Nestled on 36 private acres, this contemporary home offers breathtaking mountain views and an extraordinary blend of modern design, energy efficiency, and meticulous craftsmanship. The multi-level open floor plan features sun-drenched rooms, soaring cathedral ceilings, and stunning architectural details throughout.French doors create a seamless indoor-outdoor flow, leading to expansive decks and a patio complete with a hot tub, perfect for entertaining or relaxing among the lush perennial gardens. The sunroom overlooks a serene swimming pond and gazebo and sits conveniently beside the kitchen, which is outfitted with granite countertops and stainless steel appliances.Constructed with green technology this residence is both eco-conscious and structurally superior.

A Stunning Three-Story Residence with Breathtaking Views for an Easy Care Lifestyle in the Berkshires.Majestic and magical perfectly describe this exquisite three-story mountain top home, designed to capture the stunning and distant views of the Berkshire skyline. With over 5,000 square feet of expansive living space, this centrally located residence offers the perfect opportunity to either escape, join a quaint community or work at home with glorious views of the Berkshire Hills.Prime Location for Nature and Culture.Nestled in a charming small-town neighborhood, this home is bordered by beautiful woodlands, providing direct access to hiking trails and the nearby Appalachian Trail. Its central location places you at the heart of the area's vibrant culture and great outdoors.

Welcome to this newly remodeled 4,298 sq. ft. luxury residence, perfectly set on 1.53 acres of beautifully landscaped grounds. Built in 1998 and thoughtfully updated, this home blends timeless elegance with modern sophistication. Inside, the open and airy floor plan features 4 bedrooms and 3 1/2 bathrooms, designed for both comfort and style. The chef's kitchen boasts a Sub-Zero refrigerator, Wolf appliances, and a built-in Miele coffee machine, while the dining room is enhanced with custom-built-in fridge and freezer drawers--perfect for hosting. From the attached two-car garage, a custom mudroom with built-in shoe storage leads into a finished home gym outfitted with state-of-the-art equipment.

Set on a prime Lenox road directly across from Canyon Ranch, this fully renovated antique offers the rare convenience of a sidewalk leading straight into the village center. Shops, dining, Shakespeare & Co., and The Mount are just moments away -- yet the property feels private and peaceful, surrounded by mature trees and gardens.Originally the Gardener's Cottage for the historic Bishop Estate, the home blends preserved character with extensive recent improvements, creating a residence that feels timeless and truly move-in ready.

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.

A unique farming opportunity on a self-sufficient 51-acre parcel, highlighted by an 1802 antique Colonial exuding historical charm. A thoughtfully conserved agrarian sanctuary with organic soil, a fruit orchard, maple sugar house, trails, gated pastures, and a running brook. The large barn and mature gardens are framed by stone walls and outbuildings. Bright rooms with wood floors, antique beams, 4 fireplaces with generous common spaces ideal for family or community living. Sustainable energy solutions: grid-tie solar, photovoltaic hot water, a hydronic wood boiler and on-demand hot water, ensure economic fuel usage. A soulful property reflecting American heritage offering privacy & tranquility. A unique opportunity for farm-to-table living, historical immersion and rural sustainability.

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.

Your waterfront lifestyle begins at this Hayes Pond sanctuary. From sunrise paddles to sunsets savored from the deck, this home is your private four-season escape in the Berkshires. The modern, open interior is designed to celebrate the water, with soaring cathedral ceilings and a wall of windows that frames the stunning lake view. A cozy wood stove, bright sunroom, and a large deck provide perfect spaces for relaxing or entertaining. This 4-bedroom retreat includes a primary suite featuring a calming soaking tub. Your private, grassy shoreline is your personal gateway to the lake--perfect for launching kayaks, fishing, swimming, or the occasional bonfire. This is the ultimate waterfront escape, where every detail is focused on a life lived by the water.

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 wonderful gardens, handsome Goshen stone walls and two lovely 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

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, Upstreet 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 caregivers

Welcome to 221 Bailey Road in Lanesboro, MA., an exquisite ranch-style home offering approximately 4,200 sqft of luxurious living space. Nestled on 87 acres atop a mountain, this property provides unparalleled privacy and breathtaking views that enhance its serene atmosphere. The open-concept living area is perfect for entertaining, featuring abundant natural light and seamless flow between spaces. Energy efficiency is a hallmark of this home, ensuring comfort year-round while minimizing utility costs. Ample room for family and guests, this stunning residence combines modern amenities with the tranquility of nature. Some of the amenities this home offers a three car garage, heated in ground pool, owned solar and a cozy wood stove for those chilly Berkshire nights.

