Berkshire, MA Homes

• 

  

  

  /57

  $3,450,000

  • 6 Beds
  • 5.5 Baths
  • 4,681 Sq Ft

  1333 Norfolk Rd, Southfield, MA 01259

  Set on 11 enchanting acres in the pastoral town of New Marlborough, Massachusetts, this exceptional Berkshires estate offers a rare convergence of architectural refinement, natural splendor, and modern luxury. Designed by an architect and originally built in 1984, the main house, guest house, and pool house were all fully renovated in early 2025 to create a cohesive, contemporary compound with

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 327-9228

  1333 Norfolk Rd, Southfield, MA 01259
• 

  

  

  /37

  $644,000 Sold Aug 01, 2025

  • 1,224 Sq Ft
  • $526/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  284 Brewer Branch Rd, Great Barrington, MA 01230

  MID CENTURY MODERN: Built in 1973 of a minimalist design. This very cool home is tucked on a country road. Three bedrooms, two baths with upper level open plan overlooking beautiful light forest. A Fire place anchors the lovely open concept with a wall of windows letting in the sunshine. Perfect as a short term rental when not in use offering guests a beautiful in-ground pool to cool off in the

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  284 Brewer Branch Rd, Great Barrington, MA 01230
• 

  

  

  /13

  Est $464,323 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,330 Sq Ft

  1605 Clayton Mill River Rd, Southfield, MA 01259

  1605 Clayton Mill River Rd, Southfield, MA 01259
• 

  

  

  /77

  $5,800,000

  • 15 Beds
  • 14.5 Baths
  • 11,670 Sq Ft

  764 E Hill Rd, New Marlborough, MA 01230

  High on a hilltop in the Southern Berkshires stands East Hill Farm. 227 cultivated acres encompassing pristine forest, spring-fed pond, striking barn, verdant pastures, formal and vegetable gardens, pool, and tennis court. The centerpiece: a 1798 Georgian home, 5,000sf. & 5 bedrooms.Ready for private living, entertaining, horses, farming, a bespoke destination, or simply: tranquility. Includes a

  Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  764 E Hill Rd, New Marlborough, MA 01230
• 

  

  

  /56

  $850,000 Sold Jul 18, 2025

  • 2,430 Sq Ft
  • $350/SF
  • 53 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1979

  812 Canaan Southfield Rd, Southfield, MA 01259

  Spacious, updated and meticulously maintained modernist 4 BR/3 bath escape sits on 4.8 wooded acres, surrounded by mature birch trees and rhododendrons, seasonal creek, and a footbridge to bonus cabin in the woods. Open kitchen (Viking, Bosch)/LR layout featuring a Wittus Shaker wood stove opens to 3-sided raised deck and large screened porch. Two primary bedrooms feature sliding doors to

  Lori Rose STONE HOUSE PROPERTIES, LLC

  812 Canaan Southfield Rd, Southfield, MA 01259
• 

  

  /7

  Est $251,914 Not Listed For Sale

  • 2 Beds

  Unlisted Address

  Unlisted Address
• 

  

  /64

  $1,900,000

  • 5 Beds
  • 4.5 Baths
  • 4,500 Sq Ft

  355 Adsit Crosby Rd, New Marlborough, MA 01230

  Stunning contemporary nestled in tranquility. The main level boasts a gracious great room with cathedral ceilings, fireplace and walls of windows that wash the common spaces with natural light and bring nature in. Gourmet chefs kitchen with ample storage and dining room with direct access to the oversized porch that features a gas stove for the chillier days. First floor primary en suite with

  Cortney Dupont COHEN & WHITE ASSOCIATES

  355 Adsit Crosby Rd, New Marlborough, MA 01230
• 

  

  /15

  $240,000 Sold Jul 07, 2025

  • Land
  • 11 Acres
  • $22,202 per Acre

  • 443 Days On Market

  570 Hartsville-New Marlborough Rd, New Marlborough, MA 01230

  Gorgeous 10 acre parcel. No exaggeration this property is exceptional. The heavy lifting has been done by the current owners starting with gravel driveway, well, 4 bedroom septic design, power to the site. The terrain is open field and wooded groves of old apple trees, pines and deciduous trees. The rear of the property abuts Trustee of Reservation land. Just bring your house plans and tuck

