Poised proudly on Main Street, Great Barrington, a few blocks from eateries, shops, and performance venues, this marvelous place affords an unparalleled residential and income opportunity. Purpose-built as an inn, its main house features nine bedrooms and a studio suite, while its carriage house contains two apartments. The sellers have rebuilt porches and staircases, added AC, installed insulation, refreshed cosmetics, remodeled the kitchen and public spaces, and added parking and gardens. Gracious spaces, high ceilings, light-welcoming windows, fireplaces, and architectural details create the ideal setting for a new owner's tastes and ideas. As a residence, this property in the heart of the Berkshires has the potential to support itself!

WEST STOCKBRIDGE.....The location you've been waiting for!! Minutes from the Main Gate of Tanglewood, this mid century Contemporary has it all just waiting for you to put your personal touches on it. Main four bedroom residence with walls ofglass taking in the sweeping view, separate guest cottage, in-ground pool w/pool house all surrounded by 18+ private acres on both sides of the country lane!

FANTASTIC, UNUSUAL AND UNIQUE WATERFRONT OFFERING: THREE PROPERTIES ON OTIS RESERVOIR, the largest recreational lake in the state at 1085 acres. The three separately deeded properties included are: 183 Pine Road, a charming 4 bedroom cottage located 20 feet from the water's edge with a swimming area and three docks - lots of space for water toys; 185 Pine Road, a 2 bedroom contemporary cabin featuring a delightful covered deck overlooking the long lawn leading to the lake and the fourth dock; and finally 0 Pine Road, a vacant lot abutting both house lots with multiple potential uses - future guest house, garage and more. The combined properties offer 150 feet of beautiful lakefront and a total of 1.5 acres.

This stunning and immaculate home offers a blend of modern comforts and classic charm in a picturesque location with beautiful views. The blend of Contemporary design with Cape Cod style creates a timeless aesthetic that combines elegance with functionality. The tasteful renovation shows quality craftsmanship and attention to detail. The abundance of natural light from eastern and western exposure creates a warm and inviting ambiance while showcasing the scenic views. Top-of-the-line appliances in the gourmet kitchen for those who enjoy cooking and entertaining. The four bedrooms and 3.5 baths provide space for family or guests, offering comfort and privacy. The stunning four-season sunroom with walls of glass offers a serene space to relax and enjoy the beauty of each season. See Supp

Just a very special property. Located between the Rockwell Museum and the Botanical Garden. You are moments from Tanglewood. Equidistant from Lenox and Great Barrington so it's easy to access the Berkshires wonderful restaurants. The main house has three bedrooms and two baths , while the guest cottage adds another bedroom, bath, and large living room. Gracious grounds are well landscaped. Adorable play house for little ones. Several various outbuildings. Garages for at least 5 cars.

Handsomely built with modern comfort and amenities. Meet Guests on the covered porch and welcome them into the first floor open kitchen and great room with stone fireplace. On the first floor is also the dining room, office, den, mudroom and breezy screened porch for summer drinks. First floor primary suite with sparkling ensuite bathroom and sitting room with fireplace is its own hideaway. Upstairs, three more large ensuite bedrooms for the crew. One-car garage located off the first floor for easy access to the kitchen, two oversized garages below. Located at the end of a shared private drive with similar homes, and maybe some new friends, this retreat will be home base for all of your Berkshire adventures.

INCREDIBLE OPPORTUNITY TO FINISH A 3-LEVEL, 6,000 SQUARE FOOT BERKSHIRE DREAM HOME ON 16 PRIVATE ACRES AND A TWO-BEDROOM GUEST HOUSE. ** DESIGN BY Woodhouse Timber Frame Company. ***CONSTRUCTION IN PROGRESS*** Completed: Surveys, land clearing, driveway installed, underground utilities, well, septic, house plans, building permits, privacy berm, foundation, framing, roughed-in plumbing, electric and propane heat, inground pool foundation, floor plans for 3 bedrooms, 4 baths, 2 kitchens, 2 family rooms, attached 2-car garage. GUEST HOUSE: Interior plans for 2 bedrooms, LR, kitchen, and bath over 2-bay garage.

