Pittsfield Homes

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  $895,000

  • 4 Beds
  • 3.5 Baths
  • 3,800 Sq Ft

  1 Pheasant Way, Pittsfield, MA 01201

  Luxe Mediterranean-inspired Home in Private Woodmonte EstatesNestled within the exclusive enclave of Woodmonte Estates, this lovely Mediterranean-inspired home (1995) offers a seamless blend of elegance, warmth, and modern convenience. Set against the picturesque backdrop of Pittsfield State Forest, outdoor enthusiasts will delight in direct access to hiking, skiing, and nature trails, making

  

  Selina Lamb

  BIRCH PROPERTIES

  (413) 848-7907

  1 Pheasant Way, Pittsfield, MA 01201
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  /8

  $1,200 per month

  • 1-3 Beds
  • 1 Bath
  • 800 Sq Ft
  • Condo for Rent

  201 2nd St Unit 203 2nd St Unit 2nd Floor, Pittsfield, MA 01201

  The spacious living and dining areas provide plenty of room for relaxation and can easily accommodate an office setup if desired. Each bedroom is generously sized to fit multiple pieces of furniture. The property is smoke-free, and it also includes hookups for a washer and dryer. The exterior features a simple layout with a manageable yard and side parking that can fit more than one vehicle. A

  201 2nd St Unit 203 2nd St Unit 2nd Floor, Pittsfield, MA 01201
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  /11

  $225,000 Sold May 28, 2025

  • 939 Sq Ft
  • $240/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1929

  60 Wood Ave, Pittsfield, MA 01201

  Fantastic 2 bedroom ranch in southeast Pittsfield. hardwood floors, fenced in yard and updated heating and electrical. Enjoy a shared garage space and additional shed for your toys or tools. This ideal location also borders the 142 acre Brattlebrook Park!Coming Soon with Showings beginning Saturday April 12th.

  Jeffrey Loholdt WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  60 Wood Ave, Pittsfield, MA 01201
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  /25

  Est $253,231 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,216 Sq Ft

  184 Woodlawn Ave, Pittsfield, MA 01201

  184 Woodlawn Ave, Pittsfield, MA 01201
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  /23

  $175,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,084 Sq Ft

  155 Montgomery Ave Extension, Pittsfield, MA 01201

  A starter, down-size or simply the perfect size, this charming cape style home offers opportunity. The eat in kitchen over looks a large deck, front facing living room and 2 bedrooms as well as a full bath make up this main floor. Yet the home offers more: An additionally large bedroom en suite on the second floor (full bath), and a full basement with slider / walk out to the back yard awards

  

  Nadine Hiser

  KRG - Key Realty Group

  (413) 392-2259

  155 Montgomery Ave Extension, Pittsfield, MA 01201
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  /34

  $5,500 per month

  • 2 Baths
  • 6,370 Sq Ft
  • Property for Rent

  41 North St, Pittsfield, MA 01201

  Rare opportunity to become part of the vibrant downtown corridor with prominent location on the south end of North Street. Close to hotels, banking, retail and professional offices. In addition to many potential uses, it is currently set up as a restaurant and bar. Plenty of seating in the main dining room with an adjacent space to expand seating, game room, lounge or pool tables. Additional

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  41 North St, Pittsfield, MA 01201
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  /64

  $550,000 Sold May 28, 2025

  • 5,784 Sq Ft
  • $95/SF
  • 62 Days On Market

  • 10 Beds
  • 6 Baths
  • Built 1880

  343 Columbus Ave, Pittsfield, MA 01201

  Unique Turn Key Investment Opportunity that would make a great addition to your portfolio! Looking to start investing? This building is ideal for either the experienced investor or someone looking to get their start. The owner spared no expense renovating this 6 family. The list is to extensive to mention here. From top to bottom nothing has been missed. There is also additional income potential

  Michele Purcell LAMACCHIA REALTY, INC

  343 Columbus Ave, Pittsfield, MA 01201
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  /12

  Est $232,087 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,292 Sq Ft

  88 Wahconah St, Pittsfield, MA 01201

  88 Wahconah St, Pittsfield, MA 01201
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  $265,000 Open Sat 12PM - 1:30PM

  • 3 Beds
  • 1 Bath
  • 1,448 Sq Ft

  32 Farnsworth Terrace, Pittsfield, MA 01201

  LOOK > This home is situated on cul-de-sac street in convenient Allendale area of Pittsfield, close to shopping, restaruants and more! This adorable ranch home offers single level living. Enjoy its spacious living room & eat-in kitchen boasting ample cabinets and enclosed side porch entry. Featuring wood floors, partly finished basement, 1 car detached garage with attached screen room & above

