Sheffield, MA Homes for Sale

Mountain views with Rt 7 access. Whether you are interested in a private residence to farm, raise horses, or escape the city life or if you are looking for a business opportunity with amazing Rt 7 exposure this land is the perfect opportunity. Totaling 6.25 acres of completely usable, flat, dry land. Currently the fields are hayed and have an approximate 1 acre vineyard. The 6.25 acres is

Grace Golden EQUINE HOMES REAL ESTATE, LLC

It's no wonder why this property is the home of Berkshire county's oldest elm tree! The abundant sunshine, quietude and peace would make anybody want to set down roots and stay a while. This light filled home has refinished wood floors throughout the main level. Kitchen has granite counters, ample cabinet space, pantry and large island. As part of the open floor plan there is a bright dining room

Grace Golden Equine Homes Real Estate, LLC

Beautiful, light and bright open concept chalet style home with floor to ceiling windows, cathedral ceilings, woodstove, renovated kitchen with new energy efficient appliances and adjacent dining area. Main floor has 2 bedrooms and a lovely renovated full bath with a walk-in shower, and a large mudroom to store all your outdoor gear. Second floor has the primary suite with vaulted ceilings,

Sarah Dixon LANCE VERMEULEN RE, INC

Nestled in one of the most desirable areas of Western Massachusetts, this spacious 4-bedroom, 3-bathroom post-and-beam home offers the perfect blend of rustic charm and modern efficiency. Thoughtfully designed with exposed wood beams, cathedral ceilings, and skylights that flood the interior with natural light, this property exudes warmth and character throughout. Set on a serene lot that abuts

Andrew Gates Houlihan Lawrence

This newly constructed 5-bedroom farmhouse is tucked away in a well-established Sheffield neighborhood convenient to both the Berkshires and Litchfield Connecticut. This energy-efficient home features spray foam insulation and a ductless AC/heat pump HVAC system. The open kitchen/dining area is filled with natural light, with Pella windows and sliding doors throughout. The Living Room features a

Vashti Poor LANCE VERMEULEN RE, INC

Charming Multi-Home Property in Sheffield. Welcome to a rare homestead tucked away on 11 acres of peace and privacy in Sheffield. This inviting property offers an ideal setup for multi-generational living or families seeking extra space and privacy. Main House with (4) 1BR and (1) 2BR apartments, a second 3 BR home, and a three-bay garage. A short drive to Great Barrington (15 mins) and North

Claire Pollart LANCE VERMEULEN RE, INC

Classic 3-Bedroom Cape with Pool - Perfectly positioned between NW Connecticut and Sheffield, MA in the Berkshires. Sheffield is the oldest Town in Berkshire County - the township was purchased in 1724 from Chief Konkapot and other Stockbridge Native Americans. This bright, lovely 3-Bedroom Cape features a beautiful, heated pool, a Bedroom and Full Bath on the Main Floor, 2 Bedrooms and another

Juliet Moore ELYSE HARNEY REAL ESTATE

Tucked away in the woods with access to Three Mile Pond, this contemporary home will leave you longing to return. With views from most rooms, the thoughtfully designed floor plan leaves little to be desired. The main living spaces include an inviting living room with a stone fireplace that opens to a screened porch, a cozy den/library, and a spacious great room with soaring ceilings, a grand

Tony Segalla LANCE VERMEULEN RE, INC

Idyllic Contemporary Cape on Sprawling 13 Acres in Sheffield - Welcome to 405 South Undermountain Road, where the charm of a classic cape meets the allure of modern living on 13 private acres in Sheffield. Built in 1955 and beautifully updated, this home strikes a harmonious balance between comfort and elegance. Offering an open floor plan with 2 full baths, one 1/2 bath and a functional tiled

Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Beautifully renovated 2600 sq. ft. Gambrel-style home offering the perfect balance of privacy, comfort, and modern convenience. Step into a welcoming, open foyer that leads to an expansive living space with all-new features, including wood flooring, central air/heat, a full house generator, & updated plumbing/electrical systems. The heart of the home is a brand-new kitchen, complete with sleek

Claire Pollart LANCE VERMEULEN RE, INC

This gracious vintage home has been thoughtfully renovated and lovingly maintained by the current owners for over 20 years. High ceilings, wonderful light, spacious rooms, a ''walk to everything'' in town location, and residential/commercial zoning provide comfort and unlimited possibilities. A 1,000 sq. ft. outbuilding with water & electric service adds more potential. Beautiful period

David Taylor ELYSE HARNEY REAL ESTATE

A total 41 acres includes a 2nd building lot of 26 acres allowing one to build ones own home with mountain views. A 36x52 work shop. One full time residence and a separate summer studio. Some land does go into New Marlborough. Surrounded by conservation land. Passive solar views facing South and West. Property has been a sculpture park for many years. Trails throughout. Views to Connecticut.

