Berkshire, MA Homes

• 

  

  

  /40

  $379,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,623 Sq Ft

  11 Laflin Terrace, Pittsfield, MA 01201

  Tucked away on an oversized lot, on a dead-end street, this southeast colonial has so much to offer! The charm of yesteryear meets the conveniences of today. You'll be welcomed into the open foyer and see gleaming hardwood floors throughout. The living room features a fireplace and opens to an enchanting private screened porch surrounded by lush landscape for ultimate privacy! Formal

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  11 Laflin Terrace, Pittsfield, MA 01201
• 

  

  

  /29

  $297,000 Sold Jul 08, 2025

  • 2,212 Sq Ft
  • $134/SF
  • 109 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1939

  41 Putman Ave, Pittsfield, MA 01201

  Captivating Colonial in Southeast! Feast your eyes on this captivating colonial in Southeast neighborhood! This home has so much to offer! Hardwood floors, tile floors, modern kitchen w/stainless appliances, spacious living room with fireplace that opens to a room that could be used as den, office or mini gym! Additional amenities include sunroom, 2 decks, large fenced yard, outbuilding and

  Deb Trzcinski Steepleview Realty - Mass

  41 Putman Ave, Pittsfield, MA 01201
• 

  

  

  /50

  Est $1,337,874 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,820 Sq Ft

  127 Shore Dr, Pittsfield, MA 01201

  127 Shore Dr, Pittsfield, MA 01201
• 

  

  

  /22

  $388,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,194 Sq Ft

  927 Holmes Rd, Pittsfield, MA 01201

  Located in Southeast Pittsfield, this well-maintained raised ranch offers comfortable and versatile living space. The open-concept kitchen flows seamlessly into the main living area, perfect for everyday living and entertaining. The spacious primary bedroom includes a walk-in closet and en-suite bath. The finished lower level provides additional living space, perfect for a home office, or guest

  Elisha Poirier STONE HOUSE PROPERTIES, LLC

  927 Holmes Rd, Pittsfield, MA 01201
• 

  

  

  /33

  $297,000 Sold Jul 08, 2025

  • 2,212 Sq Ft
  • $134/SF
  • 109 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1939

  41 Putnam Ave, Pittsfield, MA 01201

  MOTIVATED SELLERS DROP PRICE BY $15,000!! Spacious colonial offers generous size bedrooms, full bath up, half bath down and a shower in the laundry room on main level. Hardwood, tile, and laminate floors throughout. Kitchen features newer stainless appliances and plenty of cabinet space. Sunroom w/tongue and groove ceiling opens to decks and fenced rear yard. The fireplace is the focal point of

  Ruth Goyette STEEPLEVIEW REALTY - ADAMS BRANCH

  41 Putnam Ave, Pittsfield, MA 01201
• 

  

  /25

  Est $248,609 Not Listed For Sale

  • 5 Beds
  • 1.5 Baths
  • 1,998 Sq Ft

  76 Plunkett St, Pittsfield, MA 01201

  76 Plunkett St, Pittsfield, MA 01201
• 

  

  /32

  $334,500 Pending

  • 3 Beds
  • 2 Baths
  • 1,462 Sq Ft

  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
• 

  

  /33

  $100,000 Sold Jul 08, 2025

  • 2,045 Sq Ft
  • $49/SF
  • 4 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1920

  Unlisted Address

  Welcome to 171 Francis Ave. This multi-family home consists of 2 apartments with combine utilities. The downstairs has most recently been used as a 1 bedroom apartment with a separate office and another bedroom. While the upstairs unit has most recently had rooms rented out but could be converted back into a 2 bedroom unit. This could be an excellent opportunity for the savvy investor.

  Doug Collins LAMACCHIA REALTY, INC

  Unlisted Address
• 

  

  /22

  Est $335,169 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,632 Sq Ft

  345 Hancock Rd, Pittsfield, MA 01201

  345 Hancock Rd, Pittsfield, MA 01201
• 

  

  /52

  $329,000 Under Contract

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

  131 E Housatonic St, Pittsfield, MA 01201

  This charming Colonial-style home offers timeless character and generous living space. Once you enter, you will discover beautiful wood floors, high ceilings, French doors, and spacious rooms that create an inviting home throughout. The modern kitchen is a true standout, featuring stainless steel appliances, a double oven, granite countertops, and classic subway tile. The expansive living room

  Jessica Rizzo LAMACCHIA REALTY, INC

  131 E Housatonic St, Pittsfield, MA 01201
• 

  

  /49

  $449,000 Sold Jul 08, 2025

  • 2,530 Sq Ft
  • $177/SF
  • 300 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1959

