Homes for Sale near Theodore Herberg Middle School

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  /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

  

  Kellie Perrault

  NOCHER REALTY

  (413) 741-1594

  30 Belvidere Ave, Pittsfield, MA 01201
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  /24

  $321,900

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  171 Harryel St, Pittsfield, MA 01201

  Welcome to 171 Harryel St in Pittsfield, MA! This well-maintained 3-bedroom, 1-bath home offers a spacious living area, hardwood floors, and a bright eat-in kitchen. Basement boasts a finished room perfect for entertainingly. Enjoy the private backyard--great for outdoor activities or relaxing. Located on a quiet street with convenient access to parks, shops, and downtown amenities. A great

  

  John Ciepiela

  BISHOP WEST REAL ESTATE

  (413) 331-7090

  171 Harryel St, Pittsfield, MA 01201
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  /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.

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 728-1773

  153 First St, Pittsfield, MA 01201
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  /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
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  /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
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  /33

  $489,900

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  59 Joan Dr, Pittsfield, MA 01201

  Welcome to 59 Joan Drive, a stunning 4-bedroom, 2.5-bath raised ranch located in one of Pittsfield's premier neighborhoods. This inviting home features a spacious open floor plan, perfect for both relaxation and entertainment. The main level boasts a bright living room, a modern kitchen with ample storage, and a dining area that opens to a spacious wrap around deck, ideal for outdoor gatherings.

  Doug Collins LAMACCHIA REALTY, INC

  59 Joan Dr, Pittsfield, MA 01201
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  /37

  $369,900

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  165 Harryel St, Pittsfield, MA 01201

  Located in a highly desirable Southeast Pittsfield neighborhood, this meticulously maintained, three bedroom, one bath ranch home offers a winning combination of location, condition, and value. Built with solid brick construction and set on a beautifully broad lot with mature landscaping and a fully fenced-in backyard, this property is a true Berkshire gem.Step inside to discover hardwood floors

  Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

  165 Harryel St, Pittsfield, MA 01201
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  /49

  $369,900

  • 2 Beds
  • 2 Baths
  • 1,557 Sq Ft

  55 Revilla Terrace, Pittsfield, MA 01201

  Move-in ready New Construction in Southeast Pittsfield! This lovely home blends style, sophistication, function, efficiency & LOCATION! Enjoy an amazing kitchen, boasting an oversized quartz island, 2 stunning full bathrooms with high-end finishes, gleaming wood floors, large deck and FULLY Finished lower level with full walkout. This multi functional lower level space offers so many

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  55 Revilla Terrace, Pittsfield, MA 01201
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  /44

  $499,900

  • 4 Beds
  • 2 Baths
  • 2,606 Sq Ft

  133 Pomeroy Ave, Pittsfield, MA 01201

  Prestigious grand colonial located in the lovely Southeast area. This home has been meticulously maintained. Four large bedrooms, formal living room with fireplace, Glass doors leading out to a pergola, A family room, dining room, renovated kitchen , den or office could be a fifth bedroom. One upstairs bathroom renovated and one on the first level,The landscaping is a gardener's dream come

  Cheryl Wendling BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  133 Pomeroy Ave, Pittsfield, MA 01201
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  /38

  $419,900 Open Sat 10AM - 12PM

  • 4 Beds
  • 2 Baths
  • 1,918 Sq Ft

  16 Revere Pkwy, Pittsfield, MA 01201

  The Parkway neighborhoods of southeast Pittsfield are among the city's most sought-after, prized for their tree-lined streets, classic architecture, and easy access to downtown, parks, and schools. Built in 1930, this well-maintained 4 bedroom, 2 bath home provides everything your family needs, with plenty of space for everyone. The first floor features a large living room, east-facing with

  Stephen Daoust STONE HOUSE PROPERTIES, LLC

  16 Revere Pkwy, Pittsfield, MA 01201
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  /42

  $375,000

  • 3 Beds
  • 2.5 Baths
  • 1,760 Sq Ft

  72 Cleveland St, Pittsfield, MA 01201

  Stylish Southeast contemporary on a quiet dead-end street near Brattle Brook Park! This versatile 3-bed, 2.5-bath home features a bright open floor plan with vaulted ceilings, a sunken living room with wood-burning fireplace, and an eat-in kitchen. The formal dining room can also serve as a home office or flex space.Two bedrooms and a 1.5 baths are located on the main level with a spacious

  Heather Gallagher JAN PERRY REALTY & ASSOCIATES, LLC

  72 Cleveland St, Pittsfield, MA 01201
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  /47

  $449,900

  • 4 Beds
  • 1.5 Baths
  • 2,126 Sq Ft

  31 Lexington Pkwy, Pittsfield, MA 01201

  Welcome to this Southeast Sweetheart -- a charming Dutch Colonial with so many incredible improvements. New roof, fresh exterior paint, new energy efficient mini splits for heating and cooling with $4,950 annual utility cost, new 200 amp electric service, updated baths, full-length front porch perfect for relaxing or socializing. Inside, a gracious entry leads to a classic living room with

