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53 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$3,750,000
4 BD | 4 BA
Residential - Single Family

Perched dramatically on a 18 acre very private mountainside, this brand-new modern home overlooks the sweeping beauty of the Berkshire Hills. A long, winding driveway builds anticipation as it ascends, ultimately revealing striking contemporary architecture framed by panoramic sunrise views. Designed to embrace the natural landscape at every turn, this residence delivers a serene, elevated living experience unlike anything else on the market.The first floor features an impressive great room with soaring timber beams, an elevated Malm fireplace, and floor-to-ceiling glass that captures the surrounding vistas. A gourmet kitchen imported in its entirety from Germany anchors the main living space with exceptional craftsmanship and modern sophistication. Radiant heat throughout the main


53 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$3,750,000
5 BD | 8 BA
Residential - Single Family

April Hill, an exquisite 1850 Greek Revival masterpiece. This architectural gem has been carefully restored and enhanced to exceptional standards, preserving its storied heritage while seamlessly integrating contemporary conveniences. The exceptional property features an elegant Main House, inviting Guest Cottage, Potting Shed/Studio and Barn. Framed by breathtaking panoramic vistas, the estate showcases classic stone walls, a serene spring-fed pond and a heated saltwater pool. The impeccably maintained lawns and expertly designed grounds establish a pristine country retreat. Premium upgrades include superior rock wool insulation throughout. Perfectly positioned just minutes from Tanglewood's celebrated performances, fine dining and thriving cultural attractions in the Berkshires.


49 Photos
Compass Massachusetts, LLC
$3,785,000
7 BD | 3 BA
Residential - Single Family

Blue Hill Farm: an 1820 Center Hall Colonial farm and farmhouse in excellent condition on 249 high acres with organic hay meadows and pastureland, an apple orchard, woodlands, gardens, tennis court, a 1970's caretaker/farmer's house and multiple barns. The main house has 6/7 bedrooms and three baths, along with a three-car attached garage. The property consists of seven parcels of contiguous land surrounded by the Umpachene River on three sides. There are long views to the west of the Taconic Range from inside and outside of the home, and a grouping of supportive barns to the south across a very rarely traveled, narrow dirt road. Offered for the first time since 1967, this is truly an unusual and rare offering with development possibilities featuring extraordinary views.


86 Photos
LANCE VERMEULEN RE, INC
$3,995,000
5 BD | 7 BA
Residential - Single Family

Iconic only begins to describe this rare union of sophistication & natural splendor. Spanning 40+ secluded acres of rolling meadows, forested trails, & sweeping mountain views, this remarkable estate has welcomed world-renowned artists & hosted unforgettable gatherings, from summer soirees to intimate retreats.At its heart is the Great House--a 6,000 sq. ft. architectural masterpiece by renowned sustainable architect Allan Shope. Thoughtfully placed within the landscape, the residence reveals itself at the end of a winding, art-lined drive. Inside, soaring ceilings, an open & airy floor plan, & an indoor pool create an atmosphere of timeless elegance. With 5 bdrms, 7 bths, & separate guest or staff quarters, the home is designed for both hospitality & privacy.


55 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$4,300,000
7 BD | 8 BA
Residential - Single Family

Brooke Astor's COBBLE HOUSEWhere Land, Light, and Legacy ConvergeTYRINGHAM VALLEY BERKSHIRE COUNTY MASSACHUSETTS$4,300,0005,885 square feet7 bedrooms8.5 bathrooms27.9 private acres1909 Harrie T. Lindeberg design2,321 +/- feet road frontageThe Valley That Time ForgotThe drive through Tyringham Valley never fails to quiet the soul. Past stone walls that have marked these fields for centuries, through meadows where The Shakers once pastured their sheep, toward the ancient drama of the Cobble--206 acres of exposed bedrock thrust skyward by tectonic forces that shifted the very bones of the earth millions of years ago. Here you find what Tyringham Valley has always offered--that profound quiet that restores and renews.MORE OF THE STORY BELOW


77 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$4,500,000
5 BD | 6 BA
Residential - Single Family

Introducing 
FREE QUARTER FARMNearly 1,500 Acres | Sandisfield, the Southern Berkshires | $4,500,000Miles of private trails for hiking, hunting, fishing, horseback riding - your own wilderness preserve134+ acres not in conservation with 1,489 feet of road frontage - craft your legacy5BR/5BA timeless home built for this wildly beautiful placeStand between your home, overlooking your private lake, and your barns, Turn 360 degrees--everything you see you could own. Pure sanctuary in the highest possible sense.Nearly 1,500 acres where Thorp Brook winds through marshlands, Seymour Mountain rises to 1,682 feet, and miles of trails beckon for every outdoor pursuit. The kind of American dream that exists now only because someone saved it, after they assembled this dream.


