Berkshire County MA Homes for Sale with Garage

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  /45

  $450,000

  • 4 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  17 Kittredge Rd, Pittsfield, MA 01201

  This well-cared-for colonial home has been cherished by the same owners for over seven decades and is ready to welcome its next chapter. The first floor offers a spacious layout with a large kitchen, dining room with access to a seasonal porch, a living room featuring a wood-burning fireplace, a family room with half bath, and a four-season sunroom surrounded by windows overlooking the backyard.

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  17 Kittredge Rd, Pittsfield, MA 01201
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  /52

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 2,438 Sq Ft

  196 South St, Williamstown, MA 01267

  A remarkable offering of this restored 18th century Georgian home built in 1764 on almost 4 acres with the possibiilty of an additional building site as part of the listing price; with an early barn and shed opposite the Clark Art Institute. Once located on Main St where the College President's house now sits, it was moved by oxen to its current location in 1800. (RRBrooks.)Restoration efforts

  Carolyn Umlauf HARSCH ASSOCIATES

  196 South St, Williamstown, MA 01267
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  /30

  $560,000

  • 4 Beds
  • 2 Baths
  • 3,087 Sq Ft

  490 Kirchner Rd, Dalton, MA 01226

  Nestled on a serene private 5.52 -acre lot with a picturesque brook running through, this beautifully updated brick ranch offers the perfect blend of comfort, style, and nature. Located in desirable Dalton, this home features 4 spacious bedrooms with a versatile office space ideal for remote work -- and 2 full bathrooms. Step into the heart of the home with a chef's kitchen with stunning granite

  Debra Goddeau ASHMERE REALTY, INC.

  490 Kirchner Rd, Dalton, MA 01226
• 

  

  

  /30

  $478,000

  • 5 Beds
  • 2 Baths
  • 3,062 Sq Ft

  103 Holmes Rd, Hinsdale, MA 01235

  The Woolen House stands as a rare piece of prestigious Hinsdale history. Once the home of the Woolen Mill superintendent, it has been fully reimagined for modern living. The craftsmanship is unmistakable: original woodwork, 16 inch brick construction, and a sense of permanence rarely found today. Inside, five bedrooms, two full bathrooms, a spacious laundry, and a versatile first floor room offer

  Laura Stevens KELLER WILLIAMS REALTY

  103 Holmes Rd, Hinsdale, MA 01235
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  /60

  $1,250,000

  • 3 Beds
  • 2.5 Baths
  • 2,204 Sq Ft

  905 West Rd, Great Barrington, MA 01230

  Welcome to Serenity Hill.This 1994 Cape style home captures the timeless charm of the Berkshires from the moment you arrive. At the entrance, stately stone pillars and a classic stone wall offer a graceful welcome, setting the tone for the calm, natural beauty that defines life in the Berkshires. Located on the border of Great Barrington, this Sheffield home is on a peaceful, quiet country road.

  William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  905 West Rd, Great Barrington, MA 01230
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  /61

  $365,000

  • 4 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  25 Calumet St, Pittsfield, MA 01201

  This well-loved home offers 4 bedrooms and 1.5 baths on a very large lot with beautiful open views. A classic enclosed front porch welcomes you inside, where old-world molding, window seats, hardwood floors, and handsome laminate flooring add warmth and character throughout.The spacious kitchen is fully applianced and features plenty of cabinetry, flowing into a separate breakfast/dining room

  Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

  25 Calumet St, Pittsfield, MA 01201
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  /68

  $1,350,000

  • 5 Beds
  • 4.5 Baths
  • 4,948 Sq Ft

  65 Crofut St, Pittsfield, MA 01201

  Designed in 1929 by noted architect Henry Seaver (Berkshire Museum, Lenox Town Hall), this distinguished Georgian Colonial was once the centerpiece of Pittsfield's social scene. The home preserves exquisite 18th-century details - mantels, wainscoting, and finely crafted woodwork salvaged from two of the city's earliest residences, making it a living piece of Berkshire history. Set back on 2.5

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  65 Crofut St, Pittsfield, MA 01201
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  /11

  $395,000

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  1089 Canaan Southfield Rd, Southfield, MA 01259

  An enchanting parcel of land with a 2 Bedroom Ranch, in need of updates and cosmetics. The land is beautiful, 7.87 acres, with the house nicely sited up on the knoll. So much potential! There is an attached garage and full basement.The septic design is available and estimate is in hand. Being sold ''as is'', will escrow funds for the septic. A worthwhile project in a private, natural setting.

