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West Stockbridge MA Real Estate

Smack dab between Lenox and Great Barrington, West Stockbridge is perfect for those who want to be close to Tanglewood and Bard College at Simon’s Rock. The small, walkable center of town packs quite a culinary punch: Six Depot Coffee Roastery, Rouge Restaurant, Shaker Mill Books, The West Stockbridge Market and Shaker Mill Coffee Shop. There are hiking trails, a summer farmer’s’ market – all just a few miles away from Tanglewood.

Browse current listings for sale in West Stockbridge, MA. Don't hesitate to contact us with any of your questions.

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Click here to view homes for sale in West Stockbridge.

55 Maple Hill, West Stockbridge, MA 01266

Price$1,900,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 209797

  • Listings Residential
  • Address 55 Maple Hill Rd
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 9744

Amazingly beautiful grounds surround this private Berkshire estate. Sited in the middle of 63 acres, overlooking a pristine swimming pond, amidst mountain views, this substantial home has a commanding presence. The house has a two storied library, a grand living room, sunny sitting rooms, a billiard room and a large gathering room. six bedrooms plus a private apartment. Two barns.(more)

Listing courtesy of Martha Piper and Lori J Rose of STONE HOUSE PROPERTIES, LLC

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.15% last updated on 2017-02-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

286 Great Barrington, West Stockbridge, MA 01266

Price$1,890,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 218644

  • Listings Commercial
  • Year Built 1797
  • Acreage 10

Turn this property into anything you want Here you can have it all... the perfect commercial and mixed use development - integrate residential, cultural, institutional or industrial uses. Backyard paradise with two 5 acres building lots (one for development), pool & clay tennis court. 12, 000 sqft living space. 700 sqft state of the art kitchen. Open to selling property turn-key and fully furnished

Listing courtesy of Jason Saphire of www.EntryOnly.com

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.15% last updated on 2017-02-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

286 Great Barrington, West Stockbridge, MA 01266

Price$1,890,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 218649

  • Listings MultiFamily
  • Bedrooms 18
  • Bathroom 24
  • Square Feet 12000
  • Year Built 1797

Beautiful retreat and so much more In the Berkshires, close to Tanglewood, perfect for entertaining, even adding your dream business. Enjoy 10+ bedrooms all with en-suite baths, 12, 000 sqft. 10 acres backyard paradise with pool & clay tennis court. Cook for 2 or 200 in 700 sqft state of the art kitchen. Sale includes 5 acres building. Open to selling property turn-key & fully furnished

Listing courtesy of Jason Saphire of www.EntryOnly.com

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.15% last updated on 2017-02-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

51 Maple Hill, West Stockbridge, MA 01266

Price$1,595,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 216112

  • Listings Residential
  • Address 51 Maple Hill Rd
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4490

Stunning views, privacy, and a uniquely beautiful setting make this 35-acre contemporary estate exceptional. A long, meandering drive leads to the dramatic home, surrounded by rolling lawns, extensive plantings, a series of ponds, vegetable garden, & scenic gazebo. 2 garages. 965 sf finished lower level. Detached 784 sf one-bedroom Guest/Caretaker quarters. This is Berkshire living at its finest.

Listing courtesy of Barney Stein of LANCE VERMEULEN RE, INC

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.15% last updated on 2017-02-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

20 Glendale, West Stockbridge, MA 01266

Price$1,300,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 216123

  • Listings Residential
  • Address 20 Glendale Rd
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 3028

This sophisticated Adirondack Lodge offers you a location on a back country road minutes from everywhere you want to be in the Berkshires, contemporary open plan living with two-story stone fireplace, screened porch, extensive decking, lots of glass for natural light & views, two-car garage, 12 + acres of privacy and a MOST spectacular sweeping southern view.......paradise in the Berkshires!

Listing courtesy of Brandon White and Mary Jane White of COHEN & WHITE ASSOCIATES

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.15% last updated on 2017-02-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

3 Jada Spring, West Stockbridge, MA 01266

Price$1,295,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 209616

  • Listings Residential
  • Address 3 Jada Spring Ln
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4323

A great house with room for everyone & every need. Recent improvements include a 500 +/-sq.ft. family room w/ gorgeous fieldstone fireplace & a bank of windows taking in the westerly view, central AC & new Goshen stone walkway & stairs. All set on 5+ acres with mountain views, walkout lower level, 3 car garage. Just a few miles to the center of Gt Barrington. Add'l 880sf of liv. on lower level.

