Homes for Sale near Monument Mountain Regional High School

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  /25

  $399,900

  • 4 Beds
  • 1 Bath
  • 1,337 Sq Ft

  153 State Rd, Great Barrington, MA 01230

  Neat as a pin cape walking distance to downtown Great Barrington and amenities, this home has been thoughtfully renovated top to bottom. This sweet property has 4 bedrooms, a full bath, and even a partially finished basement. The kitchen, complete with a large pantry, retains the charming mid century details, while appealing to the modern aesthetic. Outside, there is a nice flat side yard, and

  Lauren Rosen LANCE VERMEULEN RE, INC

  153 State Rd, Great Barrington, MA 01230
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  /25

  $299,000

  • 2 Beds
  • 2 Baths
  • 1,792 Sq Ft

  54 Division St, Great Barrington, MA 01230

  PRICE DROP TO 300K IS FIRM.This beautifully renovated 1,792 sq. ft. home offers a unique opportunity for buyers seeking modern updates with the chance to add personal finishing touches. Major renovations including:*New Electrical and plumbing*New Windows*Fresh interior paint*kitchen with cabinets*Fully renovated first-floor bathroom*New 3-bedroom septic system*Primary bathroom with new toilet &

  John Segalla HOUSATONIC REAL ESTATE

  54 Division St, Great Barrington, MA 01230
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  /13

  $850,000

  • Land
  • 22.74 Acres
  • $37,379 per Acre

  0 Lake Buel Rd, Great Barrington, MA 01230

  Residential development opportunity! This expansive parcel offers potential for 17 building sites, ideally located just minutes from downtown Great Barrington and Butternut Ski Area. The property abuts the iconic Appalachian Trail, offering tranquil access to nature and recreation. Build a cul-de-sac community where residents can experience the best of the Berkshires--hiking, skiing, and vibrant

  Tony Segalla LANCE VERMEULEN RE, INC

  0 Lake Buel Rd, Great Barrington, MA 01230
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  /12

  $212,900

  • Land
  • 4 Acres
  • $53,225 per Acre

  0 Cross Rd, West Stockbridge, MA 01266

  Spectacular 4+/- acre parcel in a peaceful setting. It is backed up to a state conservatory so your privacy will remain in tact! This beautiful parcel is ready for your new home with a recent survey and perc test. Nestled in a tranquil area, that’s close to Card Pond and downtown Lenox. Come develop your dream home on this private parcel, but yet still be near all of the local attractions and

  Kimber Bradley Robin Delaney Real Estate

  0 Cross Rd, West Stockbridge, MA 01266
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  /20

  $1,049,000

  • 4 Beds
  • 4 Baths
  • 2,322 Sq Ft

  97 Brush Hill Rd, Great Barrington, MA 01230

  Berkshires Sanctuary - A Fully Renovated Retreat with Appalachian Trail Access & Nearby Three Mile Pond.Tucked away in a landscape of towering trees and rolling hills, this exquisite four-bedroom and three-bathroom, retreat has been reimagined with over $650,000 in premium renovations, offering the perfect balance of luxury and nature. With direct access to Appalachian trail and Three Mile Pond,

  Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  97 Brush Hill Rd, Great Barrington, MA 01230
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  /36

  $499,000

  • 4 Beds
  • 2 Baths
  • 2,076 Sq Ft

  36 Egremont Plain Rd, Great Barrington, MA 01230

  Don't miss this charming 4-bed, 2-bath home with 2 first-floor bedrooms and a full bath! Offering nearly 2,100 sq. ft. of living space and almost 1 acre of flat, dry land, this home provides plenty of room to grow. The breezeway connects the 2-car garage with newer doors and electric openers. Outside, enjoy a private patio, stone wall, and a shed for extra storage. The home has also just had the

  William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  36 Egremont Plain Rd, Great Barrington, MA 01230
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  /26

  $609,000

  • 4 Beds
  • 2.5 Baths
  • 2,340 Sq Ft

  54 Egremont Plain Rd, Great Barrington, MA 01230

  New England farmhouse with distant views. Large common rooms & kitchen great room are bathed in sunlight. Beautiful pine floors & exposed beams throughout the 1st floor. Extra room on the first floor can be used as a bedroom or an office (not pictured.) Many structural renovations in 2004, central air, in line generator, in ground pool, screened porch & so much charm. The flat 3.89 acres allows

  Katie Williams STONE HOUSE PROPERTIES, LLC

  54 Egremont Plain Rd, Great Barrington, MA 01230
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  /5

  $1,500,000

  • Land
  • 122.61 Acres
  • $12,234 per Acre

  685B S Egremont Rd, Great Barrington, MA 01230

  122+ Acres of Land in Egremont & Sheffield Only. Over 700 feet of frontage on Sheffield-Egremont Rd on the Egremont / Sheffield Border. Former use as Golf Course for the Egremont Country Club. *Does not include any acreage in Great Barrington. See MLS # 241894 for the full parcel of 225 Acres.

  Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  685B S Egremont Rd, Great Barrington, MA 01230
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  /16

  $295,000

  • Land
  • 25.22 Acres
  • $11,697 per Acre

  0 Glendale Rd Unit 245211, Stockbridge, MA 01262

  Beautiful 25 Acres in Stockbridge. Stockbridge Bowl, Tanglewood, the villages of Stockbridge, Lenox, and Housatonic are all nearby. The property consists of two separate building lots - the south lot with 12.56 acres, and the north lot with 12.66 acres. Potential for mountain views from both lots with some clearing. Many possibilities - build on the north lot and keep the south lot for extra

  Sheila Thunfors STONE HOUSE PROPERTIES, LLC

  0 Glendale Rd Unit 245211, Stockbridge, MA 01262
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  /52

  $1,675,000

  • 12 Beds
  • 7 Baths
  • 8,881 Sq Ft

  29 Main St, West Stockbridge, MA 01266

  Step into a piece of history with the once Iconic Card Lake Inn Tavern, now transformed into a stunning residential haven in the heart of downtown West Stockbridge. This property offers not only a prime location but also an exceptional living experience, combining modern amenities with charming historic character. The building houses six completely renovated high-end apartments, each thoughtfully

  Suzann Ward HOUSATONIC REAL ESTATE

  29 Main St, West Stockbridge, MA 01266
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  /28

  $425,000

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  3 van Schaack Rd, West Stockbridge, MA 01266

  Charming property in a private setting! Newly refinished wood flooring on main level, higher ceilings and lovely natural light. Great room, dining and kitchen on the first level with a beautiful large front porch; two bedrooms, full bath and laundry on the second level. Third level offers character, separate room for storage and many possibilities. Gracious deck, out building, large yard and

  Cortney Dupont COHEN & WHITE ASSOCIATES

  3 van Schaack Rd, West Stockbridge, MA 01266
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  /17

  $299,000

  • 2,950 Sq Ft

  16 Depot St, Great Barrington, MA 01230

  Prime Commercial / Residential / Multi-Family Space in Downtown Housatonic! A chance to create a central hub for commerce and discover the endless possibilities with a versatile commercial space. Spanning 2,950 square feet, this property offers a unique opportunity to breathe new life into the area and create a thriving business hub. Ready to be transformed into a cozy coffee shop, a vibrant meat

  John Segalla HOUSATONIC REAL ESTATE

  16 Depot St, Great Barrington, MA 01230
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  /66

  $6,850,000

  • 5 Beds
  • 3.5 Baths
  • 3,474 Sq Ft

  77 Seekonk Cross Rd, Great Barrington, MA 01230

  Welcome to Meadow Wood This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lily pond, terraces, pastoral views, and privacy. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage w/

  Elvia Gignoux WILLIAM PITT SOTHEBY'S - SALISBURY

  77 Seekonk Cross Rd, Great Barrington, MA 01230
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  /43

  $675,000

  • 7 Beds
  • 6.5 Baths
  • 3,684 Sq Ft

  3 Lake Buel Rd, Great Barrington, MA 01230

  Discover the timeless allure of 'The Turning Point,' a quintessential Berkshire retreat nestled in the hills of Great Barrington. Originally a 1800's stagecoach stop, this enchanting 3600-square-foot property boasts a rich history as a thriving inn, short-term rental and home, offering 7 bedrooms and 6.5 bathrooms. Immerse yourself in its New England charm, complete with a wood stove, propane

  Tony Segalla LANCE VERMEULEN RE, INC

  3 Lake Buel Rd, Great Barrington, MA 01230
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  /3

  $235,000

  • Land
  • 4.37 Acres
  • $53,776 per Acre

  162 Alford Rd, Great Barrington, MA 01230

  BEAUTIFUL, PRIVATE LOT! Gently sloped and lightly wooded parcel awaits your thoughtful build. Bring your design to life at this private and convenient location. Electric has been brought to the site, perc test available. Seasonal views. Wonderful location with easy access to Great Barrington town center, shops, restaurants, hiking and skiing!

