Sold
Last Sold Price
6 beds3,521 sqft

19 Glengarry Rd, Winchester, MA 01890

Single FamilyProperty Type
0.25 acresLot Size
1897Year Built
$518/sq ftPrice per sq ft
4 carsParking Spaces

Description

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...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!
Listing Agents
  1. Kim Covino and Co

    Kim Covino and Co

    Listing Agent

    Compass

    P: (781) 249-3854

    M: (781) 249-3854

  2. Kim Covino

    Kim Covino

    Alternative Listing Agent

    Compass

    P: (781) 249-3854

    M: (781) 249-3854

Listing closed: 12/08/2025 12:00 AM • Source: MLS PIN, MLS#: 73418086

Recent comparable sales

Median sold price

$2,175,000

Avg days on market

31

Sale-to-list ratio

101.0%

Winchester, MA

9 comparable properties found

a front view of a house with a yard and garage
1/38
1

$2,200,000

Sold 07/09/25

6
Bedrooms
3,901
Square Feet
0.28
Acres
$2,200,000 | 7 Herrick Street, Winchester, MA 01890
1/43
2

$2,200,000

Sold 11/21/24

6
Bedrooms
3,969
Square Feet
0.33
Acres
a front view of a building with a garden
1/43
3

$2,350,000

Sold 06/16/25

6
Bedrooms
4,212
Square Feet
0.26
Acres
$1,517,500 | 14 Henry Street, Winchester, MA 01890
1/43
4

$1,517,500

Sold 01/09/25

6
Bedrooms
3,091
Square Feet
0.27
Acres
a front view of house with yard and green space
1/43
5

$2,400,000

Sold 10/28/24

6
Bedrooms
4,138
Square Feet
0.36
Acres
a front view of a house with a yard table and chairs
1/41
6

$1,850,000

Sold 03/26/26

5
Bedrooms
3,294
Square Feet
0.29
Acres
a front view of a house with a yard
1/37
7

$1,875,000

Sold 12/23/24

5
Bedrooms
3,376
Square Feet
0.25
Acres
a front view of a house with garden
1/2
8

$2,050,000

Sold 01/24/25

5
Bedrooms
3,450
Square Feet
0.23
Acres
a living room with furniture a large window and a fireplace
1/41
9

$2,175,000

Sold 08/14/25

6
Bedrooms
4,667
Square Feet
0.26
Acres

Location

Sold By Better Homes and Gardens Real Estate - The Shanahan Group, Karen S. Garrett

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Payment Calculator

$11,414 per month

30 year fixed, 7.03% Interest

Principal and Interest

$9,743

Property Taxes

$1,671

HOA Dues

$0

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Property Information for 19 Glengarry Road

Property Details

  • Taxes: $20,054 / year
  • MLS Type: Single Family / Detached
  • Town: Winchester
  • Area: MA-Winchester
  • Architectural Style: Colonial
  • Style: Colonial
  • Garage Spaces: 1
  • Open Parking Spaces: 4.00
  • Parking Spaces Total: 4

Building Information

  • Year Built: 1897
  • Lot Size: 0.25 AC / 10,838 SF

General Details

Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Tennis Court, Park, Walk/Jog Trails, Medical Facility, Bike Path, Highway Access, House of Worship, Public School, T-Station
  • Current Financing: Conv. Fixed
  • Living Area: 3521.0
  • Color: Grey
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Year Built Details: Approximate,Renovated Since
  • Year Built Source: Public Records
Location/School
  • Grade School: Ambrose
  • High School: Whs
  • Middle School: Mccall
  • Neighborhood: Top neighborhood near town center

Features

Interior Features
  • Appliances: Range, Dishwasher, Disposal, Trash Compactor, Refrigerator, Freezer, Washer, Dryer
  • Basement Features: Full, Partially Finished
  • Num of Baths: 4.0
  • Num of Full Baths: 3
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 3.50
  • Bathrooms Total Integer: 4
  • FireplaceFeatures: Dining Room, Family Room, Master Bedroom
  • FireplaceYN: Yes
  • Fireplaces: 3
  • Flooring: Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
  • Interior Features: Bathroom - With Shower Stall, Closet, Bathroom - Full, Bathroom, Bedroom, Foyer, Office
  • Laundry Features: In Basement
  • SpaYN: No
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch - Enclosed, Porch - Screened
  • Exterior Features: Porch - Screened
  • Lot Description: Gentle Sloping
  • Patio And Porch Features: Porch - Enclosed, Screened
  • Roof Material: Shingle
  • View: Scenic View(s)
  • View: Yes
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 1.00
  • Garage: Yes
  • Garage Parking: Under, Paved Drive
  • Open Parking: Yes
  • Parking Features: Under, Paved Drive
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Heating: Forced Air, Natural Gas
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range
  • Water: Public