Suzann Ward HOUSATONIC REAL ESTATE

Modern Meets Pastoral - Architectural Gem Designed by Deby Reiser. Where cutting edge design meets countryside charm. Welcome to this stunning three bedroom, three bath modern masterpiece down a quiet dirt road, right beside a serene eco-farm where sheep and geese graze just outside your window. This reimagined 1,800 sq ft home is a rare blend of sleek sophistication and bucolic tranquility.

Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

Experience breathtaking panoramic vistas over protected land from every angle in this renovated Classic American Farmhouse. Nestled on two parcels, this residence boasts a pool, a detached garage, and gracious proportions throughout. Relax in the majestic long-range mountain vistas. The house is perfectly positioned to experience both sunrise and sunset views.Step inside to discover an

Elyse Morris ELYSE HARNEY REAL ESTATE

This is a unique chance to enjoy stunning views of Bear Mountain from a contemporary home featuring expansive windows that showcase the scenery, set on nearly 20 acres that stretch across Salisbury, CT, and Sheffield, MA. The bright sunshine and lofty ceilings, along with a screened porch and two upper-level decks, seamlessly blend indoor and outdoor living in this lovely residence. The

Holly Leibrock Elyse Harney Real Estate

Down West Road, just past Wyantenuck CC, a 1,500-ft drive climbs through towering trees. At the crest of Broken Hill, where the forest gives way to wide rolling lawns, sits one of the Berkshires' finest examples of American Shingle Style architecture--5,219 sf of cedar and stone. For those who know that real luxury is quality of life, Broken Hill offers space to breathe, room to gather, and peace

Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

The Quarry - A One-of-a-Kind Berkshire Estate on 60 Private Acres!Singular, stunning, and secluded--the quarry pool at the heart of this 60-acre Berkshire estate is truly one of its kind: the culmination of geology, industry, and artistry. Carved into a reclaimed limestone quarry and framed by towering stone walls and a 16-foot waterfall, the quarry pool is a marvel in and of itself--equal parts

Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Discover the perfect setting for your custom retreat on this expansive 6+ acre lot nestled on a tranquil cul-de-sac off a scenic Berkshire country road. Located in New Marlborough, with a small portion extending into Sheffield, this beautiful parcel offers endless possibilities for your vision. Enjoy the serenity of nature, the charm of rural living, and the potential for lovely views. Whether

Kate Lascar COMPASS MASSACHUSETTS , LLC GB

Perfect for a family compound in the Berkshires with room for expansion.Elegant historic estate on 66 beautiful acres including views of the Mt. Everett range.The property includes the north end of Mill Pond, a 100 lake and frontage on Hubbard Brook. Another small pond could be stocked. Restored Adirondack barn with soaring ceilings and views with two guest apartments (sleeps 10) and game room

Martha Piper WILLIAM PITT SOTHEBY'S - GT BARRINGTON

This special property has been thoughtfully renovated to preserve its antique farmhouse charm. Set on an open 1-acre lot along a pastural country road and shaded by a stately maple tree, this home exudes that timeless vintage character that is so rare to find. Step through the rustic pine door onto the brick floor of the white washed pine-paneled mudroom. Upon entering the bright kitchen, you may

Vashti Poor LANCE VERMEULEN RE, INC

Situated in a peaceful well-established neighborhood, and surrounded by a natural buffer of mature trees, this beautiful 1.45 acre lot is cleared and ready for construction. Underground phone, cable, and electric utilities are conveniently located right at the end of the roughed-in driveway. Percolation test was completed in 2023. This charming parcel is the last available building lot on this

Vashti Poor LANCE VERMEULEN RE, INC

The ULTIMATE LIVE-WORK-PLAY RETREATStep onto a property as striking as the Berkshires themselves--where innovative design meets natural splendor, creating an extraordinary canvas for your ideal lifestyle. The 13,738 sq ft retreat fondly known as ''The Factory'' spans 5+ acres with views of rolling hills & protected fields. 10,000 sq ft of versatile commercial and creative space below and flanked

Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Opportunities and Potential abound. Set back on 6+- acres in Rural Ashley Falls. Presently Greenwoods Church, can now be yours to live and work from. The large bright and open main room is 42' x 70' with a concrete floor and forced air heat. Create the space you've envisioned for yourself and your business, the ideas are endless from continuing a place of worship, a grand home, a car collectors

Mark Rosengren LANCE VERMEULEN RE, INC

1950's Cape on 7.5 acres along a country road. This 4 bedroom home has a main floor with nice size kitchen, dining room, living room with fireplace, 2 bedrooms and a full bath. Upstairs there are two more bedrooms and a small office and good attic storage. Screened in porch off the living room, wood floors and beautiful yard. Roof is old (estimate attached in docs), Title V failed and seller is

Jen Harvey COMPASS MASSACHUSETTS , LLC GB

Eighteen acres on the quitest dirt road with its own exceptional landscape feature: a boulder-strewn, mossy-rocked cobble. The cobble bisects a flat, three acre cleared field to the east, and a wooded forest with old stone wall remnants to the west. Live amongst the ancient spirits in whatever beautiful house you build. Fifteen wooded acres in Chapter 61A.

Martha Piper WILLIAM PITT SOTHEBY'S - GT BARRINGTON

COMMERCIAL AREA ON THE SHEFFIELD/GREAT BARRINGTON LINE OFF OF BUSY ROUTE 7. SOME WETLANDS BUT A WORTHY LOCATION. NICE WITH LEVEL LAWN. THERE ARE NOT MANY LOTS LEFT ALONG THIS POPULAR COMMERCIAL CORRIDOR.

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

Step back in time with this charming 1826 gem, nestled in the quiet village of Sheffield on Main Street. Featuring 3 bedrooms, 3 bathrooms, and a first-floor ensuite, this home offers classic simplicity and historical integrity. The screened-in porch is perfect for enjoying the peaceful surroundings, while the 1-car garage adds convenience. Untouched by modern trends, this property is a blank

Tony Segalla LANCE VERMEULEN RE, INC

Beautifully restored New England Farmhouse located in the quaint town of Sheffield. Exterior features fresh paint, new vinyl windows, and a new roof. Stepping inside this home has retained most of the original wide-plank hardwood flooring that has been restored on the first and second levels. Throughout the first floor there are custom updates in the half bathroom with new ceramic tiles, a new

Cory Evangelisto NOCHER REALTY

Fantastic Opportunity to own in well established South Berkshire neighborhood. This homes good bones and newer roof make it a perfect candidate for a fresh makeover. Level 1 acre lot and oversized 2 car garage !

Eric Steuernagle FAIRGROUND REAL ESTATE, INC

PERFECT ONE LEVEL LIVING! Great location, 4 Bedrooms & Two Full Baths! This well maintained Ranch is a compact and efficient layout. A large sunny Living Room with corner gas fireplace, and an open Kitchen/ Dining area that expands out to a private deck for your Summer entertaining and relaxing. Ample closets throughout, a Mud room entry, attached Garage, convenient 1st floor laundry. The

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

This property contains a wetland suggested by some to be an official BOG; full of a bog's normal wildlife depending on the season. All earlier permits for building have expired, so new ones are required before building, including location, building, septic, and well permits. The probable building zone is an area adjacent to the bog shoreline, estimated to be around 2.5 acres, or less, as shown on

Robin Leech Robinson Leech Real Estate

Attention investors! This property features a primary bedroom with a half bath, along with three additional bedrooms, offering plenty of living space. The combined two lots total 7.99 acres, providing ample room for expansion. Having been vacant for several years, this property presents a blank canvas, ready for someone with a vision to restore it to its former glory. Potential buyers should be

Diane McDougald Berkshire Hathaway Home Service New England Properties

Come this charming 1820 colonial located in Downtown Sheffield! This unique property features 6 bedrooms and 5 and half bathrooms. Lovely hardwood showcasing wide plank and parquet style floors encompass 3,683 square feet of living space. Plenty of off street parking due to the oversized driveway and 2 car attached garage with loft space. Full, unfinished basement can provide additional storage

Nicholas Decaro Property Works New England

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

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

Attention investors!! Nestled on a peaceful 1-acre lot, this 2-bedroom, 2-bath Cape offers warmth, character, and SO MUCH OPPORTUNITY! A spacious kitchen with adjoining pantry and dining area provides plenty of room for gathering. The inviting living room features a chunky staircase, exposed beams and a brick hearth, perfect for a wood or pellet stove. The first floor includes a bedroom, laundry

Chris LaPatin LAMACCHIA REALTY, INC