166 properties for sale in South Egremont

Tucked away on a peaceful private drive, this custom Craftsman home (built 2022) combines timeless architectural character with effortless modern living. Designed with accessibility and everyday ease in mind, the main level features zero-step entry and true single-level functionality. At the heart of the home is a bright, spacious cook's kitchen that flows seamlessly into welcoming living spaces. Outdoor living shines with both a classic front porch to take in quiet sunsets and a stunning screened porch designed for bug-free Berkshire evenings. The versatile 4-bedroom layout features a private primary suite alongside an attached in-law apartment-ideal for multigenerational living, long-term guests, or rental potential. A dedicated home office makes remote work a breeze, while an upper-level bonus room easily transforms into a serene yoga studio, creative workspace, or media lounge. Included is an oversized 3 bay garage and a whole home generator for ease and comfort. Pristine modern co

Welcome to this beautifully remodeled ranch in the heart of Egremont! Offering 3 bedrooms, 2 full bathrooms, and approximately 2,100 square feet, this home combines modern finishes with peaceful country living. The stunning kitchen features crisp white shaker cabinets and gorgeous waterfall quartz countertops. You will love the stunning oak hardwood floors throughout the home that add warmth and character. Enjoy the peace of mind of a brand-new septic system. Set on approximately one acre, the property offers the perfect combination of privacy, natural surroundings, and convenience. Enjoy the quiet setting while remaining close to everything that makes the Egremont area so desirable, including charming local towns, outdoor recreation, and the best of the Berkshires. Wont last long!

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 ch

This new-construction Craftsman Contemporary on private Terra Ferma Drive delivers sharp lines and bright living spaces. Anchored by vaulted ceilings and custom details, the open-concept layout flows directly to an expansive deck overlooking serene wooded wildlife. The five-bedroom, three-bath footprint provides a highly flexible layout for remote work, hosting, and modern living, supported by an attached two-car garage and a large yard, perfect for outdoor summer entertainment. Situated on a premier South Egremont cul-de-sac, the roadway connects directly to the Karner Brook Wildlife Management Area for instant trail hiking access, while keeping you minutes from Catamount skiing, Great Barrington, and low Egremont taxes. Clean, current, and highly efficient

Enchanting Egremont! Set atop a private drive on 5.3 acres in Egremont, this thoughtfully designed residence offers a rare balance of seclusion and accessibility. Surrounded by nature and positioned for easy access to the Taconic State Parkway, the property captures the essence of Berkshire living. At the heart of the home is a dramatic living and dining room defined by a soaring two story ceiling, skylights, an interior balcony, and a wood-burning fireplace. Filled with natural light, the space creates a striking setting for both everyday living and entertaining. The spacious kitchen is complemented by a separate breakfast room with direct access to the outdoors, seamlessly connecting indoor and outdoor living. Three generously sized bedrooms, each with slider access to the rear deck, offer comfort and privacy, while a flexible den provides space for guests, a home office, or additional living needs. Front and rear decks invite quiet mornings, outdoor dining, and enjoyment of the prop

Nestled on a sun-drenched level acre in Egremont, this renovated single-level home has been meticulously maintained. The warmth of a woodstove fireplace insert anchors the Living Room, which leads to the Dining Room and Kitchen. This home includes 3 bedrooms and 2 updated Bathrooms, plus an office and first-floor laundry. Smart upgrades throughout give the entire home a polished feel. Located in the heart of the Berkshires, this special property offers the charm and beauty of South Egremont. The location provides convenient proximity to Catamount, and Great Barrington, all within minutes

Versatile mixed-use property pairing a sophisticated second-floor apartment with a flexible first-floor residence that doubles as an ideal commercial or gallery space. Overlooking a tranquil year-round brook and a private backyard, the offering sits right downtown Egremont and includes the convenience of an ample garage. Property Highlights Second-Floor Apartment: Sophisticated, charming living quarters featuring high-quality finishes, total privacy, and serene views of the brook and grounds. First-Floor Mixed-Use Space: Currently configured as a comfortable residential apartment while offering incredible potential for an art gallery, retail boutique, or commercial enterprise. Ample Garage: Generous garage space providing excellent storage, parking, or workshop potential

