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For sale
  • Price cut: $104K (5/13)
    $2,195,000

    276 High St, Winchester, MA 01890

    5beds
    5,006sqft
    : 
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    Single Family Residence
    Built in 1992
    0.46 Acres Lot
    $2,092,100 Zestimate®
    $438/sqft
    $-- HOA

    What's special

    Generous deckCharming gazeboLovely formal dining roomPrivate half-acre lotSerene cul-de-sacSunny home officeOversized primary suite
    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!
    84 days
    |
    672
    |
    23
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Kim Covino & Co. Team 781-249-3854,

    Compass 781-219-0313,

    Kim Covino 781-249-3854

    Source: MLS PIN,MLS#: 73496396

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Closet - Linen, Flooring - Stone/Ceramic Tile, French Doors, Lighting - Sconce, Lighting - Overhead
      • Level: Second
      • Area: 598
      • Dimensions: 26 x 23
      Bedroom 2
      • Features: Ceiling Fan(s), Closet, Lighting - Overhead
      • Level: Second
      • Area: 238
      • Dimensions: 17 x 14
      Bedroom 3
      • Features: Ceiling Fan(s), Closet, Lighting - Overhead
      • Level: Second
      • Area: 195
      • Dimensions: 15 x 13
      Bedroom 4
      • Features: Ceiling Fan(s), Closet, Lighting - Overhead
      • Level: Second
      • Area: 168
      • Dimensions: 14 x 12
      Bedroom 5
      • Features: Ceiling Fan(s), Closet, Lighting - Overhead
      • Level: Third
      • Area: 528
      • Dimensions: 24 x 22
      Primary bathroom
      • Features: Yes
      Bathroom 1
      • Features: Bathroom - Half
      • Level: First
      • Area: 40
      • Dimensions: 8 x 5
      Bathroom 2
      • Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Bathroom - Tiled With Tub, Closet, Flooring - Stone/Ceramic Tile, Jacuzzi / Whirlpool Soaking Tub
      • Level: Second
      • Area: 156
      • Dimensions: 13 x 12
      Bathroom 3
      • Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower
      • Level: Second
      • Area: 81
      • Dimensions: 9 x 9
      Dining room
      • Features: Flooring - Hardwood, Window(s) - Picture, French Doors, Lighting - Pendant, Lighting - Overhead
      • Level: First
      • Area: 225
      • Dimensions: 15 x 15
      Family room
      • Features: Ceiling Fan(s), Flooring - Hardwood, Balcony / Deck, Deck - Exterior, Exterior Access, Lighting - Overhead
      • Level: First
      • Area: 660
      • Dimensions: 30 x 22
      Kitchen
      • Features: Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, French Doors, Kitchen Island, Breakfast Bar / Nook, Exterior Access, Open Floorplan, Recessed Lighting, Stainless Steel Appliances, Lighting - Pendant
      • Level: Main,First
      • Area: 240
      • Dimensions: 16 x 15
      Living room
      • Features: Flooring - Hardwood, Open Floorplan, Sunken, Lighting - Overhead
      • Level: First
      • Area: 210
      • Dimensions: 15 x 14
      Office
      • Features: Closet, Flooring - Hardwood, Lighting - Overhead
      • Level: First
      • Area: 154
      • Dimensions: 14 x 11
      Heating
      • Forced Air, Oil
      Cooling
      • Central Air, Dual
      Appliances
      • Included: Water Heater, Range, Oven, Dishwasher, Disposal, Trash Compactor, Microwave, Refrigerator, Freezer, Washer, Dryer, Plumbed For Ice Maker
      • Laundry: Second Floor, Electric Dryer Hookup, Washer Hookup
      Features
      • Bathroom - Tiled With Shower Stall, Bathroom - Full, Bathroom - With Shower Stall, Recessed Lighting, Closet, Lighting - Overhead, Bathroom, Game Room, Office, Central Vacuum, Walk-up Attic
      • Flooring: Tile, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Hardwood
      • Doors: Insulated Doors
      • Windows: Insulated Windows
      • Basement: Full,Finished,Interior Entry
      • Number of fireplaces: 1
      • Fireplace features: Family Room
      Interior area
      • Total structure area: 5,006
      • Total interior livable area: 5,006 sqft
      • Finished area above ground: 4,267
      • Finished area below ground: 739
      Video & virtual tour

      Property

      Parking
      • Total spaces: 9
      • Parking features: Attached, Paved Drive, Off Street
      • Attached garage spaces: 3
      • Uncovered spaces: 6
      Features
      • Patio & porch: Deck
      • Exterior features: Deck, Rain Gutters, Sprinkler System, Gazebo
      Lot
      • Size: 0.46 Acres
      Details
      • Additional structures: Gazebo
      • Parcel number: M:025 B:0146 L:0,900972
      • Zoning: RDA

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Concrete Perimeter
      • Roof: Shingle
      Condition
      • Year built: 1992

      Utilities & green energy

      • Electric: 200+ Amp Service
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: for Electric Range, for Electric Oven, for Electric Dryer, Washer Hookup, Icemaker Connection
      Green energy
      • Energy efficient items: Thermostat

