Berkshire County MA Homes for Sale

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  /30

  $895,000

  • 3 Beds
  • 2.5 Baths
  • 2,218 Sq Ft

  200 Vanna #3 Old Stockbridge Rd, Stockbridge, MA 01262

  Welcome to The Vanna Building at Winden Hill. First time to the market in nearly thirty years this is an excuisite example of Period living. This sun drenched Condo has 12 ft high ceilings, original marble fireplaces and uninterupted SW views as far as the eye can see. The first floor comprises of the extra large living room, dining room and kitchen, laundry and half bath. There are three

  Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

  200 Vanna #3 Old Stockbridge Rd, Stockbridge, MA 01262
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  /3

  $35,000

  • Land
  • 17,424 Sq Ft
  • $87,500 per Acre

  90 Jones Ave, Pittsfield, MA 01201

  Looking for land in West Pittsfield for your new build? This vacant lot is one of three contiguous lots located on Jones and Stearns Ave. All have public water and sewer available. The lots are zoned residential. Listed below assessed value!

  Erin Vincent BISHOP WEST REAL ESTATE

  90 Jones Ave, Pittsfield, MA 01201
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  /7

  $30,000

  • Land
  • 1.98 Acres
  • $15,151 per Acre

  0 Mountain Pasture Rd Unit 243661, Becket, MA 01223

  Discover your slice of serenity on nearly 2 acres of picturesque wooded land, ideally situated for your dream vacation retreat or primary residence. Nestled along a tranquil privately maintained dirt country road, just a short distance from Route 8, this property offers the perfect blend of seclusion and accessibility.Imagine building your escape amidst the natural beauty of the Berkshires, with

  Samantha Homeyer BIRCH PROPERTIES

  0 Mountain Pasture Rd Unit 243661, Becket, MA 01223
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  /20

  $225,000

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

  16 Albert St, Adams, MA 01220

  Don't miss this fantastic investment opportunity. This well located multi-family property features two units, each offering 3 bedrooms, full bath making it ideal for both owner-occupants and investors alike.Large yard so both units have their own space.Perfectly situated directly along the Ashuwillticook Rail Trail, outdoor enthusiasts will love having direct access to miles of scenic biking,

  Michelle Picard NOCHER REALTY

  16 Albert St, Adams, MA 01220
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  /36

  $495,000

  • 3 Beds
  • 1.5 Baths
  • 1,376 Sq Ft

  11 Lawton St, Lenox, MA 01240

  Set just moments from downtown Lenox, this charming New England farmhouse blends classic character with thoughtful modern updates. From the moment you arrive, the home's inviting presence and timeless appeal set the tone for what's inside.The recently renovated kitchen serves as the centerpiece of the home, beautifully designed with quartz countertops and all new appliances--perfectly opened to

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  11 Lawton St, Lenox, MA 01240
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  /22

  $835,000

  • 25 Beds
  • 12 Baths
  • 18,402 Sq Ft

  40 Pecks Rd, Pittsfield, MA 01201

  Don’t be late for this redevelopment opportunity! 18,000 Sqft on 1.1 Acres. Structurally sound property offers a rare opportunity to transform a historic space into a vibrant new community. Preliminary estimates suggest the potential for 12 residential units, with ample room for parking and green space. Featuring solid brick construction. Expansive windows, high ceilings, and open floor plans,

  Xavier Cruz Fathom Realty

  40 Pecks Rd, Pittsfield, MA 01201
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  /14

  $119,000

  • Land
  • 1.17 Acres
  • $101,710 per Acre

  2 Terra Ferma Dr, Egremont, MA 01230

  Build your dream home on Terra Ferma Drive--arguably the best dead-end road in the Berkshires. Located in Egremont and just a short drive to South Egremont village, Great Barrington, and Catamount Ski Area, this is the ideal location to stake your ground. The road hosts a quiet neighborhood that leads directly to state hiking trails, putting the outdoors just steps from your door. The lot is

