81

Homes for Sale near Bard Academy at Simon's Rock

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  • /5

    $1,500,000

    • Land
    • 123 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
  • /12

    $75,000

    • Land
    • 1.27 Acres
    • $59,055 per Acre

    0 N Plain Rd, Great Barrington, MA 01230

    This 1.27 acre sloped lot offers unparalleled eastern views that stretch as far as the eye can see. Imagine waking up to the serene beauty of the sunrise over the rolling hills every morning!With the lot already cleared and ready for your vision, the possibilities are endless. Whether you're dreaming of building your dream home, a cozy weekend retreat, or an investment property, this is the

    Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    0 N Plain 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
    • 13 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
  • /27

    $549,000

    • 4 Beds
    • 2 Baths
    • 1,634 Sq Ft

    1068 Main St, Housatonic, MA 01236

    Very unique duplex in the heart of Housatonic! This very cool house combines antique charm, contemporary style, and a convenient village location to suit many uses and lifestyles. Currently configured as two leased 2 br/1ba apartments, it could easily be converted back to a single-family residence or provide income to an owner-occupant. Each unit offers a bright & cheery eat-in kitchen, living

    Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

    1068 Main St, Housatonic, MA 01236
  • /6

    $175,000

    • Land
    • 2.50 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

    $299,000

    • Land
    • 4.10 Acres
    • $72,927 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
  • /29

    $475,000

    • 3 Beds
    • 1 Bath
    • 1,698 Sq Ft

    12 W Plain Rd, Great Barrington, MA 01230

    Whether the perfect place to downsize to or as a weekend get-away, this comfortable home delivers! The sensible floor plan flows nicely. The main living area opens to a Great Room with tall ceilings, skylight and custom wood work. Relax, Dine & Entertain on the expansive deck, while enjoying the peaceful surroundings. Carefree and manageable one story living. With 7.5 Acres, there is plenty

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    12 W Plain Rd, Great Barrington, MA 01230
  • /9

    $199,000

    • Land
    • 1.30 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
  • /51

    $3,495,000

    • 5 Beds
    • 5.5 Baths
    • 3,940 Sq Ft

    19 Mill Rd, Egremont, MA 01230

    Escape to Your Own Lakefront Sanctuary in the Berkshires Nestled in the heart of the picturesque Berkshires, this enchanting lakefront property offers a rare opportunity to create your dream retreat. With over 500 feet of private waterfront, this expansive estate is a haven for those seeking tranquility and natural beauty. Situated on a sprawling parcel of land, this property is perfectly

    Suzann Ward HOUSATONIC REAL ESTATE

    19 Mill Rd, Egremont, MA 01230
  • /28

    $3,495,000

    • Land
    • 60 Acres
    • $58,641 per Acre

    19 Mill Rd, Egremont, MA 01230

    Welcome to a truly unique opportunity to own a magnificent waterfront property on Prospect Lake. Roughly 500' of Lakefront Spanning an impressive 59 acres, this expansive estate offers unparalleled privacy and endless potential for those with a vision. Whether you're looking to create a private retreat, subdivide for development, or renovate the existing home, this property provides a canvas

    Suzann Ward HOUSATONIC REAL ESTATE

    19 Mill Rd, Egremont, MA 01230
  • /6

    $350,000

    • Land
    • 4.52 Acres
    • $77,417 per Acre

    0 Blunt Rd, Egremont, MA 01258

    Large building lot on quiet country road in Egremont. Come take a look at this 4.521 acre lot on Blunt Road which contains 330 feet of road frontage. This would be a double lot, which would allow a potential future building lot to be created. This building parcel is located near the western intersection of Baldwin Hill Road West and Blunt Road.The area is highly desirable for its proximity to New

    Douglas Goudley WHEELER & TAYLOR REALTY CO., INC.

    0 Blunt Rd, Egremont, MA 01258
  • /85

    $1,495,000

    • 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

    Lawrence Reilly BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    124 Egremont Plain Rd, Great Barrington, MA 01230
  • /65

    $1,995,000

    • 3 Beds
    • 2 Baths
    • 2,990 Sq Ft

    87 Alford Rd, Great Barrington, MA 01230

    Welcome to Great Pine Farm, a once in a lifetime opportunity to own a stunning 200-acre horse farm, where unspoiled natural beauty meets functional equestrian amenities. A large portion of this land is thoughtfully protected by the Berkshire Natural Resources Council (BNRC), ensuring the preservation of its meadows, cornfields, woodlands, walking/riding paths and tranquil brooks. At the heart of

    Tony Segalla LANCE VERMEULEN RE, INC

    87 Alford Rd, Great Barrington, MA 01230
  • /43

    $1,890,000

    • 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
  • /61

    $3,350,000

    • 5 Beds
    • 7 Baths
    • 5,667 Sq Ft

    32 Oxbow Rd, Egremont, MA 01230

    This spacious stunning home is a true masterpiece! Set on 13+ acres w/ breathtaking mountain and pastoral views, complemented by a vast open sky. The open floor plan and expansive windows create a seamless flow between the indoor and outdoor spaces. Gourmet kitchen, great room, formal dining & living rooms are ideal for hosting gatherings. Five en suite bedrooms, including two luxurious primary

