SOLD DEC 15, 2025

Off Market Dec 2025 for $1.5M

$1,775,311

•

2,587

sq ft

32 Woodside Rd, Winchester, MA 01890

About this home

Must see! Nestled along Winchesters beloved Winter Pond, this beautiful home offers a rare opportunity to live the waterfront dream just 7 miles from Boston! Featuring an oversized lot with breathtaking panoramic water views & offering a lifestyle that could include kayaking, paddle boarding, ice skating, fishing etc..along with serenity and privacy so hard to find. This home offers ample living space that flows nicely between the formal living room, dining room, kitchen, office and family room, all of which have picturesque views. Many recent updates including kitchen, baths, roof, heating & de-leading; making this lovely home move in ready! 3 to 4 bedrooms, 2 1/2 baths w/ a finished walk out basement w/ mud room, laundry, rec. room, storage and gym area. The setting is simply gorgeous with expansive rolling green lawn offering plenty of room for future expansion.Enjoy your morning coffee from deck appreciating all that nature offers, plus spectacular sunsets in the western skies!

Single-familyProperty Type

1933Year Built

0.42 acresLot Size

$686Est. Price/Sq.Ft.

4 spacesParking

Listed by Kim Covino & Co. Team • Compass

Bought with Elizabeth Crampton • Coldwell Banker Realty - Lexington

Redfin checked: 3 minutes ago

•Source:MLS PIN #73449320

Redfin Estimate

$1,775,311

$226K since sold in December 2025$28K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 18.2% higher than the average sale price ($1.50M) 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 AUG 14, 2026
$1,500,000
B
3 beds2 baths2,387 sq ft
14 Rangeley Rdg, Winchester, MA 01890
SOLD MAY 20, 2026
$1,070,000
C
4 beds1.5 baths1,917 sq ft
198 Pond 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 AUG 14, 2026
$1,345,000
E
3 beds2.5 baths2,694 sq ft
41 Fairway Dr, Woburn, MA 01801
SOLD MAR 25, 2026
$1,470,000
F
3 beds2.5 baths2,370 sq ft
2 Canterbury Rd, Winchester, MA 01890

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Earn from this home

Sell

$462,327

Est. take-home

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Rent

$5,130/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

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OPEN TODAY, 12:30PM TO 1:30PM
$2,849,000
5 beds4.5 baths5,058 sq ft
7 Viking Rd, Winchester, MA 01890
OPEN TODAY, 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 TODAY, 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

Redfin agents who toured

Property is located on a large lot that is on a busy street, but backyard goes right down to Winter Pond shoreline. Great views throughout the house of the pond. Average sized bedrooms, bathrooms and kitchen are in need of updating. Some finished...
9 years ago• May not reflect the current state of the home
Melissa Savioli
Redfin Associate agent

Sale history for 32 Woodside Rd

Date

Event

Price

MLS PIN #73449320

Dec 15, 2025

Sold

$1,549,000

$599/sq ft

Nov 5, 2025

Contingent

—

Oct 29, 2025

Listed

$1,549,000

$599/sq ft

MLS PIN #73172536

Mar 11, 2024

Sold

$1,303,000

$504/sq ft

Dec 28, 2023

Contingent

—

Dec 14, 2023

Price Changed

$1,375,000

$532/sq ft

Oct 20, 2023

Listed

$1,399,000

$541/sq ft

+37

Must see! Nestled along Winchesters beloved Winter Pond, this beautiful home offers a rare opportunity to live the waterfront dream just 7 miles from Boston! Featuring an oversized lot with breathtaking panoramic water views & offering a lifestyle that could include kayaking, paddle boarding, ice skating, fishing etc..along with serenity and privacy so hard to find. This home offers ample living space that flows nicely between the formal living room, dining room, kitchen, office and family room, all of which have picturesque views. Many recent updates including new kitchen, baths, roof, heating & de-leading; making this lovely home move in ready! 3 to 4 bedrooms, 2 1/2 baths w/ a finished walk out basement w/ mud room, laundry, rec. room, storage and gym area. The setting is simply gorgeous with expansive rolling green lawn offering plenty of room for future expansion.Enjoy your morning coffee from deck appreciating all that nature offers, plus spectacular sunsets in the western skies!