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,

High Mowing, is a magical Williamstown estate spread over fifteen glorious acres, and nestled in the hills less than 5 minutes from Williams College. This exquisitely welcoming home is different from any other property in the Berkshires, and it seamlessly integrates beautiful nature and sophisticated culture in an incomparable and eclectic way. The property has been meticulously developed with an artist's eye and a craftsman's hand to blend perfectly with its environment, complementing the colors and textures of surrounding fields, woods, and mountains, exposed under the huge open sky of day and starry nights.

Location, location Location heated pool and tennis courtPerched on one of Hillsdale's most bucolic and quiet roads, everything about this 1800s cedar shingled property says, Welcome home.'' Its owners painstakingly transformed the center hall colonial, bringing more brightness to the first floor. The airy kitchen has granite counters, and includes a Viking stove and Miele dishwasher, and opens to a three-season porch with a Vermont Casting propane stove. The four bedroom home has 3.5 baths (including a 5x6' Whirlpool tub in primary bath, conveniently located on main floor with a door that leads to a quiet patio). The stately living room has a working fireplace, as does the primary bedroom. The meticulously maintained property includesd tennis court and heated swimming

A peaceful waterfront home situated on the pristine Highland Lake; this beautiful family compound offers a rare opportunity to enjoy lakefront living on a private waterfront lot. The 4000 sq ft renovated home offers lake views from most rooms, including the primary suite that opens to a screened-in porch. There is plenty of room to stretch out with 5 bedrooms and several large open rooms. Complete with an oversized workspace and ample parking. Included in the home are 3 fully furnished cottages and a walkout basement apartment for your guests or extra income throughout the year. There is a recently installed solar array, a Tesla charging station, and a backup generator. Paradise found! 20 min. to Northampton, less than 1 hour to the Berkshires. 3 1/2 hrs. from NYC and 2 hrs. from Boston.

Built in 1904 this historic home sits on a beautiful 1.4-acre lot, which offers privacy while being in the most coveted and accessible neighborhood of Great Barrington. High ceilings and adorned with oak and mahogany woodwork throughout, this home has been tastefully renovated while retaining its period charm. The spacious layout, with 4 bedrooms, 31/2 bathrooms and an expansive porch provide comfort and grace. A fully updated kitchen, new windows, central air and natural gas enhance the living experience with modern ease. The surrounding landscape is adorned with perennial beds, and mature specimen trees. Walkable to town's restaurants, shops and farmers market, this property offers laid-back charm along with convenience and high style.

Set on 20 private acres of pasture & woods, w/riding trails & pond, this fully equipped equestrian farm consists of a 4 bedroom residence, stable with apartment, indoor arena & bucolic grounds. This stunning contemporary home features a gorgeous, well-outfitted chefs kitchen w/walk-in pantry, towering ceilings & wall of glass. Formal dining room is accessed through butler's pantry. Bright & inviting den w/cathedral ceiling. Anchored by stone fireplace, the living room opens to wood deck w/stone walls & hot tub overlooking the pastoral scene. A custom built office, half bath & small den w/door to outside complete the first floor. Upstairs, a dramatic primary suite w/fireplace, balcony, skylights, cathedral ceiling, 2 walk-in closets & bathroom w/soaking tub. Also on this floor is a 2nd

Tucked in the Berkshires of Western Massachusetts, this Williamstown contemporary boasts over 7,000 sq. ft. of undeniable form and function mixed with the highest degree of finishes. It's been said that homes can be duplicated anywhere, but a setting with unique and rare attributes cannot. Gently Sited amidst a spectacular 34-acre backdrop bordering 8,000 +/- acres of protected land is incredibly rare. Architecturally designed to contour with the natural topography of the site greatly reduced disturbance when built. This multi-tiered footprint affords picturesque sunset views of the village below and Berkshire hills beyond. Watch a soccer game at Cole field from your Gunite pool, walk to the village for dinner or go hiking on Chestnut/Pine Cobble Trails right off your property...

