The Berkshires, MA Homes for Sale

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  /38

  $819,000

  • 3 Beds
  • 3 Baths
  • 2,184 Sq Ft

  1 Cornwall Dr, Great Barrington, MA 01230

  Fantastic opportunity to own a home in a peaceful cul-de-sac within the desirable Cornwall Estates. This lovely home sits on almost 2.5 acres of nice, leveled land. Spanning just over 2,000 square feet, the home features a convenient first-floor primary bedroom and bathroom, vaulted ceilings in living room and a screened in porch that leads to large, fenced in part of the backyard. Recent kitchen

  Stephen Schoenfeld WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1 Cornwall Dr, Great Barrington, MA 01230
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  /23

  $495,000

  • 4 Beds
  • 2 Baths
  • 1,531 Sq Ft

  95 Water Farm Rd, Sheffield, MA 01257

  Open House 10-11-25, 11:00-1:00. Inside pictures to follow soon. Experience the perfect blend of modern comfort and historical charm in this beautifully maintained home. Featuring 4 spacious bedrooms and 2 baths, this home offers over 1,500 sq. ft. of living space. Enjoy the character of the 1850s with updates, including new mechanicals. Freshly painted inside and out, this home is truly move-in

  Suzann Ward HOUSATONIC REAL ESTATE

  95 Water Farm Rd, Sheffield, MA 01257
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  /40

  $585,000

  • 4 Beds
  • 3.5 Baths
  • 3,206 Sq Ft

  20 Bentrup Ct, Lenox, MA 01240

  Beautiful views of October Mt. from this expansive 4 BR, 3 full bath home. One owner for almost 40 years, who has done several additions over the years, beautiful hardwood floors in most of the house, Primary BR addition with vaulted ceiling, plus an additional great room addition with access to the large deck and yard. New roof, hardwoods recently exposed so in very nice condition, lower level

  Mary Jo Piretti PIRETTI REAL ESTATE

  20 Bentrup Ct, Lenox, MA 01240
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  /53

  $575,000

  • 5 Beds
  • 3 Baths
  • 2,252 Sq Ft

  337 Captain Whitney Rd, Becket, MA 01223

  An inviting 5 bedroom, 3 bath Contemporary home nestled on almost 6 acres of woodland. Open floorplan, Master suite on 2nd floor, cozy wood burning fireplace and expansive family room on basement level. Plenty of storage throughout, including walk in closets & 2 cedar closets. 2 large decks both with built in seating- one on the south side of the house, accessible by 2 sliding glass doors & one

  Lisa Peltier ROBERTS & ASSOC. REALTY, INC

  337 Captain Whitney Rd, Becket, MA 01223
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  /48

  $499,000

  • 3 Beds
  • 3 Baths
  • 1,716 Sq Ft

  190 Willow St, Lee, MA 01238

  : Renovated 3 bedroom 3 bathrooms, 1875 historic colonial house on two acres, detached garage, big sunroom, deck for entertaining, bubbling brook on property, 5 min to Red Lion Inn/Stockbridge center, 5 min to Lee's Main Street, private, abutting Beartown Mountain Preserve/State Forest, minutes to trails, ski, golf, lakes, restaurants, supermarket, outlets, Tanglewood, Jacobs Pillow, Shakespeare

  Kim Bergland RED HORSE REAL ESTATE, LLC

  190 Willow St, Lee, MA 01238
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  /38

  $749,900

  • 3 Beds
  • 2 Baths
  • 1,085 Sq Ft

  98 Loop Dr, Otis, MA 01253

  Classic lakefront cottage with frontage on quiet Benton Pond plus deeded rights to Big Pond. Four season contemporary Cape with an open plan featuring a window wall facing the lake and a brick fireplace. There are three bedrooms and two full baths plus a small loft. The screened porch is next to the kitchen, convenient for al fresco dining. Exterior access to the basement is perfect for storage