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  1089 Canaan Southfield Rd, Southfield, MA 01259
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  /95

  $13,500,000

  • 7 Beds
  • 9 Baths
  • 10,429 Sq Ft

  30 East Rd, West Stockbridge, MA 01266

  Majestic 71 acre Tudor Estate atop Tom Ball Mountain in the quaint hamlet of Alford, MA. Enjoy total privacy and breathtaking views from nearly every room. The main house features 5 en-suite bedrooms, a gourmet kitchen, formal living and dining rooms, den, family room, gym, billiard room and massage room. A separate 2-bedroom guest house offers beamed ceilings and full amenities. Manicured

  Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  30 East Rd, West Stockbridge, MA 01266
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  /58

  $4,995,000

  • 7 Beds
  • 8 Baths
  • 13,261 Sq Ft

  319 Under Mountain Rd, Lenox, MA 01240

  Pine Needles.Built circa 1900 as a Berkshire ''cottage'' in the era of grand summer estates, this historic property blends the dignity of Colonial Revival architecture with the relaxed elegance of an Italian villa and the artisanal detail of the Arts & Crafts movement. Sited on 80 private acres just minutes from the heart of Lenox, the estate offers breathtaking southern views, rolling forest,

  Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  319 Under Mountain Rd, Lenox, MA 01240
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  /37

  $699,000

  • 3 Beds
  • 2.5 Baths
  • 1,828 Sq Ft

  92 Hancock Rd, Williamstown, MA 01267

  Don't miss a rare opportunity to own this charming ranch-style home nestled in the tranquil countryside of South Williamstown. Set on over three picturesque acres with almost 900 feet of frontage on the scenic Green River, this spacious 3-bedroom, 2.5-bath home offers the perfect blend of comfort and privacy, yet conveniently just 5 miles from Williams College and Spring Street. Inside, you'll

  Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

  92 Hancock Rd, Williamstown, MA 01267
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  /46

  $495,000

  • 3 Beds
  • 1.5 Baths
  • 1,732 Sq Ft

  399 State Rd, Richmond, MA 01254

  Set on over 10 private acres along centrally located State Road this 3 bedroom 1.5 bath Cape offers the perfect blend of convenience and privacy. Enjoy mountain views, a spacious backyard ideal for recreation, gardening, horses or hobby farm. Inside, the home features a traditional Cape layout with comfortable living spaces and a flexible floor plan ready to make your own. Whether you're looking

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  399 State Rd, Richmond, MA 01254
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  /40

  $389,000

  • 3 Beds
  • 2 Baths
  • 1,618 Sq Ft

  212 Highland St, Housatonic, MA 01236

  Indulge in the picturesque ''ski season'' at this charming New England farmhouse. Immerse yourself in a comfortable space with a ski boot/mudroom entryway and a cozy wood stove for post-ski relaxation. Situated on a corner lot, this 3 bed/2 bath offers a rocking chair-front porch, private rear courtyard, 1 car garage. 1st floor features a spacious living room with wood floors, a primary bedroom,

  Lori Rose STONE HOUSE PROPERTIES, LLC

  212 Highland St, Housatonic, MA 01236
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  /33

  $239,900

  • 3 Beds
  • 1 Bath
  • 1,312 Sq Ft

  6 Meadow Ln, Adams, MA 01220

  Come home for the Holidays! Classic Cape style home with some modern upgrades. Located just a stone's throw from downtown Adams, this 3-bedroom, 1-bathroom home has been meticulously updated to offer a turnkey lifestyle. Including solar lowering utility costs, natural gas high eff boiler and water heater combo, architectural shingled roof, most vinyl windows. Stainless steel appliances fill the

