Berkshires, MA Houses for Sale

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  /20

  $1,162,000

  • 4 Beds
  • 4 Baths
  • 2,322 Sq Ft

  97 Brush Hill Rd, Great Barrington, MA 01230

  Berkshires Sanctuary - A Fully Renovated Retreat with Appalachian Trail Access & Nearby Three Mile Pond.Tucked away in a landscape of towering trees and rolling hills, this exquisite four-bedroom and three-bathroom, retreat has been reimagined with over $650,000 in premium renovations, offering the perfect balance of luxury and nature. With direct access to Appalachian trail and Three Mile Pond,

  Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  97 Brush Hill Rd, Great Barrington, MA 01230
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  /36

  $259,900

  • 6 Beds
  • 3 Baths
  • 2,878 Sq Ft

  15 N Summer St, Adams, MA 01220

  Video-tour available!3-family, with apartments featuring 1, 2 & 3 bedrooms each. Nice yard and parking. A first floor unit has been recently painted and the gleaming hardwood floors were just refinished, and it is currently vacant, presenting a good opportunity to both, owner-occupants & investors. The other two units are tenants occupied. City water & sewer and natural gas heat!. Boiler

  Maria Liccardi Lamacchia Realty, Inc.

  15 N Summer St, Adams, MA 01220
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  /28

  $274,900

  • 3 Beds
  • 1 Bath
  • 1,224 Sq Ft

  326 Dalton Ave, Pittsfield, MA 01201

  Adorable 3-bedroom, 1-bathroom Cape-style home with a detached one-car garage, perfectly situated on Dalton Ave. This charming property features a convenient first-floor bedroom, full bathroom, and laundry. Enjoy spacious bedrooms, a formal dining room, a cozy fireplace, and a mudroom with pantry and laundry. Beautiful hardwood floors throughout most of the home, with updated vinyl flooring in

  Jessie Downer LAMACCHIA REALTY, INC

  326 Dalton Ave, Pittsfield, MA 01201
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  /26

  $629,000

  • 4 Beds
  • 2.5 Baths
  • 2,340 Sq Ft

  54 Egremont Plain Rd, Great Barrington, MA 01230

  Great New England farmhouse with really nice views. Common rooms are amply sized and the kitchen great room is perfect for many different activities. Extra room on the first floor can be used as a bedroom or an office (not pictured.) Many extras - structural renovations in 2004, central air, in line generator, in ground pool, screened porch and so much charm. Nice 3.89 acre parcel with detached

  Katie Williams STONE HOUSE PROPERTIES, LLC

  54 Egremont Plain Rd, Great Barrington, MA 01230
• 

  

  

  /10

  $549,000

  • 4 Beds
  • 2 Baths
  • 2,076 Sq Ft

  36 Egremont Plain Rd, Great Barrington, MA 01230

  Don't miss this charming 4-bed, 2-bath home with 2 first-floor bedrooms and a full bath! Offering nearly 2,100 sq. ft. of living space and almost 1 acre of flat, dry land, this home provides plenty of room to grow. The breezeway connects the 2-car garage with newer doors and electric openers. Outside, enjoy a private patio, stone wall, and a shed for extra storage. Gorgeous flowering crabapple

  William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  36 Egremont Plain Rd, Great Barrington, MA 01230
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  /26

  $395,000

  • 4 Beds
  • 1.5 Baths
  • 1,610 Sq Ft

  469 Pecks Rd, Pittsfield, MA 01201

  Nestled on half an acre of prime Lake Onota waterfront, this 4-bedroom, 2-bathroom lake house is a fantastic opportunity for someone to make it their own. With all new windows and doors, and a newly installed heating system, the home is ready for you to add your personal touch and transform it into a stunning lakeside retreat. The spacious layout provides plenty of room for family and friends,

  Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  469 Pecks Rd, Pittsfield, MA 01201
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  /38

  $279,000

  • 2 Beds
  • 2 Baths
  • 1,659 Sq Ft

  52 Shunpike Rd, Southfield, MA 01259

  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

  52 Shunpike Rd, Southfield, MA 01259
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  /10

  $485,000

  • 3 Beds
  • 2 Baths
  • 1,479 Sq Ft

  26 Manville St, Great Barrington, MA 01230

  Modernized 3-bedroom 2-bathroom Cape home on quiet dead-end street located in a fantastic in town neighborhood. Recently renovated, the kitchen features granite countertops, subway tiles, modern fixtures, and wood floors. Downstairs offers a dining room with wood floors, large living room with wood burning fireplace, two bedrooms, and a full bathroom that boasts more of that classic black and