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  31 Lexington Pkwy, Pittsfield, MA 01201
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  /26

  $380,000

  • 5 Beds
  • 2.5 Baths
  • 3,030 Sq Ft

  145 Bartlett Ave, Pittsfield, MA 01201

  Welcome to this stunning Colonial home, perfectly situated near the vibrant heart of downtown Pittsfield. With 5 spacious bedrooms and 3 bathrooms, this 3030 square foot detached home offers ample space for both relaxation and entertaining. The hardwood flooring throughout the house adds a touch of elegance and warmth. Enjoy hosting gatherings on the large deck, or take a short stroll to the

  Jarrett Hernandez 360BERKSHIRE REALTY GROUP

  145 Bartlett Ave, Pittsfield, MA 01201
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  /33

  $337,000

  • 3 Beds
  • 1 Bath
  • 1,575 Sq Ft

  4 Paula Ave, Pittsfield, MA 01201

  Adorable Southeast Ranch Located in a Desirable Neighborhood! This Charming 3-Bedroom, 1-Bath Home sits on a Sunny Corner Lot w/Southern Exposure. Features Include a 1-Car Garage & Close Proximity to Williams Elem. School. Enjoy Outdoor Living with Newer Front & Side Decks, Stone Patio & Firepit, 3 year old Storage Shed 10x12, Addt'l Updates Include Newer Gutters, Roof Approx. 16 yrs old, Vinyl

  Kim Gordnier RE/MAX COMPASS

  4 Paula Ave, Pittsfield, MA 01201
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  /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
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  /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
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  /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
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  /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
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  /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
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  /27

  $268,000 Open Sat 11:30AM - 1PM

  • 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
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  /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
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  /44

  $396,500

  • 3 Beds
  • 2.5 Baths
  • 1,951 Sq Ft

  7 Cynthia Ln, Pittsfield, MA 01201

  A great opportunity to own in Southview. With only 24 units, turnover is unusual in this Khoury-built established condo community! Tri-level townhouse unit offers great space for year-round or vacation living. First floor boasts a spacious great room/living w hardwood flooring, fireplace, dining and entrance to large and private rear deck. Kitchen with eat-in area. Upper level includes

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  7 Cynthia Ln, Pittsfield, MA 01201
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  /20

  $189,900

  • 2 Beds
  • 1.5 Baths
  • 1,150 Sq Ft

  33 Maplewood Ave Unit 305, Pittsfield, MA 01201

  Welcome to historic Maplewood Condominiums--timeless architecture, modern comfort, and a prime location come together in one of Pittsfield's most desirable residential buildings.The top-floor, corner unit offers hard wood floors with natural light and a spacious layout, and is a turnkey opportunity for buyers seeking convenience, character, and a maintenance-free lifestyle in the heart of the

  Cheryl Ryan BISHOP WEST REAL ESTATE

  33 Maplewood Ave Unit 305, Pittsfield, MA 01201
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  /39

  $154,900

  • 8 Beds
  • 5 Baths
  • 3,324 Sq Ft

  233 1st St, Pittsfield, MA 01201

  MAKE YOUR HIGHEST & BEST! Ready to rehab! This legal 5 family home spans over 3,000 sqft. First floor offers 2 one-bedroom units on left and right side of the building as well as a small efficiency unit with plumbing ready for kitchen and existing full bath. Second floor offers two 3-bedroom units including the 3rd bedroom on third floor plus storage space. hardwood floors ready to be restored.

  Xavier Cruz Fathom Realty

  233 1st St, Pittsfield, MA 01201
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  /39

  $309,000

  • 3 Beds
  • 1.5 Baths
  • 1,236 Sq Ft

  56 Perrine Ave, Pittsfield, MA 01201

  If you are searching for a turn-key home, embrace the charm of this fully renovated Pittsfield residence, nestled near schools, Berkshire Hills Country Club, medical care, and close to major Berkshire attractions. Recent updates in 2024 include a new roof, refinished hardwood floors, all new plumbing, electrical, carpeting, interior paint, and luxe bathrooms. The kitchen dazzles with butcher

  John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  56 Perrine Ave, Pittsfield, MA 01201
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  /25

  $579,900

  • 3 Beds
  • 4.5 Baths
  • 5,640 Sq Ft

  168 Elm St, Pittsfield, MA 01201

  Welcome to this exceptional mixed-use building that combines residential and commercial opportunities in one of the most sought after areas in Pittsfield .This property features 3 great apartments and two storefronts, making it ideal for investors or entrepreneurs looking to capitalize on a vibrant local community. The building offers 3 one bedroom apartments, 2 units will be delivered empty for

  Brenda Durant KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  168 Elm St, Pittsfield, MA 01201
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  /6

  $75,000

  • 12 Beds
  • 5 Baths
  • 4,032 Sq Ft

  48 Brown St, Pittsfield, MA 01201

  Opportunity knocks! This 4-family property has suffered significant fire damage and is being sold as-is for land value. Ideal tear down project with endless redevelopment potential. The lot includes a detached garage and offers ample space for new construction. Bring your vision and rebuild in a growing area with strong rental demand. Cash or construction financing only. All offers considered.

