Nestled at the end of a coveted cul-de-sac, 3 Chesterford Terrace presents a rare opportunity to own a timeless Winchester home on a picture-perfect 12,972 SQ FT flat lot. Designed by renowned Winchester architect Jerome Bailey Foster, this charming 3+ bed, 1.5-bath residence blends classic architectural character with an exceptional setting. Surrounded by mature landscaping & set on one of Winchester's most desirable streets, the home offers endless potential for today's buyer. Enjoy the convenience of being a short stroll to Lynch Elementary School & moments from Winchester's scenic Three Ponds area, where walking trails & outdoor recreation await. Whether you're looking to restore & enhance an architectural gem or create your dream home in an unbeatable location, this property offers a truly special combination of charm & opportunity. Rarely does a home with \setting & potential become available in Winchester. Estate Sale. Sold in as-is condition. Offers due @ noon on 7/14.
This home has been viewed 12 times
Last Checked: July 17th, 2026 at 6:28am (Source: MLS PIN #73545054)
Garage Parking
Air Conditioning
Waterview
Lead Paint Free
General Information for 3 Chesterford Terrace, Winchester MA 01890
Listing ID73545054
Property TypeSingle Family / Detached
Price$1,300,000 ($648.06/SqFt)
StyleColonial
CityWinchester
CountyMiddlesex
Neighborhood(s)
Garage Parking1
ZoningRDB
Year Built1933
Year Built SourcePublic Records
Year Built DetailsActual
Interior Features for 3 Chesterford Terrace, Winchester MA 01890
Approximate Living Area Total2006
Living Area Includes BasementNo
Rooms8
Bedrooms3
Primary En Suite BathroomYes
BasementFull
Cooling1, Split
Fireplaces
AppliancesRange
FlooringTile
Electric
Exterior Features for 3 Chesterford Terrace, Winchester MA 01890
Approximate Lot Size (Acres)0.3
Approximate Lot Size (Square Feet)12972
Total Parking3 (1 Garage)
Garage Parking1
WaterPublic
SewerPublic Sewer
Lot FeaturesGentle Sloping
Parking Features1
Exterior FeaturesPorch
Foundation Materials
Construction Materials
Road Frontage Type
Patio & PorchCovered
Roof MaterialAsphalt/fiberglass Shingles
Utility Connections
Water ViewsNo
Water Views Features
Waterfront0
Waterfront Features
Pool Features
Horse Permitted0
Horse Amenities
Disclosures for 3 Chesterford Terrace, Winchester MA 01890
Lead PaintNone
UFFINo
Living Area Includes BasementNo
Living Area Disclosure
Building Area SourcePublic Records
Special Listing Conditions
ExclusionsWasher / Dryer
Compensation Based On
Financial Information for 3 Chesterford Terrace, Winchester MA 01890
Association Fee
Association Fee Frequency
Association Fee Includes
Real Estate Tax16176
Tax Year2026
Assessed Value$1,469,000
Location Information for 3 Chesterford Terrace, Winchester MA 01890
Elementary SchoolLynch Elementry
Middle SchoolMccall Middle
High SchoolWinchester High School
Neighborhood(s)
Area AmenitiesWalk/jog Trails
Contact Information for 3 Chesterford Terrace, Winchester MA 01890