Google street view image for 50 Jefferson Rd, Winchester, MA 01890

Off Market Sep 1984 for $185K

$1,970,978

Est. refi paymentEst. refi $1,173/mo

•

3.5 ba

•

3,858

sq ft

50 Jefferson Rd, Winchester, MA 01890

About this home

50 Jefferson Rd is a 3,858 square foot house on a 0.27 acre lot with 5 bedrooms and 3.5 bathrooms. - it last sold on September 10, 1984 for $185,000. Based on Redfin's Winchester data, we estimate the home's value is $1,970,978.

Single-familyProperty Type

1948Year Built

0.27 acresLot Size

$511Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,970,978

$1.8M since sold in September 1984$24K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.3% lower than the average sale price ($2.06M) of 6 comparable homes.

SOLD APR 28, 2026
$2,120,000
A
5 beds3.5 baths2,860 sq ft
4 Leslie Rd, Winchester, MA 01890
SOLD JUL 30, 2026
$2,255,000
B
4 beds3.5 baths3,494 sq ft
2 York Rd, Winchester, MA 01890
SOLD JUN 1, 2026
$1,607,000
C
4 beds2.5 baths3,298 sq ft
6 Oakland Cir, Winchester, MA 01890
BOUGHT WITH REDFIN JUL 13, 2026
$2,150,000
D
5 beds3 baths3,136 sq ft
22 Hollywood Rd, Winchester, MA 01890
SOLD JUL 21, 2026
$2,300,000
E
5 beds3.5 baths4,744 sq ft
30 Rangeley Rd, Winchester, MA 01890
SOLD JAN 9, 2026
$1,930,000
F
4 beds2.5 baths3,658 sq ft
8 Felsdale Close, Winchester, MA 01890

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Earn from this home

Sell

$1,872,296

Est. take-home

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Est. cash available

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Rent

$5,828/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

EARLY ACCESS
$1,325,000
4 beds2 baths1,922 sq ft
9 Priscilla Ln, Winchester, MA 01890
HOT HOME
$619,000
3 beds3.5 baths1,225 sq ft
23 Shepard Ct #23, Winchester, MA 01890
3D & VIDEO TOUR
$1,099,000
4 beds2.5 baths2,411 sq ft
24 Richardson St, Winchester, MA 01890
$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
3D & VIDEO TOUR
$2,849,000
5 beds4.5 baths5,058 sq ft
7 Viking Rd, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 50 Jefferson Rd

Year

Property tax

Land + Additions

Assessment*

2025

$20,277 (+6.9%)

$958,900 + $869,500

$1,828,400

2023

$18,964 (+8.5%)

$890,400 + $803,200

$1,693,600

2022

$17,471 (+1.9%)

$719,200 + $677,400

$1,396,600

2021

$17,150 (+3.6%)

$659,300 + $677,400

$1,336,700

2020

$16,562 (+9.3%)

$659,300 + $677,400

$1,336,700

2019

$15,151 (+3.1%)

$573,700 + $677,400

$1,251,100

2018

$14,689 (+2.4%)

$546,300 + $658,700

$1,205,000

2017

$14,338 (+6.8%)

$546,300 + $621,300

$1,167,600

2016

$13,419 (+2.7%)

$546,300 + $602,600

$1,148,900

2015

$13,071 (+5.8%)

$496,600 + $580,100

$1,076,700

2014

$12,351 (+0.7%)

$415,300 + $560,300

$975,600

2013

$12,267 (+1.8%)

$415,300 + $545,300

$960,600

2012

$12,056 (+3.7%)

$415,300 + $545,300

$960,600

2011

$11,623 (+5.4%)

$415,300 + $545,300

$960,600

2010

$11,024 (+2.1%)

$423,000 + $534,800

$957,800

2009

$10,794

$423,000 + $534,800

$957,800

Tax history for 50 Jefferson Rd

Year

Property tax

Land + Additions

Assessment*

2025

$20,277 (+6.9%)

