Google street view image for 3 Glengarry Rd, Winchester, MA 01890

Off market nov 1987 for $395K

$2,012,649

Est. refi paymentEst. refi $2,610/mo

•

1.5 ba

•

3,549

sq ft

3 Glengarry Rd, Winchester, MA 01890

About this home

3 Glengarry Rd is a 3,549 square foot house on a 10,454 square foot lot with 3 bedrooms and 1.5 bathrooms. - it last sold on November 16, 1987 for $395,000. Based on Redfin's Winchester data, we estimate the home's value is $2,012,649.

Single-familyProperty Type

1900Year Built

10,454 sq ftLot Size

$567Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$2,012,649

$1.6M since sold in November 1987$14K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 15.7% higher than the average sale price ($1.74M) of 6 comparable homes.

SOLD AUG 14, 2026
$1,500,000
A
3 beds2 baths2,387 sq ft
14 Rangeley Rdg, Winchester, MA 01890
SOLD AUG 14, 2026
$2,200,000
B
4 beds2.5 baths3,123 sq ft
15 Cabot St, Winchester, MA 01890
SOLD MAY 15, 2026
$2,300,000
C
4 beds2.5 baths3,283 sq ft
12 Yale St, Winchester, MA 01890
SOLD FEB 26, 2026
$1,830,000
D
4 beds2 baths3,509 sq ft
35 Glen Grn, Winchester, MA 01890
SOLD AUG 14, 2026
$1,325,000
E
3 beds1.5 baths2,006 sq ft
3 Chesterford Ter, Winchester, MA 01890
SOLD JUL 16, 2026
$1,280,000
F
3 beds2 baths2,192 sq ft
2 Eaton Ct, Winchester, MA 01890

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$1,911,902

Est. take-home

List your home with Redfin and save $10,063

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$4,416/mo

Redfin rental estimate

List your home for rent

Market trends in 01890, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

100.0%

0.0% MoM

Median sale price

$1.8M

$87K MoM

Avg. days on market

22d

1 days MoM

Recently sold homes

14 MoM

New listings for sale

$1,450,000
8 beds5 baths6,200 sq ft
67-69 Hemingway St, Winchester, MA 01890
$2,999,000
5 beds4.5 baths4,900 sq ft
5 Forest Cir, Winchester, MA 01890
OPEN TODAY, 11AM TO 12PM
$1,049,000
4 beds2 baths2,226 sq ft
16-18 Russell Rd, Winchester, MA 01890
OPEN TODAY, 11:30AM TO 1PM
$2,650,000
4 beds4.5 baths5,233 sq ft
18 Middlesex St, Winchester, MA 01890
$3,799,000
8 beds5 baths7,081 sq ft
15 Foxcroft Rd, Winchester, MA 01890
OPEN TODAY, 11:30AM TO 1PM
$1,299,000
6 beds2 baths2,946 sq ft
419-421 Washington St, Winchester, MA 01890
$2,950,000
6 beds4 baths4,752 sq ft
18 Surrey Rd, Winchester, MA 01890
EARLY ACCESS
$4,199,000
6 beds6 baths7,175 sq ft
7 Aquinas Path, Winchester, MA 01890
OPEN TODAY, 11:30AM TO 1PM
$890,000
2 beds1 bath1,489 sq ft
80 Nelson St, Winchester, MA 01890
OPEN TODAY, 1PM TO 2:30PM
$1,985,000
4 beds3.5 baths4,241 sq ft
30 Surrey Rd, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 3 Glengarry Rd

Year

Property tax

Land + Additions

Assessment*

2026

$23,051 (+2.3%)

$1,162,100 + $918,300

$2,080,400

2025

$22,539 (+8.4%)

$1,128,900 + $903,500

$2,032,400

2023

$20,801 (+2.4%)

$1,095,700 + $859,400

$1,955,100

2022

$20,314 (+5.0%)

$929,600 + $694,200

$1,623,800

2021

$19,343 (+3.6%)

