Off Market May 2008 for $2.1M

$3,852,093

Est. refi paymentEst. refi $14,320/mo

•

4,900

sq ft

20 Sheffield Rd, Winchester, MA 01890

About this home

Spectacular fully renovated and expanded Colonial/Victorian in the prestigious Everett Ave. area. This gem features 3 levels of well-appointed living space, 5 fireplaces and 2 mahogany decks. New roof & windows. Hardwood flooring throughout. Exquisite architectural details include fine moldings, leaded glass, pocket doors and wainscoting. The chef’s kitchen flaunts maple cabinets, granite counters and Thermador appliances. Brand new addition features a family room and 2 car garage under.

Single-familyProperty Type

1905Year Built

0.26 acresLot Size

$786Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Lisa Russo • RE/MAX Leading Edge

Bought with Dorothea Feffer • Coldwell Banker Residential Brokerage - Winchester

Redfin checked: a few seconds ago

•Source:MLS PIN #70713956

Redfin Estimate

$3,852,093

$1.7M since sold in May 2008$82K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 52.8% higher than the average sale price ($2.52M) of 6 comparable homes.

SOLD JUL 10, 2026
$2,700,000
A
7 beds3.5 baths3,676 sq ft
15 Yale St, Winchester, MA 01890
SOLD AUG 28, 2026
$2,300,000
B
5 beds3.5 baths5,230 sq ft
78 Bacon St, Winchester, MA 01890
SOLD JUN 23, 2026
$2,830,000
C
5 beds3.5 baths4,792 sq ft
56 Yale St, Winchester, MA 01890
SOLD JUL 15, 2026
$2,600,000
D
6 beds4 baths4,540 sq ft
47 Yale St, Winchester, MA 01890
SOLD JUN 30, 2026
$2,400,000
E
5 beds3.5 baths4,822 sq ft
216 Highland Ave, Winchester, MA 01890
SOLD JUL 21, 2026
$2,300,000
F
5 beds3.5 baths4,744 sq ft
30 Rangeley Rd, Winchester, MA 01890

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Sell

$2,740,183

Est. take-home

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Est. cash available

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Rent

$6,054/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

100.0%

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

EARLY ACCESS
$1,529,000
4 beds4 baths2,709 sq ft
25 Arlington St, Winchester, MA 01890
$1,195,000
3 beds1.5 baths2,239 sq ft
4 Stone Ave, Winchester, MA 01890
VIDEO TOUR
$1,000,000
3 beds1 bath1,908 sq ft
23 Stone Ave, Winchester, MA 01890
VIDEO TOUR
$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
$349,900
1 bed1 bath602 sq ft
200 Swanton St Unit T14, Winchester, MA 01890
$1,325,000
4 beds2 baths1,922 sq ft
9 Priscilla Ln, Winchester, MA 01890
$399,000
1 bed1 bath613 sq ft
200 Swanton St #727, Winchester, MA 01890
$1,080,000
3 beds1 bath1,382 sq ft
6 Reservoir St, Winchester, MA 01890
$2,600,000
6 beds3 baths3,534 sq ft
7 Lakeview Ter, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 20 Sheffield Rd

Date

Event

Price

Public Records

May 23, 2008

Sold

$2,175,000

$444/sq ft

MLS PIN #70713956

May 22, 2008

Listing Removed

—

May 21, 2008

Sold

$2,175,000

$444/sq ft

Apr 29, 2008

Contingent

—

Apr 16, 2008

Listing Removed

—

Apr 7, 2008

Price Changed

$2,299,000

$469/sq ft

Feb 18, 2008

Listed

$2,399,000

$490/sq ft

MLS PIN #70591181

Jul 10, 2007

Sold

$1,233,200

$252/sq ft

Jun 19, 2007

Listing Removed

—

Jun 4, 2007

Listed

$1,299,000

$265/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$38,637 (+3.3%)

$1,189,500 + $2,297,600

$3,487,100

2025

$37,401 (+9.6%)

$1,155,500 + $2,217,000

$3,372,500

2023

$34,111 (+8.4%)

$1,121,500 + $2,126,000

$3,247,500

2022

$31,460 (+2.3%)

