Berkshire, MA Homes

• 

  

  

  /30

  Est $449,963 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
• 

  

  

  /9

  $139,000

  • Land
  • 6 Acres
  • $22,720 per Acre

  0 Amory Ln, Southfield, MA 01259

  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

  0 Amory Ln, Southfield, MA 01259
• 

  

  

  /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
• 

  

  

  /54

  Est $1,432,186 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
• 

  

  

  /10

  $114,900

  • Land
  • 1.45 Acres
  • $79,241 per Acre

  0 Bunce Rd Unit 245787, Sheffield, MA 01257

  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

  0 Bunce Rd Unit 245787, Sheffield, MA 01257
• 

  

  /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
• 

  

  /47

  Est $1,573,904 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
• 

  

  /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
• 

  

  /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
• 

  

  /50

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,508 Sq Ft

  250 E Main St, Ashley Falls, MA 01222

  250 E Main St, Ashley Falls, MA 01222
• 

  

  /11

  $795,000

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

  0 Bull Hill Rd, Sheffield, MA 01257

  OWNER FINANCING AVAILABLE! Eighteen acres on the quietest 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. Buyer to

  Kristin Clayborne WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  0 Bull Hill Rd, Sheffield, MA 01257
• 

  

  /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
• 

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,660 Sq Ft

  1119 Home Rd, Sheffield, MA 01257

  1119 Home 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
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  /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
• 

  

  /24

  Est $325,452 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,412 Sq Ft

  269 E Main St, Ashley Falls, MA 01222

  269 E Main St, Ashley Falls, MA 01222
• 

  

  /30

  $345,000

  • 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
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  /46

  $2,300,000 Sold Aug 20, 2024

  • 3,000 Sq Ft
  • $767/SF
  • 88 Days On Market

  • 3 Beds
  • 4.5 Baths
  • Built 2016

  403 S Undermountain Rd, Sheffield, MA 01257

  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

  403 S Undermountain Rd, Sheffield, MA 01257
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  /33

  Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,000 Sq Ft

  554 Sheffield Egremont Rd, Sheffield, MA 01257

  554 Sheffield Egremont Rd, Sheffield, MA 01257
• 

  

  /43

  $399,900

  • 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
• 

  

  /31

  $980,000 Sold Aug 15, 2024

  • 2,289 Sq Ft
  • $428/SF
  • 116 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1764

  960 S Undermountain Rd, Sheffield, MA 01257

  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

  960 S Undermountain Rd, Sheffield, MA 01257
• 

  

  /26

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,879 Sq Ft

  1720 Home Rd, Sheffield, MA 01257

  1720 Home Rd, Sheffield, MA 01257
• 

  

  /60

  $998,000

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  856 Barnum St, Sheffield, MA 01257

  Modernist delight in a Berkshire pastoral setting. A refined retreat where every detail reflects quality and style. Designed by acclaimed architect Deby Reiser, this light-filled three-bedroom, three-bath home blends the sophistication of urban design with the calm of Berkshire countryside living. Tucked away on a quiet country road beside Moon In the Pond Farm an eco-friendly farm with peaceful

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  856 Barnum St, Sheffield, MA 01257
• 

  /2

  $680,000 Sold Jun 30, 2025

  • 2,000 Sq Ft
  • $340/SF
  • 76 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1999

  63 Glennanna Way, Sheffield, MA 01257

  charming home situated on 2.03 acres.this home built in 1988 has been lovingly cared for and maintained. Large eat in kitchen, powder room, large living /dining room with double sided gas fireplace, 3 season room with mahogany flooring, bedroom and bath on main level, second floor with additional primary suite , two additional gurest bedrooms share a full bath. The lower level has laundry and

  Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  63 Glennanna Way, Sheffield, MA 01257
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  /42

  Est $311,906 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,193 Sq Ft

  272 Clayton Rd, Ashley Falls, MA 01222

  272 Clayton Rd, Ashley Falls, MA 01222
• 

  

  /39

  $1,275,000

  • 4 Beds
  • 5 Baths
  • 3,528 Sq Ft

  1669 Silver St, Sheffield, MA 01257

  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

  1669 Silver St, Sheffield, MA 01257
• 

  

  /26

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,644 Sq Ft

  42 Valley View Rd, Sheffield, MA 01222

  42 Valley View Rd, Sheffield, MA 01222
• 

  

  /20

  $449,000 Pending

  • 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
• 

  

  /37

  Est $485,223 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,225 Sq Ft

  88 Hillside Ln, Ashley Falls, MA 01222

  88 Hillside Ln, Ashley Falls, MA 01222
• 

  

  /58

  $1,750,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,853 Sq Ft

  360 Brush Hill Rd, Sheffield, MA 01257

  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

  360 Brush Hill Rd, Sheffield, MA 01257
• 

  

  /28

  Est $545,525 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,664 Sq Ft

  1741 Home Rd, Great Barrington, MA 01230

  1741 Home Rd, Great Barrington, MA 01230
• 

  

  /21

  $295,000 Pending

  • 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
• 

  

  /62

  Est $1,065,259 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,886 Sq Ft

  1194 Ashley Falls Rd, Sheffield, MA 01222

  1194 Ashley Falls Rd, Sheffield, MA 01222
• 

  

  /69

  $2,450,000 Pending

  • 6 Beds
  • 8.5 Baths
  • 5,219 Sq Ft

  771 West Rd, Sheffield, MA 01257

  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

  771 West Rd, Sheffield, MA 01257
• 

  

  /71

  Est $526,499 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,500 Sq Ft

  1354 County Rd, Great Barrington, MA 01230

  1354 County Rd, Great Barrington, MA 01230
• 

  

  /21

  $220,000 Pending

  • 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
• 

  

  /28

  Est $591,698 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,156 Sq Ft

  508 Polikoff Rd, Sheffield, MA 01222

  508 Polikoff Rd, Sheffield, MA 01222
• 

  

  /41

  $499,000 Pending

  • 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
• 

  

  /87

  Est $549,723 Not Listed For Sale

  • 8 Beds
  • 4.5 Baths
  • 6,105 Sq Ft

  616 Sheffield Plain, Sheffield, MA 01257

  616 Sheffield Plain, Sheffield, MA 01257
• 

  /2

  $249,000 Pending

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

  321 Salisbury Rd, Sheffield, MA 01257

  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

  321 Salisbury Rd, Sheffield, MA 01257

Showing Results 81 - 120, Page 3 of 18