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For sale
    • $3,537,000

    37 Mayflower Rd, Winchester, MA 01890

    7beds
    8,540sqft
    : 
    Single Family Residence
    Built in 2009
    0.46 Acres Lot
    $3,375,400 Zestimate®
    $414/sqft
    $-- HOA

    What's special

    Sleek quartz countertopsExceptional craftsmanshipGreat layoutOversized roomsOversized islandDecorative moldingsCustom built-ins
    Magnificent newer sun filled colonial w/oversized rooms offering over 8,000 sq ft of beautifully finished living space featuring 7 grand BR's, 7.5 BA across 4 levels w/a 3-car direct entry garage. This expansive home showcases exceptional craftsmanship including custom built-ins, fine cabinetry, decorative moldings, 4 fplc & a great layout. The newly renovated kitchen features sleek quartz countertops, oversized island, 2 dishwashers & butler’s pantry w/ice maker & wine fridge flowing into formal DR & LR plus a fireplaced FMRM overlooking a meticulously maintained yard. Each oversized bedroom offers an en-suite bath, sitting area & walk-in closet, providing comfort & privacy throughout. The 1st flr includes a private office w/wet bar plus a lavish bedroom wing ideal for guests or multi-generational living. The 3rd floor suite features a full BA & 2 closets, while the finished lower level adds media/game/gym areas w/access to stunning gunite pool, complimented by lush outdoor landscape!
    27 days
    |
    995
    |
    35
    |

    Zillow last checked: 7 hours ago

    Listing updated: February 18, 2026 at 04:13pm

    Listed by:

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

    Compass 781-219-0313,

    Kim Covino 781-249-3854

    Source: MLS PIN,MLS#: 73475646

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 7
      • Bathrooms: 8
      • Full bathrooms: 7
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Bathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Double Vanity, Dressing Room, Recessed Lighting, Lighting - Sconce, Closet - Double
      • Level: Second
      • Area: 600
      • Dimensions: 30 x 20
      Bedroom 2
      • Features: Bathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
      • Level: Second
      • Area: 272
      • Dimensions: 17 x 16
      Bedroom 3
      • Features: Bathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
      • Level: Second
      • Area: 374
      • Dimensions: 22 x 17
      Bedroom 4
      • Features: Bathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Recessed Lighting
      • Level: Second
      • Area: 306
      • Dimensions: 18 x 17
      Bedroom 5
      • Features: Bathroom - Full, Ceiling Fan(s), Walk-In Closet(s), Flooring - Hardwood, Recessed Lighting
      • Level: Second
      • Area: 225
      • Dimensions: 15 x 15
      Primary bathroom
      • Features: Yes
      Bathroom 1
      • Features: Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile
      • Level: First
      • Area: 54
      • Dimensions: 9 x 6
      Bathroom 2
      • Features: Bathroom - Full, Flooring - Stone/Ceramic Tile
      • Level: Second
      • Area: 195
      • Dimensions: 15 x 13
      Bathroom 3
      • Features: Bathroom - Full, Flooring - Stone/Ceramic Tile
      • Level: Second
      • Area: 90
      • Dimensions: 10 x 9
      Dining room
      • Features: Flooring - Hardwood, Lighting - Sconce, Lighting - Pendant
      • Level: First
      • Area: 300
      • Dimensions: 20 x 15
      Family room
      • Features: Ceiling Fan(s), Flooring - Hardwood, Recessed Lighting, Lighting - Sconce
      • Level: First
      • Area: 378
      • Dimensions: 21 x 18
      Kitchen
      • Features: Flooring - Hardwood, Countertops - Upgraded, Kitchen Island, Breakfast Bar / Nook, Country Kitchen, Exterior Access, Recessed Lighting, Lighting - Pendant, Lighting - Overhead
      • Level: First
      • Area: 286
      • Dimensions: 22 x 13
      Living room
      • Features: Flooring - Hardwood, Lighting - Sconce
      • Level: First
      • Area: 320
      • Dimensions: 20 x 16
      Office
      • Features: Fireplace, Flooring - Hardwood, Wet bar
      • Level: First
      • Area: 224
      • Dimensions: 16 x 14
      Heating
      • Forced Air, Natural Gas, Fireplace(s), Fireplace
      Cooling
      • Central Air
      Appliances
      • Included: Gas Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
      • Laundry: Flooring - Hardwood, Second Floor
      Features
      • Wet bar, Bathroom - Full, Walk-In Closet(s), Closet, Ceiling Fan(s), Lighting - Overhead, Recessed Lighting, Office, Bedroom, Foyer, Game Room, Exercise Room, Wired for Sound
      • Flooring: Tile, Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
      • Windows: Insulated Windows, Storm Window(s), Screens
      • Basement: Full,Finished,Walk-Out Access,Interior Entry
      • Number of fireplaces: 4
      • Fireplace features: Family Room, Living Room, Master Bedroom
      Interior area
      • Total structure area: 8,540
      • Total interior livable area: 8,540 sqft
      • Finished area above ground: 7,226
      • Finished area below ground: 1,314
      Video & virtual tour

