The Berkshires, MA Homes for Sale

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  /32

  $650,000

  • 5 Beds
  • 4 Baths
  • 2,499 Sq Ft

  73 Christian Hill Rd, Great Barrington, MA 01230

  Investors zoom in on this property, we have an income producing property. 3 of the 4 units are rented and all tenants are all current. The 4th unit is open for one more tenant. Property has been remodeled, we have a new roof with warranty, foundation work to reinforce this property, new floors in all the units, bathrooms are renovated, the entire interior has been repainted, Kitchen remodel, New

  

  Cristian Sanchez

  COHEN & WHITE ASSOCIATES

  (413) 779-9020

  73 Christian Hill Rd, Great Barrington, MA 01230
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  /44

  $349,990 Open Sat 10:30AM - 12PM

  • 3 Beds
  • 1.5 Baths
  • 1,940 Sq Ft

  1842 East St, Pittsfield, MA 01201

  Move right into this beautifully renovated 3-bedroom, 1.5-bath home offering 1,940 square feet of stylish and functional living space. Renovated in 2022, this home blends modern updates with classic charm. The main level features a bright living room with a cozy fireplace and gleaming wood floors, plus an oversized primary bedroom with two closets--a rare and valuable find on the first floor. The

  

  Kellie Perrault

  KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  (413) 848-7998

  1842 East St, Pittsfield, MA 01201
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  /4

  $500,000

  • Land
  • 3.44 Acres
  • $145,349 per Acre

  117 Lime Kiln Rd, Lenox, MA 01240

  Ready to build! Build your own Berkshire Home on this beautiful 3.44 acre parcel in the heart of the Berkshires! The land is partially cleared and ready for construction, with septic design plans already with public water and power on the street. Set on a quiet road, this property offers privacy with a true Berkshire feel while being close to many cultural attractions including, Tanglewood, The

  

  Laura Arseneau

  PAULA MCLEAN REALTORS INC.

  (413) 393-2997

  117 Lime Kiln Rd, Lenox, MA 01240
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  /46

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

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

  18 Highcrest Rd, Lenox, MA 01240

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

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 319-9976

  18 Highcrest Rd, Lenox, MA 01240
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  /47

  $650,000

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

  161 Leona Dr, Pittsfield, MA 01201

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

  

  Nick Geranios

  WILLIAM PITT SOTHEBY'S - LENOX

  (413) 570-8931

  161 Leona Dr, Pittsfield, MA 01201
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  /24

  $335,000

  • 3 Beds
  • 1.5 Baths
  • 1,408 Sq Ft

  363 Henderson Rd, Williamstown, MA 01267

  Discover the perfect blend of timeless New England character and modern comfort in this beautifully maintained home. Offering three generous bedrooms plus a flexible office or walk-in closet, the residence also features 1.5 thoughtfully updated bathrooms and abundant natural light throughout.An open, flowing floor plan showcases warm wood flooring and creates an inviting space for

  

  Gary Fuls Jr

  RE/MAX Transitions

  (413) 779-8073

  363 Henderson Rd, Williamstown, MA 01267
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  /31

  $449,900

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

  859 Moberg Rd, Becket, MA 01223

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

  

  Ginger Conner

  RED HORSE REAL ESTATE, LLC

  (413) 486-5377

  859 Moberg Rd, Becket, MA 01223
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  /8

  $25,000

  • Land
  • 1.51 Acres
  • $16,556 per Acre

  Lot #26 Old Farm Ln, Pittsfield, MA 01201

  Old Farm Lane, Lot #26 offers the perfect blend of wooded privacy and neighborhood community, while being tucked away on a quiet cul-de-sac. Utilities are in place with public sewer, private well, underground electric + gas. This lot borders the Pittsfield State Forest and offers close proximity to other year-round activities. It is also a short drive to the cultural hubs of Lenox, Williamstown,

  

  Diane Thorson

  WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  (413) 331-7250

  Lot #26 Old Farm Ln, Pittsfield, MA 01201
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  /39

  $404,900

  • 5 Beds
  • 4 Baths
  • 2,832 Sq Ft

  56 Middlefield Rd, Chester, MA 01011

  Discover this charming and spacious two-family home nestled in the heart of Chester. Recently refreshed with new flooring throughout and thoughtful cosmetic updates, this well-maintained property is ready for its next owner. Each unit offers 3 comfortably sized bedrooms, 1.5 bathrooms, a large living room, dining area, kitchen, first-floor laundry, and a bonus room that can be used as an office,

  

  Cynthia Gonzalez

  Executive Real Estate, Inc.

