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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


40 Photos
STONE HOUSE PROPERTIES, LLC
$4,900,000
8 BD | 7 BA
Residential - Single Family

Welcome to an extraordinary lakefront estate on the shores of Pontoosuc Lake, an offering that sets a new benchmark for luxury living in the Berkshires. With over 18,700 square feet of total space, including exceptional garage capacity ideal for car collectors or hobbyists, this remarkable property offers unparalleled scale, versatility, and setting.The main living area showcases a thoughtfully designed open floor plan that flows seamlessly toward the water, ensuring the views are always front and center. Enjoy sweeping northern-facing vistas of Pontoosuc Lake, Mount Greylock, and the surrounding Berkshire hills. Whether relaxing on the expansive deck, swimming in the in-ground pool, or departing from your private dock, the connection to nature and water is ever-present.


24 Photos
PREFERRED COUNTRY PROPERTIES

PRIME VISIBILITY off main route to Berkshires. 4,000 sqft Building in excellent condition w/large, open rooms on first level including wood-burning fireplace and eat-in, Cherry kitchen w/Shaker cabinetry - all new, bright lighting throughout- second floor offers 4 large offices/bedrooms - 4 bathrooms - hardwood floors throughout - private rear deck - available separately: original 2,000+ sqft POST & BEAM BARN - large parking lot - in hamlet center moments to Old Chatham, Berkshires, Chatham Village and half-hour to Capital District via I90/Parkway exit one mile away - endless possibilities - caf, restaurant, cyber caf, professional offices, yoga, meditation, massage, acupuncture, music/dance lessons, art studio...


56 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$899,000
3 BD | 4 BA
Residential - Single Family

Experience the pinnacle of refined living in this reimagined masterpiece, meticulously renovated by a premier local design/build firm, Wingate Ltd. Spanning three levels and 2,748 square feet of bespoke living space, 594 Shunpike Road offers a rare blend of architectural drama and modern efficiency, situated on one of the most scenically stunning corridors in all of Berkshire County.The Setting: Scenic Sanctuary - Your journey home begins along a road celebrated for its breathtaking beauty. The drive leading to Shunpike Road is a quintessential Berkshire landscape, dotted with historic family dairy farms, rolling open pastures, and sweeping views of dramatic mountain vistas. This property offers a front-row seat to the changing seasons and the quiet majesty of the New England countryside


25 Photos
PREFERRED COUNTRY PROPERTIES
$550,000
4 BD | 4 BA
Residential - Single Family

4,008+/- sqft 1850 Greek Revival in excellent condition w/large, open, bright rooms on first level including wood-burning fireplace and eat-in Cherry kitchen w/Shaker cabinetry - updated/bright lighting throughout- second floor offers 4 large bedrooms - 2 full / 2 half baths - period hardwood floors throughout - private rear deck... Period 2,000+ sqft POST & BEAM BARN - large driveway/parking area... in hamlet center moments to Old Chatham, Berkshires, Chatham Village and half-hour to Capital District via I90/Parkway exit one mile away - endless possibilities - beautiful large home or rent as cafe, restaurant, cyber cafe, professional offices, yoga, meditation, massage, acupuncture, music/dance lessons, art studio... minutes to Berkshire border


29 Photos
RED HORSE REAL ESTATE
$469,000
3 BD | 3 BA
Residential - Single Family

Riverfront on Silverbrook, Feels like new. Beautiful Setting. 3 bedrooms 3 baths. Sit on the back deck and watch the water flow. Inside you will find a huge kitchen with stained concrete counter tops and Stainless appliances. Primary with full bath is on the main floor along with laundry and a 1/2 guest bath. Upstairs 2 large bedrooms with a full bath. The lower-level family room is partially finished with windows and a double glass door to back yard. A Beautiful Berkshire home. Move in ready. Low taxes, wood floors, front rocking porch. Perfect


80 Photos
LAMACCHIA REALTY, INC
$1,400,000
4 BD | 4 BA
Residential - Condo/Townhouse

Welcome to elegant single-level living in one of Lenox's most coveted locations. Ideally positioned on prestigious Saint Andrews Drive, this exceptional home offers privacy, comfort, and stunning views--just minutes from the heart of the Berkshires.This expansive 3,379-square-foot residence features four bedrooms and four full baths, thoughtfully designed for both everyday living and entertaining. Each bedroom includes its own private bath, ensuring comfort and privacy for family and guests alike.A grand living room with soaring ceilings and a double wood-burning fireplace flows seamlessly into a cozy den, separate office, and formal dining room. The gourmet eat-in kitchen is beautifully appointed and enhanced by custom woodwork and artistic tile details throughout.


