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!

119 Center Rd West Stockbridge MA 01266

Price$5,950,000

Est. Mortgage: $/month

MLS Number 227174

  • Single Family
  • Address 119 Center Rd
  • Village Berkshire - South
  • Year Built 2007
  • Bedrooms 6

When New England Hall of Fame Interior Designer Dalia Tamari decided to devote 3 years to designing and building this 6,700+/- sq.ft. European influenced country home, her first step was to select the best of settings in the heart of the Berkshires, MA. The chosen 68+/- acres, accessed by a long and winding drive leads to a hilltop with commanding views and privacy. Exceptionally designed, the home is both grand and family friendly. The kitchen, by the famed designer herself, is a prime gathering area to cook together, set against an elevated field stone fireplace. This magnificent property offers a 1st floor master and 5 add't bedrooms upstairs, all with baths ensuite. The pool is adjacent to a pool house with full scale kitchen and laundry. All set on beautifully landscaped grounds.

Listed by LANDVEST, INC.

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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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12 Red Rock Rd West Stockbridge MA 01266

Price$2,500,000

Est. Mortgage: $/month

MLS Number 225154

  • Single Family
  • Address 12 Red Rock Rd
  • Village Berkshire - South
  • Year Built 1986
  • Parking Spaces 2

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

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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123 West Center Rd West Stockbridge MA 01266

Price$2,489,000

Est. Mortgage: $/month

MLS Number 226833

  • Single Family
  • Address 123 West Center Rd
  • Village Berkshire - South
  • Year Built 2004
  • Bedrooms 5

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.

Listed by STONE HOUSE PROPERTIES, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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26 Austerlitz Rd West Stockbridge MA 01266

Price$1,350,000

Est. Mortgage: $/month

MLS Number 222426

  • Single Family
  • Address 26 Austerlitz Rd
  • Village Berkshire - South
  • Year Built 2003
  • Parking Spaces 2

With summer 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!

Listed by COHEN & WHITE ASSOCIATES

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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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286 Great Barrington Rd West Stockbridge MA 01266
Pending

MLS Number 224499

  • Commercial
  • Village Berkshire - South
  • Year Built 1797
  • Square Feet 11,800
  • Bedrooms 18

Was once ran as a FARM TO TABLE INN. The property was renovated in 2005, included in the sale are all the furnishings as well as the name. This property has been immaculately maintained. In total you will find 16 Guest bedrooms all w/ their own baths, 3 room innkeeper quarters, completely renovated commercial kitchen w/ radiant heat, restaurant/ dining room for 90 guests, handicapped accesible baths, a large barn begging to be refinished as a wedding chapel, 2 cottages, on site orchard, chicken coop, clay tennis court, in-ground pool (all recently renovated and revamped) views, veggie gardens & attached 5 acre lot.

Listed by ROYAL PROPERTY GROUP

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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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5 Jada Spring Ln West Stockbridge MA 01266

Price$1,295,000

Est. Mortgage: $/month

MLS Number 227332

  • Single Family
  • Address 5 Jada Spring Ln
  • Village Berkshire - South
  • Year Built 2015
  • Parking Spaces 4

Paradise in the Berkshires!!! Enjoy this newly constructed contemporary home with stunning westerly mountain vistas situated in a convenient Berkshire location. View sensational sunsets on the expansive deck or screened in porch. This property has an additional 2,500 sf finished walkout basement and an additional 1,200 sf finished accessory structure with another 2 car garage (total of 4 garage stalls on property).Virtual Tour -https://my.matterport.com/show/?m=47gk7V6KVrT

Listed by BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

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$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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3 Jada Spring Ln West Stockbridge MA 01266

Price$1,149,000

Est. Mortgage: $/month

MLS Number 225835

  • Single Family
  • Address 3 Jada Spring Ln
  • Village Berkshire - South
  • Year Built 2005
  • Parking Spaces 3

Please see the 3-D/VR here: https://my.matterport.com/show/?m=LLjZ7QACvUU&mls=1 This spectacular contemporary enjoys an equally spectacular westerly view over Tom Ball Mountain with beautiful, colorful sunsets. The new great room with a soaring fieldstone fireplace and full bank of windows takes in the view as do most of the rooms in the house as well as the beautifully landscaped patio with its Goshen stone walkway and stairs. Central air conditioning, 3 car garage, and room for everyone and every need. Perfectly located just 10 minutes to Great Barrington, Stockbridge and West Stockbridge town centers.

