OFF MARKET

Off Market Sep 2014 for $580K

$1,242,807

Est. refi paymentEst. refi $942/mo

•

1,912

sq ft

69 Woodside Rd, Winchester, MA 01890

About this home

Major Price Reduction! Your Opportunity! Why rent or buy a townhouse when you could have this lovely single family Colonial to call home? Perfect chance to get into the fantastic Winchester schools and live comfortably at the same time. This well maintained home has had myriad updates and offers 2 bedrooms, plus a smaller bedroom suitable for an office or nursery. An actual 2 full baths as well, with one of them renovated just a year ago. Lovely hardwood floors throughout and living room has a bonus four-season sunroom/den. Dining room with corner built-in china cabinet and family room off kitchen. Enchanting two-tiered level yard with stone patio, rock walls and mature trees. Easy to just move in with newer windows (2003), new oil tank 2013, newer boiler (2001) and hot water heater (2007). Fabulous neighborhood too! Very close to school, plus Horn Pond for fishing and Winter Pond for ice skating. This could all be yours!

Single-familyProperty Type

1927Year Built

7,045 sq ftLot Size

$650Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Kathleen Alexander - Creative Living Te • Keller Williams Realty Boston-Metro | Back Bay

Bought with Kathleen Alexander - Creative Living Te • Keller Williams Realty Boston-Metro | Back Bay

Redfin checked: 2 minutes ago

•Source:MLS PIN #71700695

Redfin Estimate

$1,242,807

$663K since sold in September 2014$12K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 0.2% higher than the average sale price ($1.24M) of 6 comparable homes.

SOLD AUG 14, 2026
$1,325,000
A
3 beds1.5 baths2,006 sq ft
3 Chesterford Ter, Winchester, MA 01890
SOLD MAY 12, 2026
$1,080,000
B
4 beds2 baths1,552 sq ft
76 Woodside Rd, 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 JUL 16, 2026
$1,280,000
D
3 beds2 baths2,192 sq ft
2 Eaton Ct, Winchester, MA 01890
SOLD AUG 14, 2026
$1,500,000
E
3 beds2 baths2,387 sq ft
14 Rangeley Rdg, Winchester, MA 01890
SOLD FEB 25, 2026
$1,156,000
F
3 beds1.5 baths1,608 sq ft
136 Sylvester Ave, Winchester, MA 01890

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

Earn from this home

Sell

$841,213

Est. take-home

List your home with Redfin and save $6,214

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$4,462/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 69 Woodside Rd

Date

Event

Price

MLS PIN #71700695

Sep 10, 2014

Sold

$580,000

$303/sq ft

Aug 13, 2014

Contingent

—

Aug 8, 2014

Price Changed

$599,000

$313/sq ft

Jul 26, 2014

Price Changed

$625,000

$327/sq ft

Jun 25, 2014

Price Changed

$639,000

$334/sq ft

Jun 18, 2014

Listed

$675,000

$353/sq ft

MLS PIN #30567952

May 21, 2002

Sold

$450,000

$235/sq ft

Mar 8, 2002

Listing Removed

—

Dec 21, 2001

Listed

$459,000

$240/sq ft

MLS PIN #50366730

May 29, 1997

Sold

$279,900

$146/sq ft

Mar 10, 1997

Listing Removed

—

Mar 6, 1997

Listed

$279,900

$146/sq ft

Public Records

Oct 20, 1988

Sold

$232,000

$121/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$12,437 (+5.5%)

$773,300 + $348,200

$1,121,500

2023

$11,788 (+2.4%)

$773,300 + $322,400

$1,095,700

2022

$11,514 (+4.5%)

$618,600 + $301,800

$920,400

2021

$11,016 (+3.6%)

$556,800 + $301,800

$858,600

2020

$10,638 (+10.3%)

$556,800 + $301,800

$858,600

2019

$9,648 (+6.9%)

$494,900 + $301,800

$796,700

2018

$9,025 (+11.2%)

$447,000 + $293,400

$740,400

2017

$8,118 (+10.3%)

$384,300 + $276,800

$661,100

2016

$7,362 (−4.7%)

$361,900 + $268,400

$630,300

2015

$7,726 (+7.6%)

$361,900 + $274,500

$636,400

2014

$7,182 (+1.9%)

$301,600 + $265,700

$567,300

2013

$7,045 (+1.7%)

$301,600 + $250,100

$551,700

2012

$6,924 (+3.7%)

$301,600 + $250,100

$551,700

2011

$6,676 (+6.1%)

$301,600 + $250,100

$551,700

2010

$6,290 (+2.1%)

$301,100 + $245,400

$546,500

2009

$6,159

$301,100 + $245,400

$546,500

Tax history for 69 Woodside Rd

Year

Property tax

Land + Additions

Assessment*

2025

$12,437 (+5.5%)

