76 Woodside Rd

1,552 Sq. Ft.
$644 / Sq. Ft.
1,552
Sq. Ft.
$644
per Sq. Ft.

Description

Welcome to this charming 4-bedroom, 2-bath home in desirable Winchester. Ideally located in one of the town’s most sought-after neighborhoods, this well-maintained residence offers the perfect blend of classic character and everyday comfort. The home features a bright and inviting layout with generous living spaces, hardwood floors, bookshelves and windows seats. The kitchen flows seamlessly into the dining and living areas, making it ideal for both daily living and entertaining. Four well-proportioned...Welcome to this charming 4-bedroom, 2-bath home in desirable Winchester. Ideally located in one of the town’s most sought-after neighborhoods, this well-maintained residence offers the perfect blend of classic character and everyday comfort. The home features a bright and inviting layout with generous living spaces, hardwood floors, bookshelves and windows seats. The kitchen flows seamlessly into the dining and living areas, making it ideal for both daily living and entertaining. Four well-proportioned bedrooms provide flexibility for family, guests, or home office needs, while two full baths add convenience and functionality. Outside, enjoy a private yard perfect for relaxing, gardening, or outdoor gatherings with tons of sunlight. Additional highlights include ample storage, garage with plenty of off-street parking, and a location that truly can’t be beat—just minutes to Winchester Center, commuter rail, parks, and top-rated schools. Showing start at Open Houses 12/14 & 12/15 12-2PM
  1. Listed by Michael Pierce • Mystic Properties Real Estate

Property Details for 76 Woodside Road

Town
Winchester
Area
MA-Winchester
Architectural Style
Colonial
Style
Colonial
Garage Spaces
1
Parking Spaces
4.00
Parking Spaces Total
5

Open Houses

Saturday, Feb 14th

12:00 PM - 2:00 PM

Public

Saturday, Feb 14th

12:00 PM - 2:00 PM

Public

Sunday, Feb 15th

12:00 PM - 2:00 PM

Public

LISTING UPDATED: 02/11/2026 11:16 PM

Property Details for 76 Woodside Road

StatusNew
MLS #73476558
Days on Market1
Taxes$12,561 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1920
CountyMiddlesex County

Location

Listing Courtesy of Mystic Properties Real Estate, Michael Pierce
Add your commute

