Date
Details
Price
Change
Source
2/09/2026
Listed
$1,399,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Join us at 2 Canterbury Rd on:
- Open House: 11:30 AM - 1:00 PM
Sunday 2/15 11:30 AM - 1:00 PM
2 Canterbury Rd,Winchester, MA 018902 Canterbury RdWinchesterMA01890
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Property Description
Classic New England charm defines this pristine 3-bedroom, 2.5-bath Colonial set on a generous, level corner lot with a beautiful stone wall in a sought-after neighborhood. Lovingly maintained by the same owners for over 50 years, the home is neat as a pin and filled with warmth and character. Hardwood floors, a traditional Colonial layout, and a fireplaced living room create comfortable living spaces, while a lovely sunroom brings in abundant natural light. Spacious bedrooms offer comfort, and the partially finished basement provides bonus space for work or play. An attached two-car garage adds everyday convenience. Ideally located just about .5 mile to the MBTA Wedgemere commuter rail station for easy Boston access, with quick connections to I-93 and nearby outdoor recreation at the Middlesex Fells Reservation. Move right in and enjoy, with the option to make thoughtful updates over time in a home that truly reflects pride of ownership.
Full Property Details
Full Property Details for 2 Canterbury Rd
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General
- Price: $1,399,000
- Taxes: $15,398 (2026)
- Status: Active
- Type: Single Family
- MLS ID: 73475677
- Updated: 2/10/2026
- Added to Site: 1 day(s) ago
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
- Bathroom 1: 6.00 x 4.00, First
- Bathroom 2: 10.00 x 6.00, Second
- Bathroom 3: 8.00 x 5.00, Second
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: 17.00 x 13.00, Second
- Bedroom 2: 16.00 x 13.00, Second
- Bedroom 3: 12.00 x 11.00, Second
Other Rooms
- Living Room: 21.00 x 13.00, First
- Family Room: 13.00 x 11.00, First
- Kitchen: 13.00 x 10.00, First
- Dining Room: 13.00 x 11.00, First
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking Features: Attached, Garage Door Opener, Storage, Paved Drive, Off Street, Paved
Location
- County: Middlesex
Structural Information
- Architectural Style: Colonial
- Basement: Yes
- Square Feet: 2,370
- Year Built: 1940
Lot Features
- Lot Size (Acres): 0.29
Financial Considerations
- Tax Amount: $15,398
- Tax Year: 2026
Disclosures and Reports
- Disclosures/Rstr.: Exterior front photo virtually enhanced. Snow removed. Walkway is not exact.
- Property ID: 896414
Listed by Better Homes and Gardens Real Estate - The Shanahan Group, Paula R. Sughrue
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Listing agent
— 2 Canterbury Rd —
Paula R. Sughrue
Better Homes and Gardens Real Estate - The Shanahan Group
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 2 Canterbury Rd
School District:Winchester School District, Winchester, MA
| Name | Grades | Distance |
|---|---|---|
Ambrose Elementary School 27 High Street, Winchester, MA 01890 | K-5 | 0.8 mi |
Mccall Middle School 458 Main Street, Winchester, MA 01890 | 6-8 | 0.9 mi |
Winchester High School 80 Skillings Road, Winchester, MA 01890 | 9-12 | 1.2 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 2 Canterbury Rd
Tax History
Tax History for 2 Canterbury Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$14,878
1%
$1,341,600
3%
2024
$14,781
5%
$1,304,600
9%
2023
$14,076
4%
$1,192,900
10%
2022
$13,530
4%
$1,081,500
7%
2021
$12,978
4%
$1,011,500
—
2020
$12,532
10%
$1,011,500
7%
2019
$11,403
7%
$941,600
7%
2018
$10,689
11%
$876,900
12%
2017
$9,642
10%
$785,200
5%
2016
$8,753
-4%
$749,400
—
2015
$9,123
7%
$751,500
12%
2014
$8,505
—
$671,800
—
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 2 Canterbury Rd
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- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 3Total Baths
- 2,153Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 4Total Baths
- 2,940Sq. Ft.
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- Single Family
- Active
- Updated 4 hours ago
- 4Beds
- 2Total Baths
- 2,006Sq. Ft.
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- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 3Total Baths
- 2,783Sq. Ft.
- Condo
- Active
- Updated 1 day ago
- 2Beds
- 2Total Baths
- 1,206Sq. Ft.
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2 Canterbury Rd, Winchester, MA 01890 (MLS# 73475677) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 2 Canterbury Rd is currently listed for $1,399,000 and was received on February 09, 2026. Want to learn more about 2 Canterbury Rd? 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.