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

Custom built home! Embrace the eastern views and warmth of New England's Mountains from the beautiful open front porch! Amazing custom home built by a true craftsman. Beautiful natural wood elements & exposed beams throughout, make for a wonderful Berkshire retreat! Large custom kitchen with granite & butcher block countertops, open dining room for easy entertaining with double French doors lead to an inviting screened porch/sunroom. Large private deck overlooking patio with firepit and meticulous lawn. Large mudroom/office. Beautiful living room with bay window, cozy den/family room with wood burning fireplace. Large first floor full bathroom with washer/dryer hook-up. Thoughtful design throughout.

GORGEOUS LOW MAINTENANCE HOME IN LOW TAX EGREMONT. A move-in ready opportunity, just minutes to the NY & CT borders AND Great Barrington. This home is ready for occupancy or ideal for income producing property. Wonderful chef's kitchen with open plan Living/Dining. The upper level hosts a grand primary en- suite, with a dedicated office space and seating area, AND its own screened porch. Two additional Bedrooms and full Bath provide total comfort for family and guests. The expanded deck, fire pit and level yard great for family & friends. Two car attached garage, Generator, and meticulously maintained grounds. Custom shed, has studio or play house potential. Dog fenced area. Egremont Barn , Great Barrington & Catamount Ski area minutes away. Trains 20 minutes away.

Nestled at the end of a quiet country cul-de-sac, this newly built 5-bedroom, 4.5-bath home embodies refined country living. A dramatic primary suite offers dual walk-in closets and a spa-inspired bath with soaking tub, while a first-floor ensuite bedroom enhances comfort and flexibility. The gas fireplace living room and chef's kitchen create a seamless flow for entertaining, extending to a private rear patio and deck. A welcoming cedar-decked front porch, French doors, and a heated two-car garage highlight thoughtful design. Basement level with High ceilings, and plenty of windows could be easily finished. Built with foam insulation and advanced mini-split climate systems, this home delivers modern efficiency in a serene Berkshire setting, convenient to CT and the Great Barrington.

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,

Stunning Contemporary Home in Great Barrington - Perfect Blend of Privacy and ConvenienceDiscover this beautifully designed 2,500 sq. ft. contemporary residence nestled in the desirable Great Barrington area. Offering 3 spacious bedroom suites , this home combines elegant style with everyday functionality.Step outside to your private fantasy backyard -- an entertainer's dream featuring a charming gazebo and a generous deck, perfect for hosting gatherings or relaxing in your own outdoor oasis.The oversized garage provides ample storage and includes a versatile space above, ready for your expansion ideas. With rough plumbing and electrical already in place, customizing this area is effortless. Located 2 min from Monument Mountain Reservation and 6 min to Main Street.

Rare offering of over six acres ''On the Hill'', sprawling residence with first floor primary, large eat-in kitchen with cozy fireplace.. porch-privacy-garage..open acreage bordered by woods.. walking distance to Main Street, Skiing and Lake Mansfield nearby...Five bedrooms, three baths. Formal living room.Plenty of room for expansion.

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.

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..

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.

LOCATION, LOCATION, LOCATION. This terrific home is in low-tax Egremont, setback from road, & is a short walk to French Park which sports new tennis/pickleball courts, a playground, hiking trails, a basketball court, and a dog park. The town also features two of the more popular restaurants in the Berkshires. But, what about the house? This well maintained 4 bedroom/3 bathroom home is wheelchair accessible, and meticulously maintained. There is an in-apartment that might be rented as an apartment or a professional office. Ever been inconvenienced by a power outage? Not at this house because it has a 10kW generator. Worried about roof conditions? Not a concern at this house. The steel roof should be good for another 40 to 50 years. Schedule a showing today! SEE MORE...

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.

