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For sale
  • $1,399,800

    65 High St, Winchester, MA 01890

    6beds
    2,658sqft
    : 
    Single Family Residence
    Built in 1949
    10,001 Square Feet Lot
    $1,366,500 Zestimate®
    $527/sqft
    $-- HOA

    What's special

    Private laundryLevel private backyardHardwood floorsUpdated second floorAbundant natural lightSeamless flow
    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.
    2 days
    |
    619
    |
    23
    |

    Zillow last checked: 7 hours ago

    Listing updated: 15 hours ago

    Listed by:

    Anna Jung 617-780-1675,

    K Stadium Realty INC 617-780-1675

    Source: MLS PIN,MLS#: 73498871

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 3
      • Full bathrooms: 3
      Primary bedroom
      • Features: Flooring - Hardwood
      • Level: First
      • Area: 165
      • Dimensions: 14.67 x 11.25
      Bedroom 2
      • Features: Flooring - Hardwood
      • Level: First
      • Area: 110
      • Dimensions: 10 x 11
      Bedroom 3
      • Features: Flooring - Hardwood
      • Level: First
      • Area: 155.81
      • Dimensions: 13.17 x 11.83
      Bedroom 4
      • Features: Flooring - Wall to Wall Carpet
      • Level: Second
      • Area: 168.42
      • Dimensions: 10.75 x 15.67
      Bedroom 5
      • Features: Flooring - Wall to Wall Carpet
      • Level: Second
      • Area: 125.58
      • Dimensions: 11 x 11.42
      Bathroom 1
      • Features: Bathroom - Full, Flooring - Stone/Ceramic Tile
      • Level: First
      • Area: 39.72
      • Dimensions: 5.42 x 7.33
      Bathroom 2
      • Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Flooring - Stone/Ceramic Tile
      • Level: Second
      • Area: 109.46
      • Dimensions: 9.25 x 11.83
      Bathroom 3
      • Features: Bathroom - 3/4
      • Level: Basement
      • Area: 51.77
      • Dimensions: 8.75 x 5.92
      Dining room
      • Features: Closet/Cabinets - Custom Built, Flooring - Hardwood
      • Level: First
      • Area: 146.25
      • Dimensions: 13 x 11.25
      Kitchen
      • Features: Flooring - Vinyl
      • Level: First
      • Area: 123.75
      • Dimensions: 11 x 11.25
      Living room
      • Features: Flooring - Hardwood
      • Level: First
      • Area: 251
      • Dimensions: 20.92 x 12
      Heating
      • Baseboard, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
      • Laundry: Second Floor, Electric Dryer Hookup
      Features
      • Bathroom - 3/4, Bathroom - With Shower Stall, Bedroom, Sun Room, Play Room
      • Flooring: Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet
      • Basement: Full,Finished,Bulkhead,Sump Pump
      • Number of fireplaces: 1
      • Fireplace features: Living Room
      Interior area
      • Total structure area: 2,658
      • Total interior livable area: 2,658 sqft
      • Finished area above ground: 2,658

      Property

      Parking
      • Total spaces: 5
      • Parking features: Attached, Paved Drive, Off Street
      • Attached garage spaces: 1
      • Uncovered spaces: 4
      Features
      • Patio & porch: Porch - Enclosed, Screened
      • Exterior features: Porch - Enclosed, Porch - Screened, Storage
      Lot
      • Size: 10,001 Square Feet
      Details
      • Parcel number: 900217
      • Zoning: RDB

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Concrete Perimeter
      • Roof: Shingle
      Condition
      • Year built: 1949

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: for Electric Range, for Electric Oven, for Electric Dryer

      Community & HOA

      Community
      • Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Highway Access, House of Worship, T-Station, Other
      HOA
      • Has HOA: No
      Location
      • Region: Winchester

      Financial & listing details

      • Price per square foot: $527/sqft
      • Tax assessed value: $1,217,200
      • Annual tax amount: $13,499
      • Date on market: 4/9/2026
      • Exclusions: Dinning Room Freezer Belongs Current Tenant.
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        Estimated market value

        $1,366,500

        $1.30M - $1.43M

        $7,682/mo

        Price history

        Price history
        DateEventPrice
        4/9/2026Listed for sale$1,399,800-6.7%$527/sqft
        Source: MLS PIN #73498871 Report a problem
        4/5/2026Listing removed$1,499,999$564/sqft
        Source: MLS PIN #73485189 Report a problem
        3/11/2026Listed for sale$1,499,999+76.5%$564/sqft
        Source: MLS PIN #73485189 Report a problem
        12/30/2016Sold$850,000-2.2%$320/sqft
        Source: Public Record Report a problem
        11/3/2016Pending sale$869,000$327/sqft
        Source: CENTURY 21 Commonwealth #72051212 Report a problem
        10/17/2016Price change$869,000+8.8%$327/sqft
        Source: CENTURY 21 Commonwealth #72051212 Report a problem
        10/14/2016Price change$799,000-8.1%$301/sqft
        Source: CENTURY 21 Commonwealth #72051212 Report a problem
        9/22/2016Price change$869,000-3.3%$327/sqft
        Source: CENTURY 21 Commonwealth #72051212 Report a problem
        8/24/2016Listed for sale$899,000$338/sqft
        Source: CENTURY 21 Commonwealth #72051212 Report a problem
        8/17/2016Pending sale$899,000$338/sqft
        Source: CENTURY 21 Commonwealth #72051212 Report a problem
        8/10/2016Listed for sale$899,000+294.3%$338/sqft
        Source: Century 21 Commonwealth #72051212 Report a problem
        4/5/1996Sold$228,000$86/sqft
        Source: Public Record Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2025$13,499 +1%$1,217,200 +3.2%
        2024$13,369 +5.3%$1,180,000 +9.6%
        2023$12,702 +2.8%$1,076,400 +9%
        2022$12,351 +8.4%$987,300 +11.1%
        2021$11,397 +3.6%$888,300
        2020$11,006 +7.7%$888,300 +5.3%
        2019$10,218 +1.6%$843,800 +2.3%
        2018$10,053 -1.4%$824,700 -0.6%
        2017$10,191 +9.4%$829,900 +4.1%
        2016$9,312 +2.7%$797,300 +6.8%
        2015$9,064 -2.4%$746,600 +1.8%
        2014$9,286 +11.3%$733,500 +12.3%
        2013$8,340 +1.9%$653,100 +0.1%
        2012$8,186 +3.7%$652,300
        2011$7,893 +5%$652,300 -0.1%
        2010$7,518 +2.1%$653,200
        2009$7,362 +4.1%$653,200 -2.4%
        2008$7,072 +5.8%$669,100 +3.4%
        2007$6,685 +2.1%$647,100 +2.5%
        2006$6,548 +3.3%$631,400 +3.8%
        2005$6,338 +5.9%$608,300 +15.6%
        2004$5,986 +2.6%$526,000 +2.6%
        2003$5,837 +11.7%$512,900 +8.6%
        2002$5,225 +53.5%$472,400 +81.3%
        2000$3,405 -5.6%$260,500 +5.7%
        1999$3,607 $246,400

        Find assessor info on the county website

        Monthly payment

        Est. payment
        $8,321/mo
        Principal & interest
        $7143
        Property taxes
        $1178
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          Climate risks

          Neighborhood: 01890

          Getting around

          21 / 100
          Car-Dependent
          34 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Ambros
          • Middle: Mccall
          • High: Winchester

          Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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