Discover this enchanting 1900s Town Colonial, where historic charm meets modern sophistication. Nestled in a tranquil neighborhood, this home offers four spacious bedrooms, two updated full baths, and a stunning chef's kitchen, blending comfort with style. From the moment you enter through the newly renovated mudroom, you'll appreciate the original wood floors and built-in shelving that preserve the home's historic character. The first floor features a convenient en suite bedroom. The heart of the home, the chef's kitchen/dining room is a culinary delight equipped with top-of-the-line appliances and ample counter space. Partially renovated barn. Nice yard.

To Be Built Home - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 8.94-acre lot (MLS #248342), featuring a private well, installed septic system, underground electric, and a 1,000-gallon underground propane tank. A proposed septic easement accommodates an abutting lot. Lots may be purchased separately. HOA maintains driveway and common land. Covenants require a minimum 2,000 sq. ft. home with two-car garage. Taxes shown are for land only.

ICONIC VICTORIAN IN SUPERB LOCATIONThis stunning residence is just a stone's throw from the renowned Clark Art institute withs its internationally revered collection of the art of Renoir, Monet, Degas, Sargent, Homer, Remington, Inness and Cassatt (among many, many others), and its expansive 140 acre campus full of trails wandering through meadows and woodlands. Built in 1888 by Archibald Hopkins, son of Williams College President Mark Hopkins, the incomparable home shares a spacious two thirds of an acre with gardens, handsome Goshen stone walls and two pergolas. The gracious entry hall, distinguished by a dramatic stairway with soaring leaded glass windows, leads to elegant living and dining rooms, and a warm bookshelf-lined library. All have French doors opening to

Beautifully renovated New England Farmhouse with thoughtful modern updates! The home retains original character with wood floors, some exposed timber framing, and a cozy fireplace. Chef's kitchen with high end appliances for serious cooking and easy entertaining. Four comfortable bedrooms, one a primary ensuite, with two additional flex spaces that work for offices, guests , den or creative studios. The screened porch is a three season favorite! EV charger and efficient systems. Set in a prime Berkshire location close to skiing, and minutes to Main Streets of Great Barrington & Stockbridge. Authentic, soulful and elevated, whether full-time or as a vacation home..

Originally built with classic 19th century detail, this 6 bedroom, 3.5 bath Colonial/Victorian has been thoughtfully expanded and renovated, carefully embellishing its original character with today's sought-after conveniences. Elegantly spacious rooms with high ceilings and tall windows lead to the well-designed kitchen, where you'll find 2 copper sinks, Wolf double ovens, pot filler, warming drawer, built-in Miele coffee maker, and even a dumb waiter! In addition, a large sunroom was added, with radiant floor heat for year-round enjoyment. Other modern upgrades include a sophisticated central A/C system, back-up generator, and water filtration system. Most recently a gorgeous, heated in-ground pool was installed on your private 2.35 acres. Historically named ''Hilltop,'' this gracious

Dreamy river Colonial: tucked away on 4 beautiful acres, 1361 feet of river frontage, offering privacy and a quiet sanctuary for wildlife viewing. Main floor features an updated classic chef's kitchen that flows into a spacious Great Room w/ wood-burning fireplace, dining area, 1/2 bath, and direct access to the sun deck with sparkling river and dramatic sunset views. A breezeway connecting the 2-car garage is a sunny space for all of your seasonal gear. Upstairs, the large primary bedroom includes a 2nd wood-burning fireplace and en suite bath, while two additional bedrooms share a full bath. Main floor office and a finished lower level currently serves as guest accommodations, media room, fitness, laundry, and a variety of additional uses. New landscaping! 4 bedroom Title V, completed 4/

Condo at Twelve Oaks Village. End of Cul-de-sac with Mountain views. This unit offers lots of Privacy being an end unit. Come enjoy Tennis Swimming pool and Fitness center all on property. 3 Full floors of living space with Primary Suite/Walk in Closet on 1st floor. Spacious open floor plan to enjoy entertaining with plenty of outdoor space with screened in porch and private deck. Enjoy Easterly Views of October Mountain. Plenty of room for family and friends.

