16,114

Berkshire, MA Homes

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  • /15

    $110,000

    • Land
    • 4.62 Acres
    • $23,810 per Acre

    0 Dalton Division Rd, Pittsfield, MA 01201

    Well located parcels with 4.2 acres of development land zoned RG with an attached .4 acre lot zoned R12. Sale includes all engineering work to date, including wetlands delineation, site plans, etc... All utilities available including water, sewer & natural gas. Possibilities include 19-20 Garden Style Apartments, 5 or 7 lot subdivision or a 3 lot ANR subdivision. Property abuts large apartment

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 366-3881

    0 Dalton Division Rd, Pittsfield, MA 01201
  • /13

    $1,400 per month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    339 Fenn St Unit 339 Fenn St 2nd Floor, Pittsfield, MA 01201

    This property at 339 Fenn St features 2 Bedrooms 1 bathroom within a total of 900 square feet. The living room offers ample space for relaxation and is designed for easy furniture arrangement. Available and Move in ready. The bathroom is basic but essential. Each bedroom provides sufficient room for personal furnishings with large space capacities. The property includes washer/dryer hookups for

    339 Fenn St Unit 339 Fenn St 2nd Floor, Pittsfield, MA 01201
  • /50

    $365,000 Sold Aug 04, 2025

    • 1,457 Sq Ft
    • $251/SF
    • 19 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1974

    184 Mcintosh Dr, Pittsfield, MA 01201

    New listing in The Orchards, southeast Pittsfield offers 6 rooms, 3 bedrooms, 2 full baths, hardwood floors, gas fireplace with remote, and more. Family room in lower level and full bath with heated floor. Large, lovely kitchen with large dining area. Lighting and USB ports under kitchen cabinets. All appliances remain for the buyer's enjoyment. Central air conditioning in part of the house in

    Mark Harris SIGNATURE ASSOCIATES

    184 Mcintosh Dr, Pittsfield, MA 01201
    • /24

      Est $275,054 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,676 Sq Ft

      46 Lenox Ave, Pittsfield, MA 01201

      46 Lenox Ave, Pittsfield, MA 01201
  • /16

    $485,000

    • 8 Beds
    • 6 Baths
    • 8,543 Sq Ft

    153 First St, Pittsfield, MA 01201

    Looking to add a well-performing asset that provides you with income from day one? This six-family investment property offers investors immediate cash flow and upside potential... sitting at a 11 cap rate, this property offers a strong return on investment with room to grow based on some under market rents! This property offers a range of studio to 3-bedroom units and Off street parking.

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 728-1773

    153 First St, Pittsfield, MA 01201
  • /37

    $6 per month

    • 2 Baths
    • 10,822 Sq Ft
    • Property for Rent

    55 W Housatonic St, Pittsfield, MA 01201

    Imagine your business thriving at this highly visible corner location. With over 16,000 vehicles passing daily, your storefront will be noticed. Ample parking ensures customers can easily access your 10,822 sq ft space, suitable for retail, office, or a service-oriented venture. A loading dock adds convenience. This versatile building in a mixed-use district allows for flexibility. This

    Mitchell Plaine THE BERKSHIRES FOR SALE

    55 W Housatonic St, Pittsfield, MA 01201
  • /53

    $473,000 Sold Aug 01, 2025

    • 1,766 Sq Ft
    • $268/SF
    • 49 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1987

    64 Blotz Rd, Washington, MA 01223

    Charming Country Cape in the Berkshire Hills.Welcome to your own wooded retreat in the beautiful hilltowns of the Berkshires. This spacious four bedroom cape-style home is nestled on a private parcel surrounded by mature forest, where deer roam, rabbits dart through the brush, and wild turkeys wander.Enjoy the best of both worlds--secluded nature just minutes from city amenities, dining, art,

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    64 Blotz Rd, Washington, MA 01223
    • /38

