19 Glengarry Road
Winchester, MA, 01890
$1,975,000
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!
Current real estate data for Single Family in Winchester as of Oct 07, 2025
62
Single Family Listed
64
Avg DOM
551
Avg $ / SqFt
$2,270,911
Avg List Price
Property Details
Price:
$1,975,000
MLS #:
73418086
Status:
Active
Beds:
6
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Top neighborhood near town center
Listed Date:
Aug 14, 2025
Finished Sq Ft:
3,521
Total Sq Ft:
3,521
Lot Size:
10,838 sqft / 0.25 acres (approx)
Year Built:
1897
Schools
Elementary School:
Ambrose
Middle School:
Mccall
High School:
Whs
Interior
Appliances
Range, Dishwasher, Disposal, Trash Compactor, Refrigerator, Freezer, Washer, Dryer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
3
Flooring
Hardwood, Flooring – Hardwood, Flooring – Stone/Ceramic Tile
Heating
Forced Air, Natural Gas
Laundry Features
In Basement
Exterior
Architectural Style
Colonial
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
Construction Materials
Frame
Exterior Features
Porch – Enclosed, Porch – Screened
Parking Features
Under, Paved Drive
Parking Spots
3
Roof
Shingle
Financial
Tax Year
2025
Taxes
$20,054
Map
Contact Us
Mortgage Calculator
Community
- Address19 Glengarry Road Winchester MA
- SubdivisionTop neighborhood near town center
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Close to Wright Locke Farm
- Cox Road / High St Extension neighborhood
- East SIde near town forest!!
- Everett/ Stratford
- Flats location
- FLATS location Across from Wedgemere/Oxford
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Ledgewood Estates
- Middlesex
- Myopia Hill/ Winchester Country Club Area
- Near VO school
- old village/ West side
- The Flats
- Top neighborhood near town center
- West side
Property Summary
- Located in the Top neighborhood near town center subdivision, 19 Glengarry Road Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $1,975,000 and features 6 beds, 4 baths, and has approximately 3,521 square feet of living space, and was originally constructed in 1897. The current price per square foot is $561. The average price per square foot for Single Family listings in Winchester is $551. The average listing price for Single Family in Winchester is $2,270,911. To schedule a showing of MLS#73418086 at 19 Glengarry Road in Winchester, MA, contact your Boardwalk Real Estate Corp. agent at 781-944-7820.
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CRP: Certified Relocation Professional CRS: Certified Residential Specialist GRI: Graduate of Realtors Institute CBR: Certified Buyers Representative BSBA: Bachelor of Science in Business Administration. Babson College 1979 MBA: Master of Business Administration. Babson College 2002 James M. Joly is President and Principal-Owner of Boardwalk Real Estate Corp.,…
More About JamesCourtesy of Compass. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information 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. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
19 Glengarry Road
Winchester, MA