  Tony Segalla WILLIAM RAVEIS - BERKSHIRE

  2 Terra Ferma Dr, Egremont, MA 01230
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  /62

  $2,495,000

  • 5 Beds
  • 3.5 Baths
  • 6,254 Sq Ft

  84B N Undermountain Rd, Egremont, MA 01230

  Nestled on the top of a hill overlooking rolling meadows, this exceptional property boasts over 30 acres of stunning natural beauty, with panoramic 360-degree views that will take your breath away. A true oasis of tranquility, this estate offers the ultimate in luxurious country living. The grand foyer invites you into this warm, inviting home. With over 6,000 square feet of living space, it

  Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

  84B N Undermountain Rd, Egremont, MA 01230
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  /29

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft

  94 1st St, Dalton, MA 01226

  A DARLING DALTON HOMEDiscover this solid 3-bedroom, 2-bathroom home located in a popular Dalton neighborhood. Featuring ''good bones'' and with all the heavy lifting already complete, this property represents a fantastic opportunity. Recent updates include a brand-new boiler, newer windows, a newer roof, low-maintenance vinyl siding, and a durable Trex deck. The interior offers the convenience of

  Rhonda Cyr LAMACCHIA REALTY, INC

  94 1st St, Dalton, MA 01226
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  /33

  $379,000

  • 5 Beds
  • 4 Baths
  • 3,727 Sq Ft

  39 Bartlett Ave, Pittsfield, MA 01201

  Introducing 39-41 Bartlett Avenue, a classic three-family Victorian in the heart of Pittsfield, offering a fantastic investment opportunity. This fully occupied property provides immediate income potential and features separate natural gas utilities for each unit. The home boasts vinyl siding and replacement windows, combining classic charm with practical updates. Ideally situated just moments

  Jessica Rizzo LAMACCHIA REALTY, INC

  39 Bartlett Ave, Pittsfield, MA 01201
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  /7

  $329,000

  • Land
  • 19.73 Acres
  • $16,675 per Acre

  0 Hayes Hill Rd Unit 247870, New Marlborough, MA 01244

  Just shy of 20 acres. Make your way to the top for views, you won't be disappointed. An abundance of wildlife, and not a building in sight. Come take a look and make this your Berkshire retreat!

  Lawrence Reilly THE KINDERHOOK GROUP

  0 Hayes Hill Rd Unit 247870, New Marlborough, MA 01244
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  /44

  $1,800,000

  • 5 Beds
  • 3.5 Baths
  • 3,768 Sq Ft

  307 Stanley Rd, Otis, MA 01253

  Welcome to this Berkshire Waterfront Paradise! With amazing lake and sunset views this home has it all. Five bedrooms all with lake views. Your family and friends will find the total relaxation the Berkshires can offer. Whether it's a swim, paddle, fishing or a water ski on the lake it's all just steps out the door. The beautiful stone fireplace sores to compliment this open space and provides a

  David St. Laurent BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS OTIS

  307 Stanley Rd, Otis, MA 01253
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  /28

  $564,900

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft

  15 Martin Ave, Lee, MA 01238

  Well-maintained 3-bedroom, 2.5-bath ranch offering over 1,800 sq ft of comfortable living space. This home features a spacious upper-level bonus room with a fireplace, perfect for a family room, office, or entertaining space. The main level offers a functional layout with bright living areas and three bedrooms, providing flexibility for a variety of uses. A finished basement adds even more living

  Jesse Dimitropolis RE/MAX COMPASS

  15 Martin Ave, Lee, MA 01238
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  /14

  $629,000

  • 4 Beds
  • 2 Baths
  • 1,842 Sq Ft

  44 Russell St, Great Barrington, MA 01230

  A Rare Find: This lovely Victorian is waiting for a new family. Currently a two family but can be converted to a single family. Lovely Woodwork and it even has a pocket door. Close to restaurants and entertainment. Call today for a showing.