  25 Hubbard Ave, Pittsfield, MA 01201

  This Mid Century brick home on almost an acre has been completely renovated and updated top to bottom less than two years ago.The renovation includes replacement of roof,plumbing,electrical wiring and panel,windows,insulation,drywall,paint,flooring,kitchen,bathrooms,appliances,boiler & hot water heater, making this a truly turn key home.Step into this fresh,bright home w/4 bedrooms,two baths,open

  Thom Garvey WILLIAM PITT SOTHEBY'S - LENOX

  25 Hubbard Ave, Pittsfield, MA 01201
• 

  

  /25

  Est $766,937 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,819 Sq Ft

  5 Woodland Dr, Pittsfield, MA 01201

  5 Woodland Dr, Pittsfield, MA 01201
• 

  

  /34

  $399,900 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,823 Sq Ft

  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
• 

  

  /22

  $242,000 Sold Jul 07, 2025

  • 2,248 Sq Ft
  • $108/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1910

  60 Boylston St, Pittsfield, MA 01201

  Nice 2 family flat, great for both owner occupants or investors. Large living room and dining room, spacious front porch, walk up attic for storage, parking in back. Centrally located.

  Toni Marie Gage SIGNATURE ASSOCIATES

  60 Boylston St, Pittsfield, MA 01201
• 

  

  /20

  Est $365,008 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,016 Sq Ft

  6 Putnam Ave, Pittsfield, MA 01201

  6 Putnam Ave, Pittsfield, MA 01201
• 

  

  /17

  $327,000

  • 8 Beds
  • 2 Baths
  • 3,278 Sq Ft

  29 Dalton Ave, Pittsfield, MA 01201

  This spacious, lead compliant duplex offers comfortable and practical living in a well-designed layout that mirrors each side. Perfect for multi-generational living, rental income, or investment purposes, each unit features 4 bedrooms and 1 bathroom, mini split heat & A/C, wood floors, front and back porches, and a 3 car garage, all conveniently located near shopping, dining, hospital, parks and

  Mary Jane Dunlop BISHOP WEST REAL ESTATE

  29 Dalton Ave, Pittsfield, MA 01201
• 

  

  /47

  $275,000 Sold Jul 07, 2025

  • 1,619 Sq Ft
  • $170/SF
  • 12 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1945

  18 Evelyn Park, Pittsfield, MA 01201

  Welcome to this sweet 3 bed, 1 bath brick Cape home, perfectly situated in the quiet Evelyn Park neighborhood of West Pittsfield...a cul-de-sac at a dead end street! With classic New England character and major updates completed- windows, furnace, sewer line, hot water heater, and updated electrical panel- this home is ready for new owners! The first floor features two spacious bedrooms, a full

  Chris LaPatin LAMACCHIA REALTY, INC

  18 Evelyn Park, Pittsfield, MA 01201
• 

  

  /44

  Est $288,438 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,318 Sq Ft

  17 Harding St, Pittsfield, MA 01201

  17 Harding St, Pittsfield, MA 01201
• 

  

  /11

  $239,900

  • 5 Beds
  • 2 Baths
  • 1,768 Sq Ft

  24 Southern Ave, Pittsfield, MA 01201

  Excellent investment opportunity! This recently updated multi-family home features a 3-bedroom, 1 bathroom downstairs unit and a 2-bedroom, 1-bathroom upstairs unit. Updates include a new roof, gas furnace, radiators, drywall, electrical, and plumbing. Both kitchens and bathrooms have been fully renovated. The downstairs unit has vinyl flooring and a kitchen with granite countertops, while the

  Derek Greene The Greene Realty Group

  24 Southern Ave, Pittsfield, MA 01201
• 

  

  /7

  $89,500 Sold Jul 07, 2025

  • Land
  • 2.54 Acres
  • $35,195 per Acre

  • 93 Days On Market

  0 Churchill St, Pittsfield, MA 01201

  PRICED TO SELL! Discover the perfect blend of tranquility and convenience with this stunning parcel of land, offering 2.5 acres of cleared, flat terrain. Nestled in the heart of the Berkshires, this property is uniquely positioned between two picturesque lakes, providing an idyllic setting for your future home. Ample space for a sprawling estate, gardens, and outdoor living areas. Save on initial

  Stacy Chojnowski WILLIAM PITT SOTHEBY'S - LENOX

  0 Churchill St, Pittsfield, MA 01201
• 

  

  /35

  Est $339,997 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,304 Sq Ft

  58 Pomeroy Ave, Pittsfield, MA 01201

  58 Pomeroy Ave, Pittsfield, MA 01201
• 

  

