Great Barrington MA Real Estate & Homes for Sale

Tullar Farm represents a rare opportunity to own a piece of history where timeless elegance meets modern comfort amidst the serenity of South Egremont's charming landscape. With its rich architectural heritage, generations of proud stewardship, and unrivaled natural beauty, this distinguished estate stands as a testament to the enduring legacy of its past and the promise of the future for generations to come. Set on 67 +/- park-like acres this property offers 3 unique residences, a mature specimen tree farm, a spring-fed pond, wooded walking trails, and captivating views of the distant mountains all just a stone's throw away to restaurants and shops. At the heart of the estate stands The Tullar House; a well-preserved and substantial 6-bedroom 5,000+ sq ft antique Dutch Gambrel dating back to 1761, reported to be the 2nd oldest house in Egremont. Retaining much of its original charm and detail, this historic jewel boasts ample-sized rooms for gatherings and entertaining, a renovated chef's kitchen, a formal dining room, 3 grand fireplaces, 2 primary suites, and plenty of room for guests. Enjoy sweeping views of the grounds from the porch laid with locally sourced marble or relish in the shade of 'The Champion', a 250+-year-old Black Walnut Tree standing as the oldest in the state and serving as a living testament to Tullar Farms' rich past. The exterior is a sight to behold with ornate and symbolic details that capture the attention of all who pass by.

Welcome to an Exquisite Country Retreat where thoughtful perfection, exceptional elegance, and stunning natural beauty converge in a rare offering situated on a private 19.7-acre refuge in magical Hillsdale on a most coveted country road. This property invites you to connect with nature while indulging in luxurious comfort. Arrive to simplistic elegance, where timeless materials blend seamlessly with a brilliant layout and thoughtful design. Every detail reflects a commitment to quality and environmental stewardship while immersing yourself in Mountain Views through walls of windows and doors, seamlessly blending indoor comfort with outdoor splendor. A gracious entry welcomes you to the sanctuary where luxury meets sustainability. Open living spaces with high ceilings create stunning focal points, featuring dramatic finishes such as the iconic Noguchi dining fixture and magnificent Calacatta Viola marble adorning the stove hood, fireplace hearth, mantles, and Porcelanosa vanities throughout. Marvel at the spectacular kitchen with custom designed white oak cabinets by a Brooklyn-based bespoke cabinet maker, complimented by a Forte Italian range Experience the warmth of a wood-burning fireplace in the living room or the cozy ambience of a gas fireplace in the sumptuous primary en-suite featuring its dreamy bathroom. Your office (or additional bedroom) is also in this wing of the home. Three additional bedrooms, including one en-suite, another full bath occupy its own private segment. Escape to a world of comfort and conservation at this exquisite country retreat where every moment is infused with the magic of nature's embrace. Discover the unparalleled beauty of this remarkable property, while enjoying all the Hudson Valley and Berkshire bounty and wonders

Indulge in opulent living in Columbia County, NY! This modern home offers panoramic views of the Berkshire Hills & Catamount Mountains. Enter a grand hallway leading to a dining room with floor-to-ceiling windows showcasing the pool area. The chef's kitchen opens to a spacious Great Room with a fireplace and breathtaking vistas. A loft library offers tranquility. A home office can double as a guest bedroom. The first floor features three guest bedrooms, a gym with sauna, and pool access. The upper level boasts a master suite with a fireplace and private terrace. A grand roof deck overlooks the pool, hot tub, and outdoor kitchen. The lower level features a movie room, laundry, and half-bath. Situated on 10+ acres of landscaped property with lawns and country fields, this is the ultimate country escape. Experience luxury living at its best in Columbia County!

Private country setting, contemporary design, and energy efficiency all come together in a serene landscape setting with beautiful views of Catamount Mountain. 3500 SF, stained cedar sided home, 4-bedroom, 3.5-bathroom. Home is sited to maximize long distant views. This certified passive home is industry leading, with its triple insulated floor to ceiling windows and doors, high R-value walls and ceiling and an energy recovery/ventilation system. Finished three-car garage can easily accommodate EV charging stations and an abundance of additional storage needs. The centerpiece of the home is a large open floor-plan kitchen/dining/living space with 13' + high ceilings. Oversized sliding doors from this space make the connection to the concrete paver patio, meadows and woodlands, second nature. Close to the Berkshires, Great Barrington and Stockbridge, 30 minutes to Hudson and minutes to the hamlet of Hillsdale, and Catamount. Experience true green living.

