Pittsfield, MA Homes

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  $277,500 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,227 Sq Ft

  36 Churchill Crest Unit 36, Pittsfield, MA 01201

  Enjoy the ease of single level living in this beautifully updated end unit, ranch style condominium, ideally situated in one of the most desirable locations within the complex. This light filled corner home offers an open concept living room, dining area, and kitchen featuring stainless appliances and thoughtful updates designed for effortless everyday living and entertaining. The inviting living

  

  Nick Geranios

  WILLIAM PITT SOTHEBY'S - LENOX

  (413) 881-6439

  36 Churchill Crest Unit 36, Pittsfield, MA 01201
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  /12

  $1,600 total monthly price

  • 2 Beds
  • 1 Bath
  • 776 Sq Ft
  • Condo for Rent

  30 Danforth Ave Unit 2, Pittsfield, MA 01201

  Updated 2 Bedroom 1 Bathroom. All Rooms Freshly Painted. New Kitchen Appliances: Refrigerator, Range, Stove. Bathroom Updated with New Vanity and Toilet. Use of SeparateWasher and Dryer for each unit in Basement. Extra Space for Storage in Basement. Plenty of Parking. Large Yard. East to Show!

  

  Dawn Bongiorno

  NON-MEMBER / RECIPROCAL

  (413) 366-3447

  30 Danforth Ave Unit 2, Pittsfield, MA 01201
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  $325,000 Sold May 16, 2025

  56 Kenwood St, Pittsfield, MA 01201

  • 3 Beds
  • 2 Baths
  • 1,587 Sq Ft
  • Built 1929

  Last Sold Summary

  • $205/SF
  • 4 Days On Market

  Current Estimated Value $330,841

  Last Listing Agent Henry Hagenah OCTOBER MOUNTAIN REAL ESTATE

  56 Kenwood St, Pittsfield, MA 01201
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  /19

  Est $318,359 Not Listed For Sale

  295 Elm St, Pittsfield, MA 01201

  • 4 Beds
  • 1.5 Baths
  • 1,496 Sq Ft
  • Built 1915

  295 Elm St, Pittsfield, MA 01201

  Last Sold Summary

  • 4% Above List Price
  • $204/SF
  • 53 Days On Market

  Last Sold Price $304,900

  Last Listing Agent Harmony Edwards KELLER WILLIAMS REALTY
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  $300,000

  • 6 Beds
  • 4 Baths
  • 4,136 Sq Ft

  Unlisted Address

  THIS LISTING TO BE SOLD AS PART OF A 11 UNIT PACKAGE: Other properties included are located at 40-42 Henry Ave. Pittsfield, MA 01201 and 27-31 Pleasant St. Pittsfield, MA 01201. Acquire this three multifamily package offered at $920,000. Income & expense and rent roll document available in documents and or upon request.

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 779-3154

  Unlisted Address
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  /6

  $950 total monthly price

  • 0.5 Baths
  • 500 Sq Ft
  • Property for Rent

  644 North St, Pittsfield, MA 01201

  Welcome to your new business location at 644 North Street in the vibrant city of Pittsfield, Massachusetts! This prime first-floor retail/office space offers an exceptional opportunity to establish your presence in a bustling commercial district. This space is ideally suited for a boutique shop, professional office, or any other entrepreneurial venture you envision. Its location on a busy main

  

  Syrah Bradley

  BISHOP WEST REAL ESTATE

  (413) 553-1142

  644 North St, Pittsfield, MA 01201
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  $256,000 Sold Jan 20, 2026

  559 Onota St, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft
  • Built 1880

  Last Sold Summary

  • 1% Above List Price
  • $205/SF
  • 67 Days On Market

  Current Estimated Value $252,593

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

  559 Onota St, Pittsfield, MA 01201
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  /23

  Est $185,920 Not Listed For Sale

  250 Linden St, Pittsfield, MA 01201

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft
  • Built 1910

  250 Linden St, Pittsfield, MA 01201

  Last Sold Summary

  • 3% Above List Price
  • $136/SF
  • 77 Days On Market

  Last Sold Price $180,000

  Last Listing Agent Patricia Molina CENTURY 21 NORTHEAST
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  $809,900

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

  403 Churchill St, Pittsfield, MA 01201

  To Be Built - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 2.14-acre lot (MLS # 248343), featuring a private

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 741-2226

  403 Churchill St, Pittsfield, MA 01201
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  /16

  $2,086 per month plus fees

  • 3 Beds
  • 2 Baths
  • 1,740 Sq Ft
  • House for Rent

  21 Valentine Rd, Pittsfield, MA 01201

  Property Id: 2437107Elegantly designed and finished ranch style home set on .64 acres framed in stone walls reminiscent of days gone by. Gracious entry hall leads to formal fireplace framed by bookends to read, enjoy fire or gaze out upon the spawling front lawn or sit and relax on rear private brick terrace. Gleaming floors welcome you to dining room. Light filled breakfast dining

