Minutes to Great Barrington, this 300 acre wilderness provides waterfalls, Stream frontage, pond frontage and something for every outdoor enthusiast. Own your own mountain with trails throughout for hunting, hiking and camping. Build your dream house overlooking a stocked pond and classified trout stream while staying in the 3 bedroom 3 bath caretakers house. The possibilities are endless. Swim all summer in your own pond. Pull a trophy buck in the fall. Hike to the peak and back country ski down in the wintertime. Be the first to catch a trout in your own private trout stream.

Berkshires Country Estate with impeccable views! Engineered Strength and Thermal Superiority topped off with Geothermal. 78+/- acres of varied topography with meadows, timber tracts and streams complimented by some of the most dynamic views available in the area. Enjoy the warmth of the floor to ceiling gas burning stone fireplace in the great room and a wall of glass bringing the outdoors in. Open concept with gourmet country kitchen offering granite and stainless leading to the entertaining areas. Main level primary suite with two bedrooms and a full bath above. Geothermal technology coupled with Structural Insulated wall and roof panels make this home incredibly efficient. Just minutes to everything one could want or need in the Berkshires.

Experience the perfect blend of historic charm and modern comfort in this stunning Antique Stockbridge Eyebrow Colonial! Nestled on nearly an acre, this 4-bedroom, 3.5-bath gem welcomes you with timeless elegance and contemporary upgrades.Step into a warm, inviting kitchen--the heart of the home--highlighted by gorgeous exposed vintage brick and seamless flow to the sunlit south-facing patio, perfect for entertaining or relaxing. The spacious living room features a striking Malm wood stove and breathtaking 1800s cathedral wood ceilings, while the cozy den offers a gas fireplace insert for ultimate comfort.The main floor boasts a luxurious primary suite with skylit bathroom, a convenient laundry room, and a half bath. Upstairs, discover a second main suite with a spa-like bath,

Custom designed home for ease of living in a picture perfect setting near Mass Audobon! Beautifully designed and maintained with an open floor plan, first floor Primary Suite, Great room with access to large Trex deck, open dining/kitchen with access to the pretty screened porch, plus 2 additional first floor rooms for whatever your life style wishes...den, office or music room? Hardwood floors throughout, propane fired gas heat/hot water plus central A/C, lovely architectural details and to top it off there is unfinished space if you need more! This home is priced to sell and in pristine condition, so you can move right in!! Enjoy the country setting and the Lenox Schools!

SOPHISTICATED SINGLE LEVEL MID-CENTURY MODERN WITH A CONTEMPORARY TWIST. Total privacy on 19+ acres with stunning far-reaching ''big sky'' easterly views. Adjacent to 1,000+ acre Jug End Reservation and hiking trails. The home has a spacious Great Room with a cathedral ceiling and a massive stone fireplace. Glass sliders lead to nearly 1,000 square feet of multi-level decks for lounging or entertaining. The kitchen and dining area are elevated above the Great Room. Both the dining area and the primary bedroom suite (with full bath) lead to a large screened porch. All these spaces enjoy the view. The west side of the house has two bedrooms which share a full bath. A full basement is partially finished and offers the opportunity for indoor play, along with tons of storage.

A thoughtfully renovated former farmhouse on The Hill, within walking distance of Lake Mansfield and the town center. Flooded with light, the home features an eat-in kitchen with marble counters and Liebherr and Bosch appliances, open to a fully glassed family room and second dining area overlooking the backyard. With four bedrooms, two full baths, and the possibility for a first-floor primary suite, this charming home is located in a friendly and coveted neighborhood. Enjoy the backyard four-season studio with French doors leading to a patio. It could be a home office or guest space, as well. The property includes AC and new metal roofs on both buildings. Furnishings are available. Please call us to view this special property.

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

A stunning CUSTOM-BUILT RANCH home spanning 3,776sq.ft. awaits @ 14 LEXINGTON! EXTERIOR boasts 3-sided BRICK, showcasing meticulous attention to detail at every turn. Step into the GRAND FOYER, where a custom-made double wooden front door greets you, leading to TRAVERTINE FLOORING that sets an elegant tone. OFFICE is a true work of art~COFFERED CEILING, CHERRY HWD FLR, & CUSTOM WAINSCOTING WALLS w/built-in bookcases & displaying genuine leather-bound book bindings as a border. MAIN SUITE is a lavish sanctuary; GAS FPLC, custom ornate mantle, TRAY CEILING & luxurious spa-like MARBLE BATHROOM w/whirlpool, full-body STEAM SHOWER & carved custom vanity. FAMRM has WOOD-BURNING FIELDSTONE FPLC. Gourmet KIT boasts CHERRY CABINETRY, stone backsplash, ctr island. State-of-the-art HOME THEATER

Carefully Renovated in 2019, this +/- 7200 sqft Main Street Commercial property is currently being utilized as an office building and is fully occupied. The building offers a large conference room, 2 kitchens, 8 second floor offices, 6 offices on the 1st floor, 1 Full bath, 4 1/2 baths

Fully leased with long term tenants! One of a kind location right in the heart of Downtown Great Barrington. Take advantage of this rare investment opportunity. Turnkey property with excellent tenants, updated utilities and well-kept building. This prominent location greets all downtown visitors with outstanding signage, well appointed landscaping and plenty of off-street, private parking for employees and clients. Office suites are clean and bright with high ceilings, wood, tile and carpet floors and exposed beams in the upper units. Within walking distance of everything downtown Barrington has to offer.

