Berkshire contemporary masterpiece - offering privacy, a Gunite pool and stunning mature landscaping with a meadow creating an estate-like feel. Inside you will find yourself drenched in sunlight streaming in from the wall of windows and looking over the westerly view. With glass doors leading to the large cedar deck from every room, you will always feel a connection to nature. Recently updated, the kitchen and baths are a continuation of the modern vibe. Featuring 4 bedrooms - including a first-floor primary suite with cathedral ceilings and a walk-in closet - you will find plenty of space to spread out. The highlight is the luxurious Gunite swimming pool with a built-in spa, perfect for relaxation and entertainment. In addition, the home features central A/C and a back-up generator.

Magical! There is just something about this property that makes it very special. Set on a beautiful, quiet road, the house is surrounded by 15 stunning acres of rolling meadows, perennial garden beds and flowering trees. Step from the front stone terrace into the sunny house in which every room is filled with character including original beams, built-ins and vaulted ceilings. There are fireplaces in both the dining room and living room, and sliding glass doors from the kitchen and dining room allow easy access to the lovely blue stone terrace. Two offices are useful for remote work, and there is a full bath off of the entry hall. A spacious first floor primary bedroom addition blends seamlessly with the original structure.

Clover Hill Farm......The Lenox home you've been waiting for!! Located in a most unexpected enclave on a dead end cul-de-sac is this hidden gem........a Post & Beam Contemporary surrounded by almost twelve aces of privacy, meadows and mature landscaping with the bonus of a fabulous barn. With three levels of living space, this home has wonderful common living spaces with open kitchen/dining/family open to the beamed double volume Great Room with soaring fireplace, four season sunroom, main level primary bedroom en suite, three guest bedrooms, lower level family/game room with fireplace and generous outdoor decking to relax and enjoy the view of terraced stone walls, meadows and the serene Berkshire woods. A must see!

This Alford property has it all.....a stunning contemporary Colonial with separate guest quarters, high speed fiber optic, a free standing heated barn with finished workspace & storage, a beautiful orchard all surrounded by 3+ acres on a country road minutes from Great Barrington, around the corner from scenic hiking trails, just over the hill from Catamount Skiing & zip lining, a 20 minute drive to Tanglewood & Alford's low property tax rate. This impeccably maintained home welcomes you with a stylish kitchen, open common spaces washed with natural light, 3 bedrooms and a separate fully equipped guest quarter with bedroom, bath, living room & kitchen...a must see property!

This timeless and well-loved residence offers 3 spacious bedrooms and 3.5 luxurious bathrooms, all set against the backdrop of breathtaking views and spectacular sunsets. The beautifully landscaped property features a large variety of flora and charming stone walls and details, creating an inviting and serene atmosphere. Step inside the main living area, where you'll find a convenient mudroom with a half bath. The open-concept kitchen, dining, and living room boast a big glass wall that floods the space with natural light, complemented by the warmth of a wood stove. The den, with its elegant French doors, opens onto a large deck and a screened porch, perfect for entertaining or enjoying quiet moments outdoors.Upstairs, the main bedroom is a true retreat with big views, featuring..

Perched high on the hill and surrounded by more than 30 acres of land, this custom Timberpeg home overlooks breathtaking, wide-ranging vistas, and sunset views to the Catskills. The heart of the home is an open-floor plan kitchen and living area, flooded with natural light, creating a warm and inviting space. An impressive 31-foot stone fireplace, equipped with a wood stove insert adds a touch of rustic elegance and warmth.Three bedrooms, each featuring its own private ensuite bathroom ensures the utmost comfort and privacy for family or guests. Additionally, the convenience of an elevator provides effortless access to every floor.Conveniently located only 5 minutes to Chatham, 20 minutes to Hudson, and 30 minutes to Great Barrington. This extraordinary property not only offers a

This stunning architect designed living space in a soaring early 20th century structure with soaring ceilings, floating staircases and numerous high-end features inspires the imagination and lifts your spirits. Ideally situated on nearly 3/4 acre next to an 18-acre nature reserve, and a short walk to downtown Lee shops and restaurants. Just minutes from the Mass Pike, Tanglewood, and the Best places in the Berkshires. Great investment opportunity with the $100 million Eagle Mill development nearby. Don't miss this opportunity to have the warmth and charm of old exposed beams and the best of new construction.

This stunning architect designed living space in a soaring early 20th century structure with soaring ceilings, floating staircases and numerous high-end features inspires the imagination and lifts your spirits. Ideally situated on nearly 3/4 acre next to an 18-acre nature reserve, and a short walk to downtown Lee shops and restaurants. Just minutes from the Mass Pike, Tanglewood, and the Best places in the Berkshires. Great investment opportunity with the $100 million Eagle Mill development nearby. Don't miss this opportunity to have the warmth and charm of old exposed beams and the best of new construction.

