$1,975,000
OPEN SUN 1PM - 2:30PM $124K PRICE DROP

19 Glengarry Rd Winchester, MA 01890

The Flats Neighborhood

Estimated payment $12,142/month

Total Views 9,572
6 Beds
3.5 Baths
3,521 Sq Ft
$561 Price per Sq Ft

Highlights

  • Medical Services
  • Scenic Views
  • Custom Closet System
  • Ambrose Elementary School Rated A
  • Open Floorplan
  • Colonial Architecture

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!

Listing Agent

Kim Covino

Compass Listed on: 08/14/2025

Compass

Open House Schedule

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $20,054

Year Built

  • Built in 1897

Lot Details

  • 0.25 Acre Lot
  • Gentle Sloping Lot
  • Property is zoned RDB

Parking

  • 1 Car Attached Garage
  • Tuck Under Parking
  • Driveway
  • Open Parking

Home Design

  • Colonial Architecture
  • Stone Foundation
  • Frame Construction
  • Shingle Roof

Interior Spaces

  • Open Floorplan
  • Recessed Lighting
  • Light Fixtures
  • Entrance Foyer
  • Family Room with Fireplace
  • Dining Room with Fireplace
  • 3 Fireplaces
  • Home Office
  • Screened Porch
  • Scenic Vista Views

Kitchen

  • Breakfast Bar
  • Stove
  • Range
  • Freezer
  • Dishwasher
  • Trash Compactor
  • Disposal

Flooring

  • Wood
  • Ceramic Tile

Bedrooms and Bathrooms

  • 6 Bedrooms
  • Fireplace in Primary Bedroom
  • Primary bedroom located on second floor
  • Custom Closet System
  • Bathtub with Shower
  • Separate Shower

Laundry

  • Dryer
  • Washer

Partially Finished Basement

  • Basement Fills Entire Space Under The House
  • Exterior Basement Entry
  • Laundry in Basement

Location

  • Property is near public transit
  • Property is near schools

Schools

  • Ambrose Elementary School
  • Mccall Middle School
  • WHS High School

Utilities

  • Forced Air Heating and Cooling System
  • 1 Cooling Zone
  • 1 Heating Zone
  • Heating System Uses Natural Gas

Listing and Financial Details

  • Assessor Parcel Number M:016 B:0230 L:0,899081

Community Details

Overview

  • No Home Owners Association
  • Top Neighborhood Near Town Center Subdivision

Amenities

  • Medical Services
  • Shops

Recreation

  • Tennis Courts
  • Park
  • Jogging Path
  • Bike Trail

Home Details

Home Type

Single Family

Est. Annual Taxes

$20,054

Year Built

Built in 1897

Lot Details

0

Parking

1

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Architectural Style: Colonial
  • Year Built: 1897
  • Subdivision Name: Top neighborhood near town center
  • Year Built Details: Approximate,Renovated Since
  • Special Features: OpenHouse

