16,119

Berkshire, MA Homes

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  • /33

    $399,000

    • 4 Beds
    • 1.5 Baths
    • 2,926 Sq Ft

    92 Elm St, Pittsfield, MA 01201

    This significantly improved building is located in a highly desirable, high-traffic area, offering both visibility and convenience. Featuring low-maintenance vinyl siding and ramp access, this property is fully equipped to meet a variety of business needs. The building is heated with natural gas, offering efficiency and comfort. The third-floor finished attic provides additional flexible space

    Katie Soules WILLIAM RAVEIS REAL ESTATE

    92 Elm St, Pittsfield, MA 01201
  • /18

    $360,000 Sold Jun 04, 2025

    • 1,574 Sq Ft
    • $229/SF
    • 16 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1930

    50 Easton Ave, Pittsfield, MA 01201

    Here's a beauty! Move-in, renovated Colonial in a sweet spot of town. New kitchen with granite and stainless, updated bath and a half, refinished hardwood, vinyl replacement windows, New roof on the house and garage. New driveway. Fireplace in the living room. Chimney is being rebuilt from the roof up. This home is ready for its new owner to enjoy from day one. Double lot!

    Tim Hart HART REALTY

    50 Easton Ave, Pittsfield, MA 01201
    • /33

      Est $354,583 Not Listed For Sale

      • 6 Beds
      • 3 Baths
      • 2,340 Sq Ft

      83 W Union St, Pittsfield, MA 01201

      83 W Union St, Pittsfield, MA 01201
  • /5

    $385,900

    • Land
    • 16 Acres
    • $24,255 per Acre

    2 New Lenox Rd, Lenox, MA 01240

    Opportunity Knocks! Expansive Lenox parcel - currently 2 approved building lots (1.0 acre and 14.91 acres) w/ frontage on East Street and New Lenox Road. Seller has a proposed subdivision that would make it 4 lots (1.0 acre, 3.5 acres, 7.59 acres & 2.98 acres). Build your dream home or take advantage of this unbeatable development opportunity in highly sought after location! Water, sewer & gas on

    Sean Taylor MORESI REAL ESTATE PARTNERS

    2 New Lenox Rd, Lenox, MA 01240
  • /45

    $340,000 Sold Jun 04, 2025

    • 1,190 Sq Ft
    • $286/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1959

    28 State St, Pittsfield, MA 01201

    Welcome to Sweet State Street! This charming, updated Cape is ready to impress! Perfectly situated in a highly convenient part of town, this home has been thoughtfully renovated to offer modern comfort and style. Featuring three ample bedrooms, including a first-floor bedroom, the home offers flexible living options. The bright and airy kitchen boasts sleek stainless steel appliances and

    Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

    28 State St, Pittsfield, MA 01201
    • /15

      Est $204,234 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,049 Sq Ft

      26 Meadow Ln, Pittsfield, MA 01201

      26 Meadow Ln, Pittsfield, MA 01201
  • /30

    $559,900

    • 4 Beds
    • 2 Baths
    • 1,858 Sq Ft

    178 New Lenox Rd, Lenox, MA 01240

    Move-in ready Lenox 4 bed 2 full bath with mountain views on 1 acre. 3 full bedrooms upstairs, 1st floor study/ 4th bedroom. Large screened back porch and front 3- season room. Town water and sewer, natural gas heat and see-through wild-life fence protects huge backyard. Recent updates - new roof, gutters, exterior paint, new front porch entrance and back stairs, refurbished 3 season room, sealed

    Sean Taylor MORESI REAL ESTATE PARTNERS

    178 New Lenox Rd, Lenox, MA 01240
  • /28

    $250,000 Sold Jun 04, 2025

    • 3,206 Sq Ft
    • $78/SF
    • 9 Days On Market
    • 8 Beds
    • 3.5 Baths
    • Built 1925

    38 Hull Ave, Pittsfield, MA 01201

    Three family home with one unit ready for occupancy. Washer & dryer hook ups in units, front porches and nice backyard.