  Deborah Mielke CORASHIRE REALTY

  570 Hartsville-New Marlborough Rd, New Marlborough, MA 01230
• 

  

  /33

  Est $1,332,070 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,642 Sq Ft

  97 Corser Hill Rd, Great Barrington, MA 01230

  97 Corser Hill Rd, Great Barrington, MA 01230
• 

  

  /69

  $2,250,000

  • 4 Beds
  • 4.5 Baths
  • 9,575 Sq Ft

  293 Sandisfield Rd, New Marlborough, MA 01230

  A remarkable example of bespoke craftsmanship spanning over four floors with an indoor swimming pool on nearly 14 private acres. Drive up the winding driveway to be met by a sprawling wood shingled home with rounded turrets and curved windows, a theme that is carried throughout. A grand entryway leads you through to the open plan Kitchen, dining and one of the many living spaces, this one with a

  Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

  293 Sandisfield Rd, New Marlborough, MA 01230
• 

  

  /46

  $1,275,000 Sold Jul 01, 2025

  • 3,683 Sq Ft
  • $346/SF
  • 41 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1998

  653 Hartsville-New Marlborough Rd, New Marlborough, MA 01230

  From the moment you turn down the driveway, the view starts to reveal itself. The drama begins once you step through the front door and into the two-story great room with a wall of giant southwesterly windows facing Mount Everett in the distance, along with the two matching fireplaces, each with stairways behind to second-story bedroom suites. The bright, fantastic kitchen has panoramic windows

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  653 Hartsville-New Marlborough Rd, New Marlborough, MA 01230
• 

  

  /44

  Est $1,565,809 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,600 Sq Ft

  65 Adsit Crosby Rd, New Marlborough, MA 01230

  65 Adsit Crosby Rd, New Marlborough, MA 01230
• 

  

  /45

  $1,750,000

  • 4 Beds
  • 5 Baths
  • 3,611 Sq Ft

  351 Adsit Crosby Rd, New Marlborough, MA 01230

  Whispering Pines: The tranquil spot will call to you as soon as you wind your way through the tall pines. A very private setting and just minutes to town, Butternut and everything else the Berkshires has to offer. Beautiful gardens, Gunite pool, screen porch, and lots of space to dwell in. This 4 bedroom home has 2 Primary en-suite, large den space over garage and lower level. First floor office

  Mark Rosengren LANCE VERMEULEN RE, INC

  351 Adsit Crosby Rd, New Marlborough, MA 01230
• 

  

  /40

  $1,050,000 Sold Jun 30, 2025

  • 2,900 Sq Ft
  • $362/SF
  • 611 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1790

  460 Norfolk Rd, Great Barrington, MA 01230

  Nestled in the picturesque landscape of New Marlborough, Massachusetts, lies a captivating 1790 dairy farm, boasting an enchanting blend of history and contemporary artistry. This sprawling 94-acre estate features a dynamic terrain, adorned with a sheer rock face, streams, woods, meadow, marsh, beaver pond, stone walls, and a cascading waterfall. Seamlessly integrated into this idyllic setting is

  David Taylor ELYSE HARNEY REAL ESTATE

  460 Norfolk Rd, Great Barrington, MA 01230
• 

  

  /31

  Est $776,196 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,125 Sq Ft

  135 Knight Rd, New Marlborough, MA 01230

  135 Knight Rd, New Marlborough, MA 01230
• 

  

  /40

  $1,295,000

  • 3 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  247 Peter Menaker Rd, Great Barrington, MA 01230

  Experience the epitome of luxury and leisure in this exceptional custom-built contemporary home, nestled within a prestigious lakefront community. Sited on over four acres, this property offers exclusive access to a private beach and tennis courts, ensuring a lifestyle of both privacy and recreation. Boasting a sun-filled open floor plan, this residence features three well-appointed bedrooms and

  Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  247 Peter Menaker Rd, Great Barrington, MA 01230
• 

  

  /18

  $300,000 Sold Jun 24, 2025

  • 1,234 Sq Ft
  • $243/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1949

  1084 Hartsville New Marlboro Rd, New Marlborough, MA 01230

  Nestled on a spacious and private lot just outside the village of Hartsville, is this larger than it looks country cottage. This inviting home features a huge primary Bedroom, a bright and heated sunporch perfect for year round relaxation, and a living room with a beautiful stone fireplace, adding warmth and character to the living space. A combination Kitchen/Dining has ample work and gathering

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  1084 Hartsville New Marlboro Rd, New Marlborough, MA 01230
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  /71

  Est $642,000 Not Listed For Sale

  • 9 Beds
  • 12 Baths
  • 8,623 Sq Ft

  2128 Canaan Southfield Rd, Southfield, MA 01259

  2128 Canaan Southfield Rd, Southfield, MA 01259
• 

  

  /44

  $2,100,000

  • 3 Beds
  • 2.5 Baths
  • 3,752 Sq Ft

  35 Stratford Rd, New Marlborough, MA 01259

  Discover lakeside serenity at this beautifully renovated waterfront home on Lake Windemere completed in 2020. Nestled just minutes from the charming village of Southfield, this residence offers easy access to local favorites like the Old Inn on the Green, Cantina, Gedney Farm and Southfield Store, as well as outdoor adventures at York Lake. Boasting 3 bedrooms and 2.5 baths, this home features a

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  35 Stratford Rd, New Marlborough, MA 01259
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  /4

  $70,000 Sold May 28, 2025

  • Land
  • 3.48 Acres
  • $20,115 per Acre

  • 5 Days On Market

  Lot B Mill River To Great Barrington Rd, New Marlborough, MA 01244

  Available for the first time in 50 years! This picturesque building lot, in one of the Berkshires most sought after locations, is priced well below assessed value. Let your dreams and vision guide you as you create your Berkshire dream home.

  Shannon Santelli KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  Lot B Mill River To Great Barrington Rd, New Marlborough, MA 01244
• 

  

  /46

  Est $628,119 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 4,232 Sq Ft

  2383 Canaan Southfield Rd, Southfield, MA 01259

  2383 Canaan Southfield Rd, Southfield, MA 01259
• 

  

  /31

  $4,900,000

  • 5 Beds
  • 6.5 Baths
  • 5,890 Sq Ft

  390 Tamaridge Rd, Great Barrington, MA 01230

  STUNNING LONG VIEWS, RARE 330+ ACRE PARCEL, ABUTS CONSERVATION LAND! Total seclusion and privacy, bucolic countryside with some open meadows and wooded hillside. Once a grand Berkshire estate, the property is comprised of the main Tudor style residence with indoor pool, shingled barn, Dutch colonial multi family dwelling, a guest house & several smaller sheds and workshop. The buildings are all

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  390 Tamaridge Rd, Great Barrington, MA 01230
• 

  

  /62

  $1,565,000 Sold Mar 17, 2025

  • 5,052 Sq Ft
  • $310/SF
  • 172 Days On Market

  • 7 Beds
  • 4.5 Baths
  • Built 1790

  1277 Hartsville Mill River Rd, New Marlborough, MA 01230

  1790 Colonial restored for 2024 living. Located on the well loved Konkapot River and on a quiet country road this home has been completely revamped to today's standards. Large recently expanded living room with fireplace, plus large windows to views of Beartown Mountain. First floor primary suite with private sitting room with fireplace. Gracious formal dining room with adjacent Butler's Pantry.

