Sheffield Homes for Sale

The Hatfield House : A rare 1793 Sheffield antique offering a unique renovated live/work opportunity, move-in ready; the main residence blends historic character including a sealed basement, new 3 bedroom Septic.. A separate one-bedroom apartment with its own entrance provides income or guest flexibility. Set on 1.5 acres with protected wetland views, commercial/residential zoning allows for

Judi Panzano HOUSATONIC REAL ESTATE

Bordering protected land and moments from the Appalachian Trail, this light-filled contemporary offers privacy, comfort, and an easy connection to the natural beauty of the Berkshires. Set on one acre in a peaceful Sheffield location, the home features vaulted ceilings, open gathering spaces, and a flexible layout designed for both everyday living and entertaining. The spacious kitchen flows into

Lisa Crawford BIRCH PROPERTIES

Welcome to Serenity Hill. This 1994 Cape style home captures the timeless charm of the Berkshires from the moment you arrive. At the entrance, stately stone pillars and a classic stone wall offer a graceful welcome, setting the tone for the calm, natural beauty that defines life in the Berkshires. Located on the border of Great Barrington, this Sheffield home is on a peaceful, quiet country road.

William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Terrific One Bedroom Garage Apartment in Sheffield. Nice neighborhood. You pick it; furnished or unfurnished. Minimum Lease Period is six (6) months.

George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Old Historic Village downtown location! The centrally located Post Office building constructed in 1860, presents a unique opportunity for both residential and commercial use. Its strategic location ensures consistent foot traffic, making it an invaluable cornerstone of village life. With no mail delivery service in Ashley Falls, the Post Office attracts local residents daily. This building is

Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

Dreamy river Colonial: tucked away on 4 beautiful acres, 1361 feet of river frontage, offering privacy and a quiet sanctuary for wildlife viewing. Main floor features an updated classic chef's kitchen that flows into a spacious Great Room w/ wood-burning fireplace, dining area, 1/2 bath, and direct access to the sun deck with sparkling river and dramatic sunset views. A breezeway connecting the

Claudia Laslie WILLIAM RAVEIS - BERKSHIRE

Historic village living at its finest. This expansive Turn-of-the-Century Sheffield home is rich with original detail, from its warm wood floors to a magnificent fieldstone fireplace. The property boasts a large, private yard, offering ample space for gardening, recreation, or outdoor entertainment. A substantial barn on the property provides excellent potential for a workshop, studio, or extra

Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

JUST REDUCED TO $429K! Completely renovated and exceptionally versatile, this spacious 3-bedroom ranch is located in desirable Sheffield, MA. Set on a .50-acre commercially zoned lot just a 5 minute drive to downtown Great Barrington, the property offers outstanding live/work, investment, or business potential. The 2,258 sq. ft. main residence features 3 spacious bedrooms, a large new kitchen,

Judi Panzano HOUSATONIC REAL ESTATE

This historic farmhouse, originally built in the 1790s, underwent a complete renovation in 2012, including a new foundation, septic system, roof, updated plumbing and electrical, 5-zone heating, central air, and other modern systems. In 2022, a new well and a boiler for radiant heat were also added. Step inside to find timeless Colonial charm--exposed beams, three original fireplaces, and

Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

Nestled in Sheffield Village on 8+ acres, this charming New England farmhouse blends rustic character with modern comfort. Featuring 3 bedrooms, 2 baths, wood floors, beams, Great Room with a gas stove offers a warm inviting space Enjoy a country kitchen with a pantry. Screened in porch with outdoor patio, gardens, and two sheds for storage or hobbies. Perfect as a private sanctuary or Airbnb,

Suzann Ward HOUSATONIC REAL ESTATE

Sweet farmhouse on over 4 acres in Ashley Falls! Enjoy many original details, wide plank floors and newer additions of a mudroom entry and roomy screened porch! First floor bedroom with half bath could serve as an office while two bedrooms and a laundry/closet area complete second floor. The barn has a new metal roof and space for your workshop or studio. Wonderful gardens all around property.

Christine Martin COMPASS MASSACHUSETTS , LLC GB

Step into a canvas of timeless character in this Historic Colonial, originally built and occupied by Nathaniel Austin,a surveyor who was instrumental in mapping and settling Berkshire County, situated in the town of Sheffield. This 5-bedroom, 2-bathroom residence offers a rare opportunity to restore a piece of Berkshire County history while imprinting your own vision on its enduring architecture.

Eric Steuernagle FAIRGROUND REAL ESTATE, INC

Marcel Breuer partner Tician Papachristou designed this home as a private paradise for his three-generation family: a long driveway leads past a tennis court, guest house, swimming pool, gazebo, and gym shed to a three-level modern house evoking the New England barn. From the third-floor master loft suite with private terrace and kitchenette, a skylit central stair leads to the mid-level

Jen Harvey COMPASS MASSACHUSETTS , LLC GB

Discover quintessential Berkshire charm and modern elegance in this Sheffield retreat. Sitting on 2+ level acres, this 3BR, 3.5BA residence offers 2,748 sq ft of pristine living space across 3 independent levels. The sun-drenched open main floor features wide-plank oak floors, a cozy gas fireplace, a convenient half bath, and a chef's kitchen of your dreams flowing to a wrap-around deck. With 3

John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Spacious 4-bedroom 1+1/2 bath Cape with several useful storage buildings and a convenient 2 car attached garage.Heated sunroom with sliding windows,Eat in kitchen with access to back patio,Livingroom with knotty pine paneling andwood burning stove. FIRST FLOOR has 2 bedrooms, full bathroom with walk in shower, LR, kitchen and sunroom.UPSTAIRS has two bedrooms and a half bath.

Rosemary Baumann HOUSATONIC REAL ESTATE

SOUTH BERKSHIRE COUNTY, UPDATED VILLAGE CENTER HOME & OFFICEThis graciously restored vintage house has all the benefits of an ideal Sheffield setting with walkability to restaurants, Bushnell-Sage Library, Dewey Hall, post office, bank, and churches. With residential/commercial zoning, the house features an above-garage private large office/studio, a 1,000 sq. ft. outbuilding with plumbing

David Taylor ELYSE HARNEY REAL ESTATE

Set on four private acres along a quiet stretch of road near the Housatonic, this is a property that keeps to itself. No sightlines from the neighbors, no road noise to speak of, just the sound of the brook that runs through the back of the yard. This is a place built for quiet enjoyment, and the land delivers it in full. The gardens are the kind that take decades to get right, and someone got

Cameron Volastro WILLIAM PITT SOTHEBY'S - LENOX