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West Stockbridge MA Real Estate

Smack dab between Lenox and Great Barrington, West Stockbridge is perfect for those who want to be close to Tanglewood and Bard College at Simon’s Rock. The small, walkable center of town packs quite a culinary punch: Six Depot Coffee Roastery, Rouge Restaurant, Shaker Mill Books, The West Stockbridge Market and Shaker Mill Coffee Shop. There are hiking trails, a summer farmer’s’ market – all just a few miles away from Tanglewood.

Browse current listings for sale in West Stockbridge, MA. Don't hesitate to contact us with any of your questions.

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55 Maple Hill, West Stockbridge, MA 01266

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

Est. Mortgage: $/month

MLS Number 209797

  • Listings
  • Beds 6
  • Baths 8
  • Sq Ft 9744
  • Acres 62.61

Exciting opportunity to customize this grand property in west stockbridge. Minutes from tanglewood, hiking trails, and the charming village of west stockbridge. Take this estate and make it yours. Acknowledging the renovations that a new buyer may wish to take on, the seller will offer a credit of $500,000 at closing to be applied to those changes. Somerset is a premier property with beautiful grounds in a private setting. 64 magnificent acres overlooking a pristine swimming pond, rolling lawns, an orchard, and mountain views. This credit makes this a tremendous opportunity for a discerning buyer.

Listing courtesy of Lori J Rose and Martha Piper 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: 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.

286 Great Barrington, West Stockbridge, MA 01266

Price$1,845,999The price has recently decreased

Est. Mortgage: $/month

MLS Number 222310

  • Listings
  • Beds 18
  • Baths 22
  • Sq Ft 12000
  • Acres 9.88

Berkshire Living and working at its best. This beautiful 12,000 square ft move-in ready Estate in the heart of the Berkshires and just minutes from Tanglewood has it all! Evaluated for close to $3 million - it's completely renovated and up to code; with 10 acres of backyard paradise, organic farm, and two building lots included. It can be anything your heart desires whether you're looking for a private or corporate retreat; just love to entertain and cook for 2 or 800 in the 700 sqft State of the Art "Chef's dream kitchen"; like to create a wellness, holistic or educational center; add your own business; or have always dreamed of being the innkeepers of an award winning Inn, restaurant, culinary school, and event destination, as it has been for the past 66 years with close to

Listing courtesy of Kolleen E. Schmitt of KELLER WILLIAMS BERKSHIRE

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

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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.

26 Austerlitz, West Stockbridge, MA 01266

Price$1,490,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222426

  • Listings
  • Beds 4
  • Baths 5
  • Sq Ft 3792
  • Acres 9.01

With spring comes the opportunity to own this stunning Contemporary with incredible living/entertaining spaces both inside and out overlooking a private pond surrounded by beautiful gardens and mature landscaping. Luxurious first floor master bedroom en suite with three additional guest bedrooms en suites accommodate a few or many. Impeccably maintained and move in ready with the acreage/frontage for another potential building site....BERKSHIRE PERFECT!

Listing courtesy of Mary Jane White 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: 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.

24 Red Rock, West Stockbridge, MA 01266

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

Est. Mortgage: $/month

MLS Number 220785

  • Listings
  • Beds 4
  • Baths 5
  • Sq Ft 3442
  • Acres 19

Enjoy all the recent renovations to this privately set home on 19 acres, land in both MA and NY. In-ground propane heated pool, gardens, mature landscaping, bi level decking for great outside entertaining space. Enter the house from a walk way to the main door and foyer or thru the oversized two car attached garage: a convenient mud room and laundry area is also found on the main level. The interior has been tastefully renovated with a fabulous new kitchen, large island, stainless appliances, and wood floors that gleam. The living room with fireplace and dining room overlook the private yard. The main level master suite offers an updated jet tub and glass and tiled shower. The second floor offers an additional master suite and two guest bedrooms that share a full bath. Love where you li

Listing courtesy of Patrice C. Melluzzo and Karen Climo 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: 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.

West Stockbridge, MA 01266

Price$1,100,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219021

  • Listings

Property located in an area of upscale homes. Westerly views of Ma and New York State. Ten minutes to Massachusetts Turnpike and/or New York Thruway.Just over the mountain from Tanglewood and many Berkshire attractions. Good development potential.

Listing courtesy of Jim Stark of L. J. STARK AND CO.

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: 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.

21 Alford, West Stockbridge, MA 01266

Price$990,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 218290

  • Listings
  • Beds 4
  • Baths 4
  • Sq Ft 4000
  • Acres 4

Exceptional custom built home located on private 4 acres. The great location is close to all Berkshire attractions. Enter from a sweeping stair reminiscent of many fine Charleston homes. A spacious Great Room combines the gourmet kitchen, dining area and living room and boasts high ceilings abd skylights. Windows and a large slider open to the raised wood paneled year round solarium that offers views of the pond. The Master bedroom with a luxurious bathroom, private office behind custom glass doors, two guest bedrooms and a full bath and laundry room complete the main floor. The lower level includes family room and private guest suite with glass doors to the Goshen stone steps that lead to the heated Pebble Tec pool with extensively landscaping Included is a 2 car garage and utility room

Listing courtesy of Patrice C. Melluzzo and Karen Climo 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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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.