  

  Nadine Hiser

  KRG - Key Realty Group

  (413) 798-8351

  32 Farnsworth Terrace, Pittsfield, MA 01201
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  /10

  $1,400 per month

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

  339 Fenn St Unit 339 Fenn St 3th Floor, Pittsfield, MA 01201

  This property at 339 Fenn St features 2 Bedrooms 1 bathroom within a total of 900 square feet. The living room offers ample space for relaxation and is designed for easy furniture arrangement. Available and Move in ready. The bathroom is basic but essential. Each bedroom provides sufficient room for personal furnishings with large space capacities. The property includes washer/dryer hookups for

  339 Fenn St Unit 339 Fenn St 3th Floor, Pittsfield, MA 01201
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  /18

  $315,000 Sold May 28, 2025

  • 1,242 Sq Ft
  • $254/SF
  • 87 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1950

  200 Cheshire Rd, Pittsfield, MA 01201

  This classic bungalow is located on nearly half an acre of land in an established Northeast Pittsfield neighborhood, located close to all amenities. With thoughtful upgrades to the property, it has become a move-in-ready home for buyers ready to enjoy Berkshire life. The first floor hosts an open living room with fireplace, natural light, and custom built in shelves sympathetic to the craftsman

  Samantha Homeyer BIRCH PROPERTIES

  200 Cheshire Rd, Pittsfield, MA 01201
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  /31

  Est $249,807 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,476 Sq Ft

  141 Onota St, Pittsfield, MA 01201

  141 Onota St, Pittsfield, MA 01201
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  /12

  $59,000

  • Land
  • 1.00 Acre
  • $59,000 per Acre

  0 Westbrook Terrace, Pittsfield, MA 01201

  1 acre of pristine, cleared vacant land is now available for purchase in the upscale gated community of Woodmonte Estates in Berkshire County, Massachusetts. This unique corner lot boasts an impressive 400 feet of road frontage, making it an exceptional opportunity for those seeking to construct their ideal home. The property has access to public utilities and underground electricity. Contact us

  Gabi Katan Community Lands

  0 Westbrook Terrace, Pittsfield, MA 01201
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  /12

  $1,600 per month

  • 2 Beds
  • 1 Bath
  • 776 Sq Ft
  • Apartment 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. Extra Space for Storage in Basement. Plenty of Parking. Large Yard. East to Show!

  Dawn Bongiorno Keller Williams Realty Boston South West

  30 Danforth Ave Unit 2, Pittsfield, MA 01201
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  /10

  $92,000 Sold May 28, 2025

  • Land
  • 3.90 Acres
  • $23,590 per Acre

  • 144 Days On Market

  41 Shaker Ln, Pittsfield, MA 01201

  Looking to build your dream home? Beautiful location on Shaker Ln with 3.9 acres that are partially cleared and ready for you to build! City water is available at the street. Nearby Pittsfield State Forest, Hancock Shaker Village, Onota & Pontoosuc Lake, and minutes to downtown Pittsfield.

  Maggie Gavin WILLIAM PITT SOTHEBY'S - LENOX

  41 Shaker Ln, Pittsfield, MA 01201
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  Not Listed For Sale

  Unlisted Address

  Unlisted Address
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  /32

  $340,000

  • 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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  /8

  $1,400 per month

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

  179 W Housatonic St Unit 179 2nd, Pittsfield, MA 01201

  This is a newly rehabbed apartment close to downtown. 2nd Floor apartment.

  179 W Housatonic St Unit 179 2nd, Pittsfield, MA 01201
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  /45

  $394,500 Sold May 27, 2025

  • 1,575 Sq Ft
  • $250/SF
  • 48 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1910

  22 Brattle St, Pittsfield, MA 01201

  Welcome to this charming, move-in-ready home, nestled on just under half an acre of land, with expansive outdoor living space and breathtaking views of over 100 acres of peaceful conservation land. This property features a spacious, flat yard and a large, three-tiered deck -- the perfect spot for relaxation or entertaining while enjoying the scenic beauty of the surrounding fields.As you step

  Laiken Rapisarda LAMACCHIA REALTY, INC

  22 Brattle St, Pittsfield, MA 01201
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  /27

  Est $308,627 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,346 Sq Ft

  353 E New Lenox Rd, Pittsfield, MA 01201

  353 E New Lenox Rd, Pittsfield, MA 01201
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  /30

  $349,900 Open Sat 10AM - 11:30AM

  • 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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  /28

