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21 Photos
LANDVEST, INC.
$3,995,000
4 BD | 6 BA
Residential - Single Family

Pristine condition -move in ready. House sited in low tax Alford, with long winding driveway entrance in Great BarringtonVIEWS from every room with floor to ceiling windows! Completely private, not another house in site and IMPECCABLE condition. Located on 17+ acres on desirable Seekonk Cross Rd in Alford sits this remarkable state of the art 7000' contemporary. Designed by famed Calvin Tsao and Zack McKown , the massive floor to ceilings windows capture the postcard panorama from every angle as the sun moves around the C shaped configuration. The winding half mile drive is lined with a long allee of trees and mature landscaping.The setting, views, privacy, landscaping, and architectural significance make 6 Seekonk Cross Road truly a rare Berkshire offering.


25 Photos
LANDVEST, INC.
$3,995,000
4 BD | 6 BA
Residential - Single Family

Pristine condition -move in ready. House sited in low tax Alford, with long winding driveway entrance in Great BarringtonVIEWS from every room with floor to ceiling windows! Completely private, not another house in site and IMPECCABLE condition. Located on 17+ acres on desirable Seekonk Cross Rd in Alford sits this remarkable state of the art 7000' contemporary. Designed by famed Calvin Tsao and Zack McKown , the massive floor to ceilings windows capture the postcard panorama from every angle as the sun moves around the C shaped configuration. The winding half mile drive is lined with a long allee of trees and mature landscaping.The setting, views, privacy, landscaping, and architectural significance make 6 Seekonk Cross Road truly a rare Berkshire offering.


57 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$3,995,000
5 BD | 7 BA
Residential - Single Family

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 suites on both first and second floor, all offer plenty of space for guests and family. The lower level offers versatility w/ a mudroom, playroom, gym and plenty of storage. The flagstone terrace w/ pergola, outdoor kitchen and gunite swimming pool w/ hot tub provide the perfect setting for entertaining or relaxing. This home offers a peaceful retreat while still being close to all the amenities!


56 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$4,100,000
6 BD | 6 BA
Residential - Single Family

''A Perfect Place Farm'' - a Berkshires Masterpiece on 17+ AcresThe one you've been waiting for...a preeminent build in a premier location. 37 Main Rd checks off the wish list: sweeping views, modern comforts, privacy, location, and colonial era character, but in an immaculately kept turnkey 2002 home.Located in Tyringham valley, one of the Berkshires' most majestic locations, 37 Main Rd is idyllically sited on the northern slope of Tyringham valley, and faces to the southwest. The expansive front porch, sunroom, and living and sleeping quarters all are positioned to track the sun's daily arc across this picturesque east-west valley.


46 Photos
HELEN MULLANY REAL ESTATE, LLC
$4,250,000
5 BD | 6 BA
Residential - Single Family

''ROLL AWAY HILL'', A RARE BERKSHIRE OASIS! Waterfront on Prospect Lake, an incredible property and one of a kind. With over 500' of waterfront on 59 acres, this property boasts scenic Lake & Mountain views. Trails meander past stone walls and through the trees to the water's edge. Relax on the expansive front porch. A lodge like home with rooms of considerable size, offering casual comfort for daily living, entertaining and Summer fun. Nestled up a private drive, there is total seclusion where you can immerse yourself in the natural surroundings. Five Bedrooms, 4.5 Baths, two fireplaces. The charm of yesteryear remains intact. Enjoy Berkshire living at its finest in this truly magnificent setting. So much potential!


136 Photos
WHEELER & TAYLOR REALTY CO., INC.
$4,500,000
7 BD | 7 BA
Residential - Single Family

EIGHT-BUILDING ESTATE COMPOUND for discriminating buyers on quiet country road. THREE PARCELS COMBINED. Created exclusively with custom, high-end designer elements & imported materials in 2021-22. #71: MAIN HOUSE features 3 BRs, 2 1/2 baths, tiled fireplace, first floor primary BR, Club House/Guest House w/kitchen (no stove), living room, loft office or BR, extensive landscaping, heated Gunite pool, pickleball court, and studio/office/playhouse. #67: UNDER CONSTRUCTION: 6,000+/- POST & BEAM luxury 3-level, 3-BR home with inground pool & 2-BR Guest House. UNIQUE SANCTUARY w/Indonesian tub, fountain, antique fireplace, jeweled floor, koi pond. #73 GUEST HOUSE: Custom 3-BR 1 bath retreat over 3-bay garage. CLOSING PREFERRED IN OCTOBER. SEPTEMBER 27 WEDDING CONFIRMED.