MLS PIN #72232822

Feb 28, 2018

Sold

$830,000

$321/sq ft

Dec 22, 2017

Pending

—

Sep 22, 2017

Listed

$899,000

$348/sq ft

+12

Waterfront Property w/ awe-inspiring views of Winter Pond! This lovely 3 bedroom Colonial has a freshly painted rear addition with a wall of windows that take the utmost advantage of Winter Ponds peaceful water views & birdlife. The 1st floor of this remarkable home features a front to back living rm w/ fireplace & attached office/sun rm, an open kitchen w/ waterviews, dining rm w/ wainscotting, a family rm w/ a gas fireplace & deck overlooking the pond & a 1/2 bathroom. The 2nd floor includes a total of 3 bdrms, a lg master w/ 2 closets, & a full bathroom. The walkout bsmnt allows easy access for skating, sledding, & boating & enables 3 levels of pond view living. The custom details have been maintained & it is now ready for you to make it your own. Hardwood floors were refinished in 2017. Yard is professionally landscaped. Conveniently located less than 10 miles from Boston & under 1 mile from Winchester Center and Horn Pond, close proximity to top notch Winchester public schools

Year

Property tax

Land + Additions

Assessment*

2025

$14,917 (+0.2%)

$897,400 + $447,700

$1,345,100

2024

$14,882 (+10.5%)

$897,400 + $416,100

$1,313,500

2023

$13,466 (+3.3%)

$897,400 + $416,100

$1,313,500

2022

$13,037 (+4.1%)

$772,600 + $269,500

$1,042,100

2021

$12,527 (+17.4%)

$706,900 + $269,500

$976,400

2020

$10,672 (−4.2%)

$591,800 + $269,500

$861,300

2019

$11,138 (+4.8%)

$608,300 + $311,400

$919,700

2018

$10,630 (−0.2%)

$569,600 + $302,400

$872,000

2017

$10,650 (+6.3%)

$569,600 + $297,700

$867,300

2016

$10,017 (−2.5%)

$569,600 + $288,000

$857,600

2015

$10,270 (+3.4%)

$569,600 + $276,400

$846,000

2014

$9,931 (+5.7%)

$517,800 + $266,600

$784,400

2013

$9,392 (+1.7%)

$476,700 + $258,800

$735,500

2012

$9,231 (+3.7%)

$476,700 + $258,800

$735,500

2011

$8,900 (+4.1%)

$476,700 + $258,800

$735,500

2010

$8,551 (+2.1%)

$484,100 + $258,800

$742,900

2009

$8,372

$484,100 + $258,800

$742,900

Tax history for 32 Woodside Rd

Year

Property tax

Land + Additions

Assessment*

2025

$14,917 (+0.2%)

$897,400 + $447,700

$1,345,100

2024

$14,882 (+10.5%)

$897,400 + $416,100

$1,313,500

2023

$13,466 (+3.3%)

$897,400 + $416,100

$1,313,500

2022

$13,037 (+4.1%)

$772,600 + $269,500

$1,042,100

2021

$12,527 (+17.4%)

$706,900 + $269,500

$976,400

2020

$10,672 (−4.2%)

$591,800 + $269,500

$861,300

2019

$11,138 (+4.8%)

$608,300 + $311,400

$919,700

2018

$10,630 (−0.2%)

$569,600 + $302,400

$872,000

2017

$10,650 (+6.3%)

$569,600 + $297,700

$867,300

2016

$10,017 (−2.5%)

$569,600 + $288,000

$857,600

2015

$10,270 (+3.4%)

$569,600 + $276,400

$846,000

2014

$9,931 (+5.7%)

$517,800 + $266,600

$784,400

2013

$9,392 (+1.7%)

$476,700 + $258,800

$735,500

2012

$9,231 (+3.7%)

$476,700 + $258,800

$735,500

2011

$8,900 (+4.1%)

$476,700 + $258,800

$735,500

2010

$8,551 (+2.1%)

$484,100 + $258,800

$742,900

2009

$8,372

$484,100 + $258,800

$742,900

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.42 Acres

Year renovated

—

Sq. Ft.

2,587

Year built

1933

Style

Single Family Residential

County

Middlesex County

APN

2471543S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 29, 2026.