Blue Hill Farm: 1820 Center Hall Colonial in excellent condition on 249 high acres with hay meadows, pastureland, an apple orchard, woodlands, gardens, a tennis court and a 1970's caretaker/farmer's house. The main house has 6/7 bedrooms and 3 baths, along with a three-car attached garage. The property consists of 7 parcels of contiguous land surrounded by the Umpachene River on three sides. There are long views to the west of the Taconic Range from inside and outside of the house, and a grouping of antique and other barns to the south across a very rarely traveled, narrow dirt road. Offered for the first time since 1967.

Manor House plus 11 Additional Buildings - This spectacular 85+/- acre property is a destination Educational Center. It offers a magnificent 1880 Manor House, with spectacular distant Views, a Pond, and 11 additional buildings which house an Auditorium, Group Meeting Areas, Breakout Private Offices, a Fitness Center, Pondside Cottage, huge Dining Hall with Commercial Kitchen, and accommodations in over 56 Guest Rooms. The land is made up of 70+/- acres in the Southern Berkshires and 15+/- abutting acres in Salisbury, CT - the entire CT side runs along Sage's Ravine. There are walking trails throughout the land and access to the Appalachian Trail. You will be smitten by this property and totally taken with the possibilities. Note: Details and taxes are only for the Main House which is on the Massachusetts side of the property. Please ask for details for all of the 12 buildings and the total property tax. Also listed as 170394617

On over eight acres of woodlands in the hills of Austerlitz sits this picturesque cabin. Connected to hundreds of acres of state land, you can hike Harvey Mountain right out your front door. The recent renovations make this light & bright home a completely move-in-ready proposition. The original beams have been left untouched throughout and create warmth in tone, while the rest of the home has been finished with a clean, neutral palette. The kitchen has an English style range, marble countertops and lovely deep red cabinetry, and a farmhouse sink looks out over the property. The adjacent living area is anchored by a wood stove. There are two bedrooms and two baths on the main floor, one is ensuite and the other, with an antique clawfoot tub, is shared. Both are finished with beautiful Moroccan zellige tile. Upstairs, there is a cozy, private living space and a large light filled third bedroom. You'll find a large two car garage outside for parking & hobbies. The home borders the Hudson Valley/Berkshire border and is equidistant to both Chatham and West Stockbridge and just over 2h to NYC.

Manor House plus 11 Additional Buildings - This spectacular 85+/- acre property is a destination Educational Center. It offers a magnificent 1880 Manor House, with spectacular distant Views, a Pond, and 11 additional buildings which house an Auditorium, Group Meeting Areas, Breakout Private Offices, a Fitness Center, Pondside Cottage, huge Dining Hall with Commercial Kitchen, and accommodations in over 56 Guest Rooms. The land is made up of 70+/- acres in the Southern Berkshires and 15+/- abutting acres in Salisbury, CT - the entire CT side runs along Sage's Ravine. There are walking trails throughout the land and access to the Appalachian Trail. You will be smitten by this property and totally taken with the possibilities. Note: Details and taxes are only for the Main House which is on the Massachusetts side of the property. Please ask for details for all of the 12 buildings and the total property. Also listed 170459495

Welcome to Wildflower Cottage, a charming hideaway nestled in the woods of upstate New York. This modernized interpretation of a traditional New England bungalow has undergone a complete remodel, optimizing every inch of its footprint. The recent additions of decks, porches, stairs, and planter walls seamlessly blend the cottage with its natural surroundings. Reimagined and designed by Rebecca O'Donnell, founder of The Quiet Botanist, this partially wooded and cleared land features wildflower gardens, diverse birdlife, and a stream. Situated adjacent to the expansive Bebee National Conservation Area, this property offers a secluded haven for nature enthusiasts, while still being conveniently located in charming Columbia County and a short drive to the picturesque Berkshires.

