OFF MARKET

Off Market Jul 2023 for $1.8M

$2,251,892

Est. refi paymentEst. refi $2,683/mo

•

3,003

sq ft

12 Woodside Rd, Winchester, MA 01890

About this home

Welcome to life on Winter Pond! Exquisitely updated four bedroom Colonial with breathtaking views and direct pond access. Kayaking, ice skating, & lovely swans! Expansive living room with central fireplace and beamed ceiling. Formal dining room with bow window. Beautiful kitchen with granite counters and breakfast banquette open to family room with French doors to wrap-around granite deck overlooking the water. Large foyer, mud room & half bath on first floor. Spacious main bedroom with serene water views, walk-in closet, and full bath with tiled shower. Three additional bedrooms and a full bath with double sinks, tub, and linen closet complete the second floor. Lower level has an office/family room, laundry, storage, and access to the attached two-car garage. Refinished hardwood floors and repainted interior (2018), new kitchen floor (2019), HardiePlank exterior siding, Therma-Tru exterior doors, all new Anderson windows, new front porch (2020), Icynene insulation in attic (2021).

Single-familyProperty Type

1906Year Built

0.3 acresLot Size

$750Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Rebecca Brennan • Better Homes and Gardens Real Estate - The Shanahan Group

Bought with Non Member • Non Member Office

Redfin checked: 2 minutes ago

•Source:MLS PIN #73112587

Redfin Estimate

$2,251,892

$452K since sold in July 2023$9,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 30.1% higher than the average sale price ($1.73M) of 6 comparable homes.

SOLD AUG 14, 2026
$2,200,000
A
4 beds2.5 baths3,123 sq ft
15 Cabot St, Winchester, MA 01890
SOLD MAY 15, 2026
$2,300,000
B
4 beds2.5 baths3,283 sq ft
12 Yale St, Winchester, MA 01890
SOLD AUG 14, 2026
$1,325,000
C
3 beds1.5 baths2,006 sq ft
3 Chesterford Ter, Winchester, MA 01890
SOLD JUN 1, 2026
$1,607,000
D
4 beds2.5 baths3,298 sq ft
6 Oakland Cir, Winchester, MA 01890
SOLD AUG 14, 2026
$1,500,000
E
3 beds2 baths2,387 sq ft
14 Rangeley Rdg, Winchester, MA 01890
SOLD JUN 12, 2026
$1,450,000
F
4 beds2.5 baths3,380 sq ft
34 Robinhood Rd, Winchester, MA 01890

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Earn from this home

Sell

$785,288

Est. take-home

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Refinance

Est. cash available

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Rent

$5,390/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

COMING SOON
$495,000
2 beds1 bath822 sq ft
200 Swanton St #303, Winchester, MA 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
See all

Provided by Redfin

Sale history for 12 Woodside Rd

Date

Event

Price

MLS PIN #73112587

Jul 7, 2023

Sold

$1,800,000

$599/sq ft

Jun 1, 2023

Contingent

—

May 17, 2023

Listed

$1,899,000

$632/sq ft

MLS PIN #72315516

Jul 20, 2018

Sold

$1,220,000

$406/sq ft

Jun 12, 2018

Pending

—

Jun 7, 2018

Price Changed

$1,265,000

$421/sq ft

Jun 7, 2018

Relisted

—

Jun 3, 2018

Price Changed

$1,260,000

$420/sq ft

May 31, 2018

Price Changed

$1,299,000

$433/sq ft

May 31, 2018

Price Changed

$1,299,900

$433/sq ft

May 31, 2018

Listing Removed

—

Apr 26, 2018

Listed

$1,299,900

$433/sq ft

+11

Enjoy watching the seasons change on Big and Little Winter Pond from almost every room in this lovely 4 bedroom Colonial. Stunning living room with fireplace and beamed ceiling. Formal dining room. The eat in kitchen with built in banquette opens to a cathedral ceiling family room. Walk out to a brand new granite deck overlooking Winter Pond. Great for cookouts or just relaxing and enjoying the ever changing scenery. Large master bedroom with walk in closet and master bath plus 3 additional bedrooms and family bath complete the second floor. A finished playroom in the lower level - great for kids and adults alike! Central air. 4 year young heating and AC units. . Two car attached garage!! A very special property, just in time for summer! Bring your kayak! (NOTE: It is NOT a shared driveway!)

MLS PIN #30310990

Jul 2, 1999

Sold

$616,000

$205/sq ft

Apr 21, 1999

Listing Removed

—

Apr 16, 1999

Listed

$599,900

$200/sq ft

Public Records

Jul 12, 1990

Sold

$375,000

$125/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$19,151 (−0.3%)

$1,194,600 + $532,300

$1,726,900

2023

$19,207 (+2.6%)

$1,159,400 + $493,000

$1,652,400

2022

$18,719 (+4.9%)

$1,054,000 + $442,300

$1,496,300

2021

$17,845 (+19.5%)

$948,600 + $442,300

$1,390,900

2020

$14,932 (−3.4%)

$790,500 + $414,700

$1,205,200

2019

$15,464 (+5.5%)

$808,100 + $468,900

$1,277,000

2018

$14,660 (+1.4%)

$767,700 + $434,900

$1,202,600

2017

$14,457 (+6.3%)

$767,700 + $409,600

$1,177,300

2016

$13,603 (+3.8%)

$767,700 + $396,900

$1,164,600

2015

$13,101 (+9.1%)

$697,400 + $381,800

$1,079,200

2014

$12,011 (+1.1%)

