Date
Details
Price
Change
Source
2/11/2026
Listed
$999,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/38
$999,000 Just Listed
Get directions
View more dates
Join us at 76 Woodside Road on:
- Open House: 12:00 PM - 2:00 PM
Sunday 2/15 12:00 PM - 2:00 PM
76 Woodside Road,Winchester, MA 0189076 Woodside RoadWinchesterMA01890
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/38
Property 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 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
Full Property Details
Full Property Details for 76 Woodside Rd
Sign in to view more details. Local MLS Rules require you to be signed in. Not a member yet? Sign up now.
General
- Price: $999,000
- Taxes: $12,561 (2026)
- Status: Active
- Type: Single Family
- MLS ID: 73476558
- Updated: 2/12/2026
- Added to Site: 2 day(s) ago
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: 11.00 x 12.00, Second
- Bedroom 2: 11.00 x 11.00, Second
- Bedroom 3: 11.00 x 10.00, Second
- Bedroom 4: 12.00 x 10.00, Second
Other Rooms
- Living Room: 19.00 x 25.00, First
- Kitchen: 12.00 x 11.00, First
- Dining Room: 11.00 x 13.00, First
Parking
- Garage: Yes
- Garage Spaces: 1
- Parking Features: Detached, Off Street, Paved
Location
- County: Middlesex
Structural Information
- Architectural Style: Colonial
- Basement: Yes
- Square Feet: 1,552
- Year Built: 1920
Lot Features
- Lot Size (Acres): 0.15
Financial Considerations
- Tax Amount: $12,561
- Tax Year: 2026
Disclosures and Reports
- Property ID: 899841
Listed by Mystic Properties Real Estate, Michael Pierce
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 76 Woodside Rd —
Michael Pierce
Mystic Properties Real Estate
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 76 Woodside Rd
School District:Winchester School District, Winchester, MA
| Name | Grades | Distance |
|---|---|---|
Lynch Elementary School 10 Brantwood Road, Winchester, MA 01890 | K-5 | 0.1 mi |
Mccall Middle School 458 Main Street, Winchester, MA 01890 | 6-8 | 1.1 mi |
Winchester High School 80 Skillings Road, Winchester, MA 01890 | 9-12 | 1 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 76 Woodside Rd
Tax History
Tax History for 76 Woodside Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$12,561
—
$1,132,600
3%
2024
$12,519
5%
$1,104,900
10%
2023
$11,878
2%
$1,006,600
8%
2022
$11,612
4%
$928,200
7%
2021
$11,124
4%
$867,000
—
2020
$10,742
10%
$867,000
8%
2019
$9,758
7%
$805,800
7%
2018
$9,141
11%
$749,900
12%
2017
$8,236
10%
$670,700
5%
2016
$7,474
-2%
$639,900
2%
2015
$7,643
8%
$629,600
12%
2014
$7,106
—
$561,300
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 76 Woodside Rd
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 1,749Sq. Ft.
- Single Family
- Active
- Updated 7 days ago
- 5Beds
- 3Total Baths
- 2,492Sq. Ft.
- Single Family
- Active
- Updated 16 hours ago
- 3Beds
- 2Total Baths
- 1,936Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 5Beds
- 3Total Baths
- 2,208Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 3 days ago
- 4Beds
- 2Total Baths
- 2,006Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 3Total Baths
- 1,523Sq. Ft.
- Single Family
- Active
- Updated 10 hours ago
- 3Beds
- 1Total Bath
- 943Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 3Total Baths
- 2,011Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 2,783Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 4Total Baths
- 3,132Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Multi-Family
- Closed
- 5Units
- 2Total Beds
- 0.05Acres
Listed by Shaundize Moosavizadeh
76 Woodside Road, Winchester, MA 01890 (MLS# 73476558) is a Single Family property with 4 bedrooms and 2 full bathrooms. 76 Woodside Road is currently listed for $999,000 and was received on February 11, 2026. Want to learn more about 76 Woodside Road? Do you have questions about finding other Single Family real estate for sale in Winchester Highlands? You can browse all Winchester Highlands real estate or contact a Coldwell Banker agent to request more information.