Berkshire County MA Homes for Sale with AC

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  /19

  $610,000

  • 1 Bed
  • 1.5 Baths
  • 1,150 Sq Ft

  520 State Rd Unit 208, North Adams, MA 01247

  Loft 208 at Greylock WORKS is a beautifully proportioned 1BR | 1.5BA + Study Berkshires residence set within the region's most celebrated mill conversion, offering 1,150 SF of refined, light-filled living. With 12.5-foot ceilings, expansive volume, and an elegant L-shaped living and dining area, the home blends the character of the original mill with elevated contemporary detailing to create a

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 798-5680

  520 State Rd Unit 208, North Adams, MA 01247
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  /92

  $689,900

  • 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

  (413) 327-7998

  10 Lillybrook Rd, Pittsfield, MA 01201
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  /50

  $845,000

  • 4 Beds
  • 3.5 Baths
  • 2,955 Sq Ft

  9 Castle Hill Rd, Stockbridge, MA 01262

  Tucked away on a quiet country road just minutes from the heart of historic Stockbridge, this 3.49-acre property pairs timeless New England charm with modern comforts. The star of the show is a beautifully updated red farmhouse with 3 bedrooms and 2.5 bathrooms, set on a sunny, bucolic lot that feels worlds away--yet is moments from downtown.The main house has been thoughtfully renovated,

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 269-8632

  9 Castle Hill Rd, Stockbridge, MA 01262
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  /42

  $2,649,000

  • 6 Beds
  • 6.5 Baths
  • 6,225 Sq Ft

  250 West St, Lenox, MA 01240

  Seconds—not minutes—from Tanglewood’s main gate, this reimagined contemporary estate in Lenox is tucked into a sunlit woodland setting offering rare privacy and unrivaled proximity. Originally built in 2017 and completely updated in 2020, the home features soaring ceilings, rich mahogany and cherry finishes, a chef’s kitchen, and multiple entertaining spaces. The ground-floor primary suite is

  

  Selina Lamb

  Birch Properties

  (413) 423-1264

  250 West St, Lenox, MA 01240
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  /42

  $1,280,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 4.5 Baths
  • 2,691 Sq Ft

  18 Highcrest Rd Unit 20, Lenox, MA 01240

  

  Selina Lamb

  Birch Properties

  (413) 591-5654

  18 Highcrest Rd Unit 20, Lenox, MA 01240
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  /8

  $1,719,000

  • 37 Beds
  • 24 Baths
  • 21,162 Sq Ft

  306 South St, Pittsfield, MA 01201

  Offered as a 7-property portfolio, totaling 21 units, this package includes a mix of multifamily properties and a single-family home with value-add potential. Several units are tenant-occupied, providing immediate income with upside potential, while others units require renovation, allowing investors to implement a phased improvement strategy. The portfolio currently generates an in-place NOI of

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 798-8328

  306 South St, Pittsfield, MA 01201
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  /36

  $297,000

  • 4 Beds
  • 2.5 Baths
  • 2,458 Sq Ft

  83 Williams St, North Adams, MA 01247

  Experience the perfect blend of historic charm and contemporary comfort with this beautifully renovated home, ideally situated near Mass MOCA and the vibrant downtown area. Featuring four spacious bedrooms and a versatile first-floor flex room, along with two and a half baths, this residence is designed for modern living. Enjoy peace of mind with numerous updates that include a new roof, upgraded

  

  Gary Fuls Jr

  RE/MAX Transitions

  (413) 884-5511

  83 Williams St, North Adams, MA 01247
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  /39

  $325,000

  • 12 Beds
  • 3.5 Baths
  • 4,215 Sq Ft

  292 West St, Pittsfield, MA 01201

  This large residential property offers exceptional income potential in a strong Pittsfield rental market. With 12 bedrooms and 3.5 bathrooms, it supports high-capacity occupancy and steady cash flow. The full basement provides extensive storage and includes areas where two former bathrooms once existed, offering a foundation for future updates. A full standing attic adds valuable expansion

  

  Gary Fuls Jr

  RE/MAX Transitions

  (413) 884-5511

  292 West St, Pittsfield, MA 01201
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  /20

  $730,000

  • 1 Bed
  • 1.5 Baths
  • 1,340 Sq Ft

  520 State Rd Unit 309, North Adams, MA 01247

  Loft 309 at Greylock WORKS is a distinctive north-facing 1BR | 1.5BA Berkshires residence with a generously scaled study, offering approximately 1,340 SF of thoughtfully designed living space. Set on the third floor of the region's most celebrated mill conversion, this home is defined by its warm wood ceilings, varied ceiling heights, and refined blend of historic character and modern

