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  • For Sale

    14 Sullivan Rd

    Sandisfield, MA 01255

    $18,000,000

    Enjoy seclusion, nature, and seamless indoor-outdoor living in this extraordinary private haven in the southern Berkshires near the Connecticut border. Atwater Pond comprises 321 acres, a private 33-acre lake,...

    • Bed7
    • Bath5
    • Sqft3,800
    • MLS235739
  • For Sale
    Exclusive

    Manor House Plus 11 Buildings

    Salisbury, CT 06068

    $11,890,000

    This spectacular 85+/- acre property is a destination Educational Center. It offers a magnificent 1880 Manor House, with stunning distant Views, a Pond, and 11 additional buildings which house...

    • Bed11
    • Bath5
    • Sqft5,850
    • Acres85.00
    • EH#4642
    Listed by: Juliet Moore & Elyse Harney Morris
  • For Sale

    24 & 30 Berkshire Heights Rd

    Great Barrington, MA 01230

    $4,900,000

    A rare estate offering in the Berkshires. Breathtaking southern and western views from this historically important Great Barrington estate. Designed by Charles Platt for Charles Freer of the renowned...

    • Bed4
    • Bath3
    • Sqft6,240
    • MLS232672
  • For Sale

    6 Seekonk Cross Rd

    Alford, MA 01230

    $4,500,000

    When the Interior Design Hall of Famers were commissioned to build a family compound in the beautiful Berkshires, they first started by getting acquainted with the land. Calvin Tsao...

    • Bed4
    • Bath4
    • Sqft7,000
    • MLS233896
  • For Sale

    20 Jug End Rd

    Egremont, MA 01258

    $4,400,000

    Gracious and stately New England colonial farmhouse on 230 acres.Antique barns and outbuildings, pool with amazing views. A babbling brook runs near the house and into a small pond...

    • Bed5
    • Bath4
    • Sqft3,240
    • MLS234456
  • Pending

    535 Sheffield Egremont Rd

    Sheffield, MA 01257

    $3,995,000

    SUNSET MOUNTAIN VIEWS, PRIVACY & WONDERFUL AMENITIES IN YOUR OWN PRIVATE HOME RESORT…….Architect designed 5 br, 6 bath Contemporary with spacious open common living, stunning main level primary bedroom...

    • Bed5
    • Bath6
    • Sqft6,746
    • MLS235743
  • For Sale

    46 Bow Wow Rd

    Egremont, MA 01230

    $3,900,000

    Fully revitalized in 2021, The Freeman, with its white washed brick exterior sits like an Alsace-Lorraine chateau atop an ecologically diverse 40 acres. This southern Berkshire estate consists of...

    • Bed5
    • Bath5
    • Sqft12,589
    • MLS236337
  • For Sale

    379 West St

    Mt Washington, MA 01258

    $3,495,000

    Nestled in the MA mountain town where CT, NY, and MA meet; this extremely private magical 37 acre woodland estate has it all. Incredible western sunset views, multiple decks...

    • Bed7
    • Bath4
    • Sqft3,908
    • MLS234799
  • Pending

    212 214 Blue Hill Rd Rd

    Monterey, MA 01245

    $3,250,000

    SUPERB COUNTRY ESTATE WITH 2 HOMES AND WESTERLY VIEWS.This is, simply put, one of the best locations in the Berkshires. Set on bucolic, beautiful, Blue Hill Rd, surrounded by...

    • Bed7
    • Bath8
    • Sqft7,930
    • MLS234839
  • For Sale

    263 East Hill Rd

    New Marlborough, MA 01230

    $3,100,000

    Cookledge, is a sprawling contemporary compound spread over mountain top glacial outcroppings, with awe-inspiring views south over Connecticut and west to the Taconic Range. Nearby the Southfield Store Cafe,...

    • Bed5
    • Bath5
    • Sqft5,953
    • MLS228551
  • For Sale

    27 Hemlock Hill Rd

    Great Barrington, MA 01230

    $3,100,000

    NY architect Kenneth Nadler designed this custom built home on 43 acres ( 5.07 acres/38.46 acre lot). 4 bedrooms, 4.5 baths. Main level living room with fireplace (gas insert)...

    • Bed4
    • Bath4
    • Sqft5,497
    • MLS233686
  • For Sale

    112 Brush Hill Rd

    Great Barrington, MA 01230

    $2,995,000

    Custom-built five-bedroom Timbercraft home on 8+ acres. Private tennis/basketball court, in-ground Gunite heated pool. Pennsylvania Stone and cedar shake exterior, three-sided fireplace and Timberframe truss ceiling in great room....

    • Bed5
    • Bath4
    • Sqft5,764
    • MLS232761
  • For Sale

    78 Mountain Rd

    Mt Washington, MA 01258

    $2,990,000

    Welcome to Mount Washington, Hilltop Town of one hundred and sixty five full time residents spread out over fourteen thousand acres. The majority of which is protected land. This...

    • Bed4
    • Bath3
    • Sqft4,600
    • MLS235087
  • For Sale

    18 West Rd

    Alford, MA 01230

    $2,875,000

    Industrial Modern Chic in Alford on 11+ wooded acres, just 5 minutes to downtown Great Barrington. Designed by award-winning architects, this single level home has 5 bedrooms, 4.5 baths...

