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!
Listed by Kim Covino
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Compass
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781-249-3854
Listed by Kim Covino & Co. Team
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Compass
Last updated August 29, 2025
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Source: MLSPin #73418086
Listing Facts
TypeSingle-family
NeighborhoodThe Flats
Bedrooms6
Bathrooms4
Days on Prevu24
Taxes$20,054/year
Size3,521 sqft
Price per sqft$596
Amenities
Dishwasher
Private Outdoor Space
Washer/Dryer
Air Conditioning
Parking
Location
Mortgage Calculator
Listing History
08/14/2025
Listed by Compass
$2,099,000
Property Details for 19 Glengarry Road
Association
Amenities
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
Subdivision Name: Top Neighborhood Near Town Center
Parking
Parking
Attached Garage: Yes
Covered Spaces: 1
Garage Spaces: 1
Garage: Yes
Open Parking: Yes
Parking Features: Under, Paved Drive
Parking Total: 3
Schools
Elementary School
Elementary School: Ambrose
High School
High School: Whs
Middle or Junior School
Middle Or Junior School: Mccall
Utilities
Equipment
Cooling: Central Air
Has Cooling: Yes
Heating: Forced Air, Natural Gas
Has Heating: Yes
Laundry Features: In Basement
Sewer: Public Sewer
Utilities: For Gas Range
Water Source: Public
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