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Berkshire County Residential Homes for Sale

Berkshire County is a beautiful and ideal location. The county boast 38 small cities and towns and is internationally known as a hub for the arts and its majestic natural beauty. 

319 Under Mountain Lenox MA 01240

Lenox, MA319 Under Mountain Rd

Price$13,500,000

Est. Mortgage: $/month

MLS Number 237753

  • Residential
  • Year Built 1903
  • Bathroom 6
  • Bedrooms 7
  • Square Feet 13,261

Pine needles built in 1903, this very private berkshire cottage epitomizes the area- past and present. Built in the arts and crafts style, surrounded by hundreds of acres of land, with magnificent southern views, one can enjoy nature, sports, and a relaxed lifestyle. Unspoiled, original detailing in place. Settle right in and be transported back to an earlier age. Paneled public rooms overlook the unspoiled views. Logias beckon to the out of doors. Seven bedrooms and 9 baths, two sleeping porches . The eat in kitchen offers space to gather, cook, enjoy the wildlife. This east wing also contains a butler's pantry, formal dining room, a summer dining room and one of the loggias.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.13% last updated on Aug 18, 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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30 East Alford MA 01266

Alford, MA30 East Rd

Price$9,750,000

Est. Mortgage: $/month

MLS Number 238100

  • Residential
  • Year Built 2011
  • Bathroom 8
  • Bedrooms 5
  • Square Feet 9,280

Nestled in the hills of alford, this cotswolds-inspired home is a work of art that comes along once in a lifetime. From the moment you enter the property, the magical setting exudes peace and tranquility. You first see the guest house: a stone-clad english cottage flooded with natural light greets you at the entrance. Romance meets luxury. Your guests will never want to leave. Kitchen with wood burning fireplace. Sitting room with additional fireplace. 2 bedrooms and 2.5 baths. Overlooking fields and pond.Across the way sits a quintessential red barn. Just a few feet away from a raised bed garden. Perfect for the gardener at heart. A mile up the driveway, with the most incredible far reaching views of the alford valley, is the most exquisite and thoughtfully designed

Listed by Nikki Carchedi of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.13% last updated on Aug 18, 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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2080 Undermountain Sheffield MA 01257

Sheffield, MA2080 Undermountain Rd

Price$9,600,000

Est. Mortgage: $/month

MLS Number 234183

  • Residential
  • Year Built 1983
  • Bathroom 6
  • Bedrooms 11
  • Square Feet 5,850

This spectacular 85+/- acre property is a destination educational center. It offers a magnificent 1880 manor house, with spectacular distant views, a pond, and 11 additional buildings which house an auditorium, group meeting areas, breakout private offices, a fitness center, pondside cottage, huge dining hall with commercial kitchen, and accommodations in over 56 guest rooms. The land is made up of 70+/- acres in the southern berkshires and 15+/- abutting acres in salisbury, ct - the entire ct side runs along sage's ravine. There are walking trails throughout the land and access to the appalachian trail. You will be smitten by this property and totally taken with the possibilities... Building and property tax details are for the main house only. Please contact agent for more details.

Listed by Juliet Moore and Elyse Harney Morris of ELYSE HARNEY REAL ESTATE

$
$
%
$/month over payments
Federal 30-year interest rate: 5.13% last updated on Aug 18, 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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2 Kemble Lenox MA 01240

Lenox, MA2 Kemble St

Price$5,840,000

Est. Mortgage: $/month

MLS Number 238388

  • Residential
  • Year Built 1881
  • Bathroom 14
  • Bedrooms 13
  • Square Feet 9,556

The kemble, a registered ''great estate'' built in 1881 is located within walking distance to the wonderful array of shops and restaurants in downtown lenox. This classic colonial revival building has recently been refreshed with modern furnishings and decor, repurposed as a luxury estate, and is being offered as a turn key property. With grand gathering spaces, a well equipped kitchen, handsome mahogany bar, and 13 en-suite bedrooms, the property can easily accommodate parties and guests of 20+. Property qualifies as a ''great estate'' allowing for special uses in the residential district. When not using the property, enjoy the benefits of short/long term rental. Manicured lawns and gardens, stone walls, breathtaking views to the west, and fully ada compliant.