Room Information

Primary Bedroom
  • Room Primary Bedroom Area: 208.0
  • Room Primary Bedroom Features: Closet,Flooring - Hardwood,Recessed Lighting
  • Room Primary Bedroom Length: 16.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 13.0
Bedroom 2
  • Bedroom2 Area: 195.0
  • Bedroom2 Features: Closet,Flooring - Hardwood,Recessed Lighting
  • Bedroom2 Length: 15.0
  • Bedroom2 Level: Second
  • Bedroom2 Width: 13.0
Bedroom 3
  • Bedroom3 Area: 196.0
  • Bedroom3 Features: Closet,Flooring - Hardwood
  • Bedroom3 Length: 14.0
  • Bedroom3 Level: Second
  • Bedroom3 Width: 14.0
Bedroom 4
  • Bedroom4 Area: 150.0
  • Bedroom4 Features: Closet,Flooring - Hardwood
  • Bedroom4 Length: 15.0
  • Bedroom4 Level: Second
  • Bedroom4 Width: 10.0
Bedroom 5
  • Bedroom5 Area: 260.0
  • Bedroom5 Features: Closet,Flooring - Hardwood
  • Bedroom5 Length: 20.0
  • Bedroom5 Level: Third
  • Bedroom5 Width: 13.0
Bathroom 1
  • Bathroom1 Area: 15.0
  • Bathroom1 Features: Bathroom - Half
  • Bathroom1 Length: 5.0
  • Bathroom1 Level: First
  • Bathroom1 Width: 3.0
Bathroom 2
  • Bathroom2 Area: 54.0
  • Bathroom2 Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile
  • Bathroom2 Length: 9.0
  • Bathroom2 Level: Second
  • Bathroom2 Width: 6.0
Bathroom 3
  • Bathroom3 Area: 27.0
  • Bathroom3 Features: Bathroom - Full,Bathroom - With Shower Stall
  • Bathroom3 Length: 9.0
  • Bathroom3 Level: Second
  • Bathroom3 Width: 3.0
Dining Room
  • Dining Room Area: 221.0
  • Dining Room Features: Flooring - Hardwood,Open Floorplan,Lighting - Overhead
  • Dining Room Length: 17.0
  • Dining Room Level: First
  • Dining Room Width: 13.0
Family Room
  • Family Room Area: 256.0
  • Family Room Features: Closet/Cabinets - Custom Built,Exterior Access,Recessed Lighting
  • Family Room Length: 16.0
  • Family Room Level: First
  • Family Room Width: 16.0
Kitchen
  • Kitchen Area: 340.0
  • Kitchen Features: Flooring - Stone/Ceramic Tile,Dining Area,Breakfast Bar / Nook,Exterior Access,Recessed Lighting,Gas Stove
  • Kitchen Length: 20.0
  • Kitchen Level: First
  • Kitchen Width: 17.0
Laundry
  • Laundry Dimen: 17X12
Living Room
  • Room Living Room Area: 180.0
  • Room Living Room Features: Flooring - Hardwood,Exterior Access,Open Floorplan,Recessed Lighting
  • Room Living Room Length: 12.0
  • Room Living Room Level: First
  • Room Living Room Width: 15.0
Other Room 1
  • Room Office Area: 110.0
  • Room Office Features: Bathroom - Full
  • Room Office Length: 11.0
  • Room Office Level: Basement
  • Room Office Width: 10.0

Property Information

Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
Tax Information
  • Tax ID: M:016 B:0230 L:0,899081
  • Assessments: $1,808,300
  • Book: 0
  • Tax Year: 2025
  • Zoning: RDB

Building / Association Information

Living Characteristics
  • Beds Total: 6
Other Building Characteristics
  • Foundation: Stone
  • Cooling Zones: 1
  • Heat Zones: 1
Complex & Association Information
  • Adult Community: No

Property History for 19 Glengarry Road

DateEvent & SourcePriceAppreciation
Dec 8, 2025

Sold

MLS PIN #73418086

$1,825,000—
Nov 8, 2025

Under Agreement

MLS PIN #73418086

—
Nov 8, 2025

Contingent

MLS PIN #73418086

—
DateEvent & SourcePrice
12/08/2025

Sold

MLS PIN #73418086

$1,825,000
11/08/2025

Under Agreement

MLS PIN #73418086

—
11/08/2025

Contingent

MLS PIN #73418086

—

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 19 Glengarry Road

Taxable Value

Land

$1,084,800

Additions

$723,500
Total$1,808,300

Tax Record

2025

$20,054 ($1,671 / month)

Home Facts

Beds

6

Baths

3.5

Total Finished SqFt

3,492 SqFt

Above Grade Finished SqFt

3,492 SqFt

Unfinished Basement SqFt

540 SqFt

Stories

2

Lot Size

10,838 SqFt

Style

Single Family Residence

Year Built

1897

Year Renovated

1897

Zoning

RDB

County

MIDDLESEX

APN

WINC M:016 B:0230 L:0

Schools near 19 Glengarry Road

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Ambrose Elementary School
PublicK to 5

McCall Middle School
Public6 to 8

Winchester High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 19 Glengarry Road, Winchester, MA 01890
$1,825,000
6
3,521
10,838
$2,350,000
5
4,273
7,954
$510,000
6
–
–
$311,000
–
–
–
–
$1,300,000
6
3,300
7,875
$865,000
7
3,008
7,043

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.