Pittsfield, MA Homes for Sale

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  /2

  $1,999

  • Land
  • 0.28 Acre
  • $7,243 per Acre

  0 Beacon Ave, Pittsfield, MA 01201

  Two Land parcels located in Pittsfield within the Pittsfield School District. Zoned R-12, wetlands. Situated in an established area of the municipality. land is offered as-is.

  Alex King Lock and Key Realty, Inc

  0 Beacon Ave, Pittsfield, MA 01201
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  /34

  $279,900

  • 2 Beds
  • 1 Bath
  • 1,060 Sq Ft

  60 Churchill Crest, Pittsfield, MA 01201

  Welcome to Modern One Level Easy Living at Churchill Crest Condominiums. This unique offering has been meticulously updated and finished with new and improved features in each room. Enter spacious living room with expansive newer slider framing front to back views. Bousquet mountain out front and to rear see the rear patio, privacy, woods and beautiful custom landscape that has evolved from over

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  60 Churchill Crest, Pittsfield, MA 01201
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  /46

  $699,900

  • 5 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

  161 Leona Dr, Pittsfield, MA 01201

  Set in one of Southeast Pittsfield's most desirable neighborhoods, this very sunny and impeccably maintained home offers the perfect balance of gracious living, flexible space, and effortless entertaining. Lovingly cared for by its current owner, the home unfolds with elegant formal rooms, hardwood floors, and a warm wood burning fireplace anchoring the living room. The heart of the home is an

  Nick Geranios WILLIAM PITT SOTHEBY'S - LENOX

  161 Leona Dr, Pittsfield, MA 01201
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  /27

  $265,000

  • 4 Beds
  • 2 Baths
  • 1,408 Sq Ft

  17 S Church St, Pittsfield, MA 01201

  Spacious and freshly updated West Side single-family offering 4 bedrooms and 2 full baths across 1,408 sq ft. Bright, functional layout with generous room sizes, fresh interior paint, and new laminate flooring throughout. Modern kitchen features brand-new appliances and clean, updated finishes. Enjoy a charming wraparound porch with dual entry, ideal for relaxing or entertaining, plus a level

  Samantha Homeyer BIRCH PROPERTIES

  17 S Church St, Pittsfield, MA 01201
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  /17

  $204,900

  • 4 Beds
  • 2 Baths
  • 1,496 Sq Ft

  25 Ashley St, Pittsfield, MA 01201

  Nestled in a quiet, well-established neighborhood, this dated yet full of character property offers the perfect canvas for those with vision and creativity. While the home has maintained its original charm, it presents an exciting opportunity to modernize and make it your own.The floor plan features architectural details that can be restored or updated to suit your personal style. With some TLC

  Timothy Disilva SUMMIT REALTY

  25 Ashley St, Pittsfield, MA 01201
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  /11

  $230,000 Open Sat 11AM - 12PM

  • 4 Beds
  • 3 Baths
  • 2,298 Sq Ft

  71 Orchard St, Pittsfield, MA 01201

  Incredible potential with this 3 unit property in the heart of Pittsfield! This property boasts 3 units and is conveniently located near downtown Pittsfield, local amenities, parks, and major routes. With a bit of sweat equity, this property could be a fantastic addition to a portfolio or for a savvy owner occupant. Property also includes a large 3 car garage."Seller" currently has the property

  Stephanie Lachapelle Group Compass

  71 Orchard St, Pittsfield, MA 01201
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  /14

  $1,399,000

  • 16 Beds
  • 16 Baths
  • 8,608 Sq Ft

  14 Highland Ave, Pittsfield, MA 01201

  Excellent 8-Unit Investment Opportunity-5 minute walk to the Lake!Clean, well-maintained multifamily property featuring 8 total units with separate utilities. Each unit includes central A/C. Property offers private, dedicated parking for tenants. Prime location--just minutes from major hospitals, large employers, shopping, and public transit. High-demand rental area with strong occupancy history.