  /34

  $249,900

  • 2 Beds
  • 1 Bath
  • 1,052 Sq Ft

  330 Connecticut Ave, Pittsfield, MA 01201

  Nestled in the heart of the Berkshires, this adorable 2-bedroom, 1-bath RANCH offers comfortable single-level living close to all Berkshire attractions. Step inside to find a warm and spacious living room and inviting open-concept kitchen and dining area, perfect for entertaining or enjoying cozy meals at home. Hardwood and ceramic tile floors flow throughout the main living space, adding classic

  Abbie West GELINAS REAL ESTATE

  330 Connecticut Ave, Pittsfield, MA 01201
• 

  

  /24

  $297,000 Sold Jul 02, 2025

  • 1,392 Sq Ft
  • $213/SF
  • 3 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1960

  250 Highland Ave, Pittsfield, MA 01201

  This inviting Ranch offers the perfect setting for family living. Enjoy the peace of a private yard, original hardwood floors, and a cute kitchen ready for your family's favorite meals. The half bath is in the basement which was once finished and could be again. Newer top of the line Buderus furnace, private deck, spacious yard. 2 car garage. Come see it now!!

  James Gelinas GELINAS REAL ESTATE

  250 Highland Ave, Pittsfield, MA 01201
• 

  

  /26

  Est $668,705 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,842 Sq Ft

  19 Brunswick St, Pittsfield, MA 01201

  19 Brunswick St, Pittsfield, MA 01201
• 

  

  /24

  $284,900

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  100 Cummings Ave, Pittsfield, MA 01201

  A nicely updated ranch style home in a quiet neighborhood setting just minutes from downtown Lenox as well as downtown Pittsfield. This 2 bedroom , 1 bath home offers the potential for single level living. As you enter the home you are greeted by an open concept Living/ Dining room /Kitchen. Down the hall you will find a spacious full bath and two bedrooms. A finished lower level adds to the

  Doug Collins LAMACCHIA REALTY, INC

  100 Cummings Ave, Pittsfield, MA 01201
• 

  

  /31

  $161,900 Sold Jul 02, 2025

  • 918 Sq Ft
  • $176/SF
  • 41 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1847

  33 Maplewood Ave Unit 202, Pittsfield, MA 01201

  SELLER TO PAY ASSESSMENT FOR 2025This charming three-room condo is perfectly situated within walking distance to eateries, entertainment, and the Berkshire Medical Center. If you have a passion for art, music, shopping, or history, you'll love the proximity to cultural gems like Tanglewood, the summer home of the Boston Symphony (just 15 minutes away), the Norman Rockwell Museum, and the

  Mary Smith WILLIAM PITT SOTHEBY'S - LENOX

  33 Maplewood Ave Unit 202, Pittsfield, MA 01201
• 

  

  /26

  Est $204,714 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,028 Sq Ft

  61 Orchard St, Pittsfield, MA 01201

  61 Orchard St, Pittsfield, MA 01201
• 

  

  /37

  $289,900

  • 4 Beds
  • 1 Bath
  • 1,497 Sq Ft

  52 Bossidy Dr, Pittsfield, MA 01201

  Don't miss this affordable home with 3-4 bedrooms, new kitchen with island and dining area, and new bath! There is new hot water baseboards, fired by a new on demand gas fired boiler. This super efficiant boiler also provides the domestic hot water, so you never run out! New flooring, paint, lighting, and appliances...everything is fresh and move in ready. The back yard is completely fenced in

  Alice Kempf KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  52 Bossidy Dr, Pittsfield, MA 01201
• 

  

  /43

  $290,003 Sold Jul 01, 2025

  • 1,332 Sq Ft
  • $218/SF
  • 4 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1940

  31 Kensington Ave, Pittsfield, MA 01201

  Welcome to this beautifully updated, move-in ready home offering 2/3 bedrooms and 1.5 bathrooms. Recent improvements include gleaming refinished hardwood floors, fresh interior paint throughout, and energy-efficient MassSave insulation. The semi-finished lower level provides additional flexible living space--ideal for a home office, playroom, or gym. Enjoy the outdoors in the spacious backyard,

  Katie Soules WILLIAM RAVEIS REAL ESTATE

  31 Kensington Ave, Pittsfield, MA 01201
• 

  

  /12

  Est $298,716 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,412 Sq Ft

  27 Clinton Ave, Pittsfield, MA 01201

  27 Clinton Ave, Pittsfield, MA 01201
• 

  