$951,600 + $1,563,200

$2,514,800

2021

$30,738 (+5.6%)

$832,600 + $1,563,200

$2,395,800

2020

$29,104 (+6.9%)

$831,700 + $1,517,300

$2,349,000

2019

$27,214 (+1.8%)

$729,900 + $1,517,300

$2,247,200

2018

$26,724 (+5.7%)

$712,900 + $1,479,400

$2,192,300

2017

$25,273 (+7.4%)

$678,100 + $1,380,000

$2,058,100

2016

$23,526 (+0.8%)

$678,100 + $1,336,100

$2,014,200

2015

$23,345 (+1.3%)

$616,200 + $1,306,800

$1,923,000

2014

$23,053 (−0.9%)

$560,100 + $1,260,800

$1,820,900

2013

$23,253 (+3.0%)

$560,100 + $1,260,800

$1,820,900

2012

$22,586 (+3.7%)

$538,900 + $1,260,800

$1,799,700

2011

$21,776 (−5.3%)

$538,900 + $1,260,800

$1,799,700

2010

$22,992 (+1.9%)

$548,900 + $1,448,700

$1,997,600

2009

$22,568

$548,900 + $1,453,600

$2,002,500

Tax history for 20 Sheffield Rd

Year

Property tax

Land + Additions

Assessment*

2026

$38,637 (+3.3%)

$1,189,500 + $2,297,600

$3,487,100

2025

$37,401 (+9.6%)

$1,155,500 + $2,217,000

$3,372,500

2023

$34,111 (+8.4%)

$1,121,500 + $2,126,000

$3,247,500

2022

$31,460 (+2.3%)

$951,600 + $1,563,200

$2,514,800

2021

$30,738 (+5.6%)

$832,600 + $1,563,200

$2,395,800

2020

$29,104 (+6.9%)

$831,700 + $1,517,300

$2,349,000

2019

$27,214 (+1.8%)

$729,900 + $1,517,300

$2,247,200

2018

$26,724 (+5.7%)

$712,900 + $1,479,400

$2,192,300

2017

$25,273 (+7.4%)

$678,100 + $1,380,000

$2,058,100

2016

$23,526 (+0.8%)

$678,100 + $1,336,100

$2,014,200

2015

$23,345 (+1.3%)

$616,200 + $1,306,800

$1,923,000

2014

$23,053 (−0.9%)

$560,100 + $1,260,800

$1,820,900

2013

$23,253 (+3.0%)

$560,100 + $1,260,800

$1,820,900

2012

$22,586 (+3.7%)

$538,900 + $1,260,800

$1,799,700

2011

$21,776 (−5.3%)

$538,900 + $1,260,800

$1,799,700

2010

$22,992 (+1.9%)

$548,900 + $1,448,700

$1,997,600

2009

$22,568

$548,900 + $1,453,600

$2,002,500

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

0.26 Acres

Year renovated

—

Sq. Ft.

4,930

Year built

1905

Style

Single Family Residential

County

Middlesex County

APN

2674217S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 16, 2026.

Property details

Parking

Parking Information
Has Garage
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 2
AttachedGarageYN: Yes
Parking Features: Attached, Under, Garage Door Opener, Heated Garage, Off Street

Interior

Master Bedroom Information
Area: 280
Length: 14
Width: 20
Level: Second
Features: Bathroom - Full,Wood / Coal / Pellet Stove,Walk-In Closet(s),Flooring - Hardwood

Bedroom #2 Information
Area: 247
Length: 19
Width: 13
Level: Second
Features: Flooring - Hardwood

Bedroom #3 Information
Area: 240
Length: 15
Width: 16
Level: Second
Features: Flooring - Hardwood

Bedroom #4 Information
Area: 126
Length: 14
Width: 9
Level: Third
Features: Flooring - Hardwood

Bedroom #5 Information
Area: 208
Length: 13
Width: 16
Level: Third
Features: Walk-In Closet(s),Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Area: 20
Length: 4
Width: 5
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Area: 66
Length: 11
Width: 6
Level: Second
Features: Bathroom - Full

Bathroom #3 Information
Area: 60
Length: 6
Width: 10
Level: Third
Features: Bathroom - Full