    • Bed5
    • Bath4
    • Sqft4,200
    • MLS235136
  • For Sale

    4 & 8 Boice Rd

    Egremont, MA 01230

    $2,749,000

    Unique Berkshire Riverfront Retreat offering privacy & tranquility bounded on one side by the pristine Green River (782′ frontage). Playground for all ages! Sited on 9+ rolling acres. High-end...

    • Bed6
    • Bath6
    • Sqft6,350
    • MLS233961
  • For Sale

    21 Kalliste Hill

    Great Barrington, MA 01230

    $2,600,000

    Privacy, expansiveness & spectacular views into CT! This contemporary cedar home is an idyllic, private sanctuary in a dream location featuring a hilltop swimming pool w/ stone patio, horse...

    • Bed3
    • Bath2
    • Sqft2,900
    • MLS234767
  • For Sale

    281 Main St

    Great Barrington, MA 01230

    $2,295,000

    This gorgeous and successful bed and breakfast offers a unique opportunity to live and work in the heart of Great Barrington. Each of the six exquisite suites features a...

    • Bed8
    • Sqft6,800
    • MLS233982
  • For Sale

    21 Kalliste Hill

    Great Barrington, MA 01230

    $2,100,000

    Privacy, expansiveness & spectacular views into CT! This contemporary cedar home is an idyllic, private sanctuary in a dream location featuring a hilltop swimming pool w/ stone patio, horse...

    • Bed3
    • Bath2
    • Sqft2,900
    • MLS235495
  • For Sale

    Ox Bow Rd

    Egremont, MA 01230

    $2,000,000

    A magnificent property with 360 degree views. Perfect for one estate parcel or divisible in up to four parcels. Views of Catamount and the Catskills to the west and...

    • Acres2310000.00
    • MLS234939
  • For Sale

    30 Pinecrest Hill Rd

    Egremont, MA 01258

    $1,995,000

    From the gorgeous grounds to the stunning views to the cloistered pool area with Zen pool house to the beautiful home that somehow manages to be charming, hip and...

    • Bed3
    • Bath2
    • Sqft2,791
    • MLS236155
  • Reduced

    83 Hurlburt Rd

    Great Barrington, MA 01230

    $1,985,000

    This meticulously renovated home on one of Great Barrington’s most desirable roads is perfect for both a full-time home or weekends in the country. Traditional exterior but thoroughly moderized...

    • Bed4
    • Bath4
    • Sqft3,206
    • MLS232860
  • Pending

    306 310 Main St

    Great Barrington, MA 01230

    $1,975,000

    Beautifully maintained mixed use property in prime Great Barrington downtown Main Street location. Originally a Masonic Lodge, the property now houses a realtor’s office in a spacious double-front ground-floor...

    • Bed9
    • Sqft6,156
    • Acres2875.00
    • MLS235212
  • Reduced

    684 South Egremont Rd

    Great Barrington, MA 01230

    $1,895,000

    The beautiful & historic Windflower Inn, is a terrific business or lifestyle opportunity. Built in 1850 & meticulously maintained, this rambling colonial with 13 en-suite guest rooms, several with...

    • Bed19
    • Bath17
    • Sqft17,551
    • MLS233793
  • For Sale

    104 Downs Rd

    New Marlborough, MA 01230

    $1,750,000

    LAKE BUEL WATERFRONT!! This remodeled home has tranquil lake & mountain views. The quality and attention to detail on the 3 living levels has been tastefully done, and includes...

    • Bed4
    • Bath3
    • Sqft2,500
    • MLS236023
  • For Sale New Listing

    30 Pinecrest Hill Rd

    Egremont, MA 01258

    $1,695,000

    From the gorgeous grounds to the stunning views to the cloistered pool area with Zen pool house to the beautiful home that somehow manages to be charming, hip and...

    • Bed3
    • Bath2
    • Sqft2,791
    • MLS236058
  • Pending

    453 Stockbridge Rd

    Great Barrington, MA 01230

    $1,595,000

    Perfect for large family or other looking to utilize10,000 sf plus of space for dwelling or other mixed-use purposes. Current configuration has 13 guest suites plus the owners’ apartment....

    • Bed14
    • Bath14
    • Sqft10,302
    • MLS232573
  • Pending

    602 606 Hartsville New Marlborough Rd

    New Marlborough, MA 01230

    $1,525,000

    The ultimate family and friends compound with 23 rooms, 11 bedrooms, and 8 baths in 2 houses connected by a 2nd floor porch. The main house was built in...

    • Bed11
    • Bath7
    • Sqft11,065
    • MLS233958
  • For Sale

    8 Knight Rd

    New Marlborough, MA 01230

    $1,499,000

    Opportunity Knocks.A local Winery. Here is a complete turnkey business in a great location with 5 acres and a complete vineyard. Located about 6 miles from town in a...

    • Sqft5,000
    • Acres217800.00
    • MLS224028
  • For Sale

    8 Knight Rd

    New Marlborough, MA 01230

    $1,400,000

    Opportunity to own a ”turn-key” winery business. With a field full of grape vines as your back-drop, and a great location approximately 6 miles from the center of Great...

    • Sqft4,100
    • Acres217800.00
    • MLS236341
  • Pending

    204 Hillsdale Rd

    Egremont, MA 01230

    $1,375,000

    If you’re searching for a peaceful sanctuary that you could move right into, then you’ve found your place. This lovely four-bedroom, four-bath contemporary home is tucked away in a...

    • Bed4
    • Bath3
    • Sqft3,542
    • MLS233854

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