OFF MARKET

Off market may 2024 for $1.2M

$1,355,965

Est. refi paymentEst. refi $2,604/mo

•

1,664

sq ft

10 Chesterford Road East, Winchester, MA 01890

About this home

A must see~ Updated, freshly painted 3 bed 2.5 ba home situated on a 20,000 sf lot across from Little Winter pond with amazing yard & close proximity to town! This adorable brick Cape features a front to back living room w/fplc, dining room, half bath and an open concept family room & kitchen with a breakfast bar, stainless steel appliances w/direct access outside to the patio. The second floor offers 3 bedrooms & 2 full baths including a 2 room primary with en-suite bath and attached bonus room perfect for a sitting room, home office or convert to walk in closet! 1 car attached garage & basement w / laundry & storage. The oversized level large yard is just a few steps up beyond the patio and is lovely & very private. Enjoy nature and winter pond all year round..canoe, fish or skate and live an active lifestyle! Located on a private dead end road just minutes from the town center, and only 7 miles from Boston! Move right in and enjoy, lots to love with this great home at a great price!

Single-familyProperty Type

1927Year Built

0.45 acresLot Size

$815Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Kim Covino & Co. Team • Compass

Bought with Juan Murray • RE/MAX Destiny

Redfin checked: 3 minutes ago

•Source:MLS PIN #73219849

$1,447,415

Updated Apr 16, 2026

Based on recent home sales selected by the homeowner.

SOLD DEC 1, 2025
102 Hillcrest Pkwy, Winchester, MA 01890
$1,425,000 Last sold price
A
4 beds2 baths1,755 sq ft
102 Hillcrest Pkwy, Winchester, MA 01890
SOLD BY REDFIN JUN 5, 2026
149 Horn Pond Brook Rd, Winchester, MA 01890
$1,020,000 Last sold price
B
5 beds2 baths2,331 sq ft
149 Horn Pond Brook Rd, Winchester, MA 01890
SOLD NOV 24, 2025
43 Hiawatha Rd, Woburn, MA 01801
$858,000 Last sold price
C
3 beds2 baths1,833 sq ft
43 Hiawatha Rd, Woburn, MA 01801
SOLD DEC 22, 2025
12 Canterbury Rd, Winchester, MA 01890
$1,325,000 Last sold price
D
3 beds2.5 baths1,942 sq ft
12 Canterbury Rd, Winchester, MA 01890
SOLD AUG 27, 2025
70 Woodside Rd, Winchester, MA 01890
$1,200,000 Last sold price
E
4 beds2.5 baths2,566 sq ft
70 Woodside Rd, Winchester, MA 01890

Redfin Estimate

$1,355,965

$156K since sold in May 2024$66K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.3% higher than the average sale price ($1.26M) 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 DEC 15, 2025
$1,549,000
B
3 beds2.5 baths2,587 sq ft
32 Woodside Rd, Winchester, MA 01890
SOLD SEP 24, 2026
$1,100,000
C
3 beds2 baths1,736 sq ft
38 Robinhood Rd, Winchester, MA 01890
SOLD AUG 14, 2026
$1,500,000
D
3 beds2 baths2,387 sq ft
14 Rangeley Rdg, 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 20, 2026
$1,070,000
F
4 beds1.5 baths1,917 sq ft
198 Pond St, Winchester, MA 01890

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Sell

$368,763

Est. take-home

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Est. cash available

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Rent

$4,211/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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NEW 1 DAY AGO
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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 10 Chesterford Road East

Date

Event

Price

MLS PIN #73219849

May 15, 2024

Sold

$1,200,000

$721/sq ft

Apr 8, 2024

Contingent

—

Apr 3, 2024

Listed

$995,000

$598/sq ft

MLSPIN #73051612

Nov 8, 2022

Rental Removed

—

MLS PIN #30736356

Nov 10, 2003

Sold

$390,000

$234/sq ft

Oct 22, 2003

Listing Removed

—

Jun 19, 2003

Listed

$419,900

$252/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$12,638 (+2.1%)

$888,900 + $251,700

$1,140,600

2025

$12,381 (−9.5%)

$888,900 + $227,500

$1,116,400

2024

$13,683 (+7.0%)

$980,200 + $227,500

$1,207,700

2023

$12,790 (+1.4%)

$980,200 + $227,500

$1,207,700

2022

$12,616 (+12.2%)

$791,700 + $216,800

$1,008,500

2021

$11,247 (+8.2%)

$659,800 + $216,800

$876,600

2020

$10,394 (+12.4%)

$622,100 + $216,800

$838,900

2019

$9,246 (+4.6%)

$546,700 + $216,800

$763,500

2018

$8,839 (+5.8%)

$515,600 + $209,500

$725,100

2017

$8,354 (+6.3%)

$485,400 + $194,900

$680,300

2016

$7,861 (+4.5%)

$485,400 + $187,600

$673,000

2015

$7,526 (+10.0%)

$441,100 + $178,800

$619,900

2014

$6,844 (+0.2%)

$367,600 + $173,000

$540,600

2013

$6,829 (+1.7%)

$367,600 + $167,200

$534,800

2012

$6,712 (+3.7%)

$367,600 + $167,200

$534,800

2011

$6,471 (−0.7%)

$367,600 + $167,200

$534,800

2010

$6,519 (+2.1%)

$394,000 + $172,400

$566,400

2009

$6,383

$394,000 + $172,400

$566,400

Tax history for 10 Chesterford Road East

Year

Property tax

Land + Additions

Assessment*

2026

$12,638 (+2.1%)

$888,900 + $251,700

$1,140,600

2025

$12,381 (−9.5%)

$888,900 + $227,500

$1,116,400

2024

$13,683 (+7.0%)

