Berkshires, MA Homes for Sale with Garage

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  /38

  $389,900

  • 4 Beds
  • 2.5 Baths
  • 1,756 Sq Ft

  785 E New Lenox Rd, Pittsfield, MA 01201

  Colonial Retreat in the Berkshires Hills.A perfect blend of nature, comfort, and convenience for you to escape to the serene beauty of the Berkshires Hills in this charming woodland colonial home, located just minutes from Lenox. Perched atop a mountain, this property offers a wonderful connection to nature, with October Mountain hiking trails, biking paths, and mountaintop reservoirs practically

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  785 E New Lenox Rd, Pittsfield, MA 01201
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  /39

  $500,000

  • 3 Beds
  • 2.5 Baths
  • 1,440 Sq Ft

  235 Algerie Rd, Becket, MA 01223

  Let's imagine extreme privacy for a moment, yet your loved ones are simply a three minute walk away or a quick drive; because each one has their own home! With connecting roads this home is 1 of 3. This home has a hot tub, 3 fireplaces and a garage for winter parking. A parcel on Indian lakes is also an attractive feature that is available. This will give you access to the tennis court and the

  Cristian Sanchez COHEN & WHITE ASSOCIATES

  235 Algerie Rd, Becket, MA 01223
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  /16

  $199,000

  • 2 Beds
  • 1 Bath
  • 1,092 Sq Ft

  386 N Plain Rd, Great Barrington, MA 01230

  Charming 1930s Bungalow with Privacy and Potential! Tucked away on nearly an acre (.93 acres) of land with direct access to the scenic Rail Trail, this classic 1930s bungalow is an opportunity for investors, contractors, or anyone looking to restore a gem. Terrific bones and a tranquil setting--perfect for a weekend retreat or full-time residence. Located within walking distance to the heart of

  John Segalla HOUSATONIC REAL ESTATE

  386 N Plain Rd, Great Barrington, MA 01230
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  /40

  $299,999

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  192 Curran Rd, Cheshire, MA 01225

  Tucked away on a quiet country road in central Cheshire, this charming 3-bedroom, 1.5-bath home offers peace, privacy, and a connection to nature--yet it's just a short drive to both North and South County amenities. Set on nearly 2 acres bordered by woods and state land, enjoy walking trails, wildflowers, and young pear and apple trees right outside your door. The home is neat and well-kept,

  Dennis D'Arcangelo MONARCH REALTY, INC.

  192 Curran Rd, Cheshire, MA 01225
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  /32

  $1,250,000

  • 5 Beds
  • 5.5 Baths
  • 4,645 Sq Ft

  7 Perry Rd, Sandisfield, MA 01255

  WHERE EVERY SEASON FEELS LIKE HOME16 acres at the end of a quiet country road where your shoulders drop the moment you arrive. This five bedroom retreat with over 4,600 square feet gets Berkshire living right: soaring great room with fireplace, granite kitchen, four-season sunroom, and that incredible finished lower level with radiant floors, full bar, and walkout to covered patio. Mudroom with

  Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  7 Perry Rd, Sandisfield, MA 01255
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  /62

  $550,000

  • 4 Beds
  • 3 Baths
  • 1,188 Sq Ft

  377 Highland Way, Sandisfield, MA 01255

  Welcome to your dream getaway in Otis Woodlands, one of the Berkshires' premiere private communities. This beautiful home offers the perfect blend of rustic elegance and modern comfort, ideal for year-round living or a serene weekend escape.Nestled among the trees, this spacious 4-bedroom, 3-bathroom home features a dramatic great room with vaulted ceilings and exposed beams, complemented by a

  Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

  377 Highland Way, Sandisfield, MA 01255
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  /57

  $635,000

  • 3 Beds
  • 2.5 Baths
  • 1,720 Sq Ft

  4 Evergreen Trail, Lenox, MA 01240

  Heirloom peonies and fragrant David Austin rose varieties adorn the walkway of this Berkshire hidden gem inviting you into tranquillity, peace and calm. Once indoors, you'll find easy living. The first level has an open kitchen and living area with a gas fireplace, large primary bedroom with a full bath and walk-in closet along with a screened in patio which overlooks a well established low

