Berkshire Country Homes with a Barn

Browse current homes with a barn for sale in Berkshire County and Southern Vermont. Find the perfect home from a variety of listings. Remember to register with us to save your favorites, & receive updates with similar properties are posted. Already have an account with us? Log in here!

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2 Glendale Middle, Stockbridge, MA 01262

Price$6,875,000

Est. Mortgage: $/month

Pending

MLS Number 215244

  • Listings Residential
  • Address 2 Glendale Middle Rd
  • Bedrooms 8
  • Bathroom 10
  • Square Feet 10971

SOUTHMAYD FARM Gilded Age at its finest in Stockbridge. This 1870 Berkshire estate has been fully restored & is privately sited on 33+ acres within walking distance of town. Adjacent to the Stockbridge Golf Club & the Norman Rockwell Museum, the view includes a mile of Housatonic River frontage. The 8500' main house w/ 8 bedrooms is complemented by a carriage house, greenhouse/studio, pool, , 3 bedroom guest house, barn complex and paddocks, a magnificent maze, and additional formal gardens. See documents file for detail of each building, room and floor plan.

Listed by Cindy Welch and Keith Ross of LANDVEST, INC.

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Alton & Westall Real Estate Agency
77 Water Street
Williamstown MA, 01267
Office: 413.458.8366

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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 Prospect Hill, Stockbridge, MA 01262

Price$2,250,000

Est. Mortgage: $/month

MLS Number 217160

  • Listings Residential
  • Address 21 Prospect Hill Rd
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 4194

Exquisitely renovated late 1700 antique home w/ perfect proportions & amazing grounds. High ceilings, multiple fireplaces & historic details, flooded with light. Beautifully sited on over 9 acres on one of the most prestigious roads in the county. Barn, apple orchard, specimen trees, masterful stonework. Secluded and private heated Gunite pool w/ classic pool house & adventurous boardwalk.

Listed by Christian G Deckert of BERKSHIRE PROPERTY AGENTS

{$agent->Name}

Alton & Westall Real Estate Agency
77 Water Street
Williamstown MA, 01267
Office: 413.458.8366

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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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50 Shun Toll, Egremont, MA 01252

Price$2,250,000

Est. Mortgage: $/month

MLS Number 217584

  • Listings Residential
  • Address 50 Shun Toll Rd
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4757

Shun Toll Farm.Rarely does a property come on the market in the Berkshires like this special residence on one of the most beautiful country lanes in the area. Architecturally renovated the casual, but elegant, home has an eat-in country kitchen with hand crafted cabinetry, spacious enough for everyone to gather, a formal dining room with direct access to the flag stone patio for easy indoor/outdoor dining, both a formal living room and a great room where all can watch the Super Bowl, a private office/study, a first floor master bedroom en suite and a screened porch where all you see is a pastoral view and all you can hear is quiet. Three second story guest bedrooms house your family or guests. Private suite w/br/lr & kitchenette offer endless possibilities for guests, family or in-laws. Fifty plus acres of rolling meadows and mature trees, all untouched by chemicals, make the perfect earth for whatever your passion may by from gardening, organic farming, vineyard or the floor for your animals or children to roam. A two story classic barn with horse stalls awaits your imagination and the four car "little barn" has plenty of room for your modern or classic cars and recreational vehicles. French Park is around the corner where you can play tennis on the town courts or enjoy the playground with your children, play on the basketball court or socialize your dog at the wonderful town dog park. Just a short drive south to some of the best restaurants in the Berkshires or a short drive in to Great Barrington for a movie, boutique shopping and fine and casual dining.

Listed by Mary Jane White and Brandon White of COHEN & WHITE ASSOCIATES

{$agent->Name}

Alton & Westall Real Estate Agency
77 Water Street
Williamstown MA, 01267
Office: 413.458.8366

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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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286 Great Barrington, West Stockbridge, MA 01266
Pending

MLS Number 218961

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

What if every day felt like you're on vacation Beautiful Berkshire estate set on 10 acres of backyard paradise with pool & clay tennis court, perfect for entertaining & multi family, even add your dream business. 10+ bedrooms all with en-suite baths, 12, 000 sqft. Cook for 2 or 200 in 700 sqft state of the art kitchen. Sale incl. 5 acres building lot. Open to selling property fully furnished. What if every day felt like you're on vacation Stunning Berkshire estate set on a 10-acres retreat property with backyard paradise fabulous for entertaining family, friends and guests, and even add a business and mixed use development. 5 acres building lot included. Zoned residential and commercial. Low taxes. Set in the heart of the Berkshires, just a few minutes' drive to Tanglewood and all major cultural and recreational attraction, 2 hours from Boston and NYC, enjoy the 10 acres backyard paradise with park-like garden grounds; beautiful swimming pool; fenced-in clay tennis court, panoramic mountain views, large fire pit, organic farm and gardens. Ample parking. You'll love the 12,000 sqft of light-filled living space in the main house, built in 1797 by Christopher French, in the converted 18th century barn and two connecting cottages; 10+ bedrooms all with en-suite bathrooms; central A/C; wood stoves; gas fireplaces; sound system; private in-law suite, nanny or caretaker's quarter, sunroom; two lounge areas, and beautifully restored original 1797 hardwood floors. Two large basement with laundry area and wine cellar. Completely renovated in 2003. Cook for 2 or 200 in the 700 sqft gourmet state of the art kitchen with miles of stainless steel; radiant heat; skylights and windows; butcher block; walk-in fridge; six burner stove plus two French tops,; 2 ovens; Rational Combi Steamer; and separate Hobart dish washing area. Fully functional bar with individual red and white wine fridges, and ice maker. Pick you own herbs, vegetables and fruits in the organic gardens right outside the kitchen. Enjoy fresh eggs every day from ducks and chickens roaming around in the fenced in orchard. You could also add more farm animals (Right to Farm) The back of the barn can be easily converted to anything you want - more rooms, an art studio or work shop. The Berkshires offers an excellent school system. The bus stops right outside the house. Go hiking; herb-, ramp- and mus...

