OFF MARKET

Off market may 2017 for $860K

$1,411,799

•

1,566

sq ft

10 Chesterford Rd, Winchester, MA 01890

About this home

Delightful, waterfront property with stunning views of serene Winter Pond. This rarely available exceptional property has been meticulously maintained and updated and features two bedrooms/two bathrooms, bright and sunny oversized rooms, large living room with wood fireplace, dining room with built in china cabinet and a large, private screened porch with amazing water views. This home is conveniently located a short distance from the Lynch Elementary School and Horn Pond walk-in entrance with miles of walking/jogging trails and has easy access to Winchester center, public clay tennis courts, two train stations, and many shops/restaurants. This charming property is an ideal place to call home along with its pair of Great Blue herons and swans in summer, migrating ducks in spring and fall and ice skaters in winter.

Single-familyProperty Type

1926Year Built

0.27 acresLot Size

$902Est. Price/Sq.Ft.

1 garage spacesParking

Listed by McGlynn & Nigro Team • Century 21 Commonwealth

Bought with Anne Spry • Waterfield Sotheby's International Realty

Redfin checked: 2 minutes ago

•Source:MLS PIN #72131103

Redfin Estimate

$1,411,799

$552K since sold in May 2017$4,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 17.7% higher than the average sale price ($1.20M) 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 MAY 12, 2026
$1,080,000
F
4 beds2 baths1,552 sq ft
76 Woodside Rd, Winchester, MA 01890

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$789,830

Est. take-home

List your home with Redfin and save $7,059

Rent

$4,302/mo

Redfin rental estimate

List your home for rent

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 SAT, 11AM TO 12:30PM
$899,000
3 beds1 bath1,313 sq ft
39 Henry St, Winchester, MA 01890
NEW 33 HRS AGO
$18,000,000
6 beds6.5 baths10,000 sq ft
15 Vinson Cir, Winchester, MA 01890
OPEN SAT, 12PM TO 1:30PM
$3,299,000
7 beds7.5 baths7,226 sq ft
1 Plymouth Rd, Winchester, MA 01890
OPEN SAT, 11AM TO 12:30PM
$1,299,000
6 beds2.5 baths3,910 sq ft
8 North Gtwy, Winchester, MA 01890
OPEN SAT, 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 SAT, 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 SAT, 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 10 Chesterford Rd

Year

Property tax

Land + Additions

Assessment*

2026

$16,433 (+1.2%)

$996,600 + $486,500

$1,483,100

2025

$16,234 (+0.1%)

$996,600 + $467,200

$1,463,800

2024

$16,211 (+4.1%)

$996,600 + $434,200

$1,430,800

2023

$15,568 (+2.5%)

$996,600 + $434,200

$1,430,800

2022

$15,182 (+3.4%)

$807,600 + $406,000

$1,213,600

2021

$14,689 (+18.9%)

$738,900 + $406,000

$1,144,900

2020

$12,358 (+0.6%)

$618,600 + $378,800

$997,400

2019

$12,287 (+16.5%)

$635,800 + $378,800

$1,014,600

2018

$10,548 (+1.1%)

$595,400 + $269,900

$865,300

2017

$10,433 (+6.1%)

$595,400 + $254,200

$849,600

2016

$9,832 (−2.7%)

$595,400 + $246,400

$841,800

2015

$10,105 (+3.6%)

$595,400 + $237,000

$832,400

2014

$9,753 (+5.9%)

$541,300 + $229,100

$770,400

2013

$9,210 (+1.8%)

$498,300 + $222,900

$721,200

2012

$9,051 (+3.7%)

$498,300 + $222,900

$721,200

2011

$8,727 (+4.0%)

$498,300 + $222,900

$721,200

2010

$8,390 (+2.1%)

$506,000 + $222,900

$728,900

2009

$8,215

$506,000 + $222,900

$728,900

Tax history for 10 Chesterford Rd

Year

Property tax

Land + Additions

Assessment*

2026

$16,433 (+1.2%)

$996,600 + $486,500

$1,483,100

2025

$16,234 (+0.1%)

$996,600 + $467,200

$1,463,800

2024

$16,211 (+4.1%)

$996,600 + $434,200

$1,430,800

2023

$15,568 (+2.5%)

$996,600 + $434,200

$1,430,800

2022

$15,182 (+3.4%)

$807,600 + $406,000

$1,213,600

2021

$14,689 (+18.9%)

$738,900 + $406,000

$1,144,900

2020

$12,358 (+0.6%)

$618,600 + $378,800

$997,400

2019

$12,287 (+16.5%)

$635,800 + $378,800

$1,014,600

2018

$10,548 (+1.1%)

$595,400 + $269,900

$865,300

2017

$10,433 (+6.1%)

$595,400 + $254,200

$849,600

2016

$9,832 (−2.7%)

$595,400 + $246,400

$841,800

2015

$10,105 (+3.6%)

$595,400 + $237,000

$832,400

2014

$9,753 (+5.9%)

$541,300 + $229,100

$770,400

2013

$9,210 (+1.8%)

$498,300 + $222,900

$721,200

2012

$9,051 (+3.7%)

$498,300 + $222,900

$721,200

2011

$8,727 (+4.0%)

$498,300 + $222,900

$721,200

2010

$8,390 (+2.1%)

$506,000 + $222,900

$728,900

2009

$8,215

$506,000 + $222,900

$728,900

*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

Stories

Lot width

—

Lot depth

—

Lot size

0.27 Acres

Year renovated

—

Sq. Ft.

