Homes for Sale near Bard Academy at Simon's Rock

• 

  

  

  /61

  $2,500,000

  • 4 Beds
  • 4.5 Baths
  • 3,100 Sq Ft

  1373 Boardman St, Sheffield, MA 01257

  The ULTIMATE LIVE-WORK-PLAY RETREATStep onto a property as striking as the Berkshires themselves--where innovative design meets natural splendor, creating an extraordinary canvas for your ideal lifestyle. The 13,738 sq ft retreat fondly known as ''The Factory'' spans 5+ acres with views of rolling hills & protected fields. 10,000 sq ft of versatile commercial and creative space below and flanked

  Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1373 Boardman St, Sheffield, MA 01257
• 

  

  

  /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
• 

  

  

  /4

  $69,000

  • Land
  • 3.72 Acres
  • $18,548 per Acre

  0 Greenwood Cir, Egremont, MA 01230

  Bring your creativity to build a sweet home with views of Smiley's Pond in this lovely quiet neighborhood. 3.72 acres on private drive close to the village center of South Egremont. Frontage on both Greenwood Circle and North Undermountain Road.

  Lance Vermeulen LANCE VERMEULEN RE, INC

  0 Greenwood Cir, Egremont, MA 01230
• 

  

  

  /40

  $1,590,000

  • 11 Beds
  • 12.5 Baths
  • 8,134 Sq Ft

  518 Main St, Great Barrington, MA 01230

  The iconic Wainwright Inn, built in 1766, is ideally located on Main Street in Great Barrington, the largest town & hub of the famous Berkshires vacation destination in Western Massachusetts. The Inn consists of a main house with 9 guest suites & a spacious owner's suite, & a carriage house with an apartment & two additional guest suites. In pristine condition, the current owners have improved

  Tanya LeRose THE KINDERHOOK GROUP - PITTSFIELD

  518 Main St, Great Barrington, MA 01230
• 

  

  

  /6

  $175,000

  • Land
  • 2.5 Acres
  • $70,000 per Acre

  0 The Ave, Egremont, MA 01230

  Terrific low real estate tax Egremont location. Close to the center of town, the Catamount Ski Area, and very nice restaurants and shopping. Great land value.

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  0 The Ave, Egremont, MA 01230
• 

  

  /12

  $279,000

  • Land
  • 4.1 Acres
  • $68,049 per Acre

  0 Pinecrest Hill Rd, Egremont, MA 01230

  Precious 4 acre parcel along Pine Crest Hill Rd with due diligence in place for a curb cut off of Undermountain Rd (Rte 41) a short distance from So. Egremont, with its quaint New England village charm. Potential for open and elevated views; (thinkglorious sunsets!) overlooking Smiley's (Mill) Pond. Perfect for walking and enjoying nature on Pine Crest Hill. This surveyed parcel is not part of

  Thomas Doyle, Sr. BISHOP WEST REAL ESTATE

  0 Pinecrest Hill Rd, Egremont, MA 01230
• 

  

  /9

  $199,000

  • Land
  • 1.3 Acres
  • $153,077 per Acre

  1699 N Main St, Sheffield, MA 01257

  COMMERCIAL AREA ON THE SHEFFIELD/GREAT BARRINGTON LINE OFF OF BUSY ROUTE 7. SOME WETLANDS BUT A WORTHY LOCATION. NICE WITH LEVEL LAWN. THERE ARE NOT MANY LOTS LEFT ALONG THIS POPULAR COMMERCIAL CORRIDOR.

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  1699 N Main St, Sheffield, MA 01257
• 

  

  /85

  $1,425,000

  • 4 Beds
  • 4.5 Baths
  • 3,185 Sq Ft

  124 Egremont Plain Rd, Great Barrington, MA 01230

  This home has just about everything you're looking for and more!A 4.62 acre private setting, just 5 minutes into Great Barrington and low Egremont taxes! 4 Beds & 4.5 baths with an in law loft apartment. Wide open back yard with plenty of room for a pool if you dont feel like cooling off in the crisp & refreshing Green River at the rear end of the property. First level of home has a primary suite

  Mary White BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  124 Egremont Plain Rd, Great Barrington, MA 01230
• 

  

  /43

  $1,790,000

  • 5 Beds
  • 4.5 Baths
  • 6,000 Sq Ft

  248 East Rd, West Stockbridge, MA 01266

  A luxurious home on one of the most scenic roads in The Berkshires, surrounded by 15 pastoral acres, with picturesque mountain views. Enter a sun-drenched living room with a soaring cathedral ceiling and an elegant fireplace centerpiece. Enjoy an expansive 3-season porch, with panoramic windows and classic mahogany floors. A recently updated eat-in kitchen features Sub Zero appliances and a