  Kathleen Hopkins CARRIAGE HOUSE REAL ESTATE

  44 Russell St, Great Barrington, MA 01230
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  /14

  $160,000

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft

  37 Corey Rd Unit 521, Hancock, MA 01237

  At the base of Jiminy Peak, skiing is just steps from your door in one of these one bedroom all suites' condominiums with kitchens that offer the charm of a countryside inn and the conveniences of a slope side hotel. Whirlpools, year-round outdoor swimming pool, exercise room, in house restaurant and on-site front desk services makes this and easy decision to own. Excellent rental history and no

  Kevin Moderski JIMINY REALTY

  37 Corey Rd Unit 521, Hancock, MA 01237
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  /26

  $219,000

  • 2 Beds
  • 1.5 Baths
  • 2,234 Sq Ft

  969 Dalton Ave, Pittsfield, MA 01201

  Exceptional Investment Opportunity: Versatility & Prime LocationDiscover a property that offers unparalleled flexibility in one of Pittsfield's most active commercial corridors. Situated on a sprawling 0.92-acre lot directly across from Berkshire Crossing, this unique property presents a rare ''blank canvas'' for homeowners and investors alike. Currently configured for mixed-use with a

  Timothy Johnson NOCHER REALTY

  969 Dalton Ave, Pittsfield, MA 01201
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  /42

  $549,999

  • 4 Beds
  • 3 Baths
  • 1,978 Sq Ft

  125 Town Hill Rd, Sandisfield, MA 01255

  Currently used as an income-producing rental, 125 Town Hill Rd offers consistent cash flow with strong potential for future owner occupancy or a weekend retreat. Set on a quiet country road surrounded by woods, the property delivers the privacy with your own tennis court in your backyard and a spacious screened-in porch. Inside features a comfortable, functional layout with bright living spaces

  Adam Dingman BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  125 Town Hill Rd, Sandisfield, MA 01255
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  /8

  $499,000

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  18 Osceola Rd, Becket, MA 01223

  Unique Opportunity! Lakefront on Center Pond. Original lake cabin built circa 1950 set on .79 acres with 100 feet of lake frontage. Located within 25 feet of the lake the structure will require extensive renovations. The cabin does have electricity and will need well and septic. Great spot and well worth the effort!

  Kim Bergland Red Horse Real Estate

  18 Osceola Rd, Becket, MA 01223
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  /42

  $1,399,900

  • 12 Beds
  • 7 Baths
  • 7,956 Sq Ft

  45 Forest St, Lee, MA 01238

  This stunning 6-family home sits on 1.5 acres, a large lot that goes from Forest St to Silver St, a convenient location with easy access to the Mass Pike and just a couple minutes away from the Lee Outlets. This multi-family consists of 3 two-bedroom units, 2 one-bedroom units, and a 4 bedroom 2 bath unit. The large unit offers a welcoming front porch, living room, eat-in kitchen, full bath and

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  45 Forest St, Lee, MA 01238
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  /19

  $439,000

  • 4 Beds
  • 2 Baths
  • 2,112 Sq Ft

  115 Bridge St, Great Barrington, MA 01230

  BRIDGERTOWN CXV A great opportunity to own or invest in a 2-unit In-town property. 3 bedroom first floor with 1 bath, 2nd Floor is a spacious and light 1 bedroom, 1 bath. Hardwood floors, Updated boiler system. Just a quick stroll across the bridge and your in town for all your shopping and entertainment. This is a great chance to own and live while bringing some income in to offset expenses.

