OFF MARKET

Off Market Jun 2016 for $699K

$1,272,305

Est. refi paymentEst. refi $1,588/mo

•

1,680

sq ft

39 Woodside Rd, Winchester, MA 01890

About this home

Move right into this lovely 3 bedroom Colonial overlooking scenic Winter Pond, just steps from Lynch Elementary School and Horn Pond walking trails. First floor features large eat-in kitchen with attached mudroom, inviting living room with fireplace, formal dining room with beautiful bay window and built-in China cabinet, and adjacent family room with custom built-ins. Second floor features hardwood floors and large master bedroom with double closets and plenty of windows to take full advantage of the beautiful water view. Two additional bedrooms with ample closet space, a home office with custom shelves and a tastefully updated marble bathroom on the 2nd floor. Attached one car garage with additional side by side parking for two cars. Spacious fenced-in back yard with large deck, side cobblestone patio and shed. You'll fall in love with the fully enclosed front porch and enjoy watching the skaters on nearby Winter Pond. This sun-filled home has it all!

Single-familyProperty Type

1922Year Built

0.26 acresLot Size

$757Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Paula Sughrue • Better Homes and Gardens Real Estate - The Shanahan Group

Bought with Louise Coakley • Better Homes and Gardens Real Estate - The Shanahan Group

Redfin checked: 2 minutes ago

•Source:MLS PIN #71961887

Redfin Estimate

$1,272,305

$573K since sold in June 2016$2,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3% 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 FEB 25, 2026
$1,156,000
B
3 beds1.5 baths1,608 sq ft
136 Sylvester Ave, Winchester, MA 01890
SOLD MAY 29, 2026
$1,250,000
C
4 beds2 baths2,046 sq ft
87 Wendell St, Winchester, MA 01890
SOLD AUG 14, 2026
$1,500,000
D
3 beds2 baths2,387 sq ft
14 Rangeley Rdg, Winchester, MA 01890
SOLD MAY 28, 2026
$1,100,000
E
3 beds1.5 baths1,675 sq ft
104 Wendell St, Winchester, MA 01890
SOLD MAY 12, 2026
$1,080,000
F
4 beds2 baths1,552 sq ft
76 Woodside Rd, Winchester, MA 01890

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Earn from this home

Sell

$772,250

Est. take-home

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Est. cash available

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Rent

$3,612/mo

Redfin rental estimate

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Market trends in 01890, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.1%

+0.0% MoM

Median sale price

$1.4M

$57K MoM

Avg. days on market

20d

0 days MoM

Recently sold homes

14 MoM

New listings for sale

EARLY ACCESS
$1,699,000
3 beds2 baths2,327 sq ft
4 Churchill Rd, Winchester, MA 01890
OPEN SAT, 12:30PM TO 1:30PM
$2,849,000
5 beds4.5 baths5,058 sq ft
7 Viking Rd, Winchester, MA 01890
OPEN SAT, 11:30AM TO 1PM
$1,699,000
5 beds3.5 baths3,180 sq ft
30 Farrow St, Winchester, MA 01890
$1,098,000
3 beds1.5 baths1,657 sq ft
17 Russell Rd, Winchester, MA 01890
OPEN SUN, 12PM TO 1:30PM
$1,999,000
4 beds2.5 baths3,757 sq ft
85 High St, Winchester, MA 01890
EARLY ACCESS
Unknown
3 beds3 baths5,127 sq ft
187 High St, Winchester, MA 01890
$949,999
4 beds2 baths2,326 sq ft
96 Loring Ave, Winchester, MA 01890
OPEN SAT, 11:30AM TO 1PM
$3,199,000
5 beds4.5 baths5,406 sq ft
10 Rangeley Rd, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 39 Woodside Rd

Date

Event

Price

MLS PIN #71961887

Jun 3, 2016

Listing Removed

—

Jun 3, 2016

Sold

$699,000

$416/sq ft

Feb 29, 2016

Pending

—

Feb 22, 2016

Listed

$699,000

$416/sq ft

MLS PIN #50352130

Apr 11, 1997

Sold

$267,000

$159/sq ft

Mar 8, 1997

Listing Removed

—

Oct 18, 1996

Listed

$279,000

$166/sq ft

Public Records

Oct 24, 1989

Sold

$248,000

$148/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$13,605 (+8.0%)

$850,600 + $376,200

$1,226,800

2023

$12,593 (+2.4%)

$850,600 + $348,500

$1,199,100

2022

$12,299 (+4.8%)

$680,500 + $302,600

$983,100

2021

$11,741 (+3.6%)

$612,500 + $302,600

$915,100

2020

$11,338 (+10.5%)

$612,500 + $302,600

$915,100

2019

$10,257 (+7.0%)

$544,400 + $302,600

$847,000

2018

$9,584 (+10.7%)

$491,700 + $294,500

$786,200

2017

$8,659 (+10.4%)

$422,800 + $282,300

$705,100

2016

$7,842 (−2.2%)

$398,100 + $273,300

$671,400

2015

$8,020 (+8.2%)

$398,100 + $262,500

$660,600

2014

$7,409 (+0.4%)

$331,700 + $253,500

$585,200

2013

$7,381 (+1.8%)

$331,700 + $246,300

$578,000

2012

$7,254 (+3.7%)

$331,700 + $246,300

$578,000

2011

$6,994 (+6.1%)