      Est $272,480 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,890 Sq Ft

      46 Worthington St, Pittsfield, MA 01201

      46 Worthington St, Pittsfield, MA 01201
  • /5

    $32,900

    • Land
    • 0.81 Acre
    • $40,517 per Acre

    Lot #50 Barker Rd, Pittsfield, MA 01201

    This building lot boasts convenient access to essential utilities including water & sewer, available along the road. This parcel provides a seamless foundation for construction and future living. The lot is nestled within a residential neighborhood while being just a stone's throw away from amenities and recreational hotspots. With it's R6 zoning designation, the property presents versatile

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 798-8250

    Lot #50 Barker Rd, Pittsfield, MA 01201
  • /5

    $17 per month

    • 4 Baths
    • 10,125 Sq Ft
    • Property for Rent

    10 Wendell Avenue Extension, Pittsfield, MA 01201

    Office suites available for lease in ideal downtown Pittsfield location! There currently two suites on the second level and two on the first floor available. Heat, Electric and AC included. Building is very well kept and features renovated bathrooms and key card access. High traffic area with on-street parking.

    Conor Meehan STONE HOUSE PROPERTIES, LLC

    10 Wendell Avenue Extension, Pittsfield, MA 01201
  • /37

    $520,000 Sold Aug 01, 2025

    • 1,913 Sq Ft
    • $272/SF
    • 7 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1945

    288 E New Lenox Rd, Pittsfield, MA 01201

    A RIVER RUNS THROUGH IT: Charming and enchanted home. 4.8 acres of lush green lawn with the sparkling Sackett Brook meandering through. This lovely single level home has 3 or 4 bedrooms and is perfect for the growing family or downsizing adults. The open plan living/dining area has loads of light with French Doors to the patio. A family room allows you to get away and relax. The rocking chair

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    288 E New Lenox Rd, Pittsfield, MA 01201
    • /35

      Est $290,535 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,704 Sq Ft

      11 Pleasure Ave, Pittsfield, MA 01201

      11 Pleasure Ave, Pittsfield, MA 01201
  • /6

    $52,900

    • Land
    • 0.88 Acre
    • $60,338 per Acre

    L 105,106 Barker Rd, Pittsfield, MA 01201

    Discover the perfect canvas for your future home with this 0.88-acre parcel of land with a R-12 Zoning. Boasting an ideal location close to shopping centers, employment opportunities, theaters, and a myriad of Berkshire attractions. This centrally located property offers unparalleled convenience and accessibility. Whether you're seeking to build now or in the future, this versatile parcel

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 722-5700

    L 105,106 Barker Rd, Pittsfield, MA 01201
  • /36

    $11 per month

    • 2 Baths
    • 142,518 Sq Ft
    • Property for Rent

    703 W Housatonic St, Pittsfield, MA 01201

    703 West Housatonic Street is one of Pittsfield's most unique, multi-use buildings, perfect for a wide variety of businesses and organizations. Located on Route 20, it's ideally situated for easy access to Berkshires and nearby New York state. The property has been upgraded in every department. It's powered by its own solar field, has large parking lots, a tenant garden, fresh landscaping, and an

    Conor Meehan STONE HOUSE PROPERTIES, LLC

    703 W Housatonic St, Pittsfield, MA 01201
  • /21

    $169,000 Sold Aug 01, 2025

    • 1,122 Sq Ft
    • $151/SF
    • 5 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1935

    96 Strong Ave, Pittsfield, MA 01201

    Introducing a charming fixer-upper colonial home in a highly sought after school district. Gather your tools and get ready to put in some sweat equity and transform into your new home. The property showcases three cozy bedrooms and one well-appointed bathroom. Situated on a corner lot with a one car garage. With its desirable location and great potential, this home presents a unique opportunity

