Recently Sold Sheffield, MA Homes

4-bedroom, 2-family house on a main road, offering great potential with some TLC. This duplex includes a very spacious backyard as well as a detached garage. Just north of Sheffield Center. Fantastic opportunity for a buyer who is looking to offset the mortgage with rental income or a potential investment. This property is commercially zoned making it a a fantastic location for Sheffields

Eric Steuernagle FAIRGROUND REAL ESTATE, INC

Move in ready, younger cape home. New kitchen, hickory flooring and interior paint. Nicely updated bathrooms. Composite deck overlooking a private yard with woods behind. The smaller of the 4 bedrooms does not have a closet.

Tim Hart HART REALTY

This 3 bedroom 2 bath home tucked away in the peaceful woods of Berkshire County is perfect for someone who is looking to be close to town, but also looking for privacy. A screened in porch alongside the spacious deck allows for maximum opportunity to engage with nature. Located minutes to both the Appalachian Trail and Great Barrington.

Adam Dingman BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

Renovated country home with distant mountain views.

Comparable Listing COMPARABLE LISTING ONLY

Enjoy life in the Southern Berkshires with everything it has to offer, only minutes to the CT/NY Borders. Located in the Village of Ashley Falls, this lovely Cape features four Bedrooms, two full Baths, fireplaced living room, a large four season sunroom that opens to an oversized patio style deck.In addition an attached garage with tiled breezeway and a large private yard.Only a short drive to

Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

Move right into this perfectly kept ranch-style home in picturesque Ashley Falls village. This inviting property sits on 2.5 flat acres and is conveniently located near most local amenities. Inside you will find an open floor plan flooded with natural sunlight featuring an en-suite primary with 2 additional bedrooms and laundry on the main floor - perfect for easy living. The large finished

Tony Segalla LANCE VERMEULEN RE, INC

Charming and Cozy home in a picture perfect setting. There are, three bedrooms, two full baths, a first floor en-suite primary. fire-placed living room with cathedral ceilings and beautiful beams, formal dining room with second fireplace, efficient kitchen with walk in pantry, beautiful screened in porch and family room on first level. Second floor offers two large bedrooms and a second full

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

SPLENDID HISTORIC GREEK REVIVAL with lovely protected views of hills and farmland. Built in 1740 by the First Congregational Minister, Reverend Jonathan Hubbard. Added onto in 1810, this home is on the National Register of Historic Places. The front door leads to large foyer, with a den off the entry. The dining room has gorgeous original details, including wideboard Chestnut floors, paneling,

Tom Lynch COMPASS MASSACHUSETTS , LLC GB

A sweet & simple country cape on 1.45 acres awaiting it new owner's updates & personal touches. Privately situated on a level lot, this home offers a lot of potential to a wide range of buyers, from starter home to downsizing and anything in between. First floor offers open kitchen & dining area, half bath, and spacious living room, and the 2nd floor features 3 cozy bedrooms and shared full bath.

Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

This property offers a blend of comfort, style, and spaciousness, set within the picturesque landscape of Sheffield. The 16-acre property provides an idyllic country setting, ensuring privacy and a connection with nature. The residence, a charming 3-bedroom, 2-bath home, has been thoughtfully updated to combine modern amenities with rustic charm, new hardwood floors and bathrooms complement the

Tracy Macgowan ELYSE HARNEY REAL ESTATE

This modern country property is beautifully sited offering a natural woodland setting w/ privacy, and only 10 minutes to Great Barrington. The Impeccable design and quality construction stem from the talents of Creative Building Solutions and noted designer, Carly Shafiroff of Carly Jane Design. The open and inviting floor plan seamlessly integrates indoor and outdoor living with large windows

Lori Rose STONE HOUSE PROPERTIES, LLC

SHEFFIELD.....If you are looking for a rehab project, this is the property for you! A good amount of the demolition work has begun taking the interior down to bare bones leaving the layout pallet for your imagination. Just past Big Elm Brewery and the Sheffield Plastics along the train tracks, this 1900's colonial with hip roof is located on over an acre directly across from 70+ protected acres

Cortney Dupont COHEN & WHITE ASSOCIATES

Within The Historic Village of Ashley Falls, an eccentric c. 1870 home, awaiting your updates and personal touches. This three bedroom, two full bath, wood burning fireplace, 2nd floor laundry, sizeable country kitchen, with updated mechanicals, and garage is being sold AS-IS. 1st showings will be Tuesday, October 1st. Please call the listing agent to make an appointment.

