Google street view image for 14 Glen Rd, Winchester, MA 01890

Off Market Dec 1982 for $151K

$2,754,232

Est. refi paymentEst. refi $957/mo

•

3.5 ba

•

4,440

sq ft

14 Glen Rd, Winchester, MA 01890

About this home

14 Glen Rd is a 4,440 square foot house on a 0.38 acre lot with 4 bedrooms and 3.5 bathrooms. - it last sold on December 10, 1982 for $151,000. Based on Redfin's Winchester data, we estimate the home's value is $2,754,232.

Single-familyProperty Type

1906Year Built

0.38 acresLot Size

$620Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$2,754,232

$2.6M since sold in December 1982$14K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 9.2% higher than the average sale price ($2.52M) of 6 comparable homes.

SOLD AUG 28, 2026
$2,300,000
A
5 beds3.5 baths5,230 sq ft
78 Bacon St, Winchester, MA 01890
SOLD JUL 21, 2026
$2,300,000
B
5 beds3.5 baths4,744 sq ft
30 Rangeley Rd, Winchester, MA 01890
SOLD JUN 26, 2026
$3,500,000
C
5 beds3.5 baths5,128 sq ft
50 Oxford St, Winchester, MA 01890
SOLD JUL 30, 2026
$2,255,000
D
4 beds3.5 baths3,494 sq ft
2 York Rd, Winchester, MA 01890
SOLD AUG 14, 2026
$2,200,000
E
4 beds2.5 baths3,123 sq ft
15 Cabot St, Winchester, MA 01890
SOLD JUN 16, 2026
$2,575,000
F
4 beds4.5 baths3,945 sq ft
2 Edgewater Pl, Winchester, MA 01890

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Earn from this home

Sell

$2,616,732

Est. take-home

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Est. cash available

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Rent

$5,836/mo

Redfin rental estimate

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Market trends in 01890, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.9%

0.2% MoM

Median sale price

$1.6M

$175K MoM

Avg. days on market

19d

0 days MoM

Recently sold homes

17 MoM

New listings for sale

OPEN FRI, 11AM TO 12PM
$1,299,000
4 beds1.5 baths3,307 sq ft
253 Pond St, Winchester, MA 01890
OPEN SAT, 1:30PM TO 3:30PM
$2,995,000
5 beds5.5 baths6,500 sq ft
8 Priscilla Ln, Winchester, MA 01890
NEW 6 HRS AGO
$3,149,000
7 beds7.5 baths8,540 sq ft
37 Mayflower Rd, Winchester, MA 01890
OPEN FRI, 11AM TO 12PM
$1,650,000
5 beds3.5 baths3,722 sq ft
117 Highland, Winchester, MA 01890
OPEN FRI, 11AM TO 12PM
$975,000
4 beds3 baths2,475 sq ft
199 Washington St #199, Winchester, MA 01890
OPEN THU, 5:30PM TO 6:30PM
$2,249,000
5 beds3.5 baths4,368 sq ft
11 Locke St, Winchester, MA 01890
OPEN THU, 5PM TO 6:30PM
$2,199,000
4 beds3.5 baths3,570 sq ft
19 Hancock St, Winchester, MA 01890
OPEN THU, 4:30PM TO 6PM
$1,749,000
5 beds3.5 baths3,508 sq ft
17 Churchill Rd, Winchester, MA 01890
NEW 34 HRS AGO
$675,000
2 beds1.5 baths1,190 sq ft
60 Lake St Unit E, Winchester, MA 01890
NEW 34 HRS AGO
$1,679,900
3 beds2 baths2,483 sq ft
5 Willowdale Rd, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 14 Glen Rd

Year

Property tax

Land + Additions

Assessment*

2025

$25,423 (+6.2%)

$1,280,400 + $1,012,000

$2,292,400

2023

$23,940 (+10.0%)

$1,242,700 + $948,400

$2,191,100

2022

$21,769 (+5.5%)

$1,054,400 + $685,700

$1,740,100

2021

$20,634 (+3.5%)

$922,600 + $685,700

$1,608,300

2020

$19,927 (+10.0%)

$922,600 + $685,700

$1,608,300

2019

$18,108 (+1.8%)

$809,600 + $685,700

$1,495,300

2018

$17,795 (+5.2%)

$790,800 + $669,000

$1,459,800

2017

$16,921 (+7.1%)

$752,200 + $625,700

$1,377,900

2016

$15,800 (+3.0%)

