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49 Photos
BERKSHIRE PROPERTY AGENTS, LLC
$1,595,000
3 BD | 3 BA
Residential - Single Family

This custom built post and beam home was thoughtfully constructed by a craftsman; sited on the west slope of the property with views of Mt Everett. The main floor offers a free flowing open plan with high ceilings and good gathering space; large kitchen with island, living with fireplace, dining area and nook. There is also a bedroom and full bath near the entry mud room. Upstairs you reach a landing, also facing the view. A few more steps takes you to the primary suite with walk-in closets, shower and soaking tub. Tucked up in the top is another room with a view. Lower level has a den, workspace, laundry, another guest bedroom and bath that open out to the patio. New HVAC, new roof with solar and Tesla battery, frontage on the Whiting River; this property transports you away from it all.


55 Photos
HELEN MULLANY REAL ESTATE, LLC
$1,600,000
8 BD | 4 BA
Residential - Single Family

The Perfect Retreat! FOUR BROOKS FARM, owned by the De Kay Gilder Palmer Family since 1898, is now available. This exceptional property embodies idyllic country living in the heart of The Berkshires. This historic property consists of the Main House, Guest Wing, Barn with Tack Room, Roman Walled Garden with Sunrise/Sunset window, Stonewalls, Pastures, Trails & Views . Ready for restoration to former glory, many recent improvements have been completed. Rolling meadows, gardens, stone walls and views! Rich in history, with so much potential to be a cherished Berkshire retreat. Close proximity to notable area cultural attractions . Reportedly visited by notables such as Mark Twain and Grover Cleveland...


40 Photos
LANCE VERMEULEN RE, INC
$1,650,000
5 BD | 4 BA
Residential - Single Family

Pristine, custom-built home in a lovely Lenox neighborhood. Close to downtown, this beautiful one-owner home on a corner lot has plenty of space to relax and enjoy the peaceful setting. Three beautifully appointed levels, with high-end finishes throughout, are thoughtfully laid out to include five bedrooms and four full baths. A true primary suite, with a luxurious soaking tub and expansive walk-in closet add to the comfort and convenience of the home, while the soaring ceilings and light-flooded rooms provide the wow factor. This home makes quite an impression the moment you walk in. A chef's kitchen overlooks a beautiful family room, with a gas fireplace and picture windows framing the view of the partially wooded lot. The dining room is also open to the kitchen, giving


59 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$1,750,000
2 BD | 3 BA
Residential - Single Family

Maya Lin Masterpiece. Evoking the serenity and simplicity of the Japanese courtyard aesthetic, this extraordinary home, Maya Lin's first residential conception, stuns in the purity of its design and materials, in the singular curvilinear articulation of its roofline, and in the liberal use of fieldstone, slate, cherry, maple and ash in restrained architectural elements yielding a rich yet exquisitely understated ambience. The graceful rooflines reflect the swells and hollows of the distant hills, and define as well the interior spatial configuration and elevations. Upon entering through the front door a glimpse of the lovely central courtyard hosting Japanese maples and koi pond lies ahead. The main living area opens both to this intimate courtyard and to a deck with the inspiring view.


34 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,785,000
5 BD | 6 BA
Residential - Single Family

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. Upstairs, three more large ensuite bedrooms for the crew. One-car garage located off the first floor for easy access to the kitchen, two oversized garages below. Located at the end of a shared private drive with similar homes, and maybe some new friends, this retreat will be home base for all of your Berkshire adventures.


38 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,790,000
4 BD | 4 BA
Residential - Single Family

Nestled three miles from the heart of downtown Great Barrington, this contemporary oasis offers a designer details and breathtaking 360-degree views. A wood burning stove invites warmth and comfort, beamed ceilings, designer lighting, and wide plank wood floors add a touch of elegance. Chefs kitchen and soaking tub beckon for indulgence, while the main floor primary bedroom with a wraparound deck offers a private retreat. A second primary bedroom on the second floor provides additional luxury.


87 Photos
FAIRGROUND REAL ESTATE, INC
$1,850,000
4 BD | 4 BA
Residential - Single Family

Location, location Location heated pool and tennis courtPerched on one of Hillsdale's most bucolic and quiet roads, everything about this 1800s cedar shingled property says, Welcome home.'' Its owners painstakingly transformed the center hall colonial, bringing more brightness to the first floor. The airy kitchen has granite counters, and includes a Viking stove and Miele dishwasher, and opens to a three-season porch with a Vermont Casting propane stove. The four bedroom home has 3.5 baths (including a 5x6' Whirlpool tub in primary bath, conveniently located on main floor with a door that leads to a quiet patio). The stately living room has a working fireplace, as does the primary bedroom. The meticulously maintained property includesd tennis court and heated swimming


