1,939

Sheffield, MA Homes

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  • /45

    $1,150,000 Sold Nov 15, 2024

    • 2,195 Sq Ft
    • $524/SF
    • 1 Day On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2022

    248 Water Farm Rd, Sheffield, MA 01257

    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

    248 Water Farm Rd, Sheffield, MA 01257
    • /39

      Est $674,238 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,875 Sq Ft

      203 Berkshire School Rd, Sheffield, MA 01257

      203 Berkshire School Rd, Sheffield, MA 01257
  • /40

    $499,000

    • 6 Beds
    • 2.5 Baths
    • 3,184 Sq Ft

    119 S Main St, Sheffield, MA 01257

    A unique opportunity to make this terrific property your own, with a separate bungalow apartment for income or other home business uses. Property features a 6 bedroom, 2 bath 1880's Victorian with a classic yet casual style. First floor features a sunny living room, large country kitchen, formal dining room w/ built-ins, and front parlor/bedroom. Second floor offers 5 bedrooms, 2 full baths, and

    Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

    119 S Main St, Sheffield, MA 01257
  • /18

    $159,000 Sold Nov 15, 2024

    • 1,656 Sq Ft
    • $96/SF
    • 394 Days On Market
    • Built 1910

    139 Silver St, Sheffield, MA 01257

    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

    139 Silver St, Sheffield, MA 01257
    • /51

      Est $476,798 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,866 Sq Ft

      259 Salisbury Rd, Sheffield, MA 01257

      259 Salisbury Rd, Sheffield, MA 01257
  • /33

    $495,000

    • 2 Beds
    • 1 Bath
    • 1,700 Sq Ft

    1291 Ashley Falls Rd, Sheffield, MA 01222

    Nestled in the charming village of Ashley Falls, this cozy single-level home offers a perfect blend of comfort and scenic beauty. The open floor plan includes 2 bedrooms, 1 bath, an eat-in kitchen, and a spacious living room with a wood-burning fireplace, large picture windows, and direct access to a screened porch overlooking acres of picturesque farmland. Additional features include a slab

    Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

    1291 Ashley Falls Rd, Sheffield, MA 01222
  • /29

    $330,000 Sold Nov 12, 2024

    • 1,700 Sq Ft
    • $194/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1870

    1088 Ashley Falls Rd, Sheffield, MA 01222

    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

    1088 Ashley Falls Rd, Sheffield, MA 01222
    • /47

      Est $759,833 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,100 Sq Ft

      170 Oak St, Sheffield, MA 01257

      170 Oak St, Sheffield, MA 01257
  • /61

    $2,500,000

    • 4 Beds
    • 4.5 Baths
    • 3,100 Sq Ft

    1373 Boardman St, Sheffield, MA 01257

    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

    1373 Boardman St, Sheffield, MA 01257
  • /45

    $650,000 Sold Nov 12, 2024

    • 1,728 Sq Ft
    • $376/SF
    • 60 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1900

    424 Cooper Hill Rd, Sheffield, MA 01257

    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

    424 Cooper Hill Rd, Sheffield, MA 01257
    • /23

      Est $548,912 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,506 Sq Ft

      216 S Undermountain Rd, Sheffield, MA 01257

      216 S Undermountain Rd, Sheffield, MA 01257
  • /20

    $549,000

    • 3 Beds
    • 3 Baths
    • 6,420 Sq Ft

    355 Clayton Rd, Sheffield, MA 01222

    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

    355 Clayton Rd, Sheffield, MA 01222
  • /40

    $810,000 Sold Nov 12, 2024

    • 2,200 Sq Ft
    • $368/SF
    • 321 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1900

    194 Main St, Sheffield, MA 01257

    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

    194 Main St, Sheffield, MA 01257
    • /3

      Est $489,416 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,592 Sq Ft

      283 Silver St, Sheffield, MA 01257

      283 Silver St, Sheffield, MA 01257
  • /21

    $325,000

    • 4 Beds
    • 1 Bath
    • 1,704 Sq Ft

    1114 County Rd, Great Barrington, MA 01230

    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

    1114 County Rd, Great Barrington, MA 01230
  • /16

    $232,000 Sold Nov 01, 2024

    • 960 Sq Ft
    • $242/SF
    • 61 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1977

    205 E Stahl Rd, Ashley Falls, MA 01222

    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

    205 E Stahl Rd, Ashley Falls, MA 01222
    • /23

      Est $582,367 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,016 Sq Ft

      233 Hulett Hill Rd, Sheffield, MA 01257

      233 Hulett Hill Rd, Sheffield, MA 01257
  • /11

    $795,000

    • Land
    • 18 Acres
    • $44,167 per Acre

    0 Bull Hill Rd, Sheffield, MA 01257

    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

    0 Bull Hill Rd, Sheffield, MA 01257
  • /19

    $225,000 Sold Nov 01, 2024

    • 1,160 Sq Ft
    • $194/SF
    • 195 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1945

