Great Barrington Single Family Homes

MLS Number 232672

• Residential
• Bathroom 4
• Bedrooms 4
• Square Feet 6,240
• Acreage 46.25

A rare estate offering in the berkshires. Breathtaking southern and western views from this historically important great barrington estate. Designed by charles platt for charles freer of the renowned freer gallery in dc, and constructed of stone quarried from the property, this one floor layout was well ahead of its time. The main house has a large, comfortable living room with views from massive windows, a library, a gracious dining room, all with fireplaces. The property encompasses a stable and riding ring, pool, orchard, vineyard and two fully equipped guest houses and a caretaker's home. This is a rare opportunity to own a unique nearly 50 acre estate with magnificent views - all close to great barrington.

Listed by Martha Piper of WILLIAM PITT SOTHEBY'S - GT BARRINGTON'

MLS Number 236981

• Residential
• Bathroom 3
• Bedrooms 5
• Square Feet 7,000
• Acreage 19.85

Truly one of a kind home sits on 19.85 acres of woods adjacent to the wyantenuck golf course & has a beautiful half mile long driveway. It's the perfect combination of privacy & accessibility to downtown great barrington. The home boasts over 7,000 sq. Ft. Of living space as well as an over 3,000 sq. Ft. 4 car garage. The house has 5 bedrooms & 3 full baths with two of those bedrooms & one bath located in a separate guest wing. The expansive primary bedroom suite has a separate sitting room & wall to wall windows. Three massive common areas include the living room, theater/game room & family room. Other rooms throughout include 2 offices, meditation tower, workout room, bonus room & indoor pool inside of a solarium. The kitchen is highlighted by a commercial viking range, custom cabinets,

Listed by Leslie G Chesloff of WILLIAM PITT SOTHEBY'S - GT BARRINGTON'

MLS Number 234767

• Residential
• Bathroom 3
• Bedrooms 3
• Square Feet 2,900
• Acreage 7.12

Privacy, expansiveness & spectacular views into ct! This contemporary cedar home is an idyllic, private sanctuary in a dream location featuring a hilltop swimming pool w/ stone patio, horse barn & room for horses, koi pond w/ bridge, mature landscaping, and beautiful stonework throughout. Perfectly sited on 7.123 acres, this property includes an extra building lot which would allow the construction of another residence making this the complete family compound! The spacious interior of this light-filled home with soothing earth tones & warm woods includes 3 brs, 2.5 bathrooms, open concept floor plan, office space, central a/c, jetted tub, screened porch, fireplace, skylights, and incredible views both inside & out. Gather year-round with friends & family at this spectacular retreat!

Listed by Douglas M Goudey of WHEELER & TAYLOR REALTY CO.,INC.'

MLS Number 235495

• Residential
• Bathroom 3
• Bedrooms 3
• Square Feet 2,900
• Acreage 5.2

Privacy, expansiveness & spectacular views into ct! This contemporary cedar home is an idyllic, private sanctuary in a dream location featuring a hilltop swimming pool w/ stone patio, horse barn & room for horses, koi pond w/ bridge, mature landscaping, and beautiful stonework throughout. The spacious interior of this light-filled home with soothing earth tones & warm woods includes 3 brs, 2.5 bathrooms, open concept floor plan, office space, central a/c, jetted tub, screened porch, fireplace, skylights, and incredible views both inside & out. Gather year-round with friends & family at this spectacular retreat!

Listed by Douglas M Goudey of WHEELER & TAYLOR REALTY CO.,INC.'

MLS Number 236863

• Residential
• Bathroom 20
• Bedrooms 20
• Square Feet 17,551
• Acreage 10.43

Unique opportunity for the business-minded interested in purchasing a well-established gem of a bed & breakfast in the heart of the berkshires. Located minutes from cultural attractions w/ convenient access to boston/new york. Windflower inn welcomes guests w/ its wraparound porch & manicured grounds. The inn has 13 bedrooms each w/ their own private bath. Blending the charm of the past w/modern-day conveniences. The commercial grade kitchen & laundry meets the demands of a busy bed & breakfast. The kitchen includes double commercial ovens & has the potential for expansion for restaurant purposes. The 3 bedroom 2.5 bath cottage on site adds income potential. Owners also have a 4 bedroom 2 bath home currently used as innkeepers quarters. Potential for events/weddings/family compound.