  David Carlson FAIRGROUND REAL ESTATE, INC

  26 Manville St, Great Barrington, MA 01230
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  /31

  $4,900,000

  • 5 Beds
  • 6.5 Baths
  • 5,890 Sq Ft

  390 Tamaridge Rd, Great Barrington, MA 01230

  STUNNING LONG VIEWS, RARE 330+ ACRE PARCEL, ABUTS CONSERVATION LAND! Total seclusion and privacy, bucolic countryside with some open meadows and wooded hillside. Once a grand Berkshire estate, the property is comprised of the main Tudor style residence with indoor pool, shingled barn, Dutch colonial multi family dwelling, a guest house & several smaller sheds and workshop. The buildings are all

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  390 Tamaridge Rd, Great Barrington, MA 01230
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  /53

  $3,150,000

  • 5 Beds
  • 4.5 Baths
  • 5,238 Sq Ft

  56 Crooked Hill Rd, Great Barrington, MA 01230

  Alford Stunner! Exceptionally Designed Turnkey Home with Mountain Views!Completed in 2006, this 5200+ sq ft architect-designed home comes to the market for the first time. Meticulously curated materials, interior designer finishes, and a high-end build culminate in this showpiece home on 19.3 acres, with gunite pool and pool house.Upon entry, this home exudes warmth, style, and comfort - the

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  56 Crooked Hill Rd, Great Barrington, MA 01230
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  /8

  $949,000

  • 10 Beds
  • 9.5 Baths
  • 4,120 Sq Ft

  151 Smead Hill Rd, Greenfield, MA 01301

  Discover the hidden potential of 151 Smead Hill—a historic property in Greenfield’s Rural Residential zone that once served as a sought-after wedding venue and now awaits a visionary entrepreneur ready to craft a multi-use enterprise. With flexible, adaptable spaces ideal for a boutique bed and breakfast, innovative event venue, or seasonal retreat, this property benefits from zoning that permits

  Zaisha Robert SR Commercial Realty

  151 Smead Hill Rd, Greenfield, MA 01301
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  /66

  $1,295,000

  • 4 Beds
  • 3.5 Baths
  • 4,320 Sq Ft

  19 Lynne Ct, Lanesborough, MA 01237

  PRICE IMPROVEMENT! Welcome to your dream oasis! Nestled at the end of a tranquil cul-de-sac, this sprawling home offers everything you have been searching for! This gorgeous upscale property boasts breathtaking gardens, mountain views and a serene creek that creates a private retreat like no other. Enjoy summer days lounging by the sparkling built-in swimming pool and chilly fall evenings

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  19 Lynne Ct, Lanesborough, MA 01237
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  /33

  $759,000

  • 2 Beds
  • 2 Baths
  • 1,600 Sq Ft

  134 Kibbe Rd, Otis, MA 01029

  Rare Waterfront property on Otis Reservoir with large boat dock. Otis Reservoir is the state's largest recreational body of water. Completely remodeled home has 2 bedrooms and 2 full bathrooms. SLEEPS 7 . wood Cathedral ceilings., and ship lack. thru out .

  Peter Strniste Peter E. Strniste, Jr.

  134 Kibbe Rd, Otis, MA 01029
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  /27

  $245,000

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  26 Crosier Ave, Pittsfield, MA 01201

  Motivated Seller!!! Come see this Charming, well-maintained home located in the heart of Pittsfield, MA. This inviting property offers a comfortable living space with plenty of potential. This home features 3 bedrooms, 2 baths, with a bright and spacious layout that maximizes natural light throughout.Enjoy the convenience of a functional kitchen, a cozy living room, and generously sized bedrooms.

