Google street view image for 81 Woodside Rd, Winchester, MA 01890

Off Market Jan 1994 for $190K

$1,260,597

Est. refi paymentEst. refi $1,422/mo

•

2 ba

•

1,754

sq ft

81 Woodside Rd, Winchester, MA 01890

About this home

81 Woodside Rd is a 1,754 square foot house on a 6,098 square foot lot with 3 bedrooms and 2 bathrooms. - it last sold on January 27, 1994 for $190,000. Based on Redfin's Winchester data, we estimate the home's value is $1,260,597.

Single-familyProperty Type

1928Year Built

6,098 sq ftLot Size

$719Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,260,597

$1.1M since sold in January 1994$9,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 8.9% higher than the average sale price ($1.16M) of 6 comparable homes.

SOLD MAY 12, 2026
$1,080,000
A
4 beds2 baths1,552 sq ft
76 Woodside Rd, Winchester, MA 01890
SOLD AUG 14, 2026
$1,325,000
B
3 beds1.5 baths2,006 sq ft
3 Chesterford Ter, Winchester, MA 01890
SOLD MAY 28, 2026
$1,100,000
C
3 beds1.5 baths1,675 sq ft
104 Wendell St, Winchester, MA 01890
SOLD FEB 25, 2026
$1,156,000
D
3 beds1.5 baths1,608 sq ft
136 Sylvester Ave, Winchester, MA 01890
SOLD AUG 14, 2026
$1,500,000
E
3 beds2 baths2,387 sq ft
14 Rangeley Rdg, Winchester, MA 01890
SOLD SEP 1, 2026
$784,500
F
3 beds2 baths2,212 sq ft
24 Carter St, Woburn, MA 01801

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$1,197,122

Est. take-home

List your home with Redfin and save $6,303

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$4,374/mo

Redfin rental estimate

List your home for rent

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

3D WALKTHROUGH
$974,900
4 beds2.5 baths1,719 sq ft
258 Cross St, Winchester, MA 01890
$769,000
2 beds2 baths1,170 sq ft
666 Main St #310, Winchester, MA 01890
VIDEO TOUR
$775,000
3 beds2 baths1,643 sq ft
189 Washington St #2, Winchester, MA 01890
$1,599,000
5 beds2 baths2,944 sq ft
143 Arlington St, Winchester, MA 01890
$4,299,000
5 beds5.5 baths6,526 sq ft
4 Dartmouth, Winchester, MA 01890
$1,300,000
4 beds2.5 baths2,666 sq ft
465 Washington St, Winchester, MA 01890
$1,300,000
4 beds2.5 baths2,666 sq ft
465 Washington St #465, Winchester, MA 01890
$1,299,000
4 beds1.5 baths3,307 sq ft
253 Pond St, Winchester, MA 01890
$2,995,000
5 beds5.5 baths6,500 sq ft
8 Priscilla Ln, Winchester, MA 01890
$3,149,000
7 beds7.5 baths8,540 sq ft
37 Mayflower Rd, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 81 Woodside Rd

Year

Property tax

Land + Additions

Assessment*

2025

$12,779 (+5.5%)

$756,100 + $396,200

$1,152,300

2023

$12,109 (+2.2%)

$756,100 + $367,300

$1,123,400

2022

$11,848 (+4.1%)

$604,800 + $342,300

$947,100

2021

$11,376 (+3.5%)

$544,400 + $342,300

$886,700

2020

$10,986 (+9.8%)

$544,400 + $342,300

$886,700

2019

$10,005 (+6.6%)

$483,900 + $342,300

$826,200

2018

$9,385 (+10.8%)

$437,000 + $332,900

$769,900

2017

$8,472 (+10.2%)

$375,800 + $314,100

$689,900

2016

$7,690 (−2.1%)

$353,800 + $304,600

$658,400

2015

$7,856 (+7.2%)

$353,800 + $293,300

$647,100

2014

$7,328 (+0.4%)

$294,900 + $283,900

$578,800

2013

$7,296 (+1.8%)

$294,900 + $276,400

$571,300

2012

$7,170 (+3.7%)

$294,900 + $276,400

$571,300

2011

$6,913 (+6.2%)

$294,900 + $276,400

$571,300

2010

$6,511 (+2.1%)

$294,400 + $271,300

$565,700

2009

$6,375

$294,400 + $271,300

$565,700

Tax history for 81 Woodside Rd

Year

Property tax

Land + Additions

Assessment*

2025

$12,779 (+5.5%)

$756,100 + $396,200

$1,152,300

2023

$12,109 (+2.2%)

$756,100 + $367,300

$1,123,400

2022

$11,848 (+4.1%)

$604,800 + $342,300

$947,100

2021

$11,376 (+3.5%)

$544,400 + $342,300

$886,700

2020

$10,986 (+9.8%)

$544,400 + $342,300

$886,700

2019

$10,005 (+6.6%)

$483,900 + $342,300

$826,200

2018

$9,385 (+10.8%)

$437,000 + $332,900

$769,900

2017

$8,472 (+10.2%)

