Off Market Feb 2008 for $905K

$1,910,248

Est. refi paymentEst. refi $3,586/mo

•

2,827

sq ft

21 Jefferson Rd, Winchester, MA 01890

About this home

Single-familyProperty Type

1945Year Built

10,700 sq ftLot Size

$676Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Nannette Shanahan • Shanahan Real Estate Group, LLC

Bought with Suzanne Palmeri • The Higgins Group REALTORS®

Redfin checked: a minute ago

•Source:MLS PIN #70617897

Redfin Estimate

$1,910,248

$1.0M since sold in February 2008$1,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 23.5% higher than the average sale price ($1.55M) of 6 comparable homes.

SOLD NOV 20, 2025
$1,355,000
A
4 beds2.5 baths2,865 sq ft
4 Sargent Rd, Winchester, MA 01890
SOLD APR 30, 2026
$1,560,000
B
4 beds2.5 baths2,578 sq ft
17 Cranston Rd, Winchester, MA 01890
SOLD JAN 9, 2026
$1,930,000
C
4 beds2.5 baths3,658 sq ft
8 Felsdale Close, Winchester, MA 01890
SOLD APR 22, 2026
$1,325,000
D
3 beds2.5 baths2,153 sq ft
6 Marchant Rd, Winchester, MA 01890
SOLD JUN 1, 2026
$1,607,000
E
4 beds2.5 baths3,298 sq ft
6 Oakland Cir, Winchester, MA 01890
SOLD AUG 14, 2026
$1,500,000
F
3 beds2 baths2,387 sq ft
14 Rangeley Rdg, Winchester, MA 01890

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Sell

$1,435,576

Est. take-home

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Est. cash available

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Rent

$5,144/mo

Redfin rental estimate

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Market trends in 01890, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.9%

0.2% MoM

Median sale price

$1.6M

$175K MoM

Avg. days on market

19d

0 days MoM

Recently sold homes

17 MoM

New listings for sale

NEW 3 HRS AGO
$1,050,000
5 beds2.5 baths2,801 sq ft
257 Cross St, Winchester, MA 01890
EARLY ACCESS
$675,000
2 beds2 baths1,124 sq ft
60 Lake St Unit E, Winchester, MA 01890
EARLY ACCESS
$1,699,000
3 beds2 baths2,327 sq ft
4 Churchill Rd, Winchester, MA 01890
OPEN SAT, 2PM TO 3PM
$2,849,000
5 beds4.5 baths5,058 sq ft
7 Viking Rd, Winchester, MA 01890
$1,098,000
3 beds1.5 baths1,657 sq ft
17 Russell Rd, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 21 Jefferson Rd

Date

Event

Price

MLS PIN #70617897

Feb 11, 2008

Sold

$905,000

$320/sq ft

Dec 22, 2007

Listing Removed

—

Nov 17, 2007

Price Changed

$950,000

$336/sq ft

Oct 12, 2007

Price Changed

$995,000

$352/sq ft

Sep 29, 2007

Price Changed

$1,025,000

$363/sq ft

Aug 18, 2007

Price Changed

$1,050,000

$371/sq ft

Jul 21, 2007

Listed

$1,100,000

$389/sq ft

MLS PIN #30631595

Sep 30, 2002

Sold

$925,000

$327/sq ft

Aug 22, 2002

Listing Removed

—

Aug 1, 2002

Listed

$925,000

$327/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$18,311 (+6.9%)

$937,700 + $713,400

$1,651,100

2023

$17,137 (+8.4%)

$870,700 + $661,100

$1,531,800

2022

$15,811 (+2.2%)

$703,300 + $560,600

$1,263,900

2021

$15,464 (+3.5%)

$644,700 + $560,600

$1,205,300

2020

$14,934 (+9.9%)

$644,700 + $560,600

$1,205,300

2019

$13,583 (+3.2%)

$561,000 + $560,600

$1,121,600

2018

$13,164 (+2.1%)

$534,200 + $545,700

$1,079,900

2017

$12,894 (+6.7%)

$534,200 + $515,800

$1,050,000

2016

$12,090 (+2.8%)

$534,200 + $500,900

$1,035,100

2015

$11,759 (+6.3%)

$485,600 + $483,000

$968,600

2014

$11,061 (+0.5%)

$406,100 + $467,600

$873,700

2013

$11,004 (+1.8%)

$406,100 + $455,600

$861,700

2012

$10,814 (+3.7%)

$406,100 + $455,600

$861,700

2011

$10,427 (+5.3%)

$406,100 + $455,600

$861,700

2010

$9,904 (+3.0%)

$413,600 + $446,900

$860,500

2009

$9,619

$413,600 + $439,900

$853,500

Tax history for 21 Jefferson Rd

Year

Property tax

Land + Additions

Assessment*

2025

$18,311 (+6.9%)