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 225-8948

  520 State Rd Unit 309, North Adams, MA 01247
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  /17

  $495,000

  • 1 Bed
  • 1 Bath
  • 990 Sq Ft

  520 State Rd Unit 303, North Adams, MA 01247

  Loft 303 at Greylock WORKS is a beautifully scaled, south-facing 1BR | 1BA Berkshires residence offering 940SF of refined living, complemented by a rare 50 SF private loggia. Set within the region's most celebrated mill conversion, this luminous third-floor home blends the architectural integrity of the original mill with thoughtful, custom architectural finishes.With nearly 12-foot ceilings and

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 300-6283

  520 State Rd Unit 303, North Adams, MA 01247
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  /43

  $445,000

  • 2 Beds
  • 3 Baths
  • 1,814 Sq Ft

  35 Chapman Rd, Pittsfield, MA 01201

  Classic New England farmhouse featuring a charming kitchen with beautiful Berkshire views and an open, inviting layout perfect for entertaining. The 1st floor offers, full bath and convenient laundry hookups, along with 2 living rooms. One ideal for relaxation and the other a perfect home office, playroom, game room. Upstairs, you'll find 2 good sized bedrooms each with their own full bathroom

  

  Laura Arseneau

  PAULA MCLEAN REALTORS INC.

  (413) 323-3512

  35 Chapman Rd, Pittsfield, MA 01201
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  /46

  $1,280,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 4.5 Baths
  • 2,691 Sq Ft

  18 Highcrest Rd, Lenox, MA 01240

  Set within a private enclave of luxury homes just moments from downtown Lenox, this exceptional Berkshires condominium offers a rare combination of refined design, extraordinary privacy, and protected long-range views.Positioned at the far end of the development, the home benefits from owned development rights that safeguard sweeping easterly views of October Mountain and preserve the surrounding

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 319-9976

  18 Highcrest Rd, Lenox, MA 01240
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  /47

  $650,000

  • 5 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

  161 Leona Dr, Pittsfield, MA 01201

  Set in one of Southeast Pittsfield's most desirable neighborhoods, this very sunny and impeccably maintained home offers the perfect balance of gracious living, flexible space, and effortless entertaining. Lovingly cared for by its current owner, the home unfolds with elegant formal rooms, hardwood floors, and a warm wood burning fireplace anchoring the living room. The heart of the home is an

  

  Nick Geranios

  WILLIAM PITT SOTHEBY'S - LENOX

  (413) 570-8931

  161 Leona Dr, Pittsfield, MA 01201
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  /31

  $449,900

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft

  859 Moberg Rd, Becket, MA 01223

  Indian Lakes property with gorgeous lakes two beaches for swimming or kayaking &clay tennis courts. This log sided 3 bedrooms 2bath cabin sits in the Hill towns of Becket, Middle of the Berkshires easy to get to Stockbridge, Gt Barrington 3 ski areas 7 lakes and October State forest.2 new baths and new kitchen with stainless appliances and granite counter tops is ready to show. Cozy up to the

  

  Ginger Conner

  RED HORSE REAL ESTATE, LLC

  (413) 486-5377

  859 Moberg Rd, Becket, MA 01223
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  /11

  $1,176,800

  • 4 Beds
  • 3.5 Baths
  • 2,634 Sq Ft

  411 Churchill St, Pittsfield, MA 01201

  To Be Built Home - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 8.94-acre lot (MLS #248342), featuring a

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 343-4823

  411 Churchill St, Pittsfield, MA 01201
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  /7

  $809,900

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

  403 Churchill St, Pittsfield, MA 01201

  To Be Built - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 2.14-acre lot (MLS # 248343), featuring a private

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 741-2226

  403 Churchill St, Pittsfield, MA 01201
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  /11

  $839,900

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

  407 Churchill St, Pittsfield, MA 01201

  To Be Built Home - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 3.59-acre lot (MLS # 248344), installed