Listed by Jason Saphire of www.EntryOnly.com

{$agent->Name}

Alton & Westall Real Estate Agency
77 Water Street
Williamstown MA, 01267
Office: 413.458.8366

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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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180 North Plain, Great Barrington, MA 01230

Price$1,700,000

Est. Mortgage: $/month

MLS Number 205527

  • Listings Residential
  • Address 180 North Plain Rd
  • Bedrooms 17
  • Bathroom 5
  • Square Feet 4926

Beautiful old farms combined on 82 rolling acres. Two antique houses now converted to five rental apartments. Indoor riding ring and 10 stall horse barn. Fabulous views. Abuts the Housatonic. Industrially zoned so could be used for business as well. Excellent location just minutes from the center of Great Barrington.

Listed by Martha Piper of STONE HOUSE PROPERTIES, LLC

{$agent->Name}

Alton & Westall Real Estate Agency
77 Water Street
Williamstown MA, 01267
Office: 413.458.8366

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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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633 Northwest Hill, Williamstown, MA 01267

Price$1,500,000

Est. Mortgage: $/month

MLS Number 217529

  • Listings Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 4853
  • Year Built 1880

This 1880 colonial farmhouse is nicely sited on a knoll overlooking the hayed acres of meadowland, the vistas over abutting Williams College's 2600 acre Hopkins Forest and sunset views of Mt. Greylock. The rambling home has 10 rooms, 5 bedrooms , 3 fireplaces, attached garage and barns. The ''bones'' are good and the location unbeatable, but the house does need some updating.

Listed by Cindy Welch and Keith Ross of LANDVEST, INC.

{$agent->Name}

Alton & Westall Real Estate Agency
77 Water Street
Williamstown MA, 01267
Office: 413.458.8366

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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 Monument Valley, Great Barrington, MA 01230

MLS Number 219997

  • Listings Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 3892
  • Year Built 1964

63 incredible acres of forest and ponds surround this home that has been in one family for several generations. The land extends to the top of the mountain where there are cross country skiing and hiking trails. A stream runs almost all year and empties into two ponds. Off the very large kitchen is a screened-in porch and deck. The living room which was the original part of the house and built in an A frame, has great character and leads to a family room overlooking the pool and backyard. The master bedroom is on the first floor and overlooks the pool and deck as well. Two more bedrooms occupy the opposite end of the 1st floor and incorporate a small utility kitchen. The property also includes a two level barn; one part currently is a wood shop, other part was formerly housing horses

Listed by Stephen R. Schoenfeld and Joanna Szwyd of STONE HOUSE PROPERTIES, LLC

{$agent->Name}

Alton & Westall Real Estate Agency
77 Water Street
Williamstown MA, 01267
Office: 413.458.8366

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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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24 Locust Hill, Great Barrington, MA 01230

Price$1,450,000

Est. Mortgage: $/month

MLS Number 218850

  • Listings Residential
  • Address 24 Locust Hill Rd
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4058

OVERLOOKING THOUSANDS OF ACRES OF PROTECTED VIEW LAND. Old world style plus cutting-edge tech, in this LEED rated Mediterranean-style home with a view of rolling fields to mountains beyond. Every aspect of this custom-made house has been created to provide optimal energy use in a bucolic setting... Beautifully landscaped grounds punctuated with centuries old trees further enhance the property.The public areas have an open floor plan with the spectacular views. Huge windows and oversized doors open to the stone patio from the living room and master bedroom. The second floor has a comfortable sitting room with direct access to a porch with a fireplace for enjoying distant vistas. Five bedrooms, 4 1/2 baths. The garage has a separate apartment. Geothermal and solar power. Energy-Efficient, Charming Provence-Style Home with Stunning Views Old world elegance meets cutting-edge, LEED certification in this Mediterranean-style home with a view overlooking rolling fields to the mountains beyond. Every aspect of this custom-made house has been created to provide optimal energy use in a bucolic setting... Beautifully landscaped grounds punctuated with centuries old trees further enhance the property. The public areas have an open floor plan overlooking the spectacular views.Huge windows and French doors open to the stone patio from the living room and master bedroom. Living room fireplace can be used with propane or wood. The second floor has a comfortable sitting room with direct access to a porch with a fireplace for enjoying the distant vistas. Three bedrooms and two additional baths complete this floor. The entire floor is zoned for energy savings if not being used. Above the garage is a separate apartment complete with kitchen. Use for overflow guests, a rental space or a home office. Fabulous views from these quarters as well. This home has combined the most cutting edge efficiency with the comfortable ambiance of antique materials. ... Close off the second floor and live on the first with a ground-level master bedroom ... A total of five bedrooms,4 1/2 baths, gracious gathering spaces surrounded by an amazing setting. A 'party barn' adds extra entertaining space. Ultra hi tech geothermal heat and cooling. Total energy use for fuel and electricity approximately $2000 per year.

