2 Canterbury Rd
Winchester, MA, 01890
$1,399,000
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.
Current real estate data for Single Family in Winchester as of Feb 16, 2026
36
Single Family Listed
63
Avg DOM
539
Avg $ / SqFt
$2,084,964
Avg List Price
Property Details
Price:
$1,399,000
MLS #:
73475677
Status:
Active
Beds:
3
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Feb 9, 2026
Finished Sq Ft:
2,370
Total Sq Ft:
2,370
Lot Size:
12,815 sqft / 0.29 acres (approx)
Year Built:
1940
Schools
Elementary School:
Ambrose
Middle School:
Mccall
High School:
Winchester
Interior
Appliances
Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
2
Flooring
Tile, Hardwood, Flooring – Hardwood, Laminate
Heating
Natural Gas, Fireplace
Laundry Features
In Basement, Electric Dryer Hookup, Washer Hookup
Exterior
Architectural Style
Colonial
Community Features
Public Transportation, Shopping, Walk/Jog Trails, Medical Facility, Conservation Area, Highway Access, T-Station
Exterior Features
Deck, Stone Wall
Parking Features
Attached, Garage Door Opener, Storage, Paved Drive, Off Street, Paved
Parking Spots
6
Roof
Shingle
Financial
Tax Year
2026
Taxes
$15,398
Map
Contact Us
Mortgage Calculator
Community
- Address2 Canterbury Rd Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Close to Wright Locke Farm
- Cox Road / High St Extension neighborhood
- East SIde near town forest!!
- Everett/ Stratford
- Flats location
- FLATS location Across from Wedgemere/Oxford
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Ledgewood Estates
- Middlesex
- Myopia Hill/ Winchester Country Club Area
- Near VO school
- old village/ West side
- The Flats
- Top neighborhood near town center
- West side
Property Summary
- 2 Canterbury Rd Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $1,399,000 and features 3 beds, 3 baths, and has approximately 2,370 square feet of living space, and was originally constructed in 1940. The current price per square foot is $590. The average price per square foot for Single Family listings in Winchester is $539. The average listing price for Single Family in Winchester is $2,084,964. To schedule a showing of MLS#73475677 at 2 Canterbury Rd in Winchester, MA, contact your Boardwalk Real Estate Corp. agent at 781-944-7820.
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CRP: Certified Relocation Professional CRS: Certified Residential Specialist GRI: Graduate of Realtors Institute CBR: Certified Buyers Representative BSBA: Bachelor of Science in Business Administration. Babson College 1979 MBA: Master of Business Administration. Babson College 2002 James M. Joly is President and Principal-Owner of Boardwalk Real Estate Corp.,…
More About JamesCourtesy of Better Homes and Gardens Real Estate – The Shanahan Group. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information 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. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
2 Canterbury Rd
Winchester, MA



