      Property

      Parking
      • Total spaces: 12
      • Parking features: Attached, Garage Door Opener, Oversized, Paved Drive, Off Street, Paved
      • Attached garage spaces: 3
      • Uncovered spaces: 9
      Features
      • Patio & porch: Deck, Patio
      • Exterior features: Deck, Patio, Pool - Inground, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Garden
      • Has private pool: Yes
      • Pool features: In Ground
      • Fencing: Fenced/Enclosed
      Lot
      • Size: 0.46 Acres
      • Features: Cul-De-Sac
      Details
      • Parcel number: M:023 B:0060 L:0,900602
      • 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: 2009

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: for Gas Range

      Community & HOA

      Community
      • Features: Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Sidewalks
      • Security: Security System
      HOA
      • Has HOA: No
      Location
      • Region: Winchester

      Financial & listing details

      • Price per square foot: $414/sqft
      • Tax assessed value: $2,690,200
      • Annual tax amount: $29,834
      • Date on market: 3/1/2026
      • Exclusions: Dining Room Chandelier
      • Road surface type: Paved
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        Estimated market value

        $3,375,400

        $3.21M - $3.54M

        $7,812/mo

        Price history

        Price history
        DateEventPrice
        2/10/2026Listed for sale$3,537,000+143.1%$414/sqft
        Source: MLS PIN #73475646 Report a problem
        10/7/2011Sold$1,455,000-9.1%$170/sqft
        Source: Public Record Report a problem
        7/30/2011Price change$1,599,999-3%$187/sqft
        Source: Waterfield Sotheby's International Realty #71228382 Report a problem
        7/28/2011Price change$1,650,000-4.6%$193/sqft
        Source: Waterfield Sotheby's International Realty #71228382 Report a problem
        7/15/2011Price change$1,729,000-3.9%$202/sqft
        Source: Waterfield Sotheby's International Realty #71228382 Report a problem
        6/3/2011Price change$1,799,900-2.7%$211/sqft
        Source: Waterfield Sotheby's International Realty #71228382 Report a problem
        5/8/2011Price change$1,849,900-2.6%$217/sqft
        Source: Waterfield Sotheby's International Realty #71228382 Report a problem
        4/11/2011Price change$1,899,999-2.6%$222/sqft
        Source: Griffin Properties #71012550 Report a problem
        10/30/2010Listed for sale$1,949,999-2.5%$228/sqft
        Source: Paul D. Griffin #71012550 Report a problem
        8/11/2010Listing removed$1,999,000$234/sqft
        Source: Griffin Properties #71012550 Report a problem
        5/5/2010Price change$1,999,000-4.8%$234/sqft
        Source: Griffin Properties, Inc. #71012550 Report a problem
        3/27/2010Price change$2,100,000-2.3%$246/sqft
        Source: Griffin Properties, Inc. #71012550 Report a problem
        3/14/2010Price change$2,150,000-2.3%$252/sqft
        Source: Griffin Properties, Inc. #71012550 Report a problem
        1/6/2010Listed for sale$2,200,000+214.3%$258/sqft
        Source: Griffin Properties #71012550 Report a problem
        11/24/2008Sold$700,000-12.4%$82/sqft
        Source: Public Record Report a problem
        6/5/2008Listing removed$799,000$94/sqft
        Source: Century 21 #70759966 Report a problem
        1/25/2008Listed for sale$799,000+27.8%$94/sqft
        Source: MLS Property Information Network #70687088 Report a problem
        10/2/2000Sold$625,000$73/sqft
        Source: Public Record Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2025$29,834 +4.1%$2,690,200 +6.3%
        2024$28,665 +2.1%$2,530,000 +6.4%
        2023$28,071 +1.3%$2,378,900 +7.4%
        2022$27,708 +2.1%$2,214,900 +4.7%
        2021$27,134 +3.5%$2,114,900
        2020$26,204 +2.3%$2,114,900
        2019$25,611 +2.3%$2,114,900 +3%
        2018$25,025 +5.1%$2,052,900 +5.8%
        2017$23,820 +7.4%$1,939,700 +2.1%
        2016$22,180 +1.7%$1,899,000 +5.7%
        2015$21,816 -1%$1,797,000 +3.2%
        2014$22,045 +1.1%$1,741,300 +1.9%
        2013$21,811 +0.4%$1,708,000 -1.3%
        2012$21,723 -10.4%$1,730,900 -13.6%
        2011$24,235 +88.3%$2,002,900 +79.1%
        2010$12,872 +38%$1,118,300 +35.1%
        2009$9,330 +3.6%$827,900 -2.8%
        2008$9,002 -2.1%$851,700 -4.3%
        2007$9,197 +3%$890,300 +3.4%
        2006$8,933 +4.3%$861,400 +4.8%
        2005$8,563 +9%$821,800 +19%
        2004$7,857 +2.7%$690,400 +2.6%
        2003$7,654 +11.7%$672,600 +8.6%
        2002$6,851 +14.1%$619,400 +24.8%
        2000$6,003 -5.6%$496,400 +14.3%
        1999$6,360 $434,400

        Find assessor info on the county website

        BuyAbility℠ payment

        Est. payment
        $21,095/mo
        Principal & interest
        $18118
        Property taxes
        $2977
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          Climate risks

          Neighborhood: 01890

          Getting around

          16 / 100
          Car-Dependent
          38 / 100
          Somewhat Bikeable

          Nearby schools

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