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Berkshire County MA Homes for Sale

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  • /25

    $204,900

    Open Sat 10AM - 12PM
    • 3 Beds
    • 2 Baths

    395 Cheshire Rd Unit 112, Pittsfield, MA 01201

    Absolutely beautiful double wide manufactured home situated on the south end corner of Allendale Pines North. 3 bedroom/2 bath home overlooking the woods with direct access to the Ashuwillticook Rail Trail! Sliding glass door of kitchen leads to private deck with no neighbors behind you!!

    Val Whaling

    395 Cheshire Rd Unit 112, Pittsfield, MA 01201
  • /23

    $189,900

    Open Sat 10AM - 12PM
    • 3 Beds
    • 2 Baths

    395 Cheshire Rd Unit 113, Pittsfield, MA 01201

    Check out this adorable 3 bed/2 bath double wide manufactured home with a welcoming front porch situated on the Ashuwillticook Rail Trail. Allendale Pines North is a brand new development with 22 homes slated for completion by the end of 2026. Be one of the first owners in this gorgeous new community.

    Val Whaling

    395 Cheshire Rd Unit 113, Pittsfield, MA 01201
  • /44

    $239,500

    $11K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,740 Sq Ft

    9 Lincoln St, Pittsfield, MA 01201

    Welcome to 9 Lincoln Street, featuring white interior, hardwood floors throughout, large sun-filled rooms, and an open, flowing layout. The main level features a spacious living room, a bonus room that could serve as a first-floor bedroom, a dining room, and kitchen with direct access to a fully fenced backyard. Double doors open to an outdoor space ideal for relaxing or entertaining. Upstairs

    Jessica Rizzo LAMACCHIA REALTY, INC

    9 Lincoln St, Pittsfield, MA 01201
  • /25

    $255,000

    • 2 Beds
    • 1 Bath
    • 1,227 Sq Ft

    58 Churchill Crest, Pittsfield, MA 01201

    2 bedroom end unit condo offering the rare ease of true one level living, tucked in Churchill Crest's most private and peaceful building. This special home feels like a quiet Berkshire sanctuary, with a thoughtful layout that flows comfortably and welcomes you the moment you arrive. It's ready for your vision, character allows you to shape the space to your own style. Outside, enjoy a sparkling

    Keyla Girard LAMACCHIA REALTY, INC

    58 Churchill Crest, Pittsfield, MA 01201
  • /11

    $65,000

    • Land
    • 34,848 Sq Ft
    • $81,250 per Acre

    2 North Rd, Monterey, MA 01245

    Beautifully wooded building parcel in a private community with access to Lake Buel--one of the Berkshires' premier lakes. This parcel is conveniently located just a short drive from Great Barrington, the charming village of Monterey, and the endless skiing adventures at Butternut Basin. A wonderful spot to envision your home in the hills; please note that the existing summer cottage will need to

    Lance Vermeulen LANCE VERMEULEN RE, INC

    2 North Rd, Monterey, MA 01245
  • /33

    $485,000

    • 3 Beds
    • 2 Baths
    • 2,670 Sq Ft

    40 Curran Rd, Cheshire, MA 01225

    Welcome to 40 Curran Rd. This beautifully updated modern home sits on over an acre of private land. This turnkey home offers 3 bedrooms, 2 full baths, an open-flow layout filled with natural light. The inviting living room features a cozy wood-burning fireplace, perfect for gathering on cool fall evenings with pumpkin spice everything! Primary bedroom includes private en-suite bath. Updated

    Agent Photo

    Laura Arseneau

    PAULA MCLEAN REALTORS INC.

    (413) 216-4239

    40 Curran Rd, Cheshire, MA 01225
  • /6

    $53,000

    $2K PRICE DROP
    • Land
    • 1.14 Acres
    • $46,491 per Acre

    0 Park St N, Great Barrington, MA 01230

    Opportunity to acquire a 1.14± acre parcel located on Park Street North in Great Barrington. Situated within the R1 Residential zoning district, this property offers a wooded setting in a well-established area with convenient access to local amenities, outdoor recreation, and the cultural attractions of the Berkshires.The lot is being offered as vacant land and is sold as-is. All uses,

    Jessica Rebello HomeSmart Professionals Real Estate

    0 Park St N, Great Barrington, MA 01230
  • /21

    $70,000

    • Land
    • 2.06 Acres
    • $33,980 per Acre

    0 Goose Pond Rd, Tyringham, MA 01264

    Just minutes from the center of Lee, this wooded lot offers easy access to all that the Berkshires have to offer. Just down the road from Goose Pond with a public boat launch and wonderful fishing! Additional land may be available.