    Jessica Rizzo LAMACCHIA REALTY, INC

    96 Strong Ave, Pittsfield, MA 01201
    • /30

      Est $255,008 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 750 Sq Ft

      234 California Ave, Pittsfield, MA 01201

      234 California Ave, Pittsfield, MA 01201
  • /60

    $5,150,000

    • 7 Beds
    • 8.5 Baths
    • 7,073 Sq Ft

    1 Pinecroft Dr, Lenox, MA 01240

    Gated Berkshire Stone Estate in exclusive Pinecroft compound with Canyon Ranch Living and its 125 maintenance-free acres. Optional membership. Turnkey home features elevator, 300-year-old reclaimed timber floors and large gourmet kitchen. Great room boasts floor-to-ceiling stone fireplace, wet bar, Nano doors to screened lanai. Two primary en suite bedrooms with cedar closets. Lower level: gym,

    Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    1 Pinecroft Dr, Lenox, MA 01240
  • /4

    $14 per month

    • 1.5 Baths
    • 1,597 Sq Ft
    • Property for Rent

    99 Hawthorne Ave, Pittsfield, MA 01201

    The industrial aesthetic of this classic New England mill offers a unique space for your organization or business to call home. The office space has terrific light and height, new windows, exposed brick, hardwood floors and updated systems including smart LED lighting. This suite is one of three tenant spaces in the building, all of which share a common area with a kitchen and two bathrooms.

    Conor Meehan STONE HOUSE PROPERTIES, LLC

    99 Hawthorne Ave, Pittsfield, MA 01201
  • /61

    $285,000 Sold Jul 31, 2025

    • 2,446 Sq Ft
    • $117/SF
    • 4 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1900

    145 Union St, Pittsfield, MA 01201

    Step into a storybook setting with this lovingly maintained 5-bedroom, 2.5-bathroom home that radiates warmth, character, and enduring charm. From the moment you enter, you're welcomed by rich wood floors and a graceful staircase featuring an elegant overlook that makes every arrival feel like a homecoming. The main living area exudes cozy elegance, featuring classic millwork, ample windows, and

    Corey Bishop BISHOP WEST REAL ESTATE

    145 Union St, Pittsfield, MA 01201
    • /26

      Est $364,889 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,260 Sq Ft

      69 Valentine Rd, Pittsfield, MA 01201

      69 Valentine Rd, Pittsfield, MA 01201
  • /36

    $610,000

    • 4 Beds
    • 2.5 Baths
    • 2,464 Sq Ft

    304 Dalton Division Rd, Pittsfield, MA 01201

    Welcome to 304 Dalton Division Road in Pittsfield! This charming property blends country living with city access, set on over 6 acres of land offering privacy, outdoor space, and beautifully landscaped grounds. It includes three sheds, one a wood shed, for ample storage. The home features a mudroom, first-floor laundry, and a kitchen with quartz countertops and sliding doors to the backyard. The

    Patrick Cathro NON-MEMBER / RECIPROCAL

    304 Dalton Division Rd, Pittsfield, MA 01201
  • /2

    $42,000 per month

    • 6,000 Sq Ft
    • Property for Rent

    5 Whipple St, Pittsfield, MA 01201

    St Luke's Square. Entrance to lower level space from 1st level parking lot or rear, Whipple St.

    James McRory BERKSHIRE COUNTY REALTY

    5 Whipple St, Pittsfield, MA 01201
  • /45

    $1,150,000 Sold Jul 31, 2025

    • 2,995 Sq Ft
    • $384/SF
    • 29 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2006

    4 Stoneledge Rd, Lenox, MA 01240

    Charming Lenox contemporary cape on 1 acre. Located in an area of fine homes, this 4 bedroom 4.5 bath home has the following amenities: Screen porch, eat in kitchen with island, family room with fireplace, primary bedroom suite on the main floor, dining room, den, attached two car garage, finished lower level ...great space office or exercise area... natural gas heat, central air, town water

    Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    4 Stoneledge Rd, Lenox, MA 01240
    • /31