  (413) 966-0486

  56 Middlefield Rd, Chester, MA 01011
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  /11

  $1,176,800

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

  411 Churchill St, Pittsfield, MA 01201

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

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 343-4823

  411 Churchill St, Pittsfield, MA 01201
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  /7

  $809,900

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

  403 Churchill St, Pittsfield, MA 01201

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

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 741-2226

  403 Churchill St, Pittsfield, MA 01201
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  /32

  $200,000

  • 8 Beds
  • 4 Baths
  • 5,142 Sq Ft

  32-38 Spring St, North Adams, MA 01247

  This is a four-family property. Property is VACANT. Seller is conveying lot 56-A & Lot 56-B Updated mechanicals ready for the next owner to complete. Each unit has 2 bedrooms, 1 bathroom, and a bigger living room space with windows that allow lots of natural light to shine through. The kitchen is a moderate size giving enough area for people to maneuver. The property is located close to schools,

  

  Michael Hernandez

  360BERKSHIRE REALTY GROUP

  (413) 966-0983

  32-38 Spring St, North Adams, MA 01247
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  /11

  $839,900

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

  407 Churchill St, Pittsfield, MA 01201

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

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 475-9767

  407 Churchill St, Pittsfield, MA 01201
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  /12

  $139,900

  • Land
  • 3.59 Acres
  • $38,969 per Acre

  407 Churchill St, Pittsfield, MA 01201

  Experience refined country living on this immaculate 3.59-acre estate parcel, mostly cleared prepared with an installed private well, perc test/soil evaluation complete, and underground electric in place. A septic easement benefits the property via a neighboring parcel. The HOA provides driveway and common-land maintenance. The restrictions and covenants in place ensure lasting elegance: minimum

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 216-4191

  407 Churchill St, Pittsfield, MA 01201
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  /10

  $109,900

  • Land
  • 2.14 Acres
  • $51,355 per Acre

  403 Churchill St, Pittsfield, MA 01201

  Experience refined country living on this immaculate 2.14-acre estate parcel, mostly cleared prepared with an installed private well, 3 bedroom septic design and underground electric in place. There is an existing RDA plan approved which has expired and would need renewing for nearby wetlands on common land. The HOA provides driveway and common-land maintenance. The restrictions and covenants in

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 414-4478

  403 Churchill St, Pittsfield, MA 01201
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  /9

  $254,900

  • Land
  • 8.93 Acres
  • $28,544 per Acre

  411 Churchill St, Pittsfield, MA 01201

  Experience refined country living on this immaculate 8.93-acre estate parcel, fully cleared and impeccably prepared with a private well, installed 4 bedroom septic system, underground electric tied in, and a 1,000-gallon underground propane tank. A proposed septic easement accommodates an abutting lot. The HOA provides driveway and common-land maintenance, with restrictions and covenants ensuring

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 359-6411

  411 Churchill St, Pittsfield, MA 01201
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  /23

  $1,340,000

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

  520 State Rd Unit 402, North Adams, MA 01247

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

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 725-4556

  520 State Rd Unit 402, North Adams, MA 01247
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  /19

  $610,000

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

  520 State Rd Unit 208, North Adams, MA 01247

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

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 798-5680

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

  $689,900

  • 4 Beds
  • 5 Baths
  • 2,748 Sq Ft

  10 Lillybrook Rd, Pittsfield, MA 01201

  Beautiful 4 bedroom contemporary on Lilybrook Road. Vaulted entry way leads to living (sitting) room flanked by formal dining room. Also on the first floor is oversized great (family) room with fireplace, large eat-in kitchen and private master (in-law) suite with full bath and jet tub. The second floor has another master suite with full private bath, two additional bedrooms, and a second full

  

  Paul Clark

  CLARK REALTY GROUP LLC

  (413) 327-7998

  10 Lillybrook Rd, Pittsfield, MA 01201
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  /6

  $325,000

  • Land
  • 21.7 Acres
  • $14,977 per Acre

  0 Sisson Hill Rd Unit 248042, New Marlborough, MA 01230

  21.7 wooded acres on one of South County's ''best-kept-secret'' back country roads, yet just minutes away from Great Barrington, Sheffield and the bucolic villages of New Marlborough. Discover nature, privacy & a unique sense of peace on this rare piece of land. The land has been perc tested, seller will provide final survey prior to closing. Map in documents shows proposed new boundaries for

  

  Dan Alden

  ALDEN COUNTRY REAL ESTATE SERVICES

  (413) 848-6618

  0 Sisson Hill Rd Unit 248042, New Marlborough, MA 01230
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  /53

  $465,000

  • 4 Beds
  • 2.5 Baths
  • 1,872 Sq Ft

  165 Sandisfield Rd, Sandisfield, MA 01255

  This home is ready for its new owner. A complete professionally remodeled interior. New Septic System, New insulation, New Windows, New Kitchen and Appliances, Freshly Painted, Fiber Optic Internet available, New gravel Driveway, New Boiler, New hot water heater, Brand new LED lighting within the entire home. New tile work in the the 2 full baths. Laundry conveniently located on the same level as