Listed by Suzanne Crerar of STONE HOUSE PROPERTIES, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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20 Glendale Rd West Stockbridge MA 01266

Price$995,000

Est. Mortgage: $/month

Pending

MLS Number 222773

  • Single Family
  • Address 20 Glendale Rd
  • Village Berkshire - South
  • Year Built 2000
  • Bedrooms 2

If a PANORAMIC VIEW with privacy is what you are looking for this sophisticated Adirondack Lodge, on a back country road, minutes from everywhere you want to be in the Berkshires is the house for you. Rustic, contemporary open plan living with two-story stone fireplace, screened porch, extensive decking, lots of glass for natural light & views, two-car garage, permitted for a guest house (total of 5 bedrooms for main residence & guest house), 12 + acres of privacy and a MOST spectacular sweeping view.......paradise in the Berkshires!

Listed by COHEN & WHITE ASSOCIATES

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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5 Woodruff Rd West Stockbridge MA 01266

Price$989,000

Est. Mortgage: $/month

MLS Number 224450

  • Single Family
  • Address 5 Woodruff Rd
  • Village Berkshire - South
  • Year Built 1989
  • Parking Spaces 1

This stunning Contemporary is a ''little piece of Heaven'' perched on 7+ acres of privacy with a sweeping view of the Berkshire hills. The designed sleek interior with monochromatic wall colors brings nature and light in, evoking tranquility and harmony with every vista seen through generous and strategically placed windows or from the generous deck & patio surrounded by lovely perennial gardens. Soaring ceilings with open floor plan and high-end finishes make this the perfect home for entertaining a crowd or intimate gatherings. This three bedroom, three bath residence with separate guest suite, located minutes from the Village of West Stockbridge and just a short drive to Tanglewood and everything ''happening'' in the Berkshires is a must see!!

Listed by Brandon White and Mary Jane White of COHEN & WHITE ASSOCIATES

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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64 West Center Rd West Stockbridge MA 01266

MLS Number 227207

  • Single Family
  • Address 64 West Center Rd
  • Village Berkshire - South
  • Year Built 1980
  • Parking Spaces 3

Inspirational Views to Mt. Greylock. This house is a gem! This California Contemporary offers an open Living Room w/ Fireplace and sleek wood cabinetry, a Solarium and outdoor private deck with endless views of the Berkshire hills. The first floor master suite has generous closets. a walk-in slate shower and indoor Pool (yes, an indoor Pool). Upstairs, 2 additional Bedrooms and a full bath. The Lower Level is a walk-out with a large living area and second kitchen. Private stream and landscaped gardens abound. 3 bay Garage and bonus room completes this ideal retreat. Minutes from Downtown West Stockbridge and close to all Berkshire attractions.

Listed by WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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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46 West Center Rd West Stockbridge MA 01266

MLS Number 224141

  • Single Family
  • Address 46 West Center Rd
  • Village Berkshire - South
  • Year Built 1984
  • Parking Spaces 2

Desirable location bucolic family retreat in West Stockbridge w/ Indoor Lap Pool. Intimate Living spaces, wood burning Fireplace, Den, new Kitchen with granite counters & wine fridge. 4 lovely Bedrooms, & Finished Basement.Separate Mother in Law Suite. Attached oversized Garage with Paved Driveway. Close to all Berkshire attractions and easy access from the Taconic Pkwy & Mass Pike.

Listed by Steven Weisz and Maggie Merelle of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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 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

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.82% last updated on Jun 13, 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