  Mark Rosengren WILLIAM RAVEIS - BERKSHIRE

  115 Bridge St, Great Barrington, MA 01230
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  /20

  $450,000

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  42 Sandisfield Rd, Monterey, MA 01245

  This recently renovated cottage, set on 4 woodland acres in beautiful Monterey enjoys close proximity to Lake Garfield, for boating and swimming, and plentiful hiking trails throughout the town. With 750 square feet of bright, clean, efficient living space, and a large detached garage, the cottage is the perfect Berkshires getaway. Recent upgrades include a spacious deck, interior painting, a

  Claudia Crane COMPASS MASSACHUSETTS , LLC GB

  42 Sandisfield Rd, Monterey, MA 01245
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  /28

  $299,000

  • 4 Beds
  • 3 Baths
  • 2,276 Sq Ft

  44 Main St, West Stockbridge, MA 01266

  Discover the charm of downtown living in this Colonial home located in the heart of West Stockbridge. This home features four bedrooms, two full baths, kitchen, living room, dining room and a deck overlooking the river. In addition to the main living area the property also includes an in-law or studio apartment with it's own kitchen and bathroom. With a nice flat yard for outdoor activities,

  Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  44 Main St, West Stockbridge, MA 01266
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  /60

  $2,185,000

  • 3 Beds
  • 3.5 Baths
  • 4,752 Sq Ft

  14 Old Tree Farm Rd, Stockbridge, MA 01262

  A rare Berkshire offering w/ space, privacy, & exceptional versatility. Fabulous home & separate studio minutes from Tanglewood & Stockbridge Bowl. Charming 3 BR, 2.5 BA, 2,952 sq ft home - complemented by a beautifully renovated 1,800 sq ft studio barn w/ loft & full BA - rests on 8 picturesque acres with beautiful western views. Perfect for outdoor enthusiasts, culture lovers, or anyone seeking

  Claire Pollart WILLIAM RAVEIS - BERKSHIRE

  14 Old Tree Farm Rd, Stockbridge, MA 01262
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  /13

  $165,000

  • Land
  • 13.33 Acres
  • $12,378 per Acre

  0 N Beech Plain Rd Unit 247823, Sandisfield, MA 01255

  Where Quiet Becomes Currency: Elevated Berkshire Land with Mountain ViewsOn a peaceful dirt road in Sandisfield, 13.33 acres of elevated woodland offer what today's buyers increasingly seek--genuine privacy, mountain views, and the kind of profound quiet that makes working from home feel like retreat. A rough driveway climbs through mature forest to an elevated clearing where previous owners

  Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  0 N Beech Plain Rd Unit 247823, Sandisfield, MA 01255
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  /19

  $819,000

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

  5 Aspen Way, Pittsfield, MA 01201

  Great opportunity to design your 2000 sq ft free-standing condo home at Berkshire Country Meadows! This is one of only three remaining homesites in this established condo community. Select from a several floor plans with contemporary design, featuring one-level living. Primary suite, one-two additional bedrooms, central a/c, gas heat, screened porch, two car garage. On-site amenities include

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  5 Aspen Way, Pittsfield, MA 01201
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  /32

  $549,000

  • 3 Beds
  • 2 Baths
  • 1,712 Sq Ft

  11 Opeechee St, Lanesborough, MA 01237

  Step into a home where light dances through every room and the whisper of Pontoosuc Lake lingers in the air. This enchanting 3 bedroom, 2 bathroom sanctuary offers both a spacious living room and a warm, inviting family room--spaces made for laughter, quiet moments, and memories waiting to be born. Drift onto the breezy 3 season porch and savor mornings in the treetops or peaceful twilight

  Keyla Girard LAMACCHIA REALTY, INC

  11 Opeechee St, Lanesborough, MA 01237
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  /3

  $29,900

  • Land
  • 14,985 Sq Ft
  • $86,917 per Acre

  I11001904 Scammell Ave, Pittsfield, MA 01201

  Priced well below assessed value! Lot offers additional land with wooded areas. Zoning verification letter obtained from the City of Pittsfield states it is a buildable lot.