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  162 Alford Rd, Great Barrington, MA 01230
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  /15

  $397,600

  • 1 Bed
  • 1 Bath
  • 568 Sq Ft

  148 Maple Ave Unit 12, Great Barrington, MA 01230

  Nestled amidst the picturesque embrace of Great Barrington, where the harmonious blend of nature and small-town charm unfolds, The Laurel beckons you into a realm of opulence and refinement. As you step inside, a grand two-story glass atrium lobby welcomes you with a breathtaking display of contemporary design and lavish furnishings. Lush plants and waterfalls adorn the walls, seamlessly

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  148 Maple Ave Unit 12, Great Barrington, MA 01230
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  /15

  $798,700

  • 2 Beds
  • 2 Baths
  • 1,141 Sq Ft

  148 Maple Ave Unit 28, Great Barrington, MA 01230

  Nestled amidst the picturesque embrace of Great Barrington, where the harmonious blend of nature and small-town charm unfolds, The Laurel beckons you into a realm of opulence and refinement. As you step inside, a grand two-story glass atrium lobby welcomes you with a breathtaking display of contemporary design and lavish furnishings. Lush plants and waterfalls adorn the walls, seamlessly

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  148 Maple Ave Unit 28, Great Barrington, MA 01230
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  /15

  $753,200

  • 2 Beds
  • 2 Baths
  • 1,076 Sq Ft

  148 Maple Ave Unit 26, Great Barrington, MA 01230

  Nestled amidst the picturesque embrace of Great Barrington, where the harmonious blend of nature and small-town charm unfolds, The Laurel beckons you into a realm of opulence and refinement. As you step inside, a grand two-story glass atrium lobby welcomes you with a breathtaking display of contemporary design and lavish furnishings. Lush plants and waterfalls adorn the walls, seamlessly

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  148 Maple Ave Unit 26, Great Barrington, MA 01230
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  /10

  $265,000

  • Land
  • 1.42 Acres
  • $186,097 per Acre

  6 van Deusenville Rd, Great Barrington, MA 01230

  Residential Development of 5 building sites. 3 just SOLD. This 1.4 acres lot is surrounded by rows of Norway Spruces, and ready to build a home with sunny views to Monument Mountain. 5 minutes into downtown Great Barrington. Drilled well already installed and excellent percolation test results. Adjacent lot 4 with 1.77 acres also available.

  Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  6 van Deusenville Rd, Great Barrington, MA 01230
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  /20

  $3,495,000

  • Land
  • 225 Acres
  • $15,533 per Acre

  685 S Egremont Rd, Great Barrington, MA 01230

  *NEW PRICE* 225 Acre 18 hole Golf Course / Horse Ranch in the heart of the Berkshires. Former Egremont Country Club. Endless possibilities for the entrepreneur, builder or dreamer. Located a little over 2 hours from NY City, Greenwich & Boston.

  Steven Weisz William Pitt Sothebys Intn'l

  685 S Egremont Rd, Great Barrington, MA 01230
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  /14

  $250,000

  • Land
  • 1.98 Acres
  • $126,262 per Acre

  181 W Center Rd, West Stockbridge, MA 01266

  Lots of preparation work went into this building lot with a handsome meadow and dramatic ledge formations with large pockets of cool ferns. Some western views and a north east field stone wall. Almost 2 acres. Old well in place. Excellent percolation test results with 1 inch per min. Curb cut. Ready to build.

  Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  181 W Center Rd, West Stockbridge, MA 01266
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  /2

  $289,000

  • Land
  • 3.69 Acres
  • $78,320 per Acre

  0 Interlaken Cross Rd, Stockbridge, MA 01262

  A pristine building lot in the heart of the Berkshires! Parcel B at Echo Valley is a 3.69-acre wooded, buildable lot offering a beautiful blank canvas for your dream home. Located off Interlaken Cross Road in Stockbridge, MA, this level parcel is easy to work with and provides excellent flexibility for siting your house, garage, and outdoor living spaces. Just minutes from Tanglewood, Stockbridge

  Lisa Berry Simply Sell Realty

  0 Interlaken Cross Rd, Stockbridge, MA 01262
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  /28

  $1,200,000

  • 5 Beds
  • 3 Baths
  • 3,328 Sq Ft

  3 Pleasant View Dr, Great Barrington, MA 01230

  Martha Piper THE KINDERHOOK GROUP

  3 Pleasant View Dr, Great Barrington, MA 01230
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  /34

  $589,000

  • 4 Beds
  • 4 Baths
  • 5,044 Sq Ft

  163 Front St, Great Barrington, MA 01230

  Suzann Ward HOUSATONIC REAL ESTATE

  163 Front St, Great Barrington, MA 01230
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  /42

  $1,495,000 New Construction

  • 5 Beds
  • 4 Baths
  • 4,200 Sq Ft

  4 Thrushwood Ln, Great Barrington, MA 01230

  Embrace the epitome of Berkshires luxury in this newly constructed residence, poised on a serene cul-de-sac with community pool privileges. Spanning an impressive 4,200 square feet, this home is a stone's throw from the bustling heart of Great Barrington. Step under the elegant covered portico and into the grandeur of a cathedral great room, where a cascade of natural light streams through

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  4 Thrushwood Ln, Great Barrington, MA 01230

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