Listed by Jessica L. Rizzo of BERKSHIRE DREAM HOME,INC.'

MLS Number 232573

• Residential
• Bathroom 15
• Bedrooms 14
• Square Feet 10,302
• Acreage 2.4

Perfect for large family or other looking to utilize10,000 sf plus of space for dwelling or other mixed-use purposes. Current configuration has 13 guest suites plus the owners' apartment. Full commercial-level kitchen with large dining spaces, bar/tavern area and other spaces for offices, etc.

Listed by Thomas K. Doyle,Sr. of LANCE VERMEULEN RE,INC'

MLS Number 237554

• Residential
• Bathroom 3
• Bedrooms 3
• Square Feet 2,581
• Acreage 1.66

This turn of the century victorian home sits pride of place on ''the hill', just a few minutes walk to downtown great barrington. Tastefully updated, the home still displays the fine details and charm of yesteryear. Double pocket doors throughout the first floor allow for a flow from living spaces with wood burning fireplaces through to the kitchen and dining areas. A walkthrough butlers pantry off the kitchen leads you to the perfect office space, and then to the screened in porch. The second floor laundry is perfectly situated for the three bedrooms and two newly renovated full baths, one being the primary. A well maintained attic space with high ceilings and the oversized two floor barn have many possibilities for work spaces or storage, and all this on 1.6 acres.Welcome to castlehill

Listed by Fintan T Hanley of BERKSHIRE PROPERTY AGENTS,LLC'

MLS Number 237915

• Residential
• Bathroom 3
• Bedrooms 4
• Square Feet 3,177
• Acreage 2.03

This magical country lifestyle awaits you! Unspoiled charming new england farmhouse with views across neighboring pasture & barns to the mountains beyond. An 1800's stage coach stop, this cozy home retains many original details, king's boards floors and original fireplaces. Presently a two family house, with a wonderful apartment with separate entrance. The backyard is an oasis to find peace after a busy day. Extensive perennials, vintage peonies, iris, day lilies, vintage roses and a small herb garden, fruit trees and berry patches. Simplicity defined when relaxing on the rocking chair front porch. Detached barn and a workshop. Update or renovate this jewel. Embrace the country life.

Listed by Helen Mullany of HELEN MULLANY REAL ESTATE,LLC'

MLS Number 238036

• Residential
• Bathroom 5
• Bedrooms 10
• Square Feet 6,832
• Acreage 4.37

This remarkable property on over four acres near the heart of great barrington offers a serene setting of private ponds and views over agricultural fields. Three units make up over 6000 square feet, each offering individual sun porches, basement spaces and utilities. Unit a offers a first floor primary bedroom, a full bathroom including washer and dryer, and office. Four additional bedrooms and bathroom on the second floor. Units b and c each offer three bedrooms and one bathroom. The property will be unoccupied to allow the future owner an easy transition to their own vision.

Listed by Samantha A. Homeyer and Molly DiGiovanni of HOUSATONIC REAL ESTATE'

MLS Number 238061

• Residential
• Bathroom 3
• Bedrooms 3
• Square Feet 2,960
• Acreage 1.79

Classic ''wellenkamp'' custom built contemporarysurrounded by almost 2 acres of privacy and mature landscaping. Soaring great room with a wall of windows and wood burning fireplace, open to dining/eat-in kitchen and direct access to a fabulous screened porched and expansive decking. Main level primary bedroom with generous sitting area and en suite bath, den/office with a wall of built-ins, two spacious guest bedrooms on the upper level and an attached two car garage complete this special offering minutes from a quiet oasis to the center of great barrington and all the action!