  21 Valentine Rd, Pittsfield, MA 01201
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  /25

  $145,000 Sold May 01, 2025

  89 Orchard St, Pittsfield, MA 01201

  • 9 Beds
  • 4.5 Baths
  • 3,796 Sq Ft
  • Built 1900

  Last Sold Summary

  • 19% Below List Price
  • $38/SF
  • 81 Days On Market

  Current Estimated Value $154,087

  Last Listing Agent Christian Garner NOCHER REALTY

  89 Orchard St, Pittsfield, MA 01201
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  /12

  Est $164,684 Not Listed For Sale

  106 Robbins Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,449 Sq Ft
  • Built 1900

  106 Robbins Ave, Pittsfield, MA 01201

  Last Sold Summary

  • 14% Above List Price
  • $100/SF
  • 94 Days On Market

  Last Sold Price $145,000

  Last Listing Agent Ann Jerebtsov Lamacchia Realty, Inc.
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  $689,900

  • 4 Beds
  • 5 Baths
  • 2,748 Sq Ft

  10 Lillybrook Rd, Pittsfield, MA 01201

  Beautiful 4 bedroom contemporary on Lilybrook Road. Vaulted entry way leads to living (sitting) room flanked by formal dining room. Also on the first floor is oversized great (family) room with fireplace, large eat-in kitchen and private master (in-law) suite with full bath and jet tub. The second floor has another master suite with full private bath, two additional bedrooms, and a second full

  

  Paul Clark

  CLARK REALTY GROUP LLC

  (413) 327-7998

  10 Lillybrook Rd, Pittsfield, MA 01201
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  $1,100 total monthly price

  • 2 Baths
  • 1,250 Sq Ft
  • Property for Rent

  34 Depot (Ste L1) St, Pittsfield, MA 01201

  Positioned in a convenient and accessible location, this ground level office space offers a practical and professional setting for a variety of business uses. The space features a large entry room and depending on your use, could have 2/3 offices and a conference room. This unit includes interior and exterior access, two private half bathrooms, and off-street parking adds to the overall

  Cory Evangelisto NOCHER REALTY

  34 Depot (Ste L1) St, Pittsfield, MA 01201
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  /31

  $318,000 Sold Jul 30, 2025

  135 Imperial Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,252 Sq Ft
  • Built 1959

  Last Sold Summary

  • 6% Above List Price
  • $254/SF
  • 16 Days On Market

  Current Estimated Value $323,153

  Last Listing Agent Doug Collins LAMACCHIA REALTY, INC

  135 Imperial Ave, Pittsfield, MA 01201
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  Est $865,370 Not Listed For Sale

  1136 Barker Rd Unit 33, Pittsfield, MA 01201

  • 5 Beds
  • 3.5 Baths
  • 4,094 Sq Ft
  • Built 1988

  1136 Barker Rd Unit 33, Pittsfield, MA 01201

  Last Sold Summary

  • 7% Above List Price
  • $197/SF
  • 24 Days On Market

  Last Sold Price $807,000

  Last Listing Agent Paula McLean PAULA MCLEAN REALTORS INC.
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  /24

  $149,000 Pending

  • 3 Beds
  • 1 Bath
  • 3,600 Sq Ft

  68 Lakeway Dr, Pittsfield, MA 01201

  Calling all investors, contractors, and visionaries--this is a rare chance to transform a former four-family property into a high-performing asset. The top floor is currently a livable three-bedroom, one-bath apartment, offering rental income or owner-occupancy while you complete the rest of the project. Below, the entire first floor has been gutted to the studs, giving you a true blank canvas to

  

  Kellie Perrault

  KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  (413) 337-3928

  68 Lakeway Dr, Pittsfield, MA 01201
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  $1,950 per month plus fees

  • 2 Beds
  • 1 Bath
  • 3,696 Sq Ft
  • Condo for Rent

  55 Worthen St Unit Left, Pittsfield, MA 01201

  Property Id: 2353540 A delightful 2-bedroom, 1-bathroom multi-family home nestled in the heart of Pittsfield, MA. This spacious property, boasting 3,696 square feet, features a blend of historic charm and modern convenience. The home showcases beautiful hardwood floors and cozy carpeted areas, creating a warm and inviting atmosphere. Enjoy the convenience of an in-unit washer and dryer,

  55 Worthen St Unit Left, Pittsfield, MA 01201
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  $620,000 Sold Aug 29, 2025

