OFF MARKET

Off Market Oct 2019 for $1M

$1,653,337

Est. refi paymentEst. refi $3,297/mo

•

2,287

sq ft

10 Woodside Rd, Winchester, MA 01890

About this home

Rare opportunity! Classic English colonial nestled within Winchester’s Flats neighborhood with beautiful views of Winter Pond and an expansive, private back yard. This lovely home evokes a Tudor styling with so much original character- gumwood beamed ceilings, French doors, custom built-ins, and a fireplaced living room overlooking the scenic pond. In addition to its oversized living & dining rooms, the 1st floor boasts an inviting cherry kitchen with adjacent mudroom, half bath, and a separate office/den. Enjoy indoor/outdoor living from the breezy three-season porch which opens to a patio, detached 2-car garage, and large leafy backyard. Upstairs, you’ll find two bedrooms each with water views, full bath, and a master suite with walk-in closet & private bath. The lower level offers pure potential with a large family room, laundry, half bath & addl storage. You're sure to love this convenient location, close to schools, Winchester Ctr, and commuter rail to Boston. Welcome home!

Single-familyProperty Type

1928Year Built

0.27 acresLot Size

$723Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Louise Coakley • Better Homes and Gardens Real Estate - The Shanahan Group

Bought with Christine Pomer • Coldwell Banker Residential Brokerage - Lexington

Redfin checked: 2 minutes ago

•Source:MLS PIN #72532169

Redfin Estimate

$1,653,337

$618K since sold in October 2019$13K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 6.4% lower than the average sale price ($1.77M) of 6 comparable homes.

SOLD AUG 14, 2026
$1,500,000
A
3 beds2 baths2,387 sq ft
14 Rangeley Rdg, 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 AUG 14, 2026
$2,200,000
C
4 beds2.5 baths3,123 sq ft
15 Cabot St, Winchester, MA 01890
SOLD MAY 15, 2026
$2,300,000
D
4 beds2.5 baths3,283 sq ft
12 Yale St, Winchester, MA 01890
SOLD MAR 25, 2026
$1,470,000
E
3 beds2.5 baths2,370 sq ft
2 Canterbury Rd, Winchester, MA 01890
SOLD FEB 24, 2026
$1,800,000
F
3 beds3.5 baths2,785 sq ft
61 Westland Ave, Winchester, MA 01890

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Earn from this home

Sell

$858,398

Est. take-home

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Refinance

Est. cash available

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Rent

$5,039/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

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 10 Woodside Rd

Date

Event

Price

MLS PIN #72532169

Oct 11, 2019

Sold

$1,035,000

$453/sq ft

Aug 24, 2019

Pending

—

Aug 14, 2019

Contingent

—

Jul 10, 2019

Listed

$1,079,000

$472/sq ft

MLS PIN #30548857

Dec 14, 2001

Sold

$510,000

$223/sq ft

Oct 17, 2001

Listing Removed

—

Oct 4, 2001

Listed

$499,900

$219/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$15,644 (+5.5%)

$955,400 + $455,200

$1,410,600

2024

$14,832 (+4.5%)

$887,100 + $422,000

$1,309,100

2023

$14,194 (+4.9%)

$887,100 + $422,000

$1,309,100

2022

$13,528 (+3.2%)

$716,500 + $364,900

$1,081,400

2021

$13,108 (+3.5%)

$656,800 + $364,900

$1,021,700

2020

$12,659 (+13.1%)

$656,800 + $364,900

$1,021,700

2019

$11,191 (+3.5%)

$571,500 + $352,600

$924,100

2018

$10,817 (+1.7%)

$544,200 + $343,200

$887,400

2017

$10,638 (+6.3%)

$544,200 + $322,100

$866,300

2016

$10,010 (+3.6%)

$544,200 + $312,800

$857,000

2015

$9,666 (+8.2%)

$494,700 + $301,500

$796,200

2014

$8,935 (+0.2%)

$413,700 + $292,100

$705,800

2013

$8,917 (+1.7%)

$413,700 + $284,600

$698,300

2012

$8,764 (+3.7%)

$413,700 + $284,600

$698,300

2011

$8,449 (+4.0%)

$413,700 + $284,600

$698,300

2010

$8,126 (+2.1%)

$421,400 + $284,600

$706,000

2009

$7,957

$421,400 + $284,600

$706,000

Tax history for 10 Woodside Rd

Year

Property tax

Land + Additions

Assessment*

2025

$15,644 (+5.5%)

$955,400 + $455,200

$1,410,600

2024

$14,832 (+4.5%)

$887,100 + $422,000

$1,309,100

2023

$14,194 (+4.9%)

$887,100 + $422,000

$1,309,100

2022

$13,528 (+3.2%)

$716,500 + $364,900

$1,081,400

2021

$13,108 (+3.5%)

$656,800 + $364,900

$1,021,700

2020

$12,659 (+13.1%)

$656,800 + $364,900

$1,021,700

2019

$11,191 (+3.5%)

$571,500 + $352,600

$924,100

2018

$10,817 (+1.7%)

$544,200 + $343,200

$887,400

2017

$10,638 (+6.3%)

$544,200 + $322,100

$866,300

2016

$10,010 (+3.6%)

$544,200 + $312,800

$857,000

2015

$9,666 (+8.2%)

$494,700 + $301,500

$796,200

2014

$8,935 (+0.2%)

$413,700 + $292,100

$705,800

2013

$8,917 (+1.7%)

$413,700 + $284,600

$698,300

2012

$8,764 (+3.7%)

$413,700 + $284,600

$698,300

2011

$8,449 (+4.0%)

$413,700 + $284,600

$698,300

2010

$8,126 (+2.1%)

$421,400 + $284,600

$706,000

2009

$7,957

$421,400 + $284,600

$706,000

*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

0.27 Acres

Year renovated

—

Sq. Ft.