New Connecticut Country Your new dream home TO BE BUILT perched above Twin Lakes on 6+ acres in quaint Salisbury, Litchfield County. Featured in Architectural Digest Summer 2020. Built by design driven, eco conscience architects, StoneFox who focus on contemporary architecture with a strong sense of emplacement with a clean simple design with a sensitive approach to nature and the environment. If you've been waiting for the perfect home, it has arrived. You head up the sinuous driveway to an auto court. The house is sited to face the southwest to take in views of the Taconic range and winter and summer sunsets. The home features an open plan with a central room to gather yet also has cosy private areas to tuck away. No detail has been overlooked and the design combines luxury with an ease for comfortable living. This home is well designed, thoughtful and encompasses all you could want in a stunning country retreat. The main living space features the kitchen, dining and living room with multi slide glass doors that pocket into the wall on either side of an expansive opening that invites you to walk outside to enjoy nature and the view. On the first floor there is also a library and a guest bedroom with full bath, mudroom and powder room. Upstairs you will find the primary bedroom and bath plus two more bedrooms each with their own bath. The lower level offers more space for a gym and bathroom plus a laundry room.

Western views of Bear Mountain flood with sunlight and colorful sunsets. This thoughtful newly built home beautifully complements its unmatched setting. Covered porches, decks, and a screened porch frame this impeccably designed home, offering 4 en-suite bedrooms, each of which soaks in the dramatic views of its surroundings, creating a seamless commingling of indoor and outdoor spaces. The main level opens to instant views of the mountain range and has a clean and modern feel. The floating staircase with a vertical board wall is an instant feature that sets the tone for quality custom features throughout. A living room with a wood-burning fireplace sits prominently overlooking the western views. The dining room and gourmet kitchen with a large island and top-of-the-line stainless appliances lead to the back deck and screened porch, just steps away from the sparkling heated, gunite pool. A mudroom with its own entry from the side of the house nearest the pool is also thoughtfully designed. A sprawling first-floor primary suite includes a spa-like bath with a separate shower and soaking tub, plus a walk-in closet. Three additional en-suite bedrooms reside upstairs, plus a second living room with a fireplace, overlooking the western views. The unfinished lower level offers great potential for a bonus room, with 9-ft ceilings and large windows. The two-bay detached garage also features unfinished space above with great possibility.

Twin Lake Living - Experience lakeview living in this 5-bedroom, 3.5-bathroom Twin Lakes retreat. Nestled amidst the tranquil surroundings, this home offers a perfect blend of sophistication and comfort mere steps away from the Twin Lakes Beach Club and O'Hara's Marina. Indulge in moments of serenity on the expansive front porch both for dining and lounging where panoramic views of the lake and mountains. The west-facing porch is the perfect backdrop for sweeping sunsets over the lake. Step inside to unveil a seamless flow of living spaces, where an open-concept layout and gourmet kitchen, anchored by a charming stone wood-burning fireplace, create an inviting ambiance for gatherings and relaxation. Upstairs, four light-drenched bedrooms await, accompanied by two bathrooms and a laundry area. Ascend to the third floor to discover the large primary suite, complete with an updated bath and a charming balcony overlooking the professionally landscaped gardens and picturesque lake vista. With deeded lake access just steps away from your backyard, every day feels like a vacation in this move-in-ready sanctuary. Whether you seek a peaceful escape or a space for entertaining, this home promises to exceed your expectations. Discover the essence of Lake House Paradise today!