      Est $434,222 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,014 Sq Ft

      252 Barker Rd, Pittsfield, MA 01201

      252 Barker Rd, Pittsfield, MA 01201
  • /82

    $2,550,000 Pending

    • 6 Beds
    • 6.5 Baths
    • 7,143 Sq Ft

    13 Taconic Ave, Lenox, MA 01240

    An Unrivaled 8-Acre Sanctuary of Beauty, Privacy & SophisticationNestled in the cultural heart of the Berkshires, just steps from downtown Lenox, this extraordinary property offers a rare and coveted blend of seclusion and sophistication set on an unheard-of 8 acres of wooded, professionally designed, and maturely landscaped grounds.Inside, the home has been completely reimagined, with every

    Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

    13 Taconic Ave, Lenox, MA 01240
  • /2

    $60,000 per month

    • Studio
    • 2 Baths
    • 3,060 Sq Ft
    • Property for Rent

    81 Linden St, Pittsfield, MA 01201

    Second floor of Sioga Club- Separate entrance + elevatorLandlord will break up 3500 sf into smaller spaces

    James McRory BERKSHIRE COUNTY REALTY

    81 Linden St, Pittsfield, MA 01201
  • /52

    $477,500 Sold Jul 31, 2025

    • 1,756 Sq Ft
    • $272/SF
    • 5 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1950

    237 Eleanor Rd, Pittsfield, MA 01201

    Very lovely Cape style home with many updates. New Kitchen and downstairs bathroom, 2022, new upstairs bath in 2023-2024. Updated water heater with a new tank 2022. Refinished hardwood floors. Updated lighting fixtures, new baseboard trim, new mantle above fireplace. Fenced in the backyard in 2023 and so much moreBeautiful backyard with in-ground pool, stone patio.This is a must seeShowings

    Penney Cardonnel SIGNATURE ASSOCIATES

    237 Eleanor Rd, Pittsfield, MA 01201
    • /39

      Est $351,656 Not Listed For Sale

      • 5 Beds
      • 1 Bath
      • 2,061 Sq Ft

      124 Birch Grove Dr, Pittsfield, MA 01201

      124 Birch Grove Dr, Pittsfield, MA 01201
  • /7

    $365,000

    • 5 Beds
    • 1 Bath
    • 2,490 Sq Ft

    15 Golden Hill Rd, Lee, MA 01238

    Spacious colonial home with tremendous potential for restoration or move-in / flip. Built in the early 1900s, this 5-bedroom gem stands proudly atop Golden Hill Rd. The home is ready for some TLC to bring it back to its full glory. A spacious five-bedroom house includes extra rooms for office or leisure, including a 3-season patio, private backyard and terrific two-level barn.

    John Segalla HOUSATONIC REAL ESTATE

    15 Golden Hill Rd, Lee, MA 01238
  • /68

    $940,000 Sold Jul 31, 2025

    • 6,170 Sq Ft
    • $152/SF
    • 9 Days On Market
    • 5 Beds
    • 7 Baths
    • Built 1920

    229 High St, Pittsfield, MA 01201

    OPEN HOUSE Saturday, MAY 24th 11am-1pm 229 High Street is one of the areas' most elegant and spectacular homes. Built in 1920, with exceptional quality and details, the home has been meticulously renovated to reflect its original character and beauty. This 6170 sq ft home set on one lush and landscaped acre, provides privacy and tranquility throughout the seasons. This is a ''must see'' home with

    Rochelle Bartolo BEACH & BARTOLO REALTORS

    229 High St, Pittsfield, MA 01201
    • /40

      Est $238,879 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 895 Sq Ft

      66 Harding St, Pittsfield, MA 01201

      66 Harding St, Pittsfield, MA 01201
  • /50

    $469,900

    • 4 Beds
    • 2 Baths
    • 1,984 Sq Ft

    225 Williams St, Pittsfield, MA 01201

    Meticulously maintained Berkshire brick beauty. This timeless home sets the stage with elegance and charm, subtlety wrapping you in quiet comfort and peace within the brick walls. Impeccably improved and maintained to captivate you as you enter each room. Relax and share time in the light filled living room with full length picture window. Feel the glow of the glimmering gas fired fireplaced

