Stunning Circa 1850's renovated with seven bedrooms and nine full baths. Classic Greek Revival with strong lines and lovingly preserved details; three period fireplaces, generous gourmet eat-in cook's kitchen and the comfort and style of today's living in the perfect location just a short drive to Tanglewood and in between Stockbridge and Lenox!! This property offers gracious common spaces and six en-suite guest bedrooms. New first floor guest suite with separate entrance.

This NEWLY BUILT LAKE HOUSE has 4 bedrooms, 4 full baths which includes a main floor bedroom with full bath (walk in shower) just across the hall. This light-filled Contemporary, with deeded access to Round Pond, has shimmery water views from nearly every room. With a chef's kitchen, huge kitchen island, all stainless appliances, and large dining room, this open floor plan also provides direct access, through two sliding doors, to the full length mahogany deck with sparkling water views! This fresh offering has thoughtful details which include: high vaulted ceilings, shiplap walls, new propane furnace, a walk-in cedar closet and a remote controlled deck awning. The semi-finished basement offers a potential bonus room. All this, just 8 minutes to downtown Great Barrington. Easy to show

Greylock WORKS is the mixed-use redevelopment of the historic Greylock Mills, originally built between 1872 and 1914. Located at the foot of Mt. Greylock, just three miles from Mass MoCA, the Clark Art Institute, and Williams College Museum of Art, amidst the cultural and recreational hub where Massachusetts, New York, and Vermont converge.The 240,000 square foot revitalization already features co-working spaces, a Culinary LAB, artist studios, yoga and movement classes, a farm-to-table restaurant, a cidery, a distillery, extensive native landscaping, and event spaces. The LOFTS at Greylock WORKS, now under construction, offer extraordinary condominium homes focused on design, sustainability, and wellness.

Contemporary home totally renovated and ready for your enjoyment or incredible income potential through short term rental market when you are not in the Berkshires. Main living/dining space is open and bright with soaring two-story ceilings and a wall of glass on the southwest side, a fireplace keeps a cozy feeling. Brand new kitchen, seller moved to the front of the house with a slider to the new deck. Upstairs there are 4 bedrooms and two full baths with an interior balcony over the great room. Primary has its own balcony and ensuite. Pool mechanicals have been overhauled and heater converted to propane.

Welcome to a place to gather, unwind and recharge. Just 5 minutes from the heart of Monterey, this serene property spans over 13 acres of peaceful woodlands at the end of a quiet country road, providing a true haven for family and friends. Surrounded by perennial gardens, a natural pond, and an expansive forest, this home embraces both indoor and outdoor living. The Great Room is perfect for gatherings and features a grand stone fireplace, a cozy sleeping loft and a wall of windows and doors that lead to a stone patio. A second, more intimate living area with its own fireplace and exposed beams is situated just off the kitchen and dining room, opening onto a deck and a screened porch. The entire length of the house enjoys westerly views of a lush pond fed by the Buck River.

SUCCESSFUL WATERFRONT RESTAURANT WITH INDOOR/OUTDOOR DINING AND WATERFRONT DOCK. This has been an outstanding restaurant with figures to back it up. So few waterfront restaurants in Berkshire County. Come and make this your next chapter. Liquor license, lottery license, fully equipped and turn key.

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,

Nestled in the picturesque landscape of New Marlborough, Massachusetts, lies a captivating 1790 dairy farm, boasting an enchanting blend of history and contemporary artistry. This sprawling 94-acre estate features a dynamic terrain, adorned with a sheer rock face, streams, woods, meadow, marsh, beaver pond, stone walls, and a cascading waterfall. Seamlessly integrated into this idyllic setting is a large barn, art studio, and a residence brimming with original details and modern touches. The main house, with its formal front door, welcomes you into a gracious central hall, leading to multiple rooms for entertainment, dining, work, and socializing. The home features four bedrooms, two full bathrooms, two half baths, and four working fireplaces, all warmed by a brand new new furnace.

