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!

14 Easland Road West Stockbridge MA 01266

West Stockbridge, MA14 Easland Road

Price$4,850,000

Est. Mortgage: $/month

MLS Number 238758

  • Residential
  • Bathroom 8
  • Bedrooms 8
  • Square Feet 5,728
  • Acreage 94.93

Blueberry hill is an historic legacy property enjoyed by four generations and available for the first time since 1938, a secluded retreat yet proximate to popular berkshires attractions. Surrounded by 95 acres of land, its sprawling private footprint makes this estate a coveted berkshires gem. The compound includes four residences that offer space for family, friends, and support staff - a 5 bedroom, 4.5 bath gracious main house, a converted barn 3 bedroom, 3 bath guest house, a 3 bedroom, 2 bath caretakers house with multiple garages for both cars and equipment, and a destination 2 bedroom, 1 bath coveted guest house at the top of the pasture. There are facilities for outdoor activities like tennis, swimming, hiking, a greenhouse and more. (see supplement)

Listed by Timothy Lovett and Fintan T Hanley of BERKSHIRE PROPERTY AGENTS,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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 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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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$3,500,000

Est. Mortgage: $/month

MLS Number 239057

  • Residential
  • Bathroom 8
  • Bedrooms 8
  • Square Feet 5,728
  • Acreage 63.23

Blueberry hill is an historic legacy property enjoyed by four generations and available for the first time since 1938, a secluded retreat yet proximate to popular berkshires attractions. Surrounded by 63 acres of land, its sprawling private footprint makes this estate a coveted berkshires gem. The compound includes three residences that offer space for family, friends, and support staff - a five bedroom, four and a half bath gracious main house, a converted barn-style three bedroom, three bath guest house, and a three bedroom, two bath caretakers house with multiple garage bays for both cars and equipment. There are facilities for outdoor activities such as tennis, swimming, hiking, fishing and a greenhouse. A newer solar array services the property. Spectrum internet and cell service.

Listed by Timothy Lovett and Fintan T Hanley of BERKSHIRE PROPERTY AGENTS,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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 Easland Road West Stockbridge MA 01266

West Stockbridge, MA12 Easland Road

Price$1,850,000

Est. Mortgage: $/month

MLS Number 239058

  • Residential
  • Bathroom 1
  • Bedrooms 2
  • Square Feet 1,057
  • Acreage 17.9

Affectionately know as ''the gazebo,'' as it grew from its first incarnation as a destination folly into a two-bedroom four-season home, sited at the top of a large pasture and at the end of a long driveway. The gazebo house has extraordinary views south to tom ball mountain and down the valley from the front patio, living room and primary bedroom through huge windows and french doors. The property includes a total of three parcels, both open and wooded, with an opportunity to build a dream house even higher up the mountain. With a productive rental history, the gazebo is a terrific place to escape to, as it feels remote yet it's just minutes to great barrington and west stockbridge, with cable internet and full cell service. A quintessential writer's cabin, love nest or future guest house

Listed by Timothy Lovett and Fintan T Hanley of BERKSHIRE PROPERTY AGENTS,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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 237365

  • Commercial
  • Acreage 0.05
  • 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. Rouge is fully equipped. 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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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 237709

  • Residential
  • Bathroom 5
  • Bedrooms 2
  • Square Feet 2,178
  • Acreage 0.05

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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290 Great Barrington Road West Stockbridge MA 01266
Pending

MLS Number 238936

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 2,400
  • Acreage 0.59

Classic new england farmhouse in the charming village of williamsville. Carefully renovated with meticulous attention to detail. Light, bright kitchen with 6 burner viking stove, center island, and cheerful breakfast area. Beautiful timber frame family room addition with cathedral ceiling, pine floors, and pellet stove which leads to a lovely blue stone patio and park like yard. Dining room, also with a pellet stove opens into the sunny living room. Versatile second floor with two primary suites and two additional rooms for offices or guest rooms. Two rocking chair front porches. Duct work in place for addition of central a/c. Great location, equal distance to west stockbridge and great barrington. Near hiking trails.