Designed in 1929 by noted architect Henry Seaver (Berkshire Museum, Lenox Town Hall), this distinguished Georgian Colonial was once the centerpiece of Pittsfield's social scene. The home preserves exquisite 18th-century details - mantels, wainscoting, and finely crafted woodwork salvaged from two of the city's earliest residences, making it a living piece of Berkshire history. Set back on 2.5 private acres along prestigious Crofut Street, the estate offers 5 bedrooms and 5 baths, including twin primary suites ideal for hosting friends and family year-round. Gracious living and dining rooms, a peaceful sunroom, a cozy study, and a large eat-in kitchen with Viking range and butler's pantry combine period elegance with modern comfort. This turn-key estate is offered fully furnished and

Tucked at the end of a quiet cul-de-sac just minutes from Tanglewood, this light-filled country contemporary is designed for easy Berkshire living, with bright open spaces, a convenient first-floor primary suite, and seamless indoor-outdoor flow. Mornings begin in a sunlit kitchen that opens effortlessly to the main living areas, while a vaulted great room with gas fireplace creates a natural gathering space year-round. In warmer months, doors open to a wraparound deck, screened porch, and stone patio overlooking landscaped grounds--ideal for long evenings outdoors and relaxed entertaining.The spacious first-floor primary suite features a sitting area, double vanity, soaking tub, and two walk-in closets. Additional spaces include a four-season sunroom and home office or den. Upstairs,

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.

Properties of this magnitude and character are becoming a true rarity in today's market. Brookmede Farm, isn't just a listing; it is a magnificent blank canvas of 22 beautiful scenic acres, defined by sweeping mountain views and a profound sense of quiet serenity. From the moment you arrive, the silence and the scale of the landscape invite you to imagine the unlimited possibilities. Whether you envision a world-class equestrian estate, a sustainable organic farm with cows and chickens, or a sophisticated multi-structure family compound, this land provides the space and the soul to make it a reality. Standing as a centerpiece to this vision is a towering, three-story Timber Frame barn. With its incredible volume and structural presence, it offers a

Live, Love, & Play in Blythewood Estates a private enclave near premier Lake Onota to experience idyllic living in the Berkshire hills. This stunning modern 6000+ sf, 5 Bedroom, 5.5 bath colonial is thoughtfully designed and beautifully set on 3.42 manageable acres with sweeping meadow views nestled perfectly to create peace in nature while centrally located minutes to the culture, arts, museums, fine and eclectic dining and central to Tanglewood and The Clark Art. Three levels of living create a blend of fun and entertainment with a degree of separation on levels. First floor offers one level easy living with a dramatic two story primary bedroom suite. Second floor boasts heightened enjoyment with four spacious bedrooms spanning a second story balcony. Lower level offers a theatre, gym

''Best of Berkshire Living: Gardens, Grand Trees & Income-Ready Guest Cottage''Between the Rockwell Museum and Botanical Garden, minutes from Tanglewood, this nearly 4-acre Berkshire property offers two distinct homes surrounded by heirloom trees and landscaped gardens. The 4BR, 2BA main house features a first-floor primary suite with sunroom, spacious living areas, and central A/C. The charming 1BR guest cottage, with large living room and mini-splits, is ideal for rental income or private guests. Garages for 5+ cars, perfect pool site, and privacy ensured by abutting protected land.

Perfectly positioned on the border of Hancock and Williamstown, this striking Post & Beam contemporary estate offers a rare blend of architectural sophistication and rustic elegance. Spanning approximately 27 acres of meadows and woodlands, this property serves as a secluded sanctuary with views of countryside, mountains, and it is 3.5 miles to Jiminy Peak Ski Resort. The home's interior unfolds across three expansive levels defined by windows, views, soaring ceilings, and rich hardwood flooring. The main living areas include a cozy living room with a Mansfield model wood-burning stove, media/music areas, and a 3-season sunroom that flows seamlessly onto a spacious trex deck. The chef's kitchen is a masterpiece of function and style, complete with a walk-in pantry and dining area.

Set on 22 private acres, this Monterey retreat offers a peaceful escape from city and suburban life. Freshly painted this spring, it's near Lake Garfield and Monterey Town Beach, and across from Beartown State Forest. The bright, expansive home features four ensuite bedrooms, including a spacious primary suite, large entertaining areas, and cathedral & vaulted ceilings. Outdoors, enjoy a 16' x 40' heated gunite pool, an outdoor enclosed shower, a large stone patio, and the year-round Loom Brook flowing through the woods. The lower level includes a sauna, exercise pool, and utilities. A two-car garage connects to a mudroom with laundry, half bath, and outdoor shower, plus a large bonus room above. A rare opportunity at this price in scenic, convenient Monterey, with fiber internet.