    Molly Thomas COMPASS MASSACHUSETTS , LLC GB

    32 Oxbow Rd, Egremont, MA 01230
  • /32

    $795,000

    • 4 Beds
    • 2.5 Baths
    • 2,422 Sq Ft

    367 N Plain Rd, Housatonic, MA 01236

    1880 4 Bedroom Colonial in a beautiful Pastoral setting. Open Living and Kitchen plan.Permitted wood burning stove in living room. Second floor has 3 bedrooms, one is a generously sized en-suite. Garage was converted partially for a perfect home office or 4th bedroom. Laundry facilities and half bath located on 1st floor. Outdoor space includes a deck, a partially fenced portion of yard for a dog

    Mark Rosengren LANCE VERMEULEN RE, INC

    367 N Plain Rd, Housatonic, MA 01236
  • /16

    $337,000

    • 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
  • /17

    $349,000

    • Land
    • 1.13 Acres
    • $308,848 per Acre

    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
  • /25

    $648,500

    • 3 Beds
    • 2 Baths
    • 1,631 Sq Ft

    28 Monument Valley Rd, Great Barrington, MA 01230

    Classic family home in Great Barrington. 3 Bedroom 2 Bath on almost 2 acres. First floor large Primary bedroom, wrap around porch, deck and oversized heated garage with office space above. Enjoy the Berkshires with all it has to offer; Butternut ski area around the corner, schools, Tanglewood, theaters and restaurants all conveniently located nearby.

    Mark Rosengren LANCE VERMEULEN RE, INC

    28 Monument Valley Rd, Great Barrington, MA 01230
  • /34

    $1,785,000

    • 5 Beds
    • 4.5 Baths
    • 4,632 Sq Ft

    206 Hillsdale Rd, Egremont, MA 01230

    Handsomely built with modern comfort and amenities. Meet Guests on the covered porch and welcome them into the first floor open kitchen and great room with stone fireplace. On the first floor is also the dining room, office, den, mudroom and breezy screened porch for summer drinks. First floor primary suite with sparkling ensuite bathroom and sitting room with fireplace is its own hideaway.

    Martha Piper WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    206 Hillsdale Rd, Egremont, 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 WoodThis 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
  • /6

    $134,000

    • Land
    • 1.00 Acre
    • $134,000 per Acre

    4 Bott Hill Rd, Egremont, MA 01230

    1 Acre Lot ready to go. Cleared 4/5 bedroom septic and a well all on the property. Entrance off of Bott Hill on right. Close to town easy access to main road.

    Suzann Ward HOUSATONIC REAL ESTATE

    4 Bott Hill Rd, Egremont, 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
  • /63

    $5,900,000

    • 11 Beds
    • 10 Baths
    • 9,748 Sq Ft

    25 W Sheffield Rd, Great Barrington, MA 01230

    Tullar Farm represents a rare opportunity to own a piece of history where timeless elegance meets modern comfort amidst the serenity of South Egremont's charming landscape. With its rich architectural heritage, generations of proud stewardship, and unrivaled natural beauty, this distinguished estate stands as a testament to the enduring legacy of its past and the promise of future for generations

    Elyse Morris ELYSE HARNEY REAL ESTATE

    25 W Sheffield Rd, Great Barrington, MA 01230
  • /3

    $265,000

    • Land
    • 4.37 Acres
    • $60,641 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
  • /8

    $99,000

    • Land
    • 6 Acres
    • $16,500 per Acre

    76 New York 71, Hillsdale, NY 12529

    Six acres of prime land on NY-Berkshire border. Discover your dream escape with is exceptional six-acre parcel. This property offers a rare opportunity to build your custom home or vacation retreat in an area know for its natural beauty and tranquility. Enjoy easy access to the culture and recreational amenities of the Berkshires, and the vibrant local communities of New York's Hillsdale,

    Rochelle Bartolo Beach & Bartolo Realtors

    76 New York 71, Hillsdale, NY 12529
  • /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

    • 2 Beds
    • 2 Baths
    • 12,207 Sq Ft

    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 being use as a residence. Renovate it, or build your new dream home with seclusion and privacy assured. Enjoy mountain views, spring fed ponds, endless pastures, and serene forested trails. An escape from the world and yet only minutes to town and a little over 2 hours to NY City &

    685 S Egremont Rd, Great Barrington, MA 01230
  • /6

    $125,000

    • Land
    • 2.12 Acres
    • $58,990 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
  • /3

    $475,000

    • Land
    • 14 Acres
    • $33,217 per Acre

    0 Egremont Plain Rd, Egremont, MA 01230

    Beautiful, verdant +/- 14-acre lot. Partly open and largely wooded. Just a few minutes from downtown Great Barrington. Seller will retain south portion to be subdivided before sale. All structures have been removed from the south portion. Please call for an appointment. (No trespassing.)

    Lance Vermeulen LANCE VERMEULEN RE, INC

    0 Egremont Plain Rd, Egremont, 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
    • 18 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
  • /37

    $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
  • /16

    $1,695,000 New Construction

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

    4 Thrushwood Ln, Great Barrington, MA 01230

    Luxury Living in the Heart of the Berkshiresnestled on a picturesque cul-de-sac with access to community pool, this stunning new construction spans 4200 sf, located less than a mile from downtown Great Barrington. The home welcomes you through a covered portico into a soaring cathedral great room, bathed in natural light from a wall of windows overlooking lush woodlands and a screened porch. The

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    4 Thrushwood Ln, Great Barrington, MA 01230
  • /18

    $985,000 New Construction

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

    281 Main St Unit 12, Great Barrington, MA 01230

    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, movie theater and,

    Mandy Victor-pieczarka STONE HOUSE PROPERTIES, LLC

    281 Main St Unit 12, Great Barrington, MA 01230

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