  Jeff Wilkinson STONE HOUSE PROPERTIES, LLC

  98 Loop Dr, Otis, MA 01253
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  /42

  $499,900 Open Sun 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 2,504 Sq Ft

  230 S Ashfield Rd, Conway, MA 01341

  Stunning Contemporary Colonial home with charming wrap around front porch offers beautiful curb appeal in a quiet, country setting. Filled with natural sunlight, the first floor features an open layout with the living room open to the dining room and kitchen with large pantry. Sliders to the deck overlook the tranquil, wooded yard. An oversized two car garage is ideal for hobbyists and offers

  Kylene Canon Canon Real Estate, Inc.

  230 S Ashfield Rd, Conway, MA 01341
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  /38

  $549,000

  • 4 Beds
  • 2.5 Baths
  • 1,770 Sq Ft

  165 Sandisfield Rd, Sandisfield, MA 01255

  Welcome to your fully rebuilt dream home atop a tranquil hill in Sandisfield, MA. This 4-bedroom home has been meticulously remodeled down to the studs—everything is brand new, including the roof, insulation, wiring, plumbing, septic system, heating, bathrooms, kitchen, and driveway. Enjoy an open, sun-filled layout featuring a modern kitchen with stylish cabinetry, sleek countertops, and new

  David White OwnerEntry.com

  165 Sandisfield Rd, Sandisfield, MA 01255
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  /42

  $480,000

  • 4 Beds
  • 2 Baths
  • 2,171 Sq Ft

  500 E River Rd, Chester, MA 01011

  This 1800's farmhouse was once home to The Ideal Shoe Company (Danvers, MA). It's a property rich with history, charm, and situated in the middle of 13+ gorgeous acres fit to explore, or simply revel in their beauty. Surrounded by hundreds of acres of conservation land, your adventures could be endless. Take in the tranquil sounds of the Westfield River while roaming the tree-lined paths or

  Alexis Noyes Brick & Mortar Northhampton

  500 E River Rd, Chester, MA 01011
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  /40

  $549,900

  • 5 Beds
  • 2.5 Baths
  • 2,761 Sq Ft

  989 Williams St, Pittsfield, MA 01201

  This stunning 5-bedroom, 3-bath farmhouse was fully renovated from top to bottom in 2020, offering 2,800 SqFt of stylish, move-in-ready living space in one of Southeast Pittsfield's most desirable neighborhoods. Situated on a generous corner lot, the home makes a striking first impression with its inviting wraparound front porch. A circular driveway provides ample parking and is complimented by a

  Cindy Carrigan LAMACCHIA REALTY, INC

  989 Williams St, Pittsfield, MA 01201
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  /21

  $499,000

  • 3 Beds
  • 1 Bath
  • 2,148 Sq Ft

  609 Berkshire Trail, Cummington, MA 01026

  Full of charm and character, this colonial home offers tons of potential and plenty of space. Inside, you'll find a generous living room, a spacious eat-in kitchen, three bedrooms, and a full bath—perfect for comfortable everyday living. Attached to the home is a large bonus space with both interior and exterior access. Once a quaint store and bakery, it's now ideal for hosting family gatherings,

  Liz Helliwell 5 College REALTORS® Northampton

  609 Berkshire Trail, Cummington, MA 01026
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  /30

  $479,999

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

  103 Holmes Rd, Hinsdale, MA 01235

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

  Harmony Edwards KELLER WILLIAMS REALTY

  103 Holmes Rd, Hinsdale, MA 01235
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  /39

  $469,900

  • 3 Beds
  • 1.5 Baths
  • 1,799 Sq Ft

  642 Notch Rd, Cheshire, MA 01225

  Fully renovated cape situated on a picturesque clear lot. Including 2.5 acres with an oversized two car garage. New vinyl siding, roof, windows, and drilled well. Bright and open interior featuring an enclosed porch on the front which enters into a custom kitchen with new cabinets, granite countertops, tile backsplash, and stainless steel appliances. Hardwood flooring throughout the kitchen,