Wendy Smith RE/MAX COMPASS

A true Berkshire Gem ! This home has been impeccably maintained and loved for over 50 years by the same owners. Beautiful country roads will lead you home. Conservation land surrounds. Perfect flow as you enter the front door, cozy living room with wood burning fireplace, a screen porch for your summer nights, and so many other highlights to see. This home also has a room on the first floor

Tanya Shepardson LAMACCHIA REALTY, INC

Nestled on a corner lot in the quaint village of Ashley Falls, this c. 1900 New England farmhouse blends timeless charm with modern comfort and energy efficiency. This completely renovated 4-bedroom 3-bath home preserves its classic allure with numerous modern upgrades and all new mechanicals. Step onto the white-washed front porch and into the front parlor, where a wood-burning fireplace and

Vashti Poor LANCE VERMEULEN RE, INC

Discover potential and opportunity at 205 East Stahl Rd, a quaint home nestled in the peaceful surroundings of Ashley Falls, MA. This property features a brand-new septic system, along with a one-year-old water heater and furnace, ensuring reliable performance and peace of mind.This house presents a canvas for transformation and personalization. With a little vision and TLC, it can be revitalized

Patrick Kennedy CENTURY 21 NORTHEAST

This sweet little house offers lots of potential for first-time buyers or anyone looking to down-size. Conveniently located just south of the center of Sheffield and 5 minutes north of CT border, this home has been updated since 2021 including a new boiler and siding. The single level, 2-bedroom floor plan offers lots of space and nice light with room to add a 3rd bedroom (w/ septic capacity).

Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

Turnkey 2-bedroom, 1-bath home on an acre in Sheffield! Updates include windows, boiler, electrical, kitchen, bath and roof--all within the last 10 years. This charming property offers a blend of classic appeal and modern efficiency. Inside, the home is filled with natural light, creating a warm and inviting atmosphere. The spacious yard is ideal for gardening, outdoor activities, or future

Freddy Friedman BIRCH PROPERTIES

Berkshire contemporary masterpiece - offering privacy, a Gunite pool and stunning mature landscaping with a meadow creating an estate-like feel. Inside you will find yourself drenched in sunlight streaming in from the wall of windows and looking over the westerly view. With glass doors leading to the large cedar deck from every room, you will always feel a connection to nature. Recently updated,

Tony Segalla LANCE VERMEULEN RE, INC

Bring offers! Located in the village of Ashley Falls, this cozy cape sits back from the road in a very private setting. This house has great potential! The first floor has two bedrooms, a full bath, living room, kitchen and dining room. Upstairs is an open loft area that is perfect for a home office space or den which leads into a large bedroom. Nice yard space with plenty of room for

Wendy Eichman RAYNARD AND PEIRCE REALTY LLC

Nestled in the Berkshires on a quiet road this 1958 Ranch with 3 bedrooms and 2 full baths on approximately 1+ acres is fully restored yet retains the warmth of its past with original wood floors and wood paneling. Updates include new kitchen, all new appliances, washer/dryer, windows, doors, septic, HVAC, insulation, electrical, plumbing, tile, and more. Partially finished basement with full

Suzann Ward HOUSATONIC REAL ESTATE

Lovingly Cared for Historic Home Dripping with Charm. Large and lovely kitchen with breakfast nook, formal dining, living room, cozy fire-placed den for cozy winter nights, powder room and you live in the inviting three season room off of the kitchen, it seamlessly offers the outdoors while relaxing with a morning coffee or glass of wine as the sun sets. The second floor has three generous

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

Nestled amidst serene natural surroundings lies this charming 2-bedroom, 1.5-bathroom home, offering a retreat from the hustle and bustle of everyday life. Situated on a generous 1.5-acre parcel of land, privacy is paramount, providing an oasis of tranquility for those seeking solace in nature. Step inside, and you'll be greeted by a warm and inviting interior, where natural light floods through

Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

Contemporary Tree House Retreat. Discover the epitome of tranquility in this 4 BR, 3 BA home surrounded by lush gardens & trees. Set on a 5-acre lot on a knoll set back from the road, this property offers a perfect blend of modern comfort & natural beauty, ideal for those seeking an escape. Expansive windows, floor-to-ceiling glass doors, & the open floor plan seamlessly integrates indoor &

