32 Woodside Rd

$1,549,000
Last Sold Price
2,587 Sq. Ft.
$599 / Sq. Ft.
2,587
Sq. Ft.
$599
per Sq. Ft.

Description

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,...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!

Property Details for 32 Woodside Road

Town
Winchester
Area
MA-Winchester
Architectural Style
Colonial
Style
Colonial
Garage Spaces
0
Parking Spaces
4.00
Parking Spaces Total
4
LISTING UPDATED: 12/16/2025 12:20 PM

Property Details for 32 Woodside Road

StatusSold
MLS #73449320
Days on Market13
Taxes$14,917 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1933
CountyMiddlesex County

Location

Sold By Coldwell Banker Realty - Lexington, Elizabeth P. Crampton

Add your commute

Building Information for 32 Woodside Road

Stories-Year Built1933Building Size-Lot Size0.42 AC / 18,117 SF

Payment Calculator

$8,793 per month

30 year fixed, 6.15% Interest

Principal and Interest

$7,550

Property Taxes

$1,243

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 32 Woodside Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Swimming Pool, Tennis Court, Park, Walk/Jog Trails, Golf Course, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Private School, Public School, T-Station
  • Current Financing: Conv. Fixed
  • Living Area: 2587.0
  • Color: White
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: Yes
  • Water View: Yes
  • Year Built Details: Renovated Since
  • Year Built Source: Public Records
Location/School
  • Grade School: Lynch
  • High School: Whs
  • Middle School: Mccall
  • Neighborhood: Winter pond area
Features
Interior Features
  • Appliances: Range, Dishwasher, Disposal, Refrigerator, Freezer
  • Basement Features: Full, Partially Finished, Walk Out, Interior Access
  • Num of Baths: 3.0
  • Num of Full Baths: 2
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 2.50
  • Bathrooms Total Integer: 3
  • FireplaceFeatures: Family Room, Living Room
  • FireplaceYN: Yes
  • Fireplaces: 1
  • Flooring: Wood, Tile, Flooring - Hardwood
  • Interior Features: Closet/Cabinets - Custom Built, Bathroom - Full, Closet, Recessed Lighting, Sun Room, Exercise Room, Mud Room, Media Room
  • Interior Features: Window AC
  • Laundry Features: In Basement
  • SpaYN: No
  • Window Features: Window(s) - Picture, Insulated Windows, Storm Window(s), Screens
Exterior Features
  • Construction: Brick
  • Exterior Features: Deck, Deck - Wood, Rain Gutters, Storage Shed, Professional Landscaping, Screens, Fenced Yard
  • Exterior Features: Fenced Yard, Screens, Storage Shed, Professional Landscaping, Deck, Deck - Wood
  • Fencing: Fenced/Enclosed, Fenced
  • Patio And Porch Features: Deck, Deck - Wood
  • Roof Material: Shingle
  • View: Scenic View(s)
  • View: Yes
  • Waterfront Features: Waterfront, Pond, Frontage, Access, Direct Access, Private
  • Waterview Features: Pond, Private
Parking Features
  • Covered Spaces: .00
  • Garage: No
  • Garage Parking: Paved Drive, Off-Street
  • Open Parking: Yes
  • Parking Features: Paved Drive, Off-Street
  • Parking Features: Off-Street
Utilities
  • Cooling: Window AC
  • Cooling: Yes
  • Heating: Baseboard, Natural Gas
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 276.0
  • Room Primary Bedroom Features: Closet,Flooring - Hardwood,Lighting - Sconce,Window Seat
  • Room Primary Bedroom Length: 23.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 12.0
Bedroom 2
  • Bedroom2 Area: 110.0
  • Bedroom2 Features: Closet,Flooring - Hardwood,Lighting - Overhead
  • Bedroom2 Length: 11.0
  • Bedroom2 Level: Second
  • Bedroom2 Width: 10.0
Bedroom 3
  • Bedroom3 Area: 110.0
  • Bedroom3 Features: Closet,Flooring - Hardwood,Lighting - Overhead
  • Bedroom3 Length: 11.0
  • Bedroom3 Level: Second
  • Bedroom3 Width: 10.0
Bathroom 1
  • Bathroom1 Area: 18.0
  • Bathroom1 Features: Bathroom - Half
  • Bathroom1 Length: 6.0
  • Bathroom1 Level: First
  • Bathroom1 Width: 3.0
Bathroom 2
  • Bathroom2 Area: 42.0
  • Bathroom2 Features: Bathroom - Full
  • Bathroom2 Length: 7.0
  • Bathroom2 Level: Second
  • Bathroom2 Width: 6.0
Bathroom 3
  • Bathroom3 Area: 299.0
  • Bathroom3 Features: Bathroom - Full
  • Bathroom3 Length: 23.0
  • Bathroom3 Level: First
  • Bathroom3 Width: 13.0
Dining Room
  • Dining Room Area: 143.0
  • Dining Room Features: Flooring - Hardwood,Open Floorplan,Wainscoting,Lighting - Overhead
  • Dining Room Length: 13.0
  • Dining Room Level: First
  • Dining Room Width: 11.0
Family Room
  • Family Room Area: 228.0
  • Family Room Features: Flooring - Hardwood,Window(s) - Picture,Deck - Exterior,Open Floorplan,Recessed Lighting
  • Family Room Length: 19.0
  • Family Room Level: First
  • Family Room Width: 12.0
Kitchen
  • Kitchen Area: 150.0
  • Kitchen Features: Flooring - Hardwood,Countertops - Stone/Granite/Solid,Recessed Lighting,Remodeled,Stainless Steel Appliances,Gas Stove
  • Kitchen Length: 15.0
  • Kitchen Level: First
  • Kitchen Width: 10.0
Laundry
  • Laundry Dimen: 22X18
Living Room
  • Room Living Room Area: 276.0
  • Room Living Room Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Recessed Lighting
  • Room Living Room Length: 23.0
  • Room Living Room Level: First
  • Room Living Room Width: 12.0
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Disclosures: Seller will share expansion / renovation/ engineering plans recently drafted ready to present
Tax Information
  • Tax ID: M:019 B:0033 L:0,899702
  • Assessments: $1,345,100
  • Book: 0
  • Tax Year: 2025
  • Zoning: RDB
Building / Association Information
Living Characteristics
  • Beds Total: 3
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Heat Zones: 2
Complex & Association Information
  • Adult Community: No