$752,200 + $600,500

$1,352,700

2015

$15,347 (+2.0%)

$683,500 + $580,700

$1,264,200

2014

$15,045 (+0.3%)

$621,400 + $567,000

$1,188,400

2013

$15,006 (+3.8%)

$621,400 + $553,700

$1,175,100

2012

$14,451 (+3.7%)

$597,800 + $553,700

$1,151,500

2011

$13,933 (+4.6%)

$597,800 + $553,700

$1,151,500

2010

$13,315 (+2.1%)

$608,900 + $547,900

$1,156,800

2009

$13,037

$608,900 + $547,900

$1,156,800

Tax history for 14 Glen Rd

Year

Property tax

Land + Additions

Assessment*

2025

$25,423 (+6.2%)

$1,280,400 + $1,012,000

$2,292,400

2023

$23,940 (+10.0%)

$1,242,700 + $948,400

$2,191,100

2022

$21,769 (+5.5%)

$1,054,400 + $685,700

$1,740,100

2021

$20,634 (+3.5%)

$922,600 + $685,700

$1,608,300

2020

$19,927 (+10.0%)

$922,600 + $685,700

$1,608,300

2019

$18,108 (+1.8%)

$809,600 + $685,700

$1,495,300

2018

$17,795 (+5.2%)

$790,800 + $669,000

$1,459,800

2017

$16,921 (+7.1%)

$752,200 + $625,700

$1,377,900

2016

$15,800 (+3.0%)

$752,200 + $600,500

$1,352,700

2015

$15,347 (+2.0%)

$683,500 + $580,700

$1,264,200

2014

$15,045 (+0.3%)

$621,400 + $567,000

$1,188,400

2013

$15,006 (+3.8%)

$621,400 + $553,700

$1,175,100

2012

$14,451 (+3.7%)

$597,800 + $553,700

$1,151,500

2011

$13,933 (+4.6%)

$597,800 + $553,700

$1,151,500

2010

$13,315 (+2.1%)

$608,900 + $547,900

$1,156,800

2009

$13,037

$608,900 + $547,900

$1,156,800

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Property details

Interior

Basement Information
Basement Sq. Ft: 1,557

Bathroom Information
# of Full Baths: 3
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Room Information
# of Rooms: 8

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Colonial
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gambrel

Property Information
Living Sq. Ft: 4,440
Gross Sq. Ft: 6,504
# of Units: 1
# of Stories: 2

Parking & Garage Information
Parking Type: Detached Garage
Garage / Carport Type: Detached

Lot Information
# of Buildings: 1
Land Sq. Ft: 16,553
Municipality Name: WINCHESTER
Acres: 0.38
Zoning Code: RDB
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 4,440
Stories: 2.0
Lot Size: 0.38 acres
Style: Single Family Residential
Year Built: 1906
Year Renovated: —
County: Middlesex County
APN: 3796658S

Home facts updated by county records on Jul 29, 2026

Around this home

Schools

Ambrose Elementary School

Public K-5 • Assigned • 0.3mi

10/10

McCall Middle School

Public 6-8 • Assigned • 0.8mi

9/10

Winchester High School

Public 9-12 • Assigned • 1.0mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

4/10 Flood Factor

Estimated 14-20% 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

3 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)

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

$2.62M – $3.17M

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Home values near 14 Glen Rd

Data from public records.

Address	Redfin Estimate
6 Glen Rd, Winchester, MA 6 Beds \| 3.5 Baths \| 4765 Sq. Ft.	$2,951,608
18 Glen Rd, Winchester, MA 5 Beds \| 2.5 Baths \| 3472 Sq. Ft.	$2,528,088

Address	Redfin Estimate
8 Glen Rd, Winchester, MA 4 Beds \| 3.5 Baths \| 2917 Sq. Ft.	$2,367,028
22 Glen Rd, Winchester, MA 7 Beds \| 3.5 Baths \| 3523 Sq. Ft.	$2,428,326

Address	Redfin Estimate
12 Glen Rd, Winchester, MA 6 Beds \| 3 Baths \| 3700 Sq. Ft.	$2,476,273
26 Glen Rd, Winchester, MA 8 Beds \| 2.5 Baths \| 4878 Sq. Ft.	$2,688,776

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 01890, MA

Sale history for 14 Glen Rd

Tax history for 14 Glen Rd

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 01890

Home values near 14 Glen Rd

More real estate resources