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Pending
  • Price cut: $200K (4/12)
    $4,395,000

    924 Flagler Ave, Key West, FL 33040

    4beds
    2,064sqft
    : 
    Single Family Residence
    Built in 1935
    0.28 Acres Lot
    $-- Zestimate®
    $2,129/sqft
    $-- HOA

    What's special

    Copper gutters and downspoutsSitting roomLush tropical landscapingLarge dining roomPowder roomTwo car garageMeandering walkways
    924 Flagler is an iconic home in the sought after Casa Marina area. Totally renovated and upgraded, this home has received multiple design and restoration awards. The incredible property has over 12,300 square feet of expansive grounds including meandering walkways, an outbuilding, a two car garage. It features lush tropical landscaping and spralling open spaces. The interior of this concrete home features 14 ft. ceilings on the first floor and 12' on the second floor. A sunroom entry is lined with Palladian doors and opens to a patio and the living room. An office, powder room, large dining room and the chef's kitchen complete the first floor. The second floor features the primary bedroom and a sitting room converted from a fourth bedroom plus two more guest bedrooms and a bath. A spacious second floor sun porch offers beautiful views and more space to relax. The list of improvements, upgrades and amenities is extensive and include hurricane rated roofs over the home and the garage, custom mahogany wood windows and doors, copper gutters and downspouts to a 7,000 gallon cistern used for irrigation, custom Hanson & Bringle millwork and cabinetry, Cat 5 & 6 wiring, McIntosh audio system throughout the house, a whole house generator, updated electric and plumbing, an electronic gated driveway. This one of a kind home is a Key West treasure in an excellent location.
    129 days
    |
    255
    |
    8
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Laura A McChesney 305-923-6639,

    Preferred Properties (KW),

    Key West Sisters 305-747-0369,

    Preferred Properties (KW)

    Source: FLKMLS,MLS#: 617929MLS LogoOriginating MLS: Key West Association

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Appliances
      • Included: Washer, Stainless Steel Appliance(s), Disposal, Microwave, Range, Refrigerator, Dishwasher, Dryer
      Features
      • Wired for Data
      • Flooring: Tile, Combination, Wood
      • Doors: Impact Rstnce Doors
      • Windows: Wood Frames, Impact Rstnce Window, Other Windows/Doors
      Interior area
      • Total interior livable area: 2,064 sqft

      Property

      Features
      • Water view: None
      • Waterfront features: None, Dockage: None
      Lot
      • Size: 0.28 Acres
      • Features: 1/4 - 1/2 Acre
      Details
      • Parcel number: 00058210000000
      • Zoning: SF
      • Zoning description: Single Family

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Concrete, Combo Construction
      • Roof: Other
      Condition
      • Year built: 1935

      Utilities & green energy

      • Electric: Generator
      • Sewer: Municipal Sewer, Public Sewer
      • Water: Cistern
      • Utilities for property: FKAA

      Community & HOA

      Community
      • Subdivision: Martello Towers (1.0)
      HOA
      • Has HOA: No
      • Services included: None
      Location
      • Region: Key West

      Financial & listing details

      • Price per square foot: $2,129/sqft
      • Tax assessed value: $2,706,335
      • Annual tax amount: $14,258
      • Date on market: 1/5/2026
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        Estimated market value

        Not available

        Estimated sales range

        Not available

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        Price history

        DateEventPrice
        5/7/2026Pending sale$4,395,000$2,129/sqft
        Source: FLKMLS #617929 Report a problem
        4/16/2026Contingent$4,395,000$2,129/sqft
        Source: FLKMLS #617929 Report a problem
        4/12/2026Price change$4,395,000-4.4%$2,129/sqft
        Source: Key West AOR #617929 Report a problem
        1/5/2026Listed for sale$4,595,000-8%$2,226/sqft
        Source: Key West AOR #617929 Report a problem
        5/12/2025Listing removed$4,995,000$2,420/sqft
        Source: Key West AOR #613602 Report a problem
        2/8/2025Listed for sale$4,995,000+299.6%$2,420/sqft
        Source: FLKMLS #613602 Report a problem
        6/1/2009Sold$1,250,000$606/sqft
        Source: FLKMLS #110368 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$14,259 +3.4%$1,706,492 +2.9%
        2024$13,795 +1.6%$1,658,399 +3%
        2023$13,584 +4.4%$1,610,097 +3%
        2022$13,009 -2.6%$1,563,201 +3%
        2021$13,362 +2.7%$1,517,671 +2.4%
        2020$13,013 $1,481,984 +2.3%
        2019$13,013 +1.4%$1,448,665 +1.9%
        2018$12,831 -0.2%$1,421,654 +2.1%
        2017$12,853 +0.4%$1,392,414 +2.1%
        2016$12,808 -3.4%$1,363,775 +0.7%
        2015$13,260 $1,354,295

        Find assessor info on the county website

        Monthly payment

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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.
          Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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          Climate risks

          Neighborhood: Casa Marina

          Getting around

          65 / 100
          Somewhat Walkable
          26 / 100
          Some Transit
          88 / 100
          Very Bikeable

          Nearby schools

          GreatSchools rating

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