  Marci Levesque BISHOP WEST REAL ESTATE

  26 Crosier Ave, Pittsfield, MA 01201
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  /34

  $645,000

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  8 Thayer Rd, Monroe, MA 01350

  Captains renovated home on 225 rolling acres in the Berkshire Hills. 2 bedrooms/2 baths and loft,1500 Sq Ft. 2 car garage, storage shed for another car. This is a one of a kind property. Perfect for year round living, summer/winter vacation home, rental, horse farm, subdivide, solar farm, battery farm, wind farm etc. Miles of old stone walls that can be sold. 2 Hours Boston, 3 hours NYC, 1 hour

  Jason Saphire www.HomeZu.com

  8 Thayer Rd, Monroe, MA 01350
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  /20

  $799,000

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  5 Aspen Way, Pittsfield, MA 01201

  Great opportunity to custom design your 2000 square foot free-standing condo home at Berkshire Country Meadows! This is one of only a few remaining sites in this established community. Close to Pontoosuc Lake and centrally located for all Berkshire attractions. Association has a club house with fitness equipment, pool and tennis. Select from several floor plans which feature a contemporary

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  5 Aspen Way, Pittsfield, MA 01201
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  /75

  $2,895,000

  • 7 Beds
  • 9 Baths
  • 6,578 Sq Ft

  813 East St, Lenox, MA 01240

  Don't miss seeing the beautiful renovation just completed on this lovely Lenox Contemporary on almost 5A of privacy...enjoy incredible outdoor living spaces including an in-ground Gunite pool, Pavilion with outdoor kitchen and pool house with living space, kitchen, outdoor and indoor showers and even an outdoor TV! A real STAYCATION! The main house boasts lovely common spaces in the open floor

  Mary Jo Piretti PIRETTI REAL ESTATE

  813 East St, Lenox, MA 01240
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  /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
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  /20

  $449,000

  • 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
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  /43

  $669,900

  • 4 Beds
  • 3 Baths
  • 1,750 Sq Ft

  715 Peru Rd, Hinsdale, MA 01235

  Berkshire Lakefront Living at Its Finest!Discover your dream home in this fully renovated, four bedroom, three-bath lakefront retreat. Nestled along serene shores of Ashmere Lake, this property offers breathtaking water views and direct access-perfect for boating, fishing, or simply relaxing by the water.Inside, the home boasts vaulted ceilings that flood the space with natural light, enhancing

  Barbara Osborne ASHMERE REALTY, INC.

  715 Peru Rd, Hinsdale, MA 01235
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  /28

  $180,000

  • 2 Beds
  • 1 Bath
  • 2,340 Sq Ft

  61 E Main Rd, Hinsdale, MA 01235

  Large owner-occupied fixer-upper in Peru on 5.6 acres. Built in 1797, renovated in 1980. Located on the corner of Rt. 143 (E Main) and Mongue Roads. Fuller Brook runs through the NE corner of the property and has trout. Close proximity to Peru State Forest.

  Chris LaPatin LAMACCHIA REALTY, INC

  61 E Main Rd, Hinsdale, MA 01235
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  /39

  $990,000

  • 4 Beds
  • 2 Baths
  • 2,600 Sq Ft

  1131 Norfolk Rd, Southfield, MA 01259

  Secluded country home on 48 wooded acres. 4 Bedrooms/2 full baths Contemporary Lodge/Guest House, spacious open living room with massive field stone fireplace, chefs kitchen with Garland Stove.. Lovely country setting offering great privacy for one owner or potential family compound

  Matthew Marlow BERKSHIRE HOMES AND CONDOS

  1131 Norfolk Rd, Southfield, MA 01259
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  /51

  $1,099,000

  • 5 Beds
  • 4 Baths
  • 4,237 Sq Ft

  30 South St, Williamsburg, MA 01096

  Discover this exceptional contemporary home located just outside Williamsburg Center, only 15 minutes from Northampton. Set on over 4 acres, it combines privacy with easy access to restaurants and shops. Recently refreshed, this 4-bedroom home features a ground-floor private suite, a spacious home office with its own entrance, and expansive living areas with high-quality finishes.A standout

  Herb Butzke WILLIAM PITT SOTHEBY'S - LENOX

  30 South St, Williamsburg, MA 01096
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  /40

  $1,590,000

  • 11 Beds
  • 12.5 Baths
  • 8,134 Sq Ft

  518 Main St, Great Barrington, MA 01230

  The iconic Wainwright Inn, built in 1766, is ideally located on Main Street in Great Barrington, the largest town & hub of the famous Berkshires vacation destination in Western Massachusetts. The Inn consists of a main house with 9 guest suites & a spacious owner's suite, & a carriage house with an apartment & two additional guest suites. In pristine condition, the current owners have improved

