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
$1,825,000
19 Glengarry Rd, Winchester, MA 01890
6beds
3,521sqft
Single Family Residence
Built in 1897
10,838 Square Feet Lot
$1,865,500 Zestimate®
$518/sqft
$7,311 Estimated rent
Home value
$1,865,500
$1.73M - $2.01M
$7,311/mo
Zestimate® history
Owner options
List your home for rent
$7,311/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$7,311/mo
Rent Zestimate®
Refinance and save
$9,252/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$9,252/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Original woodworkCharacter-filled residenceHardwood floorsLarge yardDreamy sun porchBeautiful fireplaces
Zillow last checked:
Listing updated:
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
- Included: Range, Dishwasher, Disposal, Trash Compactor, Refrigerator, Freezer, Washer, Dryer
- 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 Square Feet
- 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 & HOA
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: Top neighborhood near town center
HOA
- Has HOA: No
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $518/sqft
- Tax assessed value: $1,808,300
- Annual tax amount: $20,054
- Date on market: 10/28/2025
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% |
| 2022 | $18,137 +5.6% | $1,449,800 +8.3% |
| 2021 | $17,168 +3.6% | $1,338,100 |
| 2020 | $16,579 +10.2% | $1,338,100 +7.7% |
| 2019 | $15,045 +1.9% | $1,242,400 +2.5% |
| 2018 | $14,769 +3.8% | $1,211,600 +4.6% |
| 2017 | $14,224 +6.8% | $1,158,300 +1.6% |
| 2016 | $13,322 +2.5% | $1,140,600 +6.5% |
| 2015 | $12,997 +0.8% | $1,070,600 +5.2% |
| 2014 | $12,888 -0.9% | $1,018,000 |
| 2013 | $13,000 +3.8% | $1,018,000 +2% |
| 2012 | $12,525 +3.7% | $998,000 |
| 2011 | $12,076 +4.1% | $998,000 -0.9% |
| 2010 | $11,595 +2.1% | $1,007,400 |
| 2009 | $11,353 +3.8% | $1,007,400 -2.6% |
| 2008 | $10,937 +1.4% | $1,034,700 -0.9% |
| 2007 | $10,781 +2.2% | $1,043,700 +2.6% |
| 2006 | $10,545 +3.9% | $1,016,900 +4.4% |
| 2005 | $10,150 -6.1% | $974,100 +2.5% |
| 2004 | $10,814 +3.9% | $950,300 +3.9% |
| 2003 | $10,406 +20.9% | $914,400 +17.5% |
| 2002 | $8,606 +47.6% | $778,100 +69.2% |
| 2000 | $5,831 -5.6% | $459,900 +9% |
| 1999 | $6,177 | $421,900 |
Find assessor info on the county website
Neighborhood: 01890
Nearby homes
- $2,211,6006 bd4 ba3.2k sqft17 Glengarry Rd, Winchester, MA 01890Off Market
- $2,350,0005 bd4 ba4.2k sqft5 Pine St, Winchester, MA 01890Sold
- $2,364,7004 bd4 ba3.3k sqft3 Pine St, Winchester, MA 01890Off Market
- $1,553,4003 bd1 ba2.4k sqft4 Grassmere Ave, Winchester, MA 01890Off Market
- $1,829,8007 bd1 ba3k sqft12 Glengarry Rd, Winchester, MA 01890Off Market
- $1,737,1006 bd2 ba3k sqft4 Pine St, Winchester, MA 01890Off Market
- $2,391,6006 bd4 ba4.8k sqft15 Glengarry Rd, Winchester, MA 01890Off Market
- $1,889,4006 bd2 ba2.8k sqft7 Pine St, Winchester, MA 01890Off Market
Nearby schools
GreatSchools rating
- 10/10Ambrose Elementary SchoolGrades: K-5Distance: 0.8 mi
- 9/10McCall Middle SchoolGrades: 6-8Distance: 0.4 mi
- 10/10Winchester 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.
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
$1,865,500
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
$1,865,500
- Massachusetts
- Middlesex County
- Winchester
- 01890
- 19 Glengarry Rd
Nearby cities
Nearby zip codes
Other Winchester Topics