Sunrise Sunset is a stunning 17-acre property in Columbia County with unparalleled mountain views. The home is an architect designed and built B & B with a private living space. It still has all the necessary licensure and zoning to operate as a B & B, though the buyer can simply use it as a spacious home just hours from New York City and minutes from all the glories of the Hudson Valley. The three guest rooms, which could be used as family bedrooms, offices, or studios, occupy the second floor of a three-bay garage. Each is private, en suite, with a balcony. The architect ensured utmost privacy between guest balconies by angling the dividers between them. They all command sunset views of the Catskills, and sunrise views of the Taconic Mountains which are a part of the historic Berkshire region. Hikers in the Taconics can access CT and MA by walking across state lines from New York. Accessible from the guest rooms or the driveway, a spacious light-infused gallery occupies the center part of the home. It is perfect as a gathering place or for receiving guests to a B & B or a holiday party an elegant showpiece. To the right of the gallery is the residence. Some of the most significant features of the home are the soaring windows with breathtaking views, skylights opening rooms to the heavens, antique doors as well as hand-crafted wooden doors, leaded windows, an indoor 30-foot regulation-size lap pool, and flowing interior spaces that are as inviting as they are stylish. Probably the most dazzling touches are the stonework throughout, made entirely of stone found or quarried on the property. Much of it is limestone from the property's own limestone quarry. The only parts of these stone highlights that are not from the property are the numerous accent pieces of vivid blue iron ore. The stone masterpieces, some small and some very large, are featured surrounding the fireplaces, in bathrooms, and in other areas, bringing local history and natural resources together.The fully equipped kitchen, great room, and dining room flow graciously to create a friendly and comfortable family space. The primary suite is upstairs, and both bedroom and bath open through glass doors to a balcony with full views. The beautifully crafted sinks are custom-made from cherry wood from the property. The new owners will want to add finishing touches to certain areas. Easy access to private walking trails, Hudson, Great Barrington, and Catamount Ski Mt.,AboveGrade:3200,Basement:Garage Access,Interior Access,Below Grnd Sq Feet:1000,FLOORING:Wood,FOUNDATION:Concrete,InteriorFeatures:French Doors,Gas Stove Connection,Sliding Glass Doors,Walk-In Closets,Level 1 Desc:GALLERY GREAT RM DINING KIT DINE-IN OFFICE .5 BTH,Level 2 Desc:CONT..3 BEDROOMS 3 BATH,Level 3 Desc:PRIMARY SUITE,OTHERROOMS:Breakfast Nook,Formal Dining Room,Great Room,In-Law,Laundry/Util. Room,Office/Computer Room,Sun Room,ROOF:Asphalt Shingles,Unfinished Square Feet:1000

A remarkable opportunity to combine residencial on the second floor with commercial on the main floor in an excellent location with plenty of private parking. The kitchen is set up for the discerning chef , a large dining room, a bedroom/office and living room with a propane fireplace completes the first floor. The gorgeous hardwood floors throughout the house have just been finished and the house is in pristine shape for the next owner. Finally, there is central air on the second floor to complete the full package!

Experience the quintessential village charm in this delightful Cape Cod-style cottage nestled in the heart of Copake, NY and picturesque Hudson Valley. Enjoy gatherings in the spacious great room featuring a welcoming gas fireplace, creating a perfect setting for relaxation and entertainment. Step out onto the charming screened porch, where you can savor the fresh air and tranquil surroundings, ideal for morning coffee or evening unwinding. Just a leisurely 2-hour drive from NYC.

Experience the quintessential village charm in this delightful Cape Cod-style cottage nestled in the heart of Copake, NY and picturesque Hudson Valley. Enjoy gatherings in the spacious great room featuring a welcoming gas fireplace, creating a perfect setting for relaxation and entertainment. Step out onto the charming screened porch, where you can savor the fresh air and tranquil surroundings, ideal for morning coffee or evening unwinding. Just a leisurely 2-hour drive from NYC.

An early Hudson Valley farmhouse, this c1840 eyebrow colonial sits on two and a half acres with a guest house. There are plenty of period details to fall in love with like wide, old growth pine floorboards and classic farmhouse two-over-two windows. Comfortable, approachable, and built with function in mind like all great northeastern cottages, the rooms are nicely sized and flow easily into one another. The country kitchen is simple, sweet and sunny with classic bead board cupboards and a farmhouse sink, and there's a mudroom leading outside into the lawn. There is a first floor bedroom & full bath, and on the second level, along with two additional bedrooms you'll find a large, central seating area & another full bath. Across the lawn and past the firepit, French doors lead you into a streamlined, new build guesthouse. There is a spacious living room with a vaulted ceiling & Noguchi pendant. The large bedroom has a new ensuite bath with a beautiful marble shower. There is a 1 car garage attached. Updated, high end mechanicals in both homes. 720 Center Hill Road is very much the quintessential Hudson Valley farmhouse, charming and sweet. 2h to NYC and 20m to Amtrak.

