Charming Renovated 1900 Colonial ''On The Hill''A beautifully updated home blends historic charm with modern amenities in a sought-after neighborhood. The thoughtfully opened floor plan features gorgeous wood floors and an abundance of natural light throughout. A chef's eat-in kitchen is complete with a center island and seamless flow into the spacious living room and den. A wood-burning fireplace anchors the space, creating a warm and inviting atmosphere. French doors open onto a fabulous wraparound porch perfect for entertaining or relaxing. The kitchen leads to a deck overlooking a beautiful fenced yard with a fire pit-- for cozy evenings outdoors. 4 bdrms, 2 baths. A sidewalk takes you to the vibrant downtown to enjoy restaurants, coffee shops, movies, live music, and so much more.

Welcome to your dream retreat in The Berkshires! This exquisite three-bedroom, two-bathroom home is a sanctuary of elegance, just minutes from the renowned MASS MoCA and the picturesque Clark Art Institute at Williams College. Step inside to discover beautiful finishing work and a stunning sunroom that bathes the interior in natural light. Enjoy two expansive decks perfect for entertaining or relaxing in serenity. The lower level features a kitchenette, ideal for an in-law suite or guest accommodations. Nestled on over an acre of lush land, this property includes a buildable lot with desirable frontage, offering endless possibilities. Experience luxury living in this enchanting home.

MOTIVATED SELLER! MAJOR PRICE REDUCTION! This brand new contemporary in a quiet prime in-town location is now offered with a $50,000 buyer incentive towards closing costs and downpayment! Tucked away on a peaceful cul-de-sac just moments from the heart of town, this stunning new construction offers the rare combination of modern living within a well-established, highly desirable neighborhood. Originally a modest single-level home, this property has been thoughtfully reimagined and meticulously expanded over the past year. Now boasting over 1,700 square feet of stylish living space, it features three bedrooms, two and a half baths, and a spacious, insulated two-car garage. See More ..

Just outside the charming village of Housatonic, this extraordinary Queen Anne Victorian stands as a true architectural gem, nested amid lush gardens and beautifully landscaped grounds. From its distinctive urn shaped columns to its twin towers, gables and wrap around porch, every detail reflects the grace and grandeur of a bygone era - balanced perfectly with thoughtful modern updates. Sweeping lawn with private patio and mature plantings. Currently configured as a two family residence, the layout offers easy conversion back to a magnificent single-family home, making it ideal for a grand Berkshire retreat, full time residence, or multi-generational living. Inside you will find historical character, original millwork & trim, and updated kitchens & baths. Whether you're seeking a stately

Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, BUpstreet Cultural District and is ideally just minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional detail and character boasting five bedrooms, two and half baths thoughtfully improved over this long term owners' commitment to preservation and restoration. This prominent manor style home MAY BE coupled with the neighboring guest house featuring 3 bedrooms, 1 bath plus a first floor in-law bedroom suite and a 2 car garage, if one so chooses to accommodate extended family, friends or caregiver

A rare chance to own two attached full size charming houses in one of the most coveted neighborhoods! Abuts 30 acres of conservation land and offers direct access to The Spruces Park, Hoosic & Green River walk/ swimming area, public tennis courts, and Mohican multi-use bike/walk path! Original Home: (Built in 1953, updated in 2016) it has total privacy, deck, 2 bedrooms, 1 bath, a large living room with fireplace, full size eat-in kitchen and bonus rooms in the walk-out basement. Currently, Airbnb rental netting $20,000 per year for over 10 years. 2nd side is-Modern Addition (Built in 1985, fully updated in 2023-2025) 2 bedrooms, 2 bath, new kitchen, Brazilian oak floors. Additional bedrooms & recreation room, offices, workshop in lower level. So many features, see document tab & photo

The Country Village Condominiums on Copper Beech Lane remain Great Barrington's premier townhouse condos. Rarely available for sale, Unit 14 is one of few with a two-car garage and a wraparound deck facing south and west. This light-filled end unit offers privacy and three exposures. The kitchen features generous counter space and a bright breakfast area, while the living/dining room opens to the deck and side yard. Upstairs, the primary suite includes a walk-in closet and en-suite bath, with two guest bedrooms and another full bath. The garage and abundant storage are on the lower level. Enjoy the association pool, manicured grounds, and a short stroll to downtown--beneath the grand Copper Beech that inspired the name.

The Country Village Condominiums on Copper Beech Lane remain Great Barrington's premier townhouse condos. Rarely available for sale, Unit 14 is one of few with a two-car garage and a wraparound deck facing south and west. This light-filled end unit offers privacy and three exposures. The kitchen features generous counter space and a bright breakfast area, while the living/dining room opens to the deck and side yard. Upstairs, the primary suite includes a walk-in closet and en-suite bath, with two guest bedrooms and another full bath. The garage and abundant storage are on the lower level. Enjoy the association pool, manicured grounds, and a short stroll to downtown--beneath the grand Copper Beech that inspired the name.

A remarkable offering of this restored 18th century Georgian home built in 1764 on almost 4 acres with the possibiilty of an additional building site as part of the listing price; with an early barn and shed opposite the Clark Art Institute. Once located on Main St where the College President's house now sits, it was moved by oxen to its current location in 1800. (RRBrooks.)Restoration efforts follow the Deerfield tradition of interior feather-edged sheathing and paneling, wide pine board flooring and a large colonial cooking fireplace with adjacent beehive oven in the keeping room. 4-5 bedrooms/3.5 baths.

Stunning Contemporary Cape ready for you! Step into this beautiful 4 bed, 4.5 bath home nestled on an acre in beautiful Lenox, just minutes from downtown. Built in 2006, this cape blends refined finishes with relaxed Berkshire living. Spacious main level primary suite, bright eat in kitchen with center island that is open to the spacious living room with fireplace. Gorgeous sun room overlooks the back yard, patio, and deck. Load of space, with three beds and 3 baths upstairs. Finished basement for more space and a large two car garage. This one is not to be missed!

