Welcome home to this absolutely beautiful colonial on Glen Road: a picture perfect blend of timeless grace and character, combined with oh-so-fresh décor. This lovely property features an inviting front porch and exquisite entry foyer leading to 10 rooms on 3 levels, classic details such as built-in window seats, elegant moldings and woodwork, and gleaming hardwood floors. There is custom built-in cabinetry in Family Room and a garage with work and storage area. Summer entertaining is a breeze from the rear deck overlooking this gorgeous backyard. Enjoy a great neighborhood within easy distance to schools and Winchester Center. Seller requests mid August closing.
Single-familyProperty Type
1910Year Built
9,000 sq ftLot Size
$790Est. Price/Sq.Ft.
1 garage spacesParking
Listed by Ann Basmaji• Waterfield Sotheby's International Realty
This picture-perfect Colonial sits in one of Winchester's most desirable neighborhoods, within walking distance to the center & schools. Beautifully kept & updated, with gleaming hardwood floors, fresh paint, central air & custom window treatments. Built-ins & window seats add to the charm plus there's a professionally landscaped fenced backyard & heated garage. Enjoy 5BRs, 3 baths, home office, front porch & back deck plus an extra 1,000 sq. ft in basement to finish as playroom or gym!
MLS PIN #30389737
Jun 1, 2000
Sold
$710,000
$259/sq ft
Mar 6, 2000
Listing Removed
—
Mar 2, 2000
Listed
$659,900
$241/sq ft
ROCKING CHAIR PORCH GREETS YOU TO THIS TOTALLY RENOVATED 1910 COLONIAL! SUPERB KIT AND BATHS, SPARKLING HARDWOOD FLOORS, CUSTOM BUILT-INS, DECK OVERLOOKS LOVELY FENCED YARD. GARAGE. A DELIGHT TO SHOW! SELLER PREFERS LATE MAY CLOSING!
MLS PIN #50387806
Dec 30, 1997
Sold
$530,000
$193/sq ft
Nov 11, 1997
Listing Removed
—
Nov 6, 1997
Listed
$539,900
$197/sq ft
Public Records
Jan 21, 1983
Sold
$121,000
$44/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$19,686 (+2.9%)
$1,119,500 + $655,600
$1,775,100
2023
$19,138 (+2.9%)
$1,086,600 + $610,800
$1,697,400
2022
$18,605 (+5.0%)
$913,100 + $574,100
$1,487,200
2021
$17,716 (+4.7%)
$806,700 + $574,100
$1,380,800
2020
$16,917 (+10.1%)
$791,300 + $574,100
$1,365,400
2019
$15,362 (+1.7%)
$694,400 + $574,100
$1,268,500
2018
$15,099 (+4.4%)
$678,300 + $560,300
$1,238,600
2017
$14,465 (+6.7%)
$645,200 + $532,700
$1,177,900
2016
$13,553 (+2.9%)
$645,200 + $515,200
$1,160,400
2015
$13,173 (+2.2%)
$586,200 + $498,900
$1,085,100
2014
$12,895 (+0.2%)
$533,000 + $485,600
$1,018,600
2013
$12,868 (+3.8%)
$533,000 + $474,700
$1,007,700
2012
$12,393 (+3.7%)
$512,800 + $474,700
$987,500
2011
$11,949 (+5.1%)
$512,800 + $474,700
$987,500
2010
$11,373 (+2.1%)
$522,300 + $465,800
$988,100
2009
$11,136
$522,300 + $465,800
$988,100
Tax history for 40 Glen Rd
Year
Property tax
Land + Additions
Assessment*
2025
$19,686 (+2.9%)
$1,119,500 + $655,600
$1,775,100
2023
$19,138 (+2.9%)
$1,086,600 + $610,800
$1,697,400
2022
$18,605 (+5.0%)
$913,100 + $574,100
$1,487,200
2021
$17,716 (+4.7%)
$806,700 + $574,100
$1,380,800
2020
$16,917 (+10.1%)
$791,300 + $574,100
$1,365,400
2019
$15,362 (+1.7%)
$694,400 + $574,100
$1,268,500
2018
$15,099 (+4.4%)
$678,300 + $560,300
$1,238,600
2017
$14,465 (+6.7%)
$645,200 + $532,700
$1,177,900
2016
$13,553 (+2.9%)
$645,200 + $515,200
$1,160,400
2015
$13,173 (+2.2%)
$586,200 + $498,900
$1,085,100
2014
$12,895 (+0.2%)
$533,000 + $485,600
$1,018,600
2013
$12,868 (+3.8%)
$533,000 + $474,700
$1,007,700
2012
$12,393 (+3.7%)
$512,800 + $474,700
$987,500
2011
$11,949 (+5.1%)
$512,800 + $474,700
$987,500
2010
$11,373 (+2.1%)
$522,300 + $465,800
$988,100
2009
$11,136
$522,300 + $465,800
$988,100
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
6
Baths
3
Stories
2
Lot width
—
Lot depth
—
Lot size
10,019 Sq. Ft.
Year renovated
—
Sq. Ft.
2,528
Year built
1910
Style
Single Family Residential
County
Middlesex County
APN
3043708S
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 29, 2026.
Property details
Parking
Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 1
# of Covered Spaces: 1
Parking Spaces: 6
Parking Features: Detached, Garage Door Opener, Storage, Workshop in Garage, Garage Faces Side, Paved Drive, Off Street, Paved
Utilities: for Gas Range, for Gas Oven, for Gas Dryer, Washer Hookup, Icemaker Connection
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers, 200+ Amp Service
Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Electric Baseboard, Humidity Control, Oil
Cooling: Central Air
Location
Location Information
Directions: Church Street to Glen Road
UnparsedAddress: 40 Glen Rd, Winchester MA 01890
Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, Sidewalks
Public facts
Beds: 6
Baths: 3.0
Sq. Ft.: 2,528
Stories: 2.0
Lot Size: 10,019 square feet
Style: Single Family Residential
Year Built: 1910
Year Renovated: —
County: Middlesex County
APN: 3043708S
Home facts updated by county records on Jul 29, 2026
Other
Miscellaneous Information
Heat Zones: 2
Listing Information
Exclusions: See Inclusion/Exclusion List. Swing Set Excluded.
StandardStatus: Closed
Around this home
Schools
Ambrose Elementary School
Public K-5 • Assigned • 0.3mi
10/10
McCall Middle School
Public 6-8 • Assigned • 0.9mi
9/10
Winchester High School
Public 9-12 • Assigned • 1.2mi
10/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
3/10 Flood Factor
Estimated 10-14% chance of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
5/10 Heat Factor
7 days above 98° expected this year, 15 days in 30 years
6/10 Wind Factor
54% chance of strong winds in next 30 years
3/10 Air Factor
2 unhealthy days expected this year, 3 days in 30 years
Provided by First Street
Historical weather
Winchester, MA • 01890
Average low and high temperatures (°F)
34
20
36
21
51
32
60
40
69
51
80
61
85
67
80
60
75
57
64
46
53
36
39
24
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 9.2 hours in
June and 4.4 hours in December, placing it below the
U.S. average for solar exposure.
9.2 hrs
4.4 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$2.06M – $2.49M
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