Pittsfield, MA Homes for Sale

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  /29

  $289,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,627 Sq Ft

  162 W Housatonic St, Pittsfield, MA 01201

  Enjoy this charming 4-bedroom, 2-bathroom home offering a spacious and functional layout, tasteful updates, and excellent convenience. The property features an updated heating system, efficient natural gas utilities, a large open kitchen with new appliances, and updated flooring. Both bathrooms have been recently renovated with stylish new finishes and tilework. Enjoy the flexibility of a

  Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

  162 W Housatonic St, Pittsfield, MA 01201
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  /50

  $519,000

  • 3 Beds
  • 3 Baths
  • 2,136 Sq Ft

  133 Holmes Rd, Pittsfield, MA 01201

  Beautiful combination of modern renovations with historic character! The first floor boasts an easy living circular flow with kitchen, dining and living room with stunning floors and washed with fabulous natural light. Family room tucked away for a more intimate space, large laundry room, mudroom and half bath. The second level includes a primary bedroom with an updated en suite full bath and

  Cortney Dupont COHEN & WHITE ASSOCIATES

  133 Holmes Rd, Pittsfield, MA 01201
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  /27

  $345,000

  $40K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 2,260 Sq Ft

  37 Melville St, Pittsfield, MA 01201

  Six unit multi-family investment property located in the heart of downtown Pittsfield. Located footsteps from shopping, restaurants, an more!. Includes six studio apartments, vinyl siding, and separate electricity for each unit.

  Cory Evangelisto NOCHER REALTY

  37 Melville St, Pittsfield, MA 01201
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  /34

  $560,000

  • 3 Beds
  • 2 Baths
  • 1,896 Sq Ft

  290 Barker Rd, Pittsfield, MA 01201

  Welcome to this stately raised ranch nestled in one of Pittsfield's most sought-after neighborhoods--Barkerville. Offering 1,896 square feet of thoughtfully designed living space, this home blends comfort, efficiency, and natural beauty in a truly special setting.Set on a cozy, private lot, the property is framed by mature evergreen trees, classic stone walls, and a peaceful brook flowing through

  Melinda Boos KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  290 Barker Rd, Pittsfield, MA 01201
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  /28

  $298,000

  $14K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 5,392 Sq Ft

  50 W Housatonic St, Pittsfield, MA 01201

  This well-maintained multi-unit property presents an exceptional opportunity in the heart of Pittsfield's thriving Downtown Cultural District. Offering spacious units with strong rental appeal, the property combines classic character with important updates including newer siding, a high-efficiency natural gas heating system and a new roof in 2021. A unique feature of the property is the versatile

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  50 W Housatonic St, Pittsfield, MA 01201
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  /17

  $169,900

  $25K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 747 Sq Ft

  243 Robbins Ave, Pittsfield, MA 01201

  Completely renovated in 2021, this thoughtfully updated 2-bedroom, 1-bath home offers easy, low-maintenance living with a fresh, modern feel throughout. With 747 square feet of efficiently designed space, every inch has been maximized for comfort and functionality. The interior features updated finishes, an inviting layout, and abundant natural light, creating a warm and welcoming atmosphere. The

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  243 Robbins Ave, Pittsfield, MA 01201
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  /3

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,246 Sq Ft

  75 3rd St, Pittsfield, MA 01201

  Contemporary home boasting with charm and character. 3 bedrooms, and 1 1/2 baths Located close to the downtown area.

  Janet Benoit MOCKINGBIRD REAL ESTATE

  75 3rd St, Pittsfield, MA 01201
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  /11

  $235,000

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  20 Curtis Terrace, Pittsfield, MA 01201

  Welcome to this spacious 3-bedroom, 2-bath home offering 1,920 square feet of living space in Pittsfield's desirable Morningside neighborhood. This home blends classic character with several major updates already completed, including a newer roof (2025), replacement windows, oil tank (2024), boiler (2019), and sewer line (2019). The flexible floor plan provides plenty of room for everyday living,

  ShaDina Johnson Berkshire Hathaway HomeServices Realty Professionals

  20 Curtis Terrace, Pittsfield, MA 01201
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  /34

  $799,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  15 Cherry Hill Dr, Pittsfield, MA 01201