This fine, four-bedroom, two bath colonial saltbox home just south of the village of Stockbridge is a handmade work of art and an important slice of Stockbridge history. It was constructed on or about 1750. There are patinaed wide board floors throughout as well as five fireplaces (three wood and two gas) and much original hardware. The home is surrounded by perennial gardens and a formal, boxwood garden, all of which have been meticulously maintained. There are two stone patios which look out over four acres of pasture to the west. This home is fueled by gas heat and is serviced by town water and sewer. Perhaps the famous Reverend, Johnathan Edwards and Chief Kondapot of the Stockbridge-Munsee Indians met in the front parlor a time or two.

Loft 402 is one of Greylock WORKS' most sought-after residences: a large, south-facing 2BR | 2BA + Study Berkshires loft with soaring 16-foot ceilings, luminous all-day light, and sweeping views of the hills. Set within the region's most celebrated mill conversion, this exceptional home blends architectural authenticity with contemporary design in a way that defines modern Berkshire living.The expansive living and dining area features regionally sourced schist countertops, gorgeously restored original hardwood floors, and hand-burnished structural elements that anchor the home in its mill history. South-facing windows flood the space with natural light and frame tranquil hill views that shift with each season.

Easy living Ranch home on beautiful Onota Lake. Fantastic views of the Lake and Distant Berkshire Hills. Enjoy westerly sunset views from your expansive, manicured lawn and almost every room in the house. A quiet setting with comparable homes and easy access to all the Berkshires has to offer. Needs a little TLC, but well worth it for this sought after location and lifestyle. Hardwood floors refinished and interior recently painted.

This beautiful home was built in 2006, and updated in 2022. The house is situated on just shy of 5 Acres in the town of Egremont. The home is flooded with sun all day, rarely needing a light on in the house. Direct access to the Green River at the edge of property to cool off on those hot summer days. A new central AC system was installed throughout home and apt A New backup generator, rain gutters, new lighting inside and out, full painting inside and out in 2025. First floor primary suite with jet tub and separate shower. The oversized rear screened in porch is divine, you will never want to leave. A Giant lawn for entertaining and a separate in law apartment for your guests. The garage with radiant heat is perfect for your classic cars or boat. Low Taxes and 5 minutes to GB town.

HISTORIC BERKSHIRE FARM Best bargain in the Berkshires! 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.

Welcome to The Dewey, a rare opportunity to own one of Lenox's most iconic residences. Built in 1767, this remarkable property--known as the Israel Dewey House--stands as a testament to early American architecture and timeless elegance. Set in the heart of the Berkshires, It beautifully bridges centuries of history with the comforts of today.The Main HouseSpanning 6,839 square feet across three levels, the main residence showcases an exquisite blend of period detail and inviting spaces. The grand living room and library feature built in bookcases, intricate crown molding, and a stately fireplace, while the formal dining room is bathed in natural light from oversized bay windows and perfectly suited for gatherings both intimate and grand.

A RARE BEAUTY ON HISTORIC YALE HILL! Discover an historically significant gem in this perfectly renovated home! Peacefully tucked away from it all, yet close enough to enjoy a stroll to town, tennis, Library, golf & restaurants.Chef's Kitchen, large flexible living spaces, 4 Bedrooms, 4 Baths, tall ceilings and charm galore. The Mill House, transformed into a cozy Guest quarters, with 3 Bedrooms,, 3 Baths, has a lovely brookside courtyard w/Pergola, rustic charm maintained. Quiet your mind and embody perfect country living. Overlook the Kampoosa Brook, with private swimming area from your backyard! Cultural & recreational activities nearby. Great income potential. Solar powers Main house, car charger & Mill House. A MUST SEE!

Nestled in the center of Williamstown, just steps from Williams College, this stunning two-story Colonial stucco home offers timeless charm and modern comfort. Built in 1907, this 4,100 sq. ft. residence features five spacious bedrooms, three full baths, and one half bath.Set on 1.35 picturesque acres, the property boasts a large post-and-beam barn, a beautifully covered stone patio, and breathtaking western views of the Taconic Mountains. The expansive, level backyard is adorned with mature gardens and majestic old-growth trees, creating a serene and private retreat.Don't miss this rare opportunity--call today for your private showing!

A Rare South-Facing Retreat at The Residences at Canyon RanchNestled within the serene, world-renowned Canyon Ranch Lenox campus, this two-bedroom, two-and-a-half-bath end unit is a rare offering--south-facing, luminous, and among the most private of its kind. More than a residence, it is an invitation to a life of balance, wellness, and quiet sophistication in the cultural heart of the Berkshires.Inside, custom craftsmanship and refined finishes set a tone of understated luxury. Ten-foot ceilings soar above a grand great room with gas fireplace, while the Green Slate kitchen anchors the space with timeless beauty and functionality. A study that opens to the kitchen, joining work and warmth.The primary suite is a sanctuary, complete with its own fireplace,

Set on over 12 private acres just minutes from the center of Great Barrington, this impeccably designed estate offers an extraordinary combination of luxury, privacy, and panoramic southern views of the Taconic Range, including the iconic silhouette of Mount Everett. Blending effortless indoor elegance with immersive outdoor living, this property captures the essence of Berkshire leisure.Inside, the home is thoughtfully designed to host both family and guests in complete comfort, offering five well-appointed bedrooms, six full bathrooms, and a half bath, providing privacy and ease for all. The first-floor primary suite serves as a true sanctuary, complete with two separate full bathrooms for an elevated sense of luxury.