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 475-9767

  407 Churchill St, Pittsfield, MA 01201
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  /23

  $1,340,000

  • 2 Beds
  • 2 Baths
  • 2,110 Sq Ft

  520 State Rd Unit 402, North Adams, MA 01247

  Loft 402 is one of Greylock WORKS' most sought-after residences: a large, south-facing 2BR | 2BA + Study Berkshires loft with soaring 16-foot ceilings, luminous all-day light, and sweeping views of the hills. Set within the region's most celebrated mill conversion, this exceptional home blends architectural authenticity with contemporary design in a way that defines modern Berkshire living.The

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 725-4556

  520 State Rd Unit 402, North Adams, MA 01247
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  /91

  $999,000 Open Sat 10AM - 12PM

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

  8 Northbrook Ln, Pittsfield, MA 01201

  BE THE FIRST TO LIVE IN THIS HOME!!! This thoughtfully designed contemporary home offers quality construction, energy efficiency, and a rare opportunity for customization--without the lengthy build process. Built with comfort and performance in mind, the home features spray-foam insulation in the walls and attic, fiberglass insulation between floors, energy-efficient windows, and Central Air/Heat

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 591-5199

  8 Northbrook Ln, Pittsfield, MA 01201
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  /71

  $5,650,000

  • 11 Beds
  • 10 Baths
  • 9,748 Sq Ft

  25 W Sheffield Rd, Great Barrington, MA 01230

  Tullar Farm represents a rare opportunity to own a piece of history where timeless elegance meets modern comfort amidst the serenity of South Egremont's charming landscape. With its rich architectural heritage, generations of proud stewardship, and unrivaled natural beauty, this distinguished estate stands as a testament to the enduring legacy of its past and the promise of future for generations

  Lauren Molk ELYSE HARNEY REAL ESTATE

  25 W Sheffield Rd, Great Barrington, MA 01230
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  /40

  $4,995,000

  • 5 Beds
  • 5.5 Baths
  • 5,002 Sq Ft

  764 E Hill Rd, New Marlborough, MA 01230

  East Hill Farm offers 227 acres of protected quiet, anchored by an elegant 1798 Georgian Farmhouse. A private hilltop world, protected over generations. Main house: 5 BR, 5.5 BA, 5,000 SF; 5 fireplaces; unusually high ceilings, wide-board floors, antique glass panes, sunroom with long views & upstairs library with high ceilings, and panoramic views. Preservation-level integrity; graceful,

  Chapin Fish William Pitt Sotheby's International Realty

  764 E Hill Rd, New Marlborough, MA 01230
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  /36

  $829,500

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

  15 Orchard Ln, Williamstown, MA 01267

  Very attractive and newly built home ideally located in a popular in-town neighborhood just moments from the heart of town. This stunning new home gleams with solid hardwood floors, stainless steel appliances, and provides the latest in heating, air-conditioning comfort. Boasting over 1,700 square feet of stylish living space, including first floor primary bedroom suite, two additional bedrooms,

  Paul Harsch HARSCH ASSOCIATES

  15 Orchard Ln, Williamstown, MA 01267
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  /69

  $525,900

  • 6 Beds
  • 3 Baths
  • 4,034 Sq Ft

  144 Brombach St, Pittsfield, MA 01201

  Beautiful, spacious 6 bedroom, 3 updated bath, 4000+sf home, custom built and nestled between two lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota Lake in approximately 9 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, fishing, swimming, picnicking and more. Enjoy the convenience of 2 laundry rooms and two updated

  Darcy Reid MOCKINGBIRD REAL ESTATE

  144 Brombach St, Pittsfield, MA 01201
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  /86

  $2,000,000

  • 5 Beds
  • 4.5 Baths
  • 4,842 Sq Ft

  173 Hillsdale Rd, Egremont, MA 01230

  Surrounded on three sides by Nature Conservancy-protected land, 173 Hillsdale Road is one of the most private and extraordinary estates in the Berkshires -- a handcrafted sanctuary where the wilderness is literally your backyard. Moose, deer, bear, fox, and turtles roam master-gardened grounds tended with rare care; fruit trees, a garden pond, mature perennial beds, and lush native plantings make

  Robert Cohen eXp REALTY

  173 Hillsdale Rd, Egremont, MA 01230
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  /59

  $360,000 Open Sat 10:30AM - 12PM

  • 3 Beds
  • 1 Bath
  • 1,875 Sq Ft

  117 Norfolk Rd, New Marlborough, MA 01259

  Nestled in the charming village of Southfield, this inviting 3-bedroom Cape offers the convenience of first-floor living, featuring an updated kitchen that flows into the dining area, first-floor laundry, bathroom, and two bedrooms. Additionally, upstairs, you will find two walk-through rooms and a bonus room, great for storage, or an office. Enjoy the outdoors from the welcoming front

