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45 Photos
Compass Massachusetts, LLC
$1,695,000
4 BD | 4 BA
Residential - Single Family

Nestled in East Mountain State Forest on a private road yet minutes from downtown and Ski Butternut, this meticulously maintained home is move-in ready. A heated sidewalk leads to a foyer mudroom with radiant heat. Cathedral ceilings with a wood-burning fireplace and large windows in the living room, overlooking a wonderful patio with a fire pit. An open kitchen with eat-in granite counter, formal dining room, screened porch with additional gas fireplace; powder room, two ensuite bedrooms plus an additional bedroom upstairs; another ensuite bedroom at garage level, with a laundry room and huge basement storage space. Two-car attached garage, HVAC system plumbed for oil, propane, or solar. Hike miles of wooded trails accessible from the back yard. Some furnishings are available separately.


56 Photos
Compass Massachusetts, LLC
$1,750,000
5 BD | 3 BA
Residential - Single Family

The Woodlands, A RARE OPPORTUNITY TO OWN YOUR OWN 74-ACRE PRIVATE SANCTUARY IN THE HEART OF GREAT BARRINGTON.This property abuts the Thomas & Palmer Brook preserve on three sides, is a two-minute drive to Ski Butternut and five minutes to dining and shopping in downtown Great Barrington. A picturesque pond flows into a babbling brook right outside of the large cathedral-ceiling primary suite's windows. Big open lawns, a hayfield and an orchard surround the five bedroom three bath house, along with pristine woodlands that rises to the top of Three Mile Hill ridge. Hike and snowshoe throughout with private points of access into an additional 267 acres of protected Berkshire Natural Resources Council land trust.


49 Photos
LANCE VERMEULEN RE, INC
$1,750,000
4 BD | 4 BA
Residential - Single Family

Tucked away in the woods with access to Three Mile Pond, this contemporary home will leave you longing to return. With views from most rooms, the thoughtfully designed floor plan leaves little to be desired. The main living spaces include an inviting living room with a stone fireplace that opens to a screened porch, a cozy den/library, and a spacious great room with soaring ceilings, a grand fireplace, and a wet bar--perfect for entertaining or intimate evenings by the fire. The centrally located kitchen features granite countertops, stainless steel appliances, and a breakfast bar, with a door leading to a deck that extends the living space outdoors. Wake to the sunrise in the primary suite, while the walkout lower level offers a large office, home gym, and en-suite guest quarters.


34 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,785,000
5 BD | 5 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. Quick access to Catamount Ski , Butternut, Great Barrington.


51 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,795,000
5 BD | 4 BA
Residential - Single Family

Delicately sited at the end of your 1,100+ foot approach meandering through forestlands until the tree tops open to blue skies and breathtaking views that stretch to the east for morning sunrises and to the north for views of Mt Snow! This custom-built masonry style colonial home has been updated in recent years with a spectacular designer kitchen, mechanicals and so much more. Sun-drenched spaces throughout pull the outdoors in and afford a retreat not often found this close to the Five College area and major corridors for easy access to many points north, south west and certainly east to Boston in less than 2 hours. Enjoy 5 bedrooms, 3.5 baths set on 17 acres backing up to a staggering 4,880+ protected forestlands. Truly unique in every way and ready for its next steward.


51 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,850,000
4 BD | 4 BA
Residential - Single Family

Immerse yourself in the epitome of elegance & seclusion in this immaculate estate, nestled on over 17 acres. This resplendent home is surrounded by an enchanting outdoor haven, boasting a pristine swim pond & meticulously curated gardens that explode with diverse flora. Drift through this botanical paradise or repose on the chic bluestone patio, an idyllic nook for serene contemplation or harvesting blooms.Spanning 4 bedrooms & 3.5 baths, the residence offers a quiet retreat in the country. The kitchen, adorned with sumptuous Cherry woodwork & harmonious hardwood floors, is anchored by a heartwarming wood-burning fireplace, radiating an inviting ambiance.See more.....


64 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,850,000
4 BD | 5 BA
Residential - Single Family

Charming country home.....situated on 4.7 acres with distant views. The main level includes: Open floor plan with sitting room (with stone fireplace) Sun filled living room, dining room and FABULOUS COOKS KITCHEN! office, powder room and entrance to an attached three car garage ....Outdoor living just steps to the rear deck and gazebo. Second floor with 3 guest bedrooms , 2 guest baths, oversized primary with walk in closet and private bath. THE LOWER LEVEL IS READY FOR A PARTY! Kitchenette, bar, full bath... large area for movie and tv. A wine cellar, area for work out equipment and an additional garage. Yard large enough for a pool and there is currently established gardens, flower and vegetable......This is truly a special home!


