The Berkshires, MA Homes for Sale

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  /52

  $1,900,000

  • 4 Beds
  • 3 Baths
  • 2,976 Sq Ft

  1269 Clayton Mill River Rd, New Marlborough, MA 01259

  Welcome to your ultimate country retreat, where the charm of history meets the ease of modern living. Here, timeless beauty and serenity reign--an escape where silence is broken only by the wind in the fields and the song of birds.The 1828 brick colonial, a masterpiece of its era, has been exquisitely restored to showcase spacious, light-filled rooms that draw the outdoors in, framing views of

  Lisa Hoe THE KINDERHOOK GROUP

  1269 Clayton Mill River Rd, New Marlborough, MA 01259
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  /29

  $649,000

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

  783 Main St, Great Barrington, MA 01230

  Renovated, well-maintained, multi-use building perfect for a live-work situation in prime location! All 4 floors offer opportunity for offices, a studio, storage, retail showroom and more! Highlights include: a large parking lot, handicap accessible ramp, 2 half baths & finished 3rd floor attic. Finished basement w/ vault & video security system. The current retail space is bright & sunny with a

  Lance Vermeulen LANCE VERMEULEN RE, INC

  783 Main St, Great Barrington, MA 01230
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  /47

  $585,000

  • 2 Beds
  • 2.5 Baths
  • 1,935 Sq Ft

  19 Hawthorne Rd Unit Carriage Barn E-2, Stockbridge, MA 01262

  MOTIVATED SELLER! Beautiful Carriage Barn Unit located in the sought after White Pines. The main level has open common spaces that include a gracious great room with a wall of windows to let in the natural light, wet bar and wood burning fireplace. Generous dining room overlooking the picturesque sun porch with serene view and galley kitchen that is oversized with ample storage space and laundry

  Cortney Dupont COHEN & WHITE ASSOCIATES

  19 Hawthorne Rd Unit Carriage Barn E-2, Stockbridge, MA 01262
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  /36

  $479,900

  • 4 Beds
  • 1.5 Baths
  • 2,504 Sq Ft

  604 Main Rd, Granville, MA 01034

  Charming Antique Home on 16 Scenic AcresWelcome to your slice of New England charm! This antique home sits on 16 acres surrounded by breathtaking rolling mountain views you’ll enjoy year-round. Imagine waking up to stunning sunrises and sipping morning coffee in your expansive sunroom while taking in the beauty of all four seasons—especially the brilliant fall foliage.This property offers both

  Russell Sabadosa Premier Choice Realty

  604 Main Rd, Granville, MA 01034
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  /19

  $177,900

  • Land
  • 2.1 Acres
  • $84,714 per Acre

  0 Yokum Pond Rd, Becket, MA 01223

  Discover this pristine 2-acre lot featuring exclusive access to Buckley Dunton Lake and Yokum Pond, nestled within the desirable Berkshire Lakes Estates. As an association member, enjoy waterfront dock rights, perfect for boating and fishing. The community offers amenities including tennis courts and a basketball court, making it an ideal location for outdoor recreation.Conveniently situated just

  Jason Nocher NOCHER REALTY

  0 Yokum Pond Rd, Becket, MA 01223
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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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  /36

  $547,700

  • 3 Beds
  • 1.5 Baths
  • 1,960 Sq Ft

  554 Main St, Becket, MA 01223

  Peacefully set in the hills of Becket, this charming ranch is the perfect Berkshire escape as spring comes into full bloom. Imagine opening your windows to fresh mountain air, enjoying morning coffee with birdsong, and watching the forest come alive with new greenery just outside your door. Surrounded by tall pines and a serene wooded landscape, the setting offers exceptional privacy and a sense

  Audrey Matys BERKSHIRE LISTINGS

  554 Main St, Becket, MA 01223
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  /9

  $22,000

  • Land
  • 2.16 Acres
  • $10,185 per Acre

  0 Moberg Rd, Becket, MA 01223

  Spacious 2.16-acre lot with 247ft road frontage for plenty of privacy in the desirable Indian Lake Estates Association. This private 676-acre community includes a 68-acre pristine lake with 4 beaches for swimming, kayaking, canoeing, and fishing. Also includes a 5-acre pond, 2 Har-Tru tennis courts & walking paths. The lots are ''build-ready'' with a recently completed perc test (August 2025).

