17,399

Berkshire, MA Homes

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  • /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
    • /58

      Est $749,290 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,281 Sq Ft

      77 Alpine Trail, Pittsfield, MA 01201

      77 Alpine Trail, Pittsfield, MA 01201
  • /33

    $500,000 Open Sun 12PM - 3PM

    • 3 Beds
    • 3 Baths
    • 2,351 Sq Ft

    499 Tamarack Rd, Pittsfield, MA 01201

    CHECK OUT THE NEW PHOTOS!!!! Located next to Bousquet, just up the road from the Pittsfield airport, minutes from Lenox and Tanglewood and easy access to all the Berkshires have to offer! Lot's of love and care has gone into this home and property. Beautifully maintained and manicured lawn, private backyard, renovated deck with hot tub and a recently paved driveway are just a few of the outdoor

    Allen Halstead Berkshire Hathaway Home Services Blake

    499 Tamarack Rd, 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
    • /13

      Est $189,796 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 760 Sq Ft

      81 Dartmouth St Unit 210, Pittsfield, MA 01201

      81 Dartmouth St Unit 210, Pittsfield, MA 01201
  • /55

    $5,499,500

    • 8 Beds
    • 6.5 Baths
    • 6,986 Sq Ft

    140 Hancock Rd, Pittsfield, MA 01201

    Welcome to an extraordinary opportunity on the shores of Pontoosuc Lake. This remarkable estate sets a new standard for lakefront living in Pittsfield and beyond, offering a rare combination of luxury, scale, and setting.With over 18,700 square feet of total space, including an impressive amount of garage space suitable for car collectors or hobbyists, this home provides room to live, relax, and

    Cameron Volastro STONE HOUSE PROPERTIES, LLC

    140 Hancock Rd, 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
    • /40

      Est $730,191 Not Listed For Sale

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

      67 Alpine Trail, Pittsfield, MA 01201

      67 Alpine Trail, Pittsfield, MA 01201
  • /20

    $214,900

    • 4 Beds
    • 1.5 Baths
    • 2,059 Sq Ft

    232 First St, Pittsfield, MA 01201

    Welcome to a unique property on the edge of Pittsfield's Downtown Creative District. This old-world colonial has been used as office space for the last 20+ years. 6 office spaces with a waiting area, a first floor 1/2 bath and a bonus room that could be converted to a break room or another office space. A nice L shaped wood porch with a handicap ramp. Detached 4 bay garage. The property has

    Anthony Riello LAMACCHIA REALTY, INC

    232 First St, Pittsfield, MA 01201
  • /26

    $256,000 Sold May 30, 2025

    • 1,016 Sq Ft
    • $252/SF
    • 5 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1972

    26 Crestview Dr, Pittsfield, MA 01201

    Move in ready and tastefully renovated! This home offers single level living with many updates including a new roof, electrical panel, and flooring. Fresh paint throughout the interior along with a custom kitchen that includes soft-close cabinets, granite countertops, and new stainless steel appliances. A spacious and bright living room with vaulted ceilings is connected to the kitchen that leads

    Cory Evangelisto NOCHER REALTY

    26 Crestview Dr, Pittsfield, MA 01201
    • /18

      Est $202,110 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 740 Sq Ft

      33 Maplewood Ave Unit 304, Pittsfield, MA 01201

      33 Maplewood Ave Unit 304, Pittsfield, MA 01201
  • /52

    $730,000 Open Sat 10AM - 11:30AM

    • 5 Beds
    • 4.5 Baths
    • 3,381 Sq Ft

    33 Alpine Trail, Pittsfield, MA 01201

    Beautiful townhouse located in the Pines at Bousquet with picturesque mountain views! The main level boasts vaulted ceilings with open bright common areas, great room with wood flooring and gas fireplace, updated kitchen, dining room with views, primary bedroom with newly renovated en suite bath, oversized garage, half bathroom and private screened porch and deck to take in the fresh air and

    Cortney Dupont COHEN & WHITE ASSOCIATES

    33 Alpine Trail, 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
    • /24

      Est $241,574 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,388 Sq Ft

      16 S Atlantic Ave, Pittsfield, MA 01201

      16 S Atlantic Ave, Pittsfield, MA 01201
  • /41

    $965,000

    • 3 Beds
    • 3 Baths
    • 4,024 Sq Ft

    19 Aspen Way, Pittsfield, MA 01201

    Live the lifestyle you deserve in this stunning 4-year-young detached single family condominium offering over 4,000 square feet of luxury! This 3-bed, 3-bath home features a gourmet kitchen with quartz counters, custom cooktop and hood and double ovens. Perfect for the Chef of the family. The home gym with sauna, and a spacious walkout lower level with game room and bar is the perfect space for

