West Stockbridge

Search new real estate in the Berkshire town of West Stockbridge, MA. Discover hundreds of current listings, including single-family homes, luxury estates, and residential land. Love what you see? Register with us to save your favorites West Stockbridge properties, and receive notifications when similar properties are listed. Contact us to see any of the properties below!
19 West Alford Road West Stockbridge MA 01266

MLS Number 240277

  • Residential
  • Bathroom 6
  • Bedrooms 6
  • Square Feet 7,045
  • Acreage 23.28

Woodlawn meadows.....This 7,000+ sq ft west stockbridge contemporary has it all. Surrounded by 23+ acres, (2 contiguous parcels) of gated privacy, this stunning home is in move-in condition and ready for you to begin making country memories. Spacious common rooms, six bedrooms with 6 full baths, an office & sunroom make this house perfect for a few or many. Having both formal and informal living spaces provides the opportunity to be alone with your thoughts or gather with a crowd in the game room and home theater or in the most special sun room with stone fireplace leading to the vast decking and indoor/outdoor year round gunite heated pool. Sweeping lawns and meadow framed by mature landscaping and lush woodlands, all just a short drive from everywhere you want to be in the berkshires

Listed by Mary Jane White and Brandon White of COHEN & WHITE ASSOCIATES ((413) 637-1086)

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$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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55 & 0 Maple Hill Road West Stockbridge MA 01266
Pending

MLS Number 238141

  • Residential
  • Bathroom 9
  • Bedrooms 6
  • Square Feet 9,564
  • Acreage 68.6

Dragonfly manor....This stunning berkshire estate on 68+ acres in west stockbridge has recently been renovated and refreshed by custom designing and curated for this special home in a french country with bohemian vintage farmhouse flair for today's lifestyle. Inviting center hall entrance, spacious common rooms, both formal and informal dining, six bedrooms, 7 1/2 baths, study, two sun porches, separate guest apartment, ''pub'' room and library all overlooking stone patios, rolling lawns, a two acre spring fed swimming pond with dock, established landscaping, gardens and specimen orchards, barn with stable & paddock surrounded by privacy and abutting hundreds of acres of protected land in a most convenient location minutes to all things wonderful in the berkshires!

Listed by Mary Jane White and Brandon White of COHEN & WHITE ASSOCIATES ((413) 637-1086)

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$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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14 Easland Road West Stockbridge MA 01266

West Stockbridge, MA14 Easland Road

Price$2,995,000

Est. Mortgage: $/month

MLS Number 241188

  • Residential
  • Bedrooms 8
  • Square Feet 6,255
  • Acreage 32

Welcome to blueberry hill, a generational family estate, nestled in the picturesque berkshire hills. This remarkable property offers an unparalleled combination of luxury, elegance, and natural beauty spread across more than 30 acres. As you step onto this breathtaking estate, you will be captivated by the stunning south-easterly views that stretch as far as the eye can see. The centerpiece is the charming main house, a true masterpiece spanning 3,900+ square feet. With its timeless architecture and superb craftsmanship, this residence is an embodiment of refined living. The main house boasts four fireplaces and comprises five lavishly appointed bedrooms, with three of them being en-suite to ensure privacy and comfort for all family members and guests.

Listed by Antonio M Segalla and Lance Vermeulen of LANCE VERMEULEN RE,INC ((413) 528-6011)

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%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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 & 21 Birch Hill Road West Stockbridge MA 01266

MLS Number 240276

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,540
  • Acreage 18.63

West stockbridge.....The location you've been waiting for!! Minutes from the main gate of tanglewood, this mid century contemporary has it all just waiting for you to put your personal touches on it. Main four bedroom residence with walls ofglass taking in the sweeping view, separate guest cottage, in-ground pool w/pool house all surrounded by 18+ private acres on both sides of the country lane!

Listed by Mary Jane White and Brandon White of COHEN & WHITE ASSOCIATES ((413) 637-1086)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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 Center Street West Stockbridge MA 01266

MLS Number 241147

  • Commercial
  • Acreage 0.65

Exciting opportunity in a prominent location in the vibrant downtown district of west stockbridge. Currently housing the hotchkiss mobile gallery, the first floor is comprised of a front retail gallery, 2700 square feet of wide expanse, open studio space with 12' ceilings, a ''side gallery'' (once the home of perk's cafe), two half bathrooms, and direct access to a spacious deck. The second floor offers a recently renovated office space with commanding easterly mountain views over the town. Private parking for 10+ vehicles. Be among the thriving downtown merchants, including no, six depot roastery and cafe, the foundry performing arts center, turnpark art space, and amici restaurant, to name a few. New downtown zoning may allow additional development.

Listed by Lori J Rose of STONE HOUSE PROPERTIES,LLC ((413) 232-4253)

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%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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+5 Center Street West Stockbridge MA 01266

MLS Number 240233

  • Residential
  • Bathroom 5
  • Bedrooms 2
  • Square Feet 3,161
  • Acreage 0.25

Once upon a time....There was a single family residence where the traditional village of west stockbridge was the instep of italy's boot. This 19th century charmer was converted into a restaurant from once a home, stained glass factory, chocolate shop....What could it be for you?? Zoned for either, could be both! New ensuite bathroom and bedroom on second floor. Presently, licensed for two businesses. Can easily be transformed back to its residential origins. Multiple dining rooms with a designated private dining area and intimate bar. The rear includes a private parking area for approximately 9 vehicles with a loading dock. Included with the main building on the second story is a renovated 2 bedroom apartment with newly constructed full bath.