  Berkshire Country Meadows single-family condo almost ready for occupancy. Seeking single level living? Compare this for value! 2000 sq ft, 3 br, 2 bath, central a/c, natural gas heat, gas fireplace hardwood flooring, screened porch, large basement offers expansion possibilities, and a two-car garage. Still time to make some custom finishes. Established condo community with pool, tennis, and

  Pamela Roberts ROBERTS & ASSOC. REALTY, INC

  15 Cherry Hill Dr, Pittsfield, MA 01201
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  /35

  $260,000

  • 1 Bed
  • 1 Bath
  • 1,060 Sq Ft

  64 Churchill Crest, Pittsfield, MA 01201

  Uniquely and tastefully renovated one-bedroom end unit condo with open living concept, and fully furnished! (some artwork excluded) Great room with fireplace, recessed lighting, ceiling fans, quartz counters, stainless appliances, programmable under cabinet multi color lighting, microwave with expandable exhaust vent, modern bathroom with double shower, swanstone vanity sink, built in cabinet....

  Susan Calkins STONE HOUSE PROPERTIES, LLC

  64 Churchill Crest, Pittsfield, MA 01201
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  /69

  $699,000

  • 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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  /31

  $144,900

  $55K PRICE DROP

  • 7 Beds
  • 4.5 Baths
  • 3,672 Sq Ft

  15 Buel St, Pittsfield, MA 01201

  Come finish the renovation of this expansive 7 bedroom home! This project is ready for your vision and creativity to bring it to fruition! Don't miss this opportunity!

  Benjamin Hause Keller Williams Realty North Central

  15 Buel St, Pittsfield, MA 01201
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  /40

  $294,900

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,501 Sq Ft

  96 Boylston St, Pittsfield, MA 01201

  Back on the market, and someone else's loss is about to be your gain. Some homes just feel right the moment you arrive. Sitting at the end of a dead-end street, 96 Boylston offers the kind of quiet and privacy that's hard to find this close to downtown Pittsfield. No through traffic, no neighbors driving past, just a peaceful street that's yours to enjoy. Step inside and you'll find a clean,

  Kyle Crocker eXp REALTY

  96 Boylston St, Pittsfield, MA 01201
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  /10

  $59,900

  • Land
  • 5,662 Sq Ft
  • $460,769 per Acre

  69 Tyler St, Pittsfield, MA 01201

  Commercial Lot located in a prime business district. Just steps away from one of Pittsfield's busiest intersections Tyler St and Rt 7 North and next to the Berkshire Medical Center Campus, the possibilities are endless. A note, the underlying zoning for the parcel is B-G, which has no setback requirements and no lot minimum size. This means that there are many options you could choose from if you

  Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

  69 Tyler St, Pittsfield, MA 01201
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  /27

  $299,000

  • 3 Beds
  • 3 Baths
  • 1,863 Sq Ft

  51 Churchill Crest Unit 51, Pittsfield, MA 01201

  This charming 3 bedroom and 2.5 bathroom condo is a must see! Offering fantastic location with scenic views of the swimming pool from your private deck. The bright and sunny kitchen seamlessly connect to the dining room making it perfect for entertaining. A Spacious living room features a wood burning fireplace. Additional features include one-car garage, storage closest and in-unit laundry for

  Molly Thomas COMPASS MASSACHUSETTS , LLC GB

  51 Churchill Crest Unit 51, Pittsfield, MA 01201
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  /2

  $211,000

  • 3 Beds
  • 2 Baths
  • 1,923 Sq Ft

  47 Lake St, Pittsfield, MA 01201

  Duplex Investment Property!

  Lisa Kelley MACCARO REAL ESTATE

  47 Lake St, Pittsfield, MA 01201
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  /13

  $259,900

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,672 Sq Ft

  29 Westminster St, Pittsfield, MA 01201

  Income-producing two-family ranch with one vacant unit and one occupied unit, offering an excellent opportunity for both owner-occupants and investors looking to expand their portfolio. The occupied unit is supported by Section 8 assistance, providing reliable rental income. Each mirrored unit features 2 bedrooms and 1 full bathroom with functional, well-designed layouts. The vacant unit has been

  Matthew Keller KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  29 Westminster St, Pittsfield, MA 01201
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  /5

