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For sale
  • $3,180,000

    1019 Whitehead St, Key West, FL 33040

    3beds
    1,373sqft
    : 
    $19,432/mo
    Get pre-qualified
    Single Family Residence
    Built in 1928
    2,178 Square Feet Lot
    $2,971,100 Zestimate®
    $2,316/sqft
    $-- HOA

    What's special

    Lounge around the poolFront porchMaintenance free composite deckingMaster bath ensuiteWhole-house ventilating dehumidifierModern upscale interior
    Classic Key West charm and sophistication abound, with traditional grace yet modern conveniences, this wasn't just a simple remodel. This was a carefully thought out, complete and careful renovation of this Old Town treasure. A worry free and easily maintained 3 bedroom, 2 and & ½ bath home, master bath ensuite, on one of the most prestigious streets in Key West, this home is constantly photographed, whether it's the location, the style, or the carefully chosen color pallet by the current owners, we're not sure, but regardless, many are drawn to this home and its beautifully tailored look. Whether you want to people watch on the front porch and sip your coffee or cocktail, or withdraw to the secluded private back yard and lounge around the pool reading a Hemingway novel, who's legendary home is a mere stroll moments away out the gate one direction, or go the opposite direction to the Atlantic Ocean and the Southernmost Point Buoy, everything Key West is only minutes away from this front door, your front door. Your new home. And by new, that's what we mean-this home was carefully and completely renovated in the last couple years, essentially creating a classic Key West house, with all the comfort and benefits of a new home. A completely custom Bosch appliance filled kitchen, with virtually every modern convenience a new home would hold. Modern upscale interior, zoned central A/C system with whole-house ventilating dehumidifier, advanced internet modem and router system, maintenance free composite decking, complete security and camera system, are just a few of the extra steps the owners took when creating a time-honored but luxurious, self contained and above the norm renovation of this truly one of a kind Key West home. Lets set up your private showing today.
    22 days
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    1,707
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    56
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    Zillow last checked:

    Listing updated:

    Listed by:

    Wade J Meyer 305-432-6373,

    Real Estate Management of Key West, LLC

    Source: FLKMLS,MLS#: 620747MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Heating
      • Has Heating (Unspecified Type)
      Cooling
      • Central Air, Ceiling Fans(s)
      Appliances
      • Included: Washer, Dryer, Dishwasher, Refrigerator, Oven, Microwave, Disposal, Stainless Steel Appliance(s)
      Features
      • Smart Thermostat, Walk-in Closet(s), Quartz Countertops
      • Flooring: Tile
      Interior area
      • Total structure area: 1,373
      • Total interior livable area: 1,373 sqft

      Property

      Features
      • Patio & porch: Deck, Patio
      • Exterior features: Rain Gutters, Storage
      • Has private pool: Yes
      • Pool features: In Ground, Concrete, Decked
      • Fencing: Fenced,Privacy
      Lot
      • Size: 2,178 Square Feet
      • Dimensions: 40 X 65
      Details
      • Parcel number: 00027390000000
      • Zoning: HMDR - Historic Medium Density Residential

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Conch
      • Property subtype: Single Family Residence
      Materials
      • Frame
      Condition
      • Updated/Remodeled
      • New construction: No
      • Year built: 1928

      Utilities & green energy

      • Utilities for property: Cable Available

      Community & HOA

      Community
      • Security: On Premises System, Security System
      • Subdivision: Old Town - Unrecord (1.0)
      HOA
      • Has HOA: No
      • Services included: None
      Location
      • Region: Key West

      Financial & listing details

      • Price per square foot: $2,316/sqft
      • Tax assessed value: $1,418,446
      • Annual tax amount: $12,231
      • Date on market: 7/26/2026
      • Listing terms: Cash,Conventional,FHA