48 Photos
MAPLE AND MAIN REALTY, LLC
$1,850,000
4 BD | 5 BA
Residential - Single Family

An outstanding rarity in Northampton - an exquisitely designed and built Contemporary hilltop residence with sweeping southeasterly views. With over 6000 sq. ft, 6+ acres of land with trails abutting 17 acres of conserved land, this property has it all - from a luxurious 1st floor primary bedroom suite with 2 walk in closets, jacuzzi tub and private deck overlooking the vista, to the gourmet kitchen that opens to the living room & masonry fireplace. Other features include a 2nd en-suite bedroom on the main level, a sun room and private office plus a loft used as an artist's studio. Downstairs there are 2 bedrooms with a bathroom suite, media room, game room, indoor Endless lap pool with state of the art ventilation system. The 3-car garage has an exercise room above. Outside you'll find


41 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$1,895,000
5 BD | 5 BA
Residential - Single Family

High Mowing, is a magical Williamstown estate spread over fifteen glorious acres, and nestled in the hills less than 5 minutes from Williams College. This exquisitely welcoming home is different from any other property in the Berkshires, and it seamlessly integrates beautiful nature and sophisticated culture in an incomparable and eclectic way. The property has been meticulously developed with an artist's eye and a craftsman's hand to blend perfectly with its environment, complementing the colors and textures of surrounding fields, woods, and mountains, exposed under the huge open sky of day and starry nights.


37 Photos
COLDWELL BANKER REALTY WESTFIELD
$1,900,000
3 BD | 3 BA
Residential - Single Family

Nestled along the pristine shores of Otis Reservoir, this exceptional lakefront home offers a perfect blend of modern luxury and natural beauty. With 147 feet of exclusive frontage on the reservoir, this west-facing property provides breathtaking sunset views and an unparalleled living experience.Exquisite Design and Comfortable LivingBuilt in 2011, this home showcases meticulous craftsmanship and thoughtful design. The spacious layout includes three well-appointed bedrooms and three full bathrooms, ensuring comfort and privacy for family and guests alike. The home has dock, multple decks, gardens, hot tub and more!


58 Photos
REAL LIVING REALTY PROFESSIONALS
$1,900,000
5 BD | 7 BA
Residential - Single Family

Imagine the feeling of being on the front of a cruise ship each morning from the primary bedroom of this gorgeous waterfront home. You will be spoiled by this Otis Reservoir gem! The waterfront boathouse has 2 bedrooms, a full kitchen, bath and even it's own fireplace. All chapter 91 permitted and ready for you! Being nestled in a quiet cove allows for the words: unique and perfect for describing the location. All providing for a swim, paddle or simple enjoyment on even the busiest boating days. Large spacious bedrooms and socialization areas both inside and out. No better place to start a chapter of your amazing Berkshire memories!


39 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,985,000
4 BD | 4 BA
Residential - Single Family

Country Elegance Meets Historic Charm on 69 Acres! This meticulously reconstructed antique residence, designed by a local architect, blends rustic sophistication with historic allure. The home features a chef's kitchen with granite countertops, Wolf appliances, and a Sub-Zero refrigerator. Original wide pine floors in the historic section seamlessly match the new additions. Equestrian enthusiasts will love the USDF regulation dressage arena, grazing pastures, and a thoughtfully designed horse barn with a heated tack room, a wash stall with hot and cold water,, and a hay loft for over 800 bales. Additional amenities include a detached equipment workshop. This property offers access to the Berkshires' cultural attractions to the west and Northampton's academic hub to the east.


52 Photos
LANCE VERMEULEN RE, INC
$2,295,000
4 BD | 3 BA
Residential - Single Family

This custom built home is situated on a hilltop, offering a private and peaceful setting with scenic views. 4 bedrooms, 2.5 baths and a fully finished basement with a separate exterior entrance. A spacious living room boasts cathedral ceilings with a walk out patio for entertaining and taking in the views. In the kitchen, a butcher block island is surrounded by granite counters, with a cozy and quaint breakfast nook. Cathedral ceilings continue into the first floor primary suite featuring 2 walk in closets, a propane fireplace and large ensuitewith a soaking tub. Upstairs, 3 additional bedrooms share a hall bath. This home includes central air conditioning, propane heating, underground electric and a full house generator for added convenience and comfort. The property spans over 35 acres,


77 Photos
LANCE VERMEULEN RE, INC
$2,495,000
4 BD | 5 BA
Residential - Single Family

Set on 20 private acres of pasture & woods, w/riding trails & pond, this fully equipped equestrian farm consists of a 4 bedroom residence, stable with apartment, indoor arena & bucolic grounds. This stunning contemporary home features a gorgeous, well-outfitted chefs kitchen w/walk-in pantry, towering ceilings & wall of glass. Formal dining room is accessed through butler's pantry. Bright & inviting den w/cathedral ceiling. Anchored by stone fireplace, the living room opens to wood deck w/stone walls & hot tub overlooking the pastoral scene. A custom built office, half bath & small den w/door to outside complete the first floor. Upstairs, a dramatic primary suite w/fireplace, balcony, skylights, cathedral ceiling, 2 walk-in closets & bathroom w/soaking tub. Also on this floor is a 2nd


