Google street view image for 17 Chesterford Rd, Winchester, MA 01890

Off market nov 1990 for $262K

$1,315,309

Est. refi paymentEst. refi $1,593/mo

•

1.5 ba

•

2,253

sq ft

17 Chesterford Rd, Winchester, MA 01890

About this home

17 Chesterford Rd is a 2,253 square foot house on a 10,454 square foot lot with 3 bedrooms and 1.5 bathrooms. - it last sold on November 13, 1990 for $262,000. Based on Redfin's Winchester data, we estimate the home's value is $1,315,309.

Single-familyProperty Type

1933Year Built

10,454 sq ftLot Size

$584Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,315,309

$1.1M since sold in November 1990$26K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 13.9% higher than the average sale price ($1.16M) of 6 comparable homes.

SOLD AUG 14, 2026
$1,325,000
A
3 beds1.5 baths2,006 sq ft
3 Chesterford Ter, Winchester, MA 01890
SOLD AUG 14, 2026
$1,500,000
B
3 beds2 baths2,387 sq ft
14 Rangeley Rdg, Winchester, MA 01890
SOLD SEP 16, 2026
$815,000
C
3 beds2 baths2,137 sq ft
31 Day Cir, Woburn, MA 01801
SOLD SEP 24, 2026
$1,100,000
D
3 beds2 baths1,736 sq ft
38 Robinhood Rd, Winchester, MA 01890
SOLD FEB 25, 2026
$1,156,000
E
3 beds1.5 baths1,608 sq ft
136 Sylvester Ave, Winchester, MA 01890
SOLD SEP 18, 2026
$1,035,000
F
4 beds1.5 baths1,777 sq ft
46 Clark St, Winchester, MA 01890

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Sell

$1,249,122

Est. take-home

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Est. cash available

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Rent

$3,735/mo

Redfin rental estimate

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Market trends in 01890, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.0%

0.9% MoM

Median sale price

$1.7M

$39K MoM

Avg. days on market

21d

3 days MoM

Recently sold homes

7 MoM

New listings for sale

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$899,000
3 beds1 bath1,313 sq ft
39 Henry St, Winchester, MA 01890
$18,000,000
6 beds6.5 baths10,000 sq ft
15 Vinson Cir, Winchester, MA 01890
OPEN TODAY, 12PM TO 1:30PM
$3,299,000
7 beds7.5 baths7,226 sq ft
1 Plymouth Rd, Winchester, MA 01890
OPEN TODAY, 11AM TO 12:30PM
$1,299,000
6 beds2.5 baths3,910 sq ft
8 North Gtwy, Winchester, MA 01890
OPEN TODAY, 12PM TO 1:30PM
$1,529,000
4 beds3.5 baths2,709 sq ft
25 Arlington St, Winchester, MA 01890
EARLY ACCESS
$2,150,000
5 beds4 baths4,063 sq ft
21 Amberwood Dr, Winchester, MA 01890
OPEN TODAY, 11AM TO 12:30PM
$1,950,000
5 beds4 baths3,371 sq ft
26 Mayflower Rd, Winchester, MA 01890
OPEN SUN, 11AM TO 12:30PM
$1,195,000
3 beds1.5 baths2,239 sq ft
4 Stone Ave, Winchester, MA 01890
OPEN TODAY, 12PM TO 1:30PM
$1,850,000
4 beds2.5 baths3,092 sq ft
1 Overlook Way, Winchester, MA 01890
$700,000
2 beds2 baths1,240 sq ft
666 Main St #217, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 17 Chesterford Rd

Year

Property tax

Land + Additions

Assessment*

2026

$14,278 (+0.6%)

$930,100 + $358,500

$1,288,600

2025

$14,191 (+11.3%)

$930,100 + $349,500

$1,279,600

2023

$12,753 (+2.3%)

$863,700 + $322,400

$1,186,100

2022

$12,467 (+10.4%)

$697,600 + $299,000

$996,600

2021

$11,294 (+7.6%)

$581,300 + $299,000

$880,300

2020

$10,496 (+11.0%)

$548,100 + $299,000

$847,100

2019

$9,454 (+4.2%)

$481,700 + $299,000

$780,700

2018

$9,074 (+5.6%)