  Cory Evangelisto NOCHER REALTY

  642 Notch Rd, Cheshire, MA 01225
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  /30

  $329,900 Open Sat 10:30AM - 12PM

  • 4 Beds
  • 1.5 Baths
  • 2,004 Sq Ft

  36 George St, Pittsfield, MA 01201

  Come see this beautiful Colonial!! Located just a short walk from the Colonial and the Berkshire Museum, and only a quick drive to Tanglewwod and all the attractions the Berkshires have to offer, this charming 4 bedroom 1.5-Bath home has been lovingly cared for and thoughtfully updated. Recent improvements include refinished hardwood floors, blown in insulation, insulated vinyl windows, and

  James Gelinas GELINAS REAL ESTATE

  36 George St, Pittsfield, MA 01201
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  /16

  $725,000

  • 3 Beds
  • 3.5 Baths
  • 2,560 Sq Ft

  78 State Rd, Great Barrington, MA 01230

  Investment Opportunity - 4-Unit Mixed-Use Property in Downtown Great Barrington, MAPrime downtown Great Barrington location! This well-maintained 4-unit mixed-use property includes three 1-bedroom apartments and one street-level commercial space offering excellent visibility and steady foot traffic.Two of the residential units are currently occupied by long-term tenants with strong payment

  Timothy Dunn VENTURE REAL ESTATE, INC

  78 State Rd, Great Barrington, MA 01230
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  /43

  $114,900

  • 6 Beds
  • 2 Baths
  • 2,544 Sq Ft

  66-68 Bracewell Ave, North Adams, MA 01247

  Large side-by-side two family home with 3 bedrooms and one full bath in each unit. This is a true duplex with living room, dining and kitchen in the first floor and the bedrooms and bath upstairs.The apartments have natural gas heat, one has forced air and the other one has water baseboard. New pipes for baseboard will need to be installed. The furnace and boiler are still in place. The water is

  Maria Liccardi LAMACCHIA REALTY, INC

  66-68 Bracewell Ave, North Adams, MA 01247
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  /41

  $389,900

  • 3 Beds
  • 2.5 Baths
  • 1,305 Sq Ft

  26 Walden Ln, Pittsfield, MA 01201

  Welcome to Walden Village. This is an inviting home that combines easy one level living with added upstairs space for guests or family. The main floor centers around an open kitchen and living room that open onto a private rear deck, ideal for entertaining or relaxing outdoors. Also on the first floor is the primary bedroom with a private bathroom and a convenient half bath for visitors. The home

  Tiffany Roberts ROBERTS & ASSOC. REALTY, INC

  26 Walden Ln, Pittsfield, MA 01201
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  /16

  $85,900

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  9 Pinnacle Point, Adams, MA 01220

  Welcome to this charming mobile home tucked away in a small, peaceful park along the scenic Hoosic River. Enjoy a low-maintenance lifestyle with an inviting open floor plan that connects the living room, dining area, and kitchen, perfect for everyday living or entertaining guests. Step outside to a large covered porch where you can relax and take in the tranquil surroundings. A newer shed

  Jackie Harrington LAMACCHIA REALTY, INC

  9 Pinnacle Point, Adams, MA 01220
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  /30

  $429,900 Open Wed 5PM - 6:30PM

  • 3 Beds
  • 2 Baths
  • 1,409 Sq Ft

  165 George St, Lee, MA 01238

  Tucked away on a dead end street, this charming ranch was thoughtfully built in 1994 by the Lee House Building Class, showcasing quality craftsmanship and timeless design. The home offers three comfortable bedrooms and two full baths, creating an inviting and functional layout. With its single-level living and peaceful setting, this property is perfect for those seeking comfort, convenience,

  Janice Braim CARRIAGE HOUSE REAL ESTATE

  165 George St, Lee, MA 01238
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  /27

  $178,300

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  6 Blandford Stage Rd, Russell, MA 01071

  Investors take notice! Corner lot abutting Bradley Brook in the heart of Russell. Three-bedroom, one bath home with hardwood floors throughout that will shine up nicely! Town water and sewer. Great for someone looking for a handyman's special. May not qualify for some types of loans.