  Jason Nocher NOCHER REALTY

  6 Meadow Ln, Adams, MA 01220
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  /35

  $369,900

  • 4 Beds
  • 1.5 Baths
  • 1,532 Sq Ft

  211 Hancock Rd, Pittsfield, MA 01201

  Colonial home with 4 bedrooms, 1.5 baths, fenced-in backyard and attached garage, located on a corner lot, within walking distance to Pontoosuc Lake, a motor-boat lake that is great for swimming, fishing and canoeing. It is a lovely place with picnic tables and a boat ramp! The property offers an inviting front porch leading to a great first floor layout , featuring living room with wood burning

  Angela Walker LAMACCHIA REALTY, INC

  211 Hancock Rd, Pittsfield, MA 01201
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  /8

  $1,269,000

  • 6 Beds
  • 4 Baths
  • 3,334 Sq Ft

  1574 Pleasant St, Lee, MA 01260

  Ashley Rose NON-MEMBER / RECIPROCAL

  1574 Pleasant St, Lee, MA 01260
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  /41

  $889,000

  • 4 Beds
  • 2.5 Baths
  • 2,114 Sq Ft

  11 Prospect St, Great Barrington, MA 01230

  Situated on Great Barrington's highly sought after neighborhood of 'The Hill', 11 Prospect delivers on style, convenience and of course, location! This four bedroom home with two and a half baths over three floors and hardwood floors throughout, offers lots of room for family and friends. An oversized screened in porch, attached two car garage and a finished basement are just some of the 'must

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  11 Prospect St, Great Barrington, MA 01230
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  /24

  $279,900

  • 3 Beds
  • 1.5 Baths
  • 1,444 Sq Ft

  28 Jayne Ave, Pittsfield, MA 01201

  In a very desirable neighborhood sits this charming ranch with 3 bedrooms, 1.5 baths, and fully fenced yard.Enter through the garage to a generous mudroom, then into the family room with oak floors and sliding doors open to the spacious deck and yard. The dining room connects seamlessly to the birch cabinet kitchen, and French doors lead to a cozy living room with a gas fireplace, perfect for

  Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

  28 Jayne Ave, Pittsfield, MA 01201
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  /64

  $1,900,000

  • 6 Beds
  • 6 Baths
  • 4,200 Sq Ft

  71 & 73 Blunt Rd, Egremont, MA 01230

  A Truly Inspired Berkshire RetreatThe perfect home to relax, create, and be inspired! This remarkable Egremont property offers an exceptional combination of luxury, comfort, and creativity--far beyond anything else on the market.The main house features three spacious bedrooms and three full baths, with radiant in-floor heat beneath reclaimed ancient teak floors. The first-floor primary suite

  Ryan Lane GILCREST PROPERTIES

  71 & 73 Blunt Rd, Egremont, MA 01230
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  /40

  $729,000

  • 3 Beds
  • 2.5 Baths
  • 1,760 Sq Ft

  81 Castle Hill Ave, Great Barrington, MA 01230

  With its excellent curb appeal, charm and location, this property delivers! The inviting exterior exudes timeless appeal, while the sun-drenched three season porch provides an ideal space to relax and enjoy the southeastern mountain views.. Inside, warm and flexible living spaces, a cozy fireplace, a bright & sunny dining nook with skylight, and other rooms that easily adapt to your lifestyle

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  81 Castle Hill Ave, Great Barrington, MA 01230
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  /55

  $1,490,000

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft

  5 Glendale Rd, Stockbridge, MA 01262

  ''Best of Berkshire Living: Gardens, Grand Trees & Income-Ready Guest Cottage''Between the Rockwell Museum and Botanical Garden, minutes from Tanglewood, this nearly 4-acre Berkshire property offers two distinct homes surrounded by heirloom trees and landscaped gardens. The 4BR, 2BA main house features a first-floor primary suite with sunroom, spacious living areas, and central A/C. The charming