  Martha Piper THE KINDERHOOK GROUP - PITTSFIELD

  1277 Hartsville Mill River Rd, New Marlborough, MA 01230
• 

  

  /20

  Est $346,717 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  34 Clark Way, Southfield, MA 01259

  34 Clark Way, Southfield, MA 01259
• 

  

  /82

  $1,750,000

  • 4 Beds
  • 5 Baths
  • 5,000 Sq Ft

  978 Clayton Mill River Rd, New Marlborough, MA 01259

  The Ephraim Chapin House, a.k.a the ''Landlord Abel House'' was built in Chicopee c. 1725. In 1979 this handsome home & tavern was dismantled and relocated to Southfield. There it was re-erected upon a new foundation atop a hill, where it now resides on a 51-acre estate straddling the banks of Konkapot River. Once the beloved retreat of an artist and a serious collector of early American art and

  Vashti Poor LANCE VERMEULEN RE, INC

  978 Clayton Mill River Rd, New Marlborough, MA 01259
• 

  

  /33

  $475,000 Sold Mar 12, 2025

  • 1,944 Sq Ft
  • $244/SF
  • 196 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1900

  18 E Hill Rd, New Marlborough, MA 01259

  Charming home that dates back to the early 1900's located in the heart of Southfield Village. Relax on a beautiful wrap around porch or stroll the meandering property over a small bridge to larger yard perfect for entertaining and gardening. This is a very well maintained home with a newer septic system. The first floor includes a foyer, living room with built-ins, den area that could be a

  Wendy Eichman RAYNARD AND PEIRCE REALTY LLC

  18 E Hill Rd, New Marlborough, MA 01259
• 

  

  /78

  Est $1,295,920 Not Listed For Sale

  • 6 Beds
  • 3.5 Baths
  • 4,005 Sq Ft

  128 Konkapot Rd, Southfield, MA 01259

  128 Konkapot Rd, Southfield, MA 01259
• 

  

  /37

  $1,475,000

  • 1 Bed
  • 2 Baths
  • 1,296 Sq Ft

  481 Shunpike Rd, Sheffield, MA 01257

  A total 41 acres includes a 2nd building lot of 26 acres allowing one to build ones own home with mountain views. A 36x52 work shop. One full time residence and a separate summer studio. Some land does go into New Marlborough. Surrounded by conservation land. Passive solar views facing South and West. Property has been a sculpture park for many years. Trails throughout. Views to Connecticut.

  Suzann Ward HOUSATONIC REAL ESTATE

  481 Shunpike Rd, Sheffield, MA 01257
• 

  

  /31

  $735,000 Sold Feb 28, 2025

  • 2,113 Sq Ft
  • $348/SF
  • 98 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1970

  571 Hayes Hill Rd, New Marlborough, MA 01230

  With amazing views from every room, this single level home offers many possibilities for its next Steward. Currently a two bedroom two bath home, this property has lots of possible options for change over the 2100 Sq Ft. An over sized basement with high ceilings has more space and storage than you could wish for. With mature landscaping, an outbuilding and fruit trees galore, this is the country

  Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

  571 Hayes Hill Rd, New Marlborough, MA 01230
• 

  

  /54

  Est $1,255,754 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,164 Sq Ft

  227 Konkapot Rd, Southfield, MA 01259

  227 Konkapot Rd, Southfield, MA 01259
• 

  

  /38

  $1,900,000 Pending

  • 6 Beds
  • 3 Baths
  • 3,000 Sq Ft

  123 Bock Way, New Marlborough, MA 01230

  BERKSHIRE LAKE FRONT WITH BEAUTIFUL WESTERN VIEWS ACROSS THE LENGTH OF LAKE BUEL. Premiere motor boat lake. With 6 bedrooms and 3 full baths there is room for your extended family or friends. Walls of windows allow lake views from most rooms. Open plan for relaxing after a long day swimming, boating, fishing or relaxing on the water. Lovely out door areas include a deck, patio and steps to your

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  123 Bock Way, New Marlborough, MA 01230
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  /4

  $55,000 Sold Feb 21, 2025

  • Land
  • 3.98 Acres
  • $13,833 per Acre

  • 273 Days On Market

  Unlisted Address

  Looking for a place to build that cabin in the woods but still be near shopping, restaurants and South County activities? This wooded parcel of just under 4 acres with roughed in driveway could be just what you are looking for.

