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85 High St, Winchester MA 01890

$1,899,000

Estimated $13,007/month Calculator

Single Family

4 Bedrooms

Baths

3757

Total Parking: 8 (2 Garage)

12,489 (0.29)

Built in 1931

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.

This home has been viewed 2 times

Last Checked: October 1st, 2026 at 10:33am (Source: MLS PIN #73565817)

Garage Parking

Air Conditioning

Waterview

Lead Paint Free

General Information for 85 High St, Winchester MA 01890

Listing ID73565817

Property TypeSingle Family / Detached

Price$1,899,000 ($505.46/SqFt)

StyleColonial

CityWinchester

CountyMiddlesex

Neighborhood(s)

Garage Parking2

ZoningRDB

Year Built1931

Year Built SourcePublic Records

Year Built DetailsApproximate

Interior Features for 85 High St, Winchester MA 01890

Approximate Living Area Total3757

Living Area Includes BasementYes

Rooms12

Bedrooms4

Primary En Suite BathroomYes

BasementFull

Cooling1, Split

Fireplaces

AppliancesRange

FlooringTile

Electric220 Volts

Exterior Features for 85 High St, Winchester MA 01890

Approximate Lot Size (Acres)0.29

Approximate Lot Size (Square Feet)12489

Total Parking8 (2 Garage)

Garage Parking2

WaterPublic

SewerPublic Sewer

Lot FeaturesGentle Sloping

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction Materials

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 85 High St, Winchester MA 01890

Lead PaintNone

UFFI

Living Area Includes BasementYes

Living Area Disclosure

Building Area SourcePublic Records

Special Listing Conditions

ExclusionsExcluded: Washer And Dryer Excluded.

Compensation Based On

Financial Information for 85 High St, Winchester MA 01890

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax15671

Tax Year2025

Assessed Value$1,413,100

Location Information for 85 High St, Winchester MA 01890

Elementary SchoolAmbrose

Middle SchoolMccall

High SchoolWhs

Neighborhood(s)

Area AmenitiesWalk/jog Trails

Contact Information for 85 High St, Winchester MA 01890

Agent

Name: Catherine Albiani

Office

Name: Better Homes and Gardens Real Estate - The Shanahan Group

Phone: 781-729-9030

Team Members

Payment Calculator

, Interest

Property Taxes 1305.92

Principal & Interest 11701.03

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Better Homes and Gardens Real Estate - The Shanahan Group

Catherine Albiani

Agent Phone

Office Phone

(781) 729-9030

Text Agent Call Agent Call Office

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EXIT

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