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!
Sold for $1,825,000 on 12/08/25
$1,825,000
19 Glengarry Rd, Winchester, MA 01890
6beds
3,521sqft
Single Family Residence
Built in 1897
10,838 Square Feet Lot
$1,826,600 Zestimate®
$518/sqft
$5,778 Estimated rent
Home value
$1,826,600
$1.72M - $1.95M
$5,778/mo
Zestimate® history
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What's special
Zillow last checked: 8 hours ago
Listing updated: December 10, 2025 at 08:34am
Listed by:
Kim Covino & Co. Team 781-249-3854,
Compass 781-219-0313,
Kim Covino 781-249-3854
Bought with:
Karen S. Garrett
Better Homes and Gardens Real Estate - The Shanahan Group
Source: MLS PIN,MLS#: 73418086
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Features: Closet, Flooring - Hardwood, Recessed Lighting
- Level: Second
- Area: 208
- Dimensions: 16 x 13
Bedroom 2
- Features: Closet, Flooring - Hardwood, Recessed Lighting
- Level: Second
- Area: 195
- Dimensions: 15 x 13
Bedroom 3
- Features: Closet, Flooring - Hardwood
- Level: Second
- Area: 196
- Dimensions: 14 x 14
Bedroom 4
- Features: Closet, Flooring - Hardwood
- Level: Second
- Area: 150
- Dimensions: 15 x 10
Bedroom 5
- Features: Closet, Flooring - Hardwood
- Level: Third
- Area: 260
- Dimensions: 20 x 13
Bathroom 1
- Features: Bathroom - Half
- Level: First
- Area: 15
- Dimensions: 5 x 3
Bathroom 2
- Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile
- Level: Second
- Area: 54
- Dimensions: 9 x 6
Bathroom 3
- Features: Bathroom - Full, Bathroom - With Shower Stall
- Level: Second
- Area: 27
- Dimensions: 9 x 3
Dining room
- Features: Flooring - Hardwood, Open Floorplan, Lighting - Overhead
- Level: First
- Area: 221
- Dimensions: 17 x 13
Family room
- Features: Closet/Cabinets - Custom Built, Exterior Access, Recessed Lighting
- Level: First
- Area: 256
- Dimensions: 16 x 16
Kitchen
- Features: Flooring - Stone/Ceramic Tile, Dining Area, Breakfast Bar / Nook, Exterior Access, Recessed Lighting, Gas Stove
- Level: First
- Area: 340
- Dimensions: 20 x 17
Living room
- Features: Flooring - Hardwood, Exterior Access, Open Floorplan, Recessed Lighting
- Level: First
- Area: 180
- Dimensions: 12 x 15
Office
- Features: Bathroom - Full
- Level: Basement
- Area: 110
- Dimensions: 11 x 10
Heating
- Forced Air, Natural Gas
Cooling
- Central Air
Appliances
- Laundry: In Basement
Features
- Bathroom - With Shower Stall, Closet, Bathroom - Full, Bathroom, Bedroom, Foyer, Office
- Flooring: Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
- Basement: Full,Partially Finished
- Number of fireplaces: 3
- Fireplace features: Dining Room, Family Room, Master Bedroom
Interior area
- Total structure area: 3,521
- Total interior livable area: 3,521 sqft
- Finished area above ground: 2,808
- Finished area below ground: 713
Property
Parking
- Total spaces: 4
- Parking features: Under, Paved Drive
- Attached garage spaces: 1
- Uncovered spaces: 3
Features
- Patio & porch: Porch - Enclosed, Screened
- Exterior features: Porch - Enclosed, Porch - Screened
- Has view: Yes
- View description: Scenic View(s)
Lot
- Size: 10,838 sqft
- Features: Gentle Sloping
Details
- Parcel number: M:016 B:0230 L:0,899081
- Zoning: RDB
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Stone
- Roof: Shingle
Condition
- Year built: 1897
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range
Community & neighborhood
Community
- 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
Location
- Region: Winchester
- Subdivision: Top neighborhood near town center
Price history
| Date | Event | Price |
|---|---|---|
| 12/8/2025 | Sold | $1,825,000-7.6%$518/sqft |
Source: MLS PIN #73418086 Report a problem | ||
| 11/10/2025 | Contingent | $1,975,000$561/sqft |
Source: MLS PIN #73418086 Report a problem | ||
| 9/25/2025 | Price change | $1,975,000-5.9%$561/sqft |
Source: MLS PIN #73418086 Report a problem | ||
| 8/14/2025 | Listed for sale | $2,099,000$596/sqft |
Source: MLS PIN #73418086 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $20,054 +1.5% | $1,808,300 +3.7% |
| 2024 | $19,755 +6.3% | $1,743,600 +10.7% |
| 2023 | $18,585 +2.5% | $1,575,000 +8.6% |
Find assessor info on the county website
Neighborhood: 01890
Nearby schools
GreatSchools rating
- 8/10Ambrose Elementary SchoolGrades: K-5Distance: 0.8 mi
- 8/10McCall Middle SchoolGrades: 6-8Distance: 0.4 mi
- 9/10Winchester High SchoolGrades: 9-12Distance: 0.5 mi
Schools provided by the listing agent
- Elementary: Ambrose
- Middle: Mccall
- High: Whs
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$1,826,600
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$1,826,600