41 Squire Rd

$949,000
Price
4
Beds
2,162 Sq. Ft.
$439 / Sq. Ft.
2,162
Sq. Ft.
$439
per Sq. Ft.

Description

Mid Century Side Hall Colonial w Attached Garage on an Attractive Corner Lot in Winchester. Available for the first time in more than fifty years, this inviting home awaits its next owners' vision and personal touch. Exceptional opportunity to add immediate value with the right repairs and upgrades. Main floor features an open living room with fireplace, adjoining dining room with southwest exposure, eat-in kitchen, half bath, and access to the garage. Four bedrooms and full bath upstairs. Above...Mid Century Side Hall Colonial w Attached Garage on an Attractive Corner Lot in Winchester. Available for the first time in more than fifty years, this inviting home awaits its next owners' vision and personal touch. Exceptional opportunity to add immediate value with the right repairs and upgrades. Main floor features an open living room with fireplace, adjoining dining room with southwest exposure, eat-in kitchen, half bath, and access to the garage. Four bedrooms and full bath upstairs. Above grade finished basement with full windows walks out onto a natural backyard. Desirable west end location on Thornberry Hill. Vinson-Owen Elementary School and Winchester Swim & Tennis Club in the neighborhood. Close proximity to Winchester Center, surrounding towns, shopping, dining, area businesses, events and culture, parks, trails, and conservation lands. Convenient to Downtown Boston.
  1. Listed by William Cordts • Charlesgate Realty Group, llc

Property Details for 41 Squire Road

Town
Winchester
Area
MA-Winchester
Architectural Style
Colonial, Mid-Century Modern
Style
Colonial, Mid-Century Modern
Garage Spaces
1
Parking Spaces
2.00
Parking Spaces Total
3
LISTING UPDATED: 12/05/2025 11:47 AM

Property Details for 41 Squire Road

StatusActive
MLS #73454629
Days on Market30
Taxes$11,646 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1958
CountyMiddlesex County

Location

Listing Courtesy of Charlesgate Realty Group, llc, William Cordts
Add your commute

Building Information for 41 Squire Road

Stories-Year Built1958Building Size-Lot Size0.34 AC / 15,000 SF

Payment Calculator

$5,660 per month

30 year fixed, 6.28% Interest

Principal and Interest

$4,689

Property Taxes

$971

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 41 Squire Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Shopping, Swimming Pool, Tennis Court, Park, Walk/Jog Trails, Golf Course, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School
  • Living Area: 2162.0
  • Color: Blue
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Vinson-Owen Elementary School
  • High School: Winchester High School
  • Middle School: Mccall Middle School
Features
Interior Features
  • Appliances: Water Heater, Oven, Range
  • Basement Features: Full, Finished
  • Num of Baths: 2.0
  • Num of Full Baths: 1
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 1.50
  • Bathrooms Total Integer: 2
  • FireplaceYN: Yes
  • Fireplaces: 1
  • Flooring: Carpet, Hardwood
  • SpaYN: No
Exterior Features
  • Lot Description: Corner Lot
  • Roof Material: Shingle
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 1.00
  • Garage: Yes
  • Garage Parking: Attached, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Paved Driveway
  • Parking Features: Paved Driveway
Utilities
  • Cooling: None
  • Cooling: No
  • Electric: 100 Amp Service
  • Heating: Central, Baseboard, Oil
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 182.4375
  • Room Primary Bedroom Length: 15.75
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 11.583333333
Bedroom 2
  • Bedroom2 Area: 144.375
  • Bedroom2 Length: 10.5
  • Bedroom2 Level: Second
  • Bedroom2 Width: 13.75
Bedroom 3
  • Bedroom3 Area: 124.520833333
  • Bedroom3 Length: 10.75
  • Bedroom3 Level: Second
  • Bedroom3 Width: 11.583333333
Bedroom 4
  • Bedroom4 Area: 121.152777777
  • Bedroom4 Length: 11.916666666
  • Bedroom4 Level: Second
  • Bedroom4 Width: 10.166666666
Bathroom 1
  • Bathroom1 Area: 50.0
  • Bathroom1 Length: 7.5
  • Bathroom1 Level: Second
  • Bathroom1 Width: 6.666666666
Bathroom 2
  • Bathroom2 Area: 18.847222222
  • Bathroom2 Length: 3.833333333
  • Bathroom2 Level: First
  • Bathroom2 Width: 4.916666666
Dining Room
  • Dining Room Area: 121.527777777
  • Dining Room Length: 11.666666666
  • Dining Room Level: First
  • Dining Room Width: 10.416666666
Family Room
  • Family Room Area: 648.0
  • Family Room Length: 27.0
  • Family Room Level: Basement
  • Family Room Width: 24.0
Kitchen
  • Kitchen Area: 194.444444444
  • Kitchen Length: 18.666666666
  • Kitchen Level: First
  • Kitchen Width: 10.416666666
Living Room
  • Room Living Room Area: 381.5
  • Room Living Room Length: 27.25
  • Room Living Room Level: First
  • Room Living Room Width: 14.0
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Disclosures: Seller limited knowledge of the home. Buyer to do all due diligence. Some photos virtually staged for comparison. LR/DR/hallways are carpeted. Room dimensions and floorplans approximate.
Tax Information
  • Tax ID: 282450,901748
  • Assessments: $1,050,100
  • Block: 245
  • Book: 01633
  • Lot: 41
  • Map: 28
  • Tax Year: 2025
  • Zoning: RDA
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Foundation: Concrete Perimeter
Complex & Association Information
  • Adult Community: No

Property History for 41 Squire Road

DateEvent & SourcePriceAppreciation
Dec 1, 2025

Price Change

MLS PIN #73454629

$949,000—
Nov 13, 2025

Listed (Active)

MLS PIN #73454629

$989,000—
DateEvent & SourcePrice
12/01/2025

Price Change

MLS PIN #73454629

$949,000
11/13/2025

Listed (Active)

MLS PIN #73454629

$989,000

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

Public Records for 41 Squire Road

Taxable ValueLand$730,000Additions$320,100Total$1,050,100
Tax Record2025$11,646 ($970 / month)
Home Facts
Beds4Baths1.5Total Finished SqFt2,162 SqFtAbove Grade Finished SqFt2,162 SqFtUnfinished Basement SqFt194 SqFtStories2Lot Size15,002 SqFtStyleSingle Family ResidenceYear Built1958ZoningRDACountyMIDDLESEXAPNWINC M:028 B:0245 L:0Fireplace TypeHas Fireplace

Schools near 41 Squire Road

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Vinson-Owen Elementary School
PublicPK to 5

McCall Middle School
Public6 to 8

Winchester High School
Public9 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.

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41 Squire Road is a single family home for sale in Winchester, MA 01890. This property was listed for sale on November 13, 2025 by Charlesgate Realty Group, llc, it's currently listed at $949,000. This listing's school district is Winchester School District. Nearby schools include Vinson-Owen Elementary School, McCall Middle School and Winchester High School. 41 Squire Road is a 4-bed, 2-bath, 2,162 sqft single family home built in 1958.

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 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 Charlesgate Realty Group, llc, William Cordts

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.