Seller's Agent in 2025
Kim Covino
Compass
(781) 249-3854
57 in this area
433 Total Sales
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!
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Quit Claim Deed | $1,825,000 | -- | |
| Deed | $159,000 | -- |
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $1,460,000 | New Conventional | |
| Previous Owner | $120,000 | No Value Available | |
| Previous Owner | $121,600 | No Value Available | |
| Previous Owner | $124,500 | No Value Available |
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 12/08/2025 12/08/25 | Sold | $1,825,000 | -7.6% | $518 / Sq Ft |
| 11/08/2025 11/08/25 | Pending | -- | -- | -- |
| 09/25/2025 09/25/25 | Price Changed | $1,975,000 | -5.9% | $561 / Sq Ft |
| 08/14/2025 08/14/25 | For Sale | $2,099,000 | -- | $596 / Sq Ft |
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $201 | $1,808,300 | $1,084,800 | $723,500 |
| 2024 | $19,755 | $1,743,600 | $1,052,900 | $690,700 |
| 2023 | $18,585 | $1,575,000 | $989,100 | $585,900 |
| 2022 | $18,137 | $1,449,800 | $893,400 | $556,400 |
| 2021 | $17,168 | $1,338,100 | $781,700 | $556,400 |
| 2020 | $16,579 | $1,338,100 | $781,700 | $556,400 |
| 2019 | $15,045 | $1,242,400 | $686,000 | $556,400 |
| 2018 | $14,769 | $1,211,600 | $670,000 | $541,600 |
| 2017 | $14,224 | $1,158,300 | $637,300 | $521,000 |
| 2016 | $13,322 | $1,140,600 | $637,300 | $503,300 |
| 2015 | $12,997 | $1,070,600 | $579,100 | $491,500 |
| 2014 | $12,888 | $1,018,000 | $526,500 | $491,500 |
Seller's Agent in 2025
Kim Covino
Compass
(781) 249-3854
57 in this area
433 Total Sales
Buyer's Agent in 2025
Karen Garrett
Better Homes and Gardens Real Estate - The Shanahan Group
(732) 995-9482
4 in this area
29 Total Sales
Source: MLS Property Information Network (MLS PIN)
MLS Number: 73418086
APN: WINC-000016-000230