Set amidst 250-acres of wide open meadow and pristine woodland you'll find your dream, Berkshires oasis. Breath-taking views, a just-completed light-filled 4-bedroom contemporary home (fully furnished) , a nearly 1-acre swimming pond, tennis, miles of trails for hiking and skiing, and massive barn offering a multiplicity of opportunities: entertaining? Guest space? Store your toys? KEY DATA POINTSSolar and Tesla PowerwallsHighest standard (R-70) insulation and Zander Air Exchange | Air filtrationRadiant heat and ACFiber internetTennis Court - synthetic turf60 x 40 newly built barn - fully insulatedFrom Boston - 2 hrsFrom Bradley Airport (Hartford,CT) - 1 hrFrom New York City - 3 hrsTo Jacobs Pillow Dance Festival - 15 minTo Lee, MA - 20 min

A setting surrounded by classic Columbia County views of rolling hills and bucolic farmland, smack in the middle of Old Chatham hunt country is the ideal location for this grand, turn of the century five bedroom farmhouse with a in-law suite, guest cottage, in-ground stone pool, pedigree three story barn, a studio outbuilding, and three car garage. A traditional layout prevails throughout with a gracious entrance complete with dutch door, stone flooring and a wood burning fireplace. The large, light filled country kitchen is the heart of the home with expansive views and doors leading to a deck and sublime stone patio, making it ideal for entertaining. The first floor is complete with three more fireplaces and many more rooms for dining, gathering, studying, reading and creating.

The Garden Gables Inn is ideally located in the center of Lenox on over 4+ private park-like acres with gardens, patios, mature trees and a heated 70' pool. Beautifully furnished and tastefully decorated, the inn consists of 15 unique rooms all with updated private baths, several with fireplaces and all fully air conditioned. The historic 1780 main building and attached Cottage includes 9 guest rooms and 2 spacious suites. The separate Orchard Cottage includes 4 ensuite rooms with separate entrances, cathedral ceilings and fireplaces. There are 2 charming dining areas in the main building in addition to the library/music room and cozy ''sherry room'' both with fireplaces. The kitchen is well equipped with updated appliances and adjoins the private innkeeper's quarters.

HISTORIC BERKSHIRE FARM Gather year-round with family and friends on this one-of-a kind estate, including 2 houses, 4 historic barns and maintenance building. 161 acres with stunning views, mountain paths, and Jim Kelly's stunning giant stonewalls throughout. Gorgeous New England marble stone farmhouse built in 1780, with modern addition featuring vaulted ceiling and massive windows which flood the dining and kitchen area with light. Enormous custom built hearth and fireplace, mahogany full bar, artisan-made bookcases, wrap-around deck. Close to Williams College and Jiminy Peak. The property offers swimming in two private ponds, 6 bay carriage barn with second floor for offices, studios., or storage.

In 2021, The Freeman was transformed utilizing high-quality materials from an aging nineteenth-century estate to a clean and modern getaway and top-performing rental property. The main house, renovated to be 100% carbon-neutral, features six fireplaces, two dining rooms, a library, 1500sqft bluestone deck and more. The Freeman sits atop 40 acres of greenery to explore, containing a tennis court, four-acre vineyard, mountain views and a dock to access Harman Marsh Pond. Individuals, wedding parties, and corporate retreats alike have come to The Freeman to enjoy its secluded feel while being close to key Berkshire attractions like Catamount Ski Area, Bash Bish Falls, and downtown Great Barrington. This property is just over 100 miles from both Boston and New York City.

CONTEMPORARY ESTATE | LENOXLOCATION, LOCATION....SECONDS, not minutes, not miles to the main gates of Tanglewood, this secluded and private contemporary, renovated and expanded in 2020 (built 2017) by master craftsmen offers expansive and impressive entertaining spaces indoors and out. Soaring ceiling heights and upper level gallery invite light from every direction balanced by the warmth of mahogany and cherry woods. Designed for easy and elegant living from the chef's kitchen to dining areas, to exquisite bathrooms and guest rooms this wonderful property offers a truly luxurious primary suite, three guest bedrooms, a ''bunk room'' with private access a lower level for exercise, movies, state-of-the-art wine storage and more.