Living Room Information
Area: 280
Length: 14
Width: 20
Level: First
Features: Wood / Coal / Pellet Stove,Flooring - Hardwood

Family Room Information
Area: 552
Length: 24
Width: 23
Level: First
Features: Flooring - Hardwood,Balcony / Deck

Dining Room Information
Area: 260
Length: 20
Width: 13
Level: First
Features: Wood / Coal / Pellet Stove,Flooring - Hardwood

Kitchen Information
Area: 352
Length: 22
Width: 16
Level: First
Features: Flooring - Hardwood,Balcony / Deck,Countertops - Stone/Granite/Solid

Office Room Information
Area: 204
Length: 17
Width: 12
Level: First
Features: Fireplace,Flooring - Hardwood

Basement Information
Basement: Full, Partially Finished, Interior Entry, Garage Access, Sump Pump

Laundry Information
Laundry Dimen: 3X6
Laundry Features: Flooring - Stone/Ceramic Tile, Second Floor, Gas Dryer Hookup, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 5
Fireplace Features: Dining Room, Family Room, Living Room, Master Bedroom

Interior Features
# of Rooms (Total): 14
Door Features: Insulated Doors
Window Features: Insulated Windows, Screens
Flooring: Wood, Tile, Marble, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
Interior Features: Bedroom, Sun Room, Office, Mud Room, Sitting Room

Exterior

Building Information
Building Area (Total): 4,900
Foundation Area: 999
Foundation Details: Concrete Perimeter, Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Renovated Since
Color: BEIGE

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch, Deck
Exterior Features: Porch, Deck, Rain Gutters, Screens

Property Information
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat
Security Features: Security System

Lot Information
Lot Size (Acres): 0.26
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $13,016.95
Tax Year: 2008

Utilities

Utility Information
Utilities: for Gas Range, for Gas Oven, for Gas Dryer, Washer Hookup, Icemaker Connection
Sewer: Public Sewer, City/Town Sewer
Water Source: Public, City/Town Water
Electric: Circuit Breakers, 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Natural Gas, Hydro Air, Fireplace
Cooling: Central Air

Location

HOA Information
Homeowners Association Membership Not Required

Location Information
Directions: Bacon,Everett,Sheffield
UnparsedAddress: 20 Sheffield Rd, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Sidewalks

Public facts

Beds: 6
Baths: 3.5
Sq. Ft.: 4,930
Stories: 3.0
Lot Size: 0.26 acres
Style: Single Family Residential
Year Built: 1905
Year Renovated: —
County: Middlesex County
APN: 2674217S

Home facts updated by county records on Sep 16, 2026

Other

Miscellaneous Information
Heat Zones: 3

Listing Information
StandardStatus: Closed

Around this home

Schools

Ambrose Elementary School

Public K-5 • Assigned • 0.4mi

10/10

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

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

59% 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

$3.66M – $4.43M

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Nearby similar homes

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New listings for sale in 01890

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

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4 beds2 baths1,922 sq ft

9 Priscilla Ln, Winchester, MA 01890

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1 bed1 bath613 sq ft

200 Swanton St #727, Winchester, MA 01890

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Home values near 20 Sheffield Rd

Data from public records.

Address	Redfin Estimate
16 Sheffield Rd, Winchester, MA 5 Beds \| 3.5 Baths \| 4214 Sq. Ft.	$3,032,447
9 Sheffield W, Winchester, MA 4 Beds \| 2.5 Baths \| 3068 Sq. Ft.	$2,250,047

Address	Redfin Estimate
18 Sheffield Rd, Winchester, MA 7 Beds \| 5 Baths \| 4252 Sq. Ft.	$2,756,578
7 Sheffield W, Winchester, MA 7 Beds \| 3.5 Baths \| 3123 Sq. Ft.	$2,346,972

Address	Redfin Estimate
4 Sheffield W, Winchester, MA 5 Beds \| 4 Baths \| 4165 Sq. Ft.	$2,842,856
5 Sheffield W, Winchester, MA 5 Beds \| 3 Baths \| 3601 Sq. Ft.	$2,458,411

Property information provided by MLS PIN when last listed in 2008. This data may not match . Learn more.

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