  

  Cristian Sanchez

  COHEN & WHITE ASSOCIATES

  (413) 392-4615

  165 Sandisfield Rd, Sandisfield, MA 01255
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  /33

  $1,349,000

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

  61 Tor Ct, Pittsfield, MA 01201

  Easy living Ranch home on beautiful Onota Lake. Fantastic views of the Lake and Distant Berkshire Hills. Enjoy westerly sunset views from your expansive, manicured lawn and almost every room in the house. A quiet setting with comparable homes and easy access to all the Berkshires has to offer. Needs a little TLC, but well worth it for this sought after location and lifestyle. Hardwood floors

  Allen Bassen

  BERKSHIRE HOMES AND CONDOS

  (413) 287-9929

  61 Tor Ct, Pittsfield, MA 01201
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  /29

  $1,200,000

  • 6 Beds
  • 5 Baths
  • 4,473 Sq Ft

  24 W Oxbow Rd, Charlemont, MA 01339

  Unique, Gambrel Colonial Timber Frame, is a Masterpiece of exceptional detail, boasting museum-grade, reproduction-quality construction. Master carpenter and Architectural Wood Worker, Arnold Jones played a meticulous role in the reproduction construction of the home over a 20-year period. Employing original hand-made techniques, such as chamfered exposed beams, carved shell cupboards, noting

  

  Cathy Roberts

  Cohn & Company

  (413) 213-3454

  24 W Oxbow Rd, Charlemont, MA 01339
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  /23

  $125,000

  • Land
  • 0.49 Acre
  • $255,102 per Acre

  28 Pearl St, Great Barrington, MA 01230

  Nestled on a quiet dead-end street, this .49-acre parcel offers a unique combination of privacy, scenic beauty, and walk-to-town convenience. The property has been thoughtfully divided to meet local zoning requirements within the defined build envelope as shown (see documents for survey & building envelope). A 200-foot riparian buffer protects the riverfront, ensuring that no structures can ever

  

  Dan Alden

  ALDEN COUNTRY REAL ESTATE SERVICES

  (413) 408-5316

  28 Pearl St, Great Barrington, MA 01230
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  /50

  $845,000

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

  9 Castle Hill Rd, Stockbridge, MA 01262

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

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 269-8632

  9 Castle Hill Rd, Stockbridge, MA 01262
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  /10

  $155,000

  • Land
  • 5.24 Acres
  • $29,580 per Acre

  104 Hupi Rd, Monterey, MA 01245

  Ready to build a new custom home with all your personal touches! Views of Lake Garfield. Close to downtown Monterey. Fresh 5 acre parcel to construct a magnificent home in the Berkshires!

  

  Cristian Sanchez

  COHEN & WHITE ASSOCIATES

  (413) 771-4725

  104 Hupi Rd, Monterey, MA 01245
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  /42

  $2,649,000

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

  250 West St, Lenox, MA 01240

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

  

  Selina Lamb

  Birch Properties

  (413) 423-1264

  250 West St, Lenox, MA 01240
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  /12

  $79,000

  • Land
  • 2.2 Acres
  • $35,909 per Acre

  296 Northwest Rd, Westhampton, MA 01027

  Behold your private paradise! This beautiful hillside lot of 2.2 acres has a accurate survey and a Septic System Design/Site Plan already Approved for a 4 BR home at the top of the hill. The property boasts a fabulous assortment of mature trees, an existing wood road that can be cleaned and maintained, and ~490 feet of frontage on Shop Brook which displays a stunning series of waterfalls and

  

  Greg Dibrindisi

  Berkshire Hathaway HomeServices Realty Professionals

  (413) 848-7224

  296 Northwest Rd, Westhampton, MA 01027
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  /7

  $59,900

  • Land
  • 1.23 Acres
  • $48,699 per Acre

  Lot 140 Westbrook Terrace, Pittsfield, MA 01201

  Nestled on a quiet street among upscale homes, this 1.23-acre lot offers a prime setting to build your custom residence. Underground utilities are available at the road for a seamless start. Enjoy the privacy and natural beauty of the Berkshires with easy access to downtown Pittsfield, Tanglewood, hiking trails, and more. Protective covenants preserve the integrity and lasting value of this

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 288-3713

  Lot 140 Westbrook Terrace, Pittsfield, MA 01201
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  /7

  $59,900

  • Land
  • 1.08 Acres
  • $55,463 per Acre

  Lot 144 Eastbrook Ln, Pittsfield, MA 01201

  Nestled on a quiet street among upscale homes, this 1.08-acre lot offers a prime setting to build your custom residence. Underground utilities are available at the road for a seamless start. Enjoy the privacy and natural beauty of the Berkshires with easy access to downtown Pittsfield, Tanglewood, hiking trails, and more. Protective covenants preserve the integrity and lasting value of this

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 414-5864

  Lot 144 Eastbrook Ln, Pittsfield, MA 01201
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  /2

  $150,000

  • Land
  • 0.45 Acre
  • $333,333 per Acre

  50 Commercial St, Adams, MA 01220

  Commercial Parcel located on route 8 in Adams MA. Strong commercial location.

