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Pending
  • $1,950,000

    26 Mayflower Rd, Winchester, MA 01890

    5beds
    3,371sqft
    : 
    $12,446/mo
    Get pre-qualified
    Single Family Residence
    Built in 1962
    0.38 Acres Lot
    $1,912,400 Zestimate®
    $578/sqft
    $-- HOA

    What's special

    Tiled walk-in showerSun-filled family roomSpacious primary suiteBeautifully landscaped groundsExpansive brick patioSoaking tubWonderful curb appeal
    Welcome to 26 Mayflower Road, located in one of Winchester’s sought-after neighborhoods alongside Winchester Country Club. From the beautifully landscaped grounds to the updated front door, garage doors, and recently redone front steps, this home offers wonderful curb appeal from the moment you arrive. Inside, the main level is warm, inviting, and filled with natural light, featuring a comfortable living room with wood-burning fireplace, an open kitchen and dining area, and a sun-filled family room that opens directly to a private brick patio. Whether you're enjoying your morning coffee, grilling, gathering with friends, or simply relaxing at the end of the day, the indoor-outdoor flow makes this home especially easy to enjoy. The spacious primary suite offers double closets and a beautiful bath with double vanity sinks, soaking tub, and tiled walk-in shower. An attached guest/in-law suite with its own private entrance, full bath, and kitchenette provides exceptional flexibility for guests, extended family, an au pair, or a private work-from-home space. The finished lower level adds even more room to spread out, with two additional living spaces and a full bathroom—perfect for a teen suite, home office, gym, playroom, or media space. Outside, beautiful landscaping, irrigation, and the expansive brick patio create a private setting for entertaining or simply enjoying the outdoors. Ideally located near commuter routes, the MBTA Commuter Rail, shopping, restaurants, schools, and downtown Winchester, this is a home that offers the space and flexibility to fit the way you live, all in a location that makes getting where you need to go easy.
    31 days
    603
    20

    Zillow last checked:

    Listing updated:

    Listed by:

    Nicole M. Condon 781-635-3625,

    The Simply Sold Realty Co. 508-807-5394

    Source: MLS PIN,MLS#: 73584117

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 4
      Primary bedroom
      • Features: Skylight, Closet - Linen, Closet, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Lighting - Overhead, Window Seat
      • Level: Third
      Bedroom 2
      • Features: Closet, Flooring - Hardwood, Lighting - Overhead
      • Level: Second
      Bedroom 3
      • Features: Closet, Flooring - Hardwood, Lighting - Overhead
      • Level: Second
      Bedroom 4
      • Features: Closet, Flooring - Hardwood, Lighting - Overhead
      • Level: Third
      Primary bathroom
      • Features: Yes
      Bathroom 1
      • Features: Bathroom - Full, Bathroom - Tiled With Shower Stall, Flooring - Stone/Ceramic Tile
      • Level: Second
      Bathroom 2
      • Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Jacuzzi / Whirlpool Soaking Tub, Double Vanity
      • Level: Third
      Bathroom 3
      • Features: Bathroom - Full, Bathroom - With Shower Stall, Flooring - Stone/Ceramic Tile
      • Level: Basement
      Dining room
      • Features: Flooring - Hardwood, Lighting - Overhead, Crown Molding
      • Level: First
      Family room
      • Features: Flooring - Hardwood, Recessed Lighting, Lighting - Overhead, Crown Molding
      • Level: First
      Kitchen
      • Features: Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Recessed Lighting, Stainless Steel Appliances, Peninsula
      • Level: First
      Living room
      • Features: Closet, Flooring - Hardwood, Recessed Lighting, Crown Molding
      • Level: First
      Office
      • Features: Flooring - Laminate
      • Level: Basement
      Heating
      • Baseboard, Oil, Ductless
      Cooling
      • Central Air
      Appliances
      • Included: Oven, Dishwasher, Microwave, Range, Refrigerator, Washer, Dryer
      • Laundry: In Basement, Electric Dryer Hookup, Washer Hookup
      Features
      • Bathroom - Full, Closet, Recessed Lighting, Accessory Apt., Den, Home Office, Walk-up Attic
      • Flooring: Tile, Laminate, Hardwood, Flooring - Hardwood
      • Basement: Full,Finished,Walk-Out Access,Bulkhead
      • Number of fireplaces: 2
      • Fireplace features: Living Room
      Interior area
      • Total structure area: 3,371
      • Total interior livable area: 3,371 sqft
      • Finished area above ground: 3,371