Sophisticated Cape with Pool & Tennis court - Experience the epitome of sophisticated living in this modern Cape nestled in the prestigious Taconic section of Salisbury. The exquisite 3.76 acre level property boasts a pea stone courtyard, leading to a magnificent residence with a contemporary open floor plan alongside classic details. The expansive kitchen and living area are adorned with high-end finishes and materials, centered around a classic wood-burning fireplace that seamlessly connects you to the main house and outdoor stone-walled courtyard. The main level also features a formal living room with a wood-burning fireplace, an elegant office overlooking the expansive grounds, as well as a guest bedroom with a full bathroom, and a versatile, large butler's pantry/laundry. The upper floor offers the primary bedroom with an en-suite spa bathroom and steam shower, as well as a second bedroom with an attached bathroom and a large walk-in closet in the upper hallway. Extensive mature perennial flowers (varieties of Iris, Rose, Peony, Sunflower, Snapdragon & Hydrangea) and vegetable gardens, numerous 100-year old specimen trees, and a sprawling level lawn lead to the 2022 renovated heated saline gunite pool irrigated clay tennis court, and 2022 restored and gut renovated Pool House with bedroom, full custom kitchen, full bath and large, new bluestone patio, creating a private enclave perfect for relaxation, privacy and enjoyment.

Towards the end of Sky Top Road and tucked away at the end of a long driveway sits The Nine-Square House. A modernist masterpiece, the home is perched amidst dramatic natural topography with magnificent views of the Taconic Hills. The Nine-Square House was born of a several-year-long collaboration between a multi-disciplinary artist/designer and an esteemed architect. The result is an immensely livable and sustainable 3,900 sq-ft home that carefully balances the relationship between its well thought out interiors and the surrounding wooded landscapes and impressive open views of multiple mountain ranges. All features of the home were created to be both functional and pleasing to the eye, addressing every conceivable ergonomic and environmental question. The nine-square philosophy of living is very much felt in the distribution of spaces - on the main floor, the double living room, dining area, and kitchen all flow into each other and are anchored by a marble fireplace and three large glass doors opening to the exterior terrace with a breathtaking view. The kitchen features Danish-designed Reform cabinetry, Bardiglio marble, and Fisher Paykel appliances. An office, a washroom, a dry bar, and a generously proportioned laundry room complete the main level.The central architectural piece of the home is the solid white oak staircase leading up to the second floor. The 4 bedrooms upstairs, though spacious, are much more private and intimate, each with large windows on 2 sides, communing with the serene and quiet landscape outside. The 2 sizable bathrooms have dedicated shower rooms and freestanding soaking tubs with panoramic views. The expansive landing of this level has a reading room at one end and a sitting area at the other.Distinguishing features of the Nine-Square House include high energy efficiency due to insulation exceeding all current standards, multi-zone central AC, radiant heated floors, solid 200 lb interior doors, satin nickel Kohler fixtures, cast iron sinks, and solid forged and machined brass and satin nickel door hardware. An expansive floor plan and extensive technical solutions are met with human-scale rooms, creating an abundantly peaceful and welcoming environment. The land around the house is perfect as it is. There are wooded and open areas, with meandering walking paths trailing through the property, planted with native plants. The home comes turnkey with all the curated furniture included.,AboveGrade:3886,APPLIANCES:Water Softener,EQUIPMENT:Smoke Detectors,Water Filter,ExteriorFeatures:Outside Lighting,FLOORING:Concrete,Wood,FOUNDATION:Concrete,ROOF:Rubber

Nestled on one of the larger lots in this friendly lake community you will find your charming lake home less than two hours from NYC. This unique property includes a 2 car garage with storage as well as plenty of parking for those who gather. Perhaps you see yourself playing golf at the Copake Lake Country Club {1.1 miles}. Or stay in and enjoy the air and scenic views at The Greens Restaurant and Club House where you'll find Mickeys Marina and boat dock {.04 miles}. It is hard not to find peace in such a stunning area, whether you prefer to sit nestled in the trees that embrace your property or decide to venture a bit. This unique and very special home needs a bit of your vision. It has new plumbing, a new water heater, most ducts have been replaced as well as a few new windows. The Kitchen, Bath and Laundry are all plumbed in and are awaiting your personal touch. Your opportunity to make it exactly as your own awaits you. This home/property truly has amazing character and I look forward to sharing it with you. A/O 3/26 continue to show