  

  Michael Hernandez

  360BERKSHIRE REALTY GROUP

  (413) 402-6094

  50 Commercial St, Adams, MA 01220
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  /2

  $39,900

  • Land
  • 0.15 Acre
  • $266,000 per Acre

  0 Courtland Place, Pittsfield, MA 01201

  Cleared City lot with public water and sewer

  

  John Ciepiela

  BISHOP WEST REAL ESTATE

  (413) 553-1360

  0 Courtland Place, Pittsfield, MA 01201
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  /42

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

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

  18 Highcrest Rd Unit 20, Lenox, MA 01240

  

  Selina Lamb

  Birch Properties

  (413) 591-5654

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

  $54,900

  • Land
  • 2.42 Acres
  • $22,686 per Acre

  1 Old Orebed Rd, New Ashford, MA 01237

  Price improvement, seller's are MOTIVATED!!!Stunning 2.42-Acre Lot with Breathtaking Mountain Views! Prime location just minutes from the popular Jiminy Peak Ski Resort, Mt. Greylock. The property provides an excellent opportunity to build your dream home or vacation retreat, surrounded by nature's beauty and outdoor adventure. Enjoy access to skiing, hiking, lakes and more, while being

  

  Keytoria Jenkins

  THE KINDERHOOK GROUP

  (866) 436-0912

  1 Old Orebed Rd, New Ashford, MA 01237
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  /25

  $95,000

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  49 Access Rd Unit 3b, Windsor, MA 01270

  This charming and rustic seasonal lake cottage, rebuilt in 2011 with structural enhancements, replacement windows, and a large side deck, is a cozy retreat nestled on 1.24 wooded acres by Windsor Pond. The interiors are adorned with knotty pine, giving it a warm and inviting feel harkening to an era past. With two comfy bedrooms, a wood stove to keep you warm on chilly nights, a spacious screened

  

  Lisa Carroll

  Delap Real Estate LLC

  (413) 779-8496

  49 Access Rd Unit 3b, Windsor, MA 01270
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  /36

  $300,000 Open Sat 10AM - 12PM

  • 3 Beds
  • 1 Bath
  • 1,125 Sq Ft

  8 Alba Ave, Pittsfield, MA 01201

  Don't miss this Southeast Pittsfield ranch in a fantastic location, adjacent to Williams Elementary School. Set on a desirable corner lot, this home offers three good-sized bedrooms, a renovated full bath and hardwood floors, along with updated hallway and kitchen/dining floors. The eat-in kitchen features a large picture window overlooking the completely fenced-in rear yard, which is bright and

  

  Nick Geranios

  WILLIAM PITT SOTHEBY'S - LENOX

  (413) 288-4055

  8 Alba Ave, Pittsfield, MA 01201
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  /25

  $495,000

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  121 Berkshire Dr, Williamstown, MA 01267

  Big on everything that matters, this beautifully renovated 3-bedroom, 2-bath home offers a rare combination of ease, light, and thoughtful updates in the heart of Williamstown.Updated since 2021, the improvements are meaningful and complete: a new roof, fresh exterior and interior paint, refinished floors, and a kitchen and baths that feel crisp, current, and exceptionally well executed--finished

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 307-8276

  121 Berkshire Dr, Williamstown, MA 01267
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  /8

  $1,719,000

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

  306 South St, Pittsfield, MA 01201

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

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 798-8328

  306 South St, Pittsfield, MA 01201
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  /36

  $297,000

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

  83 Williams St, North Adams, MA 01247

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

  

  Gary Fuls Jr

  RE/MAX Transitions

  (413) 884-5511

  83 Williams St, North Adams, MA 01247
• 

  

  /7

  $79,900

  • 2 Beds
  • 1 Bath
  • 550 Sq Ft

  3 Jennifer Ln, West Stockbridge, MA 01266

  Nicely remodeled 2 bedroom trailer with fireplace and 2 baths. Park rent is $399.56 per month.

  

  John Ciepiela

  BISHOP WEST REAL ESTATE

  (413) 741-1606

  3 Jennifer Ln, West Stockbridge, MA 01266

Showing Results 1 - 40, Page 1 of 16