ARRIVE FRIDAY NIGHT, UNLOCK THE DOOR & ENJOY THE WEEKEND! Turnkey Berkshire get-away in an exceptional location. Beautifully maintained and ready for immediate enjoyment, this inviting Egremont home requires no updates and offers comfort, privacy, and convenience. Features include a two-car attached garage and generator for effortless year-round living. Ideally positioned near skiing, scenic hiking, exceptional dining, and the vibrant villages of Great Barrington & Egremont, with easy access to New York and Connecticut. Egremont's attractive property taxes add to the appeal. A rare opportunity to simply arrive, settle in, and enjoy all that the Berkshires have to offer

A rare Williamstown investment opportunity just moments from WilliamsCollege. 181 & 183 North Street combines a substantially renovated two-family residence with a newly constructed detached ADU, creating three distinct residences on one property. 181 North Apt. A offers 2 bedrooms/1 bath; Apt. B offers 4 bedrooms/1 bath; and the detached 183 North ADU offers 3 bedrooms/2 baths. All three residences feature fully applianced kitchens and in-unit laundry, with modern updates and off-street parking. The ADU is currently leased through the end of the 2026-27 academic year, providing established rental income. An exceptional opportunity for an investor seeking multiple rental streams or an owner-occupant looking to live in one residence while generating income from the others.

Dreaming of your own private sanctuary? 30+ acres await exploration! Enter between two stone pillars and the long winding driveway will take you past woodland glades, open spaces, mature tree stands, manicured lawns and a magnificent spring-fed swimming quarry! Acres of open cleared land afford additional usage options. Cedar log home, one-owner custom built. Large wrap-around deck and long covered porch; great for summer entertaining! Inside you'll enjoy over 2000 sf of relaxed country living. Great room with vaulted ceiling, massive stone fireplace. Open kitchen w. granite counters and island w seating. Two first floor bedrooms and full bath. Upper level with spacious primary suite and an open loft with fireplace. Finished walk-out lower level w. 2 car garage. Truly one-of-a-kind!

Up here, it is all about light, height and the mountains. Set on the top floor of Greylock WORKS, Loft 403 is a 1,805 SF one-bedroom + study residence with soaring 16-foot ceilings, south-facing Berkshire mountain views and a private balcony above the historic mill campus. Conceived by celebrated architects LATENT Productions, Greylock WORKS reflects an uncommon respect for the historic mill, its architecture and its Berkshire setting. Historic brick, restored wood floors, massive columns and the scale of the original building have been preserved and celebrated, while highly custom modern interventions bring clarity and timelessness to the old industrial structure. Nothing feels generic. Nothing feels dropped into an old building as an afterthought.

Set quietly at the end of a private road in desirable South Egremont, this recent build delivers modern single-level living at its best. Designed with an easy, step-free floor plan, the home opens into a chef's kitchen that anchors the main living space. The layout features three well-appointed bedrooms-highlighted by a generous primary suite-plus a dedicated home office. Outdoor spaces are built for unwinding and entertaining, from the welcoming front porch to a broad stone patio, with wooded hiking trails waiting right outside your door.

Available for the first time, this recently built 4 season home is a unicorn in the sought after Beachwood community on the south side of the Stockbridge Bowl. Bright, crisp and modern this property comprises an entrance foyer, chef's kitchen with stone counter-tops, living/dining area, gas fireplace, 2 bedrooms and 1 bathroom and washer/dryer downstairs. Two bedrooms, 1 bathroom upstairs with additional flexible seating/work areas. A patio leads onto a deep, level garden and to a barn with a finished upstairs studio and great downstairs storage and an EV charging station. Two zone air-conditioning, generous parking courtyard and proximity to the Beachwood community's private beach and kayak launch. A unique opportunity conveniently situated near Tanglewood and both Lenox and Stockbridge.

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 Convenience Discover 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.

