West Stockbridge Real Estate

Welcome to the Town of West Stockbridge. They are a small community with a population of approximately 1650 full time Residents. The town is located in the Southern Berkshires of Western Massachusetts and has a small, attractive downtown retail center, which serves residents, tourists and adjacent communities.

West Stockbridge is a beautiful, hilly town with many ponds, streams, wetlands and open fields that make it a very desirable place to live. The Williams River is a picturesque waterway that flows through the town providing residents and tourists with excellent opportunites for angling and canoeing.

Search new real estate in the Berkshire town of West Stockbridge, MA. Discover hundreds of current listings, including beautiful antique properties and single-family homes. Like what you see? Register with us to save your favorites, and receive notifications with similar properties are listed. Contact us today to see any of the homes below!

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6 Deer Hill Rd West Stockbridge MA 01266

Price$795,000

Est. Mortgage: $/month

MLS Number 227546

  • Single Family
  • Address 6 Deer Hill Rd
  • Village Berkshire - South
  • Year Built 1986
  • Bedrooms 4

Potential to renovate into a $Million plus property! Perfectly situated on its own private promontory w/ expansive sunset views from almost all rooms, this home is actually 2 houses in one; a 2 bed/2.5 bath house plus a 2 bed/2 bath guest wing. Well separated yet easily accessed, the wing is reminiscent of a resort chalet, with dramatic indoor pool w/ sliding glass walls, Swedish sauna, kitchenette, multiple bonus rooms, & the 3rd story Tower Room, sporting the most stunning view of all! Grandchildren have grown up happily splashing in the distinctive, octopus decorated year-round pool & snowboarding down the sloping front yard, now it's your turn! All this is within a short drive to Tanglewood, Kripalu, multiple ski areas, and the charming village of West Stockbridge.

Listed by STONE HOUSE PROPERTIES, LLC

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$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 2019
* 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.

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8 Austerlitz Rd West Stockbridge MA 01266

Price$675,000

Est. Mortgage: $/month

MLS Number 227139

  • Single Family
  • Address 8 Austerlitz Rd
  • Village Berkshire - South
  • Year Built 1979
  • Parking Spaces 2

Nestled in a Birch Tree Forest, this lovely home is a escape from the everyday. Contemporary renovated farmhouse. Ground Floor Master Suite plus three Bedrooms. 2 Car Garage, Open Kitchen. and sunny Great Room. Wonderful light, generous living spaces and a fully finished basement. Centrally located and easy access to all Berkshire attractions. A dream home!

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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$
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$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 2019
* 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.

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Lot 83,84 Great Barrington Rd West Stockbridge MA 01266

MLS Number 224706

  • Land
  • High School Monument Mountain
  • Village Berkshire - South
  • Acreage 148
  • Square Feet 6,216,000

Divisible! 148 acres combining two existing properties and can be easily divided into 5 building lots or used as two or three major house sites. Beautiful wooded sites with unusual rock formations on Dunbar Hill between Great Barrington and West Stockbridge. Potential views, and privacy.MLS 224703 plus MLS 224701

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 2019
* 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.

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6 Samantha Ln West Stockbridge MA 01266

Price$629,500

Est. Mortgage: $/month

MLS Number 228348

  • Single Family
  • Address 6 Samantha Ln
  • Village Berkshire - South
  • Year Built 2000
  • Parking Spaces 2

New to the market! Stunning tri-level contemporary, impeccably maintained, move-in condition, washed with natural light, open floor plan, cathedral ceilings, oak flooring. Stunning gardens, irrigation system. Recent updates - a/c, furnace, three-zone wireless thermostats, hot water heater, dishwasher. Wooded tranquility, cul de sac street. Minutes to Berkshire attractions. A must see! First floor cathedral ceiling master bedroom, en-suite bath, great room with skylights, gas fireplace, half bath, dining room open to kitchen, oversized screened porch, fabulous party deck overlooking gardens. Upper level loft/office overlooking great room, spacious cathedral ceiling bedroom and large bath. Lower level family room with walkout, 2 generous sized bedrooms, large bath and laundry.

Listed by COHEN & WHITE ASSOCIATES

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$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 2019
* 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.

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Austerlitz Rd West Stockbridge MA 01266

Price$620,000

Est. Mortgage: $/month

MLS Number 225446

  • Land
  • High School Monument Mountain
  • Village Berkshire - South
  • Acreage 83
  • Square Feet 3,615,480

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!

Listed by STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 2019
* 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.

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42 Stockbridge Rd West Stockbridge MA 01266

MLS Number 223255

  • Commercial
  • Village Berkshire - South
  • Year Built 1962
  • Square Feet 7,500
  • Bedrooms 19

Well rated 16 room motel with 3 bedroom apartment just off RT 90/exit 1 and only 4 miles from Tanglewood. Walk to downtown West Stockbridge. Turn-key with many improvements.

Listed by THE KINDERHOOK GROUP - STOCKBRIDGE

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$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 2019
* 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.