  Jessica Rizzo LAMACCHIA REALTY, INC

  117 Norfolk Rd, New Marlborough, MA 01259
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  /11

  $479,000 Open Sat 12PM - 1PM

  • 3 Beds
  • 3 Baths
  • 1,765 Sq Ft

  107 S Main St, Sheffield, MA 01257

  OPEN HOUSE SAT 4/11 12-2PMStep into history with this iconic property known as ''The Hatfield's,'' a beloved antique landmark in Sheffield. Built in 1793, the original home showcases timeless charm and classic architecture. A late-1990s addition created a flexible two-family layout with a one-bedroom, easily converted back to a spacious 3-bedroom, 3-bath single-family home. Recent updates include

  Judi Panzano HOUSATONIC REAL ESTATE

  107 S Main St, Sheffield, MA 01257
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  /4

  $585,000

  • 4 Beds
  • 2.5 Baths
  • 2,523 Sq Ft

  33 Iroquois St, Lanesborough, MA 01237

  Build to suit. This new ranch construction modular home offers an open concept on a double lot. The home features sun-filled spaces with an open floor plan that is designed to capture Pontoosuc lake and mountain views from the dinning, living & primary bedroom. 4 bedrooms 2.5 baths. Lower level ready for additional finished space. Purchase as specked or chose upgrades to finish home to your

  Matt Jarck WILLIAM PITT SOTHEBY'S - LENOX

  33 Iroquois St, Lanesborough, MA 01237
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  /34

  $564,900 Open Sat 11AM - 1PM

  • 5 Beds
  • 3 Baths
  • 3,656 Sq Ft

  185 Pine Cone Ln, Hinsdale, MA 01235

  Located in a desirable Hinsdale neighborhood, this spacious, well-maintained home offers the perfect blend of comfort, community, & lifestyle. Featuring 3 bedrooms & 2 full bathrooms on the main level. Also includes a finished lower level with an additional living area, 2 more bedrooms, a large walk-in closet, full bathroom, & a walkout from slider, perfect for extended living, guests, or

  Harmony Edwards KELLER WILLIAMS REALTY

  185 Pine Cone Ln, Hinsdale, MA 01235
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  /10

  $114,999

  • 3 Beds
  • 1 Bath
  • 600 Sq Ft

  43 Access Road 4, Plainfield, MA 01070

  3 Bedroom camp with deeded lake rights at Windsor Pond. Ready for the new owner to make it their dreams into reality, needs well & septic, priced to sell

  Sean Taylor MORESI REAL ESTATE PARTNERS

  43 Access Road 4, Plainfield, MA 01070
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  /36

  $1,475,000

  • 1 Bed
  • 2 Baths
  • 1,296 Sq Ft

  481 Shunpike Rd, Sheffield, MA 01257

  A total 41 acres includes a 2nd building lot of 26 acres allowing one to build ones own home with mountain views. A 36x52 work shop. One full time residence and a separate summer studio. Some land does go into New Marlborough. Surrounded by conservation land. Passive solar views facing South and West. Property has been a sculpture park for many years. Trails throughout. Views to Connecticut.

  Suzann Ward HOUSATONIC REAL ESTATE

  481 Shunpike Rd, Sheffield, MA 01257
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  /60

  $449,900 Open Sat 10:30AM - 12PM

  • 3 Beds
  • 5 Baths
  • 2,740 Sq Ft

  21 Kreutzer Rd, Hinsdale, MA 01235

  Step inside to find an inviting ranch-style home set on 15 acres of peaceful, private land, offering the perfect blend of comfort and tranquility. This home offers an EXCEPTIONAL layout, centered around a well appointed kitchen with stone countertops, ample cabinetry, stainless appliances & a kitchen island-blending seamlessly into an oversized family room showcasing a beautiful gas fireplace.