Recently expanded, neat-as-a-pin cottage in the village of South Egremont. This sweet home feels like a retreat, but it's conveniently located minutes away from shopping, restaurants, skiing, and all that town has to offer. Thoughtfully and tastefully updated, this home has a gracious primary suite, with spacious bath with high-end finishes, walk-in shower and separate bathtub, large walk-in closet, and large sliding doors to a private deck. The guest bath has been renovated with the same thought and attention to detail. An additional deck off the main living area, and a screened-in porch invite you to take a seat, relax and enjoy the peaceful country setting

Tullar Farm is a rare opportunity to own a remarkable piece of Berkshire history-where timeless architecture, modern comfort, and natural beauty come together across 67+/- park-like acres in South Egremont. With three distinctive residences, a mature specimen tree farm, spring-fed pond, wooded walking trails, and captivating distant mountain views, the estate offers an extraordinary sense of privacy and place, while remaining just moments from restaurants, shops, and the many cultural and recreational offerings of the Berkshires. At the heart of the property is The Tullar House, a substantial 6-bedroom, 5,000+ square-foot antique Dutch Gambrel dating to 1761 and reported to be the second-oldest house in Egremont. Carefully preserved while thoughtfully adapted for modern living, the house retains an exceptional collection of original character and detail. Generously proportioned rooms invite both intimate gatherings and grand entertaining, complemented by a renovated chef's kitchen, for

Nestled on the top of a hill overlooking rolling meadows, this exceptional property boasts over 30 acres of stunning natural beauty, with panoramic 360-degree views that will take your breath away. A true oasis of tranquility, this estate offers the ultimate in luxurious country living. The grand foyer invites you into this warm, inviting home. With over 6,000 square feet of living space, it offers plenty of room to entertain and relax. The large cook's kitchen is perfect for preparing meals for large gatherings, while the heated sun room provides a cozy spot to enjoy your morning coffee and take in the stunning views of the surrounding fields. This home also features 5 spacious bedrooms (primary with en-suite, four jack-and-jill), each with their own unique charm and character

Just outside the charming village of South Egremont, this thoughtfully designed home offers three levels of beautifully finished living. An open plan blends formal and informal spaces with gleaming wood floors, a chef's kitchen and a first-floor primary suite. Spacious living and family rooms offer wonderful spaces for gathering and entertaining. a lovely front porch and screened porch and listen to the babbling brook for relaxed Berkshire evenings or morning coffee. Upstairs offers two bedrooms, a full bath and versatile bonus rooms. The walkout lower level provides private guest or in-law quarters with its own kitchen, bedroom and bath. Walk to The Old Mill and enjoy Great Barrington and Sheffield just minutes away. Egremont with low taxes and close to all Berkshire County attractions

Perfetto. A pebbled, willow-shaded drive welcomes you to a classical villa elegantly and privately set in a coveted location minutes from Great Barrington. Taking design cues from ancient Rome and built to exacting standards, its light filled interiors yield fully protected views of fields, meadows and mountains. Sophisticated details and quality craftsmanship are everywhere evident-19 sets of French doors for ideal indoor-outdoor flow, varied ceiling heights, living room with custom mantel, serene primary suite, guest wing, central courtyard with formal gardens and reflecting pool, pergola and lap pool, and chef-ready kitchen, central AC, and generator. Privacy, ease, and expansive views, all in a 2,716-square-foot sanctuary on Baldwin Hill. Experience the luxury of gracious proportions, impeccable details, and stunning design in this exquisite classical villa that would be as at home in Italy as it is in the Berkshire landscape. Protected views of mountains, rolling hills, and meadow

This is being constructed by Community Development Corporation of South Berkshire, a local non-profit, as work force housing. Four units in two structures. Each structure is sold as a two family. Rental income is intended to make the primary residence more affordable. Full time residency will be required. Contact CDCSB directly or via email for qualification and showing. No showings until fall as it is under construction

