Homes for Sale near Mt. Everett High School

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  /57

  $2,400,000

  • 5 Beds
  • 5 Baths
  • 6,092 Sq Ft

  89 N Undermountain Rd, Egremont, MA 01258

  Welcome to Treetops. A long private driveway passing a large pond sets the scene for this impressive hilltop retreat with 6,000 square feet across three levels and seasonal views of the Taconic Hills. Built with wood hewn from trees on the property, including the distinctive stairway, the home offers a huge open-plan main level ideal for gatherings, along with an indoor pool, hot tub, sauna and a

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  89 N Undermountain Rd, Egremont, MA 01258
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  /6

  $265,000

  $30K PRICE DROP

  • Land
  • 1.97 Acres
  • $134,518 per Acre

  14 McGee Rd, Egremont, MA 01230

  Lovely building lot on a quiet road in bucolic Egremont. Well has been drilled, septic design done for two structures and power is brought to site. Truly ready for your design/build.

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  14 McGee Rd, Egremont, MA 01230
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  /39

  $429,000

  $46K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,670 Sq Ft

  166 Berkshire School Rd, Sheffield, MA 01257

  Nestled in Sheffield Village on 8+ acres, this charming New England farmhouse blends rustic character with modern comfort. Featuring 3 bedrooms, 2 baths, wood floors, beams, Great Room with a gas stove offers a warm inviting space Enjoy a country kitchen with a pantry. Screened in porch with outdoor patio, gardens, and two sheds for storage or hobbies. Perfect as a private sanctuary or Airbnb,

  Suzann Ward HOUSATONIC REAL ESTATE

  166 Berkshire School Rd, Sheffield, MA 01257
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  /18

  $585,000

  • 1 Bed
  • 1 Bath
  • 930 Sq Ft

  210 Mount Washington Rd, Great Barrington, MA 01230

  Set on 5.8 acres high on the east face of Mt. Fray (Catamount), ''The Pod'' is a mid-century timber and glass octagon. Surrounded by thousands of acres of protected land with expansive views; trails on the property connect to Catamount, Bash Bish Falls and beyond via the South Taconic Trail. Two streams -- one just behind the house -- run through the property. Upon entry from the wrap around

  Jason Saphire www.HomeZu.com

  210 Mount Washington Rd, Great Barrington, MA 01230
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  /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
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  /50

  $1,500,000

  • 4 Beds
  • 3.5 Baths
  • 4,343 Sq Ft

  140 Beartown Mountain Rd, Monterey, MA 01245

  Set on 22 private acres, this Monterey retreat offers a peaceful escape from city and suburban life. Freshly painted this spring, it's near Lake Garfield and Monterey Town Beach, and across from Beartown State Forest. The bright, expansive home features four ensuite bedrooms, including a spacious primary suite, large entertaining areas, and cathedral & vaulted ceilings. Outdoors, enjoy a 16' x

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  140 Beartown Mountain Rd, Monterey, MA 01245
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  /27

  $365,000

  • 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
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  /11

  $1,200,000

  • Land
  • 86 Acres
  • $13,953 per Acre

  0 Massachusetts 57, New Marlborough, MA 01230

  Imagine owning your own secluded sanctuary, where total privacy and tranquility are yours for the taking. This extraordinary property offers the rare opportunity to build your dream retreat on a breathtaking piece of land, untouched by the outside world. With 20-foot-tall mountain laurel trails leading to the top of a mountain with stunning views right at your doorstep, you'll have endless access

  William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  0 Massachusetts 57, New Marlborough, MA 01230
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  /25

  $755,000

  $44K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,152 Sq Ft

  1131 Norfolk Rd, Southfield, MA 01259

  Privately set down a long drive in the scenic hills of New Marlborough, this charming shingle-style home sits on over 45 acres of beautiful Berkshire countryside. Built circa 1950, the home offers more than 2,100 square feet of living space with four bedrooms and two full bathrooms. The first floor includes a living room, dining room, kitchen, mudroom, and full bath, while the second floor

  Ahliya Phillips KELLER WILLIAMS REALTY

  1131 Norfolk Rd, Southfield, MA 01259
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  /79

  $2,295,000

  $200K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,615 Sq Ft

  17 Cronk Rd, Great Barrington, MA 01230

  Originally built in the 1700s, this historic post-and-beam barn has been thoughtfully renovated over time while maintaining its unique character and charm. A recently installed solar energy system allows for highly efficient living with the potential for an off-grid lifestyle.The home features an open floor plan filled with natural light from numerous oversized windows. A chef's kitchen

  Suzann Ward HOUSATONIC REAL ESTATE

  17 Cronk Rd, Great Barrington, MA 01230
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  /13

  $329,000

  • 3 Beds
  • 2 Baths
  • 2,485 Sq Ft

  254 Main St, Sheffield, MA 01257

  Step into a canvas of timeless character in this Historic Colonial, originally built and occupied by Nathaniel Austin,a surveyor who was instrumental in mapping and settling Berkshire County, situated in the town of Sheffield. This 5-bedroom, 2-bathroom residence offers a rare opportunity to restore a piece of Berkshire County history while imprinting your own vision on its enduring architecture.

