Google street view image for 9 Chesterford Rd, Winchester, MA 01890

Off market may 2000 for $554K

$1,616,734

Est. refi paymentEst. refi $3,682/mo

•

1,858

sq ft

9 Chesterford Rd, Winchester, MA 01890

About this home

Single-familyProperty Type

1929Year Built

9,158 sq ftLot Size

$870Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Bonnie Glenn • Century 21 Dorchester Assoc.

Bought with Bonnie Glenn • Century 21 Dorchester Assoc.

Redfin checked: a minute ago

•Source:MLS PIN #30401985

Redfin Estimate

$1,616,734

$1.1M since sold in May 2000$31K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 40% 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 SEP 24, 2026
$1,100,000
B
3 beds2 baths1,736 sq ft
38 Robinhood Rd, Winchester, MA 01890
SOLD AUG 14, 2026
$1,500,000
C
3 beds2 baths2,387 sq ft
14 Rangeley Rdg, Winchester, MA 01890
SOLD FEB 25, 2026
$1,156,000
D
3 beds1.5 baths1,608 sq ft
136 Sylvester Ave, Winchester, MA 01890
SOLD SEP 18, 2026
$1,035,000
E
4 beds1.5 baths1,777 sq ft
46 Clark St, Winchester, MA 01890
SOLD SEP 16, 2026
$815,000
F
3 beds2 baths2,137 sq ft
31 Day Cir, Woburn, MA 01801

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Earn from this home

Sell

$1,450,609

Est. take-home

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Est. cash available

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Rent

$4,847/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

OPEN TODAY, 11AM TO 12:30PM
$899,000
3 beds1 bath1,313 sq ft
39 Henry St, Winchester, MA 01890
NEW 1 DAY AGO
$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 9 Chesterford Rd

Date

Event

Price

MLS PIN #30401985

May 31, 2000

Sold

$554,000

$298/sq ft

Apr 17, 2000

Listing Removed

—

Apr 13, 2000

Listed

$549,000

$295/sq ft

MLS PIN #50377254

Jul 2, 1997

Sold

$380,000

$205/sq ft

May 30, 1997

Listing Removed

—

May 27, 1997

Listed

$379,000

$204/sq ft

Public Records

Apr 29, 1994

Sold

$264,200

$142/sq ft

Public Records

Dec 12, 1991

Sold

$230,500

$124/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$16,371 (+1.8%)

$907,500 + $570,000

$1,477,500

2025

$16,075 (+13.8%)

$907,500 + $542,000

$1,449,500

2023

$14,125 (−1.7%)

$842,700 + $541,500

$1,384,200

2022

$14,373 (+8.2%)

$680,600 + $468,300

$1,148,900

2021

$13,285 (+6.9%)

$567,200 + $468,300

$1,035,500

2020

$12,428 (+9.4%)

$534,800 + $468,300

$1,003,100

2019

$11,363 (+3.8%)

$470,000 + $468,300

$938,300

2018

$10,947 (+7.2%)

$443,200 + $454,800

$898,000

2017

$10,210 (+6.8%)

$417,300 + $414,100

$831,400

2016

$9,559 (+3.0%)

$417,300 + $401,100

$818,400

2015

$9,282 (+6.1%)

$379,200 + $385,400

$764,600

2014

$8,747 (+0.7%)

$316,000 + $374,900

$690,900

2013

$8,690 (+2.9%)

$316,000 + $364,500

$680,500

2012

$8,441 (+3.7%)

$316,000 + $356,600

$672,600

2011

$8,138 (+6.6%)

$316,000 + $356,600

$672,600

2010

$7,635 (+2.1%)

$338,700 + $324,600

$663,300

2009

$7,475

$338,700 + $324,600

$663,300

Tax history for 9 Chesterford Rd

Year

Property tax

Land + Additions

Assessment*

2026

$16,371 (+1.8%)

$907,500 + $570,000

$1,477,500

2025

$16,075 (+13.8%)

$907,500 + $542,000

$1,449,500

2023

$14,125 (−1.7%)

$842,700 + $541,500

$1,384,200

2022

$14,373 (+8.2%)

$680,600 + $468,300

$1,148,900

2021

$13,285 (+6.9%)

$567,200 + $468,300

$1,035,500

2020

$12,428 (+9.4%)

$534,800 + $468,300

$1,003,100

2019

$11,363 (+3.8%)

$470,000 + $468,300

$938,300

2018

$10,947 (+7.2%)

$443,200 + $454,800

$898,000

2017

$10,210 (+6.8%)

$417,300 + $414,100

$831,400

2016

$9,559 (+3.0%)

$417,300 + $401,100

$818,400

2015

$9,282 (+6.1%)

$379,200 + $385,400

$764,600

2014

$8,747 (+0.7%)

$316,000 + $374,900

$690,900

2013

$8,690 (+2.9%)

$316,000 + $364,500

$680,500

2012

$8,441 (+3.7%)

$316,000 + $356,600

$672,600

2011

$8,138 (+6.6%)

$316,000 + $356,600

$672,600

2010

$7,635 (+2.1%)

$338,700 + $324,600

$663,300

2009

$7,475

$338,700 + $324,600

$663,300

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

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

9,148 Sq. Ft.

