85 High St

Taxes: $15,671 (2025)

About this home

Classic Colonial nestled within one of Winchester’s most desirable neighborhoods, offering timeless architecture, exceptional flexibility, and an enviable 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.

Property details

Sewer

Private

Style

Single Wide

Water

City/Town Water

Cooling

Central Air

Heating

Heat Pump, Hot Air Gravity

Type

Detached

Flooring

Tile, Hardwood

Road type

Public, Paved, Publicly Maint.

Appliances

Wall Oven, Dishwasher, Disposal, Countertop Range, Refrigerator, Washer, Dryer

Master Bath

Yes

Roof

Aluminum

Garage

Detached, Garage Door Opener, Heated, Storage

Lot

Corner, Fenced/Enclosed, Level

Parking

1-10 Spaces, Paved Driveway

Basement

Full, Partially Finished, Walk Out, Interior Access, Bulkhead, Sump Pump, Concrete Floor

Electric

Circuit Breakers, 200 Amps, Common

Exterior

Patio, Gutters, Professional Landscaping, Sprinkler System, Screens, Fenced Yard