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.

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 1994. 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.

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.

Beautifully renovated historic farm house available in Lenox Massachusetts. A charming 1840s clapboard house located on the estate of ''Brookhurst'', one of the famed Berkshire ''cottages'', this former guest house has 3 or 4 bedrooms and 2 full baths spread over three floors (primary bedroom and bath on main floor). It has a private gated driveway and an attached 2 car garage.. Luxurious traditional decor throughout the home but with all the modern conveniences including AC, WiFi, whole house generator and more. A flagstone terrace overlooks the lush backyard and fully planted walled garden. The house benefits from the rolling landscaped vistas of the beautifully maintained estate property it abuts. Steps to the town of Lenox and to Tanglewood!...Call Today!

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.

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

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!

Set on four private acres along a quiet stretch of road by the Housatonic, this is the kind of place that reveals itself slowly. The driveway is lined with rhododendrons that light up every spring, and the rest of the landscape is paced to bloom straight through summer - fruit trees, azaleas, perennials, all of it planted by someone who clearly knew what they were doing. Out back, a brook babbles through the yard. The Sheffield covered bridge, about as scenic as New England gets, is an easy walk away. Inside, the first floor opens up and flows - wood floors throughout, and a wood-burning fireplace that anchors the whole space. There's a full bath on the main level. Upstairs, the primary has its own en suite, and the other two bedrooms share a half bath.

Located a half-mile west of the Williams College campus, this beautifully renovated and meticulously maintained home sits on 0.77 acres overlooking the Village Green and is designed for effortless one-level living. The heart of the home is a spacious, welcoming kitchen featuring a sun filled bay window that allows for plenty of natural light. The living room, anchored by a fireplace, enjoys sweeping views. The formal dining room and flexible den/office provide comfortable spaces for gathering or working from home. Right down the hall you will find 4 bedrooms, 3.5 baths including a large primary bedroom with a full bath. Additional highlights include a two-car garage, a brand-new central air system, a spacious level backyard, with a new back deck, a gorgeous stone front

Barns, Brook & Beautiful LivingUniquely spanning the Williamstown, MA and Pownal, VT state line, this inviting property combines New England charm with exceptional flexibility. The expanded 3,500 sq ft home offers 4 bedrooms and 2 full baths, including an option for a first-floor bedroom. Warm, connected living spaces include a stone-fireplaced family room, open kitchen and dining area, a cozy tavern room with wet bar, and a shaded patio for summer enjoyment. The 3.4-acre Vermont parcel features Broad Brook along its boundary plus two outstanding outbuildings: a 30'40' insulated and finished barn with office and 12' ceilings, and a 30'50' three-bay garage with 12' rafter clearance--ideal for vehicles, equipment, hobbies, or future conversion. With the house on 0.6 acres in MA and the

Steeped in history and rich with character, this remarkable 1767 residence is the oldest home still standing on its original site in Williamstown.Thoughtfully expanded over time, it preserves its historic integrity while offering comfort for modern living.Set on nearly five meticulously maintained acres in one of the town's most desirable neighborhoods, the property feels both private and timeless, with mature plantings, perennial gardens, and sweeping lawns.The classic Cape Cod-style architecture features a wood shake roof, enhancing its New England charm. Inside are 5 bedrooms and 3.5 baths, blending intimate period rooms with light-filled living spaces. A dramatic living room with cathedral ceilings and French doors opens to beautiful Goshen stone patios, ideal for outdoor entertaining.

The mid-century retreat you've been waiting for. This classic home sits on over 4 private acres, delivering the ultimate Berkshire lifestyle with a bright, open floor plan and two cozy fireplaces. With 4 bedrooms, 3 baths, a large office, and a sun room looking overlooking your oasis, the layout offers perfect flexibility for guests or remote work. Outside, your private resort features a heated swimming pool and a dedicated tennis or pickle ball court tucked at the end of a quiet road for unmatched seclusion. Modern upgrades including a large solar array and a new heating system drastically reduce utility costs. Experience total privacy while staying minutes from everything that makes Great Barrington a premier Berkshire destination.

FOR SALE: Prime Downtown Great Barrington Gem - Endless Possibilities! Welcome to 406 Main Street, a rare opportunity in the heart of downtown Great Barrington, MA. Just steps from bustling Main Street shops and restaurants, this versatile 5,180 sq ft building offers exceptional potential for residential, commercial, or creative mixed-use transformation. Zoned B2, the property allows for single-family, multi-unit, or live/work conversion--with no sprinkler system required for up to 3 residential units. Already equipped with 1 full bath and 4 powder rooms, and featuring two finished floors, the layout adapts effortlessly to your vision--be it modern apartments, stylish offices, retail space, or a dynamic studio. Spacious and bright with 5,180 sq ft across two levels Excellent bones

Enchanting 55-Acre Country Estate Along Mill Brook Discover a true rural refuge where historic charm meets masterful modern design. Set on 55 breathtaking acres alongside the dramatic geological beauty of Mill Brook complete with swimming hole, this lovingly maintained 5-bedroom estate offers an unparalleled sanctuary. At the heart of the property is a circa 1830 Cape, beautifully preserving its original character with stunning wood floors, classic moldings, and cozy fireplaces. Over the years, the home has been thoughtfully expanded for modern living. A masterfully designed kitchen and den serve as the ultimate gathering hub, while the first-floor primary suite boasts dramatic cathedral ceilings. Sip your morning coffee in the sun-drenched three-season porch, complete with a coz

Set on a beautiful, level one-acre lot and nestled behind handsome fencing & lush landscaping, this inviting home offers convenience, low-maintenance living, and outdoor enjoyment. The manageable interior layout is designed for easy living, while the expansive yard provides endless possibilities for gardening, recreation, play, pets & entertaining, or simply enjoying the peaceful surroundings. No remodel required, kitchen & baths pristine! You will appreciate the new blue stone walkway & gorgeous landscaping! The property is ideal as a full-time residence or weekend retreat. Generator, garage & screened porch! Easy access to major routes and convenient travel to and from New York City. Outdoor enthusiasts will love being just minutes from local skiing and year-round recreation.

Move right into this stunning single-family home at highly desirable Berkshire Country Meadows. Nearly new and impeccably maintained, this spacious home offers the ease of condominium living with the feel of a private residence. The open-concept design features a beautiful kitchen, dining area, and living room with a cozy gas fireplace, perfect for entertaining or everyday living, and a separate first floor office with French doors for privacy. The first-floor primary suite boasts a walk-in closet and en suite bath while the walkout lower level expands the living space with a generous family room, two additional bedrooms, full bath and private patio. With 4 bedrooms, 4 full baths, and exceptional space throughout, this home is simply gorgeous and ready to enjoy. Clubhouse, pool, tennis.