  $13 per month

  • 1 Bath
  • 5,496 Sq Ft
  • Property for Rent

  113 West St, Pittsfield, MA 01201

  Rare opportunity to locate your business in a prime downtown location close to North St., banking, grocery store, pharmacy and residential neighborhoods. At 5,496 sq.ft. this property offers a combination retail and warehouse with high ceilings and lots of natural light from the large windows located on the front of the building. Prominent signage options with high volume traffic counts. Off

  Tim Gallagher STONE HOUSE PROPERTIES, LLC

  113 West St, Pittsfield, MA 01201
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  /54

  $350,000 Sold May 27, 2025

  • 1,170 Sq Ft
  • $299/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1991

  9 Faucett Ln, Pittsfield, MA 01201

  Come check out this lovely well maintained 3 bedroom/ 2 bathroom raised ranch conveniently located minutes from many local amenities including: schools, hospitals, museums, golf courses, parks, mountains, and hiking trails. Enjoy coffee or entertaining on your back deck looking out at the beautiful views of Mt Greylock. Recent updates include (APO): Furnace 2018, Roof 2021, Garage door openers

  Alice Kempf KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

  9 Faucett Ln, Pittsfield, MA 01201
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  /29

  Est $208,793 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,145 Sq Ft

  141 Appleton Ave, Pittsfield, MA 01201

  141 Appleton Ave, Pittsfield, MA 01201
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  /52

  $459,900 Open Sat 10:30AM - 12:30PM

  • 4 Beds
  • 2 Baths
  • 1,756 Sq Ft

  237 Eleanor Rd, Pittsfield, MA 01201

  Very lovely Cape style home with many updates. New Kitchen and downstairs bathroom, 2022, new upstairs bath in 2023-2024. Updated water heater with a new tank 2022. Refinished hardwood floors. Updated lighting fixtures, new baseboard trim, new mantle above fireplace. Fenced in the backyard in 2023 and so much moreBeautiful backyard with in-ground pool, stone patio.This is a must seeShowings

  Penney Cardonnel SIGNATURE ASSOCIATES

  237 Eleanor Rd, Pittsfield, MA 01201
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  /10

  $1,550 per month

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

  662 Tyler St Unit 662A Tyler, Pittsfield, MA 01201

  Two bedroom unit, 662A Tyler is a first floor, available July 1, 2025. Newly constructed for 2021. The rent is $1550/month. The utilities (gas & electric) are paid by tenant and are very efficient with all new equipment. The boiler is 95% plus efficiency! The 6 stainless steel appliances include a refrigerator with ice maker, a self-cleaning oven, range with glass cook-top, full size modern

  662 Tyler St Unit 662A Tyler, Pittsfield, MA 01201
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  /28

  $290,000 Sold May 27, 2025

  • 1,224 Sq Ft
  • $237/SF
  • 25 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1939

  228 Dalton Ave, Pittsfield, MA 01201

  Welcome to this beautifully renovated Cape-style Colonial, filled with natural light and featuring gleaming hardwood floors. Set on a spacious lot, this home offers plenty of room for outdoor enjoyment. The inviting living room, complete with a fireplace, is perfect for gatherings. Just beyond, the dining room creates a welcoming space for meals and special moments, complete with a closet for

  Marisol Franco Coldwell Banker Realty - Western MA

  228 Dalton Ave, Pittsfield, MA 01201
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  /20

  Est $250,715 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 988 Sq Ft

  23 Day St, Pittsfield, MA 01201

  23 Day St, Pittsfield, MA 01201
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  /32

  $349,000

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  17 Leslie Dr, Pittsfield, MA 01201

  Location, Location, Location! Enjoy this beautiful move in ready home, in a desirable location on a dead end street, offering a spacious and private fully fenced in backyard! This home features a brand new driveway, large deck for entertaining, original hardwood flooring, an abundance of natural lighting & efficient gas heat. The home offers 3 spacious bedrooms, partially finished basement, &

  Laiken Rapisarda LAMACCHIA REALTY, INC

  17 Leslie Dr, Pittsfield, MA 01201
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  /22

  $4 per month

  • 2 Baths
  • 70,920 Sq Ft
  • Property for Rent

  21 Downing III, Pittsfield, MA 01201

  Unleash the potential of your business with this industrial facility located in the Downing Industrial Park of Pittsfield, MA. Offering 70,920 square feet of versatile space, this property is perfectly suited for a range of operations from manufacturing and warehousing to distribution. High ceilings ranging from 16' to 20' and a robust power supply of 480 Volts and 1600 Amps 3 Phase, catering to