Step into history and modern comfort at this beautifully preserved 1844 colonial on 1.6 private acres in Alford. This 4-bedroom, 3.5-bath home offers the rare luxury of a first-floor primary suite, ideal for one-level living without sacrificing charm or space. Original character blends seamlessly with today's lifestyle: enjoy morning coffee on the screened porch overlooking your expansive grounds, then retreat to the versatile outbuilding--perfect as an artist studio, workshop, or potting shed. With generous room sizes, thoughtful updates, and that unbeatable combination of low taxes and Berkshires beauty, this is country living at its finest. Minutes to hiking, culture, and Great Barrington dining. A rare find in a coveted location.

Discover a stunning oasis in this custom-built contemporary home, ideally situated in a picturesque and private setting. Enjoy tranquil views of a serene pond, beautiful gardens, and flourishing fruit trees, all while basking in an abundance of natural light. This home is a dream for those who love to entertain. The spacious dining room and inviting living room, complete with a cozy fireplace, provide the ideal backdrop for gatherings, complemented by three spacious decks that extend your living space outdoors. Culinary enthusiasts will delight in the oversized cook's kitchen, featuring charming terra cotta floors, premium appliances, a generous center island, and ample dining space. Retreat to the luxurious first-floor primary bedroom suite, which offers a large walk-in closet,

Introducing Green River Meadows, a new luxury development that prioritizes healthy, sustainable living--ideal for those seeking an eco-friendly lifestyle without sacrificing luxury. Nestled alongside the Green River in Williamstown, just a short distance from the prestigious Williams College and surrounded by the cultural richness of the Berkshires, this community offers an exceptional lifestyle in a prime location.These to-be-built homes reflect a deep commitment to sustainability, seamlessly blending innovative design with environmental stewardship. Built using Passive House principles, the homes are designed to achieve optimal energy efficiency through superior insulation, triple-pane windows, airtight construction, and continuous fresh air ventilation,

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. Three 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..

New Build Contemporary. Timbercraft Homes & Rosengren Architects collaborated to create this Contemporary 1584 square foot 2 bedroom home. Clean lines and simple one level living. Energy efficient Home with beautiful oak floors, custom kitchen open to dining and living room. Primary bedroom spacious and bright with well appointed bathroom and walk-in closet. Fireplace, dual fuel heating and AC. 1 car garage, pre-wired for Electric Car plug-in and Generator. Landscape installations by Mike Stevens. Come and see soon.

Welcome to Serenity Hill.This 1994 Cape style home captures the timeless charm of the Berkshires from the moment you arrive. At the entrance, stately stone pillars and a classic stone wall offer a graceful welcome, setting the tone for the calm, natural beauty that defines life in the Berkshires. Located on the border of Great Barrington, this Sheffield home is on a peaceful, quiet country road. Less than a mile from Wyantenuck Country Club and just five minutes from downtown Great Barrington. This home offers a peaceful sense of seclusion without ever feeling far from the heart of the Berkshires.Inside, you'll find an airy, open layout with natural flow from room to room, designed with both comfort and connection in mind.

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**

The Rarest Offering in the Southern Berkshires:Discover the ultimate convergence of modern luxury and absolute solitude. Set upon a staggering 78.53-acre canvas with over 2,300 feet of road frontage, this pristine 2022 Custom Colonial Farmhouse offers a lifestyle often sought but rarely found: new construction reliability within a historic, whisper quiet landscape. Whether you are an equestrian seeking a turnkey facility or a creative visionary desiring a quiet compound, this estate is designed for stewardship and serenity.A Masterpiece of Modern Efficiency:Step inside to an interior defined by clean lines, natural light, and quiet sophistication. SEE MORE OF THE STORY BELOW!

Discover comfortable & gracious living in this impeccably renovated home in Lenox. 4 BRs & 4 BAs approx. 4,000 sq ft of open, modern design. The entire home is filled w/sunlight & gleaming new red oak flooring & a sleek chef's kitchen outfitted with new Bosch appliances, quartz countertops & significant storage. Functional yet luxurious details throughout- from laundry on 2nd level to mini-split systems, fireplace & a sunroom that promises cozy comfort in all season. Step outside into your private natural oasis: enjoy gatherings w/ woodland views around the fire pit, on deck or patio. Newly finished lower level includes a living, dining & media room equipped with kitchenette & full bthrm. Set in one of Lenox's most desirable neighborhoods, this home provides privacy and convenience.