500,000

Est. Mortgage: $/month

MLS Number 221640

  • Land
  • Acreage 11.11

Rare opportunity: 11 acres on the beautiful stockbridge bowl. Over 400 feet of pristine lake frontage across the ''belly'' of the bowl. Amazing mountain and water views in every season. Build one private home or a family compound. Three home sites with existing structure for possible rare opportunity to have your dream home within 71 feet of the lake. Minutes to tanglewood, kripalu, and canyon ranch.

Listed by Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

45 Interlaken Stockbridge MA 01262

Stockbridge, MA45 Interlaken Rd

Price$3,500,000

Est. Mortgage: $/month

MLS Number 231324

  • Residential
  • Bathroom 8
  • Bedrooms 7
  • Square Feet 6,584
  • Acreage 3.8

Treelawn - a stockbridge compoundlocated only 1. 4 miles from tanglewood,& adjacent to the stockbridge bowl boat club, this 7000'+/- estate is privately set back the oversized gunite pool sits amid beautiful gardens. 13 generous sized rooms with 7 baths ensuite/2 powder:*living room open to the brick patio *dining room seats 20 * screen porch seats 16 * kosher kitchen has 2 of each of the high end appliances no such thing as too many cooks in the kitchen!* 2 first floor master bedrooms*5-6 beds on the upper level * separate apt for caretaker/nanny* lower level ready to be finishedtreelawn is a large impeccably maintained estate compound to be enjoyed by family and friends in the berkshire's top rated town for ''most beautiful small town''.

Listed by Cindy Welch of LANDVEST, INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

263 Hill New Marlborough MA 01230

New Marlborough, MA263 Hill Rd

Price$3,100,000

Est. Mortgage: $/month

MLS Number 228551

  • Residential
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 5,953
  • Acreage 76.72

Cookledge, is a sprawling contemporary compound spread over mountain top glacial outcroppings, with awe-inspiring views south over connecticut and west to the taconic range. Nearby the southfield store cafe, drive up the long romantic winding drive to this sensitively sited and quality built home with huge windows and glass doors that draws one outside from almost every room to the truly stunning views. Large airy rooms with high ceilings, tall doorways, hardwood floors, multiple fireplaces, along with separate master and guest bedroom wings, all with ensuite baths, flow easily throughout the main house. The heated three-car garage has a tesla charger and a guest or caretaker apartment above, with a fireplace and deck. Total seclusion, trails to a stream gorge, and magnificent serenity.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

20 Berkshire Heights Great Barrington MA 01230
Pending

MLS Number 230154

  • Residential
  • Bathroom 7
  • Bedrooms 6
  • Square Feet 6,849
  • Acreage 3.17

Once in a lifetime it comes along: a modern renovation. Every detail is thoughtful, the rooms offer height and grace, its magnitude gives space without being overwhelming. Built on the top of great barrington's hill. Peering down on the town, within walking distance on 3 +acres. Built by a local craftsman and designed with easy living in mind. The open kitchen/great room, has a soaring ceiling, will gather you with family and friends in front of the stone fireplace or relaxing at the granite island while meals are prepared in the chef quality kitchen with calcutta marble counters. Clean modern lines, meticulously chosen materials, two master suites, a modern open stairway concept with metal balusters, outdoor kitchen, spa pool. Light and bright in law/nanny suite. Kosher kitchen.

Listed by Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

11 Old Pease Otis MA 01253

Otis, MA11 Old Pease Rd

Price$2,699,000

Est. Mortgage: $/month

MLS Number 231209

  • Residential
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4,800
  • Acreage 1.5

Welcome to big pond - the hidden gem of waterfront living! Your family and friends will find themselves in awe from sunrise to sunset. As you approach the winding circular driveway, you soon realize the placement and fine quality construction of detail left no stone unturned. See supplement.

Listed by David St. Laurent of REAL LIVING REALTY PROFESSIONALS

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

25 Cliffwood Lenox MA 01240

Lenox, MA25 Cliffwood St

Price$2,600,000

Est. Mortgage: $/month

MLS Number 228145

  • Residential
  • Bathroom 10
  • Bedrooms 10
  • Square Feet 7,393
  • Acreage 1.22

Proudly presenting this newly refurbished 10 bedroom, 9 and half bath, privately owned, walk to town, historic lenox ''cottage''. Lovingly named osceola after the dramatic view of osceola mountain on the yokun ridge experienced upon entering the columned and balustraded front porch. Osceola mansion was designed by world renowned architects rotch and tilden in 1889 and commissioned by sarah pollock livingston. Today, this comfortable and beautifully appointed home features an entry foyer with a fireplace to warm your hands and toes after a winter's sleigh ride. Enter the grand hall which invites you into the living room to your right or draws your attention to the unique oval dining room to your left. Straight ahead is the picturesque outdoor covered 80 feet in length veranda

Listed by Matthew Marlow and Sheila E. McKenna of BERKSHIRE HOMES AND CONDOS

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

78 Interlaken Stockbridge MA 01262

Stockbridge, MA78 Interlaken Rd

Price$2,550,000

Est. Mortgage: $/month

Pending

MLS Number 230952

  • Residential
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 3,424
  • Acreage 8

Spacious 1800's colonial tastefully updated on 8 acres of land with 296 ft of waterfront on stockbridge bowl! A private dock for your boat. A secluded flat grass area for picnics and sunbathing. Swim from the sandy water front. The house offers 4 or 5 bedrooms, 4 updated baths, expansive eat in kitchen with butcher block counters, an island, stainless appliances and walk in pantry/laundry room. The kitchen opens to the cozy family room with french doors to a covered porch and views of acres of fields. The living space includes a 25 ft living room with fireplace, large dining room currently being used as a pool room! Time for a game? Enjoy out door living in style; porches, decks, gardens, stone walls, gorgeous lawn and basketball court. More than enough space for pool and or tennis!

Listed by Patrice C. Melluzzo of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

46 Bow Wow Egremont MA 01258

Egremont, MA46 Bow Wow Rd

Price$2,500,000

Est. Mortgage: $/month

MLS Number 221749

  • Residential
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 11,353
  • Acreage 115.82

Applegate farm...Country residence with both formal and informal common spaces to accommodate a few or many with five fireplaces, two master suites and guest wing with tennis court all overlooking your own lake with a western mountain view for backdrop. 100 + acres of very special land located on the border of egremont and sheffield on a back country road.

Listed by Brandon White and Cortney K Dupont of COHEN & WHITE ASSOCIATES

$
$
%
$/month over payments
Federal 30-year interest rate: 3.03% last updated on Jul 9, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

Recommended Searches