    Tanya Shepardson LAMACCHIA REALTY, INC

    0 Goose Pond Rd, Tyringham, MA 01264
  • /27

    $599,900

    • 3 Beds
    • 2 Baths
    • 1,444 Sq Ft

    8 Lukeman Ln, Stockbridge, MA 01262

    This move-in ready, sunny Cape next to the Botanical Garden offers significant upgrades, a four-season sunroom, private fenced backyard, attached garage, patio, first-floor bedroom & full bath, and low Stockbridge taxes. Hardwood floors, updated kitchen with pantry, mini-splits for heat & AC, new roof, gutters, windows, insulation, primary bath, and electric hot water heater make this truly

    Jesse Dimitropolis RE/MAX COMPASS

    8 Lukeman Ln, Stockbridge, MA 01262
  • /23

    $204,900

    New Construction Open Sat 10AM - 12PM
    • 3 Beds
    • 2 Baths

    395 Cheshire Rd Unit 101, Pittsfield, MA 01201

    Absolutely beautiful double wide manufactured home situated on the south end corner of Allendale Pines North. 3 bedroom/2 bath home overlooking the woods with direct access to the Ashuwillticook Rail Trail! Sliding glass door of kitchen leads to private deck with no neighbors behind you!!

    Val Whaling

    395 Cheshire Rd Unit 101, Pittsfield, MA 01201
  • /57

    $875,000

    $24K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,748 Sq Ft

    594 Shunpike Rd, Sheffield, MA 01257

    Experience refined country living in this completely reimagined masterpiece by Wingate Ltd. Spanning 3 floors of gracious living space, 594 Shunpike offers architectural drama and modern efficiency on a truly scenic Berkshire corridor. Inside, a sculptural staircase leads to a sun-drenched open living area with white oak floors and a gas fireplace. This open plan flows into the chef's kitchen

    John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    594 Shunpike Rd, Sheffield, MA 01257
  • /32

    $99,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,212 Sq Ft

    131 State St, North Adams, MA 01247

    Two family flat located just outside of downtown North Adams. Walking distance to MASS MoCA, restaurants, and many local shops. This duplex features two bedrooms and one bathroom in lower unit and one bedroom and one bathroom in upper unit. Separate electric, heating, and hot water systems. Roof, exterior painting, windows, electric service, wiring, and framing have recently been updated.

    Cory Evangelisto NOCHER REALTY

    131 State St, North Adams, MA 01247
  • /15

    $419,900

    $5K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,316 Sq Ft

    20 Prospect St, Dalton, MA 01226

    4 Bedroom 1.5 bath brick cape on over half acre lot, wood floors throughout, fireplace, newly painted, dining room, eat in kitchen, one car attached garage, breezeway, family room in basement.Includes separate 720 square foot ranch with 2 bedrooms, 1 bathroom on property, front porch, vinyl siding, separate utilities

    Charlie Kulas DALTON TOWN & COUNTRY ASSOC, INC

    20 Prospect St, Dalton, MA 01226
  • /24

    $449,900

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft

    1828 E Otis Rd, Otis, MA 01253

    Turnkey, fully furnished Berkshires retreat with dual-income potential near Otis Reservoir. Rare flexible layout offers two living spaces ideal for short-term rental, multi-generational use, or a live-in/earn scenario. The main living area features vaulted ceilings and easy access to outdoor entertaining, while a separate living space provides privacy for guests or a second rental stream. Enjoy

    Meagan Albert Tier 1 Real Estate

    1828 E Otis Rd, Otis, MA 01253
  • /35

    $450,000

    $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,140 Sq Ft

    149 Kittredge Rd, Pittsfield, MA 01201

    Beautifully renovated home with plenty of space for everyone. This home offers 4 bedrooms, 2.5 baths, and a huge yard. Fully finished walkout basement adds another living room, 1⁄2 bath, and 4th bedroom.

    Tanya Shepardson Lamacchia Realty, Inc.