  83 Hancock Rd, Pittsfield, MA 01201

  • 3 Beds
  • 2.5 Baths
  • 1,978 Sq Ft
  • Built 2002

  Last Sold Summary

  • 11% Below List Price
  • $313/SF
  • 54 Days On Market

  Current Estimated Value $618,119

  Last Listing Agent Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

  83 Hancock Rd, Pittsfield, MA 01201
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  Not Listed For Sale

  Unlisted Address

  Unlisted Address

  Last Sold Summary

  • 2 Days On Market

  Last Sold Price $96,000

  Last Listing Agent Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC
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  $45,000

  • Land
  • 1.08 Acres
  • $41,666 per Acre

  Lot 24 Old Farm Ln, Pittsfield, MA 01201

  This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and numerous

  

  Diane Thorson

  WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  (413) 343-7322

  Lot 24 Old Farm Ln, Pittsfield, MA 01201
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  $2,500 total monthly price

  • 2 Baths
  • 2,500 Sq Ft
  • Property for Rent

  34 Depot (Ste 301) St, Pittsfield, MA 01201

  Positioned in a convenient and accessible location, this third-floor office space offers a practical and professional setting for a variety of business uses. The space features three private offices, a large common area with a multitude of uses, a kitchen, and a reception area with built-in desk. The building includes shared restroom facilities on the same floor, along with elevator access that

  Cory Evangelisto NOCHER REALTY

  34 Depot (Ste 301) St, Pittsfield, MA 01201
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  /31

  $195,000 Sold Nov 05, 2025

  377 Pecks Rd, Pittsfield, MA 01201

  • 4 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • Built 1870

  Last Sold Summary

  • $127/SF
  • 11 Days On Market

  Current Estimated Value $196,476

  Last Listing Agent Barbara Osborne ASHMERE REALTY, INC.

  377 Pecks Rd, Pittsfield, MA 01201
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  Est $447,288 Not Listed For Sale

  28 National St, Pittsfield, MA 01201

  • 4 Beds
  • 2 Baths
  • 2,467 Sq Ft
  • Built 1942

  28 National St, Pittsfield, MA 01201

  Last Sold Summary

  • 18% Above List Price
  • $153/SF
  • 3 Days On Market

  Last Sold Price $377,700

  Last Listing Agent Carrie Wright William Pitt
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  $55,000

  • Land
  • 1 Acre
  • $55,000 per Acre

  Lot 23 Old Farm Ln, Pittsfield, MA 01201

  This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas.Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and numerous

  

  Diane Thorson

  WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  (413) 307-3151

  Lot 23 Old Farm Ln, Pittsfield, MA 01201
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  $1,300 per month plus fees

  • 1 Bed
  • 1 Bath
  • 1,647 Sq Ft
  • House for Rent

  284 Dalton Division Rd, Pittsfield, MA 01201

  Welcome to your new home in Pittsfield, MA! This inviting property offers a comfortable living space with the convenience of being just a short 10-minute drive from Berkshire Medical Center.Key property features include central heating and cooling, ensuring year-round comfort. Additionally, the home is equipped with air conditioning and ceiling fans, providing a refreshing atmosphere

  284 Dalton Division Rd, Pittsfield, MA 01201
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  $310,000 Sold Sep 26, 2025

  47 Hawthorne Ave, Pittsfield, MA 01201

  • 6 Beds
  • 2 Baths
  • 2,592 Sq Ft
  • Built 1915

  Last Sold Summary

  • 24% Above List Price
  • $120/SF
  • 15 Days On Market

  Current Estimated Value $304,358

  Last Listing Agent Corey Bishop BISHOP WEST REAL ESTATE

  47 Hawthorne Ave, Pittsfield, MA 01201
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  /25

  Est $555,991 Not Listed For Sale

  50 Branch Farm Rd, Pittsfield, MA 01201

  • 4 Beds
  • 2 Baths
  • 2,072 Sq Ft
  • Built 2007

  50 Branch Farm Rd, Pittsfield, MA 01201

  Last Sold Summary

  • 18% Above List Price
  • $227/SF
  • 4 Days On Market

  Last Sold Price $470,000

  Last Listing Agent Victoria Standring LAMACCHIA REALTY, INC
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  $1,719,000

  • 37 Beds
  • 24 Baths
  • 21,162 Sq Ft

  306 South St, Pittsfield, MA 01201

  Offered as a 7-property portfolio, totaling 21 units, this package includes a mix of multifamily properties and a single-family home with value-add potential. Several units are tenant-occupied, providing immediate income with upside potential, while others units require renovation, allowing investors to implement a phased improvement strategy. The portfolio currently generates an in-place NOI of

  