40 Photos
BIRCH PROPERTIES
$1,880,000
4 BD | 3 BA
Residential - Single Family

Nestled just north of Stockbridge, MA, this elegantly expanded brick Federal estate offers a harmonious blend of historic charm and modern design on 13+/- acres (9 conserved.) Originally built in the 1830s, the Carter Estate has been artfully expanded and renovated and boasts over 5,400sf of light-filled, luxurious living space, ideal for those seeking a private yet gracious lifestyle.As you enter through classic stone walls and manicured hedgerows, you'll be welcomed by sweeping meadows and lush gardens. Time slows as you meander along stone pathways that lead to a charming red barn and a quaint stone summer cottage--perfect for painting or relaxing. The estate is oriented towards cultural and natural beauty with walking trails


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BERKSHIRE BUSINESS PROPERTIES
$1,890,000
11 BD | 5 BA
Residential - Single Family

HISTORIC BERKSHIRE FARM Best bargain in the Berkshires! Gather year-round with family and friends on this one-of-a kind estate, including 2 houses, 4 historic barns and maintenance building. 161 acres with stunning views, mountain paths, and Jim Kelly's stunning giant stonewalls throughout. Gorgeous New England marble stone farmhouse built in 1780, with modern addition featuring vaulted ceiling and massive windows which flood the dining and kitchen area with light. Enormous custom built hearth and fireplace, mahogany full bar, artisan-made bookcases, wrap-around deck. Close to Williams College and Jiminy Peak. The property offers swimming in two private ponds, 6 bay carriage barn with second floor for offices, studios., or storage.


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BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$1,890,000
5 BD | 5 BA
Residential - Single Family

A luxurious home on one of the most scenic roads in The Berkshires, surrounded by 15 pastoral acres, with picturesque mountain views. Enter a sun-drenched living room with a soaring cathedral ceiling and an elegant fireplace centerpiece. Enjoy an expansive 3-season porch, with panoramic windows and classic mahogany floors. A recently updated eat-in kitchen features Sub Zero appliances and a beautiful butler's pantry. Relax in the newly renovated family room with wall-to-wall casement windows. This 5 bedroom home offers a bonus game room and home office equipped with fiber internet and a spacious private master bedroom with ensuite bath. An additional wing features a separate guest suite with living room, kitchen, dining area, full bathroom and 2 bedrooms. In Alford, renowned for low taxes


68 Photos
BURNHAM GOLD REAL ESTATE, LLC
$1,950,000
4 BD | 7 BA
Residential - Single Family

Nestled in the heart of picturesque Berkshires, this extraordinary multi-tiered home offers panoramic views of the majestic mountains and iconic Williams College, Designed by Chad Floyd of Centerbrook architects and built by Joe Reed in 2004, this architectural masterpiece seamlessly blends luxury, functionality, and natural beauty. Boasting 4 spacious bedrooms and six beautifully appointed baths, this home's stunning layout is perfect for both relaxed living and entertaining. The expansive open spaces are designed for effortless flow, making it an entertainers' dream. Whether hosting an intimate gathering or a large family celebration, the design ensures comfort & style at every turn. The crowning jewel of the property is the stunning gunite pool, perfectly positioned


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WILLIAM PITT SOTHEBY'S - LENOX
$1,950,000
6 BD | 7 BA
Residential - Single Family

New World meets Old in this impeccably designed and elegant French Country inspired estate nestled perfectly on the hillside, affording gorgeous westerly mountain and sunset views. Situated on 3.76 acres, the home offers ample privacy, yet it is just a stone's throw from Tanglewood and downtown Lenox and West Stockbridge. Designed for hosting extended family and friends, it offers generously proportioned rooms and seamlessly blends indoor and outdoor entertainment for year-round enjoyment. With six bedrooms and seven bathrooms, including one primary suite and three additional en-suite bedrooms, this residence is designed for comfort and style. Entering through the wisteria draped antique door into the foyer, the discerning buyer will appreciate the impeccable craftsmanship throughout.


47 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,980,000
4 BD | 4 BA
Residential - Single Family

Escape to the serene countryside, where this stunning New England farmhouse beckons with its picturesque setting on 10 acres. This property boasts a pool, pool house, garage and barn, offering endless possibilities for enjoyment and relaxation. Step inside this beautifully renovated home(2017), where modern amenities blend seamlessly with classic charm. The 4 bedrooms and 3.5 baths provide ample space for comfortable living. This home is sure to impress with its impeccable design and attention to detail. Outdoor living is a true delight at this property, with plenty of space to roam and explore. The in-ground pool is a refreshing spot to cool off, while the pool house provides a convenient place to relax and unwind. Garage and barn offer storage space for all of your outdoor essentials


