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!

20 Cobb Road West Stockbridge MA 01266

West Stockbridge, MA20 Cobb Road

Price$4,999,888

Est. Mortgage: $/month

MLS Number 242589

  • Residential
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 6,200
  • Acreage 66

As summer nears, the beauty of nature surrounds on a sleepy winding country road, this new and truly one-of-a-kind single level home-blends modern & rustic seamlessly inside and out. 66 magical acres w/views in every direction. Beautiful inside and outdoor spaces include a gunite pool, 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, all with metal roofing. Plenty of spaces for work or meditation to meet everyones needs. Live in paradise, amazing setting, gently sloping meadow, beautiful flower beds, quiet, peaceful, private with abundant wildlife. A nature lover's dream abutting the williams river. Build a family compound or guest home on the extra lot.

Listed by BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

$
$
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$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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

MLS Number 242439

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

Stunning custom-built estate in the berkshires, formally known as dragonfly manor. Recently renovated.68.6 acres, 2-acre spring fed pond with dock for swimming, kayaking or canoeing. Privacy, abutting hundreds of acres of protected land. Established landscaping with gardens and orchards. Circular driveway.11 rooms, 6 bedrooms, 7 full and 2 half baths, 2 sunporches, center hall entrance, formal and informal dining, common rooms, library, pool/pub room, separate guest apartment, stunning central staircase, 9564 sq ft living, 4463 first floor living 1600 finished basement, 1721 unfinished.2 stone patios, 2 gazebos, rolling lawns,underground utilities, partially finished basement, central air, 3 forced hot air furnaces use oil, 5 propane fireplaces, 3 propane stoves.

Listed by Kathleen A Engwer of RE/MAX COMPASS ((413) 394-4543)

$
$
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$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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)

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$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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 ((413) 528-6011)

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$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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30 Great Barrington Road West Stockbridge MA 01266

MLS Number 242088

  • Residential
  • Bathroom 2
  • Bedrooms 1
  • Square Feet 3,810
  • Acreage 1.39

New master builder's home with a wide opulent wrap-around porch welcomes you into the immense open floor plan bathed in sun-filled light from the wall of glass overlooking a terraced lawn. Entertainment begins here with the fully equipped high-end chef's kitchen with a butler's pantry including its own dishwasher and sink. A magnificent curved staircase leads to the king's pine flooring of the primary suite with two balconies. Located in the heart of the berkshires just minutes from the mass pike, ny state thruway and taconic parkway. This custom house was designed with luxury and comfort in mind, including built in sound system, central vac, full house generator, dual head shower, hydrotherapy massage tub, and 4 fireplaces.

Listed by Austin Choquette of GALLAGHER REAL ESTATE ((413) 536-7232)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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 Carlotto Road West Stockbridge MA 01266

West Stockbridge, MA2 Carlotto Road

Price$550,000

Est. Mortgage: $/month

Pending

MLS Number 243145

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,248
  • Acreage 3.82

Nestled amidst the serene beauty of the berkshires, this west stockbridge ''ranch between the pines'' is calling with its picturesque charm and tranquil ambiance. This immaculate one-level ranch residence sits proudly on a sprawling 3.82-acre estate, offering an unparalleled blend of luxury, comfort, and natural splendor. Step inside to discover a tastefully designed layout boasting three spacious bedrooms and two bathrooms.Beyond the threshold, the heart of this home unfolds effortlessly, revealing a seamless fusion of sophistication and rustic allure. Sunlit interiors invite you to unwind in the cozy embrace of the living spaces, where warm hues and natural textures create an inviting atmosphere. Prepare culinary delights in the kitchen and enjoy al-fresco dining while you overlook you

Listed by BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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40 E Alford Road West Stockbridge MA 01266

MLS Number 243123

  • Land
  • Acreage 18.37

Eagle's perch on maple hill. Absolutely private and quiet, not another house in sight. Build a beautiful home among the beautiful rock outcroppings, facing easterly sunrises rising over the berkshire hills.Property has the driveway installed, a drilled well (water) installed, 6-bedroom septic design, massachusetts overhead electric installed to private drive. Also, an unfinished oversize 2 car garage/carriage house 28' x 26' with potential living area above of 728 square feet. A common driveway meanders through the variety of deciduous and hemlock trees shared by 2 lot owners.

Listed by Kristin P. Piasecki of WILLIAM PITT SOTHEBY'S - GT BARRINGTON ((413) 528-4192)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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 Moscow Road West Stockbridge MA 01266

West Stockbridge, MA20 Moscow Road

Price$324,500

Est. Mortgage: $/month

MLS Number 242034

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,677
  • Acreage 0.66

New england family farmhouse close to downtown west stockbridge. This home is in a private neighborhood on a dead end street, within easy walking distance to turn park and no. 6 depot. 3 bedrooms and a full bath upstairs, updated 1/2 bath downstairs. Many updates in the last 10 years including roof, chimney, exterior paint, electric dog fence, propane fireplace, and updated heating and well systems with radiant flooring. This home has much to offer and an opportunity to make it your own.

Listed by Carrie J Swift Heck of BERKSHIRE PROPERTY AGENTS,LLC ((413) 528-6800)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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 Maple Hill Road West Stockbridge MA 01266
Pending

MLS Number 240303

  • Land
  • Acreage 12.9

Private setting on a quiet country road. Build the home you have been looking for in a neighborhood with exceptional homes. This lot affords you plenty of privacy especially if you build towards the middle of the lot which will also provide a seasonal view of the berkshire hills. Most of the lot is flat to gentle slope with beautiful tees and rocks. Convenient to the mass pike, tanglewood, just minutes to the ny border. Land has been perced and is ready to build!

Listed by Melissa DiMassimo of STONE HOUSE PROPERTIES,LLC ((413) 232-4253)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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 239645

  • 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 ((413) 232-4253)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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 ((413) 232-4253)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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9 Silver Mine Lane West Stockbridge MA 01266

MLS Number 242419

  • Land
  • Acreage 3.62

One of the few remaining lots in a well established sub-division. This piece of land is situated in an area of quality constructed homes and offers water and south-facing mountain views. Level and cleared building site, town water available, and close proximity to downtown west stockbridge.

Listed by Lance Vermeulen and Paige Lang Paluch of LANCE VERMEULEN RE,INC ((413) 528-6011)

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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 May 22, 2024 . 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.