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  4 Evergreen Trail, Lenox, MA 01240
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  /43

  $1,100,000

  • 5 Beds
  • 3.5 Baths
  • 3,194 Sq Ft

  33 Interlaken Rd, Stockbridge, MA 01262

  Enjoy convenient one level living in this expanded contemporary ranch. Super location - Located less than 5 minutest to the main gates of Tanglewood, the Stockbridge Bowl for swimming, and Gould Meadows for a nature lovers hike. Sited at the end of a long winding driveway this 2+ acre parcel is level and sunny (ideal for a pool). 5+ bedrooms and 3 1/2 bathrooms including a suite with a

  Lori Rose STONE HOUSE PROPERTIES, LLC

  33 Interlaken Rd, Stockbridge, MA 01262
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  /65

  $970,000

  • 6 Beds
  • 4 Baths
  • 3,818 Sq Ft

  108 Berkshire Dr, Williamstown, MA 01267

  A rare chance to own two attached full size charming houses in one of the most coveted neighborhoods! Abuts 30 acres of conservation land and offers direct access to The Spruces Park, Hoosic & Green River walk/ swimming area, public tennis courts, and Mohican multi-use bike/walk path! Original Home: (Built in 1953, updated in 2016) it has total privacy, deck, 2 bedrooms, 1 bath, a large living

  Donna DiGrigoli DIGRIGOLI REAL ESTATE

  108 Berkshire Dr, Williamstown, MA 01267
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  /28

  $215,000

  • 3 Beds
  • 1.5 Baths
  • 1,318 Sq Ft

  31 Millard Ave, Clarksburg, MA 01247

  Ready to move to Clarksburg? This three bedroom, 1 1/2 bath house is ready for your vision and updates. The boiler was replaced in 2019 and roof in 2023. Additional amenities are a paved driveway, enclosed front porch and back deck. Minutes from downtown North Adams and Mass MoCA.

  Tina Dobbert MORESI REAL ESTATE PARTNERS

  31 Millard Ave, Clarksburg, MA 01247
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  /50

  $364,000

  • 3 Beds
  • 2 Baths
  • 1,457 Sq Ft

  184 Mcintosh Dr, Pittsfield, MA 01201

  New listing in The Orchards, southeast Pittsfield offers 6 rooms, 3 bedrooms, 2 full baths, hardwood floors, gas fireplace with remote, and more. Family room in lower level and full bath with heated floor. Large, lovely kitchen with large dining area. Lighting and USB ports under kitchen cabinets. All appliances remain for the buyer's enjoyment. Central air conditioning in part of the house in

  Mark Harris SIGNATURE ASSOCIATES

  184 Mcintosh Dr, Pittsfield, MA 01201
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  /28

  $395,000

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  127 County Rd, Rowe, MA 01367

  Discover your oasis in the idyllic town of Rowe, where serenity meets modern living! This beautifully renovated ranch home, set on 1.17 acres, offers the perfect blend of comfort and efficiency. With a thoughtfully designed open floor plan, you'll enjoy a seamless one-floor lifestyle that includes a spacious, sunlit living room and a stunning remodeled kitchen. Step outside to your expansive

  Herb Butzke WILLIAM PITT SOTHEBY'S - LENOX

  127 County Rd, Rowe, MA 01367
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  /30

  $349,000

  • 3 Beds
  • 1 Bath
  • 1,272 Sq Ft

  11 Leslie Dr, Pittsfield, MA 01201

  Enjoy this charming & move in ready cape home, with stylish finishes, & private backyard, abutting 130 acres of conservation land, nestled on almost one acre! This home features beautiful flooring & trim work throughout. The kitchen is open to a bright, yet cozy sunroom with vaulted ceilings, with access to the screened in porch overlooking the patio & gardens. The kitchen features room for a

  Laiken Rapisarda Lamacchia Realty, Inc.