Lance Vermeulen LANCE VERMEULEN RE, INC

UNDERMOUNTAIN HOUSE. Nestled beneath majestic views of Mt. Everett, this stunning modern barn-style home floats above the landscape. A boulder strewn rain garden creates a covered bridge effect. Clad in ebony stained cypress and stone with a standing seam metal roof, this award winning house has wonderful privacy with views of a wildlife pond and a fruit orchard. The house has an open

Tom Lynch COMPASS MASSACHUSETTS , LLC GB

Own a piece of History in this pristine setting. A Charming 4-Bedroom 3-Bathroom home situated adjacent to hundreds of preserved land on one of Southern Berkshires most revered scenic roads. The current owners have preserved and updated the property with Marvin triple-grazed windows, new cotton insulation, energy efficient heat pumps and 2-zone forced air furnace. The exterior has new cedar clap

Mark Rosengren LANCE VERMEULEN RE, INC

49 Bow Wow - A Gilligan Brothers Masterpiece on 30+ Acres!Set on over 30 acres of stunning meadows, mountain, pond access, and forest, the Gilligan family home at 49 Bow Wow Rd comes to the market for the first time.In the second half of the 20th century, the Gilligan Brothers name was synonymous in southern Berkshire County with a quality built home. Founded by three brothers - Matthew, William,

Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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

Juliet Moore ELYSE HARNEY REAL ESTATE

This timeless and well-loved residence offers 3 spacious bedrooms and 3.5 luxurious bathrooms, all set against the backdrop of breathtaking views and spectacular sunsets. The beautifully landscaped property features a large variety of flora and charming stone walls and details, creating an inviting and serene atmosphere. Step inside the main living area, where you'll find a convenient mudroom

Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

An idyllic setting on 8.34 acres w/panoramic views of lush meadows and protected land. With frontage on the Konkapot River, this is a serene retreat just 15 min from Great Barrington and the rolling hills of Litchfield County. The one level home has a thoughtful layout with a dedicated primary wing and 2 guest bedrooms conveniently located on the opposite side of the house. The heart of the home

Kate Lascar COMPASS MASSACHUSETTS , LLC GB

Privately situated, a property offering plenty of sunny open space, in a most convenient location. The sprawling floor plan maintains a cozy feel, extending to the outdoors whether relaxing on the deck or enjoying the natural surroundings from your screened porch. Open concept living, with an updated kitchen, Dining Room with pellet stove, and a Living area with vaulted ceiling. 3 Bedrooms, 1.5

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

Welcome to your dream retreat on one of the prettiest roads in south Berkshire. This charming log cabin exudes warmth and character, featuring two inviting porches with breathtaking views of the surrounding landscape. The large kitchen boasts lovely views, handmade cabinetry, granite tops and ample built in storage. The Updated baths seamlessly blend modern convenience with rustic charm. With 2

Tony Segalla LANCE VERMEULEN RE, INC

At the end of a long tree lined driveway, you'll find a fabulous 4 bedroom, 5 bath Dutch Gambrel with detached garage only minutes to Great Barrington. This spacious home is set on almost 5 sunny acres, which include a possible abutting building lot. This place has it all - great entertaining spaces, perfect cook's kitchen, fireplaces and private and peaceful outdoor gardens, along with a

Claire Pollart LANCE VERMEULEN RE, INC

This Pre Revolutionary War home is one of the oldest estates in Sheffield (1774) It has been expanded over the years to 6000 sqft. There is also a very charming carriage house on the property as well. This magical property has tons of potential. Zoned mixed use, this home consists of 6 bedrooms, 8 fireplaces with 20 rooms. The lower level was recently opened up to expose the brickwork and post &

Lawrence Reilly BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

Enter the front door through a quaint front porch, into a front parlor with a beautiful picture-frame oak floor. Nearby is the kitchen with pantry and adjoining dining room, as well as a generously sized full bath with both shower and separate soaking tub. At the rear of the house down a small staircase is a spacious Family room with a propane stove hearth, perfect for entertaining. Three

Mary Naylor LANCE VERMEULEN RE, INC

A unique opportunity to own approximately 27 picturesque acres of land with a 3 Bedroom 2 bath ranch, on a winding country road just minutes from downtown Great Barrington. The home itself offers single level living and a lot of potential to make it your very own. There may be potential for further development with the land. This property benefits from its proximity to the towns amenities,

Doug Collins LAMACCHIA REALTY, INC