  Jessica Sperry Maverick Realty

  6 Blandford Stage Rd, Russell, MA 01071
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  /41

  $2,650,000

  • 2 Beds
  • 2.5 Baths
  • 1,183 Sq Ft

  327 Chester Rd, Becket, MA 01223

  Fabulous Estate Property with ponds, rushing streams, huge acreage and a gem of a house. The 220 acres abuts state forest and beautiful Walker & Spark Brooks both run through the property. The 2BR/2.5B home has lovely views of the pond and hills beyond, and was totally renovated to the highest standards in 2023 and 2024. Native stone fireplace, heart pine floors, new kitchen, baths, heating,

  Jeff Wilkinson Jeff Wilkinson

  327 Chester Rd, Becket, MA 01223
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  /14

  $139,000

  • 1 Bed
  • 1 Bath
  • 680 Sq Ft

  36 Beacon Ave, Pittsfield, MA 01201

  With a small floor plan this could be a great weekend getaway or easy every day living located on a .12 acre lot. this layout offers a one bedroom, office, kitchen, full bathroom and an enclosed entry way which would make an additional sitting area. The yard has ample space for gardening, outdoor gatherings or simply enjoying the peaceful surroundings. Just a short walk to Pontoosuc Lake where

  Michelle Picard NOCHER REALTY

  36 Beacon Ave, Pittsfield, MA 01201
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  /6

  $159,000

  • Land
  • 31.1 Acres
  • $5,113 per Acre

  0 Otis Stage Rd, Blandford, MA 01008

  Can't find an existing home just how you want it? Look no further! Build the dream home you have always visioned!In the quiet town of Blandford MA, this 31 acre parcel is ideal. Whether you're looking to build your dream home surrounded by nature, explore investment and logging potential, or create a hunters paradise...this property offers a unique blend of privacy, beauty, and

  Stacy Anselmo Coldwell Banker Realty

  0 Otis Stage Rd, Blandford, MA 01008
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  /21

  $395,000

  • 3 Beds
  • 1 Bath
  • 1,052 Sq Ft

  910 N Hoosac Rd, Williamstown, MA 01267

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

  Carolyn Umlauf HARSCH ASSOCIATES

  910 N Hoosac Rd, Williamstown, MA 01267
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  /12

  $350,000

  • Land
  • 20.01 Acres
  • $17,491 per Acre

  360 Mohawk Trail, North Adams, MA 01247

  Extraordinary long range views with 20 acres and over 1100 feet of road frontage making this even more desirable with options for multiple dwellings with the proper approvals.Rough Driveway already in place with cleared opening and power to the site! Like the outdoors? This unique property also borders the 1130 plus acre Florida State Forest for your hiking, hunting or just hiding out

  Jeffrey Loholdt WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  360 Mohawk Trail, North Adams, MA 01247
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  /29

  $209,000

  • 4 Beds
  • 2 Baths
  • 2,242 Sq Ft

  33 Adam St, Pittsfield, MA 01201

  Investment Opportunity in Pittsfield! Welcome to 33 Adam Street, a spacious 4-bedroom, 2-bath duplex offering excellent income potential for investors or owner-occupants alike. Each unit features comfortable layouts with ample living space and an enclosed backyard, making it attractive to long-term tenants. The property sits in a convenient in-town location, close to shops, restaurants, parks,

