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216 Highland Avenue, Winchester MA 01890

$2,299,000

Estimated $16,077/month Calculator

Single Family

5 Bedrooms

Baths

4822

Total Parking: 5

11,156 (0.26)

Built in 1902

Welcome to this fully updated 5 BR, 3.5 BA Victorian showcasing elegant period detail throughout, including intricate woodwork, moldings, high ceilings & hardwood floors. The main level features a gourmet eat-in kitchen w/ quartz island & high-end stainless appliances, opening to a custom butler’s pantry w/ additional oven, sink & wine chiller. A sun-filled family room w/French doors leads to the patio, along w/ a fireplaced living room w/ built-ins, & formal dining room. Home includes 2 primary bedroom options, one on the 2nd floor & a private 3rd-floor primary suite w/ fireplace & full bath. The 2nd level also has 3 additional spacious bedrooms & two full baths, while the 3rd floor features a dramatic great room w/ beamed ceiling.Additional highlights include partially finished basement & newer heat & AC. Enjoy a wrap-around porch, patio & large fenced yard. Ideally located near town center, Middlesex Fells Reservation, Commuter Rail, Lincoln Elementary, Middle School, & Highschool.

This home has been viewed 1 time

Last Checked: May 2nd, 2026 at 4:33am (Source: MLS PIN #73511014)

Air Conditioning

Waterview

Lead Paint Free

General Information for 216 Highland Avenue, Winchester MA 01890

Listing ID73511014

Property TypeSingle Family / Detached

Price$2,299,000 ($476.77/SqFt)

StyleColonial

CityWinchester

CountyMiddlesex

Neighborhood(s)

Garage Parking0

ZoningRDB

Year Built1902

Year Built SourcePublic Records

Year Built DetailsActual

Interior Features for 216 Highland Avenue, Winchester MA 01890

Approximate Living Area Total4822

Living Area Includes BasementYes

Rooms11

Bedrooms5

Primary En Suite BathroomYes

BasementFull

Cooling1, Split

Fireplaces

AppliancesRange

FlooringTile

Electric

Exterior Features for 216 Highland Avenue, Winchester MA 01890

Approximate Lot Size (Acres)0.26

Approximate Lot Size (Square Feet)11156

Total Parking5

Garage Parking0

WaterPublic

SewerPublic Sewer

Lot Features

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 216 Highland Avenue, Winchester MA 01890

Lead PaintNone

UFFI

Living Area Includes BasementYes

Living Area Disclosure

Building Area SourcePublic Records

Special Listing Conditions

ExclusionsNo

Compensation Based On

Financial Information for 216 Highland Avenue, Winchester MA 01890

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax22931

Tax Year2026

Assessed Value$2,015,000

Location Information for 216 Highland Avenue, Winchester MA 01890

Elementary SchoolLincoln

Middle SchoolMccall

High SchoolWinchester High

Neighborhood(s)

Area AmenitiesWalk/jog Trails

Contact Information for 216 Highland Avenue, Winchester MA 01890

Agent

Name: Paula R. Sughrue

Office

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

Phone: 781-729-9030

Payment Calculator

, Interest

Property Taxes 1910.92

Principal & Interest 14165.71

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Better Homes and Gardens Real Estate - The Shanahan Group

Paula R. Sughrue

Agent Phone

Office Phone

(781) 729-9030

Text Agent Call Agent Call Office

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EXIT

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