  $134,900

  $4K PRICE DROP

  • Land
  • 5.68 Acres
  • $23,750 per Acre

  132 Cascade St, Pittsfield, MA 01201

  Build your Berkshire dream on this 5.68-acre parcel ideally located on a paved road just moments from Pittsfield State Forest. Offering a beautiful blend of privacy and accessibility, this property provides the perfect setting for a year-round home or weekend retreat. Enjoy easy access to miles of trails, hiking, biking, and outdoor recreation, all while being just a short drive to downtown

  Elisha Poirier STONE HOUSE PROPERTIES, LLC

  132 Cascade St, Pittsfield, MA 01201
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  /48

  $294,900

  • 3 Beds
  • 1 Bath
  • 1,282 Sq Ft

  61 Harding St, Pittsfield, MA 01201

  Charming, Move-In Ready Side Hall Colonial - A True ''Dollhouse!''Welcome home to this absolutely stunning, meticulously maintained side hall colonial nestled in a super quiet, peaceful neighborhood. Combining classic charm with a long list of modern, high-ticket upgrades, this home is the definition of a turnkey property and is ready for its next chapter. Step inside to find a warm and

  Stacy Chojnowski WILLIAM PITT SOTHEBY'S - LENOX

  61 Harding St, Pittsfield, MA 01201
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  /46

  $740,000

  $5K PRICE INCREASE

  • 4 Beds
  • 3 Baths
  • 2,720 Sq Ft

  47 Warwick St, Pittsfield, MA 01201

  Spacious 4-bedroom, 2.5-bath Southeast Pittsfield Colonial on over half an acre blends classic charm with thoughtful updates and is truly move-in ready. The kitchen opens to a screened-in porch and flows into a generous dining room with built-in shelving. The light-filled living room centers around a wood-burning fireplace creating a warm gathering space. The second floor offers four bedrooms,

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  47 Warwick St, Pittsfield, MA 01201
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  /32

  $530,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,136 Sq Ft

  561 Pecks Rd, Pittsfield, MA 01201

  Fully updated and ready for lake life! This two bedroom, two bathroom waterfront home sits just a short walk to the shores of beautiful Onota Lake. This home has been updated throughout over the last five years. As you step inside to an open, light-filled living space and formal dining room both offering an inviting atmosphere. The renovated kitchen offers plenty of storage and space for cooking.

  Cory Evangelisto NOCHER REALTY

  561 Pecks Rd, Pittsfield, MA 01201
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  /40

  $399,900

  • 4 Beds
  • 3 Baths
  • 2,170 Sq Ft

  118 Winesap Rd, Pittsfield, MA 01201

  Opportunity awaits in this spacious 4-bedroom, 3-bath Colonial located in the highly sought-after Orchard neighborhood. Offering generous room sizes throughout, this home features a welcoming family room with a fireplace and skylights that fill the space with natural light. The convenient first-floor laundry enhances everyday living. The partially finished basement provides additional flexible

  Robin Moore 413 REAL ESTATE

  118 Winesap Rd, Pittsfield, MA 01201
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  /38

  $290,000

  • 3 Beds
  • 1 Bath
  • 1,180 Sq Ft

  28 Hopewell Dr, Pittsfield, MA 01201

  Welcome home to this charming three-bedroom, one-bath ranch conveniently located in Pittsfield, just minutes from shopping, dining, and everyday amenities. This well-maintained home offers comfortable one-level living and features a bright sunroom that provides the perfect space to relax while overlooking the backyard. With efficiency in mind, the property includes solar panels and a pellet stove

  Jessica Rizzo Lamacchia Realty, Inc. - Dalton

  28 Hopewell Dr, Pittsfield, MA 01201
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  /53

  $359,900

  $20K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 1,661 Sq Ft

  249 Hancock Rd, Pittsfield, MA 01201

  Spacious and inviting 4-bedroom, 3-bath home offering comfort, efficiency, and great indoor-outdoor living. Beautiful wood floors run throughout the main living areas, adding warmth and character. The private primary suite features its own bath and sliding doors leading to a deck that overlooks a fully fenced backyard--perfect for relaxing or entertaining. Enjoy the added bonus of a covered patio