Listed by Lori J Rose and C. Randolph Thunfors of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.13% last updated on Aug 18, 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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24 & 30 Berkshire Heights Great Barrington MA 01230

MLS Number 232672

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

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.13% last updated on Aug 18, 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

Pending

MLS Number 235978

  • Residential
  • Year Built 1780
  • Parking Spaces 75
  • Bathroom 7
  • Bedrooms 12

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

$
$
%
$/month over payments
Federal 30-year interest rate: 5.13% last updated on Aug 18, 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 West Stockbridge MA 01266

MLS Number 238141

  • Residential
  • Year Built 1988
  • Bathroom 9
  • Bedrooms 6
  • Square Feet 9,564

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: 5.13% last updated on Aug 18, 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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Great Barrington MA 01230

Great Barrington, MA

Price$4,500,000

Est. Mortgage: $/month

MLS Number 238546

  • Residential
  • Year Built 1940
  • Bathroom 7
  • Bedrooms 6
  • Square Feet 9,254

The thoughtfully renovated and expanded 1940s main house is full of exceptional spaces--elegant formal dining and living rooms in front, informal sitting area and spacious eat-in kitchen at the back, stunning central stairwell, cozy den/bar, and media room. Five comfortable bedrooms, including two luxurious primary suites. Every material, sightline, and design element has been curated with care and sensitivity. Delightful outdoor spaces abound--front and rear goshen stone patios, rolling lawns, balconies and roof spaces. Cozy historic sunroom off the living room. Above the oversized two-car garage, is a stunning light-filled studio with intricate ceiling details, exterior balcony and bathroom. The in-ground pool is surrounded by a huge patio area, gardens and pastoral views.

Listed by Lance Vermeulen and Barney Stein of LANCE VERMEULEN RE,INC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.13% last updated on Aug 18, 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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410 Park Great Barrington MA 01236

Great Barrington, MA410 Park St

Price$3,750,000

Est. Mortgage: $/month

MLS Number 238236

  • Residential
  • Village Housatonic
  • Year Built 1900
  • Bathroom 3
  • Bedrooms 2

Stunning, one-of-a-kindmodern and gorgeous historic mill building in the dynamic village of housatonic, ma. Utterly unique in the berkshires. Light-filled, three stories of stunning open space. First floor includes studio, recording studio, kitchen and bath with adjoining private, walled gardens at each side. 2nd floor comprises a large gallery space, living room, primary bedroom suite and guest bedroom with private bath. 3rd floor is fully open loft space. Finished basement. Central ac, all updates systems, commercial grade fire systems, residential or commercial use. Commercial listng mls id: 238237.

Listed by Selina Lamb of BERKSHIRE PROPERTY AGENTS,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.13% last updated on Aug 18, 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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148 Stevens Lk Monterey MA 01245

Monterey, MA148 Stevens Lk Way

Price$3,650,000

Est. Mortgage: $/month

MLS Number 238149

  • Residential
  • Year Built 2001
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 5,802

Frank lloyd wright inspired design. Extraordinary, panoramic views of lake buel and surrounding southern berkshires hills. Priceless privacy on 15 acres. An environmental paradise with private access to stevens lake and tennis. Minutes from berkshire county's cultural venues and fine dining, butternut ski basin, appalachian trail, lake buel and lake garfield. Incomparable craftsmanship throughout, with a thoughtful floor plan offering a spacious and welcoming sanctuary for year-round or short-stay living and entertaining.

Listed by Peter Goldberg of STONE HOUSE PROPERTIES,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 5.13% last updated on Aug 18, 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$3,450,000

Est. Mortgage: $/month

MLS Number 233309

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

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 HOMESERVICES BARNBROOK REALTY

$
$
%
$/month over payments
Federal 30-year interest rate: 5.13% last updated on Aug 18, 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$2,900,000

Est. Mortgage: $/month

MLS Number 236559

  • Residential
  • Year Built 2004
  • Parking Spaces 9
  • Bathroom 6
  • Bedrooms 4

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: 5.13% last updated on Aug 18, 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 August 19, 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.