Great Barrington A masterful rebuild with reverence for Great Barrington's past and a bold reimagining for modern living. This 5-bedroom, 4-1/2 bath colonial sits in-town and blends historic charm with contemporary luxury for effortless, years-long comfort.Property Highlights5 Bedrooms | 4 Full Baths + 1 Half Bath**Complex rebuild from the ground up** - preserved nod to the town's heritage with a fresh, modern interiorChef's Kitchen** - high-end appliances, ample prep space, and thoughtful layout for entertainingRadiant Floor Heating** - in entry Dual Fuel Heat throughout High Velocity Central Air Conditioning** - efficient, quiet climate controlSolid Heavy Doors with Emtek Hardware** - substantial, timeless feel with premium finishes4-Season Porch**

Tucked away at the end of an exclusive cul-de-sac, this luminous 4-bedroom home offers access to one of the Berkshires' most beautiful private communities. The interior is defined by an impressive great room, where soaring cathedral ceilings and a wood-burning brick fireplace create an inviting, open-air feel. At the heart of the home, the granite-clad kitchen serves as a bright culinary hub, featuring a casual breakfast area with picturesque views of the surrounding grounds. This space transitions seamlessly into a formal dining area, perfectly positioned for everything from large holiday gatherings to intimate evenings. The thoughtful floor plan is tailored for a modern lifestyle, featuring a primary suite on the main level and a bonus/studio space tucked privately above the den.

Timeless Craftsmanship Meets Modern Living-Built in 2004, this exquisitely crafted historic reproduction home seamlessly blends old-world charm with contemporary comfort. Set on 1.82 acres with sweeping mountain views, this 3-bedroom, 2.5-bathroom home features meticulous hand-crafted details throughout-honoring traditional design while offering the conveniences of modern construction. The welcoming gourmet eat-in kitchen is perfect for everyday living & entertaining. Step out to the inviting covered porch-an ideal spot to savor morning coffee & evening sunsets with mountain vistas. The primary suite captures stunning views, while the expansive yard provides additional room to roam. 2-car oversized garage. Secluded setting just minutes to downtown Great Barrington & Berkshire attractions.

Updated and spacious condo just a short distance from Main Street Stockbridge, downtown Lenox, and all the Berkshires has to offer! Premier Unit at Stockbridge Terrace: Enjoy peaceful living on a private cul-de-sac with a limited number of units. The main level living setup is perfect for the primary resident, featuring a large primary bedroom with an en-suite bath and walk-in closet, an open-concept kitchen that has been recently updated complete with top-of-the-line appliances and all new high end cabinetry. The Great Room boasts cathedral ceilings bringing an abundance of natural light and a soaring gas fireplace for added ambiance. Enjoy your private backyard views from the 4-season sun porch equipped with both heat and A/C for year-round comfort.

Set in the heart of the Berkshires of Lee, Mass, this beautifully maintained 4-bedroom home captures the essence of Berkshire living with panoramic, elevated views for all 4 seasons that will leave you speechless; particularly in Autumn, when views in the Berkshires explode with color. A 4th oversized garage below the house is the perfect place for all of your toys. Inside, the home offers 3 finished levels of flexible living space designed with an open concept. The 1st floor primary suite provides the ease of one-level living and features a newly renovated bathroom with walk-in shower, creating a spa-like retreat with tasteful tile finishes.

SPACIOUS, LINDAL CEDAR CONTEMPORARY WITH DISTANT WESTERLY MOUNTAIN VIEWS. Privately sited on nearly 4 acres on a premier country road, this three level home has plenty of space for family and friends. The first floor has a primary bedroom suite, double-height living room with a huge window facing the view, kitchen open to a large dining area, pantry, screened porch off the kitchen, half bath, den, and a laundry room. Upstairs is a second primary bedroom suite with full bath and a guest bedroom. A large loft area separates the two bedrooms. The lower level has a large family room with views, a bedroom, a full bath, a second kitchen, and a game room. Sheffield has plentiful hiking trails and easy access to the Housatonic River for kayaking. 12 minutes to Great Barrington.

