19 Glengarry Road, Winchester MA 01890

Winchester, MA 01890 • Top neighborhood near town center
$1,975,000
Est. $10,512/month
6
Beds
3.5
Baths
3,521
Sq Ft
$561
Price/Sq Ft
0.25
Acres
1897
Year Built
Single Family Residence
Type
43
Days on Market
Active Price Drop -$124,000 Open House Listed Sep 26, 2025 • MLS# 73418086

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!

Open House Schedule

27
Sep
Saturday, September 27
1:00 PM - 2:30 PM EDT

Facts & Features

Property Overview

Property Type
Single Family Residence
Property Category
Residential
Year Built
1897
Bedrooms
6
Full Bathrooms
3
Half Bathrooms
1
Living Area
3,521 sq ft
Total Rooms
13

Interior Features

Flooring
Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
Heating
Forced Air, Natural Gas
Has Heating
Yes
Cooling
Central Air
Has Cooling
Yes
Fireplace Features
Dining Room, Family Room, Master Bedroom
Has Fireplace
Yes
Number of Fireplaces
3
Appliances
Range, Dishwasher, Disposal, Trash Compactor, Refrigerator, Freezer, Washer, Dryer
Interior Features
Bathroom - With Shower Stall, Closet, Bathroom - Full, Bathroom, Bedroom, Foyer, Office
Laundry Features
In Basement
Basement Details
Full, Partially Finished

Exterior & Structure

Construction Materials
Frame
Architectural Style
Colonial
Roof
Shingle
Foundation
Stone
Exterior Features
Porch - Enclosed, Porch - Screened
Patio/Porch Features
Porch - Enclosed, Screened
Has Spa
No
View
Scenic View(s)
Has View
Yes
Waterfront Property
No

Lot & Land

Lot Size
0.25 acres
Lot Size
10,838 sq ft
Lot Size Area
0.2500
Lot Features
Gentle Sloping

Parking & Garage

Garage Spaces
1
Has Garage
Yes
Attached Garage
Yes
Has Carport
No
Total Non-Garage Parking Spaces
3
Parking Features
Under, Paved Drive
Covered Parking Spaces
1

Utilities & Systems

Utilities Available
for Gas Range
Water Source
Public
Sewer
Public Sewer

Community & HOA

Subdivision
Top neighborhood near town center
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
HOA
No
Senior Community
No

Financial & Tax Information

Annual Tax Amount
$20,054
Tax Year
2025
Tax Assessed Value
$1,808,300
Parcel Number
M:016 B:0230 L:0,899081
Zoning
RDB

Additional Details

Year Built Source
Public Records
Year Built Details
Approximate,Renovated Since
Attached Property
No

Location

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Neighborhood

Top neighborhood near town center

19 Glengarry Road, Winchester MA 01890

Winchester, MA 01890

Walkability

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Schools

Elementary School
Ambrose
Rating information coming soon
Middle School
Mccall
Rating information coming soon
High School
Whs
Rating information coming soon

Monthly Payment Calculator

%
%
Estimated Monthly Payment $0

Payment Breakdown

Principal & Interest $0
Property Tax $1,671
Homeowners Insurance $200
PMI $0

Property History

Market Insights

1
Price Changes
5.9%
Price Range

Property Timeline

Price Reduced
Sep 25, 2025
$1,975,000 $124,000 (-5.91%)
From $2,099,000 to $1,975,000 (-5.9%)
🏠
Listed for Sale
Aug 14, 2025
$2,099,000
Original listing
Agent: Kim Covino & Co. Team Office: Compass

Price & Status History

Date Event Price Change
Sep 25, 2025 Price Changed $1,975,000 -$124,000
Aug 14, 2025 New Listing Added $2,099,000

Market Statistics

Days on Market
43 days
Price per Sq Ft
$561
Total Price Drop
-$124,000

Tax History

Year Taxes Assessment
2025 $20,054 $1,808,300

Financial Details

Annual Property Tax
$20,054
Tax Year 2025
Assessed Value
$1,808,300

Listing Information

Listing Agent Kim Covino & Co. Team
Listing Office Compass
Agent MLS ID TM347383
Office MLS ID AN6433

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