Ready to move into New York style living in the Berkshires! This last unit available in this fabulous setting! Poised above Main Street Great Barrington, this Southworth Penthouse Condo offers 1,974 sq ft comprised of 2 bedrooms, 2 full baths, kitchen, laundry, storage, dining and living rooms with high ceilings and, views of East Mt. Walk to the heart of town, shopping, Coop market, restaurants, movie theater and, The Mahaiwe Performing Arts Center and more! Elevator access. Interior will be newly constructed beginning in Fall 2024! Proposed finished interiors included in photos.

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.

A rare chance to own two attached full size charming houses in one of the most coveted neighborhoods! Abuts 30 acres of conservation land and offers direct access to The Spruces Park, Hoosic & Green River walk/ swimming area, public tennis courts, and Mohican multi-use bike/walk path! Original Home: (Built in 1953, updated in 2016) it has total privacy, deck, 2 bedrooms, 1 bath, a large living room with fireplace, full size eat-in kitchen and bonus rooms in the walk-out basement. Currently, Airbnb rental netting $20,000 per year for over 10 years. 2nd side is-Modern Addition (Built in 1985, fully updated in 2023-2025) 2 bedrooms, 2 bath, new kitchen, Brazilian oak floors. Additional bedrooms & recreation room, offices, workshop in lower level. So many features, see document tab & photo

The Country Village Condominiums on Copper Beech Lane remain Great Barrington's premier townhouse condos. Rarely available for sale, Unit 14 is one of few with a two-car garage and a wraparound deck facing south and west. This light-filled end unit offers privacy and three exposures. The kitchen features generous counter space and a bright breakfast area, while the living/dining room opens to the deck and side yard. Upstairs, the primary suite includes a walk-in closet and en-suite bath, with two guest bedrooms and another full bath. The garage and abundant storage are on the lower level. Enjoy the association pool, manicured grounds, and a short stroll to downtown--beneath the grand Copper Beech that inspired the name.

The Country Village Condominiums on Copper Beech Lane remain Great Barrington's premier townhouse condos. Rarely available for sale, Unit 14 is one of few with a two-car garage and a wraparound deck facing south and west. This light-filled end unit offers privacy and three exposures. The kitchen features generous counter space and a bright breakfast area, while the living/dining room opens to the deck and side yard. Upstairs, the primary suite includes a walk-in closet and en-suite bath, with two guest bedrooms and another full bath. The garage and abundant storage are on the lower level. Enjoy the association pool, manicured grounds, and a short stroll to downtown--beneath the grand Copper Beech that inspired the name.

This is the one you've been waiting for. A classic mid-century home on over 4 private acres, offering the ultimate Berkshire lifestyle. The bright, open-mid century floor plan provides a seamless flow, while two fireplaces add classic comfort. The home features 4 bedrooms, 3 baths, large office and a media room, offering flexibility for family and guests. Outside, your private resort awaits. A beautiful heated swimming pool and a dedicated tennis court provide endless recreation. The expansive grounds, located at the end of a quiet road, guarantee unmatched privacy. Plus, a large solar array and new heating system drastically cuts utility costs. Enjoy total seclusion while being in the middle of everything that makes Great Barrington one of the most desirable towns in the Berkshires.

Loft-Inspired Townhouse in the Heart of Williamstown, MA - Gateway to the BerkshiresExperience refined, loft-style living in this beautifully designed 3-bedroom, 2-bathroom condominium townhouse, ideally located just steps from Williamstown's charming New England village center. Nestled in the scenic Berkshires, this sophisticated residence offers modern elegance, open-concept design, and seamless indoor-outdoor living along the picturesque Green River.Step inside to discover soaring ceilings, sunlit living spaces, and elegant finishes that strike the perfect balance between contemporary design and everyday comfort. The chef's kitchen is a standout feature, perfect for entertaining, with sleek countertops and energy-efficient appliances flowing into the expansive living

Nestled on 6.6 peaceful acres, this beautifully renovated country Cape offers exceptional privacy just minutes from town. Set well back from the road, the home enjoys a quiet, convenient location surrounded by mature trees and gardens.Inside, a spacious dining room features a striking stone fireplace, while the large living room showcases wood floors that extend throughout. Every detail has been thoughtfully updateda''from the brand-new roof, septic, and mechanical systems to upgraded electrical, plumbing, bathrooms, and a completely renovated kitchen. Perfect for the buyer that wants the charm of an older home but modern updates are a must. Relax on the charming front porcha''a perfect blend of comfort, style, and natural beauty.