Pristine, custom-built home in a lovely Lenox neighborhood. Close to downtown, this beautiful one-owner home on a corner lot has plenty of space to relax and enjoy the peaceful setting. Three beautifully appointed levels, with high-end finishes throughout, are thoughtfully laid out to include five bedrooms and four full baths. A true primary suite, with a luxurious soaking tub and expansive walk-in closet add to the comfort and convenience of the home, while the soaring ceilings and light-flooded rooms provide the wow factor. This home makes quite an impression the moment you walk in. A chef's kitchen overlooks a beautiful family room, with a gas fireplace and picture windows framing the view of the partially wooded lot. The dining room is also open to the kitchen, giving

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!

Welcome to Rannapo Road, and your forever home! Sitting at the crest of the hill, this home peers across the valley overlooking cornfields, river valley and mountains. With 17 workable acres and a horse barn, this property will leave you with nothing left to desire. Inside you will appreciate the open floor plan and fireplace while enjoying the views as they paint pictures in every window. The large primary en-suite bedroom boasts a juliette balcony overlooking the valley - the perfect spot for morning meditation. Two additional bedrooms, an office and a den can be found throughout the home. Additionally, the home features a large bonus room above the garage with a separate staircase - plumbed for heat and ready to finish.

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.

Nestled three miles from the heart of downtown Great Barrington, this contemporary oasis offers a designer details and breathtaking 360-degree views. A wood burning stove invites warmth and comfort, beamed ceilings, designer lighting, and wide plank wood floors add a touch of elegance. Chefs kitchen and soaking tub beckon for indulgence, while the main floor primary bedroom with a wraparound deck offers a private retreat. A second primary bedroom on the second floor provides additional luxury.

High Mowing, is a magical Williamstown estate spread over fifteen glorious acres, and nestled in the hills less than 5 minutes from Williams College. This exquisitely welcoming home is different from any other property in the Berkshires, and it seamlessly integrates beautiful nature and sophisticated culture in an incomparable and eclectic way. The property has been meticulously developed with an artist's eye and a craftsman's hand to blend perfectly with its environment, complementing the colors and textures of surrounding fields, woods, and mountains, exposed under the huge open sky of day and starry nights.

Exceptional custom-built contemporary home with magnificent views. Featuring multi-level living including a beautiful great room/living room with floor-to-ceiling stone wood burning fireplace, expansive well-appointed kitchen with large breakfast area and walk-in pantry, and a formal dining room. The first floor also offers a primary suite with walk-in closets, an office with laundry room, a mudroom, and a half bath. The second floor has two bedrooms, one bathroom and an office overlooking the great room. The lower level offers a large family room, bedroom (currently used as an exercise room) a bath, and a two-room workshop. There is a separate screened porch on the wraparound porch and a hot tub to take in all the amazing views.

A peaceful waterfront home situated on the pristine Highland Lake; this beautiful family compound offers a rare opportunity to enjoy lakefront living on a private waterfront lot. The 4000 sq ft renovated home offers lake views from most rooms, including the primary suite that opens to a screened-in porch. There is plenty of room to stretch out with 5 bedrooms and several large open rooms. Complete with an oversized workspace and ample parking. Included in the home are 3 fully furnished cottages and a walkout basement apartment for your guests or extra income throughout the year. There is a recently installed solar array, a Tesla charging station, and a backup generator. Paradise found! 20 min. to Northampton, less than 1 hour to the Berkshires. 3 1/2 hrs. from NYC and 2 hrs. from Boston.

This custom built home is situated on a hilltop, offering a private and peaceful setting with scenic views. 4 bedrooms, 2.5 baths and a fully finished basement with a separate exterior entrance. A spacious living room boasts cathedral ceilings with a walk out patio for entertaining and taking in the views. In the kitchen, a butcher block island is surrounded by granite counters, with a cozy and quaint breakfast nook. Cathedral ceilings continue into the first floor primary suite featuring 2 walk in closets, a propane fireplace and large ensuitewith a soaking tub. Upstairs, 3 additional bedrooms share a hall bath. This home includes central air conditioning, propane heating, underground electric and a full house generator for added convenience and comfort. The property spans over 35 acres,

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.

HISTORIC BERKSHIRE FARM 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.

Set on 20 private acres of pasture & woods, w/riding trails & pond, this fully equipped equestrian farm consists of a 4 bedroom residence, stable with apartment, indoor arena & bucolic grounds. This stunning contemporary home features a gorgeous, well-outfitted chefs kitchen w/walk-in pantry, towering ceilings & wall of glass. Formal dining room is accessed through butler's pantry. Bright & inviting den w/cathedral ceiling. Anchored by stone fireplace, the living room opens to wood deck w/stone walls & hot tub overlooking the pastoral scene. A custom built office, half bath & small den w/door to outside complete the first floor. Upstairs, a dramatic primary suite w/fireplace, balcony, skylights, cathedral ceiling, 2 walk-in closets & bathroom w/soaking tub. Also on this floor is a 2nd