  Robin Moore 413 REAL ESTATE

  249 Hancock Rd, Pittsfield, MA 01201
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  /50

  $1,750,000

  $640K PRICE DROP

  • 6 Beds
  • 5 Baths
  • 7,894 Sq Ft

  500 Williams St, Pittsfield, MA 01201

  Own a Living Masterpiece. Meticulously curated by the current stewards since 2006. This Colonial Revival offers rare fusion of 18th-century authenticity and cutting-edge modern comfort. Designed for both grand-scale entertaining and intimate family life, this c1930, 7,894 sq. ft., Colonial Revival offers 6-bdrms & 4.5-baths. The interior is a treasure of artisan craftsmanship from the formal

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  500 Williams St, Pittsfield, MA 01201
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  /21

  $235,900

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  48 Crystal St, Pittsfield, MA 01201

  Charming and full of potential, this inviting two-bedroom Cape is tucked away on a quiet dead-end street and ready for its next owner! A fieldstone walkway welcomes you and adds timeless curb appeal from the moment you arrive. Inside, you’ll find an enclosed front porch perfect for enjoying your morning coffee, an updated kitchen including refrigerator and stove, a convenient first-floor bedroom,

  Denise DeSellier Berkshire Hathaway HomeServices Realty Professionals

  48 Crystal St, Pittsfield, MA 01201
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  /40

  $384,900

  Open Sat 1PM - 3PM $4K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft

  1121 North St, Pittsfield, MA 01201

  Welcome to 1121 North St in Pittsfield. A well cared for home offering comfort, convenience and style. Classic style with some modern updates. Fully fenced backyard. Perfect for pets, gardening, entertaining or relaxing in your own private retreat. Unwind in the bright sunroom with its own gas fireplace for chilly evenings and winter days. The oversized garage opens to a mudroom. Updated kitchen

  Anthony Riello Lamacchia Realty, Inc. - Dalton

  1121 North St, Pittsfield, MA 01201
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  /35

  $469,000

  • 3 Beds
  • 3 Baths
  • 1,860 Sq Ft

  24 Walden Ln, Pittsfield, MA 01201

  Meticulously maintained and beautifully updated, this stylish 3 bedroom, 3 bath unit at highly sought-after Walden Village offers exceptional space, comfort, and convenience. The open-concept living, dining, and kitchen area is perfect for everyday living and entertaining, featuring quartz countertops, new appliances and flooring. A desirable first-floor primary suite includes a spacious bath and

  Victoria Standring Lamacchia Realty, Inc. - Dalton

  24 Walden Ln, Pittsfield, MA 01201
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  /25

  $1,450,000

  • 20 Beds
  • 18 Baths
  • 8,653 Sq Ft

  162 Woodlawn Ave, Pittsfield, MA 01201

  162 Woodlawn Ave is comprised of two (2) 2-Bedroom/1-Bathroom units, eleven (11) 1-Bedroom/1-Bathroom units, and five (5) Studio units with 8,653 square feet of gross living area in 11,653 square feet of gross area. The Property is situated upon a 0.47-acre parcel and offers twenty (20) off-street parking spaces. The Property is well-positioned within Pittsfield’s established Morningside

  Michael Bradley Horvath & Tremblay

  162 Woodlawn Ave, Pittsfield, MA 01201
• 

  

  /41

  $279,900

  Open Sat 11AM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,521 Sq Ft

  20 Norman Ave, Pittsfield, MA 01201

  Discover the perfect blend of charm, space, and value in this well-maintained Colonial. Offering 3 bedrooms, 1 full bath, and over 1,500 square feet of living space. Hardwood floors, generous room sizes, and abundant natural light create a warm and inviting atmosphere throughout. The dining area opens to a deck overlooking a spacious backyard, providing the ideal setting for outdoor

  Erin Vincent BISHOP WEST REAL ESTATE

  20 Norman Ave, Pittsfield, MA 01201
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  /4

  $35,000

  $5K PRICE DROP

  • Land
  • 13,068 Sq Ft
  • $116,667 per Acre

  103 Stearns Ave, Pittsfield, MA 01201

  Looking for land in West Pittsfield for your new build? This vacant lot is one of three contiguous lots located on Jones and Stearns Ave. All have public water and sewer available. The lots are zoned residential. Listed below assessed value!