  11 Leslie Dr, Pittsfield, MA 01201
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  /65

  $1,300,000

  • 2 Beds
  • 2.5 Baths
  • 2,270 Sq Ft

  200 Easthampton Rd, Westhampton, MA 01027

  Welcome to Starwind Farm, an extraordinary equestrian retreat set on 15.6 stunning acres, bordered by the North Branch of the Manhan River. A dream property for the discriminating horse enthusiast, this 2006 ranch home combines comfort, & functionality in a picturesque country setting. The home's open floor plan features 2 impressive fieldstone fireplaces, a primary en-suite, with direct access

  Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

  200 Easthampton Rd, Westhampton, MA 01027
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  /27

  $439,000

  • 3 Beds
  • 1 Bath
  • 1,192 Sq Ft

  370 Park St, Great Barrington, MA 01230

  Charming New England farmhouse featuring some modern updates and newer mechanical systems. Enjoy the perfect blend of rustic character and warmth of country living with modern conveniences in this delightful home. New full house insulation, Heat/ AC splits, updated electrical system. Large open backyard offers endless possibilities of outdoor activities and enjoyment. With a Berkshire Mountain

  Stephen Schoenfeld WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  370 Park St, Great Barrington, MA 01230
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  /46

  $1,195,000

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

  191 Moreau Rd, Granville, MA 01034

  A Place That Was Built Right, Waiting for Your StoryThis isn't the fanciest house on the lake. It wasn't designed to impress strangers at cocktail parties. But it was built by someone who understood what really matters - solid bones, thoughtful placement, and a foundation that won't let you down.Sitting on half an acre along Otis Reservoir's coveted Southeast Bay, this home gets the lake right.

  Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  191 Moreau Rd, Granville, MA 01034
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  /51

  $985,000

  • 3 Beds
  • 2 Baths
  • 2,872 Sq Ft

  139 Bull Hill Rd, Lanesborough, MA 01237

  DIRECT WATERFRONT! Experience luxurious lakeside living in this newly built masterpiece, perfectly positioned to capture sweeping panoramic views of Pontoosuc Lake! Nearly 4 acres directly on the water to afford the ultimate in both privacy and lake living! The spacious open concept design features a gourmet kitchen with dazzling quartz countertops, energy star-rated appliances, and plenty of

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  139 Bull Hill Rd, Lanesborough, MA 01237
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  /12

  $199,000

  • 2 Beds
  • 1,002 Sq Ft

  105 Crane Ave, Pittsfield, MA 01201

  This Ranch is a fixer-upper sitting on almost a half acre! There is great parking space plus a detached garage and a fenced-in backyard. New roof done kn the last couple years.Desirable location, near Berkshire Hills Country club and walking distance to the golf course, and just a few minutes drive to BMC Hospital and to Pontoosuc lake. The home has vinyl siding and City water and sewer.Great

  Maria Liccardi LAMACCHIA REALTY, INC

  105 Crane Ave, Pittsfield, MA 01201
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  /56

  $2,500,000

  • 5 Beds
  • 4.5 Baths
  • 5,360 Sq Ft

  89 Pine Rd, East Otis, MA 01029

  Welcome to this exceptional post and beam waterfront home offering breathtaking views of Otis Reservoir. The main house offers 9 rooms, 3 bedrooms, and 3 full baths, this one-of-a-kind property blends charm, craftsmanship, and luxury. The main house features cherry hardwood floors, an open floor plan, and radiant heat on the lower and main levels (baseboard on the second floor). The gourmet

  Suzanne Bergeron COLDWELL BANKER REALTY

  89 Pine Rd, East Otis, MA 01029
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  /55

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,561 Sq Ft

  32 Scott Rd, Savoy, MA 01256

  Welcome to your own private retreat! Nestled on over 6 acres of serene, wooded land, this open-concept 3-bedroom ranch offers the perfect blend of comfort and nature. Enjoy spacious living with a seamless flow between the kitchen, dining, and living areas. Step out onto the large deck and take in the peaceful surroundings--ideal for morning coffee or evening gatherings. The property also features