    Robin Moore 413 REAL ESTATE

    38 Hull Ave, Pittsfield, MA 01201
    • /47

      Est $330,378 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,250 Sq Ft

      81 Longview Terrace, Pittsfield, MA 01201

      81 Longview Terrace, Pittsfield, MA 01201
  • /22

    $327,900

    • 4 Beds
    • 4 Baths
    • 1,800 Sq Ft

    14 Allessio St, Pittsfield, MA 01201

    Welcome to 11-14 Allessio in Pittsfield, MA! This two unit property has so much to offer. Each Unit has 2 Bedroom / 1 Full, 1 Half Bath, Separate Driveways and 1 Detached Garage. Both Units offer 3 season front porch just in time ready for Summer! Great INVESTMENT Opportunity for the right Buyer! Both Units are occupied with month to month tenants. Purchase as Investment Income or Owner

    Kim Dodge Kim Grant-Dodge

    14 Allessio St, Pittsfield, MA 01201
  • /9

    $185,000 Sold Jun 03, 2025

    • 1,701 Sq Ft
    • $109/SF
    • 36 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1910

    509 Tyler St, Pittsfield, MA 01201

    Two-Family Flat-Great owner-occupied or investment opportunity! This two-family home features two spacious units, each offering 2 bedrooms and 1 bath. The second-floor unit has been recently updated with fresh paint and new carpeting, adding to its appeal. Other key updates include a newer furnace and an 8-year-old roof, ensuring peace of mind for years to come.Centrally located, this property is

    Sarah Carr Key Realty

    509 Tyler St, Pittsfield, MA 01201
    • /39

      Est $726,068 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,900 Sq Ft

      67 Flintstone Dr, Pittsfield, MA 01201

      67 Flintstone Dr, Pittsfield, MA 01201
  • /9

    $589,000

    • Land
    • 21 Acres
    • $28,222 per Acre

    0 East St, Lenox, MA 01240

    This stunning 20+ acre building lot in Lenox, with frontage on East and Housatonic St. is the perfect place to build your dream home. The gently sloping land leads up towards westerly sunsets, while offering distant views of October Mountain to the east. With its peaceful and private setting, imagine waking up every day to the stunning views from your new home, surrounded by the serene natural

    Gary Johnston STONE HOUSE PROPERTIES, LLC

    0 East St, Lenox, MA 01240
  • /28

    $195,000 Sold Jun 03, 2025

    • 2,736 Sq Ft
    • $71/SF
    • 12 Days On Market
    • 6 Beds
    • 2 Baths
    • Built 1910

    69 Seymour St, Pittsfield, MA 01201

    Centrally Located 2 family, side by side duplex! This 6 Bed / 2 Bath property offers spacious rooms throughout, replacement windows, off street parking, newer boilers & water heaters and 1st floor laundry rooms. Walking distance to downtown Pittsfield and Berkshire Medical Center makes this a great investment property! Along with the possibility to owner occupy with the existing vacant unit.

    Timothy Johnson NOCHER REALTY

    69 Seymour St, Pittsfield, MA 01201
    • /30

      Est $313,692 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft

      37 Elaine Dr, Pittsfield, MA 01201

      37 Elaine Dr, Pittsfield, MA 01201
  • /31

    $619,900

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

    4 Filomena Dr, Pittsfield, MA 01201

    Beautifully updated 4 bed, 3 bath Colonial in southeast Pittsfield. Inside boasts a bright, open floor plan with new stainless steel appliances and a fully finished basement offering additional square footage.Outside offers a serene wooded vista, with a year round brook, enjoyed from the updated composite deck and stone patio. Abutted by an expansive network of walking/biking trails, the natural

    Joseph Jennings SIGNATURE ASSOCIATES

    4 Filomena Dr, Pittsfield, MA 01201
  • /14

    $345,000 Sold Jun 02, 2025

    • 2,616 Sq Ft
    • $132/SF
    • 16 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 1900

    50 Brenton Terrace, Pittsfield, MA 01201

    Welcome to this spacious, gracious stunning colonial offering 4-bedrooms and 3.5-bathrooms, nestled in the heart of Pittsfield, MA. This home boasts three levels and ovvers room to entertain & grow. As you step inside you are greeted by elegant wood floors and soaring high ceilings. This home creates a feeling of grandeur and sophistication throughout. The kitchen is a chef's dream, featuring

    Sarah Carr Key Realty

    50 Brenton Terrace, Pittsfield, MA 01201
    • /39

      Est $424,618 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,107 Sq Ft

      50 Longview Terrace, Pittsfield, MA 01201

      50 Longview Terrace, Pittsfield, MA 01201
  • /28

    $525,000

    • 4 Beds
    • 2.5 Baths
    • 2,477 Sq Ft

    50 Bellmore Dr, Pittsfield, MA 01201

    Immaculate, sparkling, light and bright 2500 square foot contemporary home in one of south east Pittsfield's finest neighborhoods with a level, sunny fenced yard, updated kitchen with granite counters, gleaming wood floors, fireplace, updated baths, newer systems. 4 bedrooms, 2.5 baths. There is even a two car garage. You will not be disappointed. This is a beautiful home in a wonderful

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    50 Bellmore Dr, Pittsfield, MA 01201
  • /24

