Google street view image for 37 Squire Rd, Winchester, MA 01890

Off Market Oct 1991 for $245K

$1,383,144

Est. refi paymentEst. refi $1,556/mo

•

2,254

sq ft

37 Squire Rd, Winchester, MA 01890

About this home

37 Squire Rd is a 2,254 square foot house on a 0.83 acre lot with 4 bedrooms and 3 bathrooms. - it last sold on October 02, 1991 for $245,500. Based on Redfin's Winchester data, we estimate the home's value is $1,383,144.

Single-familyProperty Type

1958Year Built

0.83 acresLot Size

$614Est. Price/Sq.Ft.

4 spacesParking

Source:Public Records

Redfin Estimate

$1,383,144

$1.1M since sold in October 1991$5,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 11.4% higher than the average sale price ($1.24M) of 6 comparable homes.

SOLD AUG 13, 2026
$1,655,000
A
4 beds3 baths2,707 sq ft
11 Carriage Ln, Winchester, MA 01890
SOLD JUN 18, 2026
$995,000
B
4 beds3 baths2,178 sq ft
47 Samoset Rd, Woburn, MA 01801
SOLD AUG 11, 2026
$782,000
C
3 beds3 baths2,102 sq ft
38 Waltham St, Woburn, MA 01801
SOLD APR 27, 2026
$1,240,000
D
3 beds2 baths2,087 sq ft
12 Thornberry Rd, Winchester, MA 01890
SOLD MAR 6, 2026
$1,400,000
E
3 beds2.5 baths2,316 sq ft
26 Berkshire Dr, Winchester, MA 01890
SOLD MAR 20, 2026
$1,375,000
F
3 beds1.5 baths2,351 sq ft
19 Cox Rd, Winchester, MA 01890

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Earn from this home

Sell

$1,313,595

Est. take-home

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Est. cash available

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Rent

$5,003/mo

Redfin rental estimate

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Market trends in 01890, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.9%

0.2% MoM

Median sale price

$1.6M

$175K MoM

Avg. days on market

19d

0 days MoM

Recently sold homes

17 MoM

New listings for sale

EARLY ACCESS
$675,000
2 beds2 baths1,124 sq ft
60 Lake St Unit E, Winchester, MA 01890
EARLY ACCESS
$1,699,000
3 beds2 baths2,327 sq ft
4 Churchill Rd, Winchester, MA 01890
3D & VIDEO TOUR
$2,849,000
5 beds4.5 baths5,058 sq ft
7 Viking Rd, Winchester, MA 01890
3D WALKTHROUGH
$1,699,000
5 beds3.5 baths3,180 sq ft
30 Farrow St, Winchester, MA 01890
$1,098,000
3 beds1.5 baths1,657 sq ft
17 Russell Rd, Winchester, MA 01890
OPEN THU, 5PM TO 6PM
$1,999,000
4 beds2.5 baths3,757 sq ft
85 High St, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 37 Squire Rd

Year

Property tax

Land + Additions

Assessment*

2025

$13,011 (+10.3%)

$810,300 + $362,900

$1,173,200

2023

$11,799 (+0.8%)

$770,300 + $358,400

$1,128,700

2022

$11,704 (+7.0%)

$609,300 + $326,300

$935,600

2021

$10,936 (+4.8%)

$529,300 + $323,100

$852,400

2020

$10,437 (+8.8%)

$519,300 + $323,100

$842,400

2019

$9,596 (+3.0%)

$469,300 + $323,100

$792,400

2018

$9,319 (−0.7%)

$447,300 + $317,200

$764,500

2017

$9,388 (+8.8%)

$447,300 + $317,200

$764,500

2016

$8,632 (+0.3%)

$439,300 + $299,700

$739,000

2015

$8,607 (−0.9%)

$409,300 + $299,700

$709,000

2014

$8,686 (+9.1%)

$399,300 + $286,800

$686,100

2013

$7,960 (+1.8%)

$344,300 + $279,000

$623,300

2012

$7,822 (+3.7%)

$344,300 + $279,000

$623,300

2011

$7,542 (+2.4%)

$344,300 + $279,000

$623,300

2010

$7,362 (+2.1%)

$351,300 + $288,300

$639,600

2009

$7,208

$351,300 + $288,300

$639,600

Tax history for 37 Squire Rd

Year

Property tax

Land + Additions

Assessment*

2025

$13,011 (+10.3%)

$810,300 + $362,900

$1,173,200

2023

$11,799 (+0.8%)