$579,700 + $369,000

$948,700

2013

$11,877 (+4.2%)

$579,700 + $350,400

$930,100

2012

$11,398 (+3.7%)

$557,800 + $350,400

$908,200

2011

$10,989 (+3.9%)

$557,800 + $350,400

$908,200

2010

$10,572 (+2.1%)

$568,100 + $350,400

$918,500

2009

$10,351

$568,100 + $350,400

$918,500

Tax history for 12 Woodside Rd

Year

Property tax

Land + Additions

Assessment*

2025

$19,151 (−0.3%)

$1,194,600 + $532,300

$1,726,900

2023

$19,207 (+2.6%)

$1,159,400 + $493,000

$1,652,400

2022

$18,719 (+4.9%)

$1,054,000 + $442,300

$1,496,300

2021

$17,845 (+19.5%)

$948,600 + $442,300

$1,390,900

2020

$14,932 (−3.4%)

$790,500 + $414,700

$1,205,200

2019

$15,464 (+5.5%)

$808,100 + $468,900

$1,277,000

2018

$14,660 (+1.4%)

$767,700 + $434,900

$1,202,600

2017

$14,457 (+6.3%)

$767,700 + $409,600

$1,177,300

2016

$13,603 (+3.8%)

$767,700 + $396,900

$1,164,600

2015

$13,101 (+9.1%)

$697,400 + $381,800

$1,079,200

2014

$12,011 (+1.1%)

$579,700 + $369,000

$948,700

2013

$11,877 (+4.2%)

$579,700 + $350,400

$930,100

2012

$11,398 (+3.7%)

$557,800 + $350,400

$908,200

2011

$10,989 (+3.9%)

$557,800 + $350,400

$908,200

2010

$10,572 (+2.1%)

$568,100 + $350,400

$918,500

2009

$10,351

$568,100 + $350,400

$918,500

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.3 Acres

Year renovated

—

Sq. Ft.

3,003

Year built

1906

Style

Single Family Residential

County

Middlesex County

APN

3289726S

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: 4
AttachedGarageYN: Yes
Parking Features: Under, Paved

Interior

Master Bedroom Information
Area: 220
Length: 22
Width: 10
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood

Bedroom #2 Information
Area: 130
Length: 13
Width: 10
Level: Second
Features: Flooring - Hardwood

Bedroom #3 Information
Area: 169
Length: 13
Width: 13
Level: Second
Features: Flooring - Hardwood

Bedroom #4 Information
Area: 110
Length: 11
Width: 10
Level: Second
Features: Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Area: 36
Length: 6
Width: 6
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Area: 40
Length: 10
Width: 4
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid

Bathroom #3 Information
Area: 70
Length: 14
Width: 5
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - With Tub & Shower,Closet - Linen,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Pocket Door

Living Room Information
Area: 420
Length: 30
Width: 14
Level: First
Features: Beamed Ceilings,Closet/Cabinets - Custom Built,Flooring - Hardwood

Family Room Information
Area: 208
Length: 16
Width: 13
Level: First
Features: Vaulted Ceiling(s),Flooring - Hardwood,Balcony / Deck,French Doors

Dining Room Information
Area: 208
Length: 16
Width: 13
Level: First
Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box

Kitchen Information
Area: 154
Length: 14
Width: 11
Level: First
Features: Countertops - Stone/Granite/Solid,Breakfast Bar / Nook

Office Room Information
Area: 390
Length: 26
Width: 15
Level: Basement
Features: Flooring - Wall to Wall Carpet

Basement Information
Basement: Full, Partially Finished, Walk-Out Access, Garage Access

Laundry Information
Laundry Features: In Basement

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

Interior Features
# of Rooms (Total): 10
Door Features: Storm Door(s)
Window Features: Insulated Windows
Flooring: Flooring - Wall to Wall Carpet, Flooring - Hardwood
Interior Features: Closet, Home Office, Foyer, Mud Room

Exterior

Building Information
Building Area (Total): 3,003
Foundation Details: Stone
Year Built Source: Public Records
Year Built Details: Actual,Renovated Since
Color: White

Exterior Features
Fencing: Fenced
Patio And Porch Features: Porch, Deck, Patio
Exterior Features: Porch, Deck, Patio, Professional Landscaping, Fenced Yard, Stone Wall

Property Information
PropertySubType: Single Family Residence
Has Waterview
Pond

Lot Information
Lot Size (Acres): 0.3
Lot Features: Easements
ViewYN: Has View
View: Scenic View(s)

Financial

Tax Information
Tax Annual Amount: $19,207
Tax Year: 2023

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

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

Location

Location Information
Directions: Wildwood or Pond to Woodside. Driveway is to the right of the house (pond side).
UnparsedAddress: 12 Woodside Road, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Conservation Area

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 3,003
Stories: 2.0
Lot Size: 0.3 acres
Style: Single Family Residential
Year Built: 1906
Year Renovated: —
County: Middlesex County
APN: 3289726S

Home facts updated by county records on Sep 10, 2026

Other

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

$2.14M – $2.59M

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Home values near 12 Woodside Rd

Data from public records.

Address	Redfin Estimate
10 Woodside Rd, Winchester, MA 3 Beds \| 3 Baths \| 2287 Sq. Ft.	$1,653,337
7 Woodside Rd, Winchester, MA 5 Beds \| 4.5 Baths \| 4530 Sq. Ft.	$2,573,211

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

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

Property information provided by MLS PIN when last listed in 2023. 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 12 Woodside Rd

Tax history for 12 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 12 Woodside Rd

More real estate resources