SOLD DEC 8, 2025

Off Market Dec 2025 for $1.8M

$2,553,688

Est. refi paymentEst. refi $1,008/mo

•

3,521

sq ft

19 Glengarry Rd, Winchester, MA 01890

About this home

A truly special opportunity to own a home in one of Winchester’s most desirable neighborhoods, just outside the vibrant town center! Welcome to 19 Glengarry Road~ this character-filled residence offers the perfect blend of charm, warmth & potential, making it ideal for buyers looking to personalize & create their dream home. Nestled in a top neighborhood near wedge pond, the home boasts classic details throughout, from original woodwork, beautiful fireplaces & hardwood floors to cozy, sun filled living spaces incl. a dreamy sun porch overlooking gorgeous back yard. 4 bedrooms & 2 baths on the 2nd floor, while the 3rd floor offers 2 additional beds. Full basement with flex living spaces including an additional bed or office & full bath. A large yard awaits with access/ frontage all the way to Grassmere Ave. With easy access to schools, shops, restaurants & the commuter rail, you’ll enjoy the best of Winchester living with unmatched convenience & one of the best neighborhoods around!

Single-familyProperty Type

1897Year Built

10,838 sq ftLot Size

$725Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Kim Covino & Co. Team • Compass

Bought with Karen Garrett • Better Homes and Gardens Real Estate - The Shanahan Group

Redfin checked: 3 minutes ago

•Source:MLS PIN #73418086

Redfin Estimate

$2,553,688

$729K since sold in December 2025$53K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3.5% higher than the average sale price ($2.47M) of 6 comparable homes.

SOLD JUL 10, 2026
$2,700,000
A
7 beds3.5 baths3,676 sq ft
15 Yale St, 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 JUN 9, 2026
$2,100,000
C
6 beds2.5 baths4,104 sq ft
15 Wildwood St, Winchester, MA 01890
SOLD JUN 30, 2026
$2,400,000
D
5 beds3.5 baths4,822 sq ft
216 Highland Ave, Winchester, MA 01890
SOLD JUL 15, 2026
$2,600,000
E
6 beds4 baths4,540 sq ft
47 Yale St, Winchester, MA 01890
SOLD JUL 7, 2026
$2,800,000
F
6 beds3.5 baths4,573 sq ft
7 Cliff St, Winchester, MA 01890

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Earn from this home

Sell

$983,127

Est. take-home

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Refinance

Est. cash available

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Rent

$6,029/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

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$1,325,000
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9 Priscilla Ln, Winchester, MA 01890
OPEN SAT, 11AM TO 12PM
$619,000
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23 Shepard Ct #23, Winchester, MA 01890
OPEN SAT, 11AM TO 12PM
$1,099,000
4 beds2.5 baths2,411 sq ft
24 Richardson St, Winchester, MA 01890
$1,050,000
5 beds2.5 baths2,801 sq ft
257 Cross St, Winchester, MA 01890
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
OPEN SAT, 2PM TO 3PM
$2,849,000
5 beds4.5 baths5,058 sq ft
7 Viking Rd, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 19 Glengarry Rd

Year

Property tax

Land + Additions

Assessment*

2025

$20,054 (+7.9%)

$1,084,800 + $723,500

$1,808,300

2023

$18,585 (+2.5%)

$1,052,900 + $690,700

$1,743,600

2022

$18,137 (+5.6%)

$893,400 + $556,400

$1,449,800

2021

$17,168 (+3.6%)

$781,700 + $556,400

$1,338,100

2020

$16,579 (+10.2%)

$781,700 + $556,400

$1,338,100

2019

$15,045 (+1.9%)

$686,000 + $556,400

$1,242,400

2018

$14,769 (+3.8%)

$670,000 + $541,600

$1,211,600

2017

$14,224 (+6.8%)

$637,300 + $521,000

$1,158,300

2016

$13,322 (+2.5%)

$637,300 + $503,300

$1,140,600

2015

$12,997 (+0.8%)

$579,100 + $491,500

$1,070,600

2014

$12,888 (−0.9%)

$526,500 + $491,500

$1,018,000

2013

$13,000 (+3.8%)

$526,500 + $491,500

$1,018,000

2012

$12,525 (+3.7%)

$506,500 + $491,500

$998,000

2011

$12,076 (+4.1%)

$506,500 + $491,500

$998,000

2010

$11,595 (+2.1%)

$515,900 + $491,500

$1,007,400

2009

$11,353

$515,900 + $491,500

$1,007,400

Tax history for 19 Glengarry Rd

Year

Property tax

Land + Additions

Assessment*

2025

$20,054 (+7.9%)

$1,084,800 + $723,500

$1,808,300

2023

$18,585 (+2.5%)

$1,052,900 + $690,700

$1,743,600

2022

$18,137 (+5.6%)

$893,400 + $556,400

$1,449,800

2021

$17,168 (+3.6%)

$781,700 + $556,400

$1,338,100

2020

$16,579 (+10.2%)

$781,700 + $556,400

$1,338,100

2019

$15,045 (+1.9%)

$686,000 + $556,400

$1,242,400

2018

$14,769 (+3.8%)

$670,000 + $541,600

$1,211,600

2017

$14,224 (+6.8%)

$637,300 + $521,000

$1,158,300

2016

$13,322 (+2.5%)

$637,300 + $503,300

$1,140,600

2015

$12,997 (+0.8%)

$579,100 + $491,500

$1,070,600

2014

$12,888 (−0.9%)

$526,500 + $491,500

$1,018,000

2013

$13,000 (+3.8%)

$526,500 + $491,500

$1,018,000

2012

$12,525 (+3.7%)

$506,500 + $491,500

$998,000

2011

$12,076 (+4.1%)

$506,500 + $491,500

$998,000

2010

$11,595 (+2.1%)

$515,900 + $491,500

$1,007,400

2009

$11,353

$515,900 + $491,500

$1,007,400

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

Public record

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

0.25 Acres

Year renovated

—

Sq. Ft.

