Privately perched on a hill in the middle of 20 acres, this eclectic 1970s home blends vintage character with endless potential. Many original features remain, offering the opportunity to personalize or embrace its current retro charm--all on one easy living level. Every window frames peaceful views of your own property and abundant wildlife. Highlights include a spacious great room with a striking stone fireplace, open living and dining areas, and a retro kitchen with a Viking range. The home features 3 bedrooms, 2 full baths, an oversized sunroom currently used as an artist's studio. There is also a two car garage, and Fiber Internet offering the ability to work from home. A pond sits on the property, with Royal Pond and Bob's Way trail just across the street.

Offered land that has been owned and enjoyed for 25 years. Discover the perfect escape in Berkshire County, MA with this 293-acre property. 1 mile north to south and 0.5 miles east to west. This land offers a serene, private retreat with 212 ft of road frontage on southern boundary and 1740 ft of road frontage on the northern boundary. Explore your wildlife refuge with deer, bear, turkey, partridge, and rabbits among hardwood and softwood trees, ideal for off-grid living. Enjoy over 5 miles of private off-road trails. Build your dream home powered by solar or wind, with mountain top springs and brook headwaters. Bordering Franklin County, this property offers stunning mountain views and a self-sufficient lifestyle. Don't miss this chance to own a piece of Berkshire County paradise.

Beautifully appointed four-bedroom, one-and-a-half-bath contemporary New England farmhouse, perfectly situated in Egremont's most desirable location, Baldwin Hill. This thoughtfully designed residence blends timeless farmhouse charm with light filled rooms, delivering a serene retreat with Iconic Westerly Berkshire views. Protected land (APR Land) both front and rear ensure these views are protected for generations to come.

Don't miss this Lenox beauty! Tucked away on a quiet street and abutting preserved land, this colonial is a must see. Main level features hardwood flooring, living room with crown molding, formal dining w. large bay window, open updated kitchen with extensive storage. Family room with gas fireplace opens to spacious screened porch. First floor laundry and half bath. Three bedrooms on the upper level; primary suite w adjoining dressing room/ primary bath with soaking tub and separate shower. Two additional bedrooms and full bath; all w hardwood flooring. Central a/c; natural gas heat/hot water. If you enjoy nature and gardening- perennial gardens and specimen plantings bloom continuously to wow sight and scent. Abutting preserved land with year-round brook-your own magical retreat!

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

Immaculate Contemporary Cape Cod home in the desirable Fox Run neighborhood, tucked just off a scenic country road. This inviting property offers four bedrooms and 2.5 baths, featuring an open-plan kitchen, living, and dining area perfect for everyday living and entertaining. A first-floor primary en-suite provides comfort and convenience. The stunning sun porch overlooks a peaceful, bucolic pasture--an ideal spot to relax and unwind. With charming curb appeal and a prime location close to all the Berkshires has to offer, this home combines tranquility with accessibility. A truly special opportunity you won't want to miss.

Over 4500 square foot commercial space set on over 3 acres in New Marlborough. 10 Minutes to Main Street Great Barrington. The possibilities are endless with this property.

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.

Perched on 3.88 acres w/seasonal pond views on a serene paved road, this turnkey 2,830sqft retreat offers the best of modern living in a quiet country setting. The open-concept main level features a chef's kitchen w/quartz waterfall counters, a new induction range and custom cabinetry. Flow into the spacious dining area and living room with a new high-efficiency wood stove. Brand-new prefinished hardwood floors throughout, 3 beds including a primary suite w/direct deck access and 2 baths complete the main floors. The lower level consists of a massive family room and a separate home office w/ newly restored concrete floors & radiant heat + a 3rd full bath. Outside, enjoy a recently refinished deck, peaceful front porch, huge hot tub & outdoor shower. Car lovers will love the heated garage!

Located in Lee MA is a waterfront property a home built in 1880 and renovated in 1987. A bucolic location with views of rushing water and mountains. A perfect home for a variety of birds and established gardens.This 3500 sq. ft home offers an open floor plan that includes living room with fireplace, cooks kitchen with island and dining area. Main level includes a private bedroom and bath; screen porch, deck, laundry room/office, powder room, attached one car garage and office with separate entrance. The second floor offers 2 guest bedroom with private baths and PRIMARY with walk in closet, access to a Juliet deck and private studio space.Free standing single garage located at the rear of the property. This property has multiple uses!

