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Berkshire County Homes for Sale

Find homes for sale in Berkshire County and Southern Vermont. Remember to register with us to save your favorites, & receive updates with similar properties are posted. Learn about life in the Berkshires!

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Homes for Sale in Western MA - Berkshire County Real Estate

Contact the Alton & Westall Real Estate Agency online or call 413-458-8366 for more information or to set up a showing for any property below. 

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Luxury Homes | Multi-Family | Condos | Land

24 & 30 Berkshire Heights Great Barrington MA 01230

MLS Number 232672

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 6,240
  • Year Built 1918

A rare estate offering in the berkshires. Breathtaking southern and western views from this historically important great barrington estate. Designed by charles platt for charles freer of the renowned freer gallery in dc, and constructed of stone quarried from the property, this one floor layout was well ahead of its time. The main house has a large, comfortable living room with views from massive windows, a library, a gracious dining room, all with fireplaces. The property encompasses a stable and riding ring, pool, orchard, vineyard and two fully equipped guest houses and a caretaker's home. This is a rare opportunity to own a unique nearly 50 acre estate with magnificent views - all close to great barrington.

Listed by Martha Piper of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
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$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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775 Williamstown Lanesborough MA 01237

Lanesborough, MA775 Williamstown Rd

Price$4,900,000

Est. Mortgage: $/month

MLS Number 235978

  • Residential
  • Bathroom 7
  • Bedrooms 12
  • Square Feet 5,878
  • Year Built 1780

Terrific lifestyle opportunity. Gather year-round with family and friends on this one-of-a kind estate, including 2 houses, 4 historic barns, and the berkshire's finest 9 hole golf course! 161 acres with stunning views, mountain paths, and jim kelly's stunning giant stonewalls throughout. Gorgeous new england marble stone farmhouse built in 1780, with modern addition featuring vaulted ceiling and massive windows which flood the dining and kitchen area with light. Enormous custom built hearth and fireplace, mahogany full bar, artisan-made bookcases, wrap-around deck. Close to williams college and jiminy peak. The property offers swimming in two private ponds, and potential helipad on site. 6 bay carriage barn with second floor for offices/studios. 184 adjacent acres also available.

Listed by Andy Kelly of Berkshire Business Properties

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$
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$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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17 Prospect Hill Stockbridge MA 01262

Stockbridge, MA17 Prospect Hill Rd

Price$4,450,000

Est. Mortgage: $/month

MLS Number 236486

  • Residential
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 6,000
  • Year Built 1900

Enjoy all the berkshire seasons. Winter brings sledding, cross country skiing, access to downhill runs or enjoy the fire pit or get cozy by one of thefour fireplaces. Magnificent unspoiled views to the south and west create interest at all hours of the day and at sunset in particular. Thought to be one the first of the large 'cottages' on prospect hill. A wraparound glass porch overlooks the walled sunken garden. Three floors of living spaces with almost every room open to the views. Beautiful detailing with marble fireplaces and antique woodwork. Four bedroom and four and a half baths. A large game room with full bath occupies the third floor. There is a gunite pool. Golf tee/driving area. Minutes from tanglewood . Additional building lot included.

Listed by Martha Piper of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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20 Jug End Egremont MA 01258

Egremont, MA20 Jug End Rd

Price$4,400,000

Est. Mortgage: $/month

MLS Number 234456

  • Residential
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 3,240
  • Year Built 1900

Gracious and stately new england colonial farmhouse on 230 acres.Antique barns and outbuildings, pool with amazing views. A babbling brook runs near the house and into a small pond bringing sound and nature into view. This comfortable home has had numerous additions through the years making it even more appealing to today's living. First floor primary bedroom with double baths. Screened porch overlooking the brook. Flagstone patio. Woodland party cabin reached by a passable 'road' up the mountain. Beautiful views from the house and the possibility of huge views from mountain sites.Blooming shrubs abound throughout the gardens. Maples for sugaring in the woods. Lots of frontage for anyone interested in division. A really magical property that has it all.