Listed by Maggie C Merelle and George Cain of WILLIAM PITT SOTHEBY'S - GT BARRINGTON ((413) 528-4192)

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$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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 Center Street West Stockbridge MA 01266

MLS Number 240234

  • Commercial
  • Acreage 0.25
  • Parking Spaces 8

Unbelievable business opportunity.Well established and popular restaurant for sale. For the past 20+ years west stockbridge's rouge has been a destination spot and a beloved berkshires institution. Having recently invested in significant renovations, the proprietor has decided that this is a good time for a new owner to manage the upcoming relaunch. Importantly, with the renovations as mentioned, the relaunch will provide two significant revenue streams: 1) rouge restaurant and 2) a separately licensed retail wine shop (working title/name rogue fine wines). Both businesses have been licensed by the abcc. The total usable square footage for both facilities is about 4700 square feet.

Listed by George Cain and Maggie C Merelle of WILLIAM PITT SOTHEBY'S - GT BARRINGTON ((413) 528-4192)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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33 Birch Hill Road West Stockbridge MA 01266
Pending

MLS Number 241381

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 1,922
  • Acreage 8.67

From the meadow-lined summit of west stockbridge mountain to a charming frog pond, this breezy hillside property has it all. Beautiful views from the deck span richmond and new york state. The studio/guest room features a cathedral ceiling, skylight, and its own private deck with spiral staircase leading to the yard which is perfect for croquet or badminton. Take a stroll down the secluded path to the frog pond where you will find a bench conveniently placed for rest. The unfinished basement is renovation- ready! This property has location: convenient to the village of west stockbridge and minutes from tanglewood. Take a hike along the yoken ridge trail to lenox mountain and beyond. Then visit nearby scenic stevens glen and its dramatic water chute! This home is a must see!

Listed by Patricia Andrew of STONE HOUSE PROPERTIES,LLC ((413) 232-4253)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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 Stockbridge Road West Stockbridge MA 01266

MLS Number 241305

  • Residential
  • Bedrooms 3
  • Square Feet 1,255
  • Acreage 0.43

The amasa spencer house, circa 1791, is a polished little gem for antique house lovers. In the town of west stockbridge, it blends privacy and a bucolic setting with a walk to a variety of shops, including coffee, galleries, post office, deli, hardware, and a bookstore. Detailed top to bottom in fresh paint, the current artist owner selected farrow & ball colors, new appliances (miele, bosch, and smeg), and new bathroom hardware. Full baths on both floors make the layout feel generous. The house has three working fireplaces, original flooring, a screened porch, burbling stream, and a new shed built by the jamaica cottage shop. There is a new hot water heater, and house is now connected to town septic. Mature gardens border the sidewalk. Furnishings available. Precious and delightful.

Listed by Kenzie Fields of ELYSE HARNEY REAL ESTATE ((860) 435-0120)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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 Road West Stockbridge MA 01266

MLS Number 241367

  • Commercial
  • Acreage 5.83
  • Parking Spaces 25

Located just off the west stockbridge exit to i-90 this classical motel has 16 units and an owner's apartment. Pool and cabana provide pleasant outdoor spaces. Turnkey operation.

Listed by Richard G. Aldrich and Anthony C Blair of STONE HOUSE PROPERTIES,LLC ((413) 232-4253)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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28 Oak Street West Stockbridge MA 01266

West Stockbridge, MA28 Oak Street

Price$499,000

Est. Mortgage: $/month

MLS Number 240459

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,772
  • Acreage 1.35

Super spacious 3 bedroom 2 bathroom ranch with tons of bonus space on lower level. Hardwood floors, newer roof, bathrooms, over sized trex decking, attached 2 car garage, sunroom, skylights, wood fireplace.Lower walk out has 6 extra rooms, a custom built bar and a cold storage room, 2 guests rooms, 2 offices and an exercise room. Nice out door space, yard is flat and private with detached oversized 2 car garage/workshop all on 1.36 acres.Comes with a brand new septic system nice location, walk to town,turn park, library, park with recreation -- tennis courts, a public library, open playing fields, swing sets.

Listed by Donna Digrigoli of DIGRIGOLI REAL ESTATE ((413) 841-5245)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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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34 West Center Road West Stockbridge MA 01266
Pending

MLS Number 240383

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,020
  • Acreage 1.63

Really beautiful and convenient location with mnt. Views. One level brick ranch. 3 bedroom/2 bath with private guest/inlaw apartment off the solarium room. Attached garage and enclosed porches. Bonus space in basement has pool table/bar room, laundry and wood working shop. Special feature- radiant heat in kitchen & some of the hard wood floors!Could use some updating but all the big tickets items are done. New roof, new septic, well water tested perfect, new circular paved driveway, wired for portable generator. 1.63 acres bordered by balwins brook!

Listed by Donna Digrigoli of DIGRIGOLI REAL ESTATE ((413) 841-5245)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.31% last updated on Sep 28, 2023
* 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 TourAsk A QuestionMore Details

Based on information submitted to BCMLS  as of September 30, 2023 . 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.