20 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$4,650,000
5 BD | 5 BA
Residential - Single Family

The beauty of nature surrounds on a sleepy winding country road, this New and Truly one-of-a-kind single level home-blends modern & rustic seamlessly inside and out. 66 Magical acres w/views in every direction. Beautiful inside and outdoor spaces include a Gunite pool, sauna, outdoor shower, and patio with firepit, 4 beds plus office, 5 baths an open concept filled with natural light. 3 stunning living rooms, pool house/guest wing plus a 3 car garage, all with metal roofing. Plenty of spaces for work or meditation to meet everyones needs. Live in paradise, amazing setting, gently sloping meadow, beautiful flower beds, quiet, peaceful, private with abundant wildlife. A nature lover's dream abutting the Williams River. Build a family compound or guest home on the extra lot.


66 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$4,675,000
10 BD | 12 BA
Residential - Single Family

Set on 36 acres in the Berkshires' most coveted town, this stunning 8600 sq ft home is completely turnkey, tastefully designed, and a mere 12 years old. Turning off of bucolic West Rd, a gently winding driveway brings you past two beautiful ponds, through the woods, and arrives on a sunny plateau - nicknamed ''Ebbets Field'' and the site of this spectacular retreat. Abutting 899 acre Alford Springs Reserve, this custom-built home was thoughtfully designed to host family, friends, and guests across multiple discrete living areas. Main House. A striking glass walkway leads from the three-car garage to the vaulted-ceiling kitchen, which boasts a double-oven Wolf range and plenty of space for cooking and gathering. A light-filled dining area adjoins the kitchen, along with a large living


36 Photos
COMPASS MASSACHUSETTS, LLC.
$4,750,000
7 BD | 7 BA
Residential - Single Family

Significantly restored in 2024! Sellers have masterfully updated this legacy home w/ a cool & fresh aesthetic that preserves the integrity of its Mid-century Modern design. Updates to the 1st floor primary suite, kit, entertainment kit, bathrooms & freshly painted interiors are just a few of the improvements. The airy main living spaces w/ their expansive sliding glass doors offer sublime views of the resort-like grounds complete w/ manicured lawns, patios, in-ground pool, playground, newly resurfaced tennis/pickle ball court, gardens curated by a Master Gardener & distant mountain views. The 7 bedroom, 7 bathroom estate w/ 8200 sq ft of versatile living space prominently sited on 57+ acres is 3 hours to NYC and 2 Hours to Boston!


50 Photos
STONE HOUSE PROPERTIES, LLC
$5,485,000
13 BD | 14 BA
Residential - Single Family

The Kemble, a registered ''Great Estate'' built in 1881 is located in the heart of the thriving downtown Lenox business district. This classic Colonial Revival building has recently been refreshed with modern furnishings and decor, repurposed as a luxury rental property, and is being offered as a turn key operation. With grand gathering spaces, a well equipped kitchen, handsome mahogany bar, and 13 en-suite bedrooms, the property can easily accommodate groups of 20+ and is frequently rented to wedding parties, corporate retreat groups, and multi-generational family retreats. Stays can vary from a weekend to month or longer. Guests can choose to bring in cooks, bartenders, and waitstaff, if desired. Manicured lawns and gardens. Breathtaking views to the west. Fully ADA compliant.


46 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$5,500,000
8 BD | 7 BA
Residential - Single Family

CROW HOUSE - An Enchanting Private Stone-and-Timber Compound in Monterey.One of Berkshire County's most atmospheric and luxurious properties, this stone-and-timber 52-acre compound, which abuts thirteen thousand acres of protected State Forest, is a magical world unto itself. A winding driveway through horse pastures leads under a Porte cochere to a European-style courtyard, where a pergola draped in wisteria links the entrances to the five-bedroom, five-bath main house, the three-bedroom, two-bath guest house and a terrace with an outdoor dining pavilion.