Interior Features

  • Flooring: Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
  • Interior Amenities: Bathroom - With Shower Stall, Closet, Bathroom - Full, Bathroom, Bedroom, Foyer, Office
  • Fireplace Features: Dining Room, Family Room, Master Bedroom
  • Fireplace YN: Yes
  • Fireplaces: 3
  • Appliances: Range, Dishwasher, Disposal, Trash Compactor, Refrigerator, Freezer, Washer, Dryer
  • Total Bedrooms: 6
  • Room Bedroom2 Level: Second
  • Room Bedroom2 Features: Closet, Flooring - Hardwood, Recessed Lighting
  • Room Bedroom3 Features: Closet, Flooring - Hardwood
  • Room Bedroom3 Level: Second
  • Room Bedroom4 Level: Second
  • Room Bedroom4 Features: Closet, Flooring - Hardwood
  • Room Bedroom5 Level: Third
  • Room Bedroom5 Features: Closet, Flooring - Hardwood
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Total Bathrooms: 4
  • Room Master Bedroom Features: Closet, Flooring - Hardwood, Recessed Lighting
  • Room Master Bedroom Level: Second
  • Bathroom 1 Features: Bathroom - Half
  • Bathroom 1 Level: First
  • Bathroom 2 Level: Second
  • Bathroom 2 Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile
  • Bathroom 3 Features: Bathroom - Full, Bathroom - With Shower Stall
  • Bathroom 3 Level: Second
  • Room Dining Room Features: Flooring - Hardwood, Open Floorplan, Lighting - Overhead
  • Room Dining Room Level: First
  • Room Family Room Level: First
  • Room Family Room Features: Closet/Cabinets - Custom Built, Exterior Access, Recessed Lighting
  • Room Kitchen Level: First
  • Room Kitchen Features: Flooring - Stone/Ceramic Tile, Dining Area, Breakfast Bar / Nook, Exterior Access, Recessed Lighting, Gas Stove
  • Laundry Features: In Basement
  • Room Living Room Level: First
  • Room Living Room Features: Flooring - Hardwood, Exterior Access, Open Floorplan, Recessed Lighting
  • Room Office Level: Basement
  • Room Office Features: Bathroom - Full
  • Basement: Full, Partially Finished
  • Above Grade Finished Sq Ft: 2808
  • Below Grade Sq Ft: 713
  • Living Area: 3521
  • Spa YN: No
  • MAIN LO: AN2383
  • Insulation: Mixed

Exterior Features

  • Exterior Features: Porch - Enclosed, Porch - Screened
  • Construction Materials: Frame
  • Foundation Details: Stone
  • Home Warranty YN: No
  • Patio And Porch Features: Porch - Enclosed, Screened
  • Roof: Shingle
  • View: Scenic View(s)
  • View YN: Yes
  • Waterfront YN: No

Garage/Parking

  • Garage Spaces: 1
  • Attached Garage YN: Yes
  • Carport Y N: No
  • Covered Parking Spaces: 1
  • Garage YN: Yes
  • Open Parking YN: Yes
  • Parking Features: Under, Paved Drive
  • Total Parking Spaces: 3

Utilities

  • Sewer: Public Sewer
  • Utilities: for Gas Range
  • Cooling: Central Air
  • Heating: Forced Air, Natural Gas
  • Cooling Y N: Yes
  • Heating YN: Yes
  • Water Source: Public
  • HEAT ZONES: 1
  • COOLING ZONES: 1

Condo/Co-op/Association

  • Association YN: No
  • 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
  • Senior Community YN: No

Lot Info

  • Parcel Number: M:016 B:0230 L:0,899081
  • Zoning: RDB
  • Farm Land Area Units: Square Feet
  • Lot Features: Gentle Sloping
  • Lot Size Acres: 0.25
  • Lot Size Sq Ft: 10838
  • Lot Size Units: Acres
  • Property Attached YN: No

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 20054

Multi Family

  • Basement Included Sq Ft: Yes

MLS Schools

  • High School: Whs
  • Elementary School: Ambrose
  • Middle Or Junior School: Mccall

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Tax History

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
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
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
Source: MLS Property Information Network (MLS PIN)

Purchase History

Date Type Sale Price Title Company
Deed $159,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $120,000 No Value Available
Closed $121,600 No Value Available
Closed $124,500 No Value Available
Source: Public Records

Source: MLS Property Information Network (MLS PIN)

MLS Number: 73418086

MLS Property Information Network (MLS PIN)

APN: WINC-000016-000230

Massachusetts Middlesex County Winchester 01890 The Flats

19 Glengarry Rd, Winchester, MA

This home is located at 19 Glengarry Rd, Winchester, MA 01890 and is currently priced at $1,975,000, approximately $560 per square foot. This property was built in 1897. 19 Glengarry Rd is a home located in Middlesex County with nearby schools including Ambrose Elementary School, McCall Middle School, and Winchester High School.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

MLS Property Information Network (MLS PIN) The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. 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. 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.

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Kim Covino
Listing Agent
Kim Covino
Section Image
Compass
(781) 456-3450