Property details

Parking

Parking Information
Has Open Parking
Open Parking Spaces: 4
Parking Spaces: 4
Parking Features: Paved Drive, Off Street

Interior

Virtural Tour Information
Virtual Tour 1 (External Link)

Master Bedroom Information
Area: 276
Length: 23
Width: 12
Level: Second
Features: Closet,Flooring - Hardwood,Lighting - Sconce,Window Seat

Bedroom #2 Information
Area: 110
Length: 11
Width: 10
Level: Second
Features: Closet,Flooring - Hardwood,Lighting - Overhead

Bedroom #3 Information
Area: 110
Length: 11
Width: 10
Level: Second
Features: Closet,Flooring - Hardwood,Lighting - Overhead

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

Bathroom #1 Information
Area: 18
Length: 6
Width: 3
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Area: 42
Length: 7
Width: 6
Level: Second
Features: Bathroom - Full

Bathroom #3 Information
Area: 299
Length: 23
Width: 13
Level: First
Features: Bathroom - Full

Living Room Information
Area: 276
Length: 23
Width: 12
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Recessed Lighting

Family Room Information
Area: 228
Length: 19
Width: 12
Level: First
Features: Flooring - Hardwood,Window(s) - Picture,Deck - Exterior,Open Floorplan,Recessed Lighting

Dining Room Information
Area: 143
Length: 13
Width: 11
Level: First
Features: Flooring - Hardwood,Open Floorplan,Wainscoting,Lighting - Overhead

Kitchen Information
Area: 150
Length: 15
Width: 10
Level: First
Features: Flooring - Hardwood,Countertops - Stone/Granite/Solid,Recessed Lighting,Remodeled,Stainless Steel Appliances,Gas Stove

Basement Information
Basement: Full, Partially Finished, Walk-Out Access, Interior Entry

Laundry Information
Laundry Dimen: 22X18
Laundry Features: In Basement

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

Appliances
Appliances: Range, Dishwasher, Disposal, Refrigerator, Freezer

Interior Features
# of Rooms (Total): 8
Window Features: Window(s) - Picture, Insulated Windows, Storm Window(s), Screens
Flooring: Wood, Tile, Flooring - Hardwood
Interior Features: Closet/Cabinets - Custom Built, Bathroom - Full, Closet, Recessed Lighting, Sun Room, Exercise Room, Mud Room, Media Room

Exterior

Building Information
Building Area (Total): 2,587
Foundation Details: Concrete Perimeter
Construction Materials: Brick
Year Built Source: Public Records
Year Built Details: Renovated Since
Color: White
Lead Paint: None

Exterior Features
Fencing: Fenced/Enclosed, Fenced
Roof: Shingle
Patio And Porch Features: Deck, Deck - Wood
Exterior Features: Deck, Deck - Wood, Rain Gutters, Storage, Professional Landscaping, Screens, Fenced Yard

Property Information
PropertySubType: Single Family Residence
Above Grade Finished Area: 2587
Below Grade Finished Area: 536
Has Waterview
Pond, Private

Lot Information
Lot Size (Acres): 0.42
ViewYN: Has View
View: Scenic View(s)
WaterfrontYN: Yes
Waterfront Features: Waterfront, Pond, Frontage, Access, Direct Access, Private
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $14,917
Tax Year: 2025

Utilities

Utility Information
Utilities: for Gas Range
Sewer: Public Sewer
Water Source: Public

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

Location

School Information
Elementary School: Lynch
Middle Or Junior School: Mccall
High School: Whs

Location Information
Directions: Wildwood to Woodside. Waterfront property, situated on winter pond & near horn pond!
UnparsedAddress: 32 Woodside Road, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Private School, Public School, T-Station

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 2,587
Stories: 2.0
Lot Size: 0.42 acres
Style: Single Family Residential
Year Built: 1933
Year Renovated: —
County: Middlesex County
APN: 2471543S

Home facts updated by county records on Jul 29, 2026

Other

Miscellaneous Information
Heat Zones: 2

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

$1.69M – $2.04M

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Home values near 32 Woodside Rd

Data from public records.

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

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

Address	Redfin Estimate
46 Woodside Rd, Winchester, MA 5 Beds \| 3.5 Baths \| 3735 Sq. Ft.	$2,109,600
39 Woodside Rd, Winchester, MA 3 Beds \| 2 Baths \| 1680 Sq. Ft.	$1,283,206

Property information provided by MLS PIN when last listed in 2025. 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

Redfin agents who toured

Sale history for 32 Woodside Rd

Tax history for 32 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 32 Woodside Rd

More real estate resources