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

Well-maintained contemporary home in an exceptionally convenient location set on 5+ wooded acres. Designed for easy living and low maintenance, this home offers an open floor plan with high ceilings, wood floors, and a beautiful fieldstone fireplace anchoring the main living space. The kitchen opens to another living area creating a comfortable flow for everyday living and entertaining. Enjoy the lovely screened porch and outdoor deck overlooking the natural setting. Three bedrooms and 3.5 baths, including guest quarters or apartment space for added flexibility. Large two-car garage. A wonderful opportunity for those seeking a comfortable Berkshire home. It is in a very private setting, but is also a short distance (walking distance) to the elementary and secondary schools.

Fully occupied-Opportunity to own 2 commercial buildings on the same 2.9 acre lot in a desirable location located on Main St. in Egremont. Both are well maintained buildings with attractive curb appeal and a prominent stone retaining wall and paved driveway with plenty of parking. Roofs are under 10 years old. Front building has a 950 sq.ft. of professional office space on ground floor. The second floor has a well maintained 750 sq.ft. apartment with 1 bedroom, living room, kitchen and bathroom. In addition, a detached, 300 sq.ft. suite to accommodate a business with smaller space needs. Each unit has it's own private entrance and bathroom. The second building boasts 5 commercial spaces ranging from 100 to 750 sq.ft.. of professional office space.

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.

A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include two oversized curb cuts for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success, with a generous footprint that supports two distinct building envelopes. The dual-envelope design is ideal for a synergistic development: imagine a high-volume drive-through (QSR, bank, coffee) complemented by a prime location for retail or professional offices. Leverage the robust, year-round economy of the Berkshires, a premier destination for tourists and residents.

A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include two oversized curb cuts for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success, with a generous footprint that supports two distinct building envelopes. The dual-envelope design is ideal for a synergistic development: imagine a high-volume drive-through (QSR, bank, coffee) complemented by a prime location for retail or professional offices. Leverage the robust, year-round economy of the Berkshires, a premier destination for tourists and residents.

Custom built home situated on a private lot just minutes to GUIDOS! Impeccable home with open floor plan....kitchen, eating area, living room with fireplace.... wood floors, tiled baths, gas heat, central air, established gardens including your very own blueberry patch!...A stunning house on a very special piece of land....come take a look ....

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.

A truly rare offering in Northeast Berkshire County, this thoughtfully designed custom-built home represents a unique blend of luxury, comfort, and timeless craftsmanship. Rich hardwood floors, elegant ceramic tile, and classic molding and trim create a lasting appeal throughout the home. The main residence features a spacious gourmet kitchen with a breakfast bar, ideal for both everyday living and entertaining. A warm and inviting family room with a wood-burning fireplace and a gracious living room provide beautifully appointed gathering spaces. The first-floor primary suite serves as a private retreat, featuring a bedroom bathed in natural light and a recently renovated en-suite bathroom with radiant heat. Upstairs, two spacious bedrooms with walk-in closets are complemented by a well-

Perfectly poised and priced! This immaculately maintained four-bedroom residence, set on an acre of land, delivers three levels of sophisticated living space designed for both effortless entertaining and quiet sanctuary. The property balances a serene, retreat-like setting with beautiful mountain views and unparalleled convenience to local amenities and top-tier Great Barrington schools. The home is enveloped by a lush and mature landscape, offering a changing tapestry of flowering color and seasonal interest throughout the year. Cross the welcoming mahogany front porch an ideal vignette for morning coffee or evening relaxation into the expansive main level. The heart of the home is an open-concept great room featuring beautiful cherry wood floors, anchored by a warm fireplace, built-in

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

First-time for this treasured dwelling to be available for purchase. This magical setting surrounded by lush gardens and plantings is just the beginning of the enchantment. Distant mountain views to the east brings your viewscape to Butternut Ski & beyond. Inside the dwelling is a large open living space & kitchen on the first floor. Separately, there is a first-floor Ensuite. Abutting the first level, is a charming screened porch for dining or just taking in the sounds of nature. An open deck on the backside of the main level awaits your enjoyment. The 2nd level contains two VERY large bedrooms Ensuite; both with walk-in closets along with more locations for maximizing the distant views. The finished lower/walkout level has a full bath for a possible 4th Ensuite and living space

Embark on an entrepreneurial journey to be recreate one of the few lakefront dining spots left in the Berkshires! This exquisite property boasts a stunning waterfront restaurant nestled along the serene shores of Pontoosuc Lake, encompassing just over an acre of prime land. It is fully equipped with a liquor license, a lottery license, and a full commercial kitchen. Furthermore, the property offers exceptional potential for development, complete with direct access to the tranquil waters of the lake.

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.

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.

Set on just over seven acres between Lee and Stockbridge, this c.1850 Greek Revival delivers classic Berkshire character with real scale. Nearly 4,700 square feet with a gracious flow, tall windows, and preserved period details. Every bedroom offers an en suite, creating an easy setup for hosting family and friends. Common spaces include a welcoming foyer, two living rooms, a formal dining room, a library, and a large cook's kitchen with eat-in area and pantry. Three period fireplaces add warmth and charm. Outside, mature trees frame open meadow, with room for gardens, games, and long summer evenings. The setting is remarkably convenient. Tanglewood, Lenox, Stockbridge, and downtown Lee are a short drive, and access to Route 7 and the Mass Pike keeps weekend trips simple.

Sitting right on the Lenox-Lee line, Katydid Cottage is one of the few freestanding homes at Fox Hollow - your own house, your own private patio, with Lenox and Tanglewood just up the road. It feels like a single-family home but comes with the ease of condo ownership, so your weekends go to the lake instead of the upkeep. The main floor is where this one really works. The kitchen is bright and open to a big dining room, and the living room has a gas fireplace for the cold months. The primary suite is on the first floor too, so you can live on one level if you'd prefer.