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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.

More Info

Basic Information

  • Bedrooms5
  • Mls StatusUnder Agreement
  • Bathroom4
  • Contingency Pending P&S
  • Parcel Number 895385

Tax Information

  • Tax Assessed Value $2,015,000
  • Tax Year 2026
  • Taxes$22,931

School Information

  • High School Winchester High
  • Elementary SchoolLincoln
  • High SchoolWinchester
  • Junior HighMccall

Parking

  • Parking Spaces5
  • Parking Features Off Street

Rooms

  • Bathroom 1 First
  • Bathroom 2 Second
  • Bathroom 3 Second
  • Bathrooms Total Decimal 3.5
  • Bedroom 2 Second
  • Bedroom 3 Second
  • Bedroom 4 Second
  • Bedroom 5 Second
  • Dining Room First
  • Family Room First
  • Full Bath3
  • Half Baths1
  • Kitchen First
  • Living Room First
  • Master Bedroom Third

Basic Information

  • List Price$2,299,000
  • MLS Number73511014
  • Modification Date05/14/2026
  • Property SubTypeSingle Family Residence
  • PurchaseContractDate05/06/2026
  • Virtual TourView Tour

Location

  • Address216 Highland Avenue
  • Building Number216
  • CountyMiddlesex
  • StateMA
  • StreetHighland Avenue
  • TownWinchester
  • Zip01890

Building

  • BasementFull, Partially Finished, Bulkhead
  • Building Area Units Square Feet
  • Door Features Pocket Door, French Doors
  • FireplaceYes
  • Fireplace Features Living Room, Master Bedroom
  • Fireplaces Total 2
  • FoundationStone
  • Patio And Porch Features Porch, Patio
  • Property StyleVictorian
  • Rooms11
  • Window Features Window(s) - Picture
  • Year Built1902
  • Year Built Details Actual
  • Year Built Source Public Records

Property

  • Acreage0.26

Interior

  • Flooring
    • Carpet
    • Flooring - Stone/Ceramic Tile
    • Flooring - Wall to Wall Carpet
    • Hardwood
    • Laminate
    • Tile
  • Interior Features
    • Bathroom
    • Bathroom - Double Vanity/Sink
    • Bathroom - Full
    • Beamed Ceilings
    • Closet
    • Closet/Cabinets - Custom Built
    • Countertops - Stone/Granite/Solid
    • Countertops - Upgraded
    • Great Room
    • Lighting - Overhead
    • Peninsula
    • Play Room
    • Recessed Lighting
    • Soaking Tub
    • Wet Bar

Exterior

  • Exterior Features
    • Fenced Yard
    • Patio
    • Porch
    • Professional Landscaping
    • Rain Gutters
    • Sprinkler System
  • Fencing Fenced/Enclosed, Fenced
  • RoofSlate

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Heat SystemYes
  • Heating Forced Air, Electric Baseboard, Radiant, Natural Gas
  • Sewer Public Sewer
  • Water Source Public

Property Information

  • Square Feet4,822
  • Building Area Source Public Records
  • Living Area 4,822
  • Lot Size Square Feet 11,156
  • Lot Size Units Acres

Amenities

  • Amenities
    • Conservation Area
    • Highway Access
    • Medical Facility
    • Park
    • Public School
    • Public Transportation
    • Shopping
    • T-Station
  • Appliances IncludedRange, Dishwasher, Disposal, Refrigerator, Washer, Dryer, Wine Refrigerator
  • Security Features Security System

Other

  • Date Listed05/01/2026
  • Farm Land Area Units Square Feet

Map Location

Driving Directions

Listed by Paula R. Sughrue of Better Homes and Gardens Real Estate - The Shanahan Group

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