36 Photos
LAMACCHIA REALTY, INC
$399,000
3 BD | 1 BA
Residential - Single Family

Pride of ownership shines throughout this well-cared-for property offering lake rights and a long list of meaningful improvements spanning nearly two decades. Inside, you'll find a home that's been continuously upgraded with a remodeled kitchen and bathroom, updated windows, including a bright bay window in the living room. Both the boiler and roof have been replaced. The three-season room adds flexible living space and connects seamlessly to the back porch--perfect for relaxing or use as a home office. The entry ramp leads into a mud room that connects the house, garage and back porch.


27 Photos
LAMACCHIA REALTY, INC
$224,900
3 BD | 2 BA
Residential - Single Family

This 3-bedroom, 2-bath home is a great starter opportunity. The flexible layout includes a convenient first-floor bedroom with two additional bedrooms upstairs. The living room and dining room have been freshly painted and feature new vinyl flooring. A spacious kitchen offers plenty of room for cooking and gathering. Outside, enjoy a fenced-in backyard and a detached one-car garage for added storage and parking. A solid home with practical updates and great potential.


55 Photos
LANCE VERMEULEN RE, INC
$935,000
4 BD | 3 BA
Residential - Single Family

This is the one you've been waiting for. A classic mid-century home on over 4 private acres, offering the ultimate Berkshire lifestyle. The bright, open-mid century floor plan provides a seamless flow, while two fireplaces add classic comfort. The home features 4 bedrooms, 3 baths, large office and a media room, offering flexibility for family and guests. Outside, your private resort awaits. A beautiful heated swimming pool and a dedicated tennis court provide endless recreation. The expansive grounds, located at the end of a quiet road, guarantee unmatched privacy. Plus, a large solar array and new heating system drastically cuts utility costs. Enjoy total seclusion while being in the middle of everything that makes Great Barrington one of the most desirable towns in the Berkshires.


16 Photos
360BERKSHIRE REALTY GROUP
$125,000
3 BD | 2 BA
Multi-Family

Centrally located two family. Located a short distance from Downtown North Adams , Mass MoCA and Groundart Studios. The home is currently being used as single family. The second egress to unit 2 will to be restored.The property is a double lot. There is a building lot to the left of the existing home.


16 Photos
360BERKSHIRE REALTY GROUP
$125,000
3 BD | 2 BA
Residential - Single Family

This is currently occupied as a single family. It is a Centrally located two family. Located a short distance from Downtown North Adams , Mass MoCA and Groundart Studios. The home is currently being used as single family. The second egress to unit 2 will to be restored. The property is a double lot. There is a building lot to the left of the existing home.


22 Photos
360BERKSHIRE REALTY GROUP
$235,000
3 BD | 1 BA
Residential - Single Family

Discover the charm of this inviting 2-bedroom, 1-bath detached home, offering 1,388 square feet of comfortable living space. Nestled on a quiet dead end street, this property provides peace and privacy while being just minutes from downtown North Adams, Mass MoCA, and local amenities. Enjoy scenic views across the valley to the mountains, bringing natural beauty right to your doorstep. With the flexibility of two to three bedrooms, this home is perfect for those seeking both convenience and tranquility in a desirable location. Don't miss your chance to make this delightful property your own!Seller updated electric service, panel and wiring updated at that time where needed. 200 Amp Service, 50 Amp RV outlet. New sewer line from the house to the main line.


32 Photos
360BERKSHIRE REALTY GROUP
$200,000
8 BD | 4 BA
Multi-Family

This is a four-family property. Property is VACANT. Seller is conveying lot 56-A & Lot 56-B Updated mechanicals ready for the next owner to complete. Each unit has 2 bedrooms, 1 bathroom, and a bigger living room space with windows that allow lots of natural light to shine through. The kitchen is a moderate size giving enough area for people to maneuver. The property is located close to schools, restaurants, convenience stores, Mass College of Liberal Arts, and Mass MoCA.


27 Photos
360BERKSHIRE REALTY GROUP
$299,000
3 BD | 1 BA
Residential - Single Family

Nestled in a quiet North Adams neighborhood, this well-maintained single-family ranch offers comfort, convenience, and beautiful mountain views. Built in 1972, the home features 3 bedrooms, 1 full bath, and 1,096 sq. ft. of living space on a spacious 1-acre lot.Enjoy the cozy sunroom with a wood stove, perfect for relaxing year-round, along with the front deck ideal for taking in the peaceful surroundings. The property also includes a one-car garage under the home adding additional storage space. The is also a detached oversized two car garage.Located just minutes from Mass MoCA, MCLA, and local schools, this home combines a serene setting with easy access to North Adams' cultural and educational attractions.