Sold
Last Sold Price
3 beds2,203 sqft

37 Squire Rd, Winchester, MA 01890

Single FamilyProperty Type
0.83 acresLot Size
1958Year Built
$111/sq ftPrice per sq ft
Listing closed: 10/02/1991 08:00 AM
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Recent comparable sales

Median sold price

$1,580,000

Avg days on market

37

Sale-to-list ratio

99.1%

Winchester, MA

9 comparable properties found

$1,400,000 | 26 Berkshire Drive, Winchester, MA 01890
1/42
1

$1,400,000

Sold 03/06/26

3
Bedrooms
2,316
Square Feet
0.54
Acres
$1,165,000 | 59 Johnson Road, Winchester, MA 01890
1/25
2

$1,165,000

Sold 10/14/25

3
Bedrooms
2,458
Square Feet
0.39
Acres
$1,650,000 | 50 Johnson Road, Winchester, MA 01890
1/43
3

$1,650,000

Sold 07/30/25

3
Bedrooms
2,646
Square Feet
0.39
Acres
$1,857,000 | 2 Olde Lyme Road, Winchester, MA 01890
1/43
4

$1,857,000

Sold 09/15/26

3
Bedrooms
2,513
Square Feet
0.35
Acres
a living room with furniture a flat screen tv and a fireplace
1/43
5

$1,055,000

Sold 02/26/26

3
Bedrooms
2,130
Square Feet
0.38
Acres
a front view of a house with a yard and garage
1/43
6

$1,580,000

Sold 02/26/26

3
Bedrooms
2,112
Square Feet
0.25
Acres
a view of a house with a yard
1/43
7

$1,725,000

Sold 09/19/25

3
Bedrooms
2,541
Square Feet
0.37
Acres
a house view with a garden space
1/43
8

$2,000,000

Sold 01/20/26

3
Bedrooms
2,443
Square Feet
1.05
Acres
a view of a city
1/43
9

$1,090,000

Sold 02/06/26

3
Bedrooms
1,844
Square Feet
0.62
Acres

Location

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$2,395 per month

30 year fixed, 7.03% Interest

Principal and Interest

$1,311

Property Taxes

$1,084

HOA Dues

$0

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Property Information for 37 Squire Road

Property Details

Building Information

  • Stories: 1
  • Year Built: 1958
  • Lot Size: 0.83 AC / 36,238 SF

Property History for 37 Squire Road

DateEvent & SourcePriceAppreciation
Oct 2, 1991

Sold (Public Record)

Public Record #88228364

$245,500—
DateEvent & SourcePrice
10/02/1991

Sold (Public Record)

Public Record #88228364

$245,500

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

Public Records for 37 Squire Road

Taxable Value

Land

$810,300

Additions

$362,900
Total$1,173,200

Tax Record

2025

$13,011 ($1,084 / month)

Home Facts

Beds

3

Baths

3.5

Total Finished SqFt

2,203 SqFt

Above Grade Finished SqFt

2,203 SqFt

Unfinished Basement SqFt

551 SqFt

Stories

1

Lot Size

36,238 SqFt

Style

Single Family Residence

Year Built

1958

Zoning

RDA

County

MIDDLESEX

APN

WINC M:028 B:0232 L:0

Fireplace Type

Has Fireplace

Schools near 37 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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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 37 Squire Road, Winchester, MA 01890
$245,500
3
2,203
36,238
$1,745,000
5
3,860
33,559
–
3
1.5
2,318
15,777
$292,000
3
–
–
$1
–
–
–
562,360
$662,500
3
2,413
15,958

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

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.