  Tanya LeRose THE KINDERHOOK GROUP - PITTSFIELD

  518 Main St, Great Barrington, MA 01230
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  /15

  $728,000

  • 3 Beds
  • 2.5 Baths
  • 1,927 Sq Ft

  251 Norfolk Rd, Great Barrington, MA 01230

  Moments to morning coffee at the iconic Southfield store, you'll find your private, yet accessible contemporary home completed in 2005.Set back from the road, the home offers a fantastic and sensible layout including a primary suite on the first floor as well as two bedrooms and shared bath. The spacious living, dining, kitchen (with fireplace and gathering space) all open to the west-facing

  Freddy Friedman Birch Properties

  251 Norfolk Rd, Great Barrington, MA 01230
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  /51

  $2,975,000

  • 5 Beds
  • 5.5 Baths
  • 3,940 Sq Ft

  19 Mill Rd, Egremont, MA 01230

  Escape to Your Own Lakefront Sanctuary in the Berkshires Nestled in the heart of the picturesque Berkshires, this enchanting lakefront property offers a rare opportunity to create your dream retreat. With over 500 feet of private waterfront, this expansive estate is a haven for those seeking tranquility and natural beauty. Situated on a sprawling parcel of land, this property is perfectly

  Suzann Ward HOUSATONIC REAL ESTATE

  19 Mill Rd, Egremont, MA 01230
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  /85

  $1,425,000

  • 4 Beds
  • 4.5 Baths
  • 3,185 Sq Ft

  124 Egremont Plain Rd, Great Barrington, MA 01230

  This home has just about everything you're looking for and more!A 4.62 acre private setting, just 5 minutes into Great Barrington and low Egremont taxes! 4 Beds & 4.5 baths with an in law loft apartment. Wide open back yard with plenty of room for a pool if you dont feel like cooling off in the crisp & refreshing Green River at the rear end of the property. First level of home has a primary suite

  Lawrence Reilly BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  124 Egremont Plain Rd, Great Barrington, MA 01230
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  /24

  $3,490,000

  • 5 Beds
  • 2 Baths
  • 12,225 Sq Ft

  350 Old Cheshire Rd, Lanesborough, MA 01237

  Welcome to Camp Mohawk, a pristine lakefront property in the heart of the Berkshires. Located on Cheshire Reservoir, a virtually uninhabited lake, located just off the main north-south artery of Berkshire County. Once a summer camp, the existing main house and barns are listed on the National Register of Historic Places, and date to the late 1700's. Would make a lovely family compound, or could

  Lisa Hoe THE KINDERHOOK GROUP - PITTSFIELD

  350 Old Cheshire Rd, Lanesborough, MA 01237
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  /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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  /92

  $744,000

  • 4 Beds
  • 5 Baths
  • 2,748 Sq Ft

  10 Lillybrook Rd, Pittsfield, MA 01201

  Beautiful 4 bedroom contemporary on Lilybrook Road. Vaulted entry way leads to living (sitting) room flanked by formal dining room. Also on the first floor is oversized great (family) room with fireplace, large eat-in kitchen and private master (in-law) suite with full bath and jet tub. The second floor has another master suite with full private bath, two additional bedrooms, and a second full

  Paul Clark CLARK REALTY GROUP LLC

  10 Lillybrook Rd, Pittsfield, MA 01201
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  /55

  $1,145,000

  • 3 Beds
  • 2 Baths
  • 3,320 Sq Ft

  71 E Hubbard Rd, Sandisfield, MA 01255

  Welcome to a place to gather, unwind and recharge. Just 5 minutes from the heart of Monterey, this serene property spans over 13 acres of peaceful woodlands at the end of a quiet country road, providing a true haven for family and friends. Surrounded by perennial gardens, a natural pond, and an expansive forest, this home embraces both indoor and outdoor living. The Great Room is perfect for

  Vashti Poor LANCE VERMEULEN RE, INC

  71 E Hubbard Rd, Sandisfield, MA 01255
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  /41

  $1,795,000

  • 5 Beds
  • 3.5 Baths
  • 4,341 Sq Ft

  155 Edwards Rd, Westhampton, MA 01027

  Delicately sited at the end of your 1,100+ foot approach meandering through your forest until the tree tops open to blue skies and breathtaking views. Views stretching to the east for your morning sunrises and to the north the owners enjoy seeing Mt Snow from their exquisite outdoor spaces. This custom-built masonry style colonial home has been updated in recent years with a spectacular