A prime investment opportunity in the heart of downtown Great Barrington. This 10-unit residential property features a desirable mix of six spacious two-bedroom apartments and four one-bedroom units. The two-bedroom apartments are particularly appealing, all offering private balconies and fireplaces, with three of these premium units also including formal dining rooms and Jack-and-Jill style bathrooms. Its convenient downtown location ensures high tenant demand due to walking proximity to grocery stores and the hospital. Key amenities that add significant value include ample on-site parking, a large multi-bay garage providing resident storage, and laundry facilities in the lower level.

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.

Highly sought-after location this home is fully move-in ready with every detail completed to the highest standard. An expansive front porch welcomes you into a bright airy foyer setting the tone for the gracious rooms throughout. The main level offers a spacious living room w/ oversized windows and fireplace, a dining room for entertaining, butler's pantry and a spacious chef's kitchen. Upstairs are four well-proportioned bedrooms including a primary w/ ensuite bath and bonus room that can serve as a walk-in closet/laundry room. The finished third floor provides additional living space & home office while the finished lower level offers flexibility. Thoughtfully designed landscaping enhances privacy, mature fruit trees, EV charging station and owned solar panels. This is NOT TO BE MISSED!

Welcome to 9 October Hill, a refined Berkshires retreat set within the coveted Twelve Oaks Village in Lenox. Elevated by serene views and a peaceful, wooded backdrop, this residence features an expansive screened-in porch, ideal for quiet mornings or sunset entertaining. The first-floor primary suite offers effortless living, while the beautifully finished lower level with fireplace creates a warm and inviting escape. Two additional en-suite guest bedrooms occupy the second floor with sitting area between. Residents enjoy exclusive access to a resort-inspired amenity suite--pool, fitness center, clubhouse, and tennis--all just minutes from the cultural and culinary heart of Lenox. A rare blend of privacy, comfort, and sophistication. This is a truly outstanding home, must see.

Located in a ''hidden'' neighborhood behind a stonewall entrance, this newly built home offers tranquil living just 5 minutes from the heart of Great Barrington. The spacious farmhouse front porch is the perfect spot to enjoy quiet mornings or gather in evenings with family and friends. Light-filled and open, the main level features an elegant living and dining area framed by French doors, a gas fireplace, and a chef's kitchen designed for effortless entertaining. Also on the 1st floor, a guest bedroom suite enjoys a private bath with shower and soaking tub. On the 2nd floor the generous primary suite offers dual walk-in closets as well as an luxuriously oversized shower and soaking tub.

MOTIVATED SELLER; WILLING TO NEGOTIATE ON UPGRADES AND IMPROVEMENTS. Indulge in refined Berkshire living on an exclusive cul-de-sac, where effortless HOA services complement this exquisite new construction. Offering 4,200 sq ft of thoughtfully designed, environmentally conscious living less than a mile from downtown Great Barrington, this home is the perfect modern retreat. Enter through a covered portico into a soaring cathedral-ceiling great room filled with natural light and serene woodland views. A wonderful screened porch expands the living space for peaceful mornings or easy entertaining. The open layout seamlessly connects the living, dining, and chef's kitchen, featuring premium appliances, quartz countertops, and a spacious island. A sophisticated split-bedroom design.

MOTIVATED SELLER. Indulge in refined Berkshire living on an exclusive cul-de-sac, where effortless HOA services complement this exquisite new construction. Offering 4,200 sq ft of thoughtfully designed, environmentally conscious living less than a mile from downtown Great Barrington, this home is the perfect modern retreat. Enter through a covered portico into a soaring cathedral-ceiling great room filled with natural light and serene woodland views. A wonderful screened porch expands the living space for peaceful mornings or easy entertaining. The open layout seamlessly connects the living, dining, and chef's kitchen, featuring premium appliances, quartz countertops, and a spacious island. A sophisticated split-bedroom design.