100 Cheshire Rd

1,373 Sq. Ft.
$186 / Sq. Ft.
1,373
Sq. Ft.
$186
per Sq. Ft.

Description

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...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.
  1. Listed by Darcy Reid • MOCKINGBIRD REAL ESTATE

Property Details for 100 Cheshire Road

Architectural Style
Bungalow
View
Seasonal
Parking Spaces
4.00
Parking Spaces Type
Garaged & Off-Street
Zoning Description
Residential
LISTING UPDATED: 04/20/2026 08:29 AM

Property Details for 100 Cheshire Road

StatusActive
MLS #249231
Days on Market2
Taxes$3,131 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1926
Lot Size0.25 AC / 10,890 SF
CountyBerkshire County

Location

Listing Courtesy of MOCKINGBIRD REAL ESTATE, Darcy Reid
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Building Information for 100 Cheshire Road

Stories-Year Built1926Building Size-Lot Size0.25 AC / 10,890 SF

Payment Calculator

$1,545 per month

30 year fixed, 6.46% Interest

Principal and Interest

$1,284

Property Taxes

$261

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 100 Cheshire Road

Summary
Location and General Information
  • Directions: Route 8 North, 2nd home on the right after Williamsburg Terrace street sign.
  • MLS Area Major: Middle Registry
  • Latitude: 42.47
  • Longitude: -73.20
  • MLS Area Minor: Middle Registry
  • Views Seasonal: Yes
Taxes and HOA
  • Tax Book Number: 6309
  • Parcel Number: M:L14 B:0011 L:012
  • Association Fee: $.00
  • Tax Amount: $3,131.00
  • Tax Assessed Value: 174500
  • Assess Amount: $174,500.00
  • Assessed Year: 2025.0
  • Tax Year: 2025
  • Book: 6309
  • Page: 154
School Information
  • Middle Or Junior School: John T Reid
  • High School: Taconic
  • Elementary School: Allendale
  • Elementry School: Allendale
  • Middle School: John T Reid
Parking
  • Garage Spaces: 1.00
  • Other Parking: Garaged & Off-Street
  • Attached Garage: No
  • Garage Stalls: 1.00
  • Garage Detached: Yes
Virtual Tour
  • Virtual Tours Count: 0
Property
Lot Information
  • Lot Size Area: 0.25
  • Lot Size Units: Acres
  • Lot Size Acres: 0.25
  • Lot Size Dimensions: 66' x 165'
  • Lot Size Square Feet: 10890.0
  • Square Feet Source: Assessor
  • Living Area: 1373.0
  • Building Area Total: 1373.0
  • Property Type: Residential
  • Restrict Covenants No: Yes
  • Restrict Covenants No: Yes
Property and Assessments
  • Floor Plans Count: 0
  • Total Bathrooms Source: MLS
  • Photos Count: 38
  • Videos Count: 0
  • Documents Count: 2
  • Property Type: Residential
  • Easement Unknown: Yes
  • Survey Unknown: Yes
  • Year Built: 1926
  • Year Built Source: Assessor
  • Flood Hazard Area No: Yes
  • Title V Not Applicable: Yes
Green Features
  • Green Energy Efficient Lighting: Yes
Utilities
  • Sewer: Public
  • Water Yes: Yes
  • Water Access Public: Yes
  • Sewer Public: Yes
  • Electric Type Circuit Breaker: Yes
Interior and Exterior Features
Exterior Features
  • Exterior Features: Lighting, Trash Public, Curbside Recycling, Deck, Bus-School, Bus-Public, Fenced-Partially, Outbuilding
  • Exterior Amenities Bus Public: Yes
  • Exterior Amenities Bus School: Yes
  • Exterior Amenities Deck: Yes
  • Exterior Amenities FencedPartially: Yes
  • Exterior Amenities Outbuilding: Yes
  • Exterior Amenities Trash Public: Yes
  • Exterior Amenities Curbside Recycling: Yes
  • Exterior Siding Vinyl: Yes
  • Electric Type 100 Amp: Yes
  • Frontage Approximate: 66.00
  • Right of Way Unknown: Yes
  • Post Beam Wood Frame: Yes
  • Style Bungalow: Yes
Interior Features
  • Baths Half: 0
  • Baths Total: 1.00
  • Baths Full: 1
  • Total Bathrooms: 1
  • Bathrooms Total Decimal: 1.00
  • Bathrooms Total Notational: 1.00
  • Total Rooms: 5.00
  • Accessibility 1st Floor Full Bath: Yes
  • Heating: Oil, Boiler
  • Kitchen Appliances: Dishwasher, Freezer, Range, Range Hood, Refrigerator
  • Heating: Yes
  • Underground Oil Tank Unk: Yes
  • Building Information Exterior Color: Yellow/Cream
  • Basement Bulk head: Yes
  • Basement Concrete Floor: Yes
  • Basement Full: Yes
  • Basement Interior Access: Yes
  • Basement Unfinished: Yes
  • Fuel Oil: Yes
  • Hot Water Oil: Yes
  • Hot Water Storage Tank: Yes
  • Insulation Blown In: Yes
  • Appliances Included Dishwasher: Yes
  • Appliances Included Freezer: Yes
  • Appliances Included Range Hood: Yes
  • Appliances Included Refrigerator: Yes
  • Floor Laminate: Yes
  • Floor Wood: Yes
  • Heat/Cool/Vent Steam: Yes
  • Heat/Cool/Vent Boiler: Yes
  • Lead Paint Unk: Yes
Room Information
Room Details
  • Rooms Total: 5
  • Room Type: Living Room, Kitchen, Bedroom 1, Bedroom 2, Full Bathroom, Laundry, Bonus Room
Room 1
  • Room Type: Living Room
  • Room Level: First
Room 2
  • Room Type: Kitchen
  • Room Level: First
Room 3
  • Room Type: Bedroom 1
  • Room Level: First
Room 4
  • Room Type: Bedroom 2
  • Room Level: First
Room 5
  • Room Type: Full Bathroom
  • Room Level: First
Room 6
  • Room Type: Laundry
  • Room Level: First
Room 7
  • Room Type: Bonus Room
  • Room Level: Second
Rental
Rental Information
  • Certified Occupancy No: Yes