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  14 Highland Ave, Pittsfield, MA 01201
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  /57

  $699,900

  • 4 Beds
  • 2 Baths
  • 2,662 Sq Ft

  551 Tamarack Rd, Pittsfield, MA 01201

  Welcome to 551 Tamarack Road! A beautifully updated and maintained Cape-style home, nestled on 1.28 acres in picturesque Pittsfield, MA!This charming 4-bedroom,2-bath residence boasts a perfect blend of modern amenities and classic charm. Step inside to discover a spacious, light-filled living area, ideal for gatherings and relaxation.The eat in kitchen features contemporary finishes and ample

  Doug Collins LAMACCHIA REALTY, INC

  551 Tamarack Rd, Pittsfield, MA 01201
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  /20

  $229,900

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft

  1 Pondview Dr Unit C3, Pittsfield, MA 01201

  Two bedroom condo in James Meadows featuring fireplace, loft bedroom, storage room, and deck all conveniently located close to Allendale area.

  Robin Moore 413 REAL ESTATE

  1 Pondview Dr Unit C3, Pittsfield, MA 01201
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  /40

  $4,900,000

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

  140 Hancock Rd, Pittsfield, MA 01201

  Welcome to an extraordinary lakefront estate on the shores of Pontoosuc Lake, an offering that sets a new benchmark for luxury living in the Berkshires. With over 18,700 square feet of total space, including exceptional garage capacity ideal for car collectors or hobbyists, this remarkable property offers unparalleled scale, versatility, and setting.The main living area showcases a thoughtfully

  Elisha Poirier STONE HOUSE PROPERTIES, LLC

  140 Hancock Rd, Pittsfield, MA 01201
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  /9

  $250,800

  • 1 Bed
  • 1 Bath
  • 1,200 Sq Ft

  71 S Church St Unit S102, Pittsfield, MA 01201

  Live in a stylish renovation of an important historical building. Spacious rooms with high ceilings, exposed beams but up to date amenities. High quality fixtures and fittings. Walk in closet. In unit washer, dryer and storage. Sunny southern exposure. Building has natural gas heating, high tech a/c. Roof deck with great views of Pittsfield and a well appointed gym. Must be seen.

  Martha Piper THE KINDERHOOK GROUP

  71 S Church St Unit S102, Pittsfield, MA 01201
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  /5

  $12,000

  • Land
  • 0.12 Acre
  • $100,000 per Acre

  0 Stanley Ave, Pittsfield, MA 01201

  Potentially buildable lot. Can be purchased with 21 Ensign Ave or individually. Buyer to verify all information and use.

  Alice Kempf KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  0 Stanley Ave, Pittsfield, MA 01201
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  /3

  $35,000

  • Land
  • 0.29 Acre
  • $121,948 per Acre

  0 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

  0 Jones Ave, Pittsfield, MA 01201
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  /51

  $480,000

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

  25 Leroi Dr, Pittsfield, MA 01201

  Mid-Century Classic with Timeless Appeal: Split-Level RanchStep back in time to the golden era of design with this beautifully preserved 1963 Split-Level Ranch. A true mid-century classic with a lot of character. It's ready for modern-day love and personal touches. This home perfectly blends the clean lines of the Ranch style with the functional, multi-level living of a split-level, offering

  Matt Jarck WILLIAM PITT SOTHEBY'S - LENOX

  25 Leroi Dr, Pittsfield, MA 01201
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  /8

  $249,900

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft

  13 Goodrich St, Pittsfield, MA 01201

  2 family with brand new gas on demand heat baseboard on first floor

  Scott Higuera 413 REAL ESTATE

  13 Goodrich St, Pittsfield, MA 01201
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  /13

  $50,000

  • Land
  • 1 Acre
  • $50,000 per Acre

  Lot 43 Westbrook Terrace, Pittsfield, MA 01201

  Welcome to Lot 43 at the corner of Westbrook Terrace and Old Farm Lane, a prime ready-to-build homesite in one of Pittsfield's most desirable neighborhoods. This one acre lot offers the perfect blend of nature, community, and convenience. With infrastructure already in place, including sidewalks, sewer and underground electric, your vision can take shape with ease.A second-story design would

  Tracy Crawford COMPASS MASSACHUSETTS , LLC GB

  Lot 43 Westbrook Terrace, Pittsfield, MA 01201
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  /17

  $129,000

  • 3 Beds
  • 2 Baths
  • 720 Sq Ft

  1 Lakewood Dr, Pittsfield, MA 01201

  Start the new year off right with this newly remodeled 3 bedroom 1 and 3/4 bath home. Large living room with vaulted ceilings, large open eat in kitchen, with laundry conveniently located off the kitchen. Primary bedroom has a newly remodeled 3/4 bath. There is an added utility room with closets and built ins for added storage. Shed on property.