  Laurie Atkinson KELLER WILLIAMS REALTY

  I11001904 Scammell Ave, Pittsfield, MA 01201
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  /23

  $1,525,000

  • 4 Beds
  • 4.5 Baths
  • 2,835 Sq Ft

  130 East Rd, West Stockbridge, MA 01266

  Nestled in picturesque Alford, this inviting four-bedroom, 4.5-bath home blends comfort and flexibility in a serene Berkshire setting. The first-floor primary suite features a private ensuite bath, ideal for easy living. Thoughtfully designed spaces offer room for guests, work, or hobbies, while seasonal views bring natural beauty indoors throughout the year. With low Alford taxes and a peaceful

  Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  130 East Rd, West Stockbridge, MA 01266
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  /18

  $250,000

  • Land
  • 1.5 Acres
  • $166,667 per Acre

  0 Lion Hill Rd, Otis, MA 01253

  Come build your dream home on Big Pond two separate lots being sold together one to build your home on and the other to access waterfront on Big Pond. Beautiful, wooded lot Perked and ready to build your retreat and second lot has conservation commission approval to build a boardwalk from the road to the water's edge. Here's your chance to own highly sought after Property on Big Pond with water

  Joy Salvini RE/MAX Compass

  0 Lion Hill Rd, Otis, MA 01253
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  /9

  $54,000

  • 4 Beds
  • 1.5 Baths
  • 2,244 Sq Ft

  477 Mohawk Trail, Drury, MA 01343

  Nestled along the scenic Mohawk Trail in Drury, MA, this 3.5-acre parcel offers a unique opportunity to build your dream home or getaway retreat in the heart of the Berkshires. While the existing structure is likely a teardown, the land itself boasts natural beauty, privacy, & convenient road frontage. Just minutes from Savoy Mountain State Forest, Mohawk Trail State Forest, and the Western

  Laiken Rapisarda LAMACCHIA REALTY, INC

  477 Mohawk Trail, Drury, MA 01343
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  /31

  $695,000

  • 3 Beds
  • 6 Baths
  • 4,044 Sq Ft

  1180 Ashley Falls Rd Unit A,B,C,D,E, Sheffield, MA 01222

  Old Historic Village downtown location! The centrally located Post Office building constructed in 1860, presents a unique opportunity for both residential and commercial use. Its strategic location ensures consistent foot traffic, making it an invaluable cornerstone of village life. With no mail delivery service in Ashley Falls, the Post Office attracts local residents daily. This building is

  Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

  1180 Ashley Falls Rd Unit A,B,C,D,E, Sheffield, MA 01222
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  /54

  $630,000

  • 4 Beds
  • 3 Baths
  • 4,930 Sq Ft

  342/344 New Ashford (Route 7) Rd, New Ashford, MA 01237

  A Berkshire landmark ready for its next chapter. Once home to the beloved BONDHU and Mill on the Floss restaurants, this multi-use property offers endless opportunity -- from a charming single-family residence to a live/work haven, a boutique inn, or a luxury destination dining experience reborn. The second-floor living quarters feature four bedrooms, including a primary suite, plus an open

  Stephanie Rapisarda WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  342/344 New Ashford (Route 7) Rd, New Ashford, MA 01237
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  /40

  $970,000 Open Sat 1AM - 3PM

  • 5 Beds
  • 4.5 Baths
  • 3,024 Sq Ft

  60 Parsley Ln, Sheffield, MA 01257

  Nestled at the end of a quiet country cul-de-sac, this newly built 5-bedroom, 4.5-bath home embodies refined country living. A dramatic primary suite offers dual walk-in closets and a spa-inspired bath with soaking tub, while a first-floor ensuite bedroom enhances comfort and flexibility. The gas fireplace living room and chef's kitchen create a seamless flow for entertaining, extending to a

