Located on a quiet country road, this 18.5-acre parcel offers beautiful mountain views, privacy, and a peaceful setting. Just minutes from Williams College, the Clark Art Institute, and town amenities, it's the perfect place to create your ideal retreat in the heart of the Berkshires. The property is under Chapter 61A.

Residential development opportunity! This expansive parcel offers potential for 17 building sites, ideally located just minutes from downtown Great Barrington and Butternut Ski Area. The property abuts the iconic Appalachian Trail, offering tranquil access to nature and recreation. Build a cul-de-sac community where residents can experience the best of the Berkshires--hiking, skiing, and vibrant town life--all just moments away!

Modern updates have turned this beautiful 1850 colonial into a home worthy for today's most discerning buyer. Walking distance to the village of West Stockbridge where you'll find a fabulous coffee shop (6 Depot), public market, restaurants, ice cream shop, and more! The 1st floor has a large kitchen complete with a seating area, dining room that extends to a screened-in room, half bath, and a large living room with plenty of space for gathering. Upstairs you'll find 3 guest bedrooms that share a full bath and a generously sized primary BR with ensuite bath. The attic is finished and is great space for a play room or studio. Attached 2 car garage for convenience & a large flat yard with distant views of Berkshire Hills. Abutting protected land (Flat Brook) is the icing on the cake!

Rustic Style Expansive Cape. 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.

Welcome to this exceptional 3-bedroom, 2-bathroom lakefront retreat w/an in-ground pool,located in the highly sought-after Otis Woodlands community. Perfectly situated on OWL Lake, this home offers a rare combination of natural beauty, modern upgrades, and an array of resort-style amenities, making it the ideal country escape or full-time residence.Step inside to an open-concept living area with soaring vaulted ceilings and abundant natural light streaming through large windows. The spacious kitchen boasts gleaming granite countertops, newer appliances, and custom cabinetry, creating the perfect space for entertaining or quiet meals. The living room, with its inviting warmth and charm, seamlessly flows into the dining area, making this home perfect for gatherings with family and friends.

Private Log Cabin Retreat on 18+ Acres with River Frontage -Escape to your own slice of secluded Berkshires with this classic log cabin set on over 18 private acres. Surrounded by nature, this home offers peaceful living with unmatched charm and character.A welcoming wrap-around porch invites you to relax and take in sweeping views of the property. Inside, the main floor features a dining room, a kitchen with access to a bath, and two inviting living areasone opening to a large sunroom, perfect for enjoying the scenery year-round.The lower level offers a cozy living room, bedroom with bath, utility space, and a versatile hobby room with its own fieldstone fireplace. In total, the home boasts 4 bedrooms, 3 baths, and 6 stunning fieldstone fireplaces that create a warm,

Discover the perfect blend of comfort and charm with this stunning contemporary situated on two acres. There is a full-house Generac generator for comfort and peace of mind and central air. The great room is washed with natural light from the wall of windows and has a beautiful gas fireplace to provide additional warmth on cold Winter days. There is a circular flow into the spacious dining room and the updated kitchen making this home ideal for entertaining. A full bath and two charming guest bedrooms welcome visitors and offer opportunities for a home office. The oversized four-season sunroom offers magnificent light that takes in the picturesque landscaped surroundings and woodlands. It features an efficient gas stove for chillier days and screen inserts to help capture Summer breezes.

Welcome home! This magnificent 23-acre estate is rich in history and brimming with enchanting features. Nestled in a county setting, this property offers a connection with the outdoors for nature lovers and recreational activities. Enjoy walks, rides and cross-country skiing through woods and meadows on the maintained trails that meander through the 23 acres. A low-maintenance wild garden of perennial flowers and shrubs produces a kaleidoscope of colors during the spring and summer seasons. A large, private office area with high-speed internet provides a productive ''work from home'' environment. The first floor features an eat-in country kitchen with an antique Glenwood stove. The formal living room, with its wood-burning fireplace, is ideal for cozy evenings.

LOOKING FOR A COUNTRY ESTATE IN THE FOOTHILLS OF THE BERKSHIRES? This spectacular 6,460 sf custom built Colonial home has just been completed and has additional unfinished space over the attached 5 car garage, perfect for car enthusiasts! This spectacular property is set on nearly 5 picturesque acre and sits beside the Worthington Golf Club! Quality throughout w/gorgeous maple hardwood flooring, 8 bedrooms, 6 full custom baths, soaring 10ft ceilings on all 3 levels, exquisite Caesarstone quartz kitchen w/island & farmers sink, spacious 2 room primary suite w/walk-in closet, lots of recessed lighting, second kitchen would make a great pub style hangout, 2 decks (one oversized wrap deck,) new roof, freshly painted exterior & brand new septic! Additional land available!

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

Embrace the extraordinary at 395 Park St. North, where history meets opportunity. This stunning red brick 6,833 sq.ft. warehouse, once a bustling trolley barn, boasts high ceilings and a rich industrial charm, with river views while exploring the spacious layout, featuring 3 updated bathrooms, a newer roof and building updates. It has versatile separate offices and garage/shop areas. With ample parking and loading docks, envision endless possibilities from manufacturing to art gallery or more. Conveniently located near dining, parks, and cultural attractions, this property invites you to re-imagine living or workspace with style and creativity. Total acreage and assessment include two lots.

