OFF MARKET

Off market aug 2021 for $1.2M

$1,666,105

Est. refi paymentEst. refi $5,049/mo

•

2,642

sq ft

24 Chesterford Rd, Winchester, MA 01890

About this home

Welcome home to this charming Alfred Eliot English Tudor! Enjoy the scenic view and convenience of both Winter and Horn Pond. Meticulously maintained, with a mix of preserving the integrity of the era while featuring many updates for modern living.The sunny living room boasts hardwood floors, fieldstone fireplace & custom built-in cabinetry. French doors open to a home office with a sitting area perfect for views of Winter Pond and bird watching. Kitchen has upgraded cabinetry, honed marble countertops, Wolf range and Sub-Zero built-in refrigerator. Master suite features custom oversized closet, en-suite bathroom w/ soaking tub & spacious shower. Second bedroom and additional full bathroom complete the 2nd level. Third floor has two additional bedrooms with a full bathroom. Family room is located in the lower level w/ laundry. Enjoy outdoor living at it's finest with the expansive patio featuring gas piping for grilling, expansive fenced in yard with cedar storage shed. One car garage.

Single-familyProperty Type

1934Year Built

0.35 acresLot Size

$631Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Andersen Group Realty • Keller Williams Realty Boston Northwest

Bought with Nicholas Decaneas • Decaneas Real Estate

Redfin checked: 2 minutes ago

•Source:MLS PIN #72839796

Redfin Estimate

$1,666,105

$441K since sold in August 2021$17K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 8.2% lower than the average sale price ($1.82M) of 6 comparable homes.

SOLD DEC 15, 2025
$1,549,000
A
3 beds2.5 baths2,587 sq ft
32 Woodside Rd, Winchester, MA 01890
SOLD SEP 15, 2026
$1,857,000
B
3 beds3.5 baths2,513 sq ft
2 Olde Lyme Rd, Winchester, MA 01890
SOLD AUG 7, 2026
$1,660,000
C
4 beds3.5 baths2,768 sq ft
10 Farrow St, Winchester, MA 01890
SOLD AUG 14, 2026
$2,200,000
D
4 beds2.5 baths3,123 sq ft
15 Cabot St, Winchester, MA 01890
SOLD MAY 15, 2026
$2,300,000
E
4 beds2.5 baths3,283 sq ft
12 Yale St, Winchester, MA 01890
SOLD AUG 14, 2026
$1,325,000
F
3 beds1.5 baths2,006 sq ft
3 Chesterford Ter, Winchester, MA 01890

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Earn from this home

Sell

$699,533

Est. take-home

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Est. cash available

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Rent

$5,114/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 SAT, 11AM TO 12:30PM
$899,000
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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 24 Chesterford Rd

Date

Event

Price

MLS PIN #72839796

Aug 16, 2021

Sold

$1,225,000

$464/sq ft

Jun 15, 2021

Contingent

—

Jun 9, 2021

Price Changed

$1,289,000

$488/sq ft

May 31, 2021

Listed

$1,329,000

$503/sq ft

MLS PIN #71833721

Jul 6, 2015

Sold

$1,100,000

$416/sq ft

May 20, 2015

Pending

—

May 11, 2015

Listed

$975,000

$369/sq ft

+19

This Alfred Eliot English Tudor, steps from Winter Pond, Horn Pond walking trails and Lynch Elementary School, is ideally located! From the moment you enter, you will appreciate the loving care the owners have shown in preserving the integrity of the era, yet updating this home to twenty-first century standards. Level one features a gourmet kitchen w/ granite counters, dining room w/ crown molding, living room w/ fieldstone fireplace, beamed ceiling, & built-ins, sun-drenched home office, & mud room. Level two has a master suite w/ soaking tub & oversized shower, as well as a large custom closet, second bedroom & second full bath. Need room for guests? You have more than enough space on the third level w/ 2 additional bedrooms and full bath. Family and friends will enjoy time spent in the lower level family room. A laundry is also conveniently located on this level, just steps away. Enjoy summertime in the large fenced yard and spacious patio. Prof.Land., sprinkler, sys., storage shed

MLS PIN #70568473

Jun 28, 2007

Sold

$800,000

$303/sq ft

Jun 19, 2007

Listing Removed

—

May 1, 2007

Listed

$759,000

$287/sq ft

Exceptional Alfred Eliot English Tudor. Character and charm abound in this lovely home that has been completely updated and includes a gourmet granite kitchen, expanded master, renovated bathrooms, beamed ceilings, fieldstone fireplace, fourth bdrm on third fl, new furnace, new windows plus much more. The large, level yard with brick patio is pefect for outdoor entertaining. With views of Winter Pond and situated steps to numerous walking trails this home is a nature lovers dream. A must see

MLS PIN #30498842

Jun 14, 2001

Sold

$635,500

$241/sq ft

May 15, 2001

Listing Removed

—

Apr 27, 2001

Listed

$589,900

$223/sq ft

Public Records

Jul 2, 1987

Sold

$310,000

$117/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$16,853 (+1.1%)

$1,030,200 + $490,800

$1,521,000

2025

$16,667 (+9.7%)

$1,030,200 + $472,700

$1,502,900

2023

$15,187 (−9.6%)

$956,600 + $472,200

$1,428,800

2022

$16,797 (+7.9%)

$772,700 + $570,000

$1,342,700

2021

$15,574 (+6.8%)

$643,900 + $570,000

$1,213,900

2020

$14,584 (+9.1%)

$607,100 + $570,000

$1,177,100

2019

$13,363 (+3.7%)

$533,500 + $570,000

$1,103,500

2018

$12,886 (+7.2%)

$503,200 + $553,900

$1,057,100

2017

$12,016 (+24.0%)