Nestled in the heart of West Stockbridge, this stunning 5-bedroom, 5.5-bath Federal/Greek Revival style home at 4 Stockbridge Road combines historic charm with modern luxury. Built in 1825, the residence has been beautifully renovated, maintaining its classic character while offering contemporary amenities. The spacious interior features generous living areas, perfect for family gatherings and entertaining. Outside, you'll find a large barn, a greenhouse and impeccable gardens ideal for gardening enthusiasts or creative projects. This property is not just a home; it's an opportunity to enjoy the tranquil beauty of West Stockbridge, with its vibrant community and picturesque surroundings. Located minutes from many local attractions including Tanglewood and minutes from the highway.

Set beyond the ordinary, this extraordinary private retreat blends historic character with refined modern living on 2.25 scenic acres in the hills of Granville. Originally transformed from a classic New England schoolhouse, the home now offers a truly one-of-a-kind lifestyle surrounded by privacy, nature, and breathtaking beauty. The property features expansive open spaces, soaring ceilings, dramatic architectural details, and walls of windows that bring the outdoors in. The chef's kitchen flows seamlessly into inviting gathering areas, while outdoor spaces encourage relaxation and connection with the peaceful setting. Ideal as a full-time residence, weekend escape, multigenerational property, or live/work retreat. Worth the drive, impossible to duplicate!

Experience refined country living in this completely reimagined masterpiece by Wingate Ltd. Spanning 3 floors of gracious living space, 594 Shunpike offers architectural drama and modern efficiency on a truly scenic Berkshire corridor. Inside, a sculptural staircase exposes a sun-drenched open living area with white oak floors and a gas fireplace. This open plan flows into the chef's kitchen with quartz counters, and high-end SS appliances with multiple deck access points. Three independent suites offer flexibility and true privacy. The main suite being an oasis of comfort and relaxation. The walk-out lower level serves as the guest wing and includes a billiard room, wet bar, and plenty of sleeping accommodations. One could even turn it into an in-law apartment.

Set on approximately 3 picturesque acres in Dalton, this beautifully restored New England farmhouse seamlessly blends rich Berkshire history with thoughtful modern updates. Once operated as both an inn and stagecoach stop, the property is filled with timeless character.The home features 5 bedrooms and 3 full baths, including a spacious first-floor primary bedroom along with an additional first-floor bedroom and two full baths, ideal for guests or convenient single-level living. Warm and inviting gathering spaces include a library, living room, family room and formal dining room all filled with natural light and historic architectural details. Cozy gas stoves in both the kitchen and family room add modern touches to the home's classic New England feel.

Modernist retreat in a pastoral Berkshire setting; an artful sanctuary where design, landscape, and light exist in quiet harmony. Designed by acclaimed architect Debra K. Reiser, this light-filled two-bedroom, three-bath home blends refined urban modernism with the stillness of the countryside. Set along a quiet dirt road beside Moon In The Pond Farm, (an eco-conscious farm) a landscape of grazing sheep and open fields exists outside your window. The home feels private yet deeply connected to nature. Completely reimagined and meticulously renovated, it offers low-maintenance luxury within an intimate, thoughtfully designed footprint. Clean architectural lines, natural textures, and carefully placed windows frame the surrounding landscape like living artwork.

Berkshires Luxury & New Lakeside Living. Enjoy distant lake and mountain views from each first floor room. This elevated ranch style home creates one level living with grand open sunfilled spaces. This floorplan features open floor plan capturing lakeviews from each room on the main living level. This beauty is what you have been waiting for - a brand new never lived in newly constructed home is ready for you to live and enjoy the Berkshires at it's best now. Expansive gourmet kitchen topped with quartz quality counters, stainless appliances, breakfast bar and oversized walk-in pantry. Dining room flows to living room with sliders leading to a glorious continuous wrap-around upper level deck. Custom wire railings enhance views and is oversized for outside dining and chaise lounging.

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.

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!