  Martha Piper THE KINDERHOOK GROUP

  5 Glendale Rd, Stockbridge, MA 01262
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  /56

  $1,395,000

  • 4 Beds
  • 2 Baths
  • 2,058 Sq Ft

  45 Swamp, West Stockbridge, MA 01266

  1950s retro home, rich with family history, situated on 30+ acres of land & offering expansive westerly views & gentle sloping fields. Pathways lead to Shaker Mill Pond & Cone Brook which run the entire length of the property. Interior features include 2 BRs, office & full bath on the main level, 2 BRs & full bath on the second floor, a quaint kitchen, & living room. Additionally, a fully heated

  Paige Paluch LANCE VERMEULEN RE, INC

  45 Swamp, West Stockbridge, MA 01266
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  /31

  $945,000

  • 2 Beds
  • 2 Baths
  • 1,620 Sq Ft

  18 Creamery Rd, Great Barrington, MA 01230

  Nestled on 6.6 peaceful acres, this beautifully renovated country Cape offers exceptional privacy just minutes from town. Set well back from the road, the home enjoys a quiet, convenient location surrounded by mature trees and gardens.Inside, a spacious dining room features a striking stone fireplace, while the large living room showcases wood floors that extend throughout. Every detail has been

  Allison Rada STONE HOUSE PROPERTIES, LLC

  18 Creamery Rd, Great Barrington, MA 01230
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  /38

  $695,000

  • 3 Beds
  • 3 Baths
  • 1,991 Sq Ft

  483 Home Rd, Great Barrington, MA 01230

  A Berkshire dream home! Nestled in a quiet private setting to enjoy the outdoors. This 3 bedroom 3 full bath home is empty and ready to go. Great lighting nice open kitchen dining/living area. Additional room can be used as a den or 1st floor bedroom. Wood stove insert for chilly fall nights while enjoying your 3 seasoned screened porch. Oversized 2 car garage. Full basement could be completed as

  Suzann Ward HOUSATONIC REAL ESTATE

  483 Home Rd, Great Barrington, MA 01230
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  /60

  $5,475,000

  • 5 Beds
  • 8 Baths
  • 9,400 Sq Ft

  Unlisted Address

  Nestled in the heart of Alford, Massachusetts, this extraordinary 35.6-acre Berkshire County estate offers unparalleled privacy with sweeping western Catskill Mountain views and direct access to conservation land. The impressive 9,400 sq ft main residence, built in 2003 and comprehensively updated beginning in 2020, features 4 bedrooms, 5 full baths, and resort-caliber amenities throughout its

  Elyse Morris ELYSE HARNEY REAL ESTATE

  Unlisted Address
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  /29

  $892,500 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft

  14 Orchard Ln, Williamstown, MA 01267

  Striking Contemporary-Brand New Construction in a prime in-town location tucked away on a peaceful cul-de-sac just moments from the heart of town, this stunning new construction offers the rare combination of modern living within a well-established, highly desirable neighborhood. Originally a modest single-level home, this property has been thoughtfully reimagined and meticulously expanded over

  Paul Harsch Harsch Associates

  14 Orchard Ln, Williamstown, MA 01267
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  /35

  $349,000

  • 3 Beds
  • 1.5 Baths
  • 1,247 Sq Ft

  60 Franklin St, Dalton, MA 01226

  Charming 3-Bedroom Home in a Desirable Neighborhood - Move-In Ready! Welcome to this beautifully maintained 3-bedroom, 1.5-bath home nestled in a quiet, friendly neighborhood. From the moment you step inside, you'll be impressed by the warmth of the hardwood floors and the natural light that fills the living spaces. The heart of the home is the spacious kitchen, featuring plenty of cabinetry,

  Kim Burnham

  60 Franklin St, Dalton, MA 01226
• 

  