$473,700 + $504,800

$978,500

2016

$9,692 (+5.9%)

$473,700 + $356,100

$829,800

2015

$9,150 (+8.6%)

$430,500 + $323,200

$753,700

2014

$8,425 (−0.9%)

$358,700 + $306,800

$665,500

2013

$8,498 (+1.7%)

$358,700 + $306,800

$665,500

2012

$8,352 (+3.7%)

$358,700 + $306,800

$665,500

2011

$8,053 (−1.5%)

$358,700 + $306,800

$665,500

2010

$8,178 (+2.1%)

$384,500 + $326,000

$710,500

2009

$8,007

$384,500 + $326,000

$710,500

Tax history for 24 Chesterford Rd

Year

Property tax

Land + Additions

Assessment*

2026

$16,853 (+1.1%)

$1,030,200 + $490,800

$1,521,000

2025

$16,667 (+9.7%)

$1,030,200 + $472,700

$1,502,900

2023

$15,187 (−9.6%)

$956,600 + $472,200

$1,428,800

2022

$16,797 (+7.9%)

$772,700 + $570,000

$1,342,700

2021

$15,574 (+6.8%)

$643,900 + $570,000

$1,213,900

2020

$14,584 (+9.1%)

$607,100 + $570,000

$1,177,100

2019

$13,363 (+3.7%)

$533,500 + $570,000

$1,103,500

2018

$12,886 (+7.2%)

$503,200 + $553,900

$1,057,100

2017

$12,016 (+24.0%)

$473,700 + $504,800

$978,500

2016

$9,692 (+5.9%)

$473,700 + $356,100

$829,800

2015

$9,150 (+8.6%)

$430,500 + $323,200

$753,700

2014

$8,425 (−0.9%)

$358,700 + $306,800

$665,500

2013

$8,498 (+1.7%)

$358,700 + $306,800

$665,500

2012

$8,352 (+3.7%)

$358,700 + $306,800

$665,500

2011

$8,053 (−1.5%)

$358,700 + $306,800

$665,500

2010

$8,178 (+2.1%)

$384,500 + $326,000

$710,500

2009

$8,007

$384,500 + $326,000

$710,500

*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

0.35 Acres

Year renovated

—

Sq. Ft.

2,418

Year built

1934

Style

Single Family Residential

County

Middlesex County

APN

2167980S

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: 4
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Level: Second
Features: Bathroom - Full,Closet/Cabinets - Custom Built,Flooring - Hardwood

Bedroom #2 Information
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #3 Information
Level: Third
Features: Ceiling Fan(s),Closet,Flooring - Hardwood

Bedroom #4 Information
Level: Third
Features: Ceiling Fan(s),Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 3
Master Bathroom Features: Yes

Bathroom #1 Information
Level: Second
Features: Bathroom - Full,Bathroom - With Tub & Shower,Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Level: Second

Bathroom #3 Information
Level: Third

Living Room Information
Level: First
Features: Beamed Ceilings,Closet/Cabinets - Custom Built,Flooring - Hardwood,French Doors,Crown Molding

Family Room Information
Level: Basement
Features: Flooring - Stone/Ceramic Tile,Cable Hookup,Recessed Lighting

Dining Room Information
Level: First
Features: Flooring - Hardwood,Chair Rail,Exterior Access,Lighting - Pendant,Crown Molding

Kitchen Information
Level: First
Features: Flooring - Hardwood,Countertops - Stone/Granite/Solid,Cabinets - Upgraded,Exterior Access,Stainless Steel Appliances,Gas Stove

Office Room Information
Level: First

Basement Information
Basement: Full, Partially Finished, Sump Pump

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

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

Interior Features
# of Rooms (Total): 10
Window Features: Insulated Windows, Storm Window(s)
Flooring: Tile, Hardwood
Interior Features: Home Office, Mud Room, Internet Available - DSL

Exterior

Building Information
Building Area (Total): 2,642
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Fencing: Fenced/Enclosed, Fenced
Roof: Shingle
Patio And Porch Features: Patio
Exterior Features: Patio, Storage, Professional Landscaping, Sprinkler System, Fenced Yard, Stone Wall

Property Information
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat
Security Features: Security System
Has Waterview
Pond, Public, Walk to

Lot Information
Lot Size (Acres): 0.35
Lot Features: Corner Lot
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $15,574
Tax Year: 2021

Utilities

Utility Information
Utilities: for Gas Range, for Gas Oven, for Gas Dryer, Washer Hookup, Icemaker Connection
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers

Heating & Cooling
Has Heating
Has Cooling
Heating: Hot Water, Natural Gas
Cooling: Ductless

Location

Location Information
Directions: Pond Street to Woodside to Chesterford Road
UnparsedAddress: 24 Chesterford Rd, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Walk/Jog Trails, Golf, Conservation Area, Highway Access, Public School, T-Station, Sidewalks

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 2,418
Stories: 2.0
Lot Size: 0.35 acres
Style: Single Family Residential
Year Built: 1934
Year Renovated: —
County: Middlesex County
APN: 2167980S

Home facts updated by county records on Sep 16, 2026

Other

Miscellaneous Information
Heat Zones: 3

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 • 1.1mi

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

$1.58M – $1.92M

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Home values near 24 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
25 Chesterford Road, Winchester, MA 4 Beds \| 2 Baths \| 2175 Sq. Ft.	$1,360,993

Address	Redfin Estimate
16 Chesterford Road, Winchester, MA 4 Beds \| 2.5 Baths \| 2946 Sq. Ft.	$1,666,966
21 Chesterford Road, Winchester, MA 3 Beds \| 1.5 Baths \| 2063 Sq. Ft.	$1,270,529

Property information provided by MLS PIN when last listed in 2021. This data may not match . Learn more.

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