  Corey Bishop

  BISHOP WEST REAL ESTATE

  (413) 798-8328

  306 South St, Pittsfield, MA 01201
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  /9

  $395 total monthly price

  • 2 Baths
  • 280 Sq Ft
  • Property for Rent

  34 Depot (Ste 204) St, Pittsfield, MA 01201

  Positioned in a convenient and accessible location, this second-floor office space offers a practical and professional setting for a variety of business uses. The space features a single, well-sized office with all utilities included. The building includes shared restroom facilities on the same floor, along with elevator access that provides easy entry to all levels. Off-street parking adds to

  Cory Evangelisto NOCHER REALTY

  34 Depot (Ste 204) St, Pittsfield, MA 01201
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  /35

  $385,000 Sold Nov 03, 2025

  57 Joseph Dr, Pittsfield, MA 01201

  • 3 Beds
  • 1.5 Baths
  • 1,204 Sq Ft
  • Built 1965

  Last Sold Summary

  • $320/SF
  • 17 Days On Market

  Current Estimated Value $381,344

  Last Listing Agent Christian Garner NOCHER REALTY

  57 Joseph Dr, Pittsfield, MA 01201
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  Est $662,453 Not Listed For Sale

  7 Holt St, Pittsfield, MA 01201

  • 5 Beds
  • 5 Baths
  • 3,984 Sq Ft
  • Built 2009

  7 Holt St, Pittsfield, MA 01201

  Last Sold Summary

  • 4% Above List Price
  • $160/SF
  • 11 Days On Market

  Last Sold Price $638,500

  Last Listing Agent Jason Saphire www.HomeZu.com
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  $349,000

  • 4 Beds
  • 3.5 Baths
  • 4,009 Sq Ft

  514 South St, Pittsfield, MA 01201

  Set along one of Pittsfield's historic corridors, this circa 1815 Federal-style estate offers a compelling study in early American architecture, enduring design, and modern potential. Once a vibrant estate, the property still echoes its past, where landscaping and period lighting brought warmth and presence to the grounds. Inside, a quiet air of English refinement unfolds. Neoclassical detailing

  

  Syrah Bradley

  BISHOP WEST REAL ESTATE

  (413) 722-5807

  514 South St, Pittsfield, MA 01201
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  $1,300 total monthly price

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft
  • Condo for Rent

  51 Orchard St Unit 1, Pittsfield, MA 01201

  51 Orchard St Unit 1, Pittsfield, MA 01201
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  $299,600 Sold Jun 30, 2025

  106 Crane Ave, Pittsfield, MA 01201

  • 3 Beds
  • 1 Bath
  • 1,265 Sq Ft
  • Built 1950

  Last Sold Summary

  • $237/SF
  • 8 Days On Market

  Current Estimated Value $295,371

  Last Listing Agent Kellie Perrault KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  106 Crane Ave, Pittsfield, MA 01201
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  Est $589,853 Not Listed For Sale

  245 Francis Ave, Pittsfield, MA 01201

  • 11 Beds
  • 5 Baths
  • 5,106 Sq Ft
  • Built 1903

  245 Francis Ave, Pittsfield, MA 01201

  Last Sold Summary

  • 6% Above List Price
  • $109/SF
  • 42 Days On Market

  Last Sold Price $555,000

  Last Listing Agent Jose Goncalves 413 REAL ESTATE
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  $650,000

  • 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

  (413) 570-8931

  161 Leona Dr, Pittsfield, MA 01201
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  /9

  $450 total monthly price

  • 2 Baths
  • 450 Sq Ft
  • Property for Rent

  34 Depot (Ste 202a) St, Pittsfield, MA 01201

  Positioned in a convenient and accessible location, this second-floor office space offers a practical and professional setting for a variety of business uses. The space features a single, well-sized office with a waiting/reception area and all utilities are included.The building includes shared restroom facilities on the same floor, along with elevator access that provides easy entry to all

  Cory Evangelisto NOCHER REALTY

  34 Depot (Ste 202a) St, Pittsfield, MA 01201
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  /5

  $25,000 Sold Oct 01, 2025

  Lot #50 Barker Rd, Pittsfield, MA 01201

  • Land
  • 0.81 Acre
  • $30,788 per Acre

  Last Sold Summary

  • 42% Below List Price
  • 521 Days On Market

  Last Listing Agent Corey Bishop BISHOP WEST REAL ESTATE

  Lot #50 Barker Rd, Pittsfield, MA 01201
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  Est $969,811 Not Listed For Sale

  89 Orchard Cir, Pittsfield, MA 01201

  • 6 Beds
  • 4 Baths
  • 3,873 Sq Ft
  • Built 1968

  89 Orchard Cir, Pittsfield, MA 01201

  Last Sold Summary

  • 10% Above List Price
  • $227/SF
  • 13 Days On Market

  Last Sold Price $879,900

  Last Listing Agent Stacy Chojnowski William Pitt

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