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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!
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Top neighborhood near town center
19 Glengarry Road, Winchester MA 01890
Winchester, MA 01890
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Property History
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Property Timeline
Price Reduced
Sep 25, 2025Listed for Sale
Aug 14, 2025Date | Event | Price | Change | $/sqft | Details |
---|---|---|---|---|---|
09/25/2025 | ↓ Price Reduced | $1,975,000 | $124,000 | - | From $2,099,000 to $1,975,000 (-5.9%) |
08/14/2025 | 🏠 Listed for Sale | $2,099,000 | - | - | Original listing |