  Erin Vincent BISHOP WEST REAL ESTATE

  103 Stearns Ave, Pittsfield, MA 01201
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  /42

  $158,000

  • 3 Beds
  • 1.5 Baths
  • 3,450 Sq Ft

  334 Columbus Ave, Pittsfield, MA 01201

  A unique opportunity to own a work/live space. The building consists of an updated 3 bedroom house with kitchen, dining, and living room. The ''shop'' space has heat and a separate bathroom. It also boasts a detached two car garage with power. There are endless possibilities with this property. Bring your ideas and let them flow!

  Michele Purcell Lamacchia Realty, Inc.

  334 Columbus Ave, Pittsfield, MA 01201
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  /10

  $49,900

  $10K PRICE DROP

  • Land
  • 3.1 Acres
  • $16,097 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

  $65,000

  • 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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  /3

  $35,000

  $5K PRICE DROP

  • Land
  • 17,424 Sq Ft
  • $87,500 per Acre

  90 Jones Ave, Pittsfield, MA 01201

  Looking for land in West Pittsfield for your new build? This vacant lot is one of three contiguous lots located on Jones and Stearns Ave. All have public water and sewer available. The lots are zoned residential. Listed below assessed value!

  Erin Vincent BISHOP WEST REAL ESTATE

  90 Jones Ave, Pittsfield, MA 01201
• 

  

  /48

  $269,000

  • 3 Beds
  • 2 Baths
  • 1,628 Sq Ft

  34 Holmes Rd, Pittsfield, MA 01201

  Move right into this charming and spacious Colonial located in desirable Southeast Pittsfield. This well-maintained home features beautiful hardwood floors, high ceilings, original moldings, and generously sized rooms throughout.The first floor offers a bright and inviting living room, formal dining room, a large kitchen with a spacious pantry, main-level laundry, a full bathroom, and two

  Jose Larios Lamacchia Realty, Inc. - Dalton

  34 Holmes Rd, Pittsfield, MA 01201
• 

  

  /26

  $325,000

  • 3 Beds
  • 1 Bath
  • 1,250 Sq Ft

  691 Crane Ave, Pittsfield, MA 01201

  Welcome to easy living at 691 Crane Ave, Pittsfield! This single-level ranch offers the perfect blend of convenience and peace of mind, highlighted by a 2-year-old roof and a two-car garage. Inside, you'll find a highly functional layout featuring fantastic space in the basement--an ideal setup for your favorite crafts, a home workshop, or weekend hobbies. Step out back to find a standout

  Rhonda Cyr Lamacchia Realty, Inc. - Dalton

  691 Crane Ave, Pittsfield, MA 01201
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  /33

  $365,000

  $14K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,727 Sq Ft

  39 Bartlett Ave, Pittsfield, MA 01201

  Introducing 39-41 Bartlett Avenue, a classic three-family Victorian in the heart of Pittsfield, offering a fantastic investment opportunity. This fully occupied property provides immediate income potential and features separate natural gas utilities for each unit. The home boasts vinyl siding and replacement windows, combining classic charm with practical updates. Ideally situated just moments

  Jessica Rizzo Lamacchia Realty, Inc. - Dalton

  39 Bartlett Ave, Pittsfield, MA 01201
• 

  

  /45

  $329,000

  • 6 Beds
  • 2 Baths
  • 2,592 Sq Ft

  78 Harvard St, Pittsfield, MA 01201

  Enjoy this move-in ready and meticulously maintained two-family home in the heart of Pittsfield. Featuring two spacious side-by-side units, this property offers an excellent opportunity for both owner-occupants and investors alike. Enjoy efficient natural gas heating systems, updated hot water heaters, and a beautifully rebuilt front porch that adds timeless curb appeal.Inside, you'll find

  Laiken Rapisarda Lamacchia Realty, Inc. - Dalton

  78 Harvard St, Pittsfield, MA 01201
• 

  

  /76

  $995,000

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

  757 S Main St, Lanesboro, MA 01237

  Completely transformed, this wonderful 1790's Colonial blends historic New England character with sophisticated global influence in a truly one-of-a-kind Berkshire setting. Located directly across from Pontoosuc Lake, the property offers stunning lake views, exceptional craftmanship and endless possibilities for live/work, business venture or investment in business/residential zone.

  Lisa Kelley MACCARO REAL ESTATE

  757 S Main St, Lanesboro, MA 01237

Showing Results 41 - 80, Page 2 of 4