Listed by Mary Jane White and Brandon White of COHEN & WHITE ASSOCIATES'

MLS Number 237833

• Residential
• Bathroom 2
• Bedrooms 3
• Square Feet 1,438
• Acreage 0.25

A jewel of a house close to in-town amenities: the co-op, shops, restaurants, movies, the mahaiwe performing arts center, etc. This home was completely and stylishly renovated in 2016, with new systems, kitchen and baths. It has since been updated with a beautiful screened porch , a rais gabo wood stove in the living room, terraced stone gardens and green house. The house has fabulous views across a wide, sloping lawn. This is the perfect in-town home, from the peak of the roof to the potting room in the walk-out basement. A must see--it will not last long!

Listed by Leslie G Chesloff of WILLIAM PITT SOTHEBY'S - GT BARRINGTON'

MLS Number 237809

• Residential
• Bathroom 2
• Bedrooms 3
• Square Feet 1,634
• Acreage 0.44

Tastefully renovated, this home is nestled behind the main hub of castle hill ave and offers privacy, a view of church spires and mountains and yet only a three minute walk to downtown great barrington and lake mansfield. The light filled interior has been updated with chic, stylish high end finishes. A streamlined kitchen, open to the dining area, offers a great space for entertaining many guests. Glass subway tiles, quartz countertops and stainless steel smart appliances are just some of the upgrades you can expect to find. The living room sets apart the three bedrooms and two full baths with new hardwood floors throughout. The exterior has many decks and patios so you are never short of sun or shade, and the many outbuildings offer great spaces for your imagination to run wild.

Listed by Fintan T Hanley of BERKSHIRE PROPERTY AGENTS,LLC'

MLS Number 238027

• Residential
• Bathroom 3
• Bedrooms 4
• Square Feet 2,248
• Acreage 3

Historic farmhouse with seamless mid-century-inspired additions. This recently modernized home delivers striking spaces while capturing vintage charm. Stroll across the extensive front porch into the large central foyer, which guides you to the living spaces. The open kitchen/dining/living floor plan is an invitation to entertain guests and family while showing off the mahogany floors, soapstone woodstove and the door leading to the back deck. The kitchen is perfect for the at-home chef with its large open concept, extra thick custom wood countertops, stainless appliances and a farm sink -- no meal is too big! In the family room you will enjoy the solitude of pocket doors, vaulted ceilings and ambiance of the wood fireplace, with a full bathroom attached. A perfect place for guests.

Listed by Antonio M Segalla of LANCE VERMEULEN RE,INC'

MLS Number 238040

• Residential
• Bathroom 2
• Bedrooms 3
• Square Feet 1,496
• Acreage 0.12

On the hill, and ready to love! Walk to town from this move in ready 3 bedroom 2 bath home with a sweet front porch, and gorgeous, fenced back yard. High ceilings upstairs and down, and a third floor waiting to become more living space.Newer systems, roof and appliances make this updated home ready for carefree living.

Listed by Robin Ban of BERKSHIRE PROPERTY AGENTS,LLC'

MLS Number 238033

• Residential
• Bathroom 2
• Bedrooms 3
• Square Feet 1,840
• Acreage 0.42

Custom built, thoughtfully designed contemporary cape one level living, with large screened porch and an attached garage.This comfortable home boasts 9' ceilings, central a/c, and an open flowing floor plan.Gas fireplace in living room, eat in kitchen, a fenced yard and beautiful porches and landscaping. All the amenities you have been looking for. A short stroll to town, shopping center & eateries.A must see!

Listed by Helen Mullany of HELEN MULLANY REAL ESTATE,LLC'

MLS Number 237591

• Residential
• Bathroom 3
• Bedrooms 3
• Square Feet 2,158
• Acreage 0.75

Sophisticated elegance ''on the hill''. Well built c. 1940 home, nestled on a corner lot in the highly desirable ''hill'' section of town. Each room boasts character & charm. Generous sized rooms that connect and flow beautifully. Perfect for entertaining. Crown moldings, 3 fireplaces, wood floors throughout, a comfortable, private screened porch accessed through french doors off the living room. Spectacular storage space would easily transform for studio or office. Attached 2 car garage. Quality & convenience, numerous outdoor pursuits await, near lake, skiing and notable berkshire attractions.

Listed by Helen Mullany of HELEN MULLANY REAL ESTATE,LLC'