$770,300 + $358,400

$1,128,700

2022

$11,704 (+7.0%)

$609,300 + $326,300

$935,600

2021

$10,936 (+4.8%)

$529,300 + $323,100

$852,400

2020

$10,437 (+8.8%)

$519,300 + $323,100

$842,400

2019

$9,596 (+3.0%)

$469,300 + $323,100

$792,400

2018

$9,319 (−0.7%)

$447,300 + $317,200

$764,500

2017

$9,388 (+8.8%)

$447,300 + $317,200

$764,500

2016

$8,632 (+0.3%)

$439,300 + $299,700

$739,000

2015

$8,607 (−0.9%)

$409,300 + $299,700

$709,000

2014

$8,686 (+9.1%)

$399,300 + $286,800

$686,100

2013

$7,960 (+1.8%)

$344,300 + $279,000

$623,300

2012

$7,822 (+3.7%)

$344,300 + $279,000

$623,300

2011

$7,542 (+2.4%)

$344,300 + $279,000

$623,300

2010

$7,362 (+2.1%)

$351,300 + $288,300

$639,600

2009

$7,208

$351,300 + $288,300

$639,600

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Property details

Interior

Basement Information
Basement Sq. Ft: 1,377

Bathroom Information
# of Full Baths: 3
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Room Information
# of Rooms: 6

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Ranch
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gable

Property Information
Subdivision Name: PLAN 20756 M
Living Sq. Ft: 2,203
Gross Sq. Ft: 3,337
# of Units: 1
# of Stories: 1

Parking & Garage Information
Parking Type: Basement Garage
Garage / Carport Type: Basement

Lot Information
# of Buildings: 1
Land Sq. Ft: 36,155
Municipality Name: WINCHESTER
Acres: 0.83
Zoning Code: RDA
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 2,254
Stories: 1.0
Parking Spaces: 4
Basement: Yes
Accessible: No
Lot Size: 0.83 acres
Style: Single Family Residential
Year Built: 1958
Year Renovated: 2005
County: Middlesex County
APN: 2576715S
HOA Dues: —
Garage: Yes
Features: —

Home facts updated by owner on Apr 15, 2019

Around this home

Schools

Vinson-Owen Elementary School

Public PreK-5 • Assigned • 0.3mi

9/10

McCall Middle School

Public 6-8 • Assigned • 2.4mi

9/10

Winchester High School

Public 9-12 • Assigned • 2.4mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 98° expected this year, 14 days in 30 years

6/10 Wind Factor

50% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Winchester, MA • 01890

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.31M – $1.59M

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3D WALKTHROUGH

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11 Viking Rd, Winchester, MA 01890

New listings for sale in 01890

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

$675,000

2 beds2 baths1,124 sq ft

60 Lake St Unit E, Winchester, MA 01890

EARLY ACCESSCOMPASS COMING SOON

$1,699,000

3 beds2 baths2,327 sq ft

4 Churchill Rd, Winchester, MA 01890

3D & VIDEO TOUR

$2,849,000

5 beds4.5 baths5,058 sq ft

7 Viking Rd, Winchester, MA 01890

3D WALKTHROUGH

$1,699,000

5 beds3.5 baths3,180 sq ft

30 Farrow St, Winchester, MA 01890

$1,098,000

3 beds1.5 baths1,657 sq ft

17 Russell Rd, Winchester, MA 01890

OPEN THU, 5PM TO 6PM

$1,999,000

4 beds2.5 baths3,757 sq ft

85 High St, Winchester, MA 01890

Home values near 37 Squire Rd

Data from public records.

Address	Redfin Estimate
40 Squire Road, Winchester, MA 3 Beds \| 3 Baths \| 2342 Sq. Ft.	$1,317,575
30 Squire Road, Winchester, MA 5 Beds \| 2 Baths \| - Sq. Ft.	$1,278,336

Address	Redfin Estimate
36 Squire Road, Winchester, MA 3 Beds \| 3 Baths \| - Sq. Ft.	$1,323,752
26 Squire Road, Winchester, MA 3 Beds \| 2.5 Baths \| - Sq. Ft.	$1,347,755

Address	Redfin Estimate
32 Squire Road, Winchester, MA 3 Beds \| 2.5 Baths \| 2413 Sq. Ft.	$1,456,231
29 Squire Road, Winchester, MA 4 Beds \| 2 Baths \| 2310 Sq. Ft.	$1,291,176

This data may not show owner updates. Learn more.

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