  Jeffrey Loholdt William Pitt Sotheby's International Realty

  155 Edwards Rd, Westhampton, MA 01027
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  /43

  $1,890,000

  • 5 Beds
  • 4.5 Baths
  • 6,000 Sq Ft

  248 East Rd, West Stockbridge, MA 01266

  A luxurious home on one of the most scenic roads in The Berkshires, surrounded by 15 pastoral acres, with picturesque mountain views. Enter a sun-drenched living room with a soaring cathedral ceiling and an elegant fireplace centerpiece. Enjoy an expansive 3-season porch, with panoramic windows and classic mahogany floors. A recently updated eat-in kitchen features Sub Zero appliances and a

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  248 East Rd, West Stockbridge, MA 01266
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  /43

  $414,900

  • 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
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  /63

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 2,861 Sq Ft

  1 Train Hill Rd, Stockbridge, MA 01262

  This Stockbridge Colonial has it all....location, separate guest suite and plenty of country chic design. This historic home boasts all the charm of yesteryear with fabulous wide pine floors, state of the art country kitchen that retains it's charm, formal dining room with fireplace, gracious banister to the second floor of guest bedrooms with renovated bath all while seamlessly blending with the

  Cortney Dupont COHEN & WHITE ASSOCIATES

  1 Train Hill Rd, Stockbridge, MA 01262
• 

  

  /15

  $240,000

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  70 Mohawk Trail, Florida, MA 01247

  Unbelievable opportunity for a contractor to finish. Major improvements have been made and now this Ranch set on 2.4 acres is ready for a makeover. New septic was just finished in July 2024. Generous room sizes with open concept living space. Being sold ''AS IS''

  Donna Thomas DONNA THOMAS REALTY

  70 Mohawk Trail, Florida, MA 01247
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  /28

  $425,000

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  3 van Schaack Rd, West Stockbridge, MA 01266

  Charming property in a private setting! Newly refinished wood flooring on main level, higher ceilings and lovely natural light. Great room, dining and kitchen on the first level with a beautiful large front porch; two bedrooms, full bath and laundry on the second level. Third level offers character, separate room for storage and many possibilities. Gracious deck, out building, large yard and

  Cortney Dupont COHEN & WHITE ASSOCIATES

  3 van Schaack Rd, West Stockbridge, MA 01266
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  /60

  $420,000

  • 4 Beds
  • 4.5 Baths
  • 2,590 Sq Ft

  22 Maple St, Adams, MA 01220

  ADAMS! Located at the foot of Mt. Greylock in the heart of The Berkshires! Featuring 2590 sq ft of quality craftsmanship & tons of character. Several options for use as this property was once used as a Bed & Breakfast. 4 bedrooms & 4 full private baths all with solitude & uniqueness. Large open, sunny kitchen with sunny breakfast nook, formal dining, den & living all on 1st floor. Oak hardwood

  Colleen Zajac MONARCH REALTY, INC.

  22 Maple St, Adams, MA 01220
• 

  

  /36

  $469,000

  • 3 Beds
  • 3 Baths
  • 3,304 Sq Ft

  14 South Rd, Heath, MA 01346

  Located in the Historic District of the picturesque town of Heath, this former Artist loft has been thoughtfully maintained and expanded over the years. Large, expansive spaces greet you as you walk into the 3304 sqft. home with three bedrooms and three bathrooms. There is a separate sizeable bright kitchen wing with a great view of the large private yard, or you can enjoy the yard on the

  Herb Butzke WILLIAM PITT SOTHEBY'S - LENOX

  14 South Rd, Heath, MA 01346
• 

  

  /54

  $299,900

  • 6 Beds
  • 2 Baths
  • 2,800 Sq Ft

  32 Williamsburg Rd, Worthington, MA 01098

  Enjoy sitting on the welcoming front porch that leads you to a spacious home with first floor bedroom and bath, wood stove, second floor has 5 bedrooms, and full bath, attached garage and deck overlooking nice backyard.

  Robin Moore 413 REAL ESTATE

  32 Williamsburg Rd, Worthington, MA 01098

Showing Results 441 - 480, Page 12 of 14