  Michael Sorrentino BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  0 Moberg Rd, Becket, MA 01223
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  /77

  $4,500,000

  • 5 Beds
  • 5.5 Baths
  • 4,027 Sq Ft

  19 Roberts Rd, Sandisfield, MA 01255

  Introducing 
FREE QUARTER FARMNearly 1,500 Acres | Sandisfield, the Southern Berkshires | $4,500,000Miles of private trails for hiking, hunting, fishing, horseback riding - your own wilderness preserve134+ acres not in conservation with 1,489 feet of road frontage - craft your legacy5BR/5BA timeless home built for this wildly beautiful placeStand between your home, overlooking your private

  Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  19 Roberts Rd, Sandisfield, MA 01255
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  /54

  $1,850,000

  • 5 Beds
  • 2.5 Baths
  • 3,464 Sq Ft

  31 North Rd, Chesterfield, MA 01012

  The equestrian elegance of this 55 acre property starts at the gated driveway. Perched on the hilltop is a fully equipped custom build multi use barn entirely heated by radiant floor heat and includes 8 14x14 stalls w/ autowaterers perfect for the breeder or veterinarian. Includes kitchenette, office, laundry and bathroom. Also included is a heated equipment shed and workshop, a heated drive

  Grace Golden EQUINE HOMES REAL ESTATE, LLC

  31 North Rd, Chesterfield, MA 01012
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  /17

  $234,900

  • 5 Beds
  • 2 Baths
  • 2,244 Sq Ft

  54 Marietta St, North Adams, MA 01247

  Welcome to this spacious 2 family home. The work has been done for you. Interior has been completely remodeled, floors, walls, bathrooms kitchen and a new roof. Don’t miss your chance to make this your new home!

  Raul Portorreal International Real-Estate Investment Group

  54 Marietta St, North Adams, MA 01247
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  /43

  $600,000

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

  2 Lake Ave, Great Barrington, MA 01230

  WONDERFUL CONTEMPORARY HOME '' ON THE HILL'' IN GB. CONSIDERED ONE OF GB'S MOST DESIRED AREAS. ENJOY THE CONVENIENCE OF BEING CENTRALLY LOCATED TO SHOPPING, RESTAURANTS, AND ENTERTAINMENT ARE JUST WALKING DISTANCE TO ONE OF NEW ENGLAND'S BEST DOWNTOWN AREAS.THIS OPEN CONCEPTED HOME OFFERS GREAT NATURAL LIGHT AND THE ABILITY AND OPPORTUNITY TO COMMUNE AND ENTERTAIN.THREE BEDROOMS- MAIN BEDROOM

  David Carlson FAIRGROUND REAL ESTATE, INC

  2 Lake Ave, Great Barrington, MA 01230
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  /4

  $129,900

  • Land
  • 8.86 Acres
  • $14,661 per Acre

  0 Cross Rd, Clarksburg, MA 01247

  Enjoy North county peace and serenity on over eight acres but with close proximity to North County conveniences and cultural venues. The property has fifty feet of road frontage for driveway access to your expansive yard offering privacy and views. Some of the unique features of this property are a two-story, 30'x30' workshop with electrical service and an attached 30'x28' shed with a steel roof.

  Tracy Munger KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  0 Cross Rd, Clarksburg, MA 01247
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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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  /6

  $119,900

  • Land
  • 1.38 Acres
  • $87,047 per Acre

  Lot 9E Stewart White Rd, Cheshire, MA 01225

  Discover the perfect setting for your dream home on this gently sloping, 1.4 acre lot located in the rural countryside of Cheshire. With breathtaking views and a cleared, ready-to-build landscape, this property offers the ideal blend of privacy and natural beauty. Situated on a town-maintained road and includes drilled well and perc test.

  Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

  Lot 9E Stewart White Rd, Cheshire, MA 01225
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  /27

  $433,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  2170 Canaan Southfield Rd, Southfield, MA 01259

  Located in the desirable Clayton section of New Marlborough, this 3-bedroom, 2-bath home offers a rare opportunity to own 7.2 acres with 383 feet of frontage on the Konkapot River. The property features a natural setting with direct river access and plenty of room to make it your own.The home has a functional layout with three bedrooms and two full baths. While move-in ready, it would benefit

  Freddy Friedman BIRCH PROPERTIES

  2170 Canaan Southfield Rd, Southfield, MA 01259
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  /32

  $745,000

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

  85 Main Rd, Monterey, MA 01245

  OUTSTANDING COUNTY LIVING in idyllic Monterey with its low real estate taxes and easy access to Lake Garfield and Lake Buel. Butternut Ski Area is only 5 minutes away. 8 minutes to downtown Great Barrington. This Timber Fame (open floor plan) contemporary home features beautiful (wide-plank) pinewood floors, a cathedral ceiling Great Room, and a bonus sleeping loft area. A fireplace on the main

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  85 Main Rd, Monterey, MA 01245
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  /6

  $265,000

  • Land
  • 1.97 Acres
  • $134,518 per Acre

  14 McGee Rd, Egremont, MA 01230

  Lovely building lot on a quiet road in bucolic Egremont. Well has been drilled, septic design done for two structures and power is brought to site. Truly ready for your design/build.

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  14 McGee Rd, Egremont, MA 01230
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  /16

  $65,000

  • Land
  • 4.38 Acres
  • $14,857 per Acre

  0 Bailey Rd, New Ashford, MA 01237

  Discover the potential of this scenic , 4.38-acre parcel located on Bailey Rd. in beautiful Lanesboro. Surrounded by nature and offering mountain views, this peaceful setting is the perfect place to build your dream home or getaway retreat. Conveniently located near trails, lakes, skiing, and all the outdoor recreation the Berkshires have to offer. Don't miss this opportunity to own a slice of

  Jessica Rizzo LAMACCHIA REALTY, INC

  0 Bailey Rd, New Ashford, MA 01237
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  /4

  $990,000

  • Land
  • 100 Acres
  • $9,900 per Acre

  312 County Rd, New Marlborough, MA 01230

  Imagine building your private estate on this expansive acreage nestled in the beautiful hills of New Marlborough. This remarkable property features hidden meadows and secluded clearings-perfect settings to build the home of your dreams. Rich in natural beauty, the land was placed under conservation a few years age to preserve its timeless serenity and ensure lasting peace and privacy. Don't miss

  Timothy Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  312 County Rd, New Marlborough, MA 01230
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  /32

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,931 Sq Ft

  16 Windflower Way, Williamstown, MA 01267

  Welcome to this charming, freshly painted throughout and carpeted, 3-bedroom, 2 -bathroom condominium located in the desirable Greylock Village. This end unit offers comfort, convenience, and access to a peaceful and picturesque setting in the heart of the Berkshires. Whether you're looking for a full-time residence or a vacation getaway, this property is perfect for all lifestyles. The large

  Kim Burnham BURNHAM GOLD REAL ESTATE, LLC

  16 Windflower Way, Williamstown, MA 01267
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  /5

  $315,000

  • Land
  • 14.74 Acres
  • $21,370 per Acre

  0 E Alford Rd, West Stockbridge, MA 01266

  Beautiful and pristine 14.7 acre lot, family owned since 1963. 3-4 acres are an open field; a former Christmas tree farm. Rear portion of property is largely wooded with a stream. This area of East Alford Road has many million dollar plus homes. Perfect lot to build your tranquil dream home. Lot was perc tested in 2007. 10 Minutes to the center of West Stockbridge, 15 minutes to Great

  Matt DeLucia William Pitt Sotheby's International Realty

  0 E Alford Rd, West Stockbridge, MA 01266
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  /52

  $1,149,000

  • 4 Beds
  • 2 Baths
  • 2,742 Sq Ft

  22 Sheffield Rd, Great Barrington, MA 01230

  Discover this enchanting 1900s Town Colonial, where historic charm meets modern sophistication. Nestled in a tranquil neighborhood, this home offers four spacious bedrooms, two updated full baths, and a stunning chef's kitchen, blending comfort with style. From the moment you enter through the newly renovated mudroom, you'll appreciate the original wood floors and built-in shelving that preserve

