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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.

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108 Raup, Chatham, NY 12037

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

Est. Mortgage: $/month

MLS Number 224895

  • Listings
  • Beds 3
  • Baths 4
  • Sq Ft 3500
  • Acres 120

Day-O Farm is the complete Hudson Valley estate, located in perfect privacy just minutes outside the village of Chatham. Available for the first time in nearly 30 years, Harry Belafonte's former Columbia County retreat is magical at every turn. Grandly sited, the 1792 main house is a purist's dream, and also offers a main floor master wing with fireplace. The adjacent original carriage house offers a guest suite and beamed ceiling game room, in addition to three car bays. Through the gardens, on the hillside overlooking the main house, is the spacious two bedroom guest house with sauna. The terrace overlooks the oversized gunite pool and pond, with path to the tennis court. Follow the trails through the woods to a one bedroom loft-style hunting cabin. Many tax savings options available.

Listing courtesy of Reciprocal Listing: See Realtor Remarks of NON-MEMBER

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: 4.63% last updated on 2018-12-13

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

260 Northwest Hill, Williamstown, MA 01267

Price$2,850,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 225364

  • Listings
  • Beds 4
  • Baths 5
  • Sq Ft 7110
  • Acres 28

We all know it: we have one life to live; one home of our heart; one family retreat in which all may thrive...YOURS may be available now for you in Williamstown! A Home of comfort, harmony and created with an unprecedented level of thoughtful attention to every detail from the perfectly aligned and matched Brazilian cherry flooring to the unsurpassed stone mason's craftsmanship of fireplace design; the Lazure hand painted walls; and perfection-achieved quality evident in every niche and corner of every room. Set perfectly on 27 private acres of lawns, patios and pool; woodlands, and extensive all season gardens opening onto magical views of hills and sky beyond. This is a home where life is inspired. This is a home for a most-fortunate family....perhaps it's yours! See Supplement....

Listing courtesy of Nancy K. Kalodner and Cortney K Dupont of COHEN & WHITE ASSOCIATES

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: 4.63% last updated on 2018-12-13

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

12 Red Rock, West Stockbridge, MA 01266

Price$2,700,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 225154

  • Listings
  • Beds 5
  • Baths 5
  • Sq Ft 4258
  • Acres 22.7

Apple Tree Farm -A custom designed contemporary home in West Stockbridge, Massachusetts recalls the halcyon days of the mid-1980s. A magical private setting with views, clay bottom swimming pond, over sized hot tub, incredible gardens and grounds....The stone walls , walk ways, expansive decks, pergola, Koi pond, screen porch and Birch tree forest are some of the amenities. Main house includes a spacious floor plan with large living room with stone fireplace, dining room with fireplace, open kitchen, library, two main floor bedrooms and baths. The second floor is comprised of the master suite, with window walls and roof deck to enjoy the mountain views. The free standing 2 bedroom guest house is just steps away. Use as a a studio, his and her offices, gardening room or cozy guest quarter

Listing courtesy of Patrice C. Melluzzo and Maggie C Merelle of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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: 4.63% last updated on 2018-12-13

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: 4.63% last updated on 2018-12-13

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

299 Ashpohtag, Norfolk, CT 06058

Price$2,595,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222636

  • Listings
  • Beds 11
  • Baths 9
  • Sq Ft 13304
  • Acres 21.12

Exceptional Estate - price lowered and ready to sell. Two homes on the property include original saltbox farmhouse built in late 1700s + new estate house built in 2002 with exquisite, timeless finishes throughout. Features include a stone tower, a jewel of an indoor pool with full spa, yoga room, outdoor chapel, rock-bordered spring-fed pond, orchards, mountain views, mature landscaping and the most charming guest house with stone patio, main floor master suite plus so much more... please see supplement for additional notes and details. Square footage, total rooms, etc., are for both homes.

Listing courtesy of Lance Vermeulen of LANCE VERMEULEN RE, INC

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: 4.63% last updated on 2018-12-13

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

2650 Swamp, Richmond, MA 01254

Price$2,550,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 221750

  • Listings
  • Beds 5
  • Baths 7
  • Sq Ft 4182
  • Acres 5.65

April Hill, a meticulously restored Greek Revival with privacy, guest house, swimming pool and spectacular views. See the supplement for details.