$937,700 + $713,400

$1,651,100

2023

$17,137 (+8.4%)

$870,700 + $661,100

$1,531,800

2022

$15,811 (+2.2%)

$703,300 + $560,600

$1,263,900

2021

$15,464 (+3.5%)

$644,700 + $560,600

$1,205,300

2020

$14,934 (+9.9%)

$644,700 + $560,600

$1,205,300

2019

$13,583 (+3.2%)

$561,000 + $560,600

$1,121,600

2018

$13,164 (+2.1%)

$534,200 + $545,700

$1,079,900

2017

$12,894 (+6.7%)

$534,200 + $515,800

$1,050,000

2016

$12,090 (+2.8%)

$534,200 + $500,900

$1,035,100

2015

$11,759 (+6.3%)

$485,600 + $483,000

$968,600

2014

$11,061 (+0.5%)

$406,100 + $467,600

$873,700

2013

$11,004 (+1.8%)

$406,100 + $455,600

$861,700

2012

$10,814 (+3.7%)

$406,100 + $455,600

$861,700

2011

$10,427 (+5.3%)

$406,100 + $455,600

$861,700

2010

$9,904 (+3.0%)

$413,600 + $446,900

$860,500

2009

$9,619

$413,600 + $439,900

$853,500

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.25 Acres

Year renovated

—

Sq. Ft.

2,827

Year built

1945

Style

Single Family Residential

County

Middlesex County

APN

3766426S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 30, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 1
# of Covered Spaces: 1
Parking Spaces: 3
AttachedGarageYN: Yes
Parking Features: Attached, Paved Drive, Off Street

Interior

Master Bedroom Information
Area: 300
Length: 15
Width: 20
Level: Second

Bedroom #2 Information
Area: 110
Length: 11
Width: 10
Level: Second

Bedroom #3 Information
Area: 143
Length: 11
Width: 13
Level: Second

Bedroom #4 Information
Area: 221
Length: 17
Width: 13
Level: Third

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

Living Room Information
Area: 375
Length: 15
Width: 25
Level: First

Family Room Information
Area: 120
Length: 12
Width: 10
Level: First

Dining Room Information
Area: 242
Length: 11
Width: 22
Level: First

Kitchen Information
Area: 160
Length: 16
Width: 10
Level: First

Basement Information
Basement: Full

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2
Fireplace Features: Dining Room, Living Room

Interior Features
# of Rooms (Total): 8
Flooring: Wood, Carpet
Interior Features: Central Vacuum

Exterior

Building Information
Building Area (Total): 2,827
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate

Exterior Features
Roof: Shingle
Patio And Porch Features: Patio
Exterior Features: Patio, Rain Gutters, Sprinkler System

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

Lot Information
Lot Size (Acres): 0.24
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $8,826
Tax Year: 2007

Utilities

Utility Information
Water Source: Public, City/Town Water
Electric: Circuit Breakers

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Natural Gas
Cooling: Central Air

Location

Location Information
Directions: Highland to Jefferson
UnparsedAddress: 21 Jefferson Road, Winchester MA 01890

Community Information
Senior CommunityYN: No

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 2,827
Stories: 2.0
Lot Size: 0.25 acres
Style: Single Family Residential
Year Built: 1945
Year Renovated: —
County: Middlesex County
APN: 3766426S

Home facts updated by county records on Jul 29, 2026

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
Exclusions: Stair Runner
StandardStatus: Closed

Around this home

Schools

Lincoln Elementary School

Public K-5 • Assigned • 0.6mi

9/10

McCall Middle School

Public 6-8 • Assigned • 0.6mi

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

2/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 hot days expected this year, 15 days in 30 years

Wind Factor

We're working on getting current and accurate wind risk information for this home.

Air Factor

We're working on getting current and accurate air risk information for this home.

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

$1.82M – $2.20M

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Home values near 21 Jefferson Rd

Data from public records.

Address	Redfin Estimate
7 Jefferson Road, Winchester, MA 3 Beds \| 2.5 Baths \| 2106 Sq. Ft.	$1,846,296
17 Jefferson Road, Winchester, MA 4 Beds \| 1.5 Baths \| 1714 Sq. Ft.	$1,575,864

Address	Redfin Estimate
11 Jefferson Road, Winchester, MA 6 Beds \| 2.5 Baths \| 5052 Sq. Ft.	$2,938,094
19 Jefferson Road, Winchester, MA 6 Beds \| 3.5 Baths \| 4830 Sq. Ft.	$2,066,623

Address	Redfin Estimate
15 Jefferson Road, Winchester, MA 4 Beds \| 4.5 Baths \| 3600 Sq. Ft.	$2,537,004
23 Jefferson Road, Winchester, MA 6 Beds \| 4.5 Baths \| 3010 Sq. Ft.	$2,341,310

Property information provided by MLS PIN when last listed in 2007. This data may not match . Learn more.

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