Listed by Lori J Rose of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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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32 High Street West Stockbridge MA 01266

West Stockbridge, MA32 High Street

Price$595,000

Est. Mortgage: $/month

Pending

MLS Number 238750

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,773
  • Acreage 1.02

Stylishly renovated three bedroom, two full bath home on a double parcel with a two-car garage, mature peach and pear trees and a meadow. Originally built as one of the mill manager's houses, it's located nearby the village of housatonic yet over the boarder into west stockbridge, where property taxes are far less. The large eat-in kitchen has custom cabinetry stainless appliances and marble counters. The family room has triple exposure and a wood stove. The living room has glass doors to the front glassed porch. A full bath is off the mud room and the three bedrooms on the second floor share a bath, which is also ensuite to the primary bedroom. Laundry is on the second floor, as is a stairway to a large attic. A full basement underneath with a 2013 boiler and on-demand water heater.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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 237738

  • 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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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

MLS Number 239256

  • MultiFamily
  • Acreage 1.63
  • Year Built 1958

Easy living, all one floor, 2 bedroom with office and in-law/apartmet, rec. Room and enclosed heated porch & sunroom with 2 car garage. Mountain & meadow views, looks onto a small farm, like a rockwell postcard. Location-ts minutes to g.B., n.Y. & ma. Highway & tanglewood! Babbling brook boarders one side. The yard is 1.6 acres, flat with garden beds and perennial fruit such as apples, kiwi bushes & rasberry. Generator & solar electrical hook-ups, radiant heat in floors. Great room open dining/living room has hardwoods under carpet. Back wrap around wood stove room. Partially finshed x-large basement has laudry room, workshop and 70's style pool room/ bar. Solarium was used to start seeds, plant room attached to garage was used to grow mature plants. New driveway & roof replaced 2019

Listed by Donna Digrigoli of DIGRIGOLI REAL ESTATE

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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

MLS Number 239255

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

Easy living, all one floor, 2 bedroom with office, in-law/apartmet,enclosed heated porch & sunroom with 2 car garage. Mountain & meadow views, looks onto a small farm, like a rockwell postcard. Location-ts minutes to g.B., n.Y. & ma. Highway & tanglewood! Babbling brook boarders one side. The yard is 1.6 acres, flat with garden beds and perennial fruit such as apples, kiwi bushes & rasberry. Generator & solar electrical hook-ups, radiant heat in floors. Great room open dining/living room has hardwoods under carpet. Back wrap around wood stove room. Partially finshed x-large basement has laudry room, workshop and 70's style pool room/ bar. Solarium was used to start seeds, plant room attached to garage was used to grow mature plants. New driveway & roof replaced 2019.

Listed by Donna Digrigoli of DIGRIGOLI REAL ESTATE

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

16 Smith Road West Stockbridge MA 01266

West Stockbridge, MA16 Smith Road

Price$495,000

Est. Mortgage: $/month

MLS Number 237645

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 1,920
  • Acreage 2.49

Immaculate colonial with a large covered front porch in a private, pastoral setting. Built in 2005, this move in ready property offers a large living/gathering area with a gas fireplace and large windows. Eat-in kitchen with center island, corian counters and a sliding door to the deck. Upstairs there are three bedrooms, including a generously sized primary bedroom suite and a spacious landing, which makes a great office area. Nice outdoor spaces with mature landscaping, perennial gardens, an above ground pool, and a nicely fenced in area with outbuildings - where the owners enjoy their ''mini'' farm animals. This area would also make a wonderful raised bed garden area. High speed wiring lots to offer in a convenient west stockbrdige location. Close to tanglewood and town center.

Listed by Lori J Rose of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Dec 1, 2022
* 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 December 3, 2022 . 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.