  Suzann Ward HOUSATONIC REAL ESTATE

  22 Sheffield Rd, Great Barrington, MA 01230
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  /69

  $2,250,000

  • 4 Beds
  • 3.5 Baths
  • 4,445 Sq Ft

  50 Old Village Rd, Great Barrington, MA 01230

  Nestled beside 900 acres of Alford Springs Nature Preserve, this contemporary colonial is sited on 5.8 acres. Built in 2005 and fully renovated in 2021, it boasts high-efficiency HVAC and hot water, 14GW of seller-owned solar, an open main floor plan, gorgeous kitchen with top-of-the-line appliances, front porch, screened porch, large 2-car garage, and generously-sized rooms throughout. Two

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  50 Old Village Rd, Great Barrington, MA 01230
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  /61

  $535,000

  • 4 Beds
  • 3 Baths
  • 2,410 Sq Ft

  674 Benton Hill Rd, Becket, MA 01223

  Escape to this stunning four-bedroom contemporary retreat, nestled on 4.7 serene acres along a quiet country road. The open-concept living area boasts soaring cathedral ceilings, rich hardwood floors, and French doors that lead to an expansive upper deck. The sleek kitchen features stainless appliances, quartz countertops, and a bay window with picturesque views of the wooded backyard. The

  Melinda Boos KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  674 Benton Hill Rd, Becket, MA 01223
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  /8

  $449,000

  • 8 Beds
  • 4 Baths
  • 2,657 Sq Ft

  180 Center St, Lee, MA 01238

  Huge price adjustment! Discover an exceptional investment opportunity to own two duplex homes on a single parcel, perfect for investors looking for a practical investment in the town of Lee. Four units total, these properties are ideal for generating consistent rental income. Close to downtown, shopping, major employers as well as banking and all popular Berkshire attractions. Tenants enjoy

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  180 Center St, Lee, MA 01238
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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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  /20

  $3,599,000

  • 15 Beds
  • 15 Baths
  • 11,945 Sq Ft

  615 Laurel St, Lee, MA 01238

  The Lakehouse enjoys a spectacular setting on a westerly facing cliff overlooking pristine Laurel Lake in the heart of The Berkshires. The Lakehouse is a classic three-story, shingle style mansion with 530' of lake frontage including its own dock. Built in 1903, the architecture denotes the unpretentious, timeless elegance of a turn-of-the-century lakeside cottage. There are 15 bedrooms and

  Pamela J Long EAST COAST INN BROKERS

  615 Laurel St, Lee, MA 01238
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  /47

  $1,465,000

  • 4 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  9 Bott Hill Rd, Egremont, MA 01230

  Stunning Post and Beam Home with Log Facade. Nestled in a park-like setting with views of Mount Washington. Outdoor Amenities Galore. Extensive patios and wraparound decks provide the perfect venues for outdoor gatherings including a private bocce ball court, outdoor hot tub, and private dog park. The first floor offers generous entertaining spaces, including two to three bedrooms that provide

  Suzann Ward HOUSATONIC REAL ESTATE

  9 Bott Hill Rd, Egremont, MA 01230
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  /30

  $509,000

  • 2 Beds
  • 3 Baths
  • 1,843 Sq Ft

  37 Corey Rd Unit 9061, Hancock, MA 01237

  New to the market a large end unit in Mountainside Hemlock Village a 2+ bedrooms (sleeping loft) 3 full bathrooms on 3 levels of living. This end unit has lots of windows and space for the larger family. Park your car right out front and walk into your ski vacation condo. Great rental history if you decide you want to rent. The condo is sold fully furnished and is turnkey. Great location on lower