60 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$4,950,000
7 BD | 9 BA
Residential - Single Family

Gated Berkshire Stone Estate in exclusive Pinecroft compound with Canyon Ranch Living and its 125 maintenance-free acres. Optional membership. Turnkey home features elevator, 300-year-old reclaimed timber floors and large gourmet kitchen. Great room boasts floor-to-ceiling stone fireplace, wet bar, Nano doors to screened lanai. Two primary en suite bedrooms with cedar closets. Lower level: gym, sauna, 8-seat hi-def theater, wine cellar, massage room, en suite bedroom/office and a soda fountain. Elegant outdoor living includes heated gunite saltwater pool/spa, firepit, pool house with guest suite and fully equipped kitchen. Heated driveway and garage. Near downtown Lenox, Tanglewood and Berkshire arts.


82 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$4,995,000
5 BD | 6 BA
Residential - Single Family

East Hill Farm offers 227 acres of protected quiet, anchored by an elegant 1798 Farmhouse. A private hilltop world protected over generations. Main house: 5BR, 5.5BA, 5,000sf; 5 fireplaces; unusually high ceilings, wide-board floors, antique glass, rooms that hold the light, views that connect. Preservation-level integrity; graceful, welcoming. A complete estate that can also be a working-farm: barns + outbuildings, pastures, trails, pond, orchard, pool, greenhouse, tennis. A vast former Arabian horse barn, now guest compound, or for you to reimagine. For those who love historic properties, expansive land, & gardens and grounds shaped over two centuries. Preserved with rigor, lived in with joy, and rooted in the land and history that defines the Berkshires. Read the whole story


71 Photos
ELYSE HARNEY REAL ESTATE
$5,650,000
11 BD | 10 BA
Residential - Single Family

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 to come. Set on 67 +/- park-like acres this property offers 3 unique residences, a mature specimen tree farm, a spring-fed pond, wooded walking trails, and captivating views of the distant mountains all just a stone's throw away to restaurants and shops. At the heart of the estate stands The Tullar House; a well-preserved and substantial 6-bedroom 5,000+ sq ft antique Dutch Gambrel dating back


56 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$5,900,000
7 BD | 8 BA
Residential - Single Family

Mountain views, historic charm, hiking trails and 100 private acres, just minutes to everything Hudson....what's not to love. Say hello to your new Hudson Valley venture. As you pull up the winding tree-lined drive its like entering another world; serene and welcoming. The grand estate slowly comes into view. A stately Manor house sits on a lush hilltop, a three bedroom cottage nestled along the way and a 5,600 sf multipurpose barn adds to the appeal. Originally built for the friend of famed Hudson River artist Frederic Church, this gracious Eastlake Victorian, illustrates the streamlined beauty of clean lines and good bones. Stroll through her light-filled rooms to discover this spacious Manor house has been thoughtfully transformed into a 7 Bedroom, 8 Bathroom hospitality venue.


66 Photos
WILLIAM PITT SOTHEBY'S - SALISBURY
$6,850,000
5 BD | 4 BA
Residential - Single Family

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/ potting room and a studio space. The Gunite pool is surrounded by an espaliered apple tree fence & generous stone terrace. The large screened pool house includes 1/2 bath, outdoor shower, kitchenette & massive fireplace. Further from the house is the barn complex consisting of a 2 bedroom apartment with yard & patio, separate studio apartment and 4 garage bays, a barn, and cutting gardens.


46 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$7,250,000
6 BD | 7 BA
Residential - Single Family

A rare French Manor estate gracing one of South Berkshire's most scenic and sought-after country roads, this extraordinary 45+/- acre sanctuary offers unmatched privacy, panoramic mountain views, and a setting of timeless beauty. Bordering protected state forest, the property unfolds across rolling meadows, tranquil ponds, and a gently flowing brook--creating a secluded retreat that feels worlds away, yet remains moments from the cultural heart of the Berkshires. It is awaiting buyers final finishes.


65 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$12,500,000
4 BD | 6 BA
Residential - Single Family

A Home like no other. You will simply not find a Property like PIERCE PEAK, anywhere. AIA Award Winning Architectural Design by Burr & McCallum, crested upon the summit of Cunningham Hill. Cleared for HELIPAD . Open plan living with Indoor and Outdoor Living Rooms. Gourmet Kitchen, 2 Primary and 2 connnected Loft spaces. 2 Bedroom Guest Quarters. Gym. Infinity Pool w/Bar, Fireplace and Outdoor Shower. 360 Degree views of NY and Mass. 6 Acre Equestrian / Hobby Farm included with this 31 acre Estate. State-of-the-art Mechanicals include the efficiency of Geo-Thermal Heating & Cooling. On-site Generator, Security Gate and Privacy galore. On the NY and Massachusetts border. Close to all Berkshire and Hudson Valley attractions. A must see for those who seek the extraordinary. (see Video)

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