  Janet Benoit MOCKINGBIRD REAL ESTATE

  1 Lakewood Dr, Pittsfield, MA 01201
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  /18

  $499,900

  • 4 Beds
  • 4 Baths
  • 2,790 Sq Ft

  21 Linden St, Pittsfield, MA 01201

  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 3 apartments, making it a true income-generating powerhouse. This is a rare opportunity for both the savvy investor and the live-in owner looking to offset housing expenses. The entire property has

  Michael Castellano GILCREST PROPERTIES

  21 Linden St, Pittsfield, MA 01201
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  /38

  $358,000

  • 8 Beds
  • 4 Baths
  • 3,266 Sq Ft

  261 Pomeroy Ave, Pittsfield, MA 01201

  Spacious Fully -Rented Duplex Investment OpportunityDiscover an investment opportunity with strong income potential. This 3,266 sqft duplex, built in 1900, offers timeless character combined with functionally. Situated on .41 acres, with plenty of off-street parking, the property features 15 rooms, 8 bedrooms, and 4 full baths across both units, making it ideal for long-term rental stability.

  Marnie Garzone BISHOP WEST REAL ESTATE

  261 Pomeroy Ave, Pittsfield, MA 01201
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  /6

  $69,900

  • Land
  • 0.29 Acre
  • $241,042 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

  Nikki Carchedi STONE HOUSE PROPERTIES, LLC

  0 Faucett Ln, Pittsfield, MA 01201
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  /33

  $1,349,000

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  61 Tor Ct, Pittsfield, MA 01201

  Easy living Ranch home on beautiful Onota Lake. Fantastic views of the Lake and Distant Berkshire Hills. Enjoy westerly sunset views from your expansive, manicured lawn and almost every room in the house. A quiet setting with comparable homes and easy access to all the Berkshires has to offer. Needs a little TLC, but well worth it for this sought after location and lifestyle. Hardwood floors

  Allen Bassen BERKSHIRE HOMES AND CONDOS

  61 Tor Ct, Pittsfield, MA 01201
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  /3

  $67,500

  • Land
  • 0.28 Acre
  • $241,067 per Acre

  0 Oakhurst Ave, Pittsfield, MA 01201

  Completely cleared and ready to build, this newly surveyed building lot is just under one-third of an acre and sits near the end of a dead-end street. Corner parcel perched atop a hill with distant views of Mount Greylock and directly across the street from Pontoosuc Lake. Ideal for one-level living or a vacation property. Utilities: natural gas at the street; public water and sewer available.

  Tiffany Roberts ROBERTS & ASSOC. REALTY, INC

  0 Oakhurst Ave, Pittsfield, MA 01201
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  /33

  $182,900

  • 3 Beds
  • 1.5 Baths
  • 1,443 Sq Ft

  21 Ensign Ave, Pittsfield, MA 01201

  Finish up this project for quick equity! Extensive structural repairs have been made on the 2nd floor and roof. A new roof has been installed. Also the interior has been cleaned out and ready for the rest of the vision to come alive with a potential ARV of $330,000.The seller is only interested in cash or hard money financing. There is buckled and uneven flooring so please use caution. No working

  Alice Kempf KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  21 Ensign Ave, Pittsfield, MA 01201
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  /23

  $119,900

  • 1 Bed
  • 1 Bath
  • 824 Sq Ft

  1 1/2 Cherry St, Pittsfield, MA 01201

  Unique opportunity to own a home on0.45 acres, located at the end of a dead end street. This property is recognized by the City as two living units, however, only one unit has been recently renovated. It consists of living room, kitchen and updated bathroom. There is natural gas heat as well as electric baseboard. The unit next to it is a fixer-upper studio space that needs complete rehab.