24 Photos
THE KINDERHOOK GROUP - PITTSFIELD
$1,995,000
5 BD | 2 BA
Residential - Single Family

Welcome to Camp Mohawk, a pristine lakefront property in the heart of the Berkshires. Located on Cheshire Reservoir, a virtually uninhabited lake, located just off the main north-south artery of Berkshire County. Once a summer camp, the existing main house and barns are listed on the National Register of Historic Places, and date to the late 1700's. Would make a lovely family compound, or could be developed as a spa/resort, corporate/wellness retreat, condominium/single family and retirement housing,


65 Photos
LANCE VERMEULEN RE, INC
$1,995,000
3 BD | 2 BA
Residential - Single Family

Welcome to Great Pine Farm, a once in a lifetime opportunity to own a stunning 200-acre horse farm, where unspoiled natural beauty meets functional equestrian amenities. A large portion of this land is thoughtfully protected by the Berkshire Natural Resources Council (BNRC), ensuring the preservation of its meadows, cornfields, woodlands, walking/riding paths and tranquil brooks. At the heart of the property is a custom-designed horse barn, featuring two horse stalls, a hay loft, and a heated tack room with water--providing convenience and comfort for both horse and rider. Additional garages offer ample storage for vehicles and equipment, ensuring that the property is as functional as it is beautiful. Anchoring the property is a charming antique cape home,


40 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$2,295,000
5 BD | 6 BA
Residential - Single Family

AS SEEN IN THE NY TIMES: Extraordinary and unique home, nestled on a country lane in a quaint Berkshire town. Contemporary Living spaces enhanced by a repurposed 1540 Post & Beam structure imported from England ! Open plan Livingroom w 30' ceilings & fireplace. Gourmet Kitchen w/sunny Dining area. Warm paneled Den w/fireplace. 5 Bedrooms total, with 2 Primary Suites (including one on the Main level). Pool, Pond and 4 Car Garage. The best of everything. Minutes to Skiing, Shopping, Dining, Tanglewood and everything Berkshires.


62 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$2,400,000
5 BD | 4 BA
Residential - Single Family

Nestled in the center of Williamstown, just steps from Williams College, this stunning two-story Colonial stucco home offers timeless charm and modern comfort. Built in 1907, this 4,100 sq. ft. residence features five spacious bedrooms, three full baths, and one half bath.Set on 1.35 picturesque acres, the property boasts a large post-and-beam barn, a beautifully covered stone patio, and breathtaking western views of the Taconic Mountains. The expansive, level backyard is adorned with mature gardens and majestic old-growth trees, creating a serene and private retreat.Don't miss this rare opportunity--call today for your private showing!


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

Nestled on the top of a hill overlooking rolling meadows, this exceptional property boasts over 30 acres of stunning natural beauty, with panoramic 360-degree views that will take your breath away. A true oasis of tranquility, this estate offers the ultimate in luxurious country living. The grand foyer invites you into this warm, inviting home. With over 6,000 square feet of living space, it offers plenty of room to entertain and relax. The large cook's kitchen is perfect for preparing meals for large gatherings, while the heated sun room provides a cozy spot to enjoy your morning coffee and take in the stunning views of the surrounding fields. This home also features 5 spacious bedrooms (primary with en-suite, four jack-and-jill), each with their own unique charm and character.


80 Photos
EXp REALTY
$2,500,000
5 BD | 5 BA
Residential - Single Family

Nestled in a secluded, serene setting and surrounded by lush gardens, fruit trees, wildlife and protected land on three sides, this one-of-a-kind, custom-built home offers extraordinary privacy and tranquility. Crafted using wood milled directly from the property, this rustic yet contemporary home boasts a wealth of unique details that highlight exceptional craftsmanship and timeless beauty. Moose, deer, bear, turtles, fox and more visit mature grounds tended by a master gardener. Incorporates a native stone fireplace, ash sapling banister, antique leaded glass accents, and reclaimed 18th-century tavern doors from the historic Egremont Tavern. These elements blend seamlessly with the home's open-concept floor plan, highlighted by soaring vaulted ceilings and oversized windows that frame


65 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$2,750,000
7 BD | 6 BA
Residential - Single Family

Great Barrington Compound! Custom built salt box home situated the end of a town dirt road on 32 acres. Bear Town State Forest abuts the property. Heated gunite pool and stunning view of Monument Mountain. Enjoy established gardens including an apple orchard, lilies, peonies, etc. Main house with living room, library, dining room, eat in kitchen, laundry, two powder rooms, attached two car garage. Amenities include a screen porch, 4 wood burning fireplaces, wood floors and views! Second floor with 4 bedrooms, 2 baths, large primary bedroom with views, third floor with two additional bedrooms and full bath. A finished lower level for gym, ping pong, screening room. New oil -fired boiler and HWH Free standing 3 bdr. caretaker house A little piece of heaven!

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