Year renovated

—

Sq. Ft.

2,053

Year built

1929

Style

Single Family Residential

County

Middlesex County

APN

1952341S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 16, 2026.

Property details

Parking

Parking Information
Has Garage
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 2
Parking Features: Detached, Garage Door Opener, Off Street

Interior

Master Bedroom Information
Area: 228
Length: 19
Width: 12
Level: Second
Features: Flooring - Hardwood

Bedroom #2 Information
Area: 120
Length: 10
Width: 12
Level: Second
Features: Flooring - Hardwood

Bedroom #3 Information
Area: 120
Length: 10
Width: 12
Level: Second
Features: Walk-In Closet(s),Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 1

Bathroom #1 Information
Level: First
Features: Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Level: Second
Features: Flooring - Stone/Ceramic Tile

Bathroom #3 Information
Level: Basement

Living Room Information
Area: 252
Length: 21
Width: 12
Level: First
Features: Ceiling Fan(s),Flooring - Hardwood

Family Room Information
Area: 120
Length: 10
Width: 12
Level: First
Features: Flooring - Hardwood

Dining Room Information
Area: 132
Length: 12
Width: 11
Level: First
Features: Flooring - Hardwood

Kitchen Information
Area: 132
Length: 11
Width: 12
Level: First
Features: Ceiling Fan(s),Flooring - Stone/Ceramic Tile

Basement Information
Basement: Full, Partially Finished, Interior Entry, Bulkhead

Laundry Information
Laundry Features: In Basement, Gas Dryer Hookup, Electric Dryer Hookup, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1
Fireplace Features: Living Room

Interior Features
# of Rooms (Total): 7
Door Features: Storm Door(s)
Window Features: Storm Window(s), Screens
Flooring: Wood, Tile

Exterior

Building Information
Building Area (Total): 1,858
Foundation Details: Block
Construction Materials: Brick
Year Built Source: Public Records
Year Built Details: Approximate
Color: BRICK

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch - Enclosed, Patio
Exterior Features: Porch - Enclosed, Patio, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens

Property Information
PropertySubType: Single Family Residence
Security Features: Security System
Has Waterview

Lot Information
Lot Size (Acres): 0.21
Lot Features: Corner Lot, Wooded
WaterfrontYN: Yes
Road Surface Type: Paved
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $5,193
Tax Year: 2000

Utilities

Utility Information
Utilities: for Gas Dryer, for Electric Dryer, Washer Hookup, Icemaker Connection
Water Source: Public, City/Town Water
Electric: 220 Volts, Fuses, Circuit Breakers

Heating & Cooling
Has Heating
Heating: Central, Steam, Natural Gas

Location

HOA Information
Homeowners Association Membership Not Required

Location Information
Directions: WILDWOOD TO WOODSIDE, LEFT ON CHESTERFOR
UnparsedAddress: 9 Chesterford Road, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Laundromat, Sidewalks

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,053
Stories: 2.0
Lot Size: 9,148 square feet
Style: Single Family Residential
Year Built: 1929
Year Renovated: —
County: Middlesex County
APN: 1952341S

Home facts updated by county records on Sep 16, 2026

Other

Miscellaneous Information
Heat Zones: 1

Listing Information
Exclusions: Hall Mirr,Den Bkshf.Drapes,Ref,W/D-Negot
StandardStatus: Closed

Around this home

Schools

Lynch Elementary School

Public PreK-5 • Assigned • 0.2mi

9/10

McCall Middle School

Public 6-8 • Assigned • 1.0mi

9/10

Winchester High School

Public 9-12 • Assigned • 0.9mi

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

$1.54M – $1.86M

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Home values near 9 Chesterford Rd

Data from public records.

Address	Redfin Estimate
20 Chesterford Rd, Winchester, MA 4 Beds \| 1.5 Baths \| 2314 Sq. Ft.	$1,505,905
12 Chesterford Rd, Winchester, MA 4 Beds \| 2 Baths \| 2796 Sq. Ft.	$1,628,389

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

Address	Redfin Estimate
14 Chesterford Rd, Winchester, MA 2 Beds \| 1.5 Baths \| 1989 Sq. Ft.	$1,367,037
6 Chesterford Rd, Winchester, MA 4 Beds \| 2 Baths \| 2264 Sq. Ft.	$1,756,689

Property information provided by MLS PIN when last listed in 2000. This data may not match . Learn more.

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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 9 Chesterford Rd

Tax history for 9 Chesterford Rd

Public record

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 9 Chesterford Rd

More real estate resources