16,134

Berkshire, MA Homes

Section Image Section Image
  • /16

    $470,000

    • 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
  • /8

    $11 per month

    • 2 Baths
    • 3,000 Sq Ft
    • Property for Rent

    10 Lyman St, Pittsfield, MA 01201

    This 3,000+ sqft space features a wide-open layout, with access to a loading dock. The entire space is fully sprinklered, with a monitored smoke & fire system. Highly visible signage on East St. Heat and electricity are included in per sqft price.

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 475-9932

    10 Lyman St, Pittsfield, MA 01201
  • /33

    $260,000 Sold Aug 29, 2025

    • 1,170 Sq Ft
    • $222/SF
    • 20 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1955

    54 Dutchess Ave, Pittsfield, MA 01201

    Welcoming 54 Dutchess Ave in Pittsfield to the market! The home is ideal for anyone seeking single level living. Step inside to find a spacious living area filled with natural light that is ideal for entertaining or relaxing. The well appointed eat-in kitchen offers ample storage and plenty of space. Down the hall are three cozy bedrooms that provide for a peaceful retreat along with a full

    Doug Collins LAMACCHIA REALTY, INC

    54 Dutchess Ave, Pittsfield, MA 01201
    • /36

      Not Listed For Sale

      Unlisted Address

      Unlisted Address
  • /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
  • /18

    $1,595 per month

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    105 Parker St Unit 3, Pittsfield, MA 01201

    Spacious (800 sq. ft.) one bedroom apartment in a quiet Pittsfield neighborhood. In addition, to the indoor living space, it has an enclosed 4 season front porch and basement area for laundry. There is a patio in the backyard which is equip with a gas grill for private entertaining or family gatherings. A Washer and Dryer are available and located in the basement. For (peace of mind) there are

    105 Parker St Unit 3, Pittsfield, MA 01201
  • /32

    $249,000 Sold Aug 29, 2025

    • 1,452 Sq Ft
    • $171/SF
    • 13 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1915

    50 Harding St, Pittsfield, MA 01201

    Located in a sweet, established neighborhood, this charming Dutch Gambrel Colonial offers a fantastic opportunity to update and make it your own. With solid bones, tall ceilings and a manageable footprint, it's ideal for those seeking comfort, convenience, and low-maintenance living. The layout includes sunlit living spaces, wood floors under carpets, and a cozy feel throughout. Outside, the deck

    Victoria Standring LAMACCHIA REALTY, INC

    50 Harding St, Pittsfield, MA 01201
    • /7

      Not Listed For Sale

      Unlisted Address

      Unlisted Address
  • /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
  • /30

    $500 per month

    • Studio
    • 2 Baths
    • 1,857 Sq Ft
    • Property for Rent

    20 Bank Row, Pittsfield, MA 01201

    MULTIPLE PROFESSIONAL OFFICE SPACES READY FOR IMMEDIATE TENANCY. Located in the historic Bank Row Building above Patrick's Pub, mere steps from the Berkshire District Courthouse. Perfect for Attorneys! Conference room, private restrooms, hardwood floors, exposed brick walls. Central A/C in the front of the building and electric baseboard heat in the back. Electric cost will be figured into the

    John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    20 Bank Row, Pittsfield, MA 01201
  • /27

    $275,000 Sold Aug 29, 2025

    • 1,320 Sq Ft
    • $208/SF
    • 3 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1920

    35 Weller Ave, Pittsfield, MA 01201

    Welcome to this beautifully maintained 3 bedroom, 1 bath center hall colonial nestled in a prime Pittsfield location. Step inside to find recently refinished hardwood floors that add warmth and character throughout the home. The inviting living room features a cozy fireplace and opens to a bright sunroom. Enjoy the ease of living with newer windows, furnace, hot water heater and roof, offering

    Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

    35 Weller Ave, Pittsfield, MA 01201
    • /25

      Est $549,582 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,072 Sq Ft

      50 Branch Farm Rd, Pittsfield, MA 01201

      50 Branch Farm Rd, Pittsfield, MA 01201
  • /5

    $32,900

    • Land
    • 0.49 Acre
    • $67,144 per Acre

    Lot #112 Cadwell Rd, Pittsfield, MA 01201

    This building lot boasts convenient access to essential utilities including water, sewer, and natural gas lines, 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