  Xavier Cruz Fathom Realty

  48 Brown St, Pittsfield, MA 01201
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  /6

  $49,500

  • Land
  • 0.25 Acre
  • $198,000 per Acre

  16 Harold St, Pittsfield, MA 01201

  Southeast Pittsfield building lot, town sewer and water and utilities on street. 185 ft deep. Perfect for single- or two-family construction. Significant fencing, short driveway and landscaping in place. Perfectly level and cleared home site.

  Paula McLean PAULA MCLEAN REALTORS INC.

  16 Harold St, Pittsfield, MA 01201
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  /25

  $259,900

  • 2 Beds
  • 1.5 Baths
  • 750 Sq Ft

  75 Maryland Ave, Pittsfield, MA 01201

  Pleasant ranch-style home with attached garage, in a sought after neighborhood. This home boasts a spacious, private, enclosed screened porch overlooking a fully fenced-in, large back yard with storage shed. First floor offers a cozy charm, with natural wood flooring, spacious two bedrooms and a full bath. Basement has a partially finished family room, half-bath, laundry room and storage/pantry

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  75 Maryland Ave, Pittsfield, MA 01201
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  /22

  $325,000

  • 3 Beds
  • 1 Bath
  • 1,160 Sq Ft

  33 Quirico Dr, Pittsfield, MA 01201

  Welcome to this charming 3 bedroom ranch located in one of Pittsfield's most desirable neighborhoods. Warm and inviting, this home features beautiful hardwood floors, a cozy wood-burning fireplace, and cedar-lined closets in each bedroom. The kitchen and dining area open to a deck through sliding glass doors, offering the perfect setup for summer BBQs and indoor-outdoor living.Downstairs, a

  Danielle Giulian WILLIAM PITT SOTHEBY'S - LENOX

  33 Quirico Dr, Pittsfield, MA 01201
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  /35

  $725,000

  • 4 Beds
  • 3.5 Baths
  • 3,491 Sq Ft

  26 Filomena Dr, Pittsfield, MA 01201

  This lovely Colonial home is nestled at the end of the road adjoining Kirvin Park w/ great curb appeal. .The main floor has 2,488 sq.ft. w/ an attached double garage, a mudroom w/ laundry facilities, a large combined kitchen & family room leading to an outdoor deck. Also a spacious dining room & living room & a half bath off the front foyer.. Upstairs: 1,546 sq. ft, w/ a large en-suite primary

  Barbara K Greenfeld SIGNATURE ASSOCIATES

  26 Filomena Dr, Pittsfield, MA 01201
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  /3

  $268,500

  • 3 Beds
  • 3 Baths
  • 1,603 Sq Ft

  79 Center St, Pittsfield, MA 01201

  Spacious three-family home in the heart of Pittsfield's vibrant Downtown Cultural District! This property features a total of 3 bedrooms, offering strong rental potential and versatility. Recent capital improvements include newer roof and siding, reducing immediate maintenance costs and boosting curb appeal. Situated in a highly desirable, walkable location near restaurants, the Berkshire

  Heather Gallagher JAN PERRY REALTY & ASSOCIATES, LLC

  79 Center St, Pittsfield, MA 01201
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  /12

  $184,900

  • 3 Beds
  • 2 Baths
  • 1,217 Sq Ft

  158 Second St, Pittsfield, MA 01201

  Two-family flat located in a corner lot, centrally located within walking distance to downtown! The first floor unit features 2 bedrooms/1 bath, and has electric heat. The second floor unit is a 1 bedroom/1 bath, with natural gas heat. Both units are currently rented, with tenants pay for their own heat/hot water/electricity separately. There is a paved parking area on the back of the home. One

  Maria Liccardi Lamacchia Realty, Inc.

  158 Second St, Pittsfield, MA 01201
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  /27

  $255,000

  • 3 Beds
  • 1 Bath
  • 888 Sq Ft

  157 Maple Grove Dr, Pittsfield, MA 01201

  Welcome to easy, one-level living in this 3-bedroom ranch, nestled in the sought-after southeast section of Pittsfield. The property features vinyl siding, modern appliances, and on-demand hot water. Outside you will find a fully fenced-in yard ideal for relaxing or entertaining. Enjoy summer days on the expansive deck or take a dip in the above-ground pool. Two storage sheds provide space for

  Jessica Rizzo LAMACCHIA REALTY, INC

  157 Maple Grove Dr, Pittsfield, MA 01201
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  /30

  $334,500

  • 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 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
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  /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
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  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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

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