64 Photos
ELYSE HARNEY REAL ESTATE
$5,900,000
11 BD | 10 BA
Residential - Single Family


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$5,950,000
14 BD | 13 BA
Residential - Single Family

On the crest of Woodruff Mountain, moments from The Southfield Store, York Lake, and area amenities, a classic country estate awaits. Its centerpiece is a stately 5BR, 5000sf, c. 1798, Georgian-Federal home, set on a 232-acre property encompassing a 3,550sf historic barn, smaller barns & run-ins, gardens & green house, Gunite pool & pool house, tennis court, fields, pastures, stream, mile-long trail abutting Sandisfield State Forest, and 5-acre spring-fed pond, all arranged for maximum livability and delight. You'll be pleased with the elevator, generator, & other mod cons, and charmed by historic details, stunning vistas, & untrammeled view of the star-studded night sky. Not enough? A 6,000sf guest house with four apartments suggests myriad uses for guests or income. Perfectly beautiful.


85 Photos
STONE HOUSE PROPERTIES, LLC
$5,999,000
9 BD | 9 BA
Residential - Single Family

Experience tranquility in this zen-inspired home, nestled among striking rock outcrops with breathtaking views. Enjoy a seamless transition from the comfort of your architecturally designed contemporary haven to the surrounding natural beauty. Constructed with steel, glass, concrete, and wood, this stunning masterpiece is set on nearly 120 acres of protected land. Revel in hiking, biking, and exploring your private trail system, with nearly a mile of frontage along the serene Williams River, all just minutes away from downtown Great Barrington.The large, open chef's kitchen, featuring an oversized concrete fireplace, is the perfect space for gatherings with friends and family. Unwind in the living room, complete with a cozy fireplace, and feel at one with the outdoors.


26 Photos
HOULIHAN LAWRENCE, INC
$6,000,000
5 BD | 7 BA
Residential - Single Family

This Andrea Palladio inspired villa enjoys breathtaking views and incredible amenities all tastefully designed and set perfectly in a pastoral setting of flourishing fields and lush forest. This estate is a mere 20 minutes by helicopter, 2 hours from Manhattan by automobile. The drive to the villa starts with a gated entrance that brings you through stately apple orchards, rolling fields, stands of white birch and fern groves. One feels transformed upon entering this palace of tranquility and harmony. Arriving at the granite cobbled courtyard ringed by copper beech, you are greeted by the home's distinctive limestone and stucco facade highlighted by traditional and more modern Palladian details.


49 Photos
NEPONSET VALLEY REAL ESTATE, INC.
$6,200,000
11 BD | 15 BA
Residential - Single Family

Houses like this do not come along often! Two magnificent houses on 2.7 acres of serenity. The 17 Room mansion boasts Victorian architecture with modern luxuries. Named the Taggart house, this property has hosted celebrities and guests for many years. Almost 9000 square feet including a ballroom! Continue operating the business or live in it as your dream home. The rear guest house is a 4,500 square foot modern post and beam farmhouse built in 2006 with many beautiful recent renovations. Kayak from your private beach on the Housatonic River, stroll into Town and all that Stockbridge has to offer.


73 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$6,500,000
3 BD | 6 BA
Residential - Single Family

Atwater Pond is a remarkable 321-acre retreat in southern Berkshire County. An immaculately renovated mid-century house and 1920's guest cottage sit on the edge of a 32-acre, spring-fed pond, surrounded by hundreds of acres of pristine forest. Year-round recreational opportunities abound and a 4+ mile trail system winds through the property. Additional features include multiple docks, historic boathouse, deep water swimming hole, paddock with run-in shed, and 23' Airstream trailer. Truly the best of both worlds, the property is supremely private, yet conveniently located to take full advantage of everything the Berkshires offer. Boston and New York City can be reached in 2.5 hours or less, Bradley International Airport is only 45 min away. Offered turnkey.


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

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/ 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.


52 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$6,950,000
7 BD | 6 BA
Residential - Single Family


65 Photos
STONE HOUSE PROPERTIES, LLC
$9,750,000
4 BD | 5 BA
Residential - Single Family

Located in a gated community of large acreage land holders and highlighted in Interior Design Magazine, sits this exquisite and truly special property. The main house is a stunning post and beam contemporary masterpiece built with the highest quality materials and a curated aesthetic that draws the outdoors within. Glass, wood, steel and textiles compliment each other to create a space that is inviting and cozy while also being edgy and hip. A gunite pool encased by stone walls sits just beyond a wall of glass. Two equally designed and inviting guest cottages sitting just steps away are perfect for friends and family. Continue beyond the complex, past a couple crystal clear swim ponds and you'll end up at one of the most jaw dropping premier building sites in the Hudson Valley with views

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