    $284,000 Sold Jun 02, 2025

    • 1,000 Sq Ft
    • $284/SF
    • 36 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1962

    34 Wealthy Ave, Pittsfield, MA 01201

    Welcome to your ideal ranch-style home, where comfort meets convenience! This charming three-bedroom, one bath residence features a new roof (2023,) new garage door with auto opener (2025), and a new electric panel (2023) making this home move-in ready just in time for spring! Easy one level living, and a heated finished space in the basement offers endless possibilities! Located in the

    Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    34 Wealthy Ave, Pittsfield, MA 01201
    • /40

      Est $613,002 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,145 Sq Ft

      51 Holmes Rd, Pittsfield, MA 01201

      51 Holmes Rd, Pittsfield, MA 01201
  • /39

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 2,381 Sq Ft

    12 Alpine Trail, Pittsfield, MA 01201

    This well-maintained end-unit condo in the Pines at Bousquet offers 2,381 sq ft and seamlessly blends comfort and style. It features 3 bedrooms and 2.5 bathrooms, including a 1st-floor primary ensuite. The spacious layout boasts vaulted ceilings that fill the space with natural light, complemented by beautiful hardwood floors and an outdoor deck. Additionally, there is a cozy interior balcony and

    Marc Bellora LAMACCHIA REALTY, INC

    12 Alpine Trail, Pittsfield, MA 01201
  • /16

    $250,000 Sold May 30, 2025

    • 800 Sq Ft
    • $312/SF
    • 7 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1953

    45 Lillian St, Pittsfield, MA 01201

    Quaint ranch featuring oak flooring, new boiler 2023, new French door fridge, dry spacious basement adding potential extra living space, and deep garage for extra storage, Nice Southeast location within 600ft to entrance to Brattle Brook Park, beautiful mountain views and close proximity to shopping, farm stands, and Berkshire cultural attractions!

    Robin Moore 413 REAL ESTATE

    45 Lillian St, Pittsfield, MA 01201
    • /7

      Est $296,336 Not Listed For Sale

      • 8 Beds
      • 2.5 Baths
      • 2,996 Sq Ft

      35 Glenwood Ave, Pittsfield, MA 01201

      35 Glenwood Ave, Pittsfield, MA 01201
  • /24

    $274,900

    • 3 Beds
    • 1 Bath
    • 1,224 Sq Ft

    326 Dalton Ave, Pittsfield, MA 01201

    AFFORDABLE & Adorable 3-bedroom, 1-bathroom Cape-style home with a detached one-car garage, perfectly situated on Dalton Ave. This charming property features a convenient first-floor bedroom, full bathroom, and laundry. Enjoy spacious bedrooms, a formal dining room, a cozy fireplace, and a mudroom with pantry and laundry. Beautiful hardwood floors throughout most of the home, with updated vinyl

    Jessie Downer LAMACCHIA REALTY, INC

    326 Dalton Ave, Pittsfield, MA 01201
  • /30

    $289,000 Sold May 30, 2025

    • 1,056 Sq Ft
    • $274/SF
    • 2 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1970

    96 Bryant St, Pittsfield, MA 01201

    Experience easy living in this charming ranch-style home filled with natural light and comfort. Freshly painted throughout, it features a beautifully renovated kitchen with modern finishes and gleaming hardwood floors that flow seamlessly through the space. The expansive deck is perfect for soaking in beautiful views and savoring peaceful mornings. The spacious basement awaits your personal

    Andreea Duta BISHOP WEST REAL ESTATE

    96 Bryant St, Pittsfield, MA 01201
    • /35

      Est $261,081 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,000 Sq Ft

      171 Connecticut Ave, Pittsfield, MA 01201

      171 Connecticut Ave, Pittsfield, MA 01201
  • /27

    $229,500

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft

    26 Crosier Ave, Pittsfield, MA 01201

    Motivated Seller!!! Come see this Charming, well-maintained home located in the heart of Pittsfield, MA. This inviting property offers a comfortable living space with plenty of potential. This home features 3 bedrooms, 2 baths, with a bright and spacious layout that maximizes natural light throughout.Enjoy the convenience of a functional kitchen, a cozy living room, and generously sized bedrooms.

