85 High Street, Winchester, MA 01890

• 4 beds |
• 3 baths |
• 3,757 sqft

Property Description

Discover the possibilities to make your home, Yours. Classic Colonial nestled within one of Winchester’s most desirable neighborhoods, offering timeless architecture, exceptional flexibility, within a rare setting. The first floor features an updated kitchen with slider to the scenic rear yard and oversized brick patio, casual den, half bath, formal dining room, and gracious living room with fireplace and classic built-ins. Double doors lead to a spectacular all-season porch, perfectly positioned for effortless entertaining indoors or out. The second floor offers four corner bedrooms, including a spacious primary suite with double closets, ensuite bath, and convenient laundry. The walk-up third floor invites endless possibilities with an additional bedroom and abundant closet space. Approximately 500 square feet of finished lower-level flex space provides room for a home gym, teen retreat, playroom, or office. Outside, a private, level yard offers ample space for gardens, play, and entertaining, with a generous brick patio for relaxing and gathering. The two-car heated garage features a full walk-up second floor, ideal for storage or future finishing as a studio, office, or home-away-from-home retreat. Simply a beautiful home in an exceptional location—ready to be loved from day one.

Listing Status:

Active

Date Added:

October 30, 2026

Data Last Updated:

November 4, 2026 at 7:07PM

Listing Office:

Better Homes and Gardens Real Estate - The Shanahan Group : 781-729-9030

Listing Agent:

Catherine Albiani : 781-799-6252

MLS ID:

73596915

Interior

• General: Dining AreaBreakfast Bar / NookFoyerBonus Room
• Appliances: Water HeaterOvenDishwasherDisposalRangeRefrigeratorWasherDryer
• Laundry: Second FloorElectric Dryer HookupWasher Hookup
• Basement: FullPartially FinishedWalk-Out AccessInterior EntryBulkheadSump PumpConcrete
• Flooring: TileHardwoodFlooring - HardwoodLaminate
• A/C: Central Air
• Heating: SteamNatural Gas
• Fireplace: Living RoomFireplaceFireplaces: 1

Exterior

• General: PatioRain GuttersProfessional LandscapingSprinkler SystemScreensFenced Yard
• Style: Colonial
• Parking: DetachedGarage Door OpenerHeated GarageStorageOff StreetPavedParking spaces: 6

Construction

• Roofing: Shingle
• Windows: Screens
• General: Stone

Location

• Road/Access: Public
• Originating MLS: MLS Property Information Network
• County: Middlesex

Lot

• Zoning: RDBM:021 B:0086 L:0900221
• Fencing: Fenced/EnclosedFenced

Utilities

• Utilities: for Electric Rangefor Electric DryerWasher HookupCircuit Breakers200+ Amp ServiceOther (See Remarks)
• Water: Public
• Sewer: Public Sewer

Financial

• Source: MLS Property Information Network