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For sale
  • Price cut: $50K (2/26)
    $1,392,100

    1020 Fleming St, Key West, FL 33040

    2beds
    759sqft
    : 
    Single Family Residence
    Built in 1918
    871.2 Square Feet Lot
    $1,298,500 Zestimate®
    $1,834/sqft
    $-- HOA

    What's special

    Stylish tileworkBrick-paved courtyardsOpen concept floor planShaded by potted palmsHardwood floorsBuilt-in dining nookBistro-style dining area
    Welcome to 1020 Fleming Street, an adorable Conch Cottage situated on the corner of prestigious Fleming Street and Nassau Lane. Built in 1918, this two (2) bedroom and one (1) bath charming and historic home is the perfect retreat in Old Town, Key West. Once a famous Old Town Grocery Store.Step inside your white picket fence and into one of two brick-paved courtyards, complete with a fire pit with bench seating and a bistro-style dining area. Entering the home, you're greeted by an open concept floor plan framed by vaulted ceilings with exposed beams. The spacious living area and kitchen feature hardwood floors throughout with windows on both sides of the home, and a built-in dining nook. Through double pocket doors you'll find the Primary Bedroom with access to an additional brick-paved courtyard, shaded by potted palms.A second guest room also has access to the outdoors, making the most of the home's indoor-outdoor flow. The shared bath is tastefully updated with a custom walk-in shower featuring dual showerheads and stylish tilework.Walk to all that Key West has to offer, including fine dining, world-famous bars, boutique shopping, and the Historic Seaport. This home truly embodies the timeless charm and character of Key West. Schedule your private showing today!
    148 days
    |
    335
    |
    10
    |

    Zillow last checked: 7 hours ago

    Listing updated: February 26, 2026 at 02:15am

    Listed by:

    Bobby W Coe IV 305-363-9665,

    RE/MAX Keys Connection (KW)

    Source: FLKMLS,MLS#: 617236MLS LogoOriginating MLS: Key West Association

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 1
      • Full bathrooms: 1
      Cooling
      • Wall/Window Unit(s), Ceiling Fans(s)
      Appliances
      • Included: Refrigerator, Oven
      Interior area
      • Total interior livable area: 759 sqft

      Property

      Features
      • Patio & porch: Patio
      • Fencing: Fenced
      • Water view: None
      • Waterfront features: None, Dockage: None
      Lot
      • Size: 871.2 Square Feet
      • Features: Less Than 1/4 Acre
      Details
      • Parcel number: 00007340000100
      • Zoning: HHDR
      • Zoning description: Historic High Density Residential
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Conch
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Roof: Metal
      Condition
      • Updated/Remodeled
      • New construction: No
      • Year built: 1918

      Utilities & green energy

      • Sewer: Municipal Sewer, Public Sewer
      • Utilities for property: FKAA, Buyer to Verify

      Community & HOA

      Community
      • Security: No Security
      • Subdivision: Old Town - Unlisted (1.0)
      HOA
      • Has HOA: No
      • Services included: None
      Location
      • Region: Key West

      Financial & listing details

      • Price per square foot: $1,834/sqft
      • Tax assessed value: $638,481
      • Annual tax amount: $2,701
      • Date on market: 11/7/2025
      • Listing terms: No Seller Finance,FHA,VA Loan,Conventional,Cash
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        Estimated market value

        $1,298,500

        $1.23M - $1.36M

        $6,701/mo

        Price history

        Price history
        DateEventPrice
        2/26/2026Price change$1,392,100-3.5%$1,834/sqft
        Source: Key West AOR #617236 Report a problem
        11/7/2025Listed for sale$1,442,100-17.6%$1,900/sqft
        Source: FLKMLS #617236 Report a problem
        9/5/2025Listing removed$1,750,000$2,306/sqft
        Source: Key West AOR #612895 Report a problem
        12/31/2024Listed for sale$1,750,000+264.6%$2,306/sqft
        Source: Key West AOR #612895 Report a problem
        5/18/2006Sold$480,000+370.6%$632/sqft
        Source: FLKMLS #101901 Report a problem
        7/18/2000Sold$102,000$134/sqft
        Source: Public Record Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2025$2,857 +5.8%$320,188 +2.9%
        2024$2,701 +2%$311,165 +3%
        2023$2,647 +4.7%$302,102 +3%
        2022$2,529 -1.4%$293,303 +3%
        2021$2,566 +1.8%$284,761 +1.4%
        2020$2,521 $280,830 +2.3%
        2019$2,521 +1.6%$274,517 +1.9%
        2018$2,481 +0.4%$269,399 +2.1%
        2017$2,471 +0.6%$263,858 +2.1%
        2016$2,456 -2.5%$258,431 +0.7%
        2015$2,520 $256,635

        Find assessor info on the county website

        BuyAbility℠ payment

        Est. payment
        $7,893/mo
        Principal & interest
        $6942
        Property taxes
        $951
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          Climate risks

          Neighborhood: Old Town

          Getting around

          92 / 100
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