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 722-5737

    Lot #112 Cadwell Rd, Pittsfield, MA 01201
  • /4

    $1,305 - $3,447 per month

    Forge

    1 - 3 Beds

    66 Brushwood Way, Lenox, MA 01240

    Forge is a brand new mixed-income housing community currently under construction in Lenox, MA. The development will include 65 apartments within 13 townhome-style buildings, and a community clubhouse. Each building at Forge will contain 5-6 apartments, with a mix of one-, two-, and three-bedroom apartments available at various income tiers (30, 60, 120% AMI). Apartments will have their own

    66 Brushwood Way, Lenox, MA 01240
  • /38

    $394,900 Sold Aug 28, 2025

    • 1,756 Sq Ft
    • $225/SF
    • 51 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1965

    785 E New Lenox Rd, Pittsfield, MA 01201

    Colonial Retreat in the Berkshires Hills.A perfect blend of nature, comfort, and convenience for you to escape to the serene beauty of the Berkshires Hills in this charming woodland colonial home, located just minutes from Lenox. Perched atop a mountain, this property offers a wonderful connection to nature, with October Mountain hiking trails, biking paths, and mountaintop reservoirs practically

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    785 E New Lenox Rd, Pittsfield, MA 01201
    • /27

      Est $330,811 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,346 Sq Ft

      353 E New Lenox Rd, Pittsfield, MA 01201

      353 E New Lenox Rd, Pittsfield, MA 01201
  • /60

    $249,900 Pending

    • 6 Beds
    • 2 Baths
    • 2,592 Sq Ft

    47 Hawthorne Ave, Pittsfield, MA 01201

    Charming two-family duplex offering the perfect blend of move-in-ready comfort and renovation potential, just around the corner from Clapp Park. Each unit features 3 bedrooms, 1 bathroom, and a divided basement. One side is lovingly maintained with an inviting enclosed porch and warm interior details, while the other side offers original wood floors, trim, and doors--ready for your updates and

    Agent Photo

    Corey Bishop

    BISHOP WEST REAL ESTATE

    (413) 324-4060

    47 Hawthorne Ave, Pittsfield, MA 01201
  • /15

    $2,500 per month

    • 2,346 Sq Ft
    • Property for Rent

    324 North St, Pittsfield, MA 01201

    Available for immediate occupancy, this freshly renovated, open-concept commercial space offers approximately 4,500 square feet in the heart of downtown Pittsfield. A blank slate, perfect for a wide range of uses like retail, office space, art gallery, wellness/fitness studio, boutique, or a creative space. Features include street-level storefront with large display windows, front & rear

    Patricia Molina CENTURY 21 NORTHEAST

    324 North St, Pittsfield, MA 01201
  • /32

    $654,000 Sold Aug 28, 2025

    • 1,678 Sq Ft
    • $390/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1977

    29 Osceola Notch Rd, Richmond, MA 01254

    Peaceful quiet setting on 1.7 acres with Royce Brook. Large open kitchen with both dining room area and breakfast nook. Two fireplaces, one in the living room and one in the dining area. First floor primary suite. First floor laundry. Deck overlooking the backyard and woods beyond. Two bedrooms and a bath on the second floor plus an unfinished space great for storage or future living space.

    Sheila Thunfors STONE HOUSE PROPERTIES, LLC

    29 Osceola Notch Rd, Richmond, MA 01254
    • /26

      Est $446,289 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,538 Sq Ft

      26 Old Stockbridge Rd Unit 4, Lenox, MA 01240

      26 Old Stockbridge Rd Unit 4, Lenox, MA 01240
  • /30

    $2,450,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 1,950 Sq Ft

    165 Kemble St Unit 17, Lenox, MA 01240

    Nestled within the serene, world-renowned Canyon Ranch Lenox campus, this bespoke two-bedroom, two-and-a-half-bath home is among the most private and luxuriously appointed in the Berkshires. A rare opportunity to own a residence where every detail--from architecture to finishes--echoes sophisticated European elegance while embracing the wellness-centered ethos of Canyon Ranch living.Inside,

