Sited at the highest point in Hillsdale this modern home captures the world around while being incredibly private. Main house has tall ceilings tremendous natural light and doors bringing you outside from every space. Music room on the east side captures the Berkshire hills with doors out to the breakfast patio. Office with en suite is off the entry. Second floor is the primary suite; everywhere you look you stop to take in the view, large bath with walk-in closet and laundry. The inner courtyard has a heated pool, sunken jacuzzi, outdoor shower, screened porch with fireplace and beautiful perennial gardens. Hidden off the drive is a guest cottage with open living area, bedroom and full bath.

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.

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

Custom built salt box home situated on 32 subdividable acres at the end of dirt town maintained road.. Beartown State forest abuts this property. Amenities include: PRIVACY, heated inground Gunite pool, stunning views of Monument Mnt., established gardens include apple orchard, Lilies and Peonies. Main House inc. living room, kitchen, dining room and library all with fireplaces. 4 bedrooms, 2 full baths, expansive ensuite primary with views. 3rd floor with two bedrooms and full bath. Finished lower level with gym, screening room, pool table space. New oil fired boiler and HWH Free standing 3 bedroom caretakers house with additional 2 bedroom apartment. A LITTEL PIECE OF HEAVEN! Minutes to Great Barrington and Stockbridge. If you seek privacy .....we have it here!

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.

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

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 &

Discover unparalleled luxury and serenity in this extraordinary 5-BR, 7-BA estate nestled in the heart of New Marlborough. Spanning over 6,000 square feet, this stunning residence is set on expansive grounds, 70+ acres, featuring a harmonious blend of wooded areas, open fields & distant mountain views. Designed by renowned architect Allan Shope, this architectural masterpiece is an uplifting retreat, seamlessly integrating modern design with nature's beauty. The home's thoughtful design takes full advantage of the sloping hillside, offering dramatic views from every angle. Inside, you'll find meticulous attention to detail, from the finest materials to timeless craftsmanship. The modern open floor plan flows effortlessly, with an indoor lap pool for year-round enjoyment.

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!

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.

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.

Elegant Berkshire Stone Estate with 125 acres of Canyon Ranch Serenity. Thoughtful design combined with masterful craftsmanship in this exquisite turnkey home, a rare offering in the Pinecroft compound of Canyon Ranch. The split floor plan boasts 300 year old reclaimed timber floors, crown moldings throughout. A sumptuous primary wing with stone fireplace and dual walk-in closets and bathrooms. The great room is anchored by a floor to ceiling stone fireplace with incredible iron work and an artisanal custom designed wet bar. Nano doors bring the outdoors in during the warmer months. The heart of the home is the eat-in chef's kitchen with Sub Zero/ Thermador appliances, oversized island with dual dishwashers with pocket doors to the formal dining room. Rounding out the main floor

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.

One of the Berkshires' finest residences, basking in the idyllic mountain scenery. Designed and crafted to meticulous standards, this distinguished 6.2 acre compound is surrounded by captivating, protected vistas far and wide. In the enduring tradition of the regions iconic estates, this extraordinary residence is a place for life to the fullest, providing an endless source of enjoyment in exquisite indoor /outdoor spaces. Fine millwork and 9 fireplaces underscore the comfortably elegant environment. Lower-level entertainment (media)room, wine cellar, fitness studio. elevator, computerized systems. 9,339 SF with 5 bedrooms,6 full/3half baths. Wraparound tiered terraces feature pool with pool house. Glorious terraced gardens and formal gardens with fountain. Separate 3 bedroom guest house

Nestled in the heart of the Hudson Valley, this unparalleled 133 acre compound in Copake, NY is a masterpiece of luxury and sophistication. The sprawling private grounds are a haven of natural beauty, with serene water frontage on 46 acre Chrysler Pond, lush woodlands for outdoor adventures and farm facilities, Each corner of the property offers breathtaking mountain views and a sense of tranquility.The masterfully handcrafted 6-bedroom lodge, constructed with timber from British Columbia, offers over 8000 SF for year round entertainment. The residence exudes elegance with a chef's kitchen, gracious dining room and exquisite living room, complete with commanding fireplace - see supplement for full remarks

PINE NEEDLES Built in 1903, this very private Berkshire Cottage epitomizes the area- past and present. Built in the Arts and Crafts style, surrounded by hundreds of acres of land, with magnificent southern views, one can enjoy nature, sports, and a relaxed lifestyle. Unspoiled, original detailing in place. Settle right in and be transported back to an earlier age. Paneled public rooms overlook the unspoiled views. Logias beckon to the out of doors. Seven bedrooms and 9 baths, Two sleeping porches . The eat in kitchen offers space to gather, cook, enjoy the wildlife. This east wing also contains a butler's pantry, formal dining room, a summer dining room and one of the loggias.