This unique contemporary home sited on 24 wooded acres features a Frank Lloyd Wright inspired architectural design and offers a stylish and private Berkshire retreat with stunning views. Decks and patios off of every room seamlessly blend indoor and outdoor living to embrace the beautiful natural landscape. The living room features an array of windows w/ built in lighting and treatments, filling the space with natural light that brings out the warm tones of the cherry floors. The unique side roll desk showcases the master craftsmanship in the custom woodwork you encounter throughout the home. Lovely open kitchen with granite counters. The lower level features a sauna, screened porch and secret wine cellar. There is also room for guests in two additional bedrooms, full bath, and an

This unique contemporary home sited on 24 wooded acres features a Frank Lloyd Wright inspired architectural design and offers a stylish and private Berkshire retreat with stunning views. Decks and patios off of every room seamlessly blend indoor and outdoor living to embrace the beautiful natural landscape. The living room features an array of windows w/ built in lighting and treatments, filling the space with natural light that brings out the warm tones of the cherry floors. The unique side roll desk showcases the master craftsmanship in the custom woodwork you encounter throughout the home. Lovely open kitchen with granite counters. The lower level features a sauna, screened porch and secret wine cellar. There is also room for guests in two additional bedrooms, full bath, and an

An unusual and wonderful early barn conversion, originally built in the 1700s and converted to a house around 1910. The current owner has renovated and added onto it thoughtfully and completely. A large open space with lots of windows, a huge stone fireplace and a cathedral ceiling define the living a dining rooms. The kitchen was enlarged and remodeled in 2012 with Wolf and SubZero appliances, and Cherry cabinets. With five bedrooms and four and a half baths on two levels, all but one of the bedrooms are ensuite. The very creative and bright primary bedroom, up a few steps from the second floor, also has a cathedral ceiling and gorgeous built-ins. This romantic property contains a large field, lawns, woodland and huge ponds; a virtual national geographic display of bird and animal life.

This quintessential country property is what everyone wants. Located in the Southern Berkshires close to the towns of Great Barrington, New Marlborough and Southfield and Norfolk, CT. This sleek historic and beautifully restored home is conveniently located for skiing, hiking, arts and culture, restaurants and all other Berkshire offerings. This home is beautifully restored and includes a stunning 'party ' barn, and separate garage/storage shed. The house glows, filled with light and sun. A large living room with fireplace and several seating areas has views to fields and flowers. A cook's kitchen with a counter-height fireplace looks out onto a stone patio with fire pit. The library, tv/ media room and powder room complete the 1st floor.Four.bedrooms, 2.5 baths. Restored barn.

Built in 1904 this historic home sits on a beautiful 1.4-acre lot, which offers privacy while being in the most coveted and accessible neighborhood of Great Barrington. High ceilings and adorned with oak and mahogany woodwork throughout, this home has been tastefully renovated while retaining its period charm. The spacious layout, with 4 bedrooms, 31/2 bathrooms and an expansive porch provide comfort and grace. A fully updated kitchen, new windows, central air and natural gas enhance the living experience with modern ease. The surrounding landscape is adorned with perennial beds, and mature specimen trees. Walkable to town's restaurants, shops and farmers market, this property offers laid-back charm along with convenience and style.

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,

This 2017 waterfront home on Lake Garfield has seen very gentle use over the past six years. Featuring three bedrooms and four baths, it offers five sleeping rooms on three fully finished levels. The south-facing great room and the family room below both boast gas fireplaces, radiant heat, and air conditioning. The open kitchen is outfitted with premium SubZero, Wolf, and Asko appliances. Six rooms provide direct access to the deck and patio with stunning lake views. Additional features include fiber internet, a whole house generator, a private dock, an easy-care metal roof, and hardy-plank shingle siding. Lake Garfield, the premier recreational lake in the southern Berkshires, rarely has homes available on the market, making this a unique opportunity. Offered mostly furnished.

The Ephraim Chapin House, a.k.a the ''Landlord Abel House'' was built in Chicopee c. 1725. In 1979 this handsome home & tavern was dismantled and relocated to Southfield. There it was re-erected upon a new foundation atop a hill, where it now resides on a 51-acre estate straddling the banks of Konkapot River. Once the beloved retreat of an artist and a serious collector of early American art and antiques this 3-story 4-bedroom home has been painstakingly rebuilt and restored.Original wainscoting in the ''keeping room'' is a rare example of interior decorative painting by the Scroll Painter, a documented but unnamed American decorative artist active the 1790's. Other details include original floorboards & exposed chestnut beams, center chimney with 6 brick fireplaces... (See ''More''.)