  Michele Purcell LAMACCHIA REALTY, INC

  32 Scott Rd, Savoy, MA 01256
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  /59

  $995,000

  • 4 Beds
  • 3 Baths
  • 2,732 Sq Ft

  135 East St, Lee, MA 01238

  Rustic Style Expansive Cape. Embrace the eastern views and warmth of New England's Mountains from the beautiful open front porch! Amazing custom home built by a true craftsman. Beautiful natural wood elements & exposed beams throughout, make for a wonderful Berkshire retreat! Large custom kitchen with granite & butcher block countertops, open dining room for easy entertaining with double French

  Lisa Kelley MACCARO REAL ESTATE

  135 East St, Lee, MA 01238
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  /29

  $434,900

  • 3 Beds
  • 2.5 Baths
  • 1,748 Sq Ft

  6 Greenings Ave, Pittsfield, MA 01201

  Welcome to this beautifully maintained home in the highly sought-after Orchards neighborhood! Nestled on a sunny corner lot just steps from the park, this spacious residence offers comfort, style, and functionality throughout. Enjoy an open floor plan perfect for entertaining, with sliders off the dining area that lead to a generous deck overlooking a nice backyard--complete with a handy shed for

  Robin Moore 413 REAL ESTATE

  6 Greenings Ave, Pittsfield, MA 01201
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  /51

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 2,269 Sq Ft

  329 Lanesboro Rd, Cheshire, MA 01225

  Discover your perfect water views retreat! This charming ranch style home home offers stunning water views that will take your breath away. Boasting three spacious bedrooms and two and a half bathrooms, it provides plenty of space for family and guests. Enjoy two inviting living rooms--ideal for relaxing or entertaining--and the comfort a two car garage for parking and storage. Bright, airy, and

  Jason Nocher NOCHER REALTY

  329 Lanesboro Rd, Cheshire, MA 01225
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  /20

  $269,000

  • 4 Beds
  • 3 Baths
  • 2,460 Sq Ft

  39 Pomeroy Ave, Pittsfield, MA 01201

  Great opportunity to own a fully rented 3-family property in a central Pittsfield location, close to downtown, schools, restaurants, and local attractions. This property features two 2-bedroom units and one 1-bedroom unit, each with natural gas heat, separate electric meters, laundry hookups, and off-street parking.One unit has been fully renovated and is currently used as a successful short-term

  THE KAHN TEAM BISHOP WEST REAL ESTATE

  39 Pomeroy Ave, Pittsfield, MA 01201
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  /21

  $324,900

  • 3 Beds
  • 1.5 Baths
  • 1,224 Sq Ft

  82 Maple St, Adams, MA 01220

  Meticulously maintained and full of classic charm, this inviting three bedroom, one and a half bath Cape-style home offers a warm blend of traditional features including beautiful hardwood floors, elegant moldings, and classic trim throughout. Featuring a formal dining room and a generously sized eat-in kitchen, complete with abundant cabinetry--perfect for hosting or everyday living. Enjoy your

  Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

  82 Maple St, Adams, MA 01220
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  /66

  $2,250,000

  • 5 Beds
  • 6 Baths
  • 5,477 Sq Ft

  1030 West St, Pittsfield, MA 01201

  1030 West is a bespoke family compound on 6 acres between Onota Lake and Pittsfield State Forest, offering refined country living with city convenience. The historic main house, decorated by designer Heidi Caillier and featured in her book Memories of Home, has been thoughtfully renovated with timeless materials - custom cabinetry, marble, limestone, Waterworks fixtures, designer and vintage

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  1030 West St, Pittsfield, MA 01201
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  /43