  Corey Bishop BISHOP WEST REAL ESTATE

  21 Downing III, Pittsfield, MA 01201
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  /24

  $270,000 Sold May 23, 2025

  • 981 Sq Ft
  • $275/SF
  • 21 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1956

  127 Doreen St, Pittsfield, MA 01201

  1st showings OPEN HOUSE March 29th 10:00-11:30. Adorable, immaculate southeast ranch! Open front porch, rear deck surrounding above ground pool (new pump 2024), 2 sheds. Hardwood floors under carpets, updated kitchen floor, 7-year roof, vinyl siding. Assessor states 2 bedrooms, a possible 3rd bedroom is being used as dining room (has closet) and has sliders to back yard. 1st floor washer dryer

  Mark Harris SIGNATURE ASSOCIATES

  127 Doreen St, Pittsfield, MA 01201
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  /16

  Est $199,205 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,580 Sq Ft

  88 Daniels Ave, Pittsfield, MA 01201

  88 Daniels Ave, Pittsfield, MA 01201
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  /69

  $565,900

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

  144 Brombach St, Pittsfield, MA 01201

  Beautiful, spacious 8 bedroom, 3 updated bath, 4000+sf home, custom built and nestled between two lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota Lake in approximately 9 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, fishing, swimming, picnicking and more. Enjoy the convenience of 2 laundry rooms and two updated

  Darcy Reid MOCKINGBIRD REAL ESTATE

  144 Brombach St, Pittsfield, MA 01201
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  /11

  $1,200 per month

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

  53 Plunkett St Unit 53B, Pittsfield, MA 01201

  53B Plunkett St., Pittsfield, MA is a second floor, furnished, one bedroom apartment. It rents for $1,200/mo., tenant pays own heat and electric. It comes furnished with furniture for living room, dining table and chairs, kitchenware, bedroom dresser and bed (t.v. not included). It is approximately 1 mile from Berkshire Medical Center, about 6 miles from General Dynamics, and has many

  53 Plunkett St Unit 53B, Pittsfield, MA 01201
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  /21

  $252,500 Sold May 23, 2025

  • 2,646 Sq Ft
  • $95/SF
  • 93 Days On Market

  • 6 Beds
  • 2.5 Baths
  • Built 1904

  499 South St, Pittsfield, MA 01201

  This fully occupied duplex offers solid cash flow potential at an affordable price point of $299,900. Situated on nearly half an acre, the property includes a massive three-car garage with a single bay door, providing additional income potential through storage or rental use.Both units are currently rented, offering immediate income, and the property has room for value-add improvements over time.

  Cameron Volastro STONE HOUSE PROPERTIES, LLC

  499 South St, Pittsfield, MA 01201
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  /26

  Est $329,020 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,368 Sq Ft

  71 S Church St Unit S301, Pittsfield, MA 01201

  71 S Church St Unit S301, 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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  /8

  $20 per month

  • 2 Baths
  • 641 Sq Ft
  • Property for Rent

  17 E Housatonic St, Pittsfield, MA 01201

  Updated 1920's era building with great curb appeal. Heat, Electric, Parking & Signage Included!! This is a great place for a 2nd or primary office space! Clean, and well located office suites with easy access to Downtown Pittsfield and the main routes in and out of the city (Routes 7 & 20). Three Office suites left in lower level, sizes range from 110 - 273 SQFT, or take the balance of 641 sqft

  Corey Bishop BISHOP WEST REAL ESTATE

  17 E Housatonic St, Pittsfield, MA 01201
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  /41

  $345,000 Sold May 21, 2025

  • 1,319 Sq Ft
  • $262/SF
  • 112 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1930

  55 Orlando Ave, Pittsfield, MA 01201

  Bring your kayaks & fishing equipment, this home is a lake lover's dream. Walkable to Pontoosuc Lake and a 5 minute drive to Onota. The large double lot backyard is completely fenced in. Outdoor living space to enjoy. The interior exposed beams are uniquely placed throughout. Natural light, with a spacious feel, welcoming you home. Many sensible improvements have been made, including an

  Tanya LeRose THE KINDERHOOK GROUP - PITTSFIELD

  55 Orlando Ave, Pittsfield, MA 01201
• 

  

  /23

  Est $264,268 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,094 Sq Ft

  1450 North St Unit 403, Pittsfield, MA 01201

  1450 North St Unit 403, Pittsfield, MA 01201

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