4-BUILDING ESTATE: MAIN HOUSE, GUEST HOUSE, CLUB HOUSE, and STUDIO. MAIN HOUSE: 3 bedrooms, 2 1/2 baths, first floor primary w/ en suite, 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), LR, full bath, LOFT for office/bedroom, and A/C. DECK w/custom gas fireplace. GUEST HOUSE: Custom 3-BR, 1 1/2 baths over 3-car garage. Cherry cabinets, upscale appliances, tiled bath, laundry, high-end lighting, outdoor patio, and storage. STUDIO: Includes running water & electricity. Extensive LANDSCAPING,heated GUNITE POOL, PICKLE BALL COURT,GAZEBO, and AMAZING GARDEN STATUARY. LIMITED SHOWINGS DUE TO SUMMER RENTAL. EARLIEST CLOSING IN OCTOBER.

A setting surrounded by classic Columbia County views of rolling hills and bucolic farmland, smack in the middle of Old Chatham hunt country is the ideal location for this grand, turn of the century five bedroom farmhouse with a in-law suite, guest cottage, in-ground stone pool, pedigree three story barn, a studio outbuilding, and three car garage. A traditional layout prevails throughout with a gracious entrance complete with dutch door, stone flooring and a wood burning fireplace. The large, light filled country kitchen is the heart of the home with expansive views and doors leading to a deck and sublime stone patio, making it ideal for entertaining. The first floor is complete with three more fireplaces and many more rooms for dining, gathering, studying, reading and creating.

This magnificent post and beam home boasts a low tax rate and a host of luxurious features. This stunning property has undergone a complete renovation with newly renovated bathrooms and kitchen featuring high-end appliances, a new roof, siding, heating system, and central AC, new 5 bedroom septic system ensuring the utmost in comfort. The heart of the home is the extraordinary great room with soaring ceilings creating a breathtaking space for entertaining. There are two primary suites, one on the first floor and another on the second floor, each accompanied by a private bath. Separate wing for guest. The outdoors offers mountain views, a delightful swimming pool, and a spring-fed pond featuring a charming fountain. There is a spacious 4-car garage for ample storage.

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.

Stunning renovations just completed on this beautiful Lenox Contemporary! First floor primary with gorgeous new bath and walk in closet plus 5 additional bedrooms and 4 full baths on the 2nd floor and an additional bedroom and full bath on the lower level. Plenty of room for family or guests and wonderful entertaining spaces, including a fabulous back yard, in ground gunite pool, recently completed pool house with kitchen, bath and living area...and if that's not enough in the way of fun, there's a full outdoor kitchen in the Pavilion overlooking the pool. In addition there's a hot tub, 2 fire pits and a finished lower level with family room, game room and full bar and wine room! This home is truly a ''Staycation'' with 4 fireplaces, vaulted ceilings, privacy on almost 5A and

A Classic Modern Farmhouse with Incredible Views - This home has been thoughtfully updated to provide a seamless blend of style and comfort. The property features a resplendent in-ground pool, a spacious swim pond, and a three-car garage with an inviting guest suite above.The main residence welcomes you with a charming wrap-around porch and an enchanting screened porch, both perfect for enjoying the dynamic and ever-changing views. The interior is bright and lively, with each space thoughtfully designed to capture the natural beauty of the surroundings.The gourmet kitchen, a convivial hub with a grand stone fireplace, offers direct access to the screened porch and serves as the perfect backdrop for culinary exploration and social gatherings. The first floor also includes a - see more

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.

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 57 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.

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!

Custom Built Craftsman Contemporary Home nestled in a beautifully landscaped property with an orchard, gardens and path to a seasonal brook. Inside this well appointed home you will find large rooms, radiant floor heat throughout & forced air, Vaulted ceilings, whimsical lighting, Fireplaces, Indoor pool, hot tub and sauna. Two primary suites on main floor and 2/3 more bedrooms in the lower walkout portion of the home. Large Timber Frame screen porch and deck overlooking rear of the property. Media room and recreation room with more space for added entertainment. A 4+ car plus heated garage with an ample unfinished area above for storage or a creative mind. Bonus Option (not included in listed price)to this property is a brand new 2 bedroom contemporary guest house for an expanded fami

225 Acre 18 hole Golf Course / Horse Ranch in the heart of the Berkshires. Former Egremont Country Club. Build your dream home with seclusion and privacy assured. Enjoy mountain views, spring fed ponds, endless pastures, and serene forested trails. An escape from the world and yet only minutes to town and a little over 2 hours to NY City & Boston. (* Additional Acreage may be available.)

The Birches....welcome to your new oasis in the Berkshires where every season is memorable. This magical compound has been architecturally redesigned & renovated using the finest materials offering all the modern amenities a buyer wants to live, play, relax and work from, surrounded by 20+ acres of privacy & far reaching protected views in all directions. This stunning contemporary has big open common areas for gathering, first floor primary en suite, guest bedrooms en suite and a private two bedroom guest quarters w/kitchenette, custom crafted wine room, and an exercise room all offering plenty of space for a large crowd or intimacy for a few. Just arrive with your suitcase and enjoy all this impeccably maintained estate has to offer; a beautiful gunite heated pool w/waterfall &