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$255,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 2 Beds
  • 1 Full Bath
  • 1,373 Sq. Ft.
  • 0.25 Acres
  • 1 Car Garage
  • Updated 3 hours ago
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Charming1926 bungalow offering 1,373 sf of comfortable living with two bedrooms & one full bath. A welcoming front porch sets the tone, while hardwood floors run throughout the first floor. Second floor ''bonus room'' offers many possibilities. The bright interior features vinyl replacement windows and blown-in insulation for efficiency and comfort. Enjoy the convenience of first-floor laundry and a slider leading to a deck overlooking the yard--perfect for relaxing or entertaining. Major updates include a 3-year-old roof, 100 amp circuit breaker electrical service with new riser cable, boiler and hot water heater (2018), and a new sewerline to the street. Additional highlights include a detached garage and large shed for ample storage. A perfect blend of character and modern updates.

Full Property Details for 100 Cheshire Rd

General

  • Price: $255,000
  • Taxes: $3,131 (2025)
  • Status: Active
  • Type: Single Family
  • Source: 1109
  • MLS ID: 249231
  • Updated: 4/20/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 5
  • Appliances: Dishwasher, Freezer, Range, Range Hood, Refrigerator
  • Flooring: Laminate, Wood

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 2

Exterior

  • Exterior Features: Lighting, Trash Public, Curbside Recycling, Deck, Bus-School, Bus-Public, Fenced-Partially, Outbuilding

Parking

  • Garage Spaces: 1
  • Parking Features: Garaged & Off-Street
  • Other Parking Type: Garaged & Off-Street
  • Garage Description: Detached

Location

  • Area: Middle Registry

Heating & Cooling

  • Heating Type: Oil, Boiler

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Bungalow
  • Roof: Asphalt Shingles
  • Square Feet: 1,373
  • Year Built: 1926
  • Year Built Source: Assessor

Lot Features

  • Lot Size (Acres): 0.25
  • Lot Size (Sq. Ft.): 10,890
  • Lot Dimensions: 66' x 165'
  • Zoning: Residential

Financial Considerations

  • Tax Amount: $3,131
  • Tax Year: 2025

Disclosures and Reports

  • Property ID: M:L14 B:0011 L:012

Listed by Mockingbird Real Estate, Darcy Reid

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Listing agent

— 100 Cheshire Rd —

  • Darcy Reid

    Mockingbird Real Estate

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 100 Cheshire Rd

School District:Pittsfield School District, Pittsfield, MA
NameGradesDistance
Allendale Elementary School
180 Connecticut Avenue, Pittsfield, MA 01201
K-51.2 mi
John T Reid Middle School
950 North Street, Pittsfield, MA 01201
6-82.1 mi
Taconic High School
96 Valentine Road, Pittsfield, MA 01201
9-123.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 100 Cheshire Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/19/2026
Listed
$255,000
92.63%
MLS
4/24/2018
Sold
$132,378
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Mockingbird Real Estate, Darcy Reid

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100 Cheshire Rd, Pittsfield, MA 01201 (MLS# 249231) is a Single Family property with 2 bedrooms and 1 full bathroom. 100 Cheshire Rd is currently listed for $255,000 and was received on April 19, 2026. Want to learn more about 100 Cheshire Rd? Do you have questions about finding other Single Family real estate for sale in Pittsfield? You can browse all Pittsfield real estate or contact a Coldwell Banker agent to request more information.

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