  /48

  $389,000

  • 3 Beds
  • 1 Bath
  • 1,413 Sq Ft

  2801 State Rd, Richmond, MA 01254

  You'll feel right at home in this charming Richmond farmhouse, just minutes from West Stockbridge center and close to everything the Berkshires has to offer. Set on two beautiful, private acres in the historic Richmond Furnace district, this three-bedroom house blends New England charm with modern amenities, including energy-efficient solar panels, newer appliances, and Buderus boiler. The main

  Stephen Daoust STONE HOUSE PROPERTIES, LLC

  2801 State Rd, Richmond, MA 01254
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  /6

  $70,000

  • 12 Beds
  • 5 Baths
  • 4,032 Sq Ft

  48 Brown St, Pittsfield, MA 01201

  Opportunity knocks! This 4-family property has suffered significant fire damage and is being sold as-is for land value. Ideal tear down project with endless redevelopment potential. The lot includes a detached garage and offers ample space for new construction. Bring your vision and rebuild in a growing area with strong rental demand. Cash or construction financing only. All offers considered.

  Xavier Cruz Fathom Realty

  48 Brown St, Pittsfield, MA 01201
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  /48

  $600,000

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  770 Summer St Unit 5D, Lee, MA 01238

  Welcome to 5D Lakeside at Foxhollow - a beautifully updated 3-bedroom, 3-full-bath condo offering the perfect blend of modern comfort and classic Berkshire charm.Enjoy seasonal views of sparkling Laurel Lake from your enclosed summer porch, the ideal spot for morning coffee or evening gatherings. Inside, you'll find a thoughtfully updated kitchen and baths, a cozy wood-burning fireplace, and

  Paula McLean PAULA MCLEAN REALTORS INC.

  770 Summer St Unit 5D, Lee, MA 01238
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  /27

  $449,000

  • 3 Beds
  • 2.5 Baths
  • 1,368 Sq Ft

  2 Rose Ct W Unit B-1, Great Barrington, MA 01230

  EXCEPTIONAL CORNER UNIT! Bright and inviting 3 Bedroom, 2.5 Bath town house offering the perfect place to live, in the heart of Great Barrington. Designed for comfort & style, these light filled rooms showcase a beautiful distant mountain view. With the warmth of wood floors throughout, the spacious open plan is perfect for entertaining, and a new HVAC system has been added for year round

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  2 Rose Ct W Unit B-1, Great Barrington, MA 01230
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  /16

  $1,800,000

  • 40 Beds
  • 20 Baths
  • 30,000 Sq Ft

  15 East St, Stockbridge, MA 01262

  Located in a Sngle Family zoned area on a desirablle, private parcel consisting of nine total buildings with an in-ground pool amongst other amenities. Property is available for sale, lease or equity investment by new partners. This is an amazing property on the border of Stockbridge and Lenox with close proximity to Albany / Hartford / I-91. Many opportunities for possible hotel, B&B, family

  Tim Damon Mercury Real Estate

  15 East St, Stockbridge, MA 01262
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  /36

  $388,000

  • 3 Beds
  • 1.5 Baths
  • 1,386 Sq Ft

  2010-2012 Clayton Mill River Rd, New Marlborough, MA 01259

  Nestled in the foothills of beautiful Southern Berkshires this turn key 3 bed 1.5 ba home is flanked on its eastern & western boundaries by protected farmland. Historic Southfield Village & nearby surrounds offers a variety of venues for dining on farm to table fare, a myriad of cultural events, nearby shopping, public & private schools. Kayak, fish & play in our many lakes, rivers & streams.

