Pittsfield, MA Homes for Sale

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  /43

  $799,000

  • 7 Beds
  • 7 Baths
  • 4,290 Sq Ft

  17 - 23 Linden St, Pittsfield, MA

  Incredible Multi-Unit Investment Opportunity in Downtown Pittsfield!Located just steps from the Barrington Stage Company theater in the heart of the cultural district, this dynamic property includes two fully occupied buildings plus a 4-bay garage, making it a true income-generating powerhouse. With a solid 11.2 cap rate, this is a rare opportunity for both the savvy investor and the live-in

  Michael Castellano Gilcrest Properties

  17 - 23 Linden St, Pittsfield, MA
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  /23

  $239,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  85 Wilson St, Pittsfield, MA 01201

  Single Level Living! This charming 3-bedroom, 1-bath ranch offers comfort, convenience, and recent upgrades throughout. Remodeled in 2017 enjoy central A/C, granite countertops, and a spacious walkout basement. Thoughtful improvements include new 200amp electrical, solar panels (2020) and a new sewer line (2021). Ideally located just minutes from Pontoosuc Lake, Onota Lake, Springside Park, and

  Molly Gillon COMPASS MASSACHUSETTS , LLC GB

  85 Wilson St, Pittsfield, MA 01201
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  /39

  $565,900

  • 8 Beds
  • 3 Baths
  • 4,034 Sq Ft

  144 Bromback St, Pittsfield, MA 01201

  Beautiful, spacious 8 bedroom, 3 updated bath, 4000 sq ft home, custom built and nestled between 2 lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota lake in approximately 10 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, swimming, picnicking and more. Enjoy the convenience of two laundry rooms and two updated

  Janet Benoit Janet L. Benoit

  144 Bromback St, Pittsfield, MA 01201
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  /44

  $629,500

  • 4 Beds
  • 4.5 Baths
  • 3,081 Sq Ft

  24 Alpine Trail, Pittsfield, MA 01201

  Welcome to your Berkshire retreat! This spacious 4-bedroom, 5-bath condo at The Pines of Bousquet is a rare corner unit filled with natural light and sweeping views of the bunny ski slope--right in your backyard. Whether you're watching skiers in the winter from your office nook on the second floor, or enjoying peaceful greenery in warmer months from your screened porch, this home offers

  Tanya Shepardson LAMACCHIA REALTY, INC

  24 Alpine Trail, Pittsfield, MA 01201
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  /4

  $50,000

  • Land
  • 1.10 Acres
  • $45,455 per Acre

  0 Hungerford St, Pittsfield, MA 01201

  Build Your Dream Home on 1.1 Acres. Don’t miss this rare opportunity to own a spacious 1.1-acre buildable lot, perfect for your custom single-family home. Located in a peaceful setting and convenience, this lot offers level terrain and is ready for development with utilities water, sewer, electric available at the street. Whether you’re looking to build now or invest for the future, this property

  Xavier Cruz Fathom Realty

  0 Hungerford St, Pittsfield, MA 01201
• 

  

  /22

  $284,888

  • 4 Beds
  • 2 Baths
  • 2,132 Sq Ft

  50 John St, Pittsfield, MA 01201

  This two-family home was renovated in the last two years! Improvements include roof, windows, flooring, painting, and more! The home offers an enclosed front porch to access both units, and a side porch for each apartment independently. Each unit features living room, dining room, kitchen, 2 bedrooms and 1 bath. There is separate heat, hot water and electric: Unit 52 has natural gas heat while

  Maria Liccardi Lamacchia Realty, Inc.