A premier location! This is a sunny & breezy center hall colonial. Spacious 4-bedroom, 3.5 bathrooms w/ 2-car garage. Bay windows and matching hardwood floors throughout create a feeling of elegance. The pocket doors provide complete privacy for guests. There are three additional bedrooms in the main part. The primary en suite has deep soaking tub, skylights and walk in closet. Garage access to side foyer with soaring ceilings leads to full guest / yoga suite has bath with shower and loft office w/ balcony. Large living room with a fireplace and sliders to a deck and patio. You may hear soft music from the symphony in your own back yard. 9.6 acres is flat has room to add a pool or tennis/pickleball court to create your own estate. New roof '24, new furnace '22

3,899 Square Feet of Retail / Office Space on Walker St in the Historic Center of Lenox. Currently comprised of 3 Storefronts plus a 700 SQ FT APT w/full kitchen, 2 1/2 baths. Upgraded mechanicals & Roof. Main thoroughfare offering abundant car and foot traffic. Original details abound in this lovely 1895 structure. Tanglewood is a few minutes away along with all of the great Lenox restaurants and shopping. Tremendous potential for multiple uses including Restaurant, Cafe, Gallery,Live/Work and more!

This Alford property has it all.....a stunning contemporary Colonial with separate guest quarters, high speed fiber optic, a free standing heated barn with finished workspace & storage, a beautiful orchard all surrounded by 3+ acres on a country road minutes from Great Barrington, around the corner from scenic hiking trails, just over the hill from Catamount Skiing & zip lining, a 20 minute drive to Tanglewood & Alford's low property tax rate. This impeccably maintained home welcomes you with a stylish kitchen, open common spaces washed with natural light, 3 bedrooms and a separate fully equipped guest quarter with bedroom, bath, living room & kitchen...a must see property!

This c.1814 Federal protected by 27 acres retains much of the elegance and charm of 250 years ago.. set in a protected valley with other historic buildings, you experience the past while enjoying the present .. enter the maple lined driveway until the classic buildings greet you .. 3,415 sqft home plus 4-stall 2-story horse barn, corn crib, garden house, 2-car garage .. to delight the senses a heated inground pool surrounded by meadowy fields, paddocks and a winding brook by shade trees .. spend your days walking your evergreen woods, sitting by the brook, dining in the outdoor room with its bluestone floor surrounded by ancient barn foundation walls. In addition to the restful serenity of this exceptional property, you will enjoy nearby Berkshire Cty attractions. 1st time avail 52yrs.

Historic Elegance Meets Modern Luxury at the Gracious Holiday HouseNestled in the heart of the Berkshires,Holiday House is a testament to the timeless allure of Williamstown, MA. This magnificent estate, dating back to circa 1790, is perched on over 90 acres of serene, bucolic landscapes, offering fabled views that sweep across the countryside.As you approach the residence, you are greeted by a property that has been meticulously cared for, updated and thoughtfully renovated and expanded, preserving its historic charm while embracing the comforts of modern living. The home boasts five well-appointed bedrooms and four full bathrooms, each space crafted with an eye for detail and a reverence for its storied past.The gourmet kitchen is a chef's delight and the heart of

Executive colonial sited on over 1.3 acres bordering 17 acres of conservation lands. Hike off your property on Parsons Brook Conservation area or relax in your professionally landscaped backyard with fire pit, waterfalls, 35/70 yd tee boxes w/ synthetic putting greens and 18x36 inground saltwater pool and pool house w/ kitchen. The expansive main residence offers a balance between open concept entertaining, yet offering quiet, cozy areas when needed. Bonus spaces include a 4-season sunroom, home gym, media room and for the ultimate in game day gatherings, the third floor has an expansive entertainment room with custom 8-person wet bar, three tv's, and pool table. High level technology with Solar, 17kw backup generator, 52 speakers in/out Sonos system and whole property security system