    149 Kittredge Rd, Pittsfield, MA 01201
  • /4

    $215,000

    • Land
    • 14.37 Acres
    • $14,964 per Acre

    Lot 16 Reservoir Rd, North Adams, MA 01247

    Discover an unparalleled opportunity with this stunning 14.3-acre parcel, perfect for building your dream home or if needed, subdividing into its original three lots. Featuring a pre-installed driveway, electrical service with a transformer, and a large 36 x 50 foundation that was started for a garage/barn, this property is both convenient and versatile. Enjoy the natural beauty of streams,

    Gary Fuls Jr RE/MAX TRANSITIONS

    Lot 16 Reservoir Rd, North Adams, MA 01247
  • /31

    $169,900

    $30K PRICE DROP
    • 7 Beds
    • 4.5 Baths
    • 3,672 Sq Ft

    15 Buel St, Pittsfield, MA 01201

    Come finish the renovation of this expansive 7 bedroom home! This project is ready for your vision and creativity to bring it to fruition! Don't miss this opportunity!

    Benjamin Hause Keller Williams Realty North Central

    15 Buel St, Pittsfield, MA 01201
  • /20

    $730,000

    • 1 Bed
    • 1.5 Baths
    • 1,340 Sq Ft

    520 State Rd Unit 309, North Adams, MA 01247

    Loft 309 at Greylock WORKS is a distinctive north-facing 1BR | 1.5BA Berkshires residence with a generously scaled study, offering approximately 1,340 SF of thoughtfully designed living space. Set on the third floor of the region's most celebrated mill conversion, this home is defined by its warm wood ceilings, varied ceiling heights, and refined blend of historic character and modern

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 225-8948

    520 State Rd Unit 309, North Adams, MA 01247
  • /33

    $530,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,136 Sq Ft

    561 Pecks Rd, Pittsfield, MA 01201

    Fully updated and ready for lake life! This two bedroom, two bathroom waterfront home sits just a short walk to the shores of beautiful Onota Lake. This home has been updated throughout over the last five years. As you step inside to an open, light-filled living space and formal dining room both offering an inviting atmosphere. The renovated kitchen offers plenty of storage and space for cooking.

    Cory Evangelisto NOCHER REALTY

    561 Pecks Rd, Pittsfield, MA 01201
  • /15

    $49,500

    • Land
    • 10,890 Sq Ft
    • $198,000 per Acre

    0 Parker St, Pittsfield, MA 01201

    Well-located and cleared corner lot with existing curb cuts on both Parker Street and Kellogg Street. The +/-0.25-acre parcel is zoned RM, with water, sewer, and natural gas available at the street. Its proximity to Berkshire Health Systems--the region's largest employer - along with walkability to Tyler Street businesses and public transportation, makes this an excellent opportunity for

    Conor Meehan STONE HOUSE PROPERTIES, LLC

    0 Parker St, Pittsfield, MA 01201
  • /17

    $495,000

    • 1 Bed
    • 1 Bath
    • 990 Sq Ft

    520 State Rd Unit 303, North Adams, MA 01247

    Loft 303 at Greylock WORKS is a beautifully scaled, south-facing 1BR | 1BA Berkshires residence offering 940SF of refined living, complemented by a rare 50 SF private loggia. Set within the region's most celebrated mill conversion, this luminous third-floor home blends the architectural integrity of the original mill with thoughtful, custom architectural finishes.With nearly 12-foot ceilings and

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 300-6283

    520 State Rd Unit 303, North Adams, MA 01247
  • /18

    $80,000

    • Land
    • 2.89 Acres
    • $27,643 per Acre

    Lot 2B Leland Rd, Becket, MA 01223

    Welcome to Leland Road! Located in perhaps the most sought after neighborhood in Becket, this 2.9 acre lightly wooded parcel is a superb building lot. Nicknamed ''Maple View'' by its owners, given the seasonal views and beautiful deciduous forest.The building site is private level area with a mature forest canopy that rises above an open forest floor. Replete with ferns, and bounded on the road

    Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    Lot 2B Leland Rd, Becket, MA 01223
  • /25

    $150,000

    • Land
    • 5.79 Acres
    • $25,920 per Acre

    Lot 2 Leland Rd, Becket, MA 01223

    Welcome to Leland Road! Two scenic lots or one large building lot!Located in perhaps the most sought after neighborhood in Becket, this 5.8 acre lightly wooded parcel is a superb building lot. Nicknamed ''Ledgeview'' by its owners, given the seasonal views and stunning glacial rocks.Currently a single lot, the land can easily be divided into two tax parcels if desired.A roughed in driveway curves

    Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    Lot 2 Leland Rd, Becket, MA 01223
  • /15