$980,200 + $227,500

$1,207,700

2023

$12,790 (+1.4%)

$980,200 + $227,500

$1,207,700

2022

$12,616 (+12.2%)

$791,700 + $216,800

$1,008,500

2021

$11,247 (+8.2%)

$659,800 + $216,800

$876,600

2020

$10,394 (+12.4%)

$622,100 + $216,800

$838,900

2019

$9,246 (+4.6%)

$546,700 + $216,800

$763,500

2018

$8,839 (+5.8%)

$515,600 + $209,500

$725,100

2017

$8,354 (+6.3%)

$485,400 + $194,900

$680,300

2016

$7,861 (+4.5%)

$485,400 + $187,600

$673,000

2015

$7,526 (+10.0%)

$441,100 + $178,800

$619,900

2014

$6,844 (+0.2%)

$367,600 + $173,000

$540,600

2013

$6,829 (+1.7%)

$367,600 + $167,200

$534,800

2012

$6,712 (+3.7%)

$367,600 + $167,200

$534,800

2011

$6,471 (−0.7%)

$367,600 + $167,200

$534,800

2010

$6,519 (+2.1%)

$394,000 + $172,400

$566,400

2009

$6,383

$394,000 + $172,400

$566,400

*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

19,550

Year renovated

2025

Sq. Ft.

1,664

Year built

1927

Style

Single Family Residential

County

Middlesex County

APN

3882025S

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

Green

Last updated by owner on Feb 10, 2025.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 1
# of Covered Spaces: 1
Parking Spaces: 2
AttachedGarageYN: Yes
Parking Features: Attached, Under, Paved Drive, Off Street

Interior

Master Bedroom Information
Area: 165
Length: 15
Width: 11
Level: Second
Features: Bathroom - Full,Closet,Closet/Cabinets - Custom Built,Flooring - Hardwood,Recessed Lighting

Bedroom #2 Information
Area: 99
Length: 11
Width: 9
Level: Second
Features: Closet,Flooring - Hardwood,Recessed Lighting

Bedroom #3 Information
Area: 110
Length: 11
Width: 10
Level: Second
Features: Closet,Flooring - Hardwood,Recessed Lighting

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

Bathroom #1 Information
Area: 28
Length: 7
Width: 4
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Area: 55
Length: 11
Width: 5
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower

Bathroom #3 Information
Area: 35
Length: 7
Width: 5
Level: Second
Features: Bathroom - Full,Bathroom - With Tub & Shower

Living Room Information
Area: 260
Length: 20
Width: 13
Level: First
Features: Flooring - Hardwood,Recessed Lighting

Family Room Information
Area: 153
Length: 17
Width: 9
Level: First
Features: Exterior Access,Open Floorplan,Recessed Lighting

Dining Room Information
Area: 110
Length: 11
Width: 10
Level: First
Features: Flooring - Hardwood,Recessed Lighting

Kitchen Information
Area: 108
Length: 12
Width: 9
Level: First
Features: Bathroom - Half,Breakfast Bar / Nook,Exterior Access,Recessed Lighting,Stainless Steel Appliances

Basement Information
Basement: Full, Walk-Out Access, Unfinished

Laundry Information
Laundry Features: In Basement

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

Interior Features
# of Rooms (Total): 8
Door Features: Insulated Doors
Window Features: Insulated Windows
Flooring: Tile, Hardwood, Flooring - Hardwood
Interior Features: Closet, Sitting Room

Exterior

Building Information
Building Area (Total): 1,664
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Renovated Since
Color: Brick

Exterior Features
Roof: Shingle
Patio And Porch Features: Patio
Exterior Features: Patio, Rain Gutters, Storage, Garden

Property Information
PropertySubType: Single Family Residence
Has Waterview
Pond

Lot Information
Lot Size (Acres): 0.45
Lot Features: Corner Lot, Wooded

Financial

Tax Information
Tax Annual Amount: $12,616
Tax Year: 2022

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard, Oil
Cooling: Window Unit(s)

Location

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

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 1,664
Stories: 2.0
Parking Spaces: 3
Basement: Yes
Accessible: No
Lot Size: 0.45 acres
Style: Single Family Residential
Year Built: 1927
Year Renovated: 2025
County: Middlesex County
APN: 3882025S
HOA Dues: —
Garage: Yes
Features: Green

Home facts updated by owner on Feb 10, 2025

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
StandardStatus: Closed

Around this home

Schools

Lynch Elementary School

Public PreK-5 • Assigned • 0.3mi

9/10

McCall Middle School

Public 6-8 • Assigned • 0.9mi

9/10

Winchester High School

Public 9-12 • Assigned • 0.8mi

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

$1.29M – $1.56M

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Home values near 10 Chesterford Road East

Data from public records.

Address	Redfin Estimate
8 Chesterford Rd E, Winchester, MA 4 Beds \| 2.5 Baths \| 2382 Sq. Ft.	$1,484,939
11 Chesterford Rd E, Winchester, MA 4 Beds \| 3.5 Baths \| 3039 Sq. Ft.	$2,226,387

Address	Redfin Estimate
4 Chesterford Rd, Winchester, MA 5 Beds \| 2.5 Baths \| 3466 Sq. Ft.	$1,709,886
5 Chesterford Rd E, Winchester, MA 4 Beds \| 3 Baths \| 3195 Sq. Ft.	$2,325,194

Address	Redfin Estimate
8 Chesterford Rd E, Winchester, MA 3 Beds \| 2 Baths \| 1657 Sq. Ft.	$1,359,992
3 Chesterford Rd E, Winchester, MA 1 Beds \| 1 Baths \| 1140 Sq. Ft.	$1,068,141

Property information provided by MLS PIN when last listed in 2022. This data may not match . Learn more.

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