  Deborah Mielke CORASHIRE REALTY

  Unlisted Address
• 

  

  /19

  Est $345,713 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft

  358 Mill River Southfield Rd, New Marlborough, MA 01230

  358 Mill River Southfield Rd, New Marlborough, MA 01230
• 

  

  /9

  $89,000

  • Land
  • 3.82 Acres
  • $23,298 per Acre

  62 Hadsell St, New Marlborough, MA 01230

  Wonderful opportunity to build your dream Berkshire home or getaway. This picturesque property is situated on just under 4 acres off a quiet paved country road. The winding Umpachenee River backs up to the land and it's modest building envelope. Quiet and serene country living yet not far from the bustling towns of Great Barrington and Sheffield. Quick access to the Mill River general store and

  Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  62 Hadsell St, New Marlborough, MA 01230
• 

  

  /49

  $1,275,000 Sold Dec 27, 2024

  • 3,100 Sq Ft
  • $411/SF
  • 165 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1999

  174 Campbell Falls Rd, New Marlborough, MA 01259

  This custom built post and beam home was thoughtfully constructed by a craftsman; sited on the west slope of the property with views of Mt Everett. The main floor offers a free flowing open plan with high ceilings and good gathering space; large kitchen with island, living with fireplace, dining area and nook. There is also a bedroom and full bath near the entry mud room. Upstairs you reach a

  Jennifer Harvey COMPASS MASSACHUSETTS , LLC GB

  174 Campbell Falls Rd, New Marlborough, MA 01259
• 

  

  /25

  Est $401,957 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,256 Sq Ft

  162 Hadsell St, New Marlborough, MA 01230

  162 Hadsell St, New Marlborough, MA 01230
• 

  

  /27

  $385,000

  • 3 Beds
  • 1 Bath
  • 872 Sq Ft

  26 Pine St, Great Barrington, MA 01230

  LAKE BUEL, NEW MARLBOROUGH COTTAGE!For the past 60 years this cottage has been a source of joy for the same family, now it is your turn. Affordable, simple, rustic three season cottage with deeded access to the lake. Well loved and nicely maintained, with updated kitchen, and a beautiful stone fireplace for those chilly evenings. Nice open plan Living/Dining area. Relax on the Deck or gather

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  26 Pine St, Great Barrington, MA 01230
• 

  

  /65

  $912,000 Sold Dec 13, 2024

  • 3,200 Sq Ft
  • $285/SF
  • 54 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2024

  1976 Clayton Mill River Rd, Southfield, MA 01259

  This beautiful newly constructed 4-bedroom farmhouse sits on a gentle hill, offering picturesque views of cornfields and mountains. Relax in a rocking chair on the charming front porch with a metal roof and take in this tranquil setting. Inside, the open kitchen/dining area is filled with natural light streaming through Pella windows and sliding doors. The Living Room features a propane

  Vashti Poor LANCE VERMEULEN RE, INC

  1976 Clayton Mill River Rd, Southfield, MA 01259
• 

  

  /27

  Est $266,340 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 988 Sq Ft

  205 Lumbert Cross Rd, Southfield, MA 01259

  205 Lumbert Cross Rd, Southfield, MA 01259
• 

  

  /35

  $468,000 Open Fri 11AM - 12PM

  • 2 Beds
  • 1 Bath
  • 660 Sq Ft

  25 Pine St, New Marlborough, MA 01230

  LAKE LIVING DONE RIGHT! Year round retreat in the Lake Buel Community. Thoughtfully designed spaces, cozy & unpretentious. The living area, comfortable for family & guests, has vaulted ceiling and Gas Fireplace, making this home just as inviting in the cooler months. Kitchen is functional, attractive and updated. Simple lines, wainscoting, wood floors, ductless A/C units. The Sunroom is perfect

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  25 Pine St, New Marlborough, MA 01230

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