2,349

Year built

1926

Style

Single Family Residential

County

Middlesex County

APN

1041947S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 16, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 1
# of Covered Spaces: 1
Parking Spaces: 3
Parking Features: Detached, Paved Drive, Off Street, Tandem

Interior

Master Bedroom Information
Area: 464
Length: 29
Width: 16
Level: Second
Features: Bathroom - Full,Closet,Flooring - Wall to Wall Carpet

Bedroom #2 Information
Area: 130
Length: 13
Width: 10
Level: First
Features: Closet,Flooring - Wall to Wall Carpet

Bathroom Information
# of Bathrooms (Full): 2
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Full,Flooring - Laminate

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Flooring - Laminate

Living Room Information
Area: 280
Length: 20
Width: 14
Level: First
Features: Flooring - Wall to Wall Carpet

Dining Room Information
Area: 154
Length: 14
Width: 11
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood

Kitchen Information
Area: 288
Length: 18
Width: 16
Level: First
Features: Flooring - Laminate,Dining Area,Exterior Access,Gas Stove

Basement Information
Basement: Unfinished

Laundry Information
Laundry Features: In Basement, Gas Dryer Hookup

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

Interior Features
# of Rooms (Total): 5
Flooring: Vinyl, Hardwood, Flooring - Wall to Wall Carpet
Interior Features: Dining Area

Exterior

Building Information
Building Area (Total): 1,566
Year Built Source: Public Records
Year Built Details: Approximate
Color: Brown

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch, Screened
Exterior Features: Porch, Porch - Screened, Rain Gutters

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

Lot Information
Lot Size (Acres): 0.27
ViewYN: Has View
View: Scenic View(s)
WaterfrontYN: Yes

Financial

Tax Information
Tax Annual Amount: $10,433
Tax Year: 2017

Utilities

Utility Information
Utilities: for Gas Range, for Gas Dryer
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Heating: Natural Gas

Location

Location Information
Directions: Woodside to Chesterford
UnparsedAddress: 10 Chesterford Road, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Conservation Area, Public School

Public facts

Beds: 2
Baths: 2.0
Sq. Ft.: 2,349
Stories: 2.0
Lot Size: 0.27 acres
Style: Single Family Residential
Year Built: 1926
Year Renovated: —
County: Middlesex County
APN: 1041947S

Home facts updated by county records on Sep 16, 2026

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
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

$1.34M – $1.62M

Reach more buyers when you sell with Redfin. Save up to $14,118 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

$2,250,000

5 beds3 baths4,071 sq ft

9 Plymouth Rd, Winchester, MA 01890

OPEN SAT, 10:30AM TO 11:30AM

$849,900

4 beds2.5 baths2,517 sq ft

222 Cambridge Rd, Woburn, MA 01801

$4,299,000

5 beds5.5 baths6,526 sq ft

4 Dartmouth, Winchester, MA 01890

OPEN SUN, 11:30AM TO 1PM

$1,899,000

4 beds2.5 baths3,757 sq ft

85 High St, Winchester, MA 01890

NEW 33 HRS AGO

$18,000,000

6 beds6.5 baths10,000 sq ft

15 Vinson Cir, Winchester, MA 01890

$919,999

4 beds2 baths2,326 sq ft

96 Loring Ave, Winchester, MA 01890

New listings for sale in 01890

OPEN SAT, 11AM TO 12:30PM

$899,000

3 beds1 bath1,313 sq ft

39 Henry St, Winchester, MA 01890

NEW 33 HRS AGO

$18,000,000

6 beds6.5 baths10,000 sq ft

15 Vinson Cir, Winchester, MA 01890

OPEN SAT, 12PM TO 1:30PM

$3,299,000

7 beds7.5 baths7,226 sq ft

1 Plymouth Rd, Winchester, MA 01890

OPEN SAT, 11AM TO 12:30PM

$1,299,000

6 beds2.5 baths3,910 sq ft

8 North Gtwy, Winchester, MA 01890

OPEN SAT, 12PM TO 1:30PM

$1,529,000

4 beds3.5 baths2,709 sq ft

25 Arlington St, Winchester, MA 01890

EARLY ACCESSCOMPASS COMING SOON

$2,150,000

5 beds4 baths4,063 sq ft

21 Amberwood Dr, Winchester, MA 01890

OPEN SAT, 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 SAT, 12PM TO 1:30PMVIDEO TOUR

$1,850,000

4 beds2.5 baths3,092 sq ft

1 Overlook Way, Winchester, MA 01890

Home values near 10 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
14 Chesterford Rd, Winchester, MA 2 Beds \| 1.5 Baths \| 1989 Sq. Ft.	$1,367,037

Address	Redfin Estimate
18 Chesterford Rd, Winchester, MA 4 Beds \| 2.5 Baths \| 2661 Sq. Ft.	$1,973,965
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
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 2017. This data may not match . Learn more.

More real estate resources

Zip Codes
Neighborhoods
Cities
Minor Civil Divisions
Popular Searches

02155 homes for sale
02474 homes for sale
01890 homes for sale
01801 homes for sale
02420 homes for sale

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Houses for rent in Winchester	Agents near me	Quincy, MA homes for sale	Winchester Housing Market
Houses for sale near me	Boston, MA homes for sale	Brookline, MA homes for sale
Land for sale near me	Newton, MA homes for sale	Arlington, MA homes for sale
Open Houses near me	Cambridge, MA homes for sale	Winchester Property Records
Condos for sale near me	Lexington, MA homes for sale	MA New Listings

North Main homes for sale
Winchester Town Center homes for sale

Cambridge homes for sale
Boston homes for sale
Newton homes for sale