  Anne-Marie Glogowski Rydon Realty, LLC

  33 Adam St, Pittsfield, MA 01201
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  /29

  $335,000

  • 3 Beds
  • 1.5 Baths
  • 1,050 Sq Ft

  39 Highlawn Dr, Pittsfield, MA 01201

  Welcome to this beautifully maintained ranch home, built in 1949, with 1,050 sqft, on .48 acres, located in one of Pittsfield's most desirable neighborhoods.Step inside to a bright and inviting living/dining area with newly refinished gleaming hardwood floors and an abundance of natural light. Three bedrooms also with gleaming hardwood floors, a kitchen and a full bath complete this level.The

  Marnie Garzone THE KINDERHOOK GROUP - PITTSFIELD

  39 Highlawn Dr, Pittsfield, MA 01201
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  /40

  $427,000

  • 3 Beds
  • 1.5 Baths
  • 2,224 Sq Ft

  388 South Ln, Granville, MA 01034

  Charming 3-bedroom, 1.5 bath home in a serene country setting with beautiful mountain views. Enjoy outdoor living on the wrap around deck overlooking the fenced backyard and stone walls. Inside, the remodeled kitchen features quartz countertops, new cabinets, and a breakfast bar. Both bathrooms tastefully updated. The dining & living room each have fireplaces with a pellet stove in the living

  Mary O'Connell Wolcott Realty

  388 South Ln, Granville, MA 01034
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  /31

  $425,000

  • 4 Beds
  • 3 Baths
  • 2,320 Sq Ft

  74 Washington Ave, North Adams, MA 01247

  Completely renovated 4-bedroom home in North Adams, near MCLA. Newly renovated kitchen and bathrooms with new cabinets, quartz countertops, and all new appliances. New flooring throughout. The first floor offers the kitchen, a full bathroom, an office, a large open living room/dining area, and an entry with beautiful staircase to second floor. The second floor features three bedrooms, a second

  Allison Pacelli PACELLI ZEPKA

  74 Washington Ave, North Adams, MA 01247
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  /68

  $1,350,000

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

  65 Crofut St, Pittsfield, MA 01201

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

  Conor Meehan STONE HOUSE PROPERTIES, LLC

  65 Crofut St, Pittsfield, MA 01201
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  /23

  $265,000

  • 2 Beds
  • 1 Bath
  • 974 Sq Ft

  122 Allengate Ave, Pittsfield, MA 01201

  OPEN HOUSE- Sat. 10/11/ 9:30-11:30 am. Single Level Living in this Sunny 2 Bedroom Bungalow in convenient Pittsfield location. Nice Hardwood Floors throughout. Many recent Updates including new electrical panel, hot water heater, gutters and slider. This home has been well cared for. Nice entryway with hall closet, large living room and adorable eat in kitchen, with slider to good sized deck. At

  Angel Black KRG - Key Realty Group

  122 Allengate Ave, Pittsfield, MA 01201
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  /11

  $449,900

  • 4 Beds
  • 2 Baths
  • 1,360 Sq Ft

  48 Curtis St, Hinsdale, MA 01235

  Come enjoy the peace and quiet in this beautifully redone two-family property! This home has been completely updated from top to bottom, including New Roof and Siding, new walls, floors, and kitchen. Brand new fence for added privacy, a fully renovated basement with fresh concrete flooring, new water heaters, washer and dryer hookups on both floors, in addition, an upgraded electrical system.

  Raul Portorreal International Real-Estate Investment Group

  48 Curtis St, Hinsdale, MA 01235
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  /11

  $62,000

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  130 #4 Water St, Lee, MA 01238

  Conveniently located in South Lee. The friendly Allen Mobil Park is located just off the Mass Pike in the heart of the business district of Lee. No Car? No problem here, public transportation access at your front door. 2 Bedrooms, vaulted ceilings, huge kitchen, washer and dryer in bathroom. $350 monthly lot rent

  Melissa Zoe Hirsch ZOE MELISSA HIRSCH REAL ESTATE

  130 #4 Water St, Lee, MA 01238
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  /41