  Vashti Poor WILLIAM RAVEIS - BERKSHIRE

  60 Parsley Ln, Sheffield, MA 01257
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  /56

  $374,900

  • 4 Beds
  • 2 Baths
  • 1,710 Sq Ft

  380 West Rd, Adams, MA 01220

  Welcome home to this spacious and meticulously maintained 4-bedroom, 2 full bath ranch nestled in the scenic Berkshires in Adams. Offering comfortable single-level living with thoughtful updates throughout, this property combines practicality, charm, and beautiful natural surroundings.Inside, you'll find a bright and inviting layout featuring an updated kitchen with sleek quartz countertops,

  David Graziani BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  380 West Rd, Adams, MA 01220
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  /2

  $79,900

  • 3 Beds
  • 1.5 Baths
  • 1,176 Sq Ft

  247 Pecks Rd, Pittsfield, MA 01201

  The property has been updated with new siding, windows, and roof , and offers potential as it still requires interior renovation.Bring your contractor, run your numbers, and take advantage of the potential this home has to offer.The property resides upon a generous 9583 square feet lot, presenting ample outdoor space for various pursuits. AS IS sale.Key location highlights include: Close

  Cleide Silva Cloeh Silva

  247 Pecks Rd, Pittsfield, MA 01201
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  /7

  $75,000

  • Land
  • 10.1 Acres
  • $7,426 per Acre

  0 Jacobs Ladder Rd Unit 249333, Becket, MA 01223

  Discover the serene beauty of the Berkshires with this 10.1-acre property, complete with a babbling stream and old stone walls, providing plenty of privacy for your retreat. This ideal location offers easy access to the best of Becket and the Berkshires, including the renowned Jacob's Pillow Dance Festival and the scenic trails of October Mountain State Forest. Whether you're looking to swim in

  Gary Fuls Jr RE/MAX TRANSITIONS

  0 Jacobs Ladder Rd Unit 249333, Becket, MA 01223
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  /2

  $315,000

  • 2 Beds
  • 1.5 Baths
  • 1,310 Sq Ft

  13 E Quincy St, North Adams, MA 01247

  This charming Antique home is the perfect place to llive. Plenty of natural light, mostly hardwood flooring, first floor laundry, two bathrooms one on each level and large dinningroom. First floor has a small room off the dinningroom that could be used as guest bedroom; second floor has almost finished bedroom which would make this home a 3 bedroom. Experience comfort and convenience in this

  Linda Audet Audet Realty

  13 E Quincy St, North Adams, MA 01247
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  /35

  $449,000

  • 2 Beds
  • 1 Bath
  • 660 Sq Ft

  25 Pine St, New Marlborough, MA 01230

  Year round retreat in the Lake Buel Community. Thoughtfully designed spaces, cozy & unpretentious. The living area, comfortable for family & guests, has vaulted ceiling and Gas Fireplace, making this home just as inviting in the cooler months. Kitchen is functional, attractive and updated. Simple lines, wainscoting, wood floors, ductless A/C units. The Sunroom is perfect for Dining, board games

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  25 Pine St, New Marlborough, MA 01230
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  /42

  $349,900

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

  100 Essex St, Pittsfield, MA 01201

  *OPEN HOUSE Saturday May 2nd, 12:30 pm to 2 pm*Video tour and floor plans availableThis lovely colonial home features two separate units, as it has been designed to offer an in-law apartment. The property has been tastefully renovated with new kitchens with quartz countertops, gorgeous updated bathrooms, fresh interior and interior paint, refinished gleaming hardwood floors, and other

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  100 Essex St, Pittsfield, MA 01201
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  /9

  $149,000

  • Land
  • 1.79 Acres
  • $83,241 per Acre

  499 Gale Ave, Pittsfield, MA 01201

  Set along a quiet dead-end road, this private and peaceful lot offers sweeping mountain and pastoral views in a serene setting with neighboring fields and open space providing a strong sense of privacy while still being just minutes from town conveniences. The parcel is well along in its preparation for building, featuring a private well, wetlands delineation, underground electric conduit, and

  Tammy Christen BISHOP WEST REAL ESTATE

  499 Gale Ave, Pittsfield, MA 01201

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