  $799,000

  • 7 Beds
  • 7 Baths
  • 4,290 Sq Ft

  17 - 23 Linden St, Pittsfield, MA

  Incredible Multi-Unit Investment Opportunity in Downtown Pittsfield!Located just steps from the Barrington Stage Company theater in the heart of the cultural district, this dynamic property includes two fully occupied buildings plus a 4-bay garage, making it a true income-generating powerhouse. With a solid 11.2 cap rate, this is a rare opportunity for both the savvy investor and the live-in

  Michael Castellano Gilcrest Properties

  17 - 23 Linden St, Pittsfield, MA
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  /91

  $2,400,000

  • 2 Beds
  • 6 Baths
  • 2,270 Sq Ft

  200 Easthampton Rd, Westhampton, MA 01027

  Welcome to Starwind Farm, an extraordinary equestrian retreat set on 15.6 stunning acres, bordered by the North Branch of the Manhan River. A dream property for the discriminating horse enthusiast, this 2006 ranch home combines comfort, & functionality in a picturesque country setting. The home's open floor plan features 2 impressive fieldstone fireplaces, a primary en-suite, with direct access

  Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

  200 Easthampton Rd, Westhampton, MA 01027
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  /69

  $2,250,000

  • 4 Beds
  • 4.5 Baths
  • 9,575 Sq Ft

  293 Sandisfield Rd, New Marlborough, MA 01230

  A remarkable example of bespoke craftsmanship spanning over four floors with an indoor swimming pool on nearly 14 private acres. Drive up the winding driveway to be met by a sprawling wood shingled home with rounded turrets and curved windows, a theme that is carried throughout. A grand entryway leads you through to the open plan Kitchen, dining and one of the many living spaces, this one with a

  Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

  293 Sandisfield Rd, New Marlborough, MA 01230
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  /27

  $129,900

  • 2 Beds
  • 1 Bath
  • 1,632 Sq Ft

  425 Barbour St, North Adams, MA 01247

  Unique opportunity in the West end of North Adams. Two bedroom cape situated on an unheard of 2.69 acres and still close to downtown. Abutting Alcombright Athletic Complex with a good portion of the lot offering level and clear space. Inside features original hardwood floors, front/rear porch, a spacious living room, and eat-in kitchen. Don't miss this opportunity to gain some sweat equity or

  Cory Evangelisto NOCHER REALTY

  425 Barbour St, North Adams, MA 01247
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  /23

  $275,000

  • 3 Beds
  • 1 Bath
  • 1,484 Sq Ft

  90 Henderson Rd, Clarksburg, MA 01247

  Renovated 3-bedroom, 1-bath home with bonus room on a spacious corner lot in desirable Clarksburg. Enjoy one-level living with an open-concept kitchen, dining, and living area featuring a wood-burning fireplace. Sliders lead to a bright sunroom overlooking the large yard. Detached garage and shed offer extra storage. Newer septic system. Just down the street from Clarksburg State Park--perfect

  Dante Cellana BURNHAM GOLD REAL ESTATE, LLC

  90 Henderson Rd, Clarksburg, MA 01247
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  /44

  $675,000

  • 4 Beds
  • 4.5 Baths
  • 3,081 Sq Ft

  24 Alpine Trail, Pittsfield, MA 01201

  Welcome to your Berkshire retreat! This spacious 4-bedroom, 5-bath condo at The Pines of Bousquet is a rare corner unit filled with natural light and sweeping views of the bunny ski slope--right in your backyard. Whether you're watching skiers in the winter from your office nook on the second floor, or enjoying peaceful greenery in warmer months from your screened porch, this home offers

  Tanya Shepardson LAMACCHIA REALTY, INC

  24 Alpine Trail, Pittsfield, MA 01201
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  /31

  $249,900

  • 3 Beds
  • 1.5 Baths
  • 1,896 Sq Ft

  116 W Main St, North Adams, MA 01247

  Classic colonial just steps from downtown! Welcome to the timeless 3 bedroom, 1.5 bath colonial offering nearly 1900 sq. ft of character & comfort. Located within walking distance to downtown, this home blends historic charm with everyday convenience. Updates include maple cabinet kitchen, cozy 1/2 bath, formal dining & living rooms, large entry foyer to lead you upstairs to 3 spacious bedrooms