        Estimated market value

        $2,971,100

        $2.82M - $3.12M

        $5,331/mo

        Price history

        DateEventPrice
        7/26/2026Listed for sale$3,180,000+127.1%$2,316/sqft
        Source: FLKMLS #620747 Report a problem
        9/29/2021Sold$1,400,000-6.7%$1,020/sqft
        Source: FLKMLS #597337 Report a problem
        8/16/2021Listed for sale$1,500,000+30.4%$1,092/sqft
        Source: Key West AOR #597337 Report a problem
        2/26/2021Sold$1,150,000$838/sqft
        Source: FLKMLS #593837 Report a problem
        12/21/2020Listed for sale$1,150,000-6.1%$838/sqft
        Source: Truman & Co. (KW) #593837 Report a problem
        9/8/2020Listing removed$1,225,000$892/sqft
        Source: Buy The Keys (KW) #590968 Report a problem
        6/19/2020Price change$1,225,000-3.9%$892/sqft
        Source: Buy The Keys (KW) #590968 Report a problem
        5/23/2020Listed for sale$1,275,000+27.5%$929/sqft
        Source: Vacasa Florida, LLC #590968 Report a problem
        1/31/2019Sold$1,000,000-4.7%$728/sqft
        Source: Public Record Report a problem
        1/28/2019Listed for sale$1,049,000$764/sqft
        Source: Keller Williams Key West Compass Realty #580909 Report a problem
        1/28/2019Pending sale$1,049,000$764/sqft
        Source: Keller Williams Key West Compass Realty #580909 Report a problem
        1/13/2019Price change$1,049,000-4.5%$764/sqft
        Source: Keller Williams Key West Compass Realty #580909 Report a problem
        8/7/2018Price change$1,099,000-1.9%$800/sqft
        Source: Keller Williams Key West Compass Realty #580909 Report a problem
        7/3/2018Listed for sale$1,120,000+2.3%$816/sqft
        Source: Keller Williams Key West Compass Realty #580909 Report a problem
        5/8/2018Listing removed$1,095,000$798/sqft
        Source: Rob Severin Real Estate Co #578319 Report a problem
        3/30/2018Price change$1,095,000-0.2%$798/sqft
        Source: Rob Severin Real Estate Co #578319 Report a problem
        3/6/2018Price change$1,097,000-0.1%$799/sqft
        Source: Rob Severin Real Estate Co #578319 Report a problem
        2/28/2018Price change$1,098,000-4.5%$800/sqft
        Source: Rob Severin Real Estate Co #578319 Report a problem
        1/19/2018Price change$1,150,000-3.8%$838/sqft
        Source: Rob Severin Real Estate Co #578319 Report a problem
        8/11/2017Listed for sale$1,195,000+26.5%$870/sqft
        Source: Keys Commercial Real Estate LLC (KW) #576585 Report a problem
        6/10/2016Sold$945,000-1.5%$688/sqft
        Source: Public Record Report a problem
        5/21/2016Pending sale$959,000$698/sqft
        Source: Engel & Volkers Key West #122873 Report a problem
        2/15/2016Listed for sale$959,000+11.6%$698/sqft
        Source: Engel & Voelkers Florida Keys (KW) #122873 Report a problem
        7/1/2015Sold$859,000-0.1%$626/sqft
        Source: Public Record Report a problem
        6/11/2015Pending sale$859,900+50.9%$626/sqft
        Source: Engel & Volkers Palm Beach (KW) #121289 Report a problem
        8/1/2012Sold$570,000-3.2%$415/sqft
        Source: Public Record Report a problem
        3/31/2003Sold$589,000$429/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$12,231 -0.1%$1,418,446 0%
        2024$12,248 +5%$1,419,085 +10%
        2023$11,659 +15.1%$1,290,077 +10%
        2022$10,126 +20.9%$1,172,797 +31.3%
        2021$8,376 +11.4%$893,477 +10%
        2020$7,516 $812,252 -4.7%
        2019$7,516 -5.2%$852,363 +5.5%
        2018$7,932 +3.2%$807,741 -0.7%
        2017$7,688 -2.3%$813,037 +30.6%
        2016$7,868 +21.8%$622,647 +18.6%
        2015$6,458 $524,960
        Find assessor info on the county website

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        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: Upper Duvall

        Getting around

        95 / 100
        Walker's Paradise
        28 / 100
        Some Transit
        82 / 100
        Very Bikeable

        Nearby schools

        GreatSchools rating

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