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Exceptional opportunity in a highly desirable Winchester neighborhood! This spacious 6-bedroom home offers incredible flexibility for today's lifestyle, perfect for multi-generational living, work-from-home setups, or growing households. The sun-filled main level 3-bedrooms feature hardwood floors and a seamless flow, ideal for both everyday living and entertaining. The updated second floor includes a full bath, private laundry, and generously sized 3 bedrooms with abundant natural light. A standout feature is the expansive 1,337 sq ft lower level - ideal for a playroom, gym, media room, or future customization. Enjoy a level, private backyard perfect for outdoor gatherings, gardening, and recreation. Conveniently located near top-rated schools, commuter rail, and Winchester center. Incredible value and space in one of Winchester's most sought-after communities!! The seller will gift the new buyer a pool and a ping-pong table for the playroom.

More Info

Basic Information

  • Bedrooms6
  • Mls StatusSold
  • Bathroom3
  • BuyerOfficeNameKeller Williams Realty Boston Northwest
  • Contingency Inspection
  • Parcel Number 900217

Tax Information

  • Tax Assessed Value $1,217,200
  • Tax Year 2025
  • Taxes$13,499

School Information

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

Parking

  • Parking Spaces5
  • Covered Spaces 1
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features Attached, Paved Drive, Off Street

Rooms

  • Bathroom 1 First,5.416666666 x 7.333333333
  • Bathroom 2 Second,9.25 x 11.833333333
  • Bathroom 3 Basement,8.75 x 5.916666666
  • Bathrooms Total Decimal 3
  • Bedroom 2 First,10 x 11
  • Bedroom 3 First,13.166666666 x 11.833333333
  • Bedroom 4 Second,10.75 x 15.666666666
  • Bedroom 5 Second,11 x 11.416666666
  • Dining Room First,13 x 11.25
  • Full Bath3
  • Kitchen First,11 x 11.25
  • Living Room First,20.916666666 x 12
  • Master Bedroom First,14.666666666

Basic Information

  • List Price$1,399,800
  • MLS Number73498871
  • Modification Date06/03/2026
  • Property SubTypeSingle Family Residence
  • PurchaseContractDate04/14/2026
  • Sale Date06/01/2026
  • Sale Price$1,440,150

Location

  • Address65 High Street
  • Building Number65
  • CountyMiddlesex
  • StateMA
  • StreetHigh Street
  • TownWinchester
  • Zip01890

Building

  • Attached Garage YN Yes
  • BasementFull, Finished, Bulkhead, Sump Pump
  • Building Area Units Square Feet
  • Construction Materials Frame
  • FireplaceYes
  • Fireplace Features Living Room
  • Fireplaces Total 1
  • FoundationConcrete Perimeter
  • Garage Spaces1
  • Patio And Porch Features Porch - Enclosed, Screened
  • Property StyleColonial
  • Rooms9
  • Utilities For Electric Range, For Electric Oven, For Electric Dryer
  • Year Built1949
  • Year Built Details Approximate
  • Year Built Source Public Records

Property

  • Acreage0.23

Interior

  • Flooring Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet
  • Interior Features Bathroom - 3/4, Bathroom - With Shower Stall, Bedroom, Sun Room, Play Room

Exterior

  • Exterior Features Porch - Enclosed, Porch - Screened, Storage
  • RoofShingle

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Electric Circuit Breakers
  • Heat SystemYes
  • Heating Baseboard, Oil
  • Sewer Public Sewer
  • Water Source Public

Property Information

  • Square Feet2,658
  • Building Area Source Measured
  • Living Area 2,658
  • Lot Size Square Feet 10,001
  • Lot Size Units Acres

Amenities

  • Amenities
    • Highway Access
    • House of Worship
    • Medical Facility
    • Other
    • Park
    • Public Transportation
    • Shopping
    • T-Station
    • Walk/Jog Trails
  • Appliances IncludedWater Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer

Other

  • Date Listed04/09/2026
  • Farm Land Area Units Square Feet

Map Location

Driving Directions

Listed by Anna Jung of K Stadium Realty INC

Listing Sold by Keller Williams Realty Boston Northwest

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