$813,400 + $694,200

$1,507,600

2020

$18,679 (+9.5%)

$813,400 + $694,200

$1,507,600

2019

$17,051 (+2.0%)

$713,800 + $694,200

$1,408,000

2018

$16,722 (+3.9%)

$697,200 + $674,600

$1,371,800

2017

$16,090 (+7.6%)

$663,200 + $647,100

$1,310,300

2016

$14,957 (+2.3%)

$663,200 + $617,400

$1,280,600

2015

$14,621 (+0.5%)

$602,600 + $601,800

$1,204,400

2014

$14,551 (−0.9%)

$547,800 + $601,600

$1,149,400

2013

$14,678 (+3.6%)

$547,800 + $601,600

$1,149,400

2012

$14,165 (+3.7%)

$527,100 + $601,600

$1,128,700

2011

$13,657 (+5.3%)

$527,100 + $601,600

$1,128,700

2010

$12,972 (+2.1%)

$536,900 + $590,100

$1,127,000

2009

$12,701

$536,900 + $590,100

$1,127,000

Tax history for 3 Glengarry Rd

Year

Property tax

Land + Additions

Assessment*

2026

$23,051 (+2.3%)

$1,162,100 + $918,300

$2,080,400

2025

$22,539 (+8.4%)

$1,128,900 + $903,500

$2,032,400

2023

$20,801 (+2.4%)

$1,095,700 + $859,400

$1,955,100

2022

$20,314 (+5.0%)

$929,600 + $694,200

$1,623,800

2021

$19,343 (+3.6%)

$813,400 + $694,200

$1,507,600

2020

$18,679 (+9.5%)

$813,400 + $694,200

$1,507,600

2019

$17,051 (+2.0%)

$713,800 + $694,200

$1,408,000

2018

$16,722 (+3.9%)

$697,200 + $674,600

$1,371,800

2017

$16,090 (+7.6%)

$663,200 + $647,100

$1,310,300

2016

$14,957 (+2.3%)

$663,200 + $617,400

$1,280,600

2015

$14,621 (+0.5%)

$602,600 + $601,800

$1,204,400

2014

$14,551 (−0.9%)

$547,800 + $601,600

$1,149,400

2013

$14,678 (+3.6%)

$547,800 + $601,600

$1,149,400

2012

$14,165 (+3.7%)

$527,100 + $601,600

$1,128,700

2011

$13,657 (+5.3%)

$527,100 + $601,600

$1,128,700

2010

$12,972 (+2.1%)

$536,900 + $590,100

$1,127,000

2009

$12,701

$536,900 + $590,100

$1,127,000

*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: 1,518

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

Heating & Cooling
Heating Type: Gravity

Fireplace Information
# of Fireplaces: 4
Has Fireplace

Room Information
# of Rooms: 8

Exterior

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

Property Information
Living Sq. Ft: 3,549
Gross Sq. Ft: 6,620
# of Units: 1
# of Stories: 3

Lot Information
# of Buildings: 1
Land Sq. Ft: 10,454
Municipality Name: WINCHESTER
Acres: 0.24
Zoning Code: RDB
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2026

Public facts

Beds: 3
Baths: 1.5
Sq. Ft.: 3,549
Stories: 3.0
Lot Size: 10,454 square feet
Style: Single Family Residential
Year Built: 1900
Year Renovated: —
County: Middlesex County
APN: 3792193S

Home facts updated by county records on Sep 16, 2026

Around this home

Schools

Ambrose Elementary School

Public K-5 • Assigned • 0.9mi

10/10

McCall Middle School

Public 6-8 • Assigned • 0.3mi

9/10

Winchester High School

Public 9-12 • Assigned • 0.5mi

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

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 hot days expected this year, 15 days in 30 years

Wind Factor

We're working on getting current and accurate wind risk information for this home.

Air Factor

We're working on getting current and accurate air risk information for this home.