Lovely single level condo on the Hill. Just a short walk to town, The Oakwood provides a quiet community with a lovely pool, garaged parking, and mature landscaping. 2 bedrooms, 2 baths, a cozy living room with a wood burning fireplace and sliders to a sunny deck. Freshly painted, neat as a pin, and ready to move into

'ON THE HILL' Condo at The Oakwoood! Town-House style unit in a prime location. Located in a highly desirable setting, this property offers easy access to town, putting Shops, Dining, and local amenities just minutes away. 3-Bedrooms, 2-Baths,a large Living Room with vaulted ceiling and fireplace, Enjoy the community pool and beautifully landscaped property. Have coffee on the deck and take in the Eastern Mountain View! Great in all seasons with Ski areas, hiking and cultural attractions nearby

Tucked away in a peaceful, private setting, this charming mid-century ranch offers easy one -level living, warm and inviting. Featuring 3 bedrooms and 2 full baths, the home combines classic character with fresh updates. New oak floors throughout, fresh interior and exterior paint create a clean, move-in ready feel. Relax by the fire or enjoy time on the screened porch or deck. Minutes to town, Taft Farm, Guido's, Skiing and other notable Berkshire attractions

Originally built in the 19th century, this Egremont schoolhouse has undergone a radical,'down-to-the-studs' transformation, and has been thoughtfully designed to create a high-performance home for modern living, while honoring its historic character. Sound structural integrity, with state of the art insulation, custom engineered windows, a new HVAC system, and a solar array for near zero energy overhead make this home immensely comfortable and sustainable for decades to come. The Great Room features dramatic vaulted ceilings anchored by original exposed beams and a new, high-efficiency propane free standing stove. The chef's kitchen has custom cabinetry topped with honed marble counters. The bath features custom tile work and radiant heated floors

El Refugio, 'The Refuge', a hidden gem minutes from downtown Great Barrington. A 2-bedroom, 2-bath, wood burning fireplace home - with a 46' heated pool and 2-car detached garage. Set back from the road on 7+ private acres with extensive shoreline on the Williams River

Nestled amidst the picturesque embrace of Great Barrington, where the harmonious blend of nature and small-town charm unfolds, The Laurel beckons you into a realm of opulence and refinement. As you step inside, a grand two-story glass atrium lobby welcomes you with a breathtaking display of contemporary design and lavish furnishings. Lush plants and waterfalls adorn the walls, seamlessly integrating the surroundings of the natural world. This luxurious three-story residential enclave comprises 30 condominium units, including 13 one-bedroom and 17 two-bedroom residences. The units offer breathtaking mountain-views with private balconies or secluded terraces, providing optimal space for both entertainment and tranquil relaxation

This exquisite single-family home spans an impressive 4,300 square feet, offering an unmatched blend of elegance and modern comfort. With 5 spacious bedrooms and 4.5 beautifully renovated bathrooms, every detail has been meticulously crafted to perfection. Walking distance to downtown Great Barrington's shops and restaurants, the house is in one of the quietest areas of 'The Hill'. 12 rooms including a formal dining room, a sophisticated library/den, and a versatile media/recreation room. The chef's kitchen, featuring premium counters, a WOLF range, a Sub Zero refrigerator, a wine cooler, and a butler's pantry for seamless entertaining. The home is filled with natural light. Comfort is ensured year-round with air conditioning and central heating on every floor

This is a two-family structure with a lower level unit for renting with 884 SF, 2 beds 1 bath that is not included in the square footage. Seller is a not for profit entity constructing work force housing. Four units in two structures. Rental income is intended to make the primary residence more affordable. Full time residency will be required. Buyers and renters must be qualified by seller. For showings and offers, contact owner directly via email