  Kevin Moderski JIMINY REALTY

  37 Corey Rd Unit 9061, Hancock, MA 01237
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  /56

  $995,000

  • 3 Beds
  • 3.5 Baths
  • 2,447 Sq Ft

  6 Muddy Brook Cir, Great Barrington, MA 01230

  Stunning Contemporary Home in Great Barrington - Perfect Blend of Privacy and ConvenienceDiscover this beautifully designed 2,500 sq. ft. contemporary residence nestled in the desirable Great Barrington area. Offering 3 spacious bedroom suites , this home combines elegant style with everyday functionality.Step outside to your private fantasy backyard -- an entertainer's dream featuring a charming

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  6 Muddy Brook Cir, Great Barrington, MA 01230
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  /27

  $365,000

  • 3 Beds
  • 1 Bath
  • 872 Sq Ft

  26 Pine St, Great Barrington, MA 01230

  LAKE BUEL, NEW MARLBOROUGH COTTAGE!For the past 60 years this cottage has been a source of joy for the same family, now it is your turn. Affordable, simple, rustic three season cottage with deeded access to the lake. Well loved and nicely maintained, with updated kitchen, and a beautiful stone fireplace for those chilly evenings. Nice open plan Living/Dining area. Relax on the Deck or gather

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  26 Pine St, Great Barrington, MA 01230
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  /21

  $110,000

  • Land
  • 7.07 Acres
  • $15,559 per Acre

  730 Clayton Rd, Sheffield, MA 01222

  BOG LOVERS, come look. Officially designated to be a Bog, this property could be a great one to own for observing its nature views that change the year around. Whether you would want to build a home, and/or build a viewing platform for regular visits, it has 7.2 acres (see map with) about 3.5+acres in a bog like 'state', the remainder being usable for building and walking along the bog's

  Robin Leech Robinson Leech Real Estate

  730 Clayton Rd, Sheffield, MA 01222
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  /75

  $765,000

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

  112 Silver St, Lanesborough, MA 01237

  Escape to an exceptional Post & Beam Berkshire Retreat nestled on the east side of Jiminy Peak Mountain Resort. Set on 25+ acres for seclusion and privacy, eat, play & live in this 4 bedroom, 2.5 bath chalet-style home with countless modern updates. Spectrum was recently added for everyday internet and tv streaming, as well as 5 new high-efficiency mini split air conditioning/heating units for

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  112 Silver St, Lanesborough, MA 01237
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  /36

  $579,900

  • 3 Beds
  • 4.5 Baths
  • 5,640 Sq Ft

  168 Elm St, Pittsfield, MA 01201

  Welcome to this exceptional mixed-use building that combines residential and commercial opportunities in one of the most sought after areas in Pittsfield. This property features 3 great apartments and two storefronts, making it ideal for investors or entrepreneurs looking to capitalize on a vibrant local community. The building is FULLY RENTED & offers 3 one bedroom apartments. Apartments are

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  168 Elm St, Pittsfield, MA 01201
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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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  /4

  $850,000

  • Land
  • 18.46 Acres
  • $46,045 per Acre

  0 Northwest Hill, Williamstown, MA 01267

  Located on a quiet country road, this 18.5-acre parcel offers beautiful mountain views, privacy, and a peaceful setting. Just minutes from Williams College, the Clark Art Institute, and town amenities, it's the perfect place to create your ideal retreat in the heart of the Berkshires. The property is under Chapter 61A.

  Ann Greenwood ALTON & WESTALL REAL ESTATE AGENCY, LLC

  0 Northwest Hill, Williamstown, MA 01267
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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 WILLIAM RAVEIS - BERKSHIRE

  168 Main St, Sheffield, MA 01257
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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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  /60

  $1,330,000

  • 16 Beds
  • 10 Baths
  • 8,870 Sq Ft

  6 Manville St, Great Barrington, MA 01230

  A prime investment opportunity in the heart of downtown Great Barrington. This 10-unit residential property features a desirable mix of six spacious two-bedroom apartments and four one-bedroom units. The two-bedroom apartments are particularly appealing, all offering private balconies and fireplaces, with three of these premium units also including formal dining rooms and Jack-and-Jill style

  Tony Segalla WILLIAM RAVEIS - BERKSHIRE

  6 Manville St, Great Barrington, MA 01230

Showing Results 441 - 480, Page 12 of 16