2,079

Year built

1928

Style

Single Family Residential

County

Middlesex County

APN

2762134S

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: 2
# of Covered Spaces: 2
Parking Spaces: 3
Parking Features: Detached, Paved Drive, Off Street, Tandem, Paved

Interior

Master Bedroom Information
Area: 208
Length: 16
Width: 13
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood

Bedroom #2 Information
Area: 117
Length: 13
Width: 9
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #3 Information
Area: 196
Length: 14
Width: 14
Level: Second
Features: Closet,Flooring - Hardwood

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

Bathroom #1 Information
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Area: 84
Length: 12
Width: 7
Level: Second
Features: Bathroom - Full,Bathroom - With Shower Stall,Closet/Cabinets - Custom Built,Flooring - Stone/Ceramic Tile

Bathroom #3 Information
Area: 35
Length: 7
Width: 5
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile

Living Room Information
Area: 350
Length: 25
Width: 14
Level: First
Features: Beamed Ceilings,Flooring - Hardwood,French Doors,Recessed Lighting

Family Room Information
Area: 260
Length: 20
Width: 13
Level: Basement
Features: Walk-In Closet(s),Flooring - Wall to Wall Carpet,Exterior Access

Dining Room Information
Area: 168
Length: 14
Width: 12
Level: First
Features: Flooring - Hardwood,Chair Rail

Kitchen Information
Area: 182
Length: 14
Width: 13
Level: First
Features: Flooring - Stone/Ceramic Tile,Exterior Access,Recessed Lighting,Peninsula

Office Room Information
Area: 98
Length: 14
Width: 7
Level: First
Features: Flooring - Hardwood

Basement Information
Basement: Full, Partially Finished, Bulkhead

Laundry Information
Laundry Dimen: 13X12
Laundry Features: In Basement, Electric Dryer Hookup, Washer Hookup

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

Interior Features
# of Rooms (Total): 8
Door Features: French Doors
Window Features: Screens
Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood
Interior Features: Bathroom - Half, Office, Bathroom, Central Vacuum

Exterior

Building Information
Building Area (Total): 2,287
Foundation Details: Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: Green

Exterior Features
Roof: Shingle
Patio And Porch Features: Screened, Patio
Exterior Features: Porch - Screened, Patio, Rain Gutters, Professional Landscaping, Screens

Property Information
PropertySubType: Single Family Residence
Security Features: Security System
Has Waterview
Pond

Lot Information
Lot Size (Acres): 0.27
ViewYN: Has View
View: Scenic View(s)
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $11,191
Tax Year: 2019

Utilities

Utility Information
Utilities: for Electric Range, for Electric Dryer, Washer Hookup, Icemaker Connection
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Central, Baseboard, Natural Gas
Cooling: Window Unit(s)

Location

Location Information
Directions: Wildwood to Woodside Rd.
UnparsedAddress: 10 Woodside Rd, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Tennis Court(s), Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, House of Worship, Public School

Public facts

Beds: 3
Baths: 3.0
Sq. Ft.: 2,079
Stories: 2.0
Lot Size: 0.27 acres
Style: Single Family Residential
Year Built: 1928
Year Renovated: —
County: Middlesex County
APN: 2762134S

Home facts updated by county records on Sep 10, 2026

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
StandardStatus: Closed

Around this home

Schools

Lynch Elementary School

Public PreK-5 • Assigned • 0.4mi

9/10

McCall Middle School

Public 6-8 • Assigned • 0.9mi

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

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

$1.57M – $1.90M

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Home values near 10 Woodside Rd

Data from public records.

Address	Redfin Estimate
12 Woodside Road, Winchester, MA 4 Beds \| 2.5 Baths \| 3003 Sq. Ft.	$2,251,892
7 Woodside Road, Winchester, MA 5 Beds \| 4.5 Baths \| 4530 Sq. Ft.	$2,573,211

Address	Redfin Estimate
8 Woodside Road, Winchester, MA 3 Beds \| 1 Baths \| 1966 Sq. Ft.	$1,267,925
3 Woodside Road, Winchester, MA 5 Beds \| 3.5 Baths \| 3233 Sq. Ft.	$1,949,474

Address	Redfin Estimate
6 Woodside Road, Winchester, MA 3 Beds \| 2 Baths \| 2220 Sq. Ft.	$1,618,969
1 Woodside Road, Winchester, MA 6 Beds \| 3.5 Baths \| 3690 Sq. Ft.	$2,011,652

Property information provided by MLS PIN when last listed in 2019. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 01890, MA

Sale history for 10 Woodside Rd

Tax history for 10 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 10 Woodside Rd

More real estate resources