  50 John 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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  /39

  $269,900

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  11 Oriole St, Pittsfield, MA 01201

  This bright and inviting 1,300 sq ft home offers comfortable living with thoughtful features throughout. Situated on a spacious corner lot, the property boasts two full bathrooms, a partially finished lower level perfect for office, or guest space, and an attached garage for added convenience. Upstairs, bonus finished attic area provides additional storage. The large yard offers room to relax,

  Robin Moore 413 REAL ESTATE

  11 Oriole St, Pittsfield, MA 01201
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  /33

  $500,000

  • 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
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  /45

  $289,900

  • 3 Beds
  • 1 Bath
  • 1,158 Sq Ft

  44 Jason St, Pittsfield, MA 01201

  This delightful 3-bedroom Cape-style home offers serene and comfortable living. Situated on a large lot this home boasts southwesterly mountain views. Designed for convenience, this home features all essential living spaces on a single level. Wood burning fireplace in the living room. A large attic space presents an opportunity for future expansion, whether as a home office, studio, or

  Derek Strzepa NOCHER REALTY

  44 Jason St, 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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  /30

  $339,900

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  185 Lenox Ave, Pittsfield, MA 01201

  OPEN HOUSE Sat 05/31/25 10:00am - 11:30am. Welcome home to this immaculate and beautifully maintained 3-bedroom, 1.5-bath Colonial, located less than one mile from Berkshire Medical Center. This move-in ready gem offers a perfect blend of classic charm and modern updates throughout. Step inside through the inviting tiled foyer and discover a spacious layout featuring hardwood floors and a large

  Cindy Carrigan LAMACCHIA REALTY, INC

  185 Lenox Ave, Pittsfield, MA 01201
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  /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
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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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  /52

  $765,000

  • 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
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  /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
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  /53

  $259,000 Open Sat 10AM - 12PM

  • 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
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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
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  /37

  $689,000

  • 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
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  /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
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  /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
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  /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
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  /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
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  /51

  $749,000

  • 5 Beds
  • 2.5 Baths
  • 4,078 Sq Ft

  40 Commonwealth Ave, Pittsfield, MA 01201

  Immaculately restored antique Colonial dripping with charm offering modern conveniences. Chef's kitchen with Quartz counters, glass back splash, beautiful cabinets, and double sized Wolf Range. Entertaining is made easy with a large dining area, grand fire-placed living room with floor to ceiling windows overlooking the private and lush green lawn. Glorious master suite with new spa like bath.

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  40 Commonwealth Ave, Pittsfield, MA 01201
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  /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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  /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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  /53

  $359,900

  • 8 Beds
  • 2.5 Baths
  • 4,263 Sq Ft

  119 Appleton Ave, Pittsfield, MA 01201

  This large two-family home blends timeless character with thoughtful updates. Featuring beautiful original woodwork, wood floors, and charming built-ins, each unit offers a warm and inviting atmosphere. One side boasts a newer, modern kitchen perfect for today's lifestyle, while both units enjoy generous living spaces. A finished attic provides additional versatile space--ideal for an office,

  Robin Moore 413 REAL ESTATE

  119 Appleton Ave, Pittsfield, MA 01201
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  /2

  $30,000

  • Land
  • 1.08 Acres
  • $27,778 per Acre

  36 Old Farm Ln, Pittsfield, MA 01201

  Located at 36 Old Farm Lane in Pittsfield, MA, this land investment offers a prime opportunity for development or a place to build your dream HOME. Situated in a quiet residential area, the property provides easy access to local amenities, schools, and major roads. With generous acreage, it presents various possibilities for residential or recreational use. Pittsfield’s real estate market is on

  Mg Group Century 21 North East

  36 Old Farm Ln, Pittsfield, MA 01201
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  /7

  $49,900

  • Land
  • 0.25 Acre
  • $199,600 per Acre

  0 Onota St, Pittsfield, MA 01201

  Parcel ID: G100018202This 0.251 acre buildable lot is located just minutes to Onota and Pontoosuc lake! It is located next to two family home. The street consists of a mix of single family and multifamily homes. City water and sewer and natural gas at the street.*Additional adjacent lot also available, MLS 73357620

  Maria Liccardi Lamacchia Realty, Inc.