Listing courtesy of Scott W. Sawyer of STONE HOUSE PROPERTIES, LLC

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: 4.63% last updated on 2018-12-13

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

46 Bow Wow, Egremont, MA 01258

Price$2,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 221749

  • Listings
  • Beds 5
  • Baths 6
  • Sq Ft 11353
  • Acres 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.

Listing courtesy of Brandon White and Cortney K Dupont of COHEN & WHITE ASSOCIATES

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: 4.63% last updated on 2018-12-13

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

148 Stone Hill, Williamstown, MA 01267

Price$2,500,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 225481

  • Listings
  • Beds 4
  • Baths 5
  • Sq Ft 4300
  • Acres 13.28

Perfectly sited at the crest of its thirteen acre property, this stunning architectural masterpiece evokes thoughts of a serene refuge from the hurried pace of everyday life. A truly breathtaking panorama unfolds before you as you approach, and you are immersed peaceful quietude and utter privacy. Reminiscent of both old world grace and an agrarian past, and in homage to the New England add-on tradition, with its granite wing off its cupola-topped host, the residence invites you to slow down, relax and indulge in the view. Light-filled and airy, the great room provides a soothing, restful ambiance, and yet, as open to the kitchen, the opportunity for gatherings both intimate and grand. The serious cook's kitchen with center island and large butler's pantry is ideally suited for entertaining.

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

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: 4.63% last updated on 2018-12-13

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

575 South, Pittsfield, MA 01201

Price$2,490,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222925

  • Listings
  • Beds 6
  • Baths 8
  • Sq Ft 10287
  • Acres 11.2

Description: This gilded age mansion on the gateway to Pittsfield, the Berkshires' major commercial center, has been restored to Museum quality. With large common rooms and 4 levels of living space, Morewood could easily serve as a Cultural Center, Wellness Facility, Medical Spa (with possible ties to Berkshire Medical Center, Kripaulu, and Canyon Ranch) Assisted Living, Educational Facility, and even a golf and dinner club as Morewood adjoins the Pittsfield Country Club. The property is in pristine condition and ready for a new journey. The 10,000+ sq.ft. Tutor style brick mansion has 6 bedrooms, 8 bathrooms, and is in the heart of the Berkshires Pittsfield business and cultural center. Grand gardens looking over the golf course to the lake. Ideal residential other commercial venture

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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.63% last updated on 2018-12-13

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

123 Center, West Stockbridge, MA 01266

Price$2,489,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 225191

  • Listings
  • Beds 5
  • Baths 6
  • Sq Ft 6100
  • Acres 18.43

Prominently sited on 18 acres to offer views, privacy, and dramatic sunsets.A gentle sprawling lawn and private wooded background surround this custom brick estate home. The open layout and attention to detail make it ideal for casual country living allowing dramatic views from most all rooms. The floor plan is comfortable with perfectly proportioned rooms that flow seamlessly.The impressive entrance is framed by a beautiful spiral staircase. Sun filled gourmet kitchen with oversized center island. Multiple fireplaces throughout give the home a cozy feeling and the custom millwork gives each room a finishing touch. Spacious first floor master suite with fireplace. Finished lower level was designed as an in-law suite and has a private entrance. Desirable West Stockbridge address.

Listing courtesy of Lori J Rose and Suzanne Crerar of STONE HOUSE PROPERTIES, LLC

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: 4.63% last updated on 2018-12-13

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$2,450,000The 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

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.63% last updated on 2018-12-13

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

82B Interlaken, Stockbridge, MA 01262

Price$2,400,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222057

  • Listings
  • Beds 4
  • Baths 4
  • Sq Ft 3500
  • Acres 4.86

RARE WATERFRONT OPPORTUNITY: A SUMMER PARADISE FOR YOUR FAMILY. Build your dream home. Photo is a rendering of a possibility on this nearly 5 acres on the beautiful Stockbridge Bowl. Over 300 feet of pristine lake frontage looking across the style plans have been drawn with walls of windows from every room facing the lake. Amazing mountain and water views in every season. 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 BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK 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: 4.63% last updated on 2018-12-13

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