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 547-4966

    165 Kemble St Unit 17, Lenox, MA 01240
  • /20

    $1,082 per month

    Lenox Schoolhouse Apartments

    Studio

    109 Housatonic St, Lenox, MA 01240

    The Berkshires' newest community is NOW OPEN!!! Newly renovated studios and one bedrooms with ALL UTILITIES INCLUDED* - Spacious open layouts, brand new interiors, plush carpet, sunlit windows, abundant closet space. Lenox Schoolhouse Apartments is within walking distance to the center of town. Enjoy the local shops, art galleries, restaurants and entertainment. You'll be sure to experience

    109 Housatonic St, Lenox, MA 01240
  • /38

    $555,000 Sold Aug 28, 2025

    • 1,965 Sq Ft
    • $282/SF
    • 52 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1900

    76 New Lenox Rd, Lenox, MA 01240

    Welcome to your charming colonial retreat in Lenox! This inviting 4-bedroom, 2-bath home offers a perfect blend of space, comfort and convenience, ideally located near a variety of Berkshire attractions.As you step inside, you'll be greeted by a bright and airy family room, complete with built-in shelves and sliding doors that lead to a brand-new deck, perfect for overlooking your fenced

    Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

    76 New Lenox Rd, Lenox, MA 01240
    • /34

      Est $693,277 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,947 Sq Ft

      79 View Dr, Pittsfield, MA 01201

      79 View Dr, Pittsfield, MA 01201
  • /39

    $295,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 1,658 Sq Ft

    10 Elaine Dr, Pittsfield, MA 01201

    Showings begin _ 7/17/25. Is this the one you have been waiting for? Affordable single level living at its best!. Charming ranch in southeast Pittsfield boasts modifications to make this home accessible to many. Living room access from front deck & ramp. Living w/ picture window & wood floors, & wide doorway to a bright sunny recently renovated kitchen. Dutch door to garage & slider to back

    Agent Photo

    Nadine Hiser

    KRG - Key Realty Group

    (413) 430-5228

    10 Elaine Dr, Pittsfield, MA 01201
  • /34

    $5,500 per month

    • 2 Baths
    • 6,370 Sq Ft
    • Property for Rent

    41 North St, Pittsfield, MA 01201

    Rare opportunity to become part of the vibrant downtown corridor with prominent location on the south end of North Street. Close to hotels, banking, retail and professional offices. In addition to many potential uses, it is currently set up as a restaurant and bar. Plenty of seating in the main dining room with an adjacent space to expand seating, game room, lounge or pool tables. Additional

    Tim Gallagher STONE HOUSE PROPERTIES, LLC

    41 North St, Pittsfield, MA 01201
  • /4

    $9,000 Sold Aug 27, 2025

    • Land
    • 0.10 Acre
    • $90,000 per Acre
    • 363 Days On Market

    0 Linden St, Pittsfield, MA 01201

    Lot For Sale, Centrally located walk to downtown. In the past the lot has been used for a Community Garden

    Marnie Garzone THE KINDERHOOK GROUP - PITTSFIELD

    0 Linden St, Pittsfield, MA 01201
    • /20

      Est $264,441 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 988 Sq Ft

      23 Day St, Pittsfield, MA 01201

      23 Day St, Pittsfield, MA 01201
  • /33

    $285,000

    • 2 Beds
    • 1 Bath
    • 908 Sq Ft

    44 Marcella Ave, Pittsfield, MA 01201

    This house was updated and renovated and is in beautiful condition! It also features a LARGE lot that is fenced and has a garage!Seller to offer concessions for a 2/1 buydown to help a buyer get in today with 2 years of lower interest rates! Kitchen is gorgeous, wood floors (maybe original) were all recently done. Bathroom is updated! Front porch (3 season) is a great entry way - and extra

    Agent Photo

    Kolleen Schmitt

    BISHOP WEST REAL ESTATE

    (413) 553-1790

    44 Marcella Ave, Pittsfield, MA 01201
  • /24

    $13 per month

    • 1 Bath
    • 5,496 Sq Ft
    • Property for Rent

    113 West St, Pittsfield, MA 01201

    Rare opportunity to locate your business in a prime downtown location close to North St., banking, grocery store, pharmacy and residential neighborhoods. At 5,496 sq.ft. this property offers a combination retail and warehouse with high ceilings and lots of natural light from the large windows located on the front of the building. Prominent signage options with high volume traffic counts. Off

    Tim Gallagher STONE HOUSE PROPERTIES, LLC

    113 West St, Pittsfield, MA 01201
  • /32

    $325,000 Sold Aug 26, 2025

    • 1,462 Sq Ft
    • $222/SF
    • 45 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1946

    48 Preston Ave, Pittsfield, MA 01201

    Adorable cape style home on a quiet street. Gorgeous new kitchen, new roof, and first floor bath. Wood floors throughout the first floor. The second floor offers more space to include a third bedroom and another full bathroom. Solar panels offer substantial reductions in your electric bill. Please note there are Ring cameras both outside and inside the home.

