Pittsfield, MA Homes

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  /30

  $289,900

  • 3 Beds
  • 1 Bath
  • 1,486 Sq Ft

  40 Roland St, Pittsfield, MA 01201

  Truely a move in ready home at an affordable price! You will fall in love with the 3 season front porch, the gorgeous updated kitchen, and a layout that is perfect for family time and entertaining. So much extra storage with the large pantry! The mudroom will be perfect for the backpacks, coats and boots. Upstairs you will find 3 large bedrooms and a full bath with tile shower surround. A clean

  Alice Kempf KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  40 Roland St, Pittsfield, MA 01201
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  /2

  $125,000 Sold Jan 06, 2026

  263 Linden St, Pittsfield, MA 01201

  • 4 Beds
  • 2 Baths
  • 1,598 Sq Ft
  • Built 1910

  Last Sold Summary

  • $78/SF

  Last Listing Agent Comparable Listing COMPARABLE LISTING ONLY

  263 Linden St, 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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  /31

  $237,827 Sold Dec 22, 2025

  32 Mead Ave, Pittsfield, MA 01201

  • 4 Beds
  • 1 Bath
  • 1,301 Sq Ft
  • Built 1950

  Last Sold Summary

  • 6% Above List Price
  • $183/SF
  • 19 Days On Market

  Last Listing Agent Doug Collins LAMACCHIA REALTY, INC

  32 Mead Ave, Pittsfield, MA 01201
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  /27

  Est $269,200 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,632 Sq Ft

  20 Mcarthur St, Pittsfield, MA 01201

  20 Mcarthur St, Pittsfield, MA 01201
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  /45

  $389,900 Pending

  • 3 Beds
  • 2 Baths
  • 2,191 Sq Ft

  386 Cheshire Rd, Pittsfield, MA 01201

  Step into this beautifully renovated home, where natural sunlight fills spacious, oversized rooms, creating a warm and inviting atmosphere. Every detail has been thoughtfully updated, showcasing a fresh, modern aesthetic with appliances. The expansive primary bedroom features two closets, with one large enough to serve as a nursery or home office, complete with two windows for abundant light.

  Debra Goddeau ASHMERE REALTY, INC.

  386 Cheshire Rd, Pittsfield, MA 01201
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  /31

  $310,000 Sold Jul 21, 2025

  110 Maple Grove Dr, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,050 Sq Ft
  • Built 1958

  Last Sold Summary

  • 2% Above List Price
  • $295/SF
  • 3 Days On Market

  Current Estimated Value $310,306

  Last Listing Agent Anthony Riello LAMACCHIA REALTY, INC

  110 Maple Grove Dr, Pittsfield, MA 01201
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  /28

  Est $258,005 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,130 Sq Ft

  155 Egremont Ave, Pittsfield, MA 01201

  155 Egremont Ave, Pittsfield, MA 01201
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  /36

  $229,900 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,716 Sq Ft

  1 Clarkson Ave, Pittsfield, MA 01201

  Tucked away on a quiet street, 1 Clarkson Avenue offers privacy, comfort, and convenience on a private lot with easy access to New York and the Berkshires' cultural attractions. The home is filled with natural light and features spacious bedrooms and bathrooms, a functional first-floor layout, and desirable first-floor laundry. Ample storage is found throughout, making everyday living easy and

  Jessie Downer LAMACCHIA REALTY, INC

  1 Clarkson Ave, Pittsfield, MA 01201
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  /21

  $169,000 Sold Aug 01, 2025

  96 Strong Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,122 Sq Ft
  • Built 1935

  Last Sold Summary

  • 15% Below List Price
  • $151/SF
  • 5 Days On Market

  Current Estimated Value $210,179

  Last Listing Agent Jessica Rizzo LAMACCHIA REALTY, INC

  96 Strong Ave, Pittsfield, MA 01201
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  /15

  Est $226,838 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,045 Sq Ft

  29 Church St, Pittsfield, MA 01201

  29 Church St, 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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  /18