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    225 Williams St, Pittsfield, MA 01201
  • /32

    $350,000 Sold Jul 31, 2025

    • 2,020 Sq Ft
    • $173/SF
    • 68 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1920

    606 W Housatonic St, Pittsfield, MA 01201

    ''Charming Cape-style home nestled in the heart of Pittsfield, set on over an acre of picturesque land. This property boasts a detached two-car garage, perfect for additional storage or workshop space. Inside, you will find a cozy wood-burning fireplace and elegant kitchen granite countertops, adding warmth and character to the living spaces. The home features two full baths and one half bath,

    Barbara Osborne ASHMERE REALTY, INC.

    606 W Housatonic St, Pittsfield, MA 01201
    • /32

      Est $314,202 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,512 Sq Ft

      280 West St, Pittsfield, MA 01201

      280 West St, Pittsfield, MA 01201
  • /39

    $399,900 Open Sat 10AM - 11:30AM

    • 3 Beds
    • 1 Bath
    • 1,829 Sq Ft

    36 Edgemere Rd, Dalton, MA 01226

    Move-in ready and beautifully maintained, this ranch-style home offers easy one-level living with vaulted ceilings and an open floor plan. Enjoy natural gas heating and a spacious kitchen with Kraftmaid cherry cabinetry. The three-bedroom layout includes a den and a second living room--perfect for entertaining. The bathroom features granite countertops, tile flooring, and cherry cabinetry. Recent

    Laiken Rapisarda LAMACCHIA REALTY, INC

    36 Edgemere Rd, Dalton, MA 01226
  • /31

    $318,000 Sold Jul 30, 2025

    • 1,252 Sq Ft
    • $254/SF
    • 16 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1959

    135 Imperial Ave, Pittsfield, MA 01201

    Single level living in one of Pittsfield's desirable neighborhoods! This 3 bedroom , 1 bath Ranch style home has been meticulously maintained throughout the years. As you enter the home you are warmly greeted with a spacious living/dining area that flows nicely into a well appointed kitchen. In addition to a welcoming living space there a 3 generously sized bedrooms and a full bath. The

    Doug Collins LAMACCHIA REALTY, INC

    135 Imperial Ave, Pittsfield, MA 01201
    • /30

      Est $199,517 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,568 Sq Ft

      12 Leidhold Place, Pittsfield, MA 01201

      12 Leidhold Place, Pittsfield, MA 01201
  • /25

    $619,900

    • 4 Beds
    • 2.5 Baths
    • 2,646 Sq Ft

    68 Brookside Dr, Pittsfield, MA 01201

    This terrific side hall Colonial offers a spacious, family-friendly layout with timeless appeal and effortless flow. The heart of the home is the large, updated kitchen featuring stone countertops and a sunny dining area, ideal for everyday living and entertaining.Gracious first-floor spaces include a step-down family room with a wood-burning fireplace, built-ins, and gleaming hardwood floors, as

    Kathleen Quinn WILLIAM PITT SOTHEBY'S - LENOX

    68 Brookside Dr, Pittsfield, MA 01201
  • /31

    $268,837 Sold Jul 28, 2025

    • 1,184 Sq Ft
    • $227/SF
    • 7 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1956

    13 Norwich Dr, Dalton, MA 01226

    Don't miss your chance to own this beautifully updated ranch-style home located in the heart of Dalton. Built in 1956, this 3-bedroom, 1-bath gem offers comfortable one-level living with an open-concept design perfect for modern lifestyles.Each room has been thoughtfully updated with convenience and function in mind. The spacious kitchen seamlessly flows into the dining and family rooms, creating

    Erin Vincent BISHOP WEST REAL ESTATE

    13 Norwich Dr, Dalton, MA 01226
    • /23

      Est $257,658 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 2,511 Sq Ft

      18 Broad St, Pittsfield, MA 01201

      18 Broad St, Pittsfield, MA 01201

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