41 Squire Road

Sold 1/27/26
Sold 1/27/26
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Sold
Last Sold Price
$955,225
4 beds2,162 sqft

41 Squire Rd, Winchester, MA 01890

Single FamilyProperty Type
0.34 acresLot Size
1958Year Built
$442/sq ftPrice per sq ft
2 carsParking Spaces

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.
Listing Agent
  1. William Cordts

    William Cordts

    Listing Agent

    Charlesgate Realty Group, llc

    bill.cordts@cbrealty.com

    P: (617) 587-0100

    M: (617) 631-0517

    CallTextEmail
Listing closed: 01/27/2026 12:00 AM • Source: MLS PIN, MLS#: 73454629
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Recent comparable sales

Median sold price

$1,150,000

Avg days on market

30

Sale-to-list ratio

105.9%

Winchester, MA

9 comparable properties found

$1,070,000 | 198 Pond Street, Winchester, MA 01890
1/25
1

$1,070,000

Sold 05/20/26

4
Bedrooms
1,917
Square Feet
0.34
Acres

198 Pond Street, Winchester, MA 01890

$1,015,000 | 9 Sylvester Court, Winchester, MA 01890
1/35
2

$1,015,000

Sold 12/01/25

4
Bedrooms
2,001
Square Feet
0.18
Acres

9 Sylvester Court, Winchester, MA 01890

$1,088,000 | 322 Cambridge Street, Winchester, MA 01890
1/16
3

$1,088,000

Sold 05/08/25

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Bedrooms
2,172
Square Feet
0.30
Acres

322 Cambridge Street, Winchester, MA 01890

a dining room with furniture and wooden floor
1/30
4

$1,150,000

Sold 12/12/25

4
Bedrooms
2,004
Square Feet
0.08
Acres

50 Lincoln Street, Winchester, MA 01890

$1,280,000 | 25 Canterbury Road, Winchester, MA 01890
1/33
5

$1,280,000

Sold 07/15/25

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2,349
Square Feet
0.37
Acres

25 Canterbury Road, Winchester, MA 01890

a front view of a house with a yard
1/30
6

$1,335,000

Sold 12/27/24

4
Bedrooms
2,245
Square Feet
0.34
Acres

28 Thornberry Road, Winchester, MA 01890

$1,250,000 | 87 Wendell Street, Winchester, MA 01890
1/43
7

$1,250,000

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4
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2,046
Square Feet
0.25
Acres

87 Wendell Street, Winchester, MA 01890

$1,160,000 | 70 Grove Street, Winchester, MA 01890
1/26
8

$1,160,000

Sold 07/30/26

3
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1,996
Square Feet
0.30
Acres

70 Grove Street, Winchester, MA 01890

$868,000 | 235 Cross Street, Winchester, MA 01890
1/33
9

$868,000

Sold 09/04/25

3
Bedrooms
1,931
Square Feet
0.17
Acres

235 Cross Street, Winchester, MA 01890

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Location

Listing Courtesy of Charlesgate Realty Group, llc, William Cordts

Sold By Keller Williams Realty Boston Northwest, Keystone Homes Group

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30 year fixed, 7.03% Interest

Principal and Interest

$5,100

Property Taxes

$971

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Property Information for 41 Squire Road

Property Details

  • Taxes: $11,646 / year
  • MLS Type: Single Family / Detached
  • County: Middlesex County
  • Town: Winchester
  • Area: MA-Winchester
  • Architectural Style: Colonial, Mid-Century Modern
  • Style: Colonial, Mid-Century Modern
  • Garage Spaces: 1
  • Open Parking Spaces: 1.00
  • Parking Spaces Total: 2

Building Information

  • Year Built: 1958
  • Lot Size: 0.34 AC / 15,000 SF

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
  • Current Financing: Conv. Fixed
  • 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
Jan 27, 2026

Sold

MLS PIN #73454629

$955,225—
Dec 16, 2025

Under Agreement

MLS PIN #73454629

—
Dec 11, 2025

Contingent

MLS PIN #73454629

—
DateEvent & SourcePrice
01/27/2026

Sold

MLS PIN #73454629

$955,225
12/16/2025

Under Agreement

MLS PIN #73454629

—
12/11/2025

Contingent

MLS PIN #73454629

—

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

Public Records for 41 Squire Road

Taxable Value

Land

$730,000

Additions

$320,100
Total$1,050,100

Tax Record

2025

$11,646 ($970 / month)

Home Facts

Beds

4

Baths

1.5

Total Finished SqFt

2,162 SqFt

Above Grade Finished SqFt

2,162 SqFt

Unfinished Basement SqFt

194 SqFt

Stories

2

Lot Size

15,002 SqFt

Style

Single Family Residence

Year Built

1958

Year Renovated

1958

Zoning

RDA

County

MIDDLESEX

APN

WINC M:028 B:0245 L:0

Schools near 41 Squire Road

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Vinson-Owen Elementary School
Public - PK to 5
McCall Middle School
Public - 6 to 8
Winchester High School
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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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 41 Squire Road, Winchester, MA 01890
$955,225
4
2,162
15,000
43 Squire Road, Winchester, MA 01890
$520,000
3
1,778
15,028
4 Fairlane Terrace, Winchester, MA 01890
$510,000
4
2,541
15,202
40 Squire Road, Winchester, MA 01890
$1,200,000
3
2,342
15,342
39 Squire Road, Winchester, MA 01890
–
3
1.5
2,318
15,777
17 Thornberry Road, Winchester, MA 01890
$333,900
3
–
–

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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.