  $280,000 Sold Jun 24, 2025

  33 Albro St, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,404 Sq Ft
  • Built 1925

  Last Sold Summary

  • 6% Above List Price
  • $199/SF
  • 3 Days On Market

  Current Estimated Value $278,102

  Last Listing Agent Toni Marie Gage SIGNATURE ASSOCIATES

  33 Albro St, Pittsfield, MA 01201
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  /41

  Est $392,830 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,888 Sq Ft

  6 E Alford St, Pittsfield, MA 01201

  6 E Alford St, Pittsfield, MA 01201
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  /33

  $399,000

  • 3 Beds
  • 1 Bath
  • 1,284 Sq Ft

  162 Bull Hill Rd, Pittsfield, MA 01201

  Pride of ownership shines throughout this well-cared-for property offering lake rights and a long list of meaningful improvements spanning nearly two decades. Inside, you'll find a home that's been continuously upgraded with a remodeled kitchen and bathroom, updated windows, including a bright bay window in the living room. Both the boiler and roof have been replaced. The three-season room adds

  Christopher Moon LAMACCHIA REALTY, INC

  162 Bull Hill Rd, Pittsfield, MA 01201
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  /2

  $131,512 Sold Sep 12, 2025

  8 Daniels Ave, Pittsfield, MA 01201

  • 6 Beds
  • 2.5 Baths
  • 3,040 Sq Ft
  • Built 1900

  Last Sold Summary

  • $43/SF

  Current Estimated Value $138,016

  Last Listing Agent Comparable Listing COMPARABLE LISTING ONLY

  8 Daniels Ave, Pittsfield, MA 01201
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  /42

  Est $699,921 Not Listed For Sale

  • 8 Beds
  • 5 Baths
  • 5,681 Sq Ft

  109 Wendell Ave, Pittsfield, MA 01201

  109 Wendell Ave, Pittsfield, MA 01201
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  /32

  $299,000 Pending

  • 4 Beds
  • 1 Bath
  • 1,285 Sq Ft

  156 Draper Ave, Pittsfield, MA 01201

  This charming four-bedroom, one-bath Cape sits on a sunny corner lot just steps from Springside Park. Inside, you'll find a bright and welcoming layout featuring a functional kitchen, comfortable living spaces, and two bedrooms on the main level, plus two more upstairs with cozy dormer charm. Recent updates include a brand-new water heater and sewer line, offering peace of mind for years to

  The Mazzeo Duo BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  156 Draper Ave, Pittsfield, MA 01201
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  /24

  $205,000 Sold Aug 12, 2025

  9 Dwight St, Pittsfield, MA 01201

  • 2 Beds
  • 1 Bath
  • 953 Sq Ft
  • Built 1870

  Last Sold Summary

  • 3% Above List Price
  • $215/SF
  • 29 Days On Market

  Current Estimated Value $211,490

  Last Listing Agent Amanda Kmetz ROBERTS & ASSOC. REALTY, INC

  9 Dwight St, Pittsfield, MA 01201
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  /17

  Est $344,339 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  156 Fort Hill Ave, Pittsfield, MA 01201

  156 Fort Hill Ave, 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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  /54

  $275,000 Sold Jul 28, 2025

  238 Linden St, Pittsfield, MA 01201

  • 7 Beds
  • 2 Baths
  • 1,928 Sq Ft
  • Built 1895

  Last Sold Summary

  • 7% Below List Price
  • $143/SF
  • 71 Days On Market

  Current Estimated Value $222,739

  Last Listing Agent Natalie Cespedes CENTURY 21 NORTHEAST

  238 Linden St, Pittsfield, MA 01201
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  /27

  Est $280,713 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,187 Sq Ft

  73 Backman Ave, Pittsfield, MA 01201

  73 Backman Ave, Pittsfield, MA 01201
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  /32

  $289,900

  • 3 Beds
  • 1 Bath
  • 1,084 Sq Ft

  11 Crane Ave, Pittsfield, MA 01201

  Berkshire beauty near lakes. Live, Love, Play in this 2013 renovated ranch with many improvements making it a modern pleasure to enjoy. Roof, updated kitchen with granite countertops, stainless appliances, breakfast bar seating to converse with the cook. Shaker style cherry cabinets gleem while accomodating an abundance of neat and tidy storage. Back door leads to the rear deck and oversized back

  Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  11 Crane Ave, Pittsfield, MA 01201
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  /35

