Expansiveness & spectacular views into CT! This contemporary cedar home is an idyllic setting in a dream location featuring a hilltop swimming pool w/ stone patio, 36' x 60' horse barn with plenty of room for horses, koi pond w/ bridge, mature landscaping, and beautiful stonework throughout. The spacious interior of this light-filled home with soothing earth tones & warm woods includes 3 BRs, 2.5 bathrooms, open concept floor plan, private office space, central A/C, jetted tub, screened porch, gas fireplace, skylights, and incredible views both inside & out. Gather year-round with friends & family at this spectacular retreat!

Modern Farmhouse/New Construction in Southern Columbia County, New York. Approximately two hours from NYC and 2.75 hours from Boston. Spacious 3600+ sf, 3+ bedrooms, 3.5 bathrooms modern farmhouse is designed to take in Copake's local beauty while considering the needs of today's living. The focal point is the open concept kitchen/dining/living spaces that includes a fireplace and ceiling to floor window over-looking forever farmland and your in-ground pool. The primary en-suite bedroom is on the main level. There are two bedrooms and a full bath on the second floor. Bonus rooms on the main level together with laundry and plenty of storage, lends to one-floor living at its best.Above the attached heated two-car garage is another bonus room and full bathroom. Ct'd

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

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,

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.

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.

NOW UNDER $3M! Calling all creative minds - artists, musicians, recording artists, producers, makers, and lovers of historic mill building restorations! STUNNING, ONE-OF-A-KIND, modern and historic mill building in the dynamic village of Housatonic, MA is THE PLACE for you to Make Art | Make Music | Live Life in the heart of the Berkshires. Seize the moment to make this extraordinary property yours! Utterly unique in the Berkshires. Light-filled, three stories of open space. 1st FLR includes studio, recording studio, kitchen and bath w adjoining private, walled gardens at each side. 2nd FLR comprises gallery space, living room, primary bedroom suite and guest bedroom with private bath. 3rd FLR is fully open loft space. Finished basement. Central AC. Residential and comm possible.

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

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.

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

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.