  Maria Liccardi KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  1 1/2 Cherry St, Pittsfield, MA 01201
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  /7

  $99,000

  • Land
  • 1.61 Acres
  • $61,490 per Acre

  497 Gale Ave, Pittsfield, MA 01201

  Nestled at the end of a quiet, dead-end road, this beautiful lot offers the perfect blend of privacy, pastoral charm and convenience. Enjoy sweeping views of the mountains and farmland, with neighboring pastures providing a tranquil, open feel. The lot has been thoughtfully prepared with many improvements already in place -- including a private well, septic design, wetlands delineation, and

  Tammy Christen BISHOP WEST REAL ESTATE

  497 Gale Ave, Pittsfield, MA 01201
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  /5

  $234,999

  • Land
  • 0.2 Acre
  • $1,190,471 per Acre

  2 Squanto Rd, Pittsfield, MA 01201

  Please note- seller has lowered the price several times and are now firm at the asking price. This vacant lakefront lot in desirable Lanesborough offers approximately 8,600 sq. ft. with public utilities available, creating a rare opportunity to enjoy life on beautiful Pontoosuc Lake. Nestled in a charming neighborhood, this location is perfect for canoeing, kayaking, and fishing right from your

  Steven Bintz PlatLabs, LLC

  2 Squanto Rd, Pittsfield, MA 01201
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  /3

  $495,000

  • 12 Beds
  • 4 Baths
  • 4,000 Sq Ft

  118 Lincoln St, Pittsfield, MA 01201

  Up to 3% cashback for closing costs when you buy this 4-family house with an extra lot for parking (lot 3) and an extra buildable lot suitable for up to 5 units to be built (lot 2). There is one tenant, Service Net, which is a state agency that rents all 4 apartments. The rent is paid on the 3rd each month even if the apartment(s) is vacant. All 4 apartments are currently vacant so you can pick

  Steve Clements Keller Williams Pinnacle MetroWest

  118 Lincoln St, Pittsfield, MA 01201
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  /34

  $269,900

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

  50 John St, Pittsfield, MA 01201

  This fully-rented 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

  Maria Liccardi Kempf-Vanderburgh Realty Consultants, Inc.

  50 John St, Pittsfield, MA 01201
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  /36

  $279,900

  • 2 Beds
  • 1.5 Baths
  • 1,432 Sq Ft

  30 Pinehurst Ave, Pittsfield, MA 01201

  Extremely well maintained Ranch in the Pontoosuc Lake neighborhood! This 2 Bed / 2 Bath home is move in ready and features a large eat-in kitchen with beautiful Maple cabinets and a new kitchen floor, new boiler, multi level deck, carport, a fully fenced in back yard and just a short walk to the lake. This home is just waiting for it's next happy owner!

  Timothy Johnson NOCHER REALTY

  30 Pinehurst Ave, Pittsfield, MA 01201
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  /50

  $549,000

  • 3 Beds
  • 3 Baths
  • 3,228 Sq Ft

  16 Opeechee St, Lanesborough, MA 01237

  Welcome to this spacious and light-filled home just moments from scenic Pontoosuc Lake! Enjoy breathtaking sunrises and sunsets from your open-concept upper level, featuring soaring ceilings and expansive windows that fill the space with natural light. The beautifully updated kitchen offers ample room for dining and entertaining, complete with a breakfast bar and generous seating options--all

  Laiken Rapisarda LAMACCHIA REALTY, INC

  16 Opeechee St, Lanesborough, MA 01237
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  /9

  $40,000

  • Land
  • 0.37 Acre
  • $108,109 per Acre

  0 Crane Ave, Dalton, MA 01226

  Don't miss your chance to own a piece of Dalton. ASSESSED AT $63,100, this lot is buildable, vacant lot being sold below assessed value! Town water and sewer, natural gas, cable, wi-fi are all available on the street! Dead-end street a mile from downtown Dalton and 2 miles from The Berkshire Crossing shopping center.

  Patricia Molina CENTURY 21 NORTHEAST

  0 Crane Ave, Dalton, MA 01226

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