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 9.2 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9.2 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.91M – $2.32M

Reach more buyers when you sell with Redfin. Save up to $20,126 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

OPEN TODAY, 11:30AM TO 1PM3D WALKTHROUGH

$1,749,000

3 beds3.5 baths3,010 sq ft

1 Town Way, Winchester, MA 01890

$3,799,000

8 beds5 baths7,081 sq ft

15 Foxcroft Rd, Winchester, MA 01890

$949,900

3 beds2.5 baths2,272 sq ft

25 Indian Hill Rd, Woburn, MA 01801

VIDEO TOUR

$1,549,000

3 beds2.5 baths2,640 sq ft

50 Holland St, Winchester, MA 01890

$1,998,500

6 beds3.5 baths4,000 sq ft

42 Old Mystic St, Arlington, MA 02474

OPEN TODAY, 12PM TO 2PM

$1,199,000

3 beds3 baths2,226 sq ft

422 Mystic St, Arlington, MA 02474

New listings for sale in 01890

$1,450,000

8 beds5 baths6,200 sq ft

67-69 Hemingway St, Winchester, MA 01890

$2,999,000

5 beds4.5 baths4,900 sq ft

5 Forest Cir, Winchester, MA 01890

OPEN TODAY, 11AM TO 12PM

$1,049,000

4 beds2 baths2,226 sq ft

16-18 Russell Rd, Winchester, MA 01890

OPEN TODAY, 11:30AM TO 1PM

$2,650,000

4 beds4.5 baths5,233 sq ft

18 Middlesex St, Winchester, MA 01890

$3,799,000

8 beds5 baths7,081 sq ft

15 Foxcroft Rd, Winchester, MA 01890

OPEN TODAY, 11:30AM TO 1PM

$1,299,000

6 beds2 baths2,946 sq ft

419-421 Washington St, Winchester, MA 01890

$2,950,000

6 beds4 baths4,752 sq ft

18 Surrey Rd, Winchester, MA 01890

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

$4,199,000

6 beds6 baths7,175 sq ft

7 Aquinas Path, Winchester, MA 01890

OPEN TODAY, 11:30AM TO 1PM

$890,000

2 beds1 bath1,489 sq ft

80 Nelson St, Winchester, MA 01890

Home values near 3 Glengarry Rd

Data from public records.

Address	Redfin Estimate
5 Glengarry Road, Winchester, MA 6 Beds \| 2.5 Baths \| 2832 Sq. Ft.	$1,969,534
15 Glengarry Road, Winchester, MA 6 Beds \| 4.5 Baths \| 5300 Sq. Ft.	$2,632,654

Address	Redfin Estimate
7 Glengarry Road, Winchester, MA 6 Beds \| 5 Baths \| 4965 Sq. Ft.	$2,742,632
17 Glengarry Road, Winchester, MA 6 Beds \| 2.5 Baths \| - Sq. Ft.	$2,427,975

Address	Redfin Estimate
9 Glengarry Road, Winchester, MA 6 Beds \| 4.5 Baths \| 4489 Sq. Ft.	$2,828,619
12 Glengarry Road, Winchester, MA 7 Beds \| 1.5 Baths \| 3008 Sq. Ft.	$2,025,398

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

02155 homes for sale
02474 homes for sale
01890 homes for sale
01801 homes for sale
02420 homes for sale

Houses for rent in Winchester	Agents near me	Quincy, MA homes for sale	Winchester Housing Market
Houses for sale near me	Boston, MA homes for sale	Brookline, MA homes for sale
Land for sale near me	Newton, MA homes for sale	Arlington, MA homes for sale
Open Houses near me	Cambridge, MA homes for sale	Winchester Property Records
Condos for sale near me	Lexington, MA homes for sale	MA New Listings

Winchester Town Center homes for sale
The Flats homes for sale

Cambridge homes for sale
Boston homes for sale
Newton homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 01890, MA

Sale history for 3 Glengarry Rd

Tax history for 3 Glengarry Rd

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 01890

Home values near 3 Glengarry Rd

More real estate resources