Escape to the Berkshires nature's preserve out your door overlooking Mass Audubon land to experience the ultimate easterly mountain and meadow view while in the midst of city conveniences and pleasures. Surprisingly exceptional views can be enjoyed from most rooms influencing your mind and spirit with a calming energy. This treelined one way street enhances the quiet and peaceful essence of the beautiful Berkshires. A charming neighborhood offers close-in city conveniences and pleasures near the Upstreet Cultural District yet minutes to Lenox dining and Tanglewood. Hike or snowshoe at Canoe Meadows bordering your .80 acres, bike October Mt.and kayak nearby. This stately and solidily constructed home is impeccably improved with an eye for design and quality. Restoration Hardware f

Situated on Great Barrington's highly sought after neighborhood of 'The Hill', 11 Prospect delivers on style, convenience and of course, location! This four bedroom home with two and a half baths over three floors and hardwood floors throughout, offers lots of room for family and friends. An oversized screened in porch, attached two car garage and a finished basement are just some of the 'must haves' to enjoy in this recently updated property. Steps away from the shoreline of Lake Mansfield and a simple stroll to downtown Great Barrington's many coffee shops, restaurants, bakeries and theaters, this property is the perfect move in ready home!

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

Discover a rare opportunity to own 181 extraordinary acres in the picturesque town of Adams. Available for the first time, this expansive property features an ideal blend of open meadows, rolling hills, mature woodlands and stunning views - perfect for nature lovers, outdoor enthusiasts, or visionary developers. The land boasts gently sloping topography from east to west, creating a dynamic landscape rich in wildlife and diverse ecosystems. Property borders Savoy Mountain State Forest to the east, providing direct access to hundreds of acres of protected land. Extensive frontage on East Hoosac Street and additional right-of-way access from East Road opens the door to potential development. Priced at just under $5,000 per acre, this is a unique opportunity in the heart of the Berkshires.

An exceptional commercial opportunity on busy Route 7 at the Sheffield-Great Barrington line, this 7.29-acre property offers over 1,000 feet of frontage and unmatched visibility. Formerly a GMC dealership and auto repair shop, the site includes a 5,540 sq ft garage with five oversized service bays and heavy-duty power--ideal for automotive, fleet, or light industrial use. An additional storage building on-site expands functionality.The expansive paved lot can accommodate over 100 vehicles, making it ideal for dealerships, rentals, or display. The location benefits from steady traffic, close proximity to tri-state area schools & businesses, and easy access to downtown Great Barrington's shops, restaurants, and cultural venues.

Modern Elegance Meets Tranquil Nature on the Clam River - a short ride to Gt Barrington on the Monterey Line! Tucked away on a private drive that gracefully winds over the scenic Clam River, this meticulously maintained residence is a hidden gem offering the perfect blend of sophistication and natural beauty. From the moment you arrive, the approach sets the tone--a tree-lined driveway leads to a thoughtfully designed home where every detail has been curated for elevated living. The main level features an open-concept layout anchored by a chef's kitchen with a full-length picture window that lets nature in. Soaring cathedral ceilings and an expansive window wall flood the dining and living areas with natural light, while a sleek 3-sided gas fireplace offers a warm focal point--

PANORAMIC VIEW, PRIVACY AND A STUNNING CONTEMPORARY is waiting to become your country sanctuary. As you drive up the long, private driveway, you feel your shoulders relax and then..peaceful thoughts take over as you soak in the sweeping south west view at the top of your private hill. The multi-level design of this home offers living with peace and tranquility for both gathering and quiet time alone, all while capturing the nature surrounding you on 5+ acres. Main level bedroom with private deck, full bath, office, cozy den and open kitchen/dining with direct access to the attached 3 car heated garage for convenience, dramatically opens to the Great Room in one direction and the primary bedroom with fireplace and newly designed luxurious ensuite bath with another guest bedroom and bath on

This historic 4-bedroom 3.5-bath home sits on a beautifully landscaped 1-acre lot surrounded by ornamental trees, vibrant flower gardens and mature plantings. Originally built around 1800, this comfortable well-maintained house features high ceilings, warm wood flooring, and plenty of period charm. The main level welcomes you with a spacious living room accented with Greek Revival moldings, an expansive bay window with built-in window seats, and an inviting wood-burning fireplace. Nearby, a charming den offers another wood burning fireplace and quiet spot to relax with a book. Off the living room, the formal dining room can comfortably accommodate a large crowd at holiday gatherings...

Rare Waterfront Offering on Prospect Lake - 10.5 Acres Across Four Subdivided Lots. Nestled along the tranquil shores of beautiful Prospect Lake, this extraordinary property presents a once-in-a-lifetime opportunity to own a unique and versatile slice of the Berkshires. With direct water frontage, lightly wooded acreage, and breathtaking western views, this is the perfect setting to create your dream retreat, family compound, or multiple home sites--all within a serene and private natural landscape. The land is lightly wooded, offering a blend of privacy and openness, with subtle clearings that invite sunlight through the trees. A network of light trails winds through the forest, ideal for peaceful walks, snowshoeing, or morning jogs. One of the lots features a charming pond,