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For sale
  • $5,300,000

    923 Fleming St, Key West, FL 33040

    7beds
    3,121sqft
    : 
    $33,439/mo
    Get pre-qualified
    Single Family Residence
    Built in 1889
    4,356 Square Feet Lot
    $5,188,600 Zestimate®
    $1,698/sqft
    $-- HOA

    What's special

    Lagoon-style heated saltwater poolOne-bedroom pool cottagePrivate off-street parking spaceTiki barSeparate one-bedroom guest apartmentOutdoor showerFront and rear balconies
    A rare opportunity to own a beautifully renovated historic property on coveted Fleming Street in the heart of Old Town Key West. Thoughtfully designed and renovated with exceptional craftsmanship, this unique property offers 7 bedrooms and 6 baths, creating an extraordinary combination of flexibility, privacy, and Old Town charm. The property is comprised of a 5-bedroom, 4-bath main residence, a separate one-bedroom guest apartment, and a one-bedroom pool cottage, each offering its own living space and kitchen. The guest apartment provides the perfect private quarters for visiting family and friends, or could easily be incorporated into the main residence to create additional living space or an expansive primary suite. The detached pool cottage offers yet another private retreat or rental opportunity. Outdoor living is at the heart of this exceptional property. A secluded, lushly landscaped entertaining area features a lagoon-style heated saltwater pool, tiki bar, and outdoor shower - an ideal setting for relaxing afternoons, sunset cocktails, and entertaining guests. Front and rear balconies provide additional opportunities to enjoy the quintessential Key West lifestyle, from morning coffee to evening cocktails. A private off-street parking space adds an especially valuable convenience in Old Town. Inside, the renovation reflects an exceptional level of craftsmanship and attention to detail, with beautiful finishes and crown molding throughout. Just a few blocks from the energy of Duval Street, the Historic Seaport and all that Old Town Key West has to offer, yet designed to provide a private oasis when you return home. A truly special property with endless possibilities for living, entertaining, and enjoying the Key West lifestyle. Owner is a licensed Florida Real Estate agent.
    5 days
    754
    49

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Julie L Keller 612-839-3079,

    Realty ONE Group Destination

    Source: FLKMLS,MLS#: 621882MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 7
      • Bathrooms: 6
      • Full bathrooms: 6
      Heating
      • Has Heating (Unspecified Type)
      Cooling
      • Wall/Window Unit(s), Ductless
      Appliances
      • Included: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Stainless Steel Appliance(s)
      Features
      • Built-in Features, Dade County Pine, Walk-in Closet(s)
      • Flooring: Wood
      Interior area
      • Total structure area: 3,121
      • Total interior livable area: 3,121 sqft

      Property

      Features
      • Patio & porch: Open Porch/Balcony, Deck
      • Exterior features: Bar, Outdoor Shower
      • Has private pool: Yes
      • Pool features: In Ground, Salt Water
      • Fencing: Fenced
      Lot
      • Size: 4,356 Square Feet
      • Dimensions: 45 X 100
      Details
      • Additional structures: Guest House
      • Parcel number: 00005430000000
      • Zoning: HMDR - Historic Medium Density Residential

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Frame
      Condition
      • Updated/Remodeled
      • New construction: No
      • Year built: 1889

      Utilities & green energy

      • Utilities for property: Water Separate Meter, Elect Separate Meter

      Community & HOA

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

      Financial & listing details

      • Price per square foot: $1,698/sqft
      • Tax assessed value: $1,907,596
      • Annual tax amount: $15,782
      • Date on market: 10/31/2026
      • Listing terms: Cash,Conventional

        Estimated market value

        $5,188,600

        $4.93M - $5.45M

        $4,821/mo

        Price history

        DateEventPrice
        10/31/2026Listed for sale$5,300,000+265.5%$1,698/sqft
        Source: FLKMLS #621882 Report a problem
        7/27/2018Sold$1,450,000$465/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$15,783 -6.8%$1,754,554 -6.2%
        2024$16,927 +6.9%$1,870,745 +10%
        2023$15,833 +33.6%$1,700,677 +31%
        2022$11,854 +0.8%$1,298,381 +5%
        2021$11,758 +2.1%$1,236,782 +1.8%
        2020$11,521 $1,214,716 -0.1%
        2019$11,521 -3.8%$1,216,291 +97%
        2018$11,976 +91%$617,291 +3.8%
        2017$6,272 +3%$594,753 +7.5%
        2016$6,090 +1.5%$553,235 +2.6%
        2015$6,002 $539,296
        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: Historic Seaport

        Getting around

        93 / 100
        Walker's Paradise
        28 / 100
        Some Transit
        100 / 100
        Biker's Paradise

        Nearby schools

        GreatSchools rating

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