$375,800 + $314,100

$689,900

2016

$7,690 (−2.1%)

$353,800 + $304,600

$658,400

2015

$7,856 (+7.2%)

$353,800 + $293,300

$647,100

2014

$7,328 (+0.4%)

$294,900 + $283,900

$578,800

2013

$7,296 (+1.8%)

$294,900 + $276,400

$571,300

2012

$7,170 (+3.7%)

$294,900 + $276,400

$571,300

2011

$6,913 (+6.2%)

$294,900 + $276,400

$571,300

2010

$6,511 (+2.1%)

$294,400 + $271,300

$565,700

2009

$6,375

$294,400 + $271,300

$565,700

*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: 1,106

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Steam

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Room Information
# of Rooms: 8

Exterior

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

Property Information
Living Sq. Ft: 1,754
Gross Sq. Ft: 2,914
# of Units: 1
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 6,098
Municipality Name: WINCHESTER
Acres: 0.14
Zoning Code: RDB
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2025

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,754
Stories: 2.0
Lot Size: 6,098 square feet
Style: Single Family Residential
Year Built: 1928
Year Renovated: —
County: Middlesex County
APN: 1644918S

Home facts updated by county records on Sep 11, 2026

Around this home

Schools

Lynch Elementary School

Public PreK-5 • Assigned • 0.1mi

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

50% 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

$1.20M – $1.45M

Reach more buyers when you sell with Redfin. Save up to $12,606 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

$949,999

4 beds2 baths2,326 sq ft

96 Loring Ave, Winchester, MA 01890

$2,100,000

6 beds4 baths3,403 sq ft

6 Ivy Cir, Winchester, MA 01890

VIDEO TOUR

$1,549,000

3 beds2.5 baths2,640 sq ft

50 Holland St, Winchester, MA 01890

$949,900

3 beds2.5 baths2,272 sq ft

25 Indian Hill Rd, Woburn, MA 01801

3D WALKTHROUGH

$699,900

3 beds1 bath1,800 sq ft

23 Mayflower Rd, Woburn, MA 01801

$4,299,000

5 beds5.5 baths6,526 sq ft

4 Dartmouth, Winchester, MA 01890

New listings for sale in 01890

3D WALKTHROUGH

$974,900

4 beds2.5 baths1,719 sq ft

258 Cross St, Winchester, MA 01890

$769,000

2 beds2 baths1,170 sq ft

666 Main St #310, Winchester, MA 01890

VIDEO TOUR

$775,000

3 beds2 baths1,643 sq ft

189 Washington St #2, Winchester, MA 01890

$1,599,000

5 beds2 baths2,944 sq ft

143 Arlington St, Winchester, MA 01890

$4,299,000

5 beds5.5 baths6,526 sq ft

4 Dartmouth, Winchester, MA 01890

$1,300,000

4 beds2.5 baths2,666 sq ft

465 Washington St, Winchester, MA 01890

$1,300,000

4 beds2.5 baths2,666 sq ft

465 Washington St #465, Winchester, MA 01890

$1,299,000

4 beds1.5 baths3,307 sq ft

253 Pond St, Winchester, MA 01890

$2,995,000

5 beds5.5 baths6,500 sq ft

8 Priscilla Ln, Winchester, MA 01890

Home values near 81 Woodside Rd

Data from public records.

Address	Redfin Estimate
70 Woodside Rd, Winchester, MA 4 Beds \| 2.5 Baths \| 2566 Sq. Ft.	$1,671,064
78 Woodside Rd, Winchester, MA 4 Beds \| 1.5 Baths \| 1786 Sq. Ft.	$1,144,455

Address	Redfin Estimate
72 Woodside Rd, Winchester, MA 4 Beds \| 2.5 Baths \| 2736 Sq. Ft.	$1,320,283
80 Woodside Rd, Winchester, MA 4 Beds \| 2.5 Baths \| 2235 Sq. Ft.	$1,353,228

Address	Redfin Estimate
76 Woodside Rd, Winchester, MA 4 Beds \| 2 Baths \| 1552 Sq. Ft.	$1,324,662
84 Woodside Rd, Winchester, MA 4 Beds \| 2 Baths \| 2994 Sq. Ft.	$1,445,183

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

02155 homes for sale
02474 homes for sale
01890 homes for sale
01801 homes for sale
02180 homes for sale

Houses for rent in Winchester	Agents near me	Quincy, MA homes for sale	Winchester Housing Market
Houses for sale near me	Boston, MA homes for sale	Brookline, MA homes for sale
Land for sale near me	Newton, MA homes for sale	Arlington, MA homes for sale
Open Houses near me	Cambridge, MA homes for sale	Winchester Property Records
Condos for sale near me	Lexington, MA homes for sale	MA New Listings

Cambridge homes for sale
Boston homes for sale
Newton homes for sale

North Main homes for sale
Winchester Town Center homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 01890, MA

Sale history for 81 Woodside Rd

Tax history for 81 Woodside Rd

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 01890

Home values near 81 Woodside Rd

More real estate resources