    $447,300

    $10K PRICE INCREASE
    • 1 Bed
    • 1 Bath
    • 568 Sq Ft

    148 Maple Ave Unit 12, Great Barrington, MA 01230

    Nestled amidst the picturesque embrace of Great Barrington, where the harmonious blend of nature and small-town charm unfolds, The Laurel beckons you into a realm of opulence and refinement. As you step inside, a grand two-story glass atrium lobby welcomes you with a breathtaking display of contemporary design and lavish furnishings. Lush plants and waterfalls adorn the walls, seamlessly

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    148 Maple Ave Unit 12, Great Barrington, MA 01230
  • /18

    $545,000

    $80K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,438 Sq Ft

    402 Park St, Great Barrington, MA 01230

    This well-maintained mixed-use property offers excellent flexibility for both commercial and residential use. The building is currently configured as two separate units. The first floor features a bright commercial space with large front-facing windows that provide excellent visibility and natural light--ideal for office or retail use. The space includes a private bathroom, dedicated heating and

    Suzann Ward HOUSATONIC REAL ESTATE

    402 Park St, Great Barrington, MA 01230
  • /4

    $36,000

    $13K PRICE DROP
    • Land
    • 5.33 Acres
    • $6,754 per Acre

    0 Gentian Hollow Rd, Becket, MA 01223

    Build your Berkshire dream on this premium 5.33-acre lot in the exclusive Becket Woods community. This rare, high-value parcel is a builder’s dream: Totally level with no slopes, completely wetland-free, and already PERC TEST PASSED. Situated at a crisp 1,950-foot elevation with underground utilities, it offers a front-row seat to all four seasons—from vibrant spring blossoms and lush summer

    Derek Greene The Greene Realty Group

    0 Gentian Hollow Rd, Becket, MA 01223
  • /29

    $159,900

    $39K PRICE DROP
    • 6 Beds
    • 2 Baths
    • 2,540 Sq Ft

    17-19 Bracewell Ave, North Adams, MA 01247

    Come put your finishing touches on this beautiful renovation. 2 spacious units with 6 total bedrooms. Gorgeous tile work, kitchens, flooring and much more has already been completed. Come see this one today!

    Benjamin Hause Keller Williams Realty North Central

    17-19 Bracewell Ave, North Adams, MA 01247
  • /40

    $214,900

    • 2 Beds
    • 1 Bath
    • 1,028 Sq Ft

    33 Maplewood Ave Unit 103, Pittsfield, MA 01201

    If you are looking for easy one-level living - don't miss this opportunity! The Maplewood is an elegant condo conversion consisting of eighteen units centrally located in downtown Pittsfield. You'll enjoy this light-filled corner/end unit on the first floor. High ceilings and an open-living plan give a very spacious feel to this two-bedroom unit. Kitchen with granite and stainless, hardwood

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    33 Maplewood Ave Unit 103, Pittsfield, MA 01201
  • /43

    $425,000

    $20K PRICE DROP
    • 2 Beds
    • 3 Baths
    • 1,814 Sq Ft

    35 Chapman Rd, Pittsfield, MA 01201

    Classic New England farmhouse featuring a charming kitchen with beautiful Berkshire views and an open, inviting layout perfect for entertaining. The 1st floor offers, full bath and convenient laundry hookups, along with 2 living rooms. One ideal for relaxation and the other a perfect home office, playroom, game room. Upstairs, you'll find 2 good sized bedrooms each with their own full bathroom

    Agent Photo

    Laura Arseneau

    PAULA MCLEAN REALTORS INC.

    (413) 323-3512

    35 Chapman Rd, Pittsfield, MA 01201
  • /21

    $134,900

    • Land
    • 30.8 Acres
    • $4,380 per Acre

    Lot 5-7 Partridge Rd, New Ashford, MA 01237

    Combined Lots 5 - 7: 30.8 +/- Acre ParcelPrice: $134,900 | Road Frontage: 800 ftDiscover a rare opportunity in Lanesboro with this expansive, 30.8 +/- acre offering--an exceptional value at just $4,379 per acre. By merging Lots 5, 6, and 7 into one contiguous tract, you'll benefit from outstanding scale, privacy, and versatility:Generous Road FrontageBoasting 800 feet along quiet Partridge Road,

    Nathan Girard ROYAL PROPERTY GROUP

    Lot 5-7 Partridge Rd, New Ashford, MA 01237
  • /27

    $299,000

    $26K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    32 Jason St, Pittsfield, MA 01201

    Location is a must! Spring cleanup is about to happen.Many improvements by current owners. Roof replaced in past 10 years. Orangeburg pipe replaced from house to street. Furnace replaced. Kitchen redone. Chimney pipe replaced.Just a few updates.