Building Information for 76 Woodside Road

Stories-Year Built1920Building Size-Lot Size0.15 AC / 6,582 SF

Payment Calculator

$5,916 per month

30 year fixed, 6.15% Interest

Principal and Interest

$4,869

Property Taxes

$1,047

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 76 Woodside Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Tennis Court, Park, Walk/Jog Trails, Bike Path, Conservation Area, Highway Access, Private School, Public School
  • Living Area: 1552.0
  • Color: Blue
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Lynch
  • High School: Winchester
  • Middle School: Mccall
Features
Interior Features
  • Appliances: Range, Oven, Dishwasher, Refrigerator, Washer, Dryer
  • Basement Features: Full, Unfinished Basement
  • Num of Baths: 2.0
  • Num of Full Baths: 2
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 2.00
  • Bathrooms Total Integer: 2
  • FireplaceFeatures: Living Room
  • FireplaceYN: Yes
  • Fireplaces: 1
  • Flooring: Hardwood
  • Interior Features: Sun Room
  • Laundry Features: Electric Dryer Hookup
  • SpaYN: No
  • Window Features: Insulated Windows
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch - Screened, Deck - Wood
  • Exterior Features: Porch - Screened, Deck - Wood
  • Lot Description: Level
  • Patio And Porch Features: Screened, Deck - Wood
  • Roof Material: Shingle
Parking Features
  • Attached Garage: No
  • Carport: No
  • Covered Spaces: 1.00
  • Garage: Yes
  • Garage Parking: Detached, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Detached, Off-Street, Paved Driveway
  • Parking Features: Off-Street, Paved Driveway
Utilities
  • Cooling: None
  • Cooling: No
  • Electric: Circuit Breakers, 100 Amp Service
  • Heating: Steam
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Electric Range, for Electric Oven, for Electric Dryer
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 132.0
  • Room Primary Bedroom Features: Flooring - Hardwood
  • Room Primary Bedroom Length: 11.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 12.0
Bedroom 2
  • Bedroom2 Area: 121.0
  • Bedroom2 Features: Flooring - Hardwood
  • Bedroom2 Length: 11.0
  • Bedroom2 Level: Second
  • Bedroom2 Width: 11.0
Bedroom 3
  • Bedroom3 Area: 110.0
  • Bedroom3 Features: Flooring - Hardwood
  • Bedroom3 Length: 11.0
  • Bedroom3 Level: Second
  • Bedroom3 Width: 10.0
Bedroom 4
  • Bedroom4 Area: 120.0
  • Bedroom4 Features: Flooring - Hardwood
  • Bedroom4 Length: 12.0
  • Bedroom4 Level: Second
  • Bedroom4 Width: 10.0
Dining Room
  • Dining Room Area: 143.0
  • Dining Room Features: Flooring - Hardwood,Crown Molding,Decorative Molding,Window Seat
  • Dining Room Length: 11.0
  • Dining Room Level: First
  • Dining Room Width: 13.0
Kitchen
  • Kitchen Area: 132.0
  • Kitchen Features: Flooring - Stone/Ceramic Tile,Deck - Exterior,Recessed Lighting
  • Kitchen Length: 12.0
  • Kitchen Level: First
  • Kitchen Width: 11.0
Living Room
  • Room Living Room Area: 475.0
  • Room Living Room Features: Flooring - Hardwood,Window Seat
  • Room Living Room Length: 19.0
  • Room Living Room Level: First
  • Room Living Room Width: 25.0
Property Information
Property Info
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
Tax Information
  • Tax ID: 899841
  • Assessments: $1,132,600
  • Book: 0
  • Tax Year: 2026
  • Zoning: res
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Foundation: Stone
  • Cooling Zones: 0
Complex & Association Information
  • Adult Community: No

Property History for 76 Woodside Road

DateEvent & SourcePriceAppreciation
Feb 11, 2026

Listed (Active)

MLS PIN #73476558

$999,000
Nov 6, 1998

Sold (Public Record)

Public Record #88225518

$329,000
Oct 8, 1998

Expired

MLS PIN #30239598

$349,000
Jul 8, 1998

Listed (Active)

MLS PIN #30239598

$379,000
DateEvent & SourcePrice
02/11/2026

Listed (Active)

MLS PIN #73476558

$999,000
11/06/1998

Sold (Public Record)

Public Record #88225518

$329,000
10/08/1998

Expired

MLS PIN #30239598

$349,000
07/08/1998

Listed (Active)

MLS PIN #30239598

$379,000

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

Public Records for 76 Woodside Road

Taxable ValueLand$765,100Additions$367,500Total$1,132,600
Tax Record2025$12,561 ($1,047 / month)
Home Facts
Beds3Baths2Total Finished SqFt1,552 SqFtAbove Grade Finished SqFt1,552 SqFtUnfinished Basement SqFt832 SqFtStories2Lot Size6,582 SqFtStyleSingle Family ResidenceYear Built1920ZoningRDBCountyMIDDLESEXAPNWINC M:019 B:0177 L:0Fireplace TypeHas Fireplace

Schools near 76 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
Rating
School
Distance
Lynch Elementary School
PublicPK to 5

McCall Middle School
Public6 to 8

Winchester High School
Public9 to 12

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.

Similar Homes

Similar Sold Homes

76 Woodside Road is a single family home for sale in Winchester, MA 01890. This property was listed for sale on February 11, 2026 by Mystic Properties Real Estate, it's currently listed at $999,000. It has been on the market for a total of 1 days and was last sold on November 6, 1998. This listing's school district is Winchester School District. Nearby schools include Lynch Elementary School, McCall Middle School and Winchester High School. 76 Woodside Road is a 4-bed, 2-bath, 1,552 sqft single family home built in 1920.

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.

Listing Courtesy of Mystic Properties Real Estate, Michael Pierce

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.