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Discover this beautiful home with all the space you've been looking for! Set on a private half-acre lot in a serene cul-de-sac near the Winchester/Lexington border. This residence offers unparalleled privacy & is surrounded by nature. This home includes 5 bedrooms, 3.5 bathrooms & an oversized 3 car garage! The spacious grounds feature delightful front & back yards, a generous deck, & a charming gazebo, all beside Whipple Hill & Smith Pond w/ miles of walking trails nearby! Inside you will find a thoughtfully designed floor plan for every day living & entertaining featuring a sunken living room, sunny home office, lovely formal dining room & oversized family kitchen w dining area showcasing walls of windows overlooking the stunning rear yard & an adjacent family room w/ wood burning fireplace. The oversized primary suite incudes a walk in closet & spacious bath. Just 7 miles from Boston, Winchester is known for top-rated schools & great quality of life. Don't miss this fabulous home!

More Info

Basic Information

  • Bedrooms5
  • Mls StatusActive
  • Bathroom4
  • Parcel Number M:025 B:0146 L:0,900972

Tax Information

  • Tax Assessed Value $2,093,500
  • Tax Year 2025
  • Taxes$23,217

School Information

  • High School Winchester
  • Elementary SchoolVinson Owen
  • High SchoolWinchester
  • Junior HighMccall

Parking

  • Parking Spaces9
  • Covered Spaces 3
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features Attached, Paved Drive, Off Street

Rooms

  • Bathroom 1 First,8 x 5
  • Bathroom 2 Second,13 x 12
  • Bathroom 3 Second,9 x 9
  • Bathrooms Total Decimal 3.5
  • Bedroom 2 Second,17 x 14
  • Bedroom 3 Second,15 x 13
  • Bedroom 4 Second,14 x 12
  • Bedroom 5 Third,24 x 22
  • Dining Room First,15 x 15
  • Family Room First,30 x 22
  • Full Bath3
  • Half Baths1
  • Kitchen Main, First,16 x 15
  • Living Room First,15 x 14
  • Master Bedroom Second,26
  • Office First,14 x 11

Basic Information

  • List Price$2,195,000
  • MLS Number73496396
  • Modification Date05/17/2026
  • Property SubTypeSingle Family Residence
  • Virtual TourView Tour

Location

  • SubdivisionCox Road / High St Extension Neighborhood
  • Address276 High Street
  • Building Number276
  • CountyMiddlesex
  • StateMA
  • StreetHigh Street
  • TownWinchester
  • Zip01890

Building

  • Attached Garage YN Yes
  • BasementFull, Finished, Interior Entry
  • Building Area Units Square Feet
  • Construction Materials Frame
  • Door Features Insulated Doors
  • FireplaceYes
  • Fireplace Features Family Room
  • Fireplaces Total 1
  • FoundationConcrete Perimeter
  • Garage Spaces3
  • Patio And Porch Features Deck
  • Property StyleColonial
  • Rooms11
  • Utilities For Electric Range, For Electric Oven, For Electric Dryer, Washer Hookup, Icemaker Connection
  • Window Features Insulated Windows
  • Year Built1992
  • Year Built Details Actual
  • Year Built Source Public Records

Property

  • Acreage0.46
  • Other Structures Gazebo

Interior

  • Flooring Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Hardwood
  • Interior Features
    • Bathroom
    • Bathroom - Full
    • Bathroom - Tiled With Shower Stall
    • Bathroom - With Shower Stall
    • Central Vacuum
    • Closet
    • Game Room
    • Lighting - Overhead
    • Office
    • Recessed Lighting
    • Walk-up Attic

Exterior

  • Exterior Features Deck, Rain Gutters, Sprinkler System, Gazebo
  • RoofShingle

Utilities

  • Cooling Central Air, Dual
  • Cooling YN Yes
  • Electric 200+ Amp Service
  • Heat SystemYes
  • Heating Forced Air, Oil
  • Sewer Public Sewer
  • Water Source Public

Property Information

  • Square Feet5,006
  • Building Area Source Public Records
  • Living Area 5,006
  • Lot Size Square Feet 19,998
  • Lot Size Units Acres

Amenities

  • Amenities
    • Bike Path
    • Golf
    • Highway Access
    • Park
    • Public School
    • Public Transportation
    • Shopping
    • Tennis Court(s)
  • Appliances IncludedWater Heater, Range, Oven, Dishwasher, Disposal, Trash Compactor, Microwave, Refrigerator, Freezer, Washer, Dryer, Plumbed For Ice Maker
  • Green Energy Efficient Thermostat
  • Security Features Security System

Other

  • Date Listed04/06/2026
  • Farm Land Area Units Square Feet
  • View Count2

Map Location

Driving Directions

Listed by Kim Covino & Co. Team of Compass

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