This custom built post and beam home was thoughtfully constructed by a craftsman; sited on the west slope of the property with views of Mt Everett. The main floor offers a free flowing open plan with high ceilings and good gathering space; large kitchen with island, living with fireplace, dining area and nook. There is also a bedroom and full bath near the entry mud room. Upstairs you reach a landing, also facing the view. A few more steps takes you to the primary suite with walk-in closets, shower and soaking tub. Tucked up in the top is another room with a view. Lower level has a den, workspace, laundry, another guest bedroom and bath that open out to the patio. New HVAC, new roof with solar and Tesla battery, frontage on the Whiting River; this property transports you away from it all.

CRISSEY FARM is available. Condo #5 is 6707 sq. ft., it is one of the largest Meeting/Event spaces in the Berkshires. Built in 2007 with large open plan with room for up to 200 seated patrons, 2 fireplaces, Bar and ADA Bathrooms. Fully sprinklered. Air Conditioned. Generous Parking for over 185 cars. High visibility on Route 7. Use the space as is or convert into Professional Office Suites, Performance/Educational space, or something new.**Crissey Farm receives the benefit of reduced electric and hot water costs, due to its inclusion in a power cooperative with its neighbor.****Acreage & Parking is for the entire Condo Association use.

Experience modern sophistication in this uniquely designed home featuring large, unadorned windows that fill the space with abundant natural sunlight. The open floor plan and expansive outdoor deck create a perfect flow for entertaining. Situated on 10 private acres in low-tax Egremont, this property offers an ideal location with easy access to Egremont, Great Barrington, Hillsdale and the Taconic Parkway. The home boasts a maintenance-free exterior with a durable corrugated aluminum roof, radiant and hydronic heating, central A/C, a new state-of-the-art kitchen, new first floor tile, four bedrooms, 2.5 baths, an art studio with a dedicated sink, and a bonus third floor playroom and gym. Tucked among verdant deciduous trees with an expansive open sky, this home is a tranquil retreat.

The iconic Wainwright Inn, built in 1766, is ideally located on Main Street in Great Barrington, the largest town & hub of the famous Berkshires vacation destination in Western Massachusetts. The Inn consists of a main house with 9 guest suites & a spacious owner's suite, & a carriage house with an apartment & two additional guest suites. In pristine condition, the current owners have improved the property significantly to include: AC system, new kitchen, structural upgrades, new parking lot and landscaping. Solid income and occupancy history. Known for its beauty, the Inn features spacious public rooms with high ceilings, fireplaces and historical details intact, and large suites, each with a bathroom. A short walk to the many restaurants & shops of the town & minutes to Tanglewood.

If you are considering a purposeful next chapter involving land stewardship this heirloom farmstead is an exquisite gem with much to offer. With mountain, valley, and pastoral views the setting for this meticulously renovated 1820s farmhouse, with a 3 bedroom guest cottage, and a cluster of well maintained barns is, in a word, spectacular. A working farm of this caliber and beauty is a rare find indeed. During the current owner's tenure the farmland was groomed to be 100% organic and is protected by an agricultural easement through the assistance of the Columbia County Land Conservancy. Currently the farmland is leased to a local farmer who manages the fields and pastures with expertise. A few of the highlights include a solar array which provides 50% of the electricity, a pond, 3 wells,

Step into a piece of history with the once Iconic Card Lake Inn Tavern, now transformed into a stunning residential haven in the heart of downtown West Stockbridge. This property offers not only a prime location but also an exceptional living experience, combining modern amenities with charming historic character. The building houses six completely renovated high-end apartments, each thoughtfully designed to meet the needs of modern living. These units feature elegant wood floors and come equipped with all necessary appliances, including dishwashers and in-unit laundry facilities. Central air conditioning ensures comfort year-round, while tiled double-sink bathrooms add a touch of luxury. Ample storage space is available in each unit, allowing residents to keep their living areas tidy.