Fantastic! The best value in Winchester in a desired neighborhood. The sunny first floor flows nicely from room to room, with hardwood floors in the living areas and a hallway leading to the 3 original bedrooms. Ideal for an office, guests, or visiting in-laws. A screen porch and patio off the dining room ideal for al fresco dining. The generous second-floor renovation features a full bath with double sinks, an exclusive-use laundry room, and 3 bedrooms, each with 3 windows for generous natural light. The backyard is private and level for grilling, gardening, and entertaining. The huge 1,165 sq ft basement is your creative space for a playroom, gym, and media room. Great school system (Ambros), and downtown convenience for commuter rail, shops, and restaurants. An amazingly beautiful backyard that's perfect for outdoor recreation. The seller will gift a pool and a ping-pong table to the new buyer in the playroom.
This home has been viewed 12 times
Last Checked: April 6th, 2026 at 4:29am (Source: MLS PIN #73485189)
Garage Parking
Air Conditioning
Waterview
Lead Paint Free
General Information for 65 High Street, Winchester MA 01890
Listing ID73485189
Property TypeSingle Family / Detached
Price$1,499,999 ($564.33/SqFt)
StyleColonial
CityWinchester
CountyMiddlesex
Neighborhood(s)
Garage Parking1
ZoningRDB
Year Built1949
Year Built SourcePublic Records
Year Built DetailsApproximate
Interior Features for 65 High Street, Winchester MA 01890
Approximate Living Area Total2658
Living Area Includes BasementNo
Rooms9
Bedrooms6
Primary En Suite BathroomYes
BasementFull
Cooling1, Split
Fireplaces
AppliancesRange
FlooringTile
Electric220 Volts
Exterior Features for 65 High Street, Winchester MA 01890
Approximate Lot Size (Acres)0.23
Approximate Lot Size (Square Feet)10001
Total Parking6 (1 Garage)
Garage Parking1
WaterPublic
SewerPublic Sewer
Lot Features
Parking Features1
Exterior FeaturesPorch
Foundation Materials
Construction MaterialsFrame
Road Frontage Type
Patio & PorchCovered
Roof MaterialAsphalt/fiberglass Shingles
Utility Connections110 Volts
Water ViewsNo
Water Views Features
Waterfront0
Waterfront Features
Pool Features
Horse Permitted0
Horse Amenities
Disclosures for 65 High Street, Winchester MA 01890
Lead PaintNone
UFFI
Living Area Includes BasementNo
Living Area Disclosure
Building Area SourceMeasured
Special Listing Conditions
ExclusionsDining Room Chandelier
Compensation Based On
Financial Information for 65 High Street, Winchester MA 01890
Association Fee
Association Fee Frequency
Association Fee Includes
Real Estate Tax13499
Tax Year2025
Assessed Value$1,217,200
Location Information for 65 High Street, Winchester MA 01890
Elementary SchoolAmbros
Middle SchoolMccall
High SchoolWinchester
Neighborhood(s)
Area AmenitiesWalk/jog Trails
Contact Information for 65 High Street, Winchester MA 01890