    Victoria Standring LAMACCHIA REALTY, INC

    19 Aspen Way, Pittsfield, MA 01201
  • /44

    $549,000 Sold May 30, 2025

    • 2,328 Sq Ft
    • $236/SF
    • 2 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1960

    53 Oak Hill Rd, Pittsfield, MA 01201

    Introducing the perfect blend of modern luxury and mid-century charm in this beautifully renovated split-level home w/ central A/C. The main floor is anchored w/ flowing living spaces, hardwood floors, a stunning kitchen w/ granite countertops, SS appliances, an impressive great room, 2 fireplaces, access to the back deck, and a fully fenced-in backyard with many perennial plantings. The upper

    John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    53 Oak Hill Rd, Pittsfield, MA 01201
    • /35

      Est $645,046 Not Listed For Sale

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

      22 Alpine Trail, Pittsfield, MA 01201

      22 Alpine Trail, Pittsfield, MA 01201
  • /53

    $259,000

    • 4 Beds
    • 2 Baths
    • 1,886 Sq Ft

    95 Oak Hill Rd, Pittsfield, MA 01201

    VERY MOTIVATED SELLER! Peace and quiet of country living and being just minutes from everything you need! This lovely home is in a desirable neighborhood, convenient to shopping, yummy restaurants, and local businesses. Plus, getting around is a breeze with easy access to routes 7, 9, and 8. Step inside and you'll find a cozy and inviting space with beautiful hardwood floors throughout. With 8

    Mark Harris SIGNATURE ASSOCIATES

    95 Oak Hill Rd, Pittsfield, MA 01201
  • /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
    • /22

      Est $389,999 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,708 Sq Ft

      870 E New Lenox Rd, Pittsfield, MA 01201

      870 E New Lenox Rd, Pittsfield, MA 01201
  • /12

    $12,900

    • Land
    • 0.46 Acre
    • $28,096 per Acre

    0 Longview Terrace, Pittsfield, MA 01201

    Waterfront Lot! This lightly wooded untouched lot in a quiet well established neighborhood has frontage on Goodrich Pond. Electric, water, sewer and cable are all availible at road.

    Timothy Johnson NOCHER REALTY

    0 Longview Terrace, 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
    • /44

      Est $291,894 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,214 Sq Ft

      20 Deerfield St, Pittsfield, MA 01201

      20 Deerfield St, Pittsfield, MA 01201
  • /37

    $629,000

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft

    29 Chestnut Rd, Pittsfield, MA 01201

    Brand-New Contemporary Cape Near Richmond Pond - Move-In Ready!Be the first to live in this stunning new construction Cape, just completed & ready for immediate occupancy with a Certificate of Occupancy in hand. Designed with modern living in mind, the main level features insulated tile floors & a stylish open-concept kitchen, dining, & living area that opens to a private patio with a built-in

    Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    29 Chestnut Rd, 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
    • /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
  • /46

    $539,000

    • 3 Beds
    • 2.5 Baths
    • 2,145 Sq Ft

    121 Wendell Ave, Pittsfield, MA 01201

    Architecturally significant and beautifully renovated, this stunning 3 bed, 2.5 bath brick home sits on a prominent corner lot in a coveted residential enclave of stately homes--just a short stroll to downtown. Thoughtful updates blend seamlessly with original character, offering timeless elegance, modern comfort, and exceptional natural light throughout. Featuring a dramatic staircase, hardwood

    Victoria Standring LAMACCHIA REALTY, INC

    121 Wendell Ave, Pittsfield, MA 01201
  • /27

    $235,000 Sold May 30, 2025

    • 2,100 Sq Ft
    • $112/SF
    • 19 Days On Market
    • 6 Beds
    • 2 Baths
    • Built 1905

    22 Radcliffe Ave, Pittsfield, MA 01201

    Introducing an excellent investment or owner occupant opportunity in Pittsfield! This charming two-family duplex, boasting 4 bedrooms in one unit and 2 bedrooms in the second unit, is situated in a prime location, enjoy easy access to shopping, employment hubs, and an array of culinary delights. Deck and fenced backyard, offering ample space for outdoor recreation and relaxation as well as plenty