  Brenda McLean WILLIAM PITT SOTHEBY'S - SALISBURY

  2010-2012 Clayton Mill River Rd, New Marlborough, MA 01259
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  /55

  $649,000

  • 5 Beds
  • 2.5 Baths
  • 2,750 Sq Ft

  168 Main St, Sheffield, MA 01257

  Historic village living at its finest. This expansive Turn-of-the-Century Sheffield home is rich with original detail, from its warm wood floors to a magnificent fieldstone fireplace. The property boasts a large, private yard, offering ample space for gardening, recreation, or outdoor entertainment. A substantial barn on the property provides excellent potential for a workshop, studio, or extra

  Tony Segalla LANCE VERMEULEN RE, INC

  168 Main St, Sheffield, MA 01257
• 

  

  /19

  $550,000

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

  15 W Stockbridge, Stockbridge, MA 01262

  The ideal Berkshire escape can be yours. Prime location between historic Stockbridge & vibrant West Stockbridge, minutes to Tanglewood. This turnkey 4-bed, 3-bath home is a sanctuary of light where thoughtful upgrades ensure peace of mind. Key systems are new: a lifetime metal roof, 3 year old re-engineered and designed septic, high-efficiency Buderus boiler, and oversized windows that connect

  C. Ethan Watt WILLIAM PITT SOTHEBY'S - SALISBURY

  15 W Stockbridge, Stockbridge, MA 01262
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  /43

  $585,000

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

  214 Mohawk Trail, Florida, MA 01247

  Berkshire County log home on 10 acres affording big sky views. Gaze at Mt Greylock State Reservation from one of your four outdoor gathering spaces including the hot tub or rustic fire pit steps from the 760+ ft of unfinished space in the walkout lower level. Multiple heat pumps for your heating and cooling needs with a back up propane fired hot water boiler heating system offering radiant heat.

  Jeffrey Loholdt WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  214 Mohawk Trail, Florida, MA 01247
• 

  

  /58

  $469,000

  • 3 Beds
  • 2.5 Baths
  • 1,890 Sq Ft

  134 Oak Hill Rd, Pittsfield, MA 01201

  Welcome home to this warm and inviting property set in a quiet and desirable Pittsfield neighborhood. With a comfortable flow and plenty of space for gathering, this home is ideal for entertaining and spending time with loved ones, especially as we head into the winter months. Inside, you'll find 3 bedrooms, 2 full baths, and 1,890 sq. ft. of well-designed living space. The cozy downstairs living

  Abbie West GELINAS REAL ESTATE

  134 Oak Hill Rd, Pittsfield, MA 01201
• 

  

  /42

  $1,495,000 New Construction

  • 5 Beds
  • 4 Baths
  • 4,200 Sq Ft

  4 Thrushwood Ln, Great Barrington, MA 01230

  Embrace the epitome of Berkshires luxury in this newly constructed residence, poised on a serene cul-de-sac with community pool privileges. Spanning an impressive 4,200 square feet, this home is a stone's throw from the bustling heart of Great Barrington. Step under the elegant covered portico and into the grandeur of a cathedral great room, where a cascade of natural light streams through

  Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  4 Thrushwood Ln, Great Barrington, MA 01230
• 

  

  /37

  $384,900

  • 3 Beds
  • 1.5 Baths
  • 2,061 Sq Ft

  240 Kirchner Rd, Dalton, MA 01226

  Step inside and you'll be welcomed by a warm, cabin-like feel featuring wood-beamed ceilings and walls, gleaming hardwood floors, and a cozy wood stove in the open-concept living and dining area. The kitchen is complete with maple cabinetry and plenty of storage, making it as functional as it is inviting. With 2-3 bedrooms and 1.5 baths, this single-level home is designed for easy living. An

  Nancy Bush Brooks SIGNATURE ASSOCIATES

  240 Kirchner Rd, Dalton, MA 01226
• 

  

  /24

  $395,000

  • 3 Beds
  • 1 Bath
  • 1,052 Sq Ft

  910 N Hoosac Rd, Williamstown, MA 01267

  The Charm and Style of an 1850's post and beam colonial masterfully blended with the updated comfort and appeal of a tasteful 1990's complete renovation. Quaint, charming, cozy, comfortable, efficient, inviting...we could easily add another ten or twenty complimentary descriptive words to paint the attractive qualities of this historic house. Just over 1,000 square feet total, this charmer has it

  Carolyn Umlauf HARSCH ASSOCIATES

  910 N Hoosac Rd, Williamstown, MA 01267

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