  /22

  $160,000

  • 1 Bed
  • 1 Bath
  • 940 Sq Ft

  200 W Housatonic St Unit 16, Pittsfield, MA 01201

  Welcome to Unit 16 at Park Place Condominiums - a bright and inviting 1-bedroom, 1-bathroom home designed for comfort and ease. Step inside to find a freshly painted interior with brand-new flooring and soaring ceilings that enhance the open, airy feel. Oversized windows bathe the space in natural light, creating a warm and welcoming atmosphere throughout.The spacious living room seamlessly

  The Mazzeo Duo BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  200 W Housatonic St Unit 16, Pittsfield, MA 01201
• 

  

  /19

  $190,000 Sold Jul 01, 2025

  • 972 Sq Ft
  • $195/SF
  • 6 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  36 Newell St, Pittsfield, MA 01201

  Make this house your home! This three bedroom property offers a first floor bedroom, 2 bedrooms upstairs, and bonus room for office, den, or even a large walk in closet. The backyard is in bloom with a well loved flower garden complete with lilacs, Rose of Sharon, hydrangeas and more.

  Jordan Romeo 413 REAL ESTATE

  36 Newell St, Pittsfield, MA 01201
• 

  

  /42

  Est $552,326 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,016 Sq Ft

  61 Stonehenge Rd, Pittsfield, MA 01201

  61 Stonehenge Rd, Pittsfield, MA 01201
• 

  

  /27

  $268,000

  • 2 Beds
  • 2 Baths
  • 1,569 Sq Ft

  205 Wendell Ave Unit C, Pittsfield, MA 01201

  Discover this stunning condo just steps from restaurants, boutiques, and theaters--live in style and comfort in the heart of it all. This elegant home features rich woodwork, hardwood floors, and soaring ceilings. Sunlight pours in through large windows, highlighting the spacious living room with a cozy gas fireplace. Two generous bedrooms and two beautifully updated bathrooms offer comfort and

  Cody Gavin WILLIAM PITT SOTHEBY'S - LENOX

  205 Wendell Ave Unit C, Pittsfield, MA 01201
• 

  

  /35

  $270,000 Sold Jul 01, 2025

  • 1,576 Sq Ft
  • $171/SF
  • 7 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1913

  34 Mcarthur St, Pittsfield, MA 01201

  Welcome to 34 Mcarthur Street! This well-maintained home features three bedrooms, two bathrooms, and an enclosed wrap-around porch. There is also a bonus room, ideal for an office space or craft room. Outside, you will discover your summer oasis!The expansive backyard boasts a deck, perfect for outdoor dining, and an above-ground pool that promises endless summer fun! Call today for your private

  Jessica Rizzo LAMACCHIA REALTY, INC

  34 Mcarthur St, Pittsfield, MA 01201
• 

  

  /40

  Est $381,734 Not Listed For Sale

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

  86 Anita Dr, Pittsfield, MA 01201

  86 Anita Dr, Pittsfield, MA 01201
• 

  

  /16

  $185,000

  • 1 Bed
  • 1.5 Baths
  • 1,056 Sq Ft

  26 Churchill Crest, Pittsfield, MA 01201

  Welcome to this inviting one-bedroom condo nestled in the desirable Churchill Crest Condominium Association. Perfectly located just minutes from Pittsfield State Forest, downtown Pittsfield, and some of the area's top cultural attractions, including Tanglewood, The Colonial Theatre, and Barrington Stage Company.This thoughtfully designed home features a spacious living room with a wood-burning

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  26 Churchill Crest, Pittsfield, MA 01201
• 

  

  /50

  $660,000 Sold Jul 01, 2025

  • 3,020 Sq Ft
  • $219/SF
  • 3 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2018

  22 Kathy Way, Pittsfield, MA 01201

  Welcome to this beautifully maintained 8-year-old Colonial, ideally nestled on a private 1-acre lot in one of Southeast Pittsfield's most desirable cud-de-sacs. With distant views of the Berkshire Hills, this home offers the rare combination of privacy, nature, and convenience. As you approach the inviting front porch you immediately step inside to a welcoming foyer with a grand staircase that is

  Cindy Carrigan LAMACCHIA REALTY, INC

  22 Kathy Way, Pittsfield, MA 01201
• 

  

  /45

  Est $276,522 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  50 Plumb St, Pittsfield, MA 01201

  50 Plumb St, Pittsfield, MA 01201
• 

  

  /36

  $129,900

  • 7 Beds
  • 2.5 Baths
  • 2,228 Sq Ft

  376 Fenn St, Pittsfield, MA 01201

  Great project for investor or handy home owner. Build instant equity in this large 2 family home. 2 car garage. Large open rooms throughout. Great location and lot.

  Tyler Scaglione Cameron Real Estate Group

  376 Fenn St, Pittsfield, MA 01201

Showing Results 161 - 200, Page 5 of 18