Property History for 32 Woodside Road

DateEvent & SourcePriceAppreciation
Dec 15, 2025

Sold

MLS PIN #73449320

$1,549,000—
Nov 4, 2025

Under Agreement

MLS PIN #73449320

—
Nov 4, 2025

Contingent

MLS PIN #73449320

—
Oct 29, 2025

Listed (Active)

MLS PIN #73449320

$1,549,000—
Mar 11, 2024

Sold

MLS PIN #73172536

$1,303,000—
Jan 5, 2024

Under Agreement

MLS PIN #73172536

—
Dec 27, 2023

Contingent

MLS PIN #73172536

—
Dec 14, 2023

Price Change

MLS PIN #73172536

$1,375,000—
Oct 20, 2023

Canceled

MLS PIN #73162757

$1,475,000—
Oct 20, 2023

Listed (Active)

MLS PIN #73172536

$1,399,000—
Sep 22, 2023

Listed (Active)

MLS PIN #73162757

$1,575,000—
Feb 28, 2018

Sold (Public Record)

Public Record #617890636

$830,000—
Feb 28, 2018

Sold

MLS PIN #72232822

$830,000—
Dec 22, 2017

Contingent

MLS PIN #72232822

—
Sep 22, 2017

Listed (Active)

MLS PIN #72232822

$899,000—
Aug 31, 2017

Expired

MLS PIN #72140107

$949,000—
Apr 3, 2017

Listed (Active)

MLS PIN #72140107

$1,149,000—
DateEvent & SourcePrice
12/15/2025

Sold

MLS PIN #73449320

$1,549,000
11/04/2025

Under Agreement

MLS PIN #73449320

—
11/04/2025

Contingent

MLS PIN #73449320

—
10/29/2025

Listed (Active)

MLS PIN #73449320

$1,549,000
03/11/2024

Sold

MLS PIN #73172536

$1,303,000
01/05/2024

Under Agreement

MLS PIN #73172536

—
12/27/2023

Contingent

MLS PIN #73172536

—
12/14/2023

Price Change

MLS PIN #73172536

$1,375,000
10/20/2023

Canceled

MLS PIN #73162757

$1,475,000
10/20/2023

Listed (Active)

MLS PIN #73172536

$1,399,000
09/22/2023

Listed (Active)

MLS PIN #73162757

$1,575,000
02/28/2018

Sold (Public Record)

Public Record #617890636

$830,000
02/28/2018

Sold

MLS PIN #72232822

$830,000
12/22/2017

Contingent

MLS PIN #72232822

—
09/22/2017

Listed (Active)

MLS PIN #72232822

$899,000
08/31/2017

Expired

MLS PIN #72140107

$949,000
04/03/2017

Listed (Active)

MLS PIN #72140107

$1,149,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 32 Woodside Road

Taxable ValueLand$897,400Additions$447,700Total$1,345,100
Tax Record2025$14,917 ($1,243 / month)
Home Facts
Beds3Baths1.5Total Finished SqFt2,587 SqFtAbove Grade Finished SqFt2,587 SqFtUnfinished Basement SqFt461 SqFtStories2Lot Size18,117 SqFtStyleSingle Family ResidenceYear Built1933ZoningRDBCountyMIDDLESEXAPNWINC M:019 B:0033 L:0Fireplace TypeHas Fireplace

Schools near 32 Woodside Road

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Private - PK to 5
Rating
School
Distance
Lynch Elementary School
PublicPK to 5

McCall Middle School
Public6 to 8

Winchester High School
Public9 to 12

St Mary's School
PrivatePK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.