$773,300 + $348,200

$1,121,500

2023

$11,788 (+2.4%)

$773,300 + $322,400

$1,095,700

2022

$11,514 (+4.5%)

$618,600 + $301,800

$920,400

2021

$11,016 (+3.6%)

$556,800 + $301,800

$858,600

2020

$10,638 (+10.3%)

$556,800 + $301,800

$858,600

2019

$9,648 (+6.9%)

$494,900 + $301,800

$796,700

2018

$9,025 (+11.2%)

$447,000 + $293,400

$740,400

2017

$8,118 (+10.3%)

$384,300 + $276,800

$661,100

2016

$7,362 (−4.7%)

$361,900 + $268,400

$630,300

2015

$7,726 (+7.6%)

$361,900 + $274,500

$636,400

2014

$7,182 (+1.9%)

$301,600 + $265,700

$567,300

2013

$7,045 (+1.7%)

$301,600 + $250,100

$551,700

2012

$6,924 (+3.7%)

$301,600 + $250,100

$551,700

2011

$6,676 (+6.1%)

$301,600 + $250,100

$551,700

2010

$6,290 (+2.1%)

$301,100 + $245,400

$546,500

2009

$6,159

$301,100 + $245,400

$546,500

*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

6,970 Sq. Ft.

Year renovated

—

Sq. Ft.

1,912

Year built

1927

Style

Single Family Residential

County

Middlesex County

APN

799117S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 10, 2026.

Property details

Parking

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

Interior

Master Bedroom Information
Level: Second
Features: Closet,Flooring - Hardwood

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

Bedroom #3 Information
Level: Second
Features: Closet,Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 2
Master Bathroom Features: Yes

Bathroom #1 Information
Level: Second

Bathroom #2 Information
Level: Second

Bathroom #3 Information
Level: Basement

Living Room Information
Level: First
Features: Flooring - Hardwood

Family Room Information
Level: First
Features: Flooring - Wall to Wall Carpet

Dining Room Information
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Chair Rail

Kitchen Information
Level: First
Features: Flooring - Stone/Ceramic Tile

Basement Information
Basement: Partially Finished, Walk-Out Access, Radon Remediation System

Laundry Information
Laundry Features: Electric Dryer Hookup

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

Interior Features
# of Rooms (Total): 8
Window Features: Insulated Windows
Flooring: Tile, Hardwood
Interior Features: Play Room

Exterior

Building Information
Building Area (Total): 1,912
Foundation Area: 9,999
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate
Color: Green
Lead Paint: Yes

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

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.16
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $7,182
Tax Year: 2014

Utilities

Utility Information
Utilities: for Electric Range, for Electric Oven, for Electric Dryer
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers

Heating & Cooling
Has Heating
Heating: Hot Water, Oil

Location

Location Information
Directions: Wildwood to Woodside or Pond to Woodside
UnparsedAddress: 69 Woodside Road, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Walk/Jog Trails, Public School

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,912
Stories: 2.0
Lot Size: 6,970 square feet
Style: Single Family Residential
Year Built: 1927
Year Renovated: —
County: Middlesex County
APN: 799117S

Home facts updated by county records on Sep 10, 2026

Other

Miscellaneous Information
Heat Zones: 1

Listing Information
StandardStatus: Closed

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 • 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

0.00% 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

$1.18M – $1.43M

Reach more buyers when you sell with Redfin. Save up to $12,428 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

VIDEO TOUR

$1,549,000

3 beds2.5 baths2,640 sq ft

50 Holland St, Winchester, MA 01890

3D WALKTHROUGH

$974,900

4 beds2.5 baths1,719 sq ft

258 Cross St, Winchester, MA 01890

3D WALKTHROUGH

$699,900

3 beds1 bath1,800 sq ft

23 Mayflower Rd, Woburn, MA 01801

$849,000

3 beds1.5 baths1,340 sq ft

15 Clark St #15, Winchester, MA 01890

$1,350,000

4 beds3 baths2,690 sq ft

423 Washington St, Winchester, MA 01890

$3,149,000

7 beds7.5 baths8,540 sq ft

37 Mayflower Rd, 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 69 Woodside Rd

Data from public records.

Address	Redfin Estimate
60 Woodside Road, Winchester, MA 3 Beds \| 1.5 Baths \| 1235 Sq. Ft.	$1,217,219
76 Woodside Road, Winchester, MA 4 Beds \| 2 Baths \| 1552 Sq. Ft.	$1,324,662

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

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

Property information provided by MLS PIN when last listed in 2014. This data may not match . Learn more.

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

North Main homes for sale
Winchester Town Center homes for sale

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

About this home

Redfin Estimate

Earn from this home

Market trends in 01890, MA

Sale history for 69 Woodside Rd

Tax history for 69 Woodside Rd

Public record

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 69 Woodside Rd

More real estate resources