Listed by Martha Piper of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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17 Prospect Hill Stockbridge MA 01262

Stockbridge, MA17 Prospect Hill Rd

Price$4,150,000

Est. Mortgage: $/month

MLS Number 234293

  • Residential
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 6,000
  • Year Built 1900

Enjoy all the berkshire seasons. Winter brings sledding, cross country skiing, access to downhill runs or enjoy the fire pit or get cozy by one of thefour fireplaces. Magnificent unspoiled views to the south and west create interest at all hours of the day and at sunset in particular. Thought to be one the first of the large 'cottages' on prospect hill. A wraparound glass porch overlooks the walled sunken garden. Three floors of living spaces with almost every room open to the views. Beautiful detailing with marble fireplaces and antique woodwork. Four bedroom and four and a half baths. A large game room with full bath occupies the third floor. There is a gunite pool. Golf tee/driving area. Minutes from tanglewood . Additional building lot available.

Listed by Martha Piper of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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615 Laurel Lee MA 01238

Lee, MA615 Laurel St

Price$3,975,000

Est. Mortgage: $/month

MLS Number 235976

  • Residential
  • Bathroom 18
  • Bedrooms 17
  • Square Feet 7,937
  • Year Built 1903

This historic landmark property, which is now known as the lakehouse inn, is situated on a cliff with panoramic views of laurel lake and its famous sunsets. Set on two well-manicured acres with over 500 ft of waterfront, this magnificent property has many outdoor gathering areas, gardens, rock walls, bluestone patios & pathways, outdoor gas fire pit, and a dock area with direct access to the water, perfect for swimming and boating. The property underwent a complete renovation in 2015 with respect for preserving its historic character with period details restored throughout and modernized for today's buyer. With completely new wiring & plumbing; mahogany porch and second floor balcony; commercial kitchen; mini split a/c units in every room; radiant heat throughout the first floor; new

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

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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46 Bow Wow Egremont MA 01230

Egremont, MA46 Bow Wow Rd

Price$3,850,000

Est. Mortgage: $/month

MLS Number 236337

  • Residential
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 12,589
  • Year Built 1915

Fully revitalized in 2021, the freeman, with its white washed brick exterior sits like an alsace-lorraine chateau atop an ecologically diverse 40 acres. This southern berkshire estate consists of the main house, a sprawling vineyard, manicured grounds, tennis court, and the picturesque harmon marsh pond. 2.5 hours from the george washington bridge, the freeman is just far enough away to embody the peace, tranquility and natural splendor that defines the berkshires lifestyle while being easily accessible from the north east's major metropolitan areas. For more information, visit www.46bowwowroad.Comassessed at over 12,000 sf, though floor scans are closer to 10,000

Listed by Billy Keane of JAN PERRY REALTY & ASSOCIATES,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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10 Dublin Richmond MA 01254

Richmond, MA10 Dublin Rd

Price$3,495,000

Est. Mortgage: $/month

MLS Number 233309

  • Residential
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 5,000
  • Year Built 2002

Beautiful house on a hill. An opportunity to own a unique and special property consisting of 93 acres with thousands of acres of conservation abutting. You can hike to vt. A gated mile long paved drive meanders to the site of this beautiful post and beam home. Privacy abounds and nature is at your doorstep. Open plan with window walls and soaring ceilings overlook the stunning view of richmond pond, meadows, and mountains.. It is the perfect mixture of rustic charm and modern amenities inside and out. The beautiful pool area also has a hot tub for year round enjoyment. There is a three car attached garage plus a two story heated barn. The beautiful land offers the opportunity for an additional home or family compound. Seller may build 5th bedroom for the right offer it is an easy task.