Every home has a story. This one begins with a stunning parcel on a beautiful lake, a design team with clear vision & exquisite taste, and flawless craftsmanship & execution. Nestled on Salisbury's East Twin Lake, this home is a modern homage to the storied great camps of the Adirondacks, boasting 2 acres with over 150 feet of pristine sandy beach. Bright mornings & majestic sunset views over the lake to Bear Mountain & the Berkshire's Taconic Range - just another chapter. The home is a masterpiece of composition, with artist-inspired custom details and elite construction. The Great Room, spanning 50 x 29 feet with walnut floors, oak paneling, and a 12-foot coffered ceiling, is the heart of the home, featuring a fireplace, dining area, and chef's kitchen - all with lake vistas. The second floor offers a sumptuous Primary suite with an office, 2 additional ensuite bedrooms and a laundry room. The 3rd floor provides a flexible space with amenities for entertainment or additional guests. Outdoors includes a gazebo with a fireplace & an infinity edge spa, perfect for soaking-in the sunset views. This home's enduring beauty is evident in its slate roof and stone exterior, while modern comforts are assured by top-tier infrastructure. Its proximity to elite schools, cultural hotspots, & natural wonders, along with easy access to the Metro North Train Station, makes it a sanctuary just 2 hours from NYC. The story here is not yet ended; it awaits a new owner to finish the novel...

Nestled in the picturesque town of Craryville, New York, this charming house situated within walking distance to the tranquil Copake Lake, this property embodies the essence of lakeside relaxation while providing convenient access to outdoor recreational activities.It offers versatility and flexibility to live like a two-bedroom home. The well-appointed bedroom provides a peaceful sanctuary, complete with ample closet space and tranquil views of the surrounding landscape. Additionally, a bonus room can easily serve as a second bedroom, home office, or hobby space, adapting to suit your lifestyle needs. The open concept kitchen serves as the heart of the home, boasting ample counter space, modern appliances & granite counters. One of the standout features of this property is its whole house generator.

Fantastic Barn with Attached Cottage - Ready to Renovate Immaculate 2 bedroom cottage with views of the Spencertown Hills. Wood floors, lovely southern exposure. New deck overlooking your rolling field below. Bounded by stone walls behind. Quiet dirt road for long walks. Attached 4,000 square foot BARN with great potential.10 mins to Chatham or 10 mins to the Berkshires. Ideal!

Lakeside living at its finest. Here at Copake Lake every day feels like a vacation day. This is your chance to own a bright, cheery, energy efficient lakeside home. Copake Lake is a pristine glacial lake where boating, fishing, swimming and kayaking are frequent pastimes. Relax on the front deck overlooking the lake or hang out on your own private boat dock. The house was built new in 2020 on the foundation of an old lake cottage and features an open floor plan with lots of natural light and a spacious loft bedroom. Make your move to the lake today!

You Do NOT Want To Overlook This Beautifully Updated Home In The Highly Desirable Columbia County Town - HILLSDALE. Welcome To A Spacious 3- Bedroom RESORT-LIKE Residence That Offers Plenty Of Comfortable Living Space Through Out The Main Level & Fully Finished Basement. It Is Nestled In A Picturesque Tree Laden Area And It Features Relaxing Covered Patio And An Extra Large Back Porch. But There Is More.. This Home Has A LAKE ACCESS ! Town of Hillsdale Is A Hiker Paradise & It Is Known For Its Fantastic Landscapes & Gorgeous Views. In Addition The Hillsdale's Town Center That Features Dozens Of Historic Structures Was Added To The National Register of Historic Places. This High Demand Area Is Close To EVERYTHING (Bash Bish Falls, Taconic State Park, and the Catamount Ski Area..) And is ready for YOU!!! Strateggically Situated Near Hudson, New York and Great Barrington, Massachusetts.