The renovation of this 1930's Cape Cod by a master craftsman and his designer wife into the stunning modern day Contemporary it is today, while preserving some of the original highlights,is nothing short of a design miracle. The immense Great Room with the 60 foot wall of glass overlooking the terraced stone wall that leads to a stream and pine forest is the focal point of this special home. The exquisite chef's kitchen with 3 islands, marble counters, high end appliances with both a coffee and wine center is in full sight of the floor to ceiling fireplace, and numerous seating arrangements. From the built in sound system, to the central vac, full house generator, hydrotherapy massage tub in the primary suite, dual head shower and four fireplaces, or the waterfall in the

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

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

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,

GORGEOUS LOW MAINTENANCE HOME IN LOW TAX EGREMONT. A move-in ready opportunity, just minutes to the NY & CT borders AND Great Barrington. This home is ready for occupancy just in time for Ski Season. Wonderful chef's kitchen with open plan Living/Dining. The upper level hosts a grand primary en- suite, with a dedicated office space and seating area, AND its own screened porch. Two additional Bedrooms and full Bath provide total comfort for family and guests. The expanded deck, fire pit and level yard great for family & friends. Two car attached garage, Generator, and meticulously maintained grounds. Custom shed, has studio or play house potential. Dog fenced area. Hy's Fried, Egremont Barn & Catamount Ski area minutes away. Trains 20 minutes away.

This is a generous hillside parcel with a perc and potential views to the west. It is just over the hill from Stockbridge Bowl and Tanglewood, in an area of fine homes.

Secluded country home on 48 wooded acres. 4 Bedrooms/2 full baths Contemporary Lodge/Guest House, spacious open living room with massive field stone fireplace, chefs kitchen with Garland Stove.. Lovely country setting offering great privacy for one owner or potential family compound

Imagine building your private estate on this expansive acreage nestled in the beautiful hills of New Marlborough. This remarkable property features hidden meadows and secluded clearings-perfect settings to build the home of your dreams. Rich in natural beauty, the land was placed under conservation a few years age to preserve its timeless serenity and ensure lasting peace and privacy. Don't miss this rare opportunity to own a piece of unspoiled New England countryside.

Nestled in the heart of the Berkshires, 257 W Mountain Road offers a rare blend of luxury and tranquility. This exquisite property is set on a serene, tree-lined road just minutes from downtown Lenox and Tanglewood. With refined finishes, spacious living areas, and walls of windows framing the lush landscape, every detail reflects elegance and comfort. The landscaped grounds feature stone patios, rolling lawns, and wooded privacy--an idyllic retreat for all seasons. Perfect for entertaining or peaceful living, this is Berkshire living at its finest.

Escape to your own private retreat in Williamstown, 'The Village Beautiful.' This spacious 5-bedroom, 4.5-bath home sits on 7.5 private acres and offers over 4,000 sq. ft. of living space throughout three levels, plus a finished basement with full bath and sauna. This home blends classic and modern features: exposed wood beam ceilings and a new, private primary suite with soaking tub. The home features a second primary suite, a third floor bedroom or loft space, and an abundance of natural light throughout. There are two woodstoves and a wood-burning fireplace for staying warm, and mini-splits for cooling in the summer. The expansive property boasts a designated garden area, a large garage with loft space above, and two large decks for entertaining and enjoying the surrounding nature.

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.

The owners are retiring so this is an opportunity for a new generation to take over this 3 acre parcel with a two large buildings, Was a winery. One building is a beautiful tasting room with a kitchen and two half baths. The other is a heated and air conditioned storage room. See the grapevines and the beautiful scenery. Bring your friends, sit in the gazebo and enjoy the local wine . Minutes to town, Stockbridge and Lenox. Around the corner from Butternut Ski area. Could easily be a full fledged winery again or there are so many possibilities.