15 Maple View, West Stockbridge, MA 01266

Price$929,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222003

  • Listings
  • Beds 4
  • Baths 5
  • Sq Ft 2941
  • Acres 5.9

Enjoy country living at its best! This extraordinary property offers privacy, gorgeous views, comfortable accommodations for family & guests, & 5.9 acres to delight you in all seasons. The updated, well-maintained, center-entrance Colonial offers three levels of living space. On the first floor: a living room with FP, family room with woodstove, designer kitchen with propane FP, TV room, study, sitting room, & screened porch. Upstairs: a master suite & two bedrooms, each with bath. On the 3rd floor: bonus space & a yoga room. The barn features a guest suite with kitchenette, great studio/office, & workroom. Outdoors is a paradise of native perennials, shrubs, fruit & other trees, plus three acres of pretty fields. Prime location, convenient to the Taconic Parkway & all Berkshire amenities!

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

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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.

86 Maple Hill, West Stockbridge, MA 01266

Price$639,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 221648

  • Listings
  • Beds 3
  • Baths 4
  • Sq Ft 2381
  • Acres 0.58

Beautifully inspired Modern Barn Living.Featuring 3 bedrooms, 4 bathrooms, stone patio screened back porch retreat and radiant heat. Designed by Clark & Green, exceptional indoor/outdoor flow with a cool interior design. Mix of natural wood and Local Alford marble. Warm, cozy, colorful and very open to nature inside. Exceptional Value!Grass landscape design. Floor to ceiling light.Stone walls, stairs, charming spaces with a beautiful layout.

Listing courtesy of 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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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.

West Stockbridge, MA 01266

Price$620,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 221281

  • Listings
  • Exterior Features Stream, Views

Cross the pretty Baldwin Brook to enter this 83 acre estate parcel in one of the most desirable locations in the Berkshires!!! The driveway is roughed in and the approach is gentle and lovely to one of several beautiful building plateaus, which take in the long range views to Mt. Greylock! A nice mix of hardwoods, evergreens, ferns, stone walls, and good views and vistas. The property has been subdivided. Great location, easy access to downtown West Stockbridge, Tanglewood, and an easy commute to New York!

Listing courtesy of Lori J Rose of STONE HOUSE PROPERTIES, LLC

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: 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.

56 Lenox, West Stockbridge, MA 01266

Price$579,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 221124

  • Listings
  • Beds 3
  • Baths 3
  • Sq Ft 2564
  • Acres 4.18

This superb Chalet combines both the modern and traditional. It features the most exquisite fireplace with a sunroom terrace area accessed from the open plan kitchen. An ideal space for outside/inside entertaining. 4 Bedrooms, 3 Full baths, 3 Stone Fireplaces. Winding private Drive leads to private yet convenient setting for this post and beam with custom features. Beautiful scenery and adjacent to natural protected area with BNRC trails. The house is full of charm, style and character.Situated in the heart of the popular town of West Stockbridge, a pretty village, with shops, fabulous restaurants, a beloved hardware store, farmers market, bookstore and renowned Sculpture park!

Listing courtesy of Maggie C Merelle 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

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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.

131 Great Barrington, West Stockbridge, MA 01266

Price$560,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222563

  • Listings
  • Beds 3
  • Baths 4
  • Sq Ft 3507
  • Acres 5.93

Privacy, views, and a unique, spacious floor plan are the reward at the top of the drive, just minutes from the village of West Stockbridge. The large deck looks west to the Berkshire Hills. Huge Great Room with fireplace, Den with bay window and balcony, updated galley Kitchen, 1st floor en suite Master Bedroom. The upper level features a 2nd en suite Bedroom with fireplace, a 3rd bedroom, and a comfortable loft seating area. The basement Game/Media Room is an entertainment dream. This home has so much to offer!

Listing courtesy of David W Taylor of ELYSE HARNEY REAL ESTATE

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: 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.

4 Main, West Stockbridge, MA 01266

Price$499,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 220966

  • Listings
  • Beds 3
  • Baths 3
  • Sq Ft 2476
  • Acres 0.09

Don't miss this once in a lifetime opportunity to be surrounded by the beauty & splendor of the Berkshires while living in the heart of charming & vibrant downtown West Stockbridge. This magnificent brick home sits the banks of the serene Williams River & is just steps away from spectacular farm to table restaurants, quaint shops, art galleries & the new renowned Turn Park sculpture park. Park your car when you arrive & walk to everything! Shop at the wonderful weekly farmer's market around the corner & dine with friends and family back home on one of your two spacious terraces, overlooking the tranquil river. All of this & you're only a short drive to downtown Lenox & the best of the Berkshires' cultural & recreational attractions. Your country paradise awaits!

Listing courtesy of Marc Bachman 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.