Great Barrington Houses for Sale

The Woodlands, A RARE OPPORTUNITY TO OWN YOUR OWN 74-ACRE PRIVATE SANCTUARY IN THE HEART OF GREAT BARRINGTON.This property abuts the Thomas & Palmer Brook preserve on three sides, is a two-minute drive to Ski Butternut and five minutes to dining and shopping in downtown Great Barrington. A picturesque pond flows into a babbling brook right outside of the large cathedral-ceiling primary suite's

Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

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 future for generations

Lauren Molk ELYSE HARNEY REAL ESTATE

Stunning Contemporary Home in Great Barrington - Perfect Blend of Privacy and ConvenienceDiscover this beautifully designed 2,500 sq. ft. contemporary residence nestled in the desirable Great Barrington area. Offering 3 spacious bedroom suites , this home combines elegant style with everyday functionality.Step outside to your private fantasy backyard -- an entertainer's dream featuring a charming

Eric Steuernagle FAIRGROUND REAL ESTATE, INC

New Build Contemporary. Timbercraft Homes & Rosengren Architects collaborated to create this Contemporary 1584 square foot 2 bedroom home. Clean lines and simple one level living. Energy efficient Home with beautiful oak floors, custom kitchen open to dining and living room. Primary bedroom spacious and bright with well appointed bathroom and walk-in closet. Fireplace, dual fuel heating and AC. 1

Mark Rosengren LANCE VERMEULEN RE, INC

This rare find, located on the Great Barrington/Monterey line, offers the right buyer a unique opportunity to live, work, and play in the heart of the Berkshires. Situated on 4.32 acres, this 1958 ranch-style home has evolved over the years into a sprawling 5,200 square-foot property boasting endless potential. While it currently serves as an owner-operated wellness facility, an expansive

Cortney Dupont COHEN & WHITE ASSOCIATES

This historic 4-bedroom 3.5-bath home sits on a beautifully landscaped 1-acre lot surrounded by ornamental trees, vibrant flower gardens and mature plantings. Originally built around 1800, this comfortable well-maintained house features high ceilings, warm wood flooring, and plenty of period charm. The main level welcomes you with a spacious living room accented with Greek Revival moldings, an

Vashti Poor LANCE VERMEULEN RE, INC

SWEEPING MOUNTAIN VIEWS less than 5 minutes to Main Street. Sited on 5+ acres, this stylish contemporary is located in the most desirable section of Great Barrington. The home has an open living/dining/kitchen floor plan with a gas fireplace and huge windows taking in the view. A screened porch is conveniently located off the kitchen. The first floor also has a primary bedroom suite with full

Tom Lynch COMPASS MASSACHUSETTS , LLC GB

HIDDEN GEM!!! Enjoy the best of both worlds with privacy in a country setting, only minutes from town. Thisbeautiful property is set back off the road in a lovely clearing, surrounded by 2 acres of woodsfor privacy. Mature perennial gardens enhance the natural beauty of this saltbox-style home.Solidly built in the 1980s with many upgrades including; A new kitchen (2021) with all newappliances,

Suzann Ward HOUSATONIC REAL ESTATE

Escape the expected and discover the art of effortless living on Terra Ferma Drive. Tucked away on a private dead-end road in coveted South Egremont, this nearly new (built within 5 years) residence redefines one-level luxury. Imagine a home where every detail is designed for comfort and ease - no steps, just seamless flow leading you first to a beautifully appointed kitchen, the true heart of

Tony Segalla LANCE VERMEULEN RE, INC

Immaculate home on ''The Hill'' with stunning hardwood floors and abundant natural light from its many large windows. This versatile three-level property is currently enjoyed as a stately single-family residence, but can seamlessly be divided into two separate apartments, offering a range of layout options and rental income potential. The ground floor features a bright, modern kitchen, a spacious

Kate Lascar COMPASS MASSACHUSETTS , LLC GB

Classic turn-of-the-century Berkshire residence on the Hill. Rich w/ history & ready for new memories, this home is a rare gem in an ideal location. Lovingly maintained by the same family for over 60 yrs. Nestled on 1.6 acres, this 4,000 SF residence offers 5 BRs, 3.5 BAs & an abundance of historic charm. Original wood floors, high ceilings & period details fill the home, while the grand

Claire Pollart LANCE VERMEULEN RE, INC

Berkshires Sanctuary - A Fully Renovated Retreat with Appalachian Trail Access & Nearby Three Mile Pond.Tucked away in a landscape of towering trees and rolling hills, this exquisite four-bedroom and three-bathroom, retreat has been reimagined with over $650,000 in premium renovations, offering the perfect balance of luxury and nature. With direct access to Appalachian trail and Three Mile Pond,

Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

CLASSIC ARCHITECTURE WITH CONTEMPORARY ELEGANCE! A beautifully maintained home set back from the road. Exceptional landscaping embraces the property, offering a private sanctuary. A front porch welcomes you to the first floor. A light-filled,capacious living room, dining room with a fireplace opened to both main rooms, a primary suite with two walk-in closets, a 1/2 bath, and study open to a

Mandy Victor-pieczarka STONE HOUSE PROPERTIES, LLC

Charming 1790 Historic Home in the Heart of South EgremontNestled on a beautifully landscaped 0.8-acre lot in the heart of the village, this 4-bedroom, 2-bath home blends timeless charm with modern convenience. Built in 1790 it features wide plank floors, built-ins, and a fireplace with a historic Dutch oven.Enjoy local access to shops and dining, with scenic hiking at Jug End Reservation just

Judi Panzano HOUSATONIC REAL ESTATE

A unique offering, this 2BR, 2BA condo, built in 2019, offers modern convenience & elegant details throughout. Walk out the door into iconic downtown Great Barrington &have all that the town has to offer at your fingertips. Shopping, restaurants, & groceries are less than a minute away. Take in the mountains & the historic Mahaiwe marquee from the French Door balcony opening onto Bridge Street.

Lauren Rosen LANCE VERMEULEN RE, INC

Charming New England farmhouse featuring some modern updates and newer mechanical systems. Enjoy the perfect blend of rustic character and warmth of country living with modern conveniences in this delightful home. New full house insulation, Heat/ AC splits, updated electrical system. Large open backyard offers endless possibilities of outdoor activities and enjoyment. With a Berkshire Mountain

Stephen Schoenfeld WILLIAM PITT SOTHEBY'S - GT BARRINGTON

TWO HOMES FOR FAMILY LIVING OR INVESTMENT! So much to love about this property. The Main House exudes charm & warmth, and across the way a 2004 Cottage was added, creating the perfect income producer, family dwelling or Guest house. The Main house is tastefully updated preserving the cozy esthetic. 2 Bedroom, 2 Bath, Den, Great Room, and Country Kitchen. The Cottage, w/open plan living has

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

Custom Built Craftsman Contemporary Home nestled in a beautifully landscaped property with an orchard, gardens and path to a seasonal brook. Inside this well appointed home you will find large rooms Vaulted ceilings, whimsical lighting, Fireplaces, Indoor pool, hot tub and sauna, radiant floor & forced air throughout. Two primary suites on main floor and 2/3 more bedrooms in the lower walkout

Mark Rosengren LANCE VERMEULEN RE, INC

Stylish Contemporary Home in a Prime Great Barrington Location! This beautifully maintained 3-bedroom, 2.5-bath Contemporary offers a lot of space and light-filled layout with high ceilings. The open-concept living area features a cathedral ceiling & gas fireplace, creating a warm and inviting atmosphere.Enjoy the convenience of a first-floor primary suite, filled with natural light from

Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

An 1825 colonial has much of its original charm and features in place - wide plank floors, beamed ceiling, original hardware and fully renovated kitchen. Many new appliances, new windows, and foam insulation in the basement. The well insulated attic and walls along with a high efficiency furnace gives you modern comfort. The house is a legal two family. The Studio apartment is attached and could

Martin Albert COMPASS MASSACHUSETTS , LLC GB

A charming historic home nestled in the heart of Great Barrington, moved to it's location from Main Street in 1858. This delightful detached residence boasts 2,060 square feet of living space across 10 rooms. The living area features a wood-burning fireplace and space for formal dining. The eat-in kitchen, complete with built-ins, adds character. With four bedrooms and two baths, there's ample

Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

Neat as a pin cape walking distance to downtown Great Barrington and amenities, this home has been thoughtfully renovated top to bottom. This sweet property has 4 bedrooms, a full bath, and even a partially finished basement. The kitchen, complete with a large pantry, retains the charming mid century details, while appealing to the modern aesthetic. Outside, there is a nice flat side yard, and

Lauren Rosen LANCE VERMEULEN RE, INC

OPEN HOUSE SAT, 7/19 12:30-2PMThis beautifully renovated 1,792 sq. ft. home offers a unique opportunity for buyers seeking modern updates with the chance to add personal finishing touches. Major renovations including:*New Electrical and plumbing*New Windows*Fresh interior paint*kitchen with new cabinets*Fully renovated first-floor bathroom*New 3-bedroom septic system*Primary bathroom with new

