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!

76 Lenox Road West Stockbridge MA 01266

West Stockbridge, MA76 Lenox Road

Price$1,950,000

Est. Mortgage: $/month

MLS Number 243832

  • Residential
  • Bathroom 7
  • Bedrooms 6
  • Square Feet 5,115
  • Acreage 3.76

New world meets old in this impeccably designed and elegant french country inspired estate nestled perfectly on the hillside, affording gorgeous westerly mountain and sunset views. Situated on 3.76 acres, the home offers ample privacy, yet it is just a stone's throw from tanglewood and downtown lenox and west stockbridge. Designed for hosting extended family and friends, it offers generously proportioned rooms and seamlessly blends indoor and outdoor entertainment for year-round enjoyment. With six bedrooms and seven bathrooms, including one primary suite and three additional en-suite bedrooms, this residence is designed for comfort and style. Entering through the wisteria draped antique door into the foyer, the discerning buyer will appreciate the impeccable craftsmanship throughout.

Listed by Maggie Gavin and Danielle Giulian of WILLIAM PITT SOTHEBY'S - LENOX

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$/month over payments
Federal 30-year interest rate: 7.04% last updated on Jan 16, 2025
* 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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29 Main Street West Stockbridge MA 01266

West Stockbridge, MA29 Main Street

Price$1,675,000

Est. Mortgage: $/month

MLS Number 244497

  • MultiFamily
  • Acreage 0.3
  • Year Built 1900
  • Parking Spaces 12

Step into a piece of history with the once iconic card lake inn tavern, now transformed into a stunning residential haven in the heart of downtown west stockbridge. This property offers not only a prime location but also an exceptional living experience, combining modern amenities with charming historic character. The building houses six completely renovated high-end apartments, each thoughtfully designed to meet the needs of modern living. These units feature elegant wood floors and come equipped with all necessary appliances, including dishwashers and in-unit laundry facilities. Central air conditioning ensures comfort year-round, while tiled double-sink bathrooms add a touch of luxury. Ample storage space is available in each unit, allowing residents to keep their living areas tidy.

Listed by Suzann Laverack Ward of HOUSATONIC REAL ESTATE

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$/month over payments
Federal 30-year interest rate: 7.04% last updated on Jan 16, 2025
* 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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2 Oak Street West Stockbridge MA 01266

MLS Number 242358

  • Commercial
  • Acreage 1.7

Successful, turnkey inn located in the picturesque village of west stockbridge, walking distance to shops, restaurants, and galleries. This unique property boasts nine spacious, well-appointed guest rooms, most with private outdoor entrances. Each room has a kitchenette and ensuite bathroom. Most rooms have gas fireplaces and private balconies, overlooking the manicured grounds. The greylock suite is perfectly set up for long term stays, with a full kitchen, living room, and separate bedroom. For the innkeeper, there is a spacious owner's quarters, privately located on the top level of the inn, with its own separate entrance, full kitchen, laundry, and lots of charm.Close to all that the berkshires have to offer, this is a great live/work opportunity in a highly desirable area.

Listed by Lance Vermeulen and Lauren Rosen of LANCE VERMEULEN RE,INC

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$/month over payments
Federal 30-year interest rate: 7.04% last updated on Jan 16, 2025
* 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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278 Great Barrington Road West Stockbridge MA 01266

MLS Number 244691

  • Residential
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 1,672
  • Acreage 4.85

Charming dutch colonial on the prettiest piece of land. On the first floor is a bedroom, dining room with wood fireplace, eat-in kitchen with large pantry, half bath. Upstairs are two large bedrooms with full bath. Partially finished basement with two usable rooms and laundry in the utility room. Breezeway/mudroom to attached 2-car garage. Outside is a pool, barn and children's play shed. Views of monument mountain from the back of the land. Solar panels provide electricity. Title v has passed.

Listed by Kristin P. Piasecki of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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$/month over payments
Federal 30-year interest rate: 7.04% last updated on Jan 16, 2025
* 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 Van Schaack Road West Stockbridge MA 01266

MLS Number 244322

  • Residential
  • Bathroom 1
  • Bedrooms 3
  • Square Feet 1,200
  • Acreage 0.75

Charming property in a private setting! Newly refinished wood flooring on main level, higher ceilings and lovely natural light. Great room, dining and kitchen on the first level with a beautiful large front porch; two bedrooms, full bath and laundry on the second level. Third level offers character, separate room for storage and many possibilities. Gracious deck, out building, large yard and in ground pool with newer liner. Conveniently located near the ny thru way, mass pike and just over the hill to tangelwood. Truly a must see!