  0 Onota St, Pittsfield, MA 01201
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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
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  /53

  $359,000

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  659 Pecks Rd, Pittsfield, MA 01201

  Charming 3-Bedroom Cape Near the LakeWelcome to your perfect summer retreat! This lovely 3-bedroom Cape-style home is nestled just a short stroll from the lake, offering the ideal blend of comfort, charm, and convenience. Step inside to find a cozy, light-filled interior with classic Cape character and modern updates throughout.Outside, a beautiful stone patio invites you to relax and unwind.

  Michele Purcell LAMACCHIA REALTY, INC

  659 Pecks Rd, Pittsfield, MA 01201
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  /10

  $59,900

  • Land
  • 3.10 Acres
  • $19,323 per Acre

  0 Eastbrook Ln, Pittsfield, MA 01201

  **Build Your Dream Home in the Exclusive Woodmonte Community!**Welcome to this DOUBLE Lot # 148-9 Eastbrook Lane, located in the prestigious and private Woodmonte neighborhood in Pittsfield, MA. This secluded double lot, listed at $59,900, is a rare find--completely prepped, fully serviced, and ideal for building your dream home!Enjoy the convenience of immediate ''Plug & Play'' construction,

  Nathan Girard ROYAL PROPERTY GROUP

  0 Eastbrook Ln, Pittsfield, MA 01201
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  /6

  $71,500

  • Land
  • 0.29 Acre
  • $246,560 per Acre

  0 Faucett Ln, Pittsfield, MA 01201

  Build your dream home in one of Pittsfield's most desirable neighborhoods. This .29-acre lot offers a rare combination of privacy and community, backing up to Association Land--so you'll never have neighbors behind you. Enjoy a quiet, residential setting with nearby access to parks, golf courses, and the country club. This is a great opportunity to build in a well-established area that offers

  Cameron Volastro STONE HOUSE PROPERTIES, LLC

  0 Faucett Ln, Pittsfield, MA 01201
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  /81

  $1,195,000

  • 5 Beds
  • 2.5 Baths
  • 3,087 Sq Ft

  18 Old Farm Ln, Pittsfield, MA 01201

  Newly Constructed Farmhouse Style Home in coveted Woodmonte Estates central to all Berkshire attractions. Over the bridge into the woods escape to a magical setting amidst a woodland preserve of 2+ acres. Build a family compound of your own with 1 extra homesites to create your dreams with incredible peace and privacy yet all city conveniences. Unique living to mingle in a community with

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  18 Old Farm Ln, Pittsfield, MA 01201
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  /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
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  /12

  $225,000

  • 4 Beds
  • 2 Baths
  • 1,734 Sq Ft

  21 Pleasant St, Pittsfield, MA 01201

  Two-family flat with each unit featuring 2 bedrooms/ 1 bath and separate natural gas heat, hot water & electric. There is a nice fenced in yard divided for each apartment, plus good off street parking! This home is close to downtown Pittsfield and would make a great home or addition to your portfolio!*Can be sold as a package with the two-family at 36 Division St in Pittsfield.

  Maria Liccardi Lamacchia Realty, Inc.

  21 Pleasant St, Pittsfield, MA 01201
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  /36

  $354,000

  • 4 Beds
  • 2 Baths
  • 1,610 Sq Ft

  111 Oak Hill Rd, Pittsfield, MA 01201

  This may be the convenient location you are looking for....... a quiet neighborhood lane surrounded by a lovely yard just minutes from shopping, markets, restaurants and a golfcourse. This charming four bedroom, 2 bath Cape has a most desirable layout for bothgathering and privacy. Two main level bedrooms or an office and full bath with a livingroom open to dining/kitchen and direct access to

  Mary Jane White COHEN & WHITE ASSOCIATES

  111 Oak Hill Rd, Pittsfield, MA 01201
• 

  

  /31

  $634,900

  • 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
• 

  

  /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
• 

  

  /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

Showing Results 81 - 120, Page 3 of 4