100 Photos
WHEELER & TAYLOR REALTY CO., INC.
$2,500,000
6 BD | 5 BA
Residential - Single Family

4 BUILDING ESTATE MAIN HOUSE, GUEST HOUSE, CLUB HOUSE, STUDIO, GUNITE POOL.MAIN HOUSE: 3 bedrooms, 2 1/2 baths, first floor primary/ensuite, tiled wood burning FIREPLACE, open floor plan, radiant heat, LR upstairs with wet bar & GAS INSERT, attached garage, dog washing station. SAUNA, HOT TUB.CLUB HOUSE: kitchen (no stove), living room, full bathroom, LOFT for office/bedroom. DECK custom gas fireplace. A/C.GUEST HOUSE: Custom 3 bedroom1+1/2 baths over 3 car garage. Cherry cabinets, upscale appliances, Tiled bath, laundry, high end lighting, outdoor patio. Storage.STUDIO: running water and electricity. Extensive LANDSCAPING,Heated GUNITE POOL,PICKLE BALL COURT,GAZEBOAMAZING GARDEN STATUARY. LIMITED SHOWINGS.SUMMER RENTAL.OCTOBER CLOSING.


64 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$2,500,000
4 BD | 6 BA
Residential - Single Family

Tucked in the Berkshires of Western Massachusetts, this Williamstown contemporary boasts over 7,000 sq. ft. of undeniable form and function mixed with the highest degree of finishes. It's been said that homes can be duplicated anywhere, but a setting with unique and rare attributes cannot. Gently Sited amidst a spectacular 34-acre backdrop bordering 8,000 +/- acres of protected land is incredibly rare. Architecturally designed to contour with the natural topography of the site greatly reduced disturbance when built. This multi-tiered footprint affords picturesque sunset views of the village below and Berkshire hills beyond. Watch a soccer game at Cole field from your Gunite pool, walk to the village for dinner or go hiking on Chestnut/Pine Cobble Trails right off your property...


52 Photos
BIRCH PROPERTIES
$2,950,000
6 BD | 7 BA
Residential - Single Family

CONTEMPORARY ESTATE | LENOXLOCATION, LOCATION....SECONDS, not minutes, not miles to the main gates of Tanglewood, this secluded and private contemporary, renovated and expanded in 2020 (built 2017) by master craftsmen offers expansive and impressive entertaining spaces indoors and out. Soaring ceiling heights and upper level gallery invite light from every direction balanced by the warmth of mahogany and cherry woods. Designed for easy and elegant living from the chef's kitchen to dining areas, to exquisite bathrooms and guest rooms this wonderful property offers a truly luxurious primary suite, three guest bedrooms, a ''bunk room'' with private access a lower level for exercise, movies, state-of-the-art wine storage and more.


59 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$3,250,000
5 BD | 5 BA
Residential - Single Family

Follow a pastoral and tree lined driveway to a hidden gem in the heart of West Stockbridge. This light filled home in the park like setting offers plenty of room to entertain a crowd, and yet it is perfect for those seeking peace and quiet. Multiple levels offer 5+ bedrooms and/or sleeping areas, 4.5 bathrooms, home office, playroom and much more. Great room overlooks the heated in-ground gunite pool and it leads to three separate blue stone patios. Breathtaking views of Tom Ball Mountain in the distance. Situated on over 25 acres, this property also offers you your own tennis court, a small pond and plenty of mature landscaping.


51 Photos
STONE HOUSE PROPERTIES, LLC
$3,485,000
5 BD | 6 BA
Residential - Single Family

In 2021, The Freeman was transformed utilizing high-quality materials from an aging nineteenth-century estate to a clean and modern getaway and top-performing rental property. The main house, renovated to be 100% carbon-neutral, features six fireplaces, two dining rooms, a library, 1500sqft bluestone deck and more. The Freeman sits atop 40 acres of greenery to explore, containing a tennis court, four-acre vineyard, mountain views and a dock to access Harman Marsh Pond. Individuals, wedding parties, and corporate retreats alike have come to The Freeman to enjoy its secluded feel while being close to key Berkshire attractions like Catamount Ski Area, Bash Bish Falls, and downtown Great Barrington. This property is just over 100 miles from both Boston and New York City.


59 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$3,500,000
7 BD | 5 BA
Residential - Single Family

Custom built salt box home situated at the end of town dirt road on 32 acres.Bear Town State forest abuts the property.Heated Inground pool, stunning views of Monument Mountain, established landscaping including apple orchard. Main house with living room, library, dining room eat in kitchen, laundry, powder room, screen porch, access to oversized two car garage.Second floor with 4 bedrooms, 2 baths, large primary bedroom with views, third floor with two additional bedrooms and full bath. Lower level is finished with space for gym, screening room, pool table.. New oil-fired boiler and HWH. Free standing 3 bedroom caretakers house with additional 2 bedroom apartment. A little piece of heaven! Minutes to Great Barrington and Stockbridge. If you seek privacy .....we have it here!

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