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  21 Kreutzer Rd, Hinsdale, MA 01235
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  /46

  $749,000

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

  360 Housatonic St, Lenox, MA 01240

  Lenox MA Colonial on 0.92 acres with 4 bedrooms, 2.5 baths, and 2,184 sq ft of well maintained living space. This move in ready Berkshire home features a spacious eat-in kitchen, formal dining room, bright living room with wood floors, and a screened porch overlooking the yard. Enjoy outdoor living with two decks, a paver patio with BBQ area, and beautiful perennial gardens. Upstairs offers four

  Samantha Homeyer BIRCH PROPERTIES

  360 Housatonic St, Lenox, MA 01240
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  /28

  $290,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  145 Jason St, Pittsfield, MA 01201

  Move-In Ready Ranch on Desirable Corner LotWelcome to this beautifully updated 960 sq. ft. ranch, ideally situated on a spacious corner lot in a welcoming, family-friendly neighborhood. Offering true one-level living, this home is the perfect blend of comfort & efficiency.Step inside to a sun-filled living room with large front windows & built-in shelving, creating a warm & inviting space to

  Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

  145 Jason St, Pittsfield, MA 01201
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  /27

  $385,000

  • 6 Beds
  • 6 Baths
  • 2,260 Sq Ft

  37 Melville St, Pittsfield, MA 01201

  Six unit multi-family investment property located in the heart of downtown Pittsfield. Located footsteps from shopping, restaurants, an more!. Includes six studio apartments, vinyl siding, and separate electricity for each unit.

  Cory Evangelisto NOCHER REALTY

  37 Melville St, Pittsfield, MA 01201
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  /28

  $1,250,000

  • 14 Beds
  • 14 Baths
  • 9,928 Sq Ft

  40 Reed St, Pittsfield, MA 01201

  14 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, and the Colonial Theater. Classic brick exterior and excellent off street parking. All units feature one bedroom and separate utilities. Coin-op laundry located on site for additional income.

  Cory Evangelisto NOCHER REALTY

  40 Reed St, Pittsfield, MA 01201
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  /40

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  153 Sherwood Dr, Pittsfield, MA 01201

  Stunning Updated Colonial on Private Cul-De-SacWelcome home to this meticulously maintained 3-bedroom, 2-full bathroom Colonial, perfectly situated on a quiet cul-de-sac. This home seamlessly blends classic charm with a long list of modern, high-value upgrades.Step inside to find gleaming hardwood floors throughout the entire home. The heart of the house is a beautiful chef's kitchen featuring

  Timothy Johnson NOCHER REALTY

  153 Sherwood Dr, Pittsfield, MA 01201
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  /29

  $1,024,000

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

  97 Brush Hill Rd, Great Barrington, MA 01230

  On 2.65 private acres in the Berkshires this fully renovated 4-BR 3-bath home offers a rare combination of modern luxury w/ direct access to nature. $650K + in renovations have transformed the property into a turnkey retreat for full-time living or a seasonal escape. The outdoor space features private hiking trails, a wraparound deck, upper balcony, a large upper patio & a newly resurfaced

  David White OwnerEntry.com

  97 Brush Hill Rd, Great Barrington, MA 01230
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  /50

  $935,000

  • 4 Beds
  • 2.5 Baths
  • 2,631 Sq Ft

  20 Cooper Rd, Great Barrington, MA 01230

  The mid-century retreat you've been waiting for. This classic home sits on over 4 private acres, delivering the ultimate Berkshire lifestyle with a bright, open floor plan and two cozy fireplaces. With 4 bedrooms, 3 baths, a large office, and a sun room looking overlooking your oasis, the layout offers perfect flexibility for guests or remote work. Outside, your private resort features a heated

  Tony Segalla WILLIAM RAVEIS - BERKSHIRE

  20 Cooper Rd, Great Barrington, MA 01230
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  /15

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,030 Sq Ft

  37 Corey Rd Unit 812, Hancock, MA 01237

  Discover the perfect mountain retreat in this beautifully maintained 2-bedroom, 2 full bath condo offering 1,030 square feet of comfortable living space. Ideally located just moments from the ski slopes, this home is a dream for outdoor enthusiasts and year-round adventurers.Enjoy easy access to a wide range of community amenities, including a heated pool, tennis courts, and beautifully

  Kevin Moderski JIMINY REALTY

  37 Corey Rd Unit 812, Hancock, MA 01237
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  /30

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,588 Sq Ft

  2 Walnut St, Great Barrington, MA 01230

  4 bed / 2 bath Cape - clean, modern kitchen, 2 bedrooms and 1 full bath on first floor - great for those getting tired of stairs! Upstairs has been renovated into an additional 2 bed / full bath. Newer roof.

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  2 Walnut St, Great Barrington, MA 01230

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