    Deborah Dwyer DWYER AGENCY

    32 Jason St, Pittsfield, MA 01201
  • /78

    $1,050,000

    • 6 Beds
    • 4.5 Baths
    • 5,219 Sq Ft

    127 Pinecrest Dr, Dalton, MA 01226

    A Stunning Three-Story Residence with Breathtaking Views for an Easy Care Lifestyle in the Berkshires.Majestic and magical perfectly describe this exquisite three-story mountain top home, designed to capture the stunning and distant views of the Berkshire skyline. With over 5,000 square feet of expansive living space, this centrally located residence offers the perfect opportunity to either

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    127 Pinecrest Dr, Dalton, MA 01226
  • /8

    $45,000

    • Land
    • 1.08 Acres
    • $41,666 per Acre

    Lot 24 Old Farm Ln, Pittsfield, MA 01201

    This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and numerous

    Agent Photo

    Diane Thorson

    WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    (413) 343-7322

    Lot 24 Old Farm Ln, Pittsfield, MA 01201
  • /8

    $55,000

    • Land
    • 1 Acre
    • $55,000 per Acre

    Lot 23 Old Farm Ln, Pittsfield, MA 01201

    This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and numerous

    Agent Photo

    Diane Thorson

    WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    (413) 307-3151

    Lot 23 Old Farm Ln, Pittsfield, MA 01201
  • /28

    $347,700

    • 2 Beds
    • 2 Baths
    • 1,314 Sq Ft

    14 Blotz Rd, Washington, MA 01223

    This lovingly preserved 1845 Cape exudes charm and timeless character. Step inside to find wide-plank floors, hand-hewn beams, and sun-filled rooms that feel warm and inviting from the start.Spring breathes new life into this special home--windows open to fresh country air, birdsong fills the mornings, and soft light pours in as the landscape begins to bloom. It's the perfect season to enjoy

    Amy Shufelt BERKSHIRE LISTINGS

    14 Blotz Rd, Washington, MA 01223
  • /47

    $779,500

    $71K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,330 Sq Ft

    138 Hillsdale Rd, Great Barrington, MA 01230

    Move-in-ready Colonial offering 3 bedrooms and 2.5 baths on a sunny, picturesque lot flanked by a beautiful stone wall, it is just seconds from the charming downtown. The main level features a living room with a striking fieldstone fireplace, formal dining room, kitchen, a spacious family room addition, an office and a full bath with a lovely soaking tub, and a powder room. The second level has

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    138 Hillsdale Rd, Great Barrington, MA 01230
  • /15

    $550,000

    • 4 Beds
    • 2 Baths
    • 2,346 Sq Ft

    88 Main St, Great Barrington, MA 01230

    Building has been used as an antique business for the last 50 years. Seller had previously lived in the upstairs apartment. Located across the street from Mend and Calgary's and .5 miles from downtown Great Barrington. Selling as is, business and inventory for sale separately - negotiable with owner. Near all the cultural events specific to the Berkshires!

    Freddy Friedman Birch Properties

    88 Main St, Great Barrington, MA 01230
  • /3

    $419,000

    • 7 Beds
    • 4.5 Baths
    • 4,682 Sq Ft

    312 South St, Pittsfield, MA 01201

    Four-family investment opportunity that checks all the boxes! Great location. Fully rented. Turnkey. Robust net operating income. This well-maintained home, comprising three 2-bedroom units and one 1-bedroom unit all with separate utilities, is an instant profit generator and offers real value in today's market.

    Derek Greene The Greene Realty Group

    312 South St, Pittsfield, MA 01201
  • /46

    $389,000

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,050 Sq Ft

    34 Thistle Path, Williamstown, MA 01267

    Ideal for those seeking comfort, convenience, and low-maintenance living, this three-bedroom, two-bath condo in Greylock Village offers a thoughtfully designed layout featuring a primary bedroom on the main level. Manufactured wood floors flow throughout most of the home, and the attached garage provides easy, weather-free access. As an end-unit condo, enjoy exceptional privacy with no

    Rebecca Cellana BURNHAM GOLD REAL ESTATE, LLC

    34 Thistle Path, Williamstown, MA 01267
  • /32

    $94,900

    $25K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,623 Sq Ft

    56 Liberty St, North Adams, MA 01247

    Come see this large 2-unit property today. Spacious units with open floorplans and 5 bedrooms total. Property has been gutted and is ready to be put back together. Bring your tools and your ideas.

    Benjamin Hause Keller Williams Realty North Central

    56 Liberty St, North Adams, MA 01247

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