Property History for 100 Cheshire Road

DateEvent & SourcePriceAppreciation
Apr 19, 2026

Listed (Active)

Berkshire County Board of REALTORS #249231

$255,000—
Dec 31, 2018

Expired

Berkshire County Board of REALTORS #224309

—
Nov 9, 2018

Sold

MLS PIN #72374557

$60,000—
DateEvent & SourcePrice
04/19/2026

Listed (Active)

Berkshire County Board of REALTORS #249231

$255,000
12/31/2018

Expired

Berkshire County Board of REALTORS #224309

—
11/09/2018

Sold

MLS PIN #72374557

$60,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 100 Cheshire Road

Taxable ValueLand$70,300Additions$104,200Total$174,500
Tax Record2025$3,131 ($261 / month)
Home Facts
Beds2Baths1Total Finished SqFt1,373 SqFtAbove Grade Finished SqFt1,373 SqFtStories1Lot Size10,890 SqFtStyleSingle Family ResidenceYear Built1926ZoningR12CountyBERKSHIREAPNPITT M:L14 B:0011 L:012

Schools near 100 Cheshire Road

This home is within Pittsfield School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - K to 12
Rating
School
Distance
Allendale Elementary School
PublicPK to 5

John T Reid Middle School
Public6 to 8

Pittsfield High School
Public9 to 12

Pittsfield Public Virtual Academy
PublicK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

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100 Cheshire Road is a single family home for sale in Pittsfield, MA 01201. This property was listed for sale on April 19, 2026 by MOCKINGBIRD REAL ESTATE, it's currently listed at $255,000. It has been on the market for a total of 2 days and was last sold on November 9, 2018. This listing's school district is Pittsfield School District. Nearby schools include Allendale Elementary School, John T Reid Middle School and Pittsfield High School. 100 Cheshire Road is a 2-bed, 1-bath, 1,373 sqft single family home built in 1926.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of MOCKINGBIRD REAL ESTATE, Darcy Reid

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.