  $269,000

  • 3 Beds
  • 1 Bath
  • 1,257 Sq Ft

  66 Holmes Rd, Pittsfield, MA 01201

  Charming and light-filled Colonial in a highly desirable Southeast Pittsfield neighborhood. This inviting home offers 3 bedrooms and 1 full bath, a welcoming layout, and an abundance of natural light. Recent updates include a brand-new sewer line, brand new living room carpet, a newer roof and boiler, adding comfort and peace of mind. Enjoy the convenience of a rear deck perfect for relaxing or

  Victoria Standring LAMACCHIA REALTY, INC

  66 Holmes Rd, Pittsfield, MA 01201
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  /10

  $225,000

  • Land
  • 3.26 Acres
  • $69,018 per Acre

  88 Great Barrington Rd, West Stockbridge, MA 01266

  Cleared 3+ acre lot ready to be built in a desirable West Stockbridge location. Wonderful south facing site, set off the road with distant uninterrupted views. Existing driveway presents easy access. Previous owner had percolation tests done which allows for a below grade septic system. Plans for the septic system are included. The site has already be approved by the DEP. Architectural plans for

  Jennifer Capala WILLIAM PITT SOTHEBY'S - LENOX

  88 Great Barrington Rd, West Stockbridge, MA 01266
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  /13

  $50,000

  • Land
  • 1 Acre
  • $50,000 per Acre

  Lot 43 Westbrook Terrace, Pittsfield, MA 01201

  Welcome to Lot 43 at the corner of Westbrook Terrace and Old Farm Lane, a prime ready-to-build homesite in one of Pittsfield's most desirable neighborhoods. This one acre lot offers the perfect blend of nature, community, and convenience. With infrastructure already in place--including sidewalks, sewer, water, natural gas, and underground electric--your vision can take shape with ease.A

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  Lot 43 Westbrook Terrace, Pittsfield, MA 01201
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  /24

  $259,000

  • 4 Beds
  • 1.5 Baths
  • 2,343 Sq Ft

  33 Hudson St, North Adams, MA 01247

  New to the market! This beautiful in-town North Adams home is filled with old-world charm and character. Step inside to find stunning hardwood floors, rich woodwork, and elegant French glass doors connecting spacious living areas. Featuring four bedrooms, 1.5 baths, a living room, dining room, den, and a welcoming center hall, this expansive home offers room for everyone. Enjoy a private backyard

  Christine Girard STEEPLEVIEW REALTY - N. ADAMS

  33 Hudson St, North Adams, MA 01247
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  /64

  $1,900,000

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

  71 & 73 Blunt Rd, Egremont, MA 01230

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

  Ryan Lane GILCREST PROPERTIES

  71 & 73 Blunt Rd, Egremont, MA 01230
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  /10

  $98,000

  • Land
  • 5.8 Acres
  • $16,897 per Acre

  Lots 34-36 Lake View Rd, Peru, MA 01235

  Escape to nature with this expansive 5.80-acre parcel nestled near the pristine waters of Garnet Lake. With deeded lake rights, you'll enjoy exclusive access to one of the Berkshires' hidden gems--perfect for kayaking, fishing, or simply soaking in the tranquil views. Accessed via a private dirt road, this property offers seclusion and quiet, far from the bustle of town-maintained routes.

  Barbara Osborne ASHMERE REALTY, INC.

  Lots 34-36 Lake View Rd, Peru, MA 01235
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  /35

  $279,000

  • 2 Beds
  • 1 Bath
  • 965 Sq Ft

  165 Connecticut Ave, Pittsfield, MA 01201

  Charming & well maintained 5 room, 2-bedroom ranch in desirable Pittsfield neighborhood. This home is in move condition with inviting layout, partially finished basement, nice private back deck, front porch with newer treks flooring. Showings will start Friday 10/10. Open house this Saturday 10/11 from 11am-1pm.

  Matt Jarck WILLIAM PITT SOTHEBY'S - LENOX

  165 Connecticut Ave, Pittsfield, MA 01201

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