    Tanya Shepardson LAMACCHIA REALTY, INC

    48 Preston Ave, Pittsfield, MA 01201
    • /16

      Est $215,992 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,580 Sq Ft

      88 Daniels Ave, Pittsfield, MA 01201

      88 Daniels Ave, Pittsfield, MA 01201
  • /53

    $2,649,000

    • 6 Beds
    • 6.5 Baths
    • 4,289 Sq Ft

    250 West St, Lenox, MA 01240

    Just seconds not minutes from the main gates of Tanglewood, this stunning contemporary estate is tucked into a sunlit site surrounded by woodland, offering a rare blend of proximity and seclusion. In a region renowned for its natural beauty, it's almost unheard of to find a home this close to the cultural heart of the Berkshires that also feels so entirely removed.Perfectly positioned for

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 423-1264

    250 West St, Lenox, MA 01240
  • /5

    $12 per month

    • 0.5 Baths
    • 2,106 Sq Ft
    • Property for Rent

    10 Valley St, Lee, MA 01238

    2106 SF OFFICE SPACE. Building B available for immediate occupancy. New bathroom. Ample power. LED lighting. Central Air. In addition to base rent of $12.00/sf/yr tenant pays for heat, electricity, security, trash removal, telecommunications renter's/liability insurance and taxes. Tenant, at tenants expense, may make alterations. Landlord pays for insurance, water & sewer, snow removal and

    Rich Aldrich WILLIAM PITT SOTHEBY'S - LENOX

    10 Valley St, Lee, MA 01238
  • /34

    $431,000 Sold Aug 25, 2025

    • 1,823 Sq Ft
    • $236/SF
    • 40 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1961

    100 Anita Dr, Pittsfield, MA 01201

    WELCOME to your perfect retreat! This cape home offers the ultimate in comfort and convenience, featuring an inground pool, hot tub, and pastoral views that create a serene outdoor oasis. Step inside to a spacious family room, cozy living room with a wood burning fireplace, and an enclosed porch-ideal for year-round enjoyment. The open concept kitchen and dining area boasts abundant cabinetry,

    Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

    100 Anita Dr, Pittsfield, MA 01201
    • /26

      Est $350,993 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,368 Sq Ft

      71 S Church St Unit S301, Pittsfield, MA 01201

      71 S Church St Unit S301, Pittsfield, MA 01201
  • /27

    $249,900

    • 4 Beds
    • 1 Bath
    • 1,364 Sq Ft

    30 Belvidere Ave, Pittsfield, MA 01201

    Welcome to this inviting four-bedroom, one-bath Colonial, nestled on a peaceful dead-end street that offers both charm and privacy. This home features beautiful hardwood floors throughout, adding warmth and character to every room.The eat in kitchen has granite countertops, stainless steel appliances, and ample cabinetry--perfect for anyone who enjoys cooking or entertaining. Step out front and

    Agent Photo

    Kellie Perrault

    NOCHER REALTY

    (413) 741-1594

    30 Belvidere Ave, 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
  • /21

    $310,000 Sold Aug 25, 2025

    • 1,126 Sq Ft
    • $275/SF
    • 22 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1955

    60 Donna Ave, Pittsfield, MA 01201

    This charming and cozy ranch style home is ready for it's next chapter. Featuring two comfortable bedrooms with brand new carpeting, and hardwood flooring throughout the main living areas, this home blends warmth and style effortlessly. The updated kitchen with pendant lighting and updated bathroom offer a fresh, modern touch making this home truly move in ready. Step through the sliding doors to

    Savanna Charow Lowe & Lowe Realty Co.

    60 Donna Ave, Pittsfield, MA 01201
    • /56

      Est $645,438 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 1,845 Sq Ft

      20 Warwick St, Pittsfield, MA 01201

      20 Warwick St, Pittsfield, MA 01201

Showing Results 1 - 40, Page 1 of 18

How to Buy a Home How to Finance a Home How to Sell a Home