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43 Albany Rd West Stockbridge MA 01266

Price$549,900

Est. Mortgage: $/month

MLS Number 227961

  • Single Family
  • Address 43 Albany Rd
  • Village Berkshire - South
  • Year Built 1900
  • Bedrooms 6

Limitless potential! This property includes a beautiful center hall colonial that can be updated into a grand dream home! Prime location on the bank of the Williams river leading to Crane lake make this a perfect setting for relaxing evenings or water activities. The property is so unique it is a MUST SEE! In addition to the main house, this property includes a 2 bedroom 2 bath ranch AND a small ranch style duplex! These buildings could be used for private office space, nanny or groundskeeper housing or create a family compound. With some imagination and TLC, this spectacular property can be anything you can dream! Schedule a private showing TODAY!

Listed by BISHOP WEST REAL ESTATE

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$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 2019
* 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.

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Lot 84 Great Barrington Rd West Stockbridge MA 01266

MLS Number 224701

  • Land
  • High School Monument Mountain
  • Village Berkshire - South
  • Acreage 115.3
  • Square Feet 4,838,400

Conveniently located between Great Barrington and West Stockbridge. 115 acres +/- currently in a forestry program and carrying low taxes. Offered below assessed value Divisible into 4 Form A lots. Views possible from several sites.

Listed by Martha Piper of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 2019
* 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 A VisitAsk A QuestionMore Details

2 Austerlitz Rd West Stockbridge MA 01266

Price$515,000

Est. Mortgage: $/month

MLS Number 227407

  • Single Family
  • Address 2 Austerlitz Rd
  • Village Berkshire - South
  • Year Built 1981
  • Parking Spaces 2

Wonderfully sighted home with lots of sun in a nice private yet not isolated location. Lovely outdoor space to enjoy the summer. Nice stone patio for barbecues. Enjoy a dip in the pool that has been maintained nicely with a new fence recently installed for safety. Easy manageable gardens. Home has 3 bedrooms with a 1st floor master bedroom bath. Newer kitchen with lots of great light. Open dining room to living room to double sliding doors out to patio. All nicely done. With in 5 minutes to the center of W Stockbridge 10 minutes to Tangelwood and easy access to Mass Pike

Listed by BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 2019
* 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.

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4 Stockbridge Rd West Stockbridge MA 01266

MLS Number 228286

  • Single Family
  • Address 4 Stockbridge Rd
  • Village Berkshire - South
  • Year Built 1825
  • Bedrooms 5

c 1825 in town Federal privately set amid lovely gardens and plantings. The large open kitchen is a great gathering place for family and friends. The formal dining room with fireplace has a large bank of windows to the south and French doors to a lovely garden area on the north. There are 5 bedrooms and 5 1/2 bathrooms including a first floor ensuite bedroom and bath with its own porch. Original moldings and wide plank floors. Front and back stairs. Warm natural light throughout the house. The large two-story barn/garage is great workshop or studio space. Walk to Card Pond for swimming and the Williams River for fishing. Walk into town to the Farmer's Market, shops, Historic Old Town Hall, Turnpark Art Space, The Foundry, No.Six Depot and several great restaurants.

Listed by STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 2019
* 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.

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17 Glendale Rd West Stockbridge MA 01266

Price$425,000

Est. Mortgage: $/month

MLS Number 228359

  • Single Family
  • Address 17 Glendale Rd
  • Village Berkshire - South
  • Year Built 1978
  • Parking Spaces 1

Private tranquil setting on quiet country road central to a multitude of cultural and recreational venues. The town centers of West Stockbridge and Stockbridge are less than 4 miles away and Great Barrington is less than 7 miles away. Beautifully updated and in move-in condition. Open living room and dining room with two-sided stone fireplace. Year round sunroom. Two bedrooms and well appointed full bath on main level. Lower level with mud room, family room with wood stove, bedroom, another well appointed full bath and laundry room with cupboards, sink and granite counters. Wood, tile and slate floors throughout. Brand new central AC. Spacious wrap around deck. Beautiful stone pathways, dramatic rock outcroppings and naturalized landscaping.

Listed by STONE HOUSE PROPERTIES, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 2019
* 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.

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19 Cross Rd West Stockbridge MA 01266

Price$425,000

Est. Mortgage: $/month

MLS Number 227347

  • Single Family
  • Address 19 Cross Rd
  • Village Berkshire - South
  • Year Built 2002
  • Parking Spaces 2

Spacious Colonial with modern interior on a quiet country road. 4 bedrooms plus and 3 full baths. Double sided fireplace and cathedral ceiling in living room. Kitchen features cherry cabinets and stainless appliances. Plenty of room for entertaining. First floor with wide doorways and 2 bedrooms. 2 car garage with outbuilding and waterfall with small pond. Expansive deck and landscaping. Close to downtown West Stockbridge and the Mass, Pike, as well as all Berkshires cultural and outdoor attractions.

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 2019
* 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 A VisitAsk A QuestionMore Details