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!

Design and build your dream home with Welcome. This property pairs best with the Modern Cabin 3 home model, but it pairs with several other Welcome models as well. Customize your new home-fully online-with guaranteed pricing. Timing is estimated at 12 - 18 months from construction start to move-in. Buildability and pricing have been confirmed by Welcome, with a promise of no overages or surprise costs during construction. The Modern Cabin 3 by Welcome is a luxurious spin on the traditional cabin. It features 3 bedrooms and 2 full bathrooms, as well as an array of luxury amenities to meet the needs of even the most discerning owner.

CIRCA 1824 GEM on 4.3 ACRES OF MEADOWS AND WOODS IN THE HEART OF THE HISTORIC VILLAGE OF STOCKBRIDGE. Walk to shops, restaurants, town tennis courts, the library, the Stockbridge Golf Club, the Berkshire Theatre Festival and more. The David Dudley Field house is steeped in history remaining in the Field family until 1984. The current owners have lovingly maintained and cherished this exceptional property for 40 yrs. The gracious interior is bathed in natural light and full of beautiful period details. Front and back staircases, pocket doors, built-in shelving, exceptional fireplace mantels, beautiful floors, etc. The carriage barn is a delight. An exceptional property perfectly located in the center of Berkshire activities. Lenox and Great Barrington are only a quick 10 minutes away.

A Magnificent 6 bedroom stucco residence less than a mile to the center of Stockbridge. Enjoy views of the golf course and mountains in the distance. Five fireplaces, a beautiful eat in kitchen, stunning butlers pantry with a cozy nook to sit in, and a sun filled spacious dining room. Read a good book in the beautiful library next to one of the five fire places throughout the house. Step out beautiful French doors to your screened in patio which leads to a well lit and heated pool. A 20 ft hallway wall of built in cabinets and closets leading to the primary bedroom. Three en suite bedroom areas for guests and family. Electric car charger in the heated garage. Majestic stonewalls. Not far to all attractions Tanglewood, Norman Rockwell, ski areas etc. A must see!

Step into an extraordinary investment opportunity in The Berkshires with The Egremont Village Inn, where historic charm seamlessly meets modern profitability in the thriving Berkshires tourism market. Rooted in the rich tapestry of the 18th century, The Egremont Village Inn offers a unique experience with 10 meticulously designed guest rooms, each thoughtfully crafted to blend colonial elegance with contemporary comfort. Guests are greeted by a warm and inviting atmosphere as they step into the inn, where a charming restaurant awaits, complete with a full kitchen, cozy bar, and a captivating fireplace, providing the perfect setting for guests to unwind. Among the 10 rooms, a spacious owner's quarters with a private kitchen offers flexibility for rental or private use.

Step into an extraordinary investment opportunity in The Berkshires with The Egremont Village Inn, where historic charm seamlessly meets modern profitability in the thriving Berkshires tourism market. Rooted in the rich tapestry of the 18th century, The Egremont Village Inn offers a unique experience with 10 meticulously designed guest rooms, each thoughtfully crafted to blend colonial elegance with contemporary comfort. Guests are greeted by a warm and inviting atmosphere as they step into the inn, where a charming restaurant awaits, complete with a full kitchen, cozy bar, and a captivating fireplace, providing the perfect setting for guests to unwind. Among the 10 rooms, a spacious owner's quarters with a private kitchen offers flexibility for rental or private use.

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!

THE TRIFECTA-Looking for a beautiful home that includes a large outbuilding with tons of potential and an extra building lot to boot? This property is the winning ticket!WIN-This 3 bedroom/3 bath 2,563 sq/ft home was built in approximately 1997 by the owner, who happens to a fine home builder and cabinetmaker! Meticulous attention to detail and craftsmanship can be found in every room, whether it's the antique paneling in the dining room, the antique stained glass found throughout the house, or the brand new kitchen full of custom cabinetry and countertops - this house just oozes craftsmanship! This house features a large living room with fireplace, dining room, office/family room, and a large, open kitchen with a central island.

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.

Discover a historically significant gem in Stockbridge, nestled on 2 lush acres with Housatonic River frontage. The property, originally landscaped by renowned sculptor Daniel Chester French, features an enchanting garden, a koi pond, a two-car garage with power and water, and a charming potting shed. Inside, five spacious bedrooms and four well-appointed bathrooms retain original features that reflect the home's rich history. The classic Shaker kitchen is a chef's dream, blending functionality with timeless elegance. Unique elements include a light-filled Gothic Revival octagonal atrium and a sun porch with exquisite murals by celebrated artist Richard Haas. This is a rare chance to reside in a private, fairytale oasis while always being close to town's shops & restaurants.