Listed by Martha Piper and Lori J Rose of STONE HOUSE PROPERTIES, LLC

{$agent->Name}

Alton & Westall Real Estate Agency
77 Water Street
Williamstown MA, 01267
Office: 413.458.8366

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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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35 Walker, Lenox, MA 01240

Price$1,396,000

Est. Mortgage: $/month

MLS Number 217252

  • Listings Residential
  • Address 35 Walker St
  • Bedrooms 8
  • Bathroom 10
  • Square Feet 7527

A stunning transformation from The Candlelight Inn to a warm and inviting HOME! This 8 BR, 8 Bath home has beautiful common spaces including the original bar, that is now a fabulous entertaining space w/FP, plus large Formal DR w/FP, living room w/FP and FR doors to the Game Room, light filled Solarium and gorgeous new kitchen/great room.PLUS 3 bay carriage barn. See https://youtu.be/-VEX92ECh_I

Listed by Mary Jo Piretti Miller of PIRETTI REAL ESTATE

{$agent->Name}

Alton & Westall Real Estate Agency
77 Water Street
Williamstown MA, 01267
Office: 413.458.8366

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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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265 East, Lenox, MA 01240

Price$1,395,000

Est. Mortgage: $/month

MLS Number 214337

  • Listings Residential
  • Address 265 East St
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3866

East elm farm located in lenox just minutes from the village & tanglewood. This circa 1800's historic colonial has been meticulously renovated for today's lifestyle while retaining classic architectural detail. This special offering has it all...2 br guest cottage, restored hay barn, in-ground pool & clay tennis court, stone walls & stunning perennial gardens on 5 + acres of privacy & mature trees

Listed by Steve Erenburg and Brandon White of COHEN & WHITE ASSOCIATES

{$agent->Name}

Alton & Westall Real Estate Agency
77 Water Street
Williamstown MA, 01267
Office: 413.458.8366

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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 Maple Hill, West Stockbridge, MA 01266

Price$1,390,000

Est. Mortgage: $/month

MLS Number 209797

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

Somerset is a premier property which offers beautiful grounds in a private Berkshire setting. Sited in the middle of 63 acres overlooking a pristine swimming pond, rolling lawns, perennial gardens, orchards, and gorgeous mountain views, the property abuts hundreds of acres of protected land. The main house has dramatic features including a handsome grand entrance foyer, a large formal dining room with fireplace and a spacious living room/music room, also with a fireplace. There are six bedrooms, four en suite, plus a private one bedroom apartment. There are several outbuildings including a stable and a 3 story equipment barn. Somerset offers a tremendous opportunity for the discerning buyer. An ideal location, close to Tanglewood, skiing, hiking, and downtown West Stockbridge.

Listed by Lori J Rose and Martha Piper of STONE HOUSE PROPERTIES, LLC

{$agent->Name}

Alton & Westall Real Estate Agency
77 Water Street
Williamstown MA, 01267
Office: 413.458.8366

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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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399 Under Mountain, Lenox, MA 01240

Price$1,300,000

Est. Mortgage: $/month

Pending

MLS Number 213169

  • Listings Residential
  • Bedrooms 7
  • Bathroom 9
  • Square Feet 10629
  • Year Built 1900

This magnificent Tudor mansion, the manor house of High Wick Farm, offers impressive yet comfortable light-filled rooms, exquisite architectural details, 7 bedrooms, 11 fireplaces, plus indoor & outdoor swimming pools, all majestically set on 11 acres with gorgeous open views of fields & mountains to the south. In a superb location minutes from Tanglewood & Lenox, this is the quintessential Berkshire estate. An additional 95 Acres across the road at 390 Under Mountain is available for a total asking price of $3, 650, 000: see MLS #219053. The total package includes several residential rental units, as well as equestrian facilities comprising two barns with a total of 50 stalls, an indoor riding ring, and tack rooms.

Listed by Gladys Montgomery and Leslie G Chesloff of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

{$agent->Name}

Alton & Westall Real Estate Agency
77 Water Street
Williamstown MA, 01267
Office: 413.458.8366

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Jul 13, 2017
* 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 A VisitAsk A QuestionMore Details