Listing courtesy of Suzanne Crerar of STONE HOUSE PROPERTIES, LLC

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.15% last updated on 2017-02-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

64 PIXLEY HILL, West Stockbridge, MA 01266

Price$1,195,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217683

  • Listings Residential
  • Address 64 Pixley Hill Rd
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2978

A distinctive contemporary home designed by Stephen Green and built by Lou Boxer. It's a most quiet country location on private acreage with gentle views, spectacular landscaping, large screened porch, lovely gunite pool and pool house. Strong architectural details and beautiful stonework throughout the patio, pool and garden areas. It's one of a kind and has been beautifully maintained.

Listing courtesy of Brandon White and Ellen Cohen of COHEN & WHITE ASSOCIATES

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.15% last updated on 2017-02-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

5 Jada Spring, West Stockbridge, MA 01266

Price$1,195,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217514

  • Listings Residential
  • Address 5 Jada Spring Ln
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3000

Newly constructed contemporary home with stunning westerly vistas of Tom Ball Mountain situated in a convenient Berkshire location. Open floor plan with one level living. Additional 2, 000 sf of walkout basement awaiting to be finished if needed. Includes a 1200 sf finished accessory structure with 2 car garage.

Listing courtesy of David Blanchard of BARNBROOK REALTY, INC.

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.15% last updated on 2017-02-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

6 Deer Hill, West Stockbridge, MA 01266

Price$1,195,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 218435

  • Listings Residential
  • Address 6 Deer Hill Rd
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 6062

SPACIOUS CONTEMPORARY WITH STUNNING DISTANT WESTERLY VIEWS. Nicely sited on a hill, with plenty of rolling lawn, a pond, and mature landscaping. Enjoy wonderful privacy in a very convenient location. Easy and quick access to Lenox Center, West Stockbridge Center, and the Massachusetts Turnpike. Enjoy sunsets from the screened porch, or the deck which spans the length of the house. The main house has three bedrooms and two and half baths, and the quest quarters has three bedrooms, two full baths, and a small kitchen. A heated indoor pool separates the main house and guest quarters making this property perfectly designed to enjoy family and friends.

Listing courtesy of Tom Lynch of Berkshire Property Agents

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.15% last updated on 2017-02-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

21 Alford, West Stockbridge, MA 01266

Price$1,100,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 218290

  • Listings Residential
  • Address 21 West Alford Rd
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4000

A very special property! Great location, close to all Berkshire attractions. Spacious ''Great Room'' combines the gourmet kitchen, dining area and living room that boasts a high ceiling with skylights. Windows and a large slider open out to the raised wood paneled sun room that offers views of the pond. Master bedroom with a luxurious bathroom. Private office behind custom glass doors. Two guest bedrooms and a full bath. The lower level includes a wonderful guest suite with a walk out to the landscaped Goshen stone steps that lead you to the heated Pebble tec pool and private stone patio for outdoor enjoyment. Two car garage with a half bath

Listing courtesy of Dawn Z. Farley and Patrice C. Melluzzo of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.15% last updated on 2017-02-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

4 Samantha, West Stockbridge, MA 01266

Price$949,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217955

  • Listings Residential
  • Address 4 Samantha Ln
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2746

Seeking the ultimate entertainment paradise? Central hall colonial w fabulous updates throughout! Open floor plan, fireplaces in sitting and master; state-of-the-art kitchen w top of the line appliances. Three updated baths. Stunning screened porch opens to stone patio and free form gunite pool. Landscaped to perfection focused on maximum privacy and minimal upkeep. 3 acres on quiet country lane

Listing courtesy of Jane Kavanau of ROBERTS & ASSOC. REALTY, INC

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.15% last updated on 2017-02-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

4 Robin, West Stockbridge, MA 01266

Price$649,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 218144

  • Listings Residential
  • Address 4 Robin Rd
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 2832

Total privacy on nearly 5 acres centrally located just 10 minutes to Gt. Barrington, West Stockbridge & Stockbridge. Custom built contemporary in immaculate condition w/ every system in excellent operating order. Hardwood floors throughout, updated bathrooms & a detached, guest house/studio (not included in sq.ftge.) Fun loft room on the upper floor perfect for your yoga practice. 3 bay garage

Listing courtesy of Suzanne Crerar and Evan Collins of STONE HOUSE PROPERTIES, LLC

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.15% last updated on 2017-02-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.