$958,900 + $869,500

$1,828,400

2023

$18,964 (+8.5%)

$890,400 + $803,200

$1,693,600

2022

$17,471 (+1.9%)

$719,200 + $677,400

$1,396,600

2021

$17,150 (+3.6%)

$659,300 + $677,400

$1,336,700

2020

$16,562 (+9.3%)

$659,300 + $677,400

$1,336,700

2019

$15,151 (+3.1%)

$573,700 + $677,400

$1,251,100

2018

$14,689 (+2.4%)

$546,300 + $658,700

$1,205,000

2017

$14,338 (+6.8%)

$546,300 + $621,300

$1,167,600

2016

$13,419 (+2.7%)

$546,300 + $602,600

$1,148,900

2015

$13,071 (+5.8%)

$496,600 + $580,100

$1,076,700

2014

$12,351 (+0.7%)

$415,300 + $560,300

$975,600

2013

$12,267 (+1.8%)

$415,300 + $545,300

$960,600

2012

$12,056 (+3.7%)

$415,300 + $545,300

$960,600

2011

$11,623 (+5.4%)

$415,300 + $545,300

$960,600

2010

$11,024 (+2.1%)

$423,000 + $534,800

$957,800

2009

$10,794

$423,000 + $534,800

$957,800

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

Property details

Interior

Basement Information
Basement Sq. Ft: 1,595

Bathroom Information
# of Full Baths: 3
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Room Information
# of Rooms: 10

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Colonial
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gambrel

Property Information
Living Sq. Ft: 3,858
Gross Sq. Ft: 5,642
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 11,761
Municipality Name: WINCHESTER
Acres: 0.27
Zoning Code: RDB
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 3,858
Stories: 2.0
Lot Size: 0.27 acres
Style: Single Family Residential
Year Built: 1948
Year Renovated: —
County: Middlesex County
APN: 1786549S

Home facts updated by county records on Jul 30, 2026

Around this home

Schools

Lincoln Elementary School

Public K-5 • Assigned • 0.7mi

9/10

McCall Middle School

Public 6-8 • Assigned • 0.7mi

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

3/10 Fire Factor

0.77% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 96° expected this year, 14 days in 30 years

6/10 Wind Factor

50% chance of strong winds in next 30 years

3/10 Air Factor

3 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

$1.87M – $2.27M

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New listings for sale in 01890

EARLY ACCESS

$1,325,000

4 beds2 baths1,922 sq ft

9 Priscilla Ln, Winchester, MA 01890

HOT HOME

$619,000

3 beds3.5 baths1,225 sq ft

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3D & VIDEO TOUR

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4 beds2.5 baths2,411 sq ft

24 Richardson St, Winchester, MA 01890

$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

3D & VIDEO TOUR

$2,849,000

5 beds4.5 baths5,058 sq ft

7 Viking Rd, Winchester, MA 01890

Home values near 50 Jefferson Rd

Data from public records.

Address	Redfin Estimate
35 Jefferson Road, Winchester, MA 7 Beds \| 6.5 Baths \| 6187 Sq. Ft.	$3,069,987
47 Jefferson Road, Winchester, MA 4 Beds \| 2.5 Baths \| 2512 Sq. Ft.	$1,762,548

Address	Redfin Estimate
41 Jefferson Road, Winchester, MA 4 Beds \| 3 Baths \| 3104 Sq. Ft.	$1,913,577
49 Jefferson Road, Winchester, MA 5 Beds \| 4 Baths \| 4049 Sq. Ft.	$2,653,152

Address	Redfin Estimate
43 Jefferson Road, Winchester, MA 5 Beds \| 2.5 Baths \| 2009 Sq. Ft.	$1,679,178
52 Jefferson Road, Winchester, MA 4 Beds \| 2.5 Baths \| 3217 Sq. Ft.	$1,884,809

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GreatSchools Ratings provided by GreatSchools.org.

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