    590 S Main St, Sheffield, MA 01257

    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

    590 S Main St, Sheffield, MA 01257
    • /43

      Est $707,916 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,186 Sq Ft

      1872 S Undermountain Rd, Sheffield, MA 01257

      1872 S Undermountain Rd, Sheffield, MA 01257
  • /9

    $199,000

    • Land
    • 1.30 Acres
    • $153,077 per Acre

    1699 N Main St, Sheffield, MA 01257

    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

    1699 N Main St, Sheffield, MA 01257
  • /22

    $335,000 Sold Oct 11, 2024

    • 832 Sq Ft
    • $403/SF
    • 31 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1955

    381 Clayton Rd, Sheffield, MA 01222

    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

    381 Clayton Rd, Sheffield, MA 01222
    • /52

      Est $1,897,749 Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 4,059 Sq Ft

      301 Shunpike Rd, Sheffield, MA 01257

      301 Shunpike Rd, Sheffield, MA 01257
  • /30

    $369,000

    • 3 Beds
    • 2.5 Baths
    • 1,536 Sq Ft

    179 S Main St, Sheffield, MA 01257

    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

    179 S Main St, Sheffield, MA 01257
  • /44

    $1,225,000 Sold Oct 07, 2024

    • 2,550 Sq Ft
    • $480/SF
    • 20 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1991

    105 Bears Den Rd, Sheffield, MA 01257

    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

    105 Bears Den Rd, Sheffield, MA 01257
    • /36

      Est $455,000 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,248 Sq Ft

      125 Main St, Sheffield, MA 01257

      125 Main St, Sheffield, MA 01257
  • /43

    $430,000

    • 3 Beds
    • 1.5 Baths
    • 1,617 Sq Ft

    454 Sheffield Plain, Sheffield, MA 01257

    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

    454 Sheffield Plain, Sheffield, MA 01257
  • /21

    $240,000 Sold Oct 04, 2024

    • 1,302 Sq Ft
    • $184/SF
    • 164 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1979

    642 Polikoff Rd, Sheffield, MA 01222

    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

    642 Polikoff Rd, Sheffield, MA 01222
    • /32

      Est $754,770 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,480 Sq Ft

      524 Hewins St, Sheffield, MA 01257

      524 Hewins St, Sheffield, MA 01257
  • /21

    $220,000

    • 2 Beds
    • 1 Bath
    • 1,096 Sq Ft

    339 Clayton Rd, Sheffield, MA 01222

    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

    339 Clayton Rd, Sheffield, MA 01222
  • /24

    $510,000 Sold Sep 20, 2024

    • 1,644 Sq Ft
    • $310/SF
    • 101 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1958

    301 Miller Ave, Sheffield, MA 01257

    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

    301 Miller Ave, Sheffield, MA 01257
    • /30

      Est $448,877 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,892 Sq Ft

      59 Railroad St, Sheffield, MA 01222

      59 Railroad St, Sheffield, MA 01222
  • /41

    $499,000

    • 3 Beds
    • 2 Baths
    • 2,152 Sq Ft

    163 Main St, Sheffield, MA 01257

    Built in 1802, this delightful 3-bedroom home is full of original details and charm. The 1st floor features two parlors with a double-sided fireplace, built-in bookcases, and a bay window with window seat perfect for curling up with a good book by the fire. French doors lead to a large open dining room and kitchen with granite countertops and cherry cabinets. Just off the kitchen is a cozy den

    Vashti Poor LANCE VERMEULEN RE, INC

    163 Main St, Sheffield, MA 01257
  • /42

    $560,000 Sold Sep 17, 2024

    • 1,960 Sq Ft
    • $286/SF
    • 85 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1890

    575 Sheffield Plain, Sheffield, MA 01257

    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

    575 Sheffield Plain, Sheffield, MA 01257
    • /54

      Est $1,539,909 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 2,900 Sq Ft

      68 Amory Ln, Sheffield, MA 01257

      68 Amory Ln, Sheffield, MA 01257
  • /32

    $499,000

    • 4 Beds
    • 2 Baths
    • 1,152 Sq Ft

    127 Old Joe Rd, Great Barrington, MA 01230

    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

    127 Old Joe Rd, Great Barrington, MA 01230
  • /32

    $385,000 Sold Sep 13, 2024

    • 1,170 Sq Ft
    • $329/SF
    • 63 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1973

    222 Water Farm Rd, Sheffield, MA 01257

    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

    222 Water Farm Rd, Sheffield, MA 01257
    • /47

      Est $1,599,175 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,300 Sq Ft

      1975 Barnum St, Sheffield, MA 01257

      1975 Barnum St, Sheffield, MA 01257
  • /21

    $110,000

    • Land
    • 7 Acres
    • $15,559 per Acre

    730 Clayton Rd, Sheffield, MA 01222

    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

    730 Clayton Rd, Sheffield, MA 01222
  • /37

    $790,000 Sold Aug 27, 2024

    • 1,720 Sq Ft
    • $459/SF
    • 3 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1970

    395 N Undermountain Rd, Sheffield, MA 01257

    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

    395 N Undermountain Rd, Sheffield, MA 01257

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