The Berkshires, MA Homes for Sale

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  /33

  $215,000

  • 2 Beds
  • 2.5 Baths
  • 2,360 Sq Ft

  111 Columbia St, Adams, MA 01220

  Discover the potential of this two-family home already on its way to becoming complete. The upstairs unit features one bedroom, a living room, a brand-new bathroom & kitchen. The downstairs unit consists of one bedroom, with a 1/2 bath ensuite, a laundry/closet room, full bathroom, large kitchen/dining and living room. Some of the other recent renovations to highlight- new windows, sheetrock, &

  Jessica Rizzo LAMACCHIA REALTY, INC

  111 Columbia St, Adams, MA 01220
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  /39

  $367,500

  $32K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,677 Sq Ft

  20 Moscow Rd, West Stockbridge, MA 01266

  Short walk to quaint downtown West Stockbridge featuring local coffee shop, variety store, restaurants and shops. Just a few minutes to local theatres, music venues, Tanglewood, historic Stockbridge, and the Mass Pike. Beautiful open yard great for summer entertaining including cookouts, yard games or just relaxing and reading a book! Cozy fireplace for those beautiful snowy New England nights.

  Mark Harris SIGNATURE ASSOCIATES

  20 Moscow Rd, West Stockbridge, MA 01266
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  /30

  $825,000

  $70K PRICE DROP

  • 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

  $5K PRICE DROP

  • 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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  /76

  $389,900

  • 4 Beds
  • 3 Baths
  • 2,474 Sq Ft

  170 North St, Dalton, MA 01226

  Discover the charm of 170 -172 North Street in Dalton, MA, a versatile three-family home perfect for investors or owner-occupants. This property features two cozy one-bedroom apartments and a spacious two-bedroom apartment, providing ample living options. Each unit has separate electric services, ensuring convenience and independence, while heat and hot water are combined for efficiency.

  Doug Collins LAMACCHIA REALTY, INC

  170 North St, Dalton, MA 01226
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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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  /38

  $459,000

  • 3 Beds
  • 3 Baths
  • 3,220 Sq Ft

  14 South Rd, Heath, MA 01346

  Set in the heart of Heath’s charming Historic District, this extraordinary former artist loft blends character, space, and serenity in a truly one-of-a-kind setting. Offering over 3,300 square feet of thoughtfully expanded living space, the home features three bedrooms, three bathrooms, and soaring, light-filled interiors that create an inviting sense of openness throughout.A spacious kitchen

  Herb Butzke Engel & Völkers Wellesley

  14 South Rd, Heath, MA 01346
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  /44

  $249,900

  • 5 Beds
  • 3 Baths
  • 3,018 Sq Ft

  94-96 Liberty St, North Adams, MA 01247

  OPEN HOUSE SUNDAY 5/17/26 FROM 1:00 - 2:00. Three family investment opportunity located close to downtown North Adams. Featuring one 3-bedroom, 1-bath unit and two 1-bedroom, 1-bath units across approximately 3,018 square feet. All units are currently vacant, creating an opportunity for investors seeking market-rate rental potential or owner-occupants looking to offset expenses with additional

  Cory Evangelisto NOCHER REALTY

  94-96 Liberty St, North Adams, MA 01247
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  /22

  $835,000

  $15K PRICE DROP

  • 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

  $29,950

  $25K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 576 Sq Ft

  594 Massachusetts 8a, Charlemont, MA 01339

  Unique opportunity for those seeking a tranquil, rural lifestyle. This 576-square-foot mobile/manufactured home, built in 1970, features three bedrooms and one bathroom, making it an ideal choice for a small family, a weekend retreat, or a minimalist living space. Situated on a generous 1.8-acre lot, the property provides ample outdoor space for gardening, recreation, or simply enjoying the

  The Ponte Group Keller Williams South Watuppa

  594 Massachusetts 8a, Charlemont, MA 01339
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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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  /12

  $215,000

  $85K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,310 Sq Ft

  2 Valley St, Adams, MA 01220

  Step into this vintage gem that beautifully preserves its original charm while showcasing thoughtful modern updates throughout. You'll appreciate the brand-new siding that enhances curb appeal, updated windows that offer improved energy efficiency, and stylish new flooring that ties each room together. Whether you're drawn to the character of yesteryear or the convenience of today’s upgrades,

  Laura Poulin-Harkins Century 21 XSELL REALTY

  2 Valley St, Adams, MA 01220
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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

  $20K PRICE DROP

  • 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

  $549,900

  $15K PRICE DROP

  • 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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  /76

  $995,000

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

  757 S Main St, Lanesboro, MA 01237

  Completely transformed, this wonderful 1790's Colonial blends historic New England character with sophisticated global influence in a truly one-of-a-kind Berkshire setting. Located directly across from Pontoosuc Lake, the property offers stunning lake views, exceptional craftmanship and endless possibilities for live/work, business venture or investment in business/residential zone.