      Property

      Parking
      • Total spaces: 6
      • Parking features: Attached, Paved Drive, Off Street, Paved
      • Attached garage spaces: 2
      • Uncovered spaces: 4
      Features
      • Levels: Multi/Split
      • Patio & porch: Patio
      • Exterior features: Patio, Rain Gutters, Storage, Sprinkler System
      • Frontage type: Golf Course
      Lot
      • Size: 0.38 Acres
      Details
      • Parcel number: M:0023 B:0106 L:0000,900648
      • 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: 1962

      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

      Community & HOA

      Community
      • Features: Park, Walk/Jog Trails, Golf, Conservation Area, Highway Access, House of Worship, Public School
      HOA
      • Has HOA: No
      Location
      • Region: Winchester

      Financial & listing details

      • Price per square foot: $578/sqft
      • Tax assessed value: $1,839,600
      • Annual tax amount: $20,383
      • Date on market: 9/29/2026
      • Exclusions: Tv's And Mounts, Mirrors On Walls, And Chest Freezer In Garage.
      • Road surface type: Paved

        Estimated market value

        $1,912,400

        $1.82M - $2.01M

        $6,843/mo

        Price history

        DateEventPrice
        10/19/2026Pending sale$1,950,000$578/sqft
        Source: MLS PIN #73584117 Report a problem
        10/5/2026Contingent$1,950,000$578/sqft
        Source: MLS PIN #73584117 Report a problem
        9/29/2026Listed for sale$1,950,000+64.6%$578/sqft
        Source: MLS PIN #73584117 Report a problem
        9/15/2016Sold$1,185,000-1.2%$352/sqft
        Source: Public Record Report a problem
        7/22/2016Pending sale$1,199,000$356/sqft
        Source: Coldwell Banker Residential Brokerage - Winchester #72027320 Report a problem
        6/22/2016Listed for sale$1,199,000$356/sqft
        Source: Coldwell Banker Residential Brokerage - Winchester #72027320 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$19,659 +5%$1,772,700 +7.3%
        2024$18,716 +7%$1,651,900 +11.4%
        2023$17,499 -1%$1,483,000 +4.9%
        2022$17,680 +9.1%$1,413,300 +11.9%
        2021$16,202 +6.7%$1,262,800 +3.1%
        2020$15,180 +5.5%$1,225,200 +3.2%
        2019$14,382 +8.5%$1,187,600 +9.2%
        2018$13,260 +21.5%$1,087,800 +22.4%
        2017$10,913 +6.7%$888,700 +1.4%
        2016$10,232 +8%$876,000 +12.2%
        2015$9,476 -3.2%$780,600 +0.9%
        2014$9,793 +5.7%$773,500 +6.6%
        2013$9,265 +1.8%$725,500
        2012$9,105 +3.7%$725,500
        2011$8,779 +1.5%$725,500 -3.4%
        2010$8,649 +2.1%$751,400
        2009$8,468 +3.8%$751,400 -2.7%
        2008$8,161 +7.8%$772,100 +5.3%
        2007$7,571 +2.2%$732,900 +2.5%
        2006$7,411 +3.8%$714,700 +4.3%
        2005$7,138 +1.9%$685,000 +11.3%
        2004$7,003 +2.7%$615,400 +2.7%
        2003$6,820 +12%$599,300 +8.8%
        2002$6,091 +20%$550,700 +40.5%
        2000$5,077 -5.6%$391,900 +6.7%
        1999$5,379 $367,400
        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.
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        Climate risks

        Neighborhood: 01890

        Getting around

        7 / 100
        Car-Dependent
        28 / 100
        Somewhat Bikeable

        Nearby schools

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

        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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