Gracious, elegant, and designed for living well, this exceptional center hall Colonial offers timeless character, beautiful mountain views, and an abundance of space. The welcoming entrance is accented by exquisite English stained glass, with wood floors flowing throughout the home. Five bedrooms and 3.5 baths provide room for family and guests, while grand living and dining rooms are perfect for entertaining. A spacious family room offers a more relaxed gathering space. The primary suite features cathedral ceilings and beautiful mountain views. Outside, covered patios and decks overlook a spectacular in-ground pool, gazebo, and bathhouse--creating a private setting for summer entertaining and relaxation. Thoughtful updates include a 2016 roof, 2023 driveway, and appliances updated 2023-26

Perched on Mount Hunger is this lovely, private, contemporary four-bedroom, three-bath home located near Lake Garfield, of which there are winter views. The current owners added a huge, beautiful living/dining room with a fieldstone fireplace, cathedral ceiling and huge windows. The renovated kitchen has granite counters with a Viking cooktop and Bosch double wall ovens. A first floor primary suite is complimented by a den and a three-season porch. The second floor holds two guest bedrooms and a guest bath, while the lower walk-out level has a fourth bedroom, a family room, laundry and utility room and a storage room with built-in shelving. Located well off the road with air conditioning, an outdoor shower and fiber internet. A true Berkshire country home with the best town beach nearby.

A private Berkshire lodge with room for everyone. Set on 4.89 acres in Becket Woods, this five-bedroom, four-bath home offers more than 4,000 square feet of living space across three finished levels. It is an ideal retreat for gathering family and friends, with ample space for everyone to spread out. At the center of the home is a dramatic two-story great room, where a massive stone fireplace rises through the soaring wood-paneled space. Large arched windows fill the room with natural light and views of the surrounding trees, while the open loft above adds to the lodge-like scale and character. The bright kitchen opens directly to the great room and features a Viking range, butcher-block island, generous workspace, and an eat-in area.

Live, Love, & Play in Blythewood Estates priced favorable $250,000 less than assessed value for a quick sale to allow you enjoyment this beautiful Berkshire season. A private enclave near premier Lake Onota to experience idyllic living in the Berkshire hills while creating lasting memories. This stunning 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, 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 suit

A remarkable offering of this restored 18th century Georgian home built in 1764 on almost 4 acres with the possibiilty of an additional building site as part of the listing price; with an early barn and shed opposite the Clark Art Institute. Once located on Main St where the College President's house now sits, it was moved by oxen to its current location in 1800. (RRBrooks.)Restoration efforts follow the Deerfield tradition of interior feather-edged sheathing and paneling, wide pine board flooring and a large colonial cooking fireplace with adjacent beehive oven in the keeping room. 4-5 bedrooms/3.5 baths.

Some spaces change the way you imagine living. Loft 306 is one of them. 1,985 SF inside. Another 1,615 SF of private terrace outside. South-facing Berkshire mountain views. Suddenly there is room for long summer dinners, a garden in pots, friends for the weekend, morning coffee in the sun--and an entire outdoor room under a very big Berkshire sky. Conceived by celebrated architects LATENT Productions, Greylock WORKS is a highly considered transformation of a historic Berkshire mill, respecting what was here rather than erasing it.

Uncommonly Superb View -- A Vermont Meadow Retreat Tucked quietly into a broad meadow and surrounded by lush Vermont landscape, this property enjoys one of those rare, completely unspoiled western vistas: a full, harmonious sweep of the Taconic Mountain ridgeline, framed perfectly within human scale. The almost 40 acre setting--meadow bordered by deep woodland--creates a sense of arrival, privacy, and permanence that is difficult to replicate. The architect designed home blends natural materials inside and out, offering a calming, organic environment that feels inseparable from the land around it. One of the sellers' guiding goals the architect skillfully interpreted, was harmony with the landscape, expressed most beautifully in the roofline: ... (see more)

Discover this sleek 2022 contemporary set on a beautifully landscaped parcel of just over 2 acres. Thoughtfully designed for low-maintenance, efficient living, this home offers 3 bedrooms, 3 bathrooms, and approximately 2,400 square feet, with every detail crafted for both beauty and everyday 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.

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.

Attention Investors! Excellent 6-unit investment opportunity in Lee with strong existing income and flexible rental potential. Five of the six units have been renovated with premium finishes, complemented by a newer roof, updated electrical and newer heating systems--helping reduce near-term maintenance and capital needs. Currently operated with a mix of long-term and seasonal rentals, the property offers flexibility for traditional leasing, short-term rental use, or a combination of both. The spacious 4BR/2BA unit also provides an attractive owner-occupancy option while generating income from the remaining units. Public water and sewer, separate utilities, ample parking and convenient access to the Mass Pike, Lee Outlets and Berkshire attractions. Easy to show- come see for yourself!