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  254 Main St, Sheffield, MA 01257
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  /66

  $4,500,000

  • 5 Beds
  • 5 Baths
  • 4,700 Sq Ft

  729 Hewins St, Sheffield, MA 01257

  Marcel Breuer partner Tician Papachristou designed this home as a private paradise for his three-generation family: a long driveway leads past a tennis court, guest house, swimming pool, gazebo, and gym shed to a three-level modern house evoking the New England barn. From the third-floor master loft suite with private terrace and kitchenette, a skylit central stair leads to the mid-level

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  729 Hewins St, Sheffield, MA 01257
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  /6

  $1,095,000

  • Land
  • 17.97 Acres
  • $60,935 per Acre

  59 Whites Hill Rd, Egremont, MA 01230

  59 Whites Hill Road, A Legacy Berkshire Property. Perched on a ridge with the most exclusive vistas in the Berkshires, this private 18-acre parcel is one of seven luxury homesites by renowned AD100 architect Stephen Haas. Surrounded by 220 protected acres, it offers privacy, panoramic views, and direct access to a protected greensward for hiking or cross country skiing. A handcrafted stone bridge

  David White OwnerEntry.com

  59 Whites Hill Rd, Egremont, MA 01230
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  /59

  $1,295,000

  • 3 Beds
  • 3 Baths
  • 1,472 Sq Ft

  699 Hartsville New Marlboro Rd, New Marlborough, MA 01230

  Nestled among spectacular rhododendrons that burst into bloom each spring, this architect-designed contemporary home offers a seamless blend of natural beauty and timeless mid-century modern inspiration. Designed byarchitect Andrew Daland, the residence features expansive windows that frame peaceful pastoral views and fill the home with natural light. Designed for comfortable one-level living,

  Sheila Thunfors STONE HOUSE PROPERTIES, LLC

  699 Hartsville New Marlboro Rd, New Marlborough, MA 01230
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  /46

  $875,000

  $24K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,748 Sq Ft

  594 Shunpike Rd, Sheffield, MA 01257

  Discover quintessential Berkshire charm and modern elegance in this Sheffield retreat. Sitting on 2+ level acres, this 3BR, 3.5BA residence offers 2,748 sq ft of pristine living space across 3 independent levels. The sun-drenched open main floor features wide-plank oak floors, a cozy gas fireplace, a convenient half bath, and a chef's kitchen of your dreams flowing to a wrap-around deck. With 3

  John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  594 Shunpike Rd, Sheffield, MA 01257
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  /37

  $397,000

  • 4 Beds
  • 1.5 Baths
  • 1,340 Sq Ft

  397 Clayton Rd, Sheffield, MA 01222

  Spacious 4 bedroom Cape with several useful storage buildings for anyone with a business and attached 2 car garage.Heated sunroom with sliding windows,Eat in kitchen with access to back patio,Livingroom with knotty pine paneling andfireplace with wood burning stove. First floor has 2 bedrooms and a full bathroom with walk in shower offering first floor living.Two additional

  Rosemary Baumann HOUSATONIC REAL ESTATE

  397 Clayton Rd, Sheffield, MA 01222
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  /58

  $649,000

  • 3 Beds
  • 3.5 Baths
  • 4,892 Sq Ft

  227 Egremont Plain Rd, Egremont, MA 01230

  Exceptional Multi-Use Property. Spacious commercial space complemented by a fully renovated two-bedroom apt. Strategically positioned in a high-traffic location - minutes to bustling Great Barrington - this 4,892 SF property has outstanding potential. Versatile main floor ideal for various commercial ventures, while the residential units provide excellent live/work opportunities. In addition, the

  Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

  227 Egremont Plain Rd, Egremont, MA 01230
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  /33

  $775,000

  • 3 Beds
  • 2.5 Baths
  • 3,082 Sq Ft

  86 Main St, Sheffield, MA 01257

  SOUTH BERKSHIRE COUNTY, UPDATED VILLAGE CENTER HOME & OFFICEThis graciously restored vintage house has all the benefits of an ideal Sheffield setting with walkability to restaurants, Bushnell-Sage Library, Dewey Hall, post office, bank, and churches. With residential/commercial zoning, the house features an above-garage private large office/studio, a 1,000 sq. ft. outbuilding with plumbing

  David Taylor ELYSE HARNEY REAL ESTATE

  86 Main St, Sheffield, MA 01257
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  /31

  $525,000

  • 1 Bed
  • 1 Bath
  • 755 Sq Ft

  8 Heberts Cove, Monterey, MA 01245

  Offering the rare and coveted 'lake life' on Lake Buel, this unique property presents an extraordinary opportunity to establish your own Berkshire footprint on an expansive 2-acre parcel. Comprising 90% sun-drenched, open meadow, the large lot serves as the ultimate blank canvas with potential for a stunning architectural expansion, a custom family compound, or agricultural designs. While the

  Tony Segalla WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  8 Heberts Cove, Monterey, MA 01245
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  /53

  $899,000

  • 3 Beds
  • 2.5 Baths
  • 1,876 Sq Ft

  224 Boardman St, Sheffield, MA 01257

  Set on four private acres along a quiet stretch of road by the Housatonic, this is the kind of place that reveals itself slowly. The driveway is lined with rhododendrons that light up every spring, and the rest of the landscape is paced to bloom straight through summer - fruit trees, azaleas, perennials, blueberries, raspberries, all of it planted by someone who clearly knew what they were doing.

  Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX

  224 Boardman St, Sheffield, MA 01257
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  /11

  $450,000

  • Land
  • 7.17 Acres
  • $62,762 per Acre

  Lot #29 Stratford Rd, New Marlborou, MA 01230

  Settle into the quiet charm of the Windemere Lake community with this 7.166-acre building lot. Tucked away on a peaceful road and embraced by natural woodland, the property offers a sense of seclusion while remaining part of a thoughtfully maintained private enclave. Though it doesn't sit directly on the water, owners enjoy shared access to Windemere Lake—a pristine, non-motorized lake perfect

  Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

  Lot #29 Stratford Rd, New Marlborou, MA 01230

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