Listed by Cortney K Dupont and Josh Conant of COHEN & WHITE ASSOCIATES

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$/month over payments
Federal 30-year interest rate: 7.04% last updated on Jan 16, 2025
* 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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181 West Center Road West Stockbridge MA 01266

MLS Number 243358

  • Land
  • Acreage 1.98

Lots of preparation work went into this building lot with a handsome meadow and dramatic ledge formations with large pockets of cool ferns. Some western views and a north east field stone wall. Almost 2 acres. Old well in place. Excellent percolation test results with 1 inch per min. Curb cut. Ready to build.

Listed by Christian G Deckert of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 7.04% last updated on Jan 16, 2025
* 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 Colonial Acres -- West Stockbridge MA 01266

MLS Number 243812

  • Land
  • Acreage 3

This lot offers a wonderful combination of privacy and open space without feeling secluded. Located on a private road at the rear of a cul-de-sac, this 3 acre parcel has been partially cleared and surveyed and with underground electricity in place, it's ready to go. The unique landscape would be ideal for a modern house with lots of glass to capture the natural views and vistas. Access from this land to an old rail trail which is great for walking or cross country skiing. Located less than 5 minutes to west stockbridge center and 15 minutes to great barrington.

Listed by Lori J Rose of STONE HOUSE PROPERTIES,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 7.04% last updated on Jan 16, 2025
* 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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0 Pixley Hill Road West Stockbridge MA 01266

MLS Number 242969

  • Land
  • Acreage 4.63

Great opportunity to build on pixley hill road in the desirable town of west stockbridge. Recently surveyed and perc'd, this lot is ready to go. This 4.6 acre parcel has stone walls, a gentle slope - perfect for a home design incorporating a walk out lower level - and direct access to the old rail bed walking trail that allows for gorgeous views of the williams river. Private and peaceful and super location mid-way between west stockbridge and great barrington.

Listed by Lori J Rose of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.04% last updated on Jan 16, 2025
* 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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7 Silver Mine Lane West Stockbridge MA 01266

MLS Number 244398

  • Land
  • Acreage 3.62

This parcel of land is located off the beaten path yet very near civilization. Set in an area of fine homes offering casual elegance. This parcel has 3.62 acres, its southern boundary is cone brook and has lovely views to the south. The building area is level, the utilities (electric and internet) are underground, this property is on town water. There is a 2004 percolation report. Homeowner association fees are $100/year. This covers the real estate taxes on the common land. This is one of the very last available parcels in this subdivision. Make silver mine lane your home!Silver mine lane nominee trustis recorded in the southern berkshire registry of deeds book 1589 page 39for access to covenants and restrictions

Listed by Kim Bergland and Laurie Crittendon Nikituk of RED HORSE REAL ESTATE,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 7.04% last updated on Jan 16, 2025
* 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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Cobb Road

20 Cobb Road West Stockbridge MA 01266
For Rent

Listing Number X69459077

  • Exclusive Vacation Rentals
  • LocationType West Stockbridge
  • Winter Rental
  • Address 20 Cobb Road
  • Bathroom 5

Rent this new and truly one-of-a-kind single level home for The Berkshires' ski season.Blends modern & rustic seamlessly inside and out. 66 Magical acres w/views in every direction. Beautiful inside and outdoor spaces include a sauna, outdoor shower, and patio with firepit, 4 beds plus office, 5 baths an open concept filled with natural light. 3 stunning living rooms, pool house/guest wing plus a 3 car garage. Plenty of spaces for work or meditation to meet everyones needs. Live in paradise, amazing setting, gently sloping meadow, quiet, peaceful, private with abundant wildlife. A nature lover's dream abutting the Williams River. 

Listed by Maureen White Kirkby of Berkshire Hathaway HomeServices Barnbrook Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 7.04% last updated on Jan 16, 2025
* 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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Based on information submitted to BCMLS  as of January 23, 2025 . All data is obtained from various sources and has not been, and will not be, verified by broker or BCMLS.  All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.