  Deb Trzcinski Steepleview Realty - Mass

  116 W Main St, North Adams, MA 01247
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  /19

  $224,900

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  21 River St, North Adams, MA 01247

  Welcome to this cozy and inviting 2 bedroom, 1 bath bungalow, perfectly located just a short walk from downtown. This home features a bright, heated sun porch-ideal for year-round relaxation-plus a private rear porch perfect for quiet mornings or evening unwinding. Inside you will find a well-appointed bath with corner shower, 2 comfortable bedrooms, wood floors, pellet stove for extra warmth, a

  Deb Trzcinski Steepleview Realty - Mass

  21 River St, North Adams, MA 01247
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  /69

  $2,450,000

  • 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
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  /38

  $2,900,000

  • 5 Beds
  • 2 Baths
  • 3,344 Sq Ft

  136 Main Rd, Westhampton, MA 01027

  Historic Westhampton Treasure! In 1781 Eliza Norton built the Norton Tavern at the top of the hill in Westhampton. The front upstairs of the house was an open air dance hall and the original fiddler's step still remains! In 1860 Warner Bartlett bought the Tavern. He ran the farm until 1920 when Will Fiske bought the homestead and renamed it Outlook Farm and started peddling his farm products,

  Kristin Vevon The Murphys REALTORS®, Inc.

  136 Main Rd, Westhampton, MA 01027
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  /34

  $329,000

  • 3 Beds
  • 1 Bath
  • 1,338 Sq Ft

  643 Old Rd N, Worthington, MA 01098

  Beautifully remodeled ranch style home offering a wonderful OPEN living, dining. and kitchen areal great for relaxing and entertaining staying cozy with the central wood stove all winter. There are 3 bed rooms with the main bed room having a large cathedral ceilinged sun/sitting room attached. This offers a pleasant extra space. The full bath has a walk in and sit down shower with 3 upper windows

  James Molyneux Molyneux Realty

  643 Old Rd N, Worthington, MA 01098
• 

  

  /19

  $775,000

  • 8 Beds
  • 4 Baths
  • 3,192 Sq Ft

  35 Main St, West Stockbridge, MA 01266

  Introducing a beautiful in-town 4-family investment opportunity on the picturesque Main St, offering separate utilities for each unit. With a new roof, fresh paint, and renovations completed in units, 1,2 &3 all in 2023.

  Matt Carlino MACCARO REAL ESTATE

  35 Main St, West Stockbridge, MA 01266
• 

  

  /18

  $300,000

  • 2 Beds
  • 1.5 Baths
  • 1,568 Sq Ft

  25 Taft St, North Adams, MA 01247

  Experience maintenance-free living in this stunning 3-bedroom, 1.5-bath townhouse, meticulously renovated to blend contemporary design with practicality. The open floor plan showcases exposed brick and stunning wood laminate flooring, complemented by energy-efficient stainless-steel appliances that enhance everyday living. Enjoy the convenience of flat, easy parking with a covered carport and

  Gary Fuls Jr RE/MAX Transitions

  25 Taft St, North Adams, MA 01247
• 

  

  /73

  $480,000

  • 4 Beds
  • 2 Baths
  • 2,626 Sq Ft

  855 Massachusetts Ave, North Adams, MA 01247

  Welcome to this stunning Victorian residence where timeless charm meets modern comfort. Nestled on over 3.52 acres of serene land, this 4-bedroom, 2-bathroom home offers more than 2500 square feet of beautiful living space. From the moment you enter the inviting front porch, you'll be drawn into the character and warmth this home exudes. Inside, you'll find spacious rooms filled with natural

  Jessica Rizzo LAMACCHIA REALTY, INC

  855 Massachusetts Ave, North Adams, MA 01247

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