Historic Elegance Meets Modern Luxury at the Gracious Holiday HouseNestled in the heart of the Berkshires,Holiday House is a testament to the timeless allure of Williamstown, MA. This magnificent estate, dating back to circa 1790, is perched on over 90 acres of serene, bucolic landscapes, offering fabled views that sweep across the countryside.As you approach the residence, you are greeted by a property that has been meticulously cared for, updated and thoughtfully renovated and expanded, preserving its historic charm while embracing the comforts of modern living. The home boasts five well-appointed bedrooms and four full bathrooms, each space crafted with an eye for detail and a reverence for its storied past.The gourmet kitchen is a chef's delight and the heart of

Executive colonial sited on over 1.3 acres bordering 17 acres of conservation lands. Hike off your property on Parsons Brook Conservation area or relax in your professionally landscaped backyard with fire pit, waterfalls, 35/70 yd tee boxes w/ synthetic putting greens and 18x36 inground saltwater pool and pool house w/ kitchen. The expansive main residence offers a balance between open concept entertaining, yet offering quiet, cozy areas when needed. Bonus spaces include a 4-season sunroom, home gym, media room and for the ultimate in game day gatherings, the third floor has an expansive entertainment room with custom 8-person wet bar, three tv's, and pool table. High level technology with Solar, 17kw backup generator, 52 speakers in/out Sonos system and whole property security system

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.

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.

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.

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.

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.

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

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.

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