$454,300 + $290,100

$744,400

2017

$8,595 (+6.5%)

$427,700 + $272,200

$699,900

2016

$8,071 (+3.7%)

$427,700 + $263,300

$691,000

2015

$7,784 (+8.3%)

$388,600 + $252,600

$641,200

2014

$7,186 (+0.4%)

$323,900 + $243,700

$567,600

2013

$7,158 (+1.8%)

$323,900 + $236,600

$560,500

2012

$7,034 (+3.7%)

$323,900 + $236,600

$560,500

2011

$6,782 (+1.0%)

$323,900 + $236,600

$560,500

2010

$6,718 (+2.1%)

$347,100 + $236,600

$583,700

2009

$6,578

$347,100 + $236,600

$583,700

Tax history for 17 Chesterford Rd

Year

Property tax

Land + Additions

Assessment*

2026

$14,278 (+0.6%)

$930,100 + $358,500

$1,288,600

2025

$14,191 (+11.3%)

$930,100 + $349,500

$1,279,600

2023

$12,753 (+2.3%)

$863,700 + $322,400

$1,186,100

2022

$12,467 (+10.4%)

$697,600 + $299,000

$996,600

2021

$11,294 (+7.6%)

$581,300 + $299,000

$880,300

2020

$10,496 (+11.0%)

$548,100 + $299,000

$847,100

2019

$9,454 (+4.2%)

$481,700 + $299,000

$780,700

2018

$9,074 (+5.6%)

$454,300 + $290,100

$744,400

2017

$8,595 (+6.5%)

$427,700 + $272,200

$699,900

2016

$8,071 (+3.7%)

$427,700 + $263,300

$691,000

2015

$7,784 (+8.3%)

$388,600 + $252,600

$641,200

2014

$7,186 (+0.4%)

$323,900 + $243,700

$567,600

2013

$7,158 (+1.8%)

$323,900 + $236,600

$560,500

2012

$7,034 (+3.7%)

$323,900 + $236,600

$560,500

2011

$6,782 (+1.0%)

$323,900 + $236,600

$560,500

2010

$6,718 (+2.1%)

$347,100 + $236,600

$583,700

2009

$6,578

$347,100 + $236,600

$583,700

*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: 861

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

Heating & Cooling
Heating Type: Steam

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Room Information
# of Rooms: 7

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Colonial
Construction Type: Frame
Exterior Wall: Brick
Roof Shape Type: Gambrel

Property Information
Living Sq. Ft: 2,253
Gross Sq. Ft: 2,727
# 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: 10,454
Municipality Name: WINCHESTER
Acres: 0.24
Zoning Code: RDB
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2026

Public facts

Beds: 3
Baths: 1.5
Sq. Ft.: 2,253
Stories: 2.0
Lot Size: 10,454 square feet
Style: Single Family Residential
Year Built: 1933
Year Renovated: —
County: Middlesex County
APN: 2318765S

Home facts updated by county records on Sep 16, 2026

Around this home

Schools

Lynch Elementary School

Public PreK-5 • Assigned • 0.2mi

9/10

McCall Middle School

Public 6-8 • Assigned • 1.1mi

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

1/10 Flood Factor

Minimal risk 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)

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

$1.25M – $1.51M

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Home values near 17 Chesterford Rd

Data from public records.

Address	Redfin Estimate
20 Chesterford Road, Winchester, MA 4 Beds \| 1.5 Baths \| 2314 Sq. Ft.	$1,505,905
14 Chesterford Road, Winchester, MA 2 Beds \| 1.5 Baths \| 1989 Sq. Ft.	$1,367,037

Address	Redfin Estimate
18 Chesterford Road, Winchester, MA 4 Beds \| 2.5 Baths \| 2661 Sq. Ft.	$1,973,965
12 Chesterford Road, Winchester, MA 4 Beds \| 2 Baths \| 2796 Sq. Ft.	$1,628,389

Address	Redfin Estimate
16 Chesterford Road, Winchester, MA 4 Beds \| 2.5 Baths \| 2946 Sq. Ft.	$1,666,966
10 Chesterford Road, Winchester, MA 2 Beds \| 2 Baths \| 1566 Sq. Ft.	$1,411,799

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