      Community & HOA

      Community
      • Features: Public Transportation, Shopping, Tennis Court(s), Park, Golf, Bike Path, Highway Access, Public School
      • Security: Security System
      • Subdivision: Cox Road / High St Extension neighborhood
      HOA
      • Has HOA: No
      Location
      • Region: Winchester

      Financial & listing details

      • Price per square foot: $438/sqft
      • Tax assessed value: $2,093,500
      • Annual tax amount: $23,217
      • Date on market: 4/6/2026

        Estimated market value

        $2,092,100

        $1.99M - $2.20M

        $7,833/mo

        Price history

        DateEventPrice
        5/13/2026Price change$2,195,000-4.5%$438/sqft
        Source: MLS PIN #73496396 Report a problem
        4/6/2026Listed for sale$2,299,000$459/sqft
        Source: MLS PIN #73496396 Report a problem
        12/16/2025Listing removed$2,299,000$459/sqft
        Source: MLS PIN #73404344 Report a problem
        9/25/2025Price change$2,299,000-2.2%$459/sqft
        Source: MLS PIN #73404344 Report a problem
        7/15/2025Listed for sale$2,350,000-2%$469/sqft
        Source: MLS PIN #73404344 Report a problem
        6/16/2025Listing removed$2,399,000$479/sqft
        Source: MLS PIN #73349101 Report a problem
        4/4/2025Price change$2,399,000-7.7%$479/sqft
        Source: MLS PIN #73349101 Report a problem
        3/24/2025Listed for sale$2,599,000-5.5%$519/sqft
        Source: MLS PIN #73349101 Report a problem
        9/15/2024Listing removed$2,750,000$549/sqft
        Source: MLS PIN #73170437 Report a problem
        7/5/2024Price change$2,750,000-4.2%$549/sqft
        Source: MLS PIN #73170437 Report a problem
        4/25/2024Price change$2,870,000+1.4%$573/sqft
        Source: MLS PIN #73170437 Report a problem
        4/13/2024Price change$2,830,000-3.4%$565/sqft
        Source: MLS PIN #73170437 Report a problem
        1/28/2024Listed for sale$2,930,000+13.1%$585/sqft
        Source: MLS PIN #73170437 Report a problem
        11/29/2023Listing removed$2,590,000$517/sqft
        Source: MLS PIN #73170437 Report a problem
        10/14/2023Listed for sale$2,590,000+235.3%$517/sqft
        Source: MLS PIN #73170437 Report a problem
        8/27/2018Listing removed$6,800$1/sqft
        Source: Commonwealth Standard Realty Advisors #72366361 Report a problem
        8/8/2018Price change$6,800-9.3%$1/sqft
        Source: Commonwealth Standard Realty Advisors #72366361 Report a problem
        7/22/2018Listed for rent$7,500+33.9%$1/sqft
        Source: Commonwealth Standard Realty Advisors #72366361 Report a problem
        7/28/2017Listing removed$5,600$1/sqft
        Source: Commonwealth Standard Realty Advisors #72056995 Report a problem
        7/12/2017Price change$5,600-6.7%$1/sqft
        Source: Commonwealth Standard Realty Advisors #72056995 Report a problem
        4/3/2017Price change$6,000+20%$1/sqft
        Source: Commonwealth Standard Realty Advisors #72056995 Report a problem
        2/22/2017Price change$5,000-9.1%$1/sqft
        Source: Commonwealth Standard Realty Advisors #72056995 Report a problem
        2/3/2017Listed for rent$5,500$1/sqft
        Source: Commonwealth Standard Realty Advisors #72056995 Report a problem
        6/14/1999Sold$772,500$154/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$23,217 +4.2%$2,093,500 +6.4%
        2024$22,287 +12.3%$1,967,100 +17%
        2023$19,841 +9.9%$1,681,400 +16.5%
        2022$18,052 +3.6%$1,443,000 +6.3%
        2021$17,417 +3.6%$1,357,500
        2020$16,819 +2.3%$1,357,500
        2019$16,439 +2.5%$1,357,500 +3.2%
        2018$16,032 +6%$1,315,200 +6.7%
        2017$15,131 +7.2%$1,232,200 +2%
        2016$14,112 +2.5%$1,208,200 +6.5%
        2015$13,768 -0.6%$1,134,100 +3.7%
        2014$13,848 +1%$1,093,800 +1.8%
        2013$13,716 +1.8%$1,074,100
        2012$13,480 +3.7%$1,074,100
        2011$12,997 +6.9%$1,074,100 +1.7%
        2010$12,160 +2.1%$1,056,500
        2009$11,907 +4.6%$1,056,500 -1.9%
        2008$11,382 +0.6%$1,076,800 -1.7%
        2007$11,311 +1.6%$1,095,000 +2%
        2006$11,135 +2.8%$1,073,800 +3.3%
        2005$10,836 -0.8%$1,039,900 +8.3%
        2004$10,926 +2.6%$960,100 +2.6%
        2003$10,645 +13.8%$935,400 +10.6%
        2002$9,352 +12.1%$845,600 +25.3%
        2000$8,346 -5.6%$675,100 +11.8%
        1999$8,841 $603,900

        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 01890

        Getting around

        12 / 100
        Car-Dependent
        10 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Vinson Owen
        • Middle: Mccall
        • High: Whs

        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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