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For sale
  • Price cut: $100K (6/5)