  Lisa Kelley MACCARO REAL ESTATE

  757 S Main St, Lanesboro, MA 01237
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  /21

  $548,900

  $74K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 3,553 Sq Ft

  2151 Route 2, Charlemont, MA 01339

  An exceptional 58.9-acre property along scenic Mohawk Trail in Charlemont! This unique property includes a spacious 7-room, 3-bdr, 2-bath ranch, plus a 2-family home with a 1-bdr apartment and a flexible 2–4-bdr unit. Potential to add a third property or a development. The property holds incredible development value, and the town is eager for new growth. Beyond the homes, enjoy river views, a

  Consumers Best Choice Team Keller Williams Pinnacle MetroWest

  2151 Route 2, Charlemont, MA 01339
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  /14

  $609,000

  $20K PRICE DROP

  • 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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  /26

  $219,000

  $10K PRICE DROP

  • 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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  /20

  $399,000

  $51K PRICE DROP

  • 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

  $50K PRICE DROP

  • 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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  /42

  $239,000

  • 4 Beds
  • 1.5 Baths
  • 2,528 Sq Ft

  49 Brenton Terrace, Pittsfield, MA 01201

  This 4-bedroom home is located in a highly desirable neighborhood and sits on a corner lot, offering added space, privacy, and curb appeal. The property features a 2-car garage, 1.5 bathrooms, and a functional layout with wood floors throughout much of the home. A cozy fireplace anchors the main living area, while a built-in smoke and carbon monoxide monitoring system provides added safety. The

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  49 Brenton Terrace, Pittsfield, MA 01201
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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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  /54

  $1,290,000

  Coming Soon

  • 5 Beds
  • 3.5 Baths
  • 2,522 Sq Ft

  233 Narragansett Ave, Lanesborough, MA 01237

  Experience the beauty of Berkshire lakefront living on beautiful Pontoosuc Lake, where breathtaking sunrise views, peaceful waters, and exceptional privacy create the perfect year-round retreat. Nestled in the heart of the Berkshires, this beautifully remodeled home blends luxury, comfort, and thoughtful design, ideal for both everyday living and entertaining by the lake.

  Laiken Rapisarda LAMACCHIA REALTY, INC

  233 Narragansett Ave, Lanesborough, MA 01237
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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

  $1K PRICE DROP

  • 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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  /25

  $349,900

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  34 Fairview Terrace, Great Barrington, MA 01230

  Charming single-level 1987 home set on one of the nicest streets in town--quiet, convenient, and within walking distance to shopping, restaurants, and the bus line. This well-maintained home offers three bedrooms and easy one-floor living. Enjoy a lovely backyard with patio, storage shed, and a charming deck perfect for morning coffee or summer grilling. A wonderful in-town location with both

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  34 Fairview Terrace, Great Barrington, MA 01230
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  /3

  $595,000

  $30K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,659 Sq Ft

  364 Jacksonville Rd, Colrain, MA 01340

  Nestled in the scenic hills of Colrain Ma, this expansive 28± acre property offers a rare blend of privacy, natural beauty, and opportunity. Property provides flexibility, accessibility, and potential for a variety of future uses. The existing 2bed/1bath residence on the property offers approximately 1,600+ square feet of living space, street frontage ready for personalization, while the

  Genesis Arekeria Executive Real Estate, Inc.

  364 Jacksonville Rd, Colrain, MA 01340
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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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  /29

  $1,525,000

  $70K PRICE DROP

  • 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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  /31

  $149,000

  • 2 Beds
  • 1 Bath
  • 1,320 Sq Ft

  243 Alum Hill Rd, Sheffield, MA 01257

  Affordable opportunity in the heart of the Berkshires! Welcome to 243 Alum Hill Rd, Sheffield, MA — a double-wide mobile home offering comfortable single-level living at an attractive price point of $149,000. This property features a spacious layout with ample natural light, functional living spaces, and plenty of potential to make it your own. Enjoy the added convenience of a detached garage,

  Axel Correia Century 21 Limitless

  243 Alum Hill Rd, Sheffield, MA 01257
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  /18

  $250,000

  $25K PRICE DROP

  • 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

  $5K PRICE DROP

  • 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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