    Marci Levesque BISHOP WEST REAL ESTATE

    26 Crosier Ave, Pittsfield, MA 01201
  • /33

    $210,000 Sold May 30, 2025

    • 1,053 Sq Ft
    • $199/SF
    • 189 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1847

    33 Maplewood Ave Unit 105, Pittsfield, MA 01201

    ''THE MAPLEWOOD'' Immaculate 1st floor condo (The Veneer) in downtown Pittsfield. Heating unit was replaced in Feb 25 ($8,900), the water heater was replaced in Oct 2020. Hardwood floors, 2nd br is an open space off living area (a wall could possibly be put up to make it private.) 2 fireplaces (non-functional). Primary has full bath, walk-in closet. 1/2 bath and laundry off hallway, Unique view

    Mark Harris SIGNATURE ASSOCIATES

    33 Maplewood Ave Unit 105, Pittsfield, MA 01201
    • /2

      Est $264,129 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,638 Sq Ft

      88 Taylor St, Pittsfield, MA 01201

      88 Taylor St, Pittsfield, MA 01201
  • /73

    $2,895,000

    • 7 Beds
    • 9 Baths
    • 6,578 Sq Ft

    813 East St, Lenox, MA 01240

    Don't miss seeing the beautiful renovation just completed on this lovely Lenox Contemporary on almost 5A of privacy...enjoy incredible outdoor living spaces including an in-ground Gunite pool, Pavilion with outdoor kitchen and pool house with living space, kitchen, outdoor and indoor showers and even an outdoor TV! A real STAYCATION! The main house boasts lovely common spaces in the open floor

    Mary Jo Piretti PIRETTI REAL ESTATE

    813 East St, Lenox, MA 01240
  • /41

    $270,000 Sold May 30, 2025

    • 2,186 Sq Ft
    • $124/SF
    • 39 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1900

    790 North St, Pittsfield, MA 01201

    Wonderful Two Family Flat close to Berkshire Medical Center for quick easy access to Upstreet Cultural District for Art Walks, Fun Eclectic Dining,Theatre and Music. Rent and live affordably in this lovingly cared for home in central Berkshire. Spacious living and dining in the charming two story two family flat. Separate utilities, washer and dryer hookups, storage in lower level and walk to

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    790 North St, Pittsfield, MA 01201
    • /18

      Est $381,150 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,406 Sq Ft

      123 Stratford Ave, Pittsfield, MA 01201

      123 Stratford Ave, Pittsfield, MA 01201
  • /33

    $199,900

    • 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
  • /35

    $378,000 Sold May 30, 2025

    • 1,300 Sq Ft
    • $291/SF
    • 18 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2004

    3 Caroline St, Pittsfield, MA 01201

    Plant some roots in this beautifully maintained 3-bedroom, 2.5 bath home offering a comfortable, stylish living space. Step inside to find a modern layout tailored for today's lifestyle. The bright, open-concept kitchen flows seamlessly into the dining area and out to the deck, complete with a retractable awning - perfect for indoor-outdoor entertaining. Main floor has 3 bedrooms including a

    Laura Arseneau PAULA MCLEAN REALTORS INC.

    3 Caroline St, Pittsfield, MA 01201
    • /68

      Est $619,987 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,624 Sq Ft

      38 Shetland Dr, Pittsfield, MA 01201

      38 Shetland Dr, Pittsfield, MA 01201
  • /18

    $199,900

    • 4 Beds
    • 2 Baths
    • 1,480 Sq Ft

    51 Adam St, Pittsfield, MA 01201

    2 family flat featuring 2br, 1 bth each apartment, enclosed front porch on downstairs and off street parking.One apartment vacant for easy showing and move in ready. new Flooring being updated for upstairs unit.

    Scott Higuera 413 REAL ESTATE

    51 Adam St, Pittsfield, MA 01201
  • /33

    $319,000 Sold May 30, 2025

    • 2,030 Sq Ft
    • $157/SF
    • 1 Day On Market
    • 3 Beds
    • 2 Baths
    • Built 1960

    43 Sherwood Dr, Pittsfield, MA 01201

    Welcome home to this charming and spacious three-bedroom, two-bath Cape located in a highly sought-after area on the west side . This well-maintained solid residence built in 1960 has inviting character and with a little updating, this home can truly reflect your personal style and preferences.The first floor features a delightful primary suite complete with a cozy sitting area, perfect for

    Tiffany Roberts ROBERTS & ASSOC. REALTY, INC

    43 Sherwood Dr, Pittsfield, MA 01201
    • /39

      Est $936,523 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,991 Sq Ft

      4 October Hill Rd, Lenox, MA 01240

      4 October Hill Rd, Lenox, MA 01240
  • /4

    $279,900

    • 6 Beds
    • 2 Baths
    • 2,736 Sq Ft

    29 Glenwood Ave, Pittsfield, MA 01201

    Spacious duplex with 3bed 1 bath on each side. Each side has a walk up attic and laundry hook ups.Plenty of off street parking.

    Scott Higuera 413 REAL ESTATE

    29 Glenwood Ave, Pittsfield, MA 01201

Showing Results 321 - 360, Page 9 of 18

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