Listed by Maureen White Kirkby of BERKSHIRE HATHAWAY HOMESERVICESBARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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123 Chestnut Williamstown MA 01267

Williamstown, MA123 Chestnut St

Price$3,200,000

Est. Mortgage: $/month

MLS Number 236559

  • Residential
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 7,289
  • Year Built 2004

Tucked in the berkshires of western massachusetts, this williamstown contemporary boasts over 7,000 sq. Ft. Of undeniable form and function mixed with the highest degree of finishes. It's been said that homes can be duplicated anywhere, but a setting with unique and rare attributes cannot. Gently sited amidst a spectacular 34-acre backdrop bordering 8,000 +/- acres of protected land is incredibly rare. Architecturally designed to contour with the natural topography of the site greatly reduced disturbance when built. This multi-tiered footprint affords picturesque sunset views of the village below and berkshire hills beyond. Watch a soccer game at cole field from your gunite pool, walk to the village for dinner or go hiking on chestnut/pine cobble trails right off your property...

Listed by Jeffrey M. Loholdt of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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135 Main Lenox MA 01240

Lenox, MA135 Main St

Price$2,750,000

Est. Mortgage: $/month

MLS Number 237252

  • Residential
  • Bathroom 17
  • Bedrooms 16
  • Square Feet 8,688
  • Year Built 1780

The garden gables, located in the center of lenox on over 4 very private park-like acres with gardens, patios, mature trees and a heated 70' pool, can be the ultimate family compound. Beautifully furnished and tastefully decorated with 16 unique bedrooms all with updated private baths, several with fireplaces and all fully air conditioned.The historic 1780 main building and attached eladesor cottage includes 12 spacious suites. The separate orchard cottage includes 4 ensuite rooms with separate entrances, cathedral ceilings and fireplaces.There are also 2 charming dining areas in the main building in addition to the library/music room and cozy ''sherry room'' both with fireplaces.The kitchen is equipped with updated appliances. An extraordinary opportunity!

Listed by C. Randolph Thunfors and Michael Linden of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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 West Sheffield Great Barrington MA 01230

MLS Number 236981

  • Residential
  • Bathroom 3
  • Bedrooms 5
  • Square Feet 7,000
  • Year Built 1980

Truly one of a kind home sits on 19.85 acres of woods adjacent to the wyantenuck golf course & has a beautiful half mile long driveway. It's the perfect combination of privacy & accessibility to downtown great barrington. The home boasts over 7,000 sq. Ft. Of living space as well as an over 3,000 sq. Ft. 4 car garage. The house has 5 bedrooms & 3 full baths with two of those bedrooms & one bath located in a separate guest wing. The expansive primary bedroom suite has a separate sitting room & wall to wall windows. Three massive common areas include the living room, theater/game room & family room. Other rooms throughout include 2 offices, meditation tower, workout room, bonus room & indoor pool inside of a solarium. The kitchen is highlighted by a commercial viking range, custom cabinets,

Listed by Leslie G Chesloff of WILLIAM PITT SOTHEBY'S - GT BARRINGTON

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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21 Kalliste Great Barrington MA 01230

Great Barrington, MA21 Kalliste Hill

Price$2,600,000

Est. Mortgage: $/month

MLS Number 234767

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,900
  • Year Built 1981

Privacy, expansiveness & spectacular views into ct! This contemporary cedar home is an idyllic, private sanctuary in a dream location featuring a hilltop swimming pool w/ stone patio, horse barn & room for horses, koi pond w/ bridge, mature landscaping, and beautiful stonework throughout. Perfectly sited on 7.123 acres, this property includes an extra building lot which would allow the construction of another residence making this the complete family compound! The spacious interior of this light-filled home with soothing earth tones & warm woods includes 3 brs, 2.5 bathrooms, open concept floor plan, office space, central a/c, jetted tub, screened porch, fireplace, skylights, and incredible views both inside & out. Gather year-round with friends & family at this spectacular retreat!

Listed by Douglas M Goudey of WHEELER & TAYLOR REALTY CO.,INC.

$
$
%
$/month over payments
Federal 30-year interest rate: 5.3% last updated on May 12, 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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Based on information submitted to BCMLS  as of May 16, 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.