    Nancy Bush Brooks SIGNATURE ASSOCIATES

    22 Radcliffe Ave, 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
  • /44

    $519,000

    • 5 Beds
    • 2.5 Baths
    • 2,994 Sq Ft

    100 Holmes Rd, Pittsfield, MA 01201

    Classic elegance meets modern living in this stately Colonial set on a large corner lot in a highly desired neighborhood, with circular driveway for easy in and out access. Gracious entry, hardwood floors, an updated eat in kitchen plus a formal dining room with original leaded glass hutch and a formal living room. The stunning great room addition, with separate entrance and access to deck and

    Victoria Standring LAMACCHIA REALTY, INC

    100 Holmes Rd, Pittsfield, MA 01201
  • /24

    $250,000 Sold May 30, 2025

    • 972 Sq Ft
    • $257/SF
    • 9 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1930

    353 Cheshire Rd, Pittsfield, MA 01201

    Charming Berkshire Bungalow offering convenient single-floor living! Enjoy the enclosed front porch, great for morning coffee enjoyment, spacious fenced-in backyard, great for evening gatherings and a garage tucked underneath. Inside this 2 bed 1 bath you will find an updated eat-in kitchen, wonderful living room with a cozy gas fireplace, and plenty of charm throughout. Don't miss your chance

    Laura Arseneau PAULA MCLEAN REALTORS INC.

    353 Cheshire Rd, 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
  • /29

    $692,000

    • 4 Beds
    • 3.5 Baths
    • 3,296 Sq Ft

    14 Alpine Trail Unit 14, Pittsfield, MA 01201

    Welcome to your dream mountain retreat! This stunning end unit in a community of 96 units offers an unparalleled lifestyle for outdoor enthusiasts. With effortless access to ski trails right from your back screened-in porch, you can hit the slopes at Bousquet Mountain anytime you desire.Spanning over 3,200 square feet, this 4-bedroom, 3.5-bath condo has a spacious three-level layout. Step inside

    Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

    14 Alpine Trail Unit 14, Pittsfield, MA 01201
  • /66

    $423,500 Sold May 29, 2025

    • 2,124 Sq Ft
    • $199/SF
    • 47 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1925

    21 Arlington St, Pittsfield, MA 01201

    This immaculately maintained colonial in Southeast Pittsfield is a perfect blend of classic charm and modern updates. Gleaming hardwood floors, updated lighting, move-in ready home with bright and inviting layout. Remodeled kitchen and baths offer contemporary convenience while preserving the home's timeless appeal. A spacious screened porch provides the perfect spot to relax and enjoy the tree

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    21 Arlington St, Pittsfield, MA 01201
    • /16

      Est $238,068 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 879 Sq Ft

      226 Lenox Ave, Pittsfield, MA 01201

      226 Lenox Ave, Pittsfield, MA 01201
  • /35

    $475,500

    • 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
  • /11

    $225,000 Sold May 28, 2025

    • 939 Sq Ft
    • $240/SF
    • 4 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1929

    60 Wood Ave, Pittsfield, MA 01201

    Fantastic 2 bedroom ranch in southeast Pittsfield. hardwood floors, fenced in yard and updated heating and electrical. Enjoy a shared garage space and additional shed for your toys or tools. This ideal location also borders the 142 acre Brattlebrook Park!Coming Soon with Showings beginning Saturday April 12th.

    Jeffrey Loholdt WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    60 Wood Ave, 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
  • /5

    $179,900

    • 6 Beds
    • 2 Baths
    • 2,376 Sq Ft

    24 Glenwood Ave, Pittsfield, MA 01201

    For sale an approximately 2,376 SF two-family home with a 2-car garage on approximately 0.227 acres of land. The Property is located in close proximity to the center of Pittsfield with easy access to Rts. 7, 8, 8A, 9 & 20.

    John Dill Colebrook Realty Services, Inc.

    24 Glenwood Ave, Pittsfield, MA 01201
  • /64

    $550,000 Sold May 28, 2025

    • 5,784 Sq Ft
    • $95/SF
    • 62 Days On Market
    • 10 Beds
    • 6 Baths
    • Built 1880

    343 Columbus Ave, Pittsfield, MA 01201

    Unique Turn Key Investment Opportunity that would make a great addition to your portfolio! Looking to start investing? This building is ideal for either the experienced investor or someone looking to get their start. The owner spared no expense renovating this 6 family. The list is to extensive to mention here. From top to bottom nothing has been missed. There is also additional income potential

    Michele Purcell LAMACCHIA REALTY, INC

    343 Columbus Ave, Pittsfield, MA 01201

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