John Segalla HOUSATONIC REAL ESTATE

THE GOAT......This exceptional Berkshire minimalistic sensation has been architecturally designed to maximize the open floor plan concept while being mindful of private work/play spaces. A showpiece with 12+ acres of privacy surrounds you while the panoramic western views in every season bring you peace and calmness. The walls of glass integrate nature and the tranquil spellbinding views with

Mary Jane White COHEN & WHITE ASSOCIATES

Great New England farmhouse with really nice views. Common rooms are amply sized and the kitchen great room is perfect for many different activities. Extra room on the first floor can be used as a bedroom or an office (not pictured.) Many extras - structural renovations in 2004, central air, in line generator, in ground pool, screened porch and so much charm. Nice 3.89 acre parcel with detached

Katie Williams STONE HOUSE PROPERTIES, LLC

Don't miss this charming 4-bed, 2-bath home with 2 first-floor bedrooms and a full bath! Offering nearly 2,100 sq. ft. of living space and almost 1 acre of flat, dry land, this home provides plenty of room to grow. The breezeway connects the 2-car garage with newer doors and electric openers. Outside, enjoy a private patio, stone wall, and a shed for extra storage. Gorgeous flowering crabapple

William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Modernized 3-bedroom 2-bathroom Cape home on quiet dead-end street located in a fantastic in town neighborhood. Recently renovated, the kitchen features granite countertops, subway tiles, modern fixtures, and wood floors. Downstairs offers a dining room with wood floors, large living room with wood burning fireplace, two bedrooms, and a full bathroom that boasts more of that classic black and

David Carlson FAIRGROUND REAL ESTATE, INC

Welcome to this beautifully updated home with frontage on the serene Williams River, just a short drive from downtown Great Barrington. Renovated in 2017, this home boasts modern convenience with cozy charm. Step inside to a bright, open kitchen featuring granite countertops, stainless steel appliances, a farmhouse sink, and Kraftmaid cabinetry. The first-floor primary suite offers peaceful

Tony Segalla LANCE VERMEULEN RE, INC

The iconic Wainwright Inn, built in 1766, is ideally located on Main Street in Great Barrington, the largest town & hub of the famous Berkshires vacation destination in Western Massachusetts. The Inn consists of a main house with 9 guest suites & a spacious owner's suite, & a carriage house with an apartment & two additional guest suites. In pristine condition, the current owners have improved

Tanya LeRose THE KINDERHOOK GROUP - PITTSFIELD

1880 4 Bedroom Colonial in a beautiful Pastoral setting. Open Living and Kitchen plan.Permitted wood burning stove in living room. Second floor has 3 bedrooms, one is a generously sized en-suite. Garage was converted partially for a perfect home office or 4th bedroom. Laundry facilities and half bath located on 1st floor. Outdoor space includes a deck, a partially fenced portion of yard for a dog

Mark Rosengren LANCE VERMEULEN RE, INC

Classic family home in Great Barrington. 3 Bedroom 2 Bath on almost 2 acres. First floor large Primary bedroom, wrap around porch, deck and oversized heated garage with office space above. Enjoy the Berkshires with all it has to offer; Butternut ski area around the corner, schools, Tanglewood, theaters and restaurants all conveniently located nearby.

Mark Rosengren LANCE VERMEULEN RE, INC

Welcome to Meadow Wood This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lily pond, terraces, pastoral views, and privacy. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage w/

Elvia Gignoux WILLIAM PITT SOTHEBY'S - SALISBURY

Discover the timeless allure of 'The Turning Point,' a quintessential Berkshire retreat nestled in the hills of Great Barrington. Originally a 1800's stagecoach stop, this enchanting 3600-square-foot property boasts a rich history as a thriving inn, short-term rental and home, offering 7 bedrooms and 6.5 bathrooms. Immerse yourself in its New England charm, complete with a wood stove, propane

Tony Segalla LANCE VERMEULEN RE, INC

*NEW PRICE* 225 Acre 18 hole Golf Course / Horse Ranch in the heart of the Berkshires. Former Egremont Country Club being use as a residence. Renovate it, or build your new dream home with seclusion and privacy assured. Enjoy mountain views, spring fed ponds, endless pastures, and serene forested trails. An escape from the world and yet only minutes to town and a little over 2 hours to NY City &

Steven Weisz William Pitt Sothebys Intn'l