Charming North Egremont Village colonial. This sweet New England village farmhouse sits tucked into the loveliest setting with a rocking chair front porch, lovely gardens, mature shade trees and a white picket fence. The first floor holds a comfortable open living / dining room with a wood burning fireplace, a wainscotted kitchen, sunny family room, and a full bath with laundry. Upstairs are 3 comfortable bedrooms, a full bath with lots of storage, and a sunny deck off the primary bedroom. Close by is French Park for tennis, and the North Egremont store is just a short stroll away. Also nearby is Prospect Lake for swimming, paddle boarding, and kayaking, as well as the Cliff House, for lake side dining. This charming home is neat and tidy, and ready to enjoy in every season

Perched above the historic Great Barrington railroad station, this bright turn-of-the-century Victorian offers an appealing combination of character, privacy, and in-town convenience. Lovingly maintained and renovated over 25 years of ownership, the home has benefited from numerous improvements including a new roof and boiler. With an elevated setting overlooking downtown, the property enjoys a surprising sense of seclusion while remaining just two blocks from the heart of town. Inside, three bedrooms, two full baths and an eat-in kitchen provide comfortable everyday living. Additional bonus spaces in the attic and basement offer flexibility. Filled with the character and warmth of an earlier era, enjoy the pleasure of living within easy walking distance of the town's shops and resturants

SET ON A GENEROUS IN -TOWN PARCEL THIS 1850 VICTORIAN IS POISED FOR A MODERN TRANSFORMATION. THE RESIDENCE BEAUTIFULLY RETAINS ITS ORIGINAL STAIRCASE AND PERIOD DETAILS THROUGHOUT. HIGH CEILINGS AND EXPANSIVE WINDOWS ILLUMINATE THE MAIN ENTRY, LIVING AND DINING ROOMS, WHILE THREE FIREPLACES AND MULTIPLE PORCHES ADD TO THE TIMELESS CHARM. UPSTAIRS, THE SECOND FLOOR FEATURES FIVE BEDROOMS AND A BATH, LEADING UP TO AN UNFINISHED THIRD FLOOR WHICH HAS GREAT POTENTIAL

Luxurious, fully-modernized 1850s Victorian in the heart of Great Barrington. Elegant, four-story 3600 sq. ft. newly renovated clapboard and shingle house with covered porch. Meticulous renovation features chef's kitchen, 4+ bedrooms, 4.5 bath, second floor and basement laundry, walk-out finished basement with private entrance and bathroom, perfect for guest suite or professional office. High-end appliances, including 6-burner Wolf stove and Bosch French door refrigerator with two freezer drawers, Bosch dishwasher, wine cooler and microwave in the island. Full-size prep sink in the kitchen island, 36' farmhouse sink in the main counter. Cabinets are all-wood with soft-close drawers and doors; vented whole-house A/C and heat pump with propane back-up; primary bath with heated floor gas grill. EV charging station in driveway. Walking distance to Lake Mansfield and Main Street shops, restaurants and theaters. House can be sold furnished

Immaculate 3-bedroom ranch with additional 750 square feet of finished living space in lower level. Move in condition, cathedral ceiling in living room and 2 full baths, Prmary with ensuite. Set way back off Park Street North on 0.62 level acres. 8+ acres owned by Land Conservation in your back yard adds peace and privacy

Lovely single level condo on The Hill. Just a short walk to town, The Oakwood provides a quiet community with a lovely pool, garaged parking, and mature landscaping. 2 bedrooms, 2 baths, a cozy living room with fireplace and sliders to a sunny patio. Freshly painted and ready to move into

This is a two-family structure with a lower level unit for renting with 884 SF, 2 beds 1 bath. Seller is a not for profit entity constructing work force housing. Four units in two structures. Rental income is intended to make the primary residence more affordable. Full time residency will be required. Buyers and renters must be qualified by seller. For showings and offers, contact owner directly or via email

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 bone

THE BEST OF GREAT BARRINGTON RIGHT OUTSIDE YOUR DOOR! Set high up on a knoll, this home boasts good, solid construction, wood floors, brick fireplace, a year round sunroom and a detached garage. The mature trees and perennials give the lot wonderful privacy. Easy manageable living, a block from the NYC bus this classic Berkshire house with the luxury of leaving your car behind