  $465,000 Sold Jun 06, 2025

  44 Walden Ln, Pittsfield, MA 01201

  • 3 Beds
  • 3.5 Baths
  • 2,324 Sq Ft
  • Built 1998

  Last Sold Summary

  • 1% Above List Price
  • $200/SF
  • 10 Days On Market

  Current Estimated Value $538,377

  Last Listing Agent Tiffany Roberts ROBERTS & ASSOC. REALTY, INC

  44 Walden Ln, Pittsfield, MA 01201
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  /58

  Est $778,153 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,281 Sq Ft

  77 Alpine Trail, Pittsfield, MA 01201

  77 Alpine Trail, Pittsfield, MA 01201
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  /11

  $230,000

  • 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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  /34

  $285,000 Sold Oct 09, 2025

  330 Connecticut Ave, Pittsfield, MA 01201

  • 2 Beds
  • 1 Bath
  • 1,052 Sq Ft
  • Built 1942

  Last Sold Summary

  • 14% Above List Price
  • $271/SF
  • 7 Days On Market

  Current Estimated Value $276,964

  Last Listing Agent Abbie West GELINAS REAL ESTATE

  330 Connecticut Ave, Pittsfield, MA 01201
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  /11

  Est $235,667 Not Listed For Sale

  • 6 Beds
  • 3 Baths
  • 3,510 Sq Ft

  32 Westminister St, Pittsfield, MA 01201

  32 Westminister St, Pittsfield, MA 01201
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  /16

  $175,000 Pending

  • 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
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  /42

  $360,000 Sold Jul 11, 2025

  7 Central Berkshire Blvd, Pittsfield, MA 01201

  • 4 Beds
  • 2.5 Baths
  • 2,150 Sq Ft
  • Built 1870

  Last Sold Summary

  • 10% Below List Price
  • $167/SF
  • 55 Days On Market

  Current Estimated Value $375,221

  Last Listing Agent Tracy Munger Kempf-Vanderburgh Realty Consultants, Inc.

  7 Central Berkshire Blvd, Pittsfield, MA 01201
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  /46

  Est $1,318,808 Not Listed For Sale

  • 6 Beds
  • 6 Baths
  • 4,892 Sq Ft

  777 West St, Pittsfield, MA 01201

  777 West 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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  /42

  $362,500 Sold Jun 30, 2025

  24 Rose Terrace, Pittsfield, MA 01201

  • 3 Beds
  • 2.5 Baths
  • 1,560 Sq Ft
  • Built 1956

  Last Sold Summary

  • 10% Above List Price
  • $232/SF
  • 6 Days On Market

  Current Estimated Value $358,255

  Last Listing Agent Patricia Molina Century 21 North East

  24 Rose Terrace, Pittsfield, MA 01201
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  /40

  Est $714,590 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,926 Sq Ft

  67 Alpine Trail, Pittsfield, MA 01201

  67 Alpine Trail, Pittsfield, MA 01201
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  /42

  $299,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,024 Sq Ft

  71 Weller Ave, Pittsfield, MA 01201

  This spacious 3-4 bedroom, 3 bath home sits on a rare double lot and offers space, comfort and views. The big kitchen features an eye-catching island and granite countertops, perfect for everyday living and entertaining. A huge dining room with lots of natural light provides an ideal setting for hosting. Hardwood floors run throughout the entire home and a powder room is ideally located on the

  Andreea Duta BISHOP WEST REAL ESTATE

  71 Weller Ave, Pittsfield, MA 01201
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  /53

  $955,000 Sold Oct 10, 2025

  68 Colt Rd, Pittsfield, MA 01201

  • 6 Beds
  • 6 Baths
  • 5,198 Sq Ft
  • Built 1914

  Last Sold Summary

  • 13% Below List Price
  • $184/SF
  • 56 Days On Market

  Current Estimated Value $922,927

  Last Listing Agent Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

  68 Colt Rd, Pittsfield, MA 01201
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  /35

  Est $443,607 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,872 Sq Ft

  24 Walden Ln, Pittsfield, MA 01201

  24 Walden Ln, Pittsfield, MA 01201
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  /42

  $289,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,026 Sq Ft

  11 Mcallister St, Pittsfield, MA 01201

  Welcome to this super cute and spacious 3-bed, 2-bath home nestled in desirable neighborhood. Inviting layout and thoughtful updates throughout. This home perfectly balances modern comfort and classic charm. Remodeled kitchen features stylish cabinetry, stainless steel appliances, a sleek tile backsplash, and marble-look countertops. Open dining area with built-ins connects seamlessly to the

  Marc Bellora LAMACCHIA REALTY, INC

  11 Mcallister St, Pittsfield, MA 01201

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