$331,700 + $246,300

$578,000

2010

$6,594 (+2.1%)

$331,200 + $241,700

$572,900

2009

$6,457

$331,200 + $241,700

$572,900

Tax history for 39 Woodside Rd

Year

Property tax

Land + Additions

Assessment*

2025

$13,605 (+8.0%)

$850,600 + $376,200

$1,226,800

2023

$12,593 (+2.4%)

$850,600 + $348,500

$1,199,100

2022

$12,299 (+4.8%)

$680,500 + $302,600

$983,100

2021

$11,741 (+3.6%)

$612,500 + $302,600

$915,100

2020

$11,338 (+10.5%)

$612,500 + $302,600

$915,100

2019

$10,257 (+7.0%)

$544,400 + $302,600

$847,000

2018

$9,584 (+10.7%)

$491,700 + $294,500

$786,200

2017

$8,659 (+10.4%)

$422,800 + $282,300

$705,100

2016

$7,842 (−2.2%)

$398,100 + $273,300

$671,400

2015

$8,020 (+8.2%)

$398,100 + $262,500

$660,600

2014

$7,409 (+0.4%)

$331,700 + $253,500

$585,200

2013

$7,381 (+1.8%)

$331,700 + $246,300

$578,000

2012

$7,254 (+3.7%)

$331,700 + $246,300

$578,000

2011

$6,994 (+6.1%)

$331,700 + $246,300

$578,000

2010

$6,594 (+2.1%)

$331,200 + $241,700

$572,900

2009

$6,457

$331,200 + $241,700

$572,900

*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

11,465

Year renovated

—

Sq. Ft.

1,680

Year built

1922

Style

Single Family Residential

County

Middlesex County

APN

2587454S

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

Views

Last updated by owner on Nov 3, 2020.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 1
# of Covered Spaces: 1
Parking Spaces: 2
AttachedGarageYN: Yes
Parking Features: Under, Garage Door Opener, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Level: Second
Features: Ceiling Fan(s),Closet,Flooring - Hardwood

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

Bedroom #3 Information
Level: Second
Features: Ceiling Fan(s),Closet,Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 1

Living Room Information
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Picture

Family Room Information
Level: First
Features: Closet/Cabinets - Custom Built,French Doors

Dining Room Information
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Bay/Bow/Box,Chair Rail

Kitchen Information
Level: First
Features: Flooring - Vinyl,Pantry,Gas Stove

Office Room Information
Level: Second
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood

Basement Information
Basement: Full

Laundry Information
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
Flooring: Wood, Tile, Laminate, Flooring - Hardwood
Interior Features: Closet/Cabinets - Custom Built, Home Office

Exterior

Building Information
Building Area (Total): 1,632
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: Tan

Exterior Features
Fencing: Fenced/Enclosed, Fenced
Roof: Shingle
Patio And Porch Features: Porch - Enclosed, Deck, Patio
Exterior Features: Porch - Enclosed, Deck, Patio, Storage, Fenced Yard, Stone Wall

Property Information
PropertySubType: Single Family Residence
Has Waterview
Pond, Walk to

Lot Information
Lot Size (Acres): 0.26
ViewYN: Has View
View: Scenic View(s)
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $7,841.95
Tax Year: 2016

Utilities

Utility Information
Utilities: for Gas Range, for Gas Oven, for Electric Dryer, Washer Hookup
Sewer: Public Sewer
Water Source: Public
Electric: 100 Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Steam, Natural Gas
Cooling: Central Air

Location

Location Information
Directions: Wildwood to Woodside
UnparsedAddress: 39 Woodside Road, Winchester MA 01890

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

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,680
Stories: 2.0
Parking Spaces: 3
Basement: Yes
Accessible: No
Lot Size: 0.26 acres
Style: Single Family Residential
Year Built: 1922
Year Renovated: —
County: Middlesex County
APN: 2587454S
HOA Dues: —
Garage: Yes
Features: Views

Home facts updated by owner on Nov 3, 2020

Other

Miscellaneous Information
Heat Zones: 1

Listing Information
StandardStatus: Closed

Around this home

Schools

Lynch Elementary School

Public PreK-5 • Assigned • 0.2mi

9/10

McCall Middle School

Public 6-8 • Assigned • 1.0mi

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

54% 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

$1.22M – $1.48M

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Home values near 39 Woodside Rd

Data from public records.

Address	Redfin Estimate
32 Woodside Road, Winchester, MA 3 Beds \| 2.5 Baths \| 2587 Sq. Ft.	$1,775,311
46 Woodside Road, Winchester, MA 5 Beds \| 3.5 Baths \| 3735 Sq. Ft.	$2,109,600

Address	Redfin Estimate
30 Woodside Road, Winchester, MA 3 Beds \| 1 Baths \| 1613 Sq. Ft.	$1,167,578
48 Woodside Road, Winchester, MA 3 Beds \| 2.5 Baths \| 1818 Sq. Ft.	$1,350,663

Address	Redfin Estimate
40 Woodside Road, Winchester, MA 3 Beds \| 2 Baths \| 1592 Sq. Ft.	$1,267,420
50 Woodside Road, Winchester, MA 4 Beds \| 2.5 Baths \| 2376 Sq. Ft.	$1,435,398

Property information provided by MLS PIN when last listed in 2016. This data may not show owner updates. 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 39 Woodside Rd

Tax history for 39 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 39 Woodside Rd

More real estate resources