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  248 East Rd, West Stockbridge, MA 01266
• 

  

  /16

  $315,000

  • 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
• 

  

  /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
• 

  

  /43

  $725,000

  • 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
• 

  

  /3

  $249,000

  • Land
  • 4.37 Acres
  • $56,979 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
• 

  

  /17

  $229,000

  • Land
  • 4.63 Acres
  • $49,460 per Acre

  0 Pixley Hill Rd, West Stockbridge, MA 01266

  Great opportunity to build on Pixley Hill Road in the desirable town of West Stockbridge. Recently surveyed and perc'd, this lot is ready to go. This 4.6 acre parcel has stone walls, a gentle slope - perfect for a home design incorporating a walk out lower level - and direct access to the old rail bed walking trail that allows for gorgeous views of the Williams River. Private and Peaceful

  Lori Rose STONE HOUSE PROPERTIES, LLC

  0 Pixley Hill Rd, West Stockbridge, MA 01266
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /6

  $110,000

  • Land
  • 2.12 Acres
  • $51,911 per Acre

  46 Seekonk Rd, Great Barrington, MA 01230

  LIGHTLY WOODED PRIVATE SETTING JUST 5 MINUTES TO MAIN STREET, GREAT BARRINGTON. Frontage on Seekonk Brook where you can take a dip. Roughed in driveway. Septic design for a three bedroom house. Drilled well. Electricity available. Most permits and approvals in place. The perfect spot to build a modest, but very cool house!

  Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  46 Seekonk Rd, Great Barrington, MA 01230
• 

  

  /62

  $2,495,000

  • 5 Beds
  • 3.5 Baths
  • 6,254 Sq Ft

  84 Undermountain Rd, Egremont, MA 01230

  Nestled on the top of a hill overlooking rolling meadows, this exceptional property boasts over 30 acres of stunning natural beauty, with panoramic 360-degree views that will take your breath away. A true oasis of tranquility, this estate offers the ultimate in luxurious country living. The grand foyer invites you into this warm, inviting home. With over 6,000 square feet of living space, it

  Tony Segalla LANCE VERMEULEN RE, INC

  84 Undermountain Rd, Egremont, MA 01230
• 

  

  /4

  $425,000

  • Land
  • 17.93 Acres
  • $23,701 per Acre

  99 Creamery Rd, Egremont, MA 01230

  NORTH EGREMONT - Almost 18 elevated acres with sweeping views of the Berkshire Hills that has been surveyed, flagged with enough road frontage to subdivide once. An open meadow with woodlands as a backdrop make this parcel most desirable....a must see!

  Cortney Dupont COHEN & WHITE ASSOCIATES

  99 Creamery Rd, Egremont, MA 01230
• 

  /2

  $95,000

  • Land
  • 2.92 Acres
  • $32,534 per Acre

  0 Hemlock Hill Rd, Great Barrington, MA 01230

  PREMIERE LOCATION JUST FIVE MINUTES FROM MAIN STREET. Good percs. Building site mostly cleared. Rough driveway in. Electricity easily accessible. An excellent investment in the ''boom town'' of the Berkshires.

  Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  0 Hemlock Hill Rd, Great Barrington, MA 01230
• 

  

  /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
• 

  

  /47

  $1,599,000 Open Sun 12PM - 3PM

  • 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
• 

  

  /26

  $985,000 New Construction

  • 2 Beds
  • 2 Baths
  • 1,974 Sq Ft

  281 Main St Unit 12, Great Barrington, MA 01230

  Ready to move into New York style living in the Berkshires! This last unit available in this fabulous setting! Poised above Main Street Great Barrington, this Southworth Penthouse Condo offers 1,974 sq ft comprised of 2 bedrooms, 2 full baths, kitchen, laundry, storage, dining and living rooms with high ceilings and, views of East Mt. Walk to the heart of town, shopping, Coop market, restaurants,

  Mandy Victor-pieczarka STONE HOUSE PROPERTIES, LLC

  281 Main St Unit 12, Great Barrington, MA 01230
• 

  

  /17

  $349,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  1 Terra Ferma Dr, Egremont, MA 01230

  Nestled on the corner of Terra Ferma Drive - a dead end road community in picturesque Egremont, this partially constructed home offers a unique opportunity to finish building your dream retreat. Current builder is prepared to finish construction starting immediately after change of ownership. The house's foundation has been poured, the deck has been laid and power has been brought to the site.

  Tony Segalla LANCE VERMEULEN RE, INC

  1 Terra Ferma Dr, Egremont, MA 01230

Showing Results 81 - 107, Page 3 of 3