3,492

Year built

1897

Style

Single Family Residential

County

Middlesex County

APN

1488799S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 30, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 1
# of Covered Spaces: 1
Open Parking Spaces: 3
Parking Spaces: 4
AttachedGarageYN: Yes
Parking Features: Under, Paved Drive

Interior

Virtural Tour Information
Virtual Tour 1 (External Link)

Master Bedroom Information
Area: 208
Length: 16
Width: 13
Level: Second
Features: Closet,Flooring - Hardwood,Recessed Lighting

Bedroom #2 Information
Area: 195
Length: 15
Width: 13
Level: Second
Features: Closet,Flooring - Hardwood,Recessed Lighting

Bedroom #3 Information
Area: 196
Length: 14
Width: 14
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #4 Information
Area: 150
Length: 15
Width: 10
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #5 Information
Area: 260
Length: 20
Width: 13
Level: Third
Features: Closet,Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 1

Bathroom #1 Information
Area: 15
Length: 5
Width: 3
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Area: 54
Length: 9
Width: 6
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile

Bathroom #3 Information
Area: 27
Length: 9
Width: 3
Level: Second
Features: Bathroom - Full,Bathroom - With Shower Stall

Living Room Information
Area: 180
Length: 12
Width: 15
Level: First
Features: Flooring - Hardwood,Exterior Access,Open Floorplan,Recessed Lighting

Family Room Information
Area: 256
Length: 16
Width: 16
Level: First
Features: Closet/Cabinets - Custom Built,Exterior Access,Recessed Lighting

Dining Room Information
Area: 221
Length: 17
Width: 13
Level: First
Features: Flooring - Hardwood,Open Floorplan,Lighting - Overhead

Kitchen Information
Area: 340
Length: 20
Width: 17
Level: First
Features: Flooring - Stone/Ceramic Tile,Dining Area,Breakfast Bar / Nook,Exterior Access,Recessed Lighting,Gas Stove

Office Room Information
Area: 110
Length: 11
Width: 10
Level: Basement
Features: Bathroom - Full

Basement Information
Basement: Full, Partially Finished

Laundry Information
Laundry Dimen: 17X12
Laundry Features: In Basement

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 3
Fireplace Features: Dining Room, Family Room, Master Bedroom

Appliances
Appliances: Range, Dishwasher, Disposal, Trash Compactor, Refrigerator, Freezer, Washer, Dryer

Interior Features
# of Rooms (Total): 13
Flooring: Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
Interior Features: Bathroom - With Shower Stall, Closet, Bathroom - Full, Bathroom, Bedroom, Foyer, Office

Exterior

Building Information
Building Area (Total): 3,521
Foundation Details: Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate,Renovated Since
Color: Grey

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch - Enclosed, Screened
Exterior Features: Porch - Enclosed, Porch - Screened

Property Information
PropertySubType: Single Family Residence
Above Grade Finished Area: 2808
Below Grade Finished Area: 713

Lot Information
Lot Size (Acres): 0.25
Lot Features: Gentle Sloping
ViewYN: Has View
View: Scenic View(s)

Financial

Tax Information
Tax Annual Amount: $20,054
Tax Year: 2025

Utilities

Utility Information
Utilities: for Gas Range
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Natural Gas
Cooling: Central Air

Location

School Information
Elementary School: Ambrose
Middle Or Junior School: Mccall
High School: Whs

Location Information
Directions: Church or Wildwood to Pine to Glengarry
UnparsedAddress: 19 Glengarry Road, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Highway Access, House of Worship, Public School, T-Station

Public facts

Beds: 6
Baths: 3.5
Sq. Ft.: 3,492
Stories: 2.0
Lot Size: 0.25 acres
Style: Single Family Residential
Year Built: 1897
Year Renovated: —
County: Middlesex County
APN: 1488799S

Home facts updated by county records on Jul 30, 2026

Other

Miscellaneous Information
Heat Zones: 1

Listing Information
StandardStatus: Closed

Around this home

Schools

Ambrose Elementary School

Public K-5 • Assigned • 0.8mi

10/10

McCall Middle School

Public 6-8 • Assigned • 0.4mi

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

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, 15 days in 30 years

6/10 Wind Factor

54% 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 9.2 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

$2.43M – $2.94M

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Home values near 19 Glengarry Rd

Data from public records.

Address	Redfin Estimate
7 Glengarry Road, Winchester, MA 6 Beds \| 5 Baths \| 4965 Sq. Ft.	$2,473,262
17 Glengarry Road, Winchester, MA 6 Beds \| 2.5 Baths \| - Sq. Ft.	$2,431,314

Address	Redfin Estimate
9 Glengarry Road, Winchester, MA 6 Beds \| 4.5 Baths \| 4489 Sq. Ft.	$2,798,123
12 Glengarry Road, Winchester, MA 7 Beds \| 1.5 Baths \| 3008 Sq. Ft.	$2,053,337

Address	Redfin Estimate
15 Glengarry Road, Winchester, MA 6 Beds \| 4.5 Baths \| 5300 Sq. Ft.	$2,630,345
10 Glengarry Road, Winchester, MA 6 Beds \| 2.5 Baths \| 2845 Sq. Ft.	$1,962,707

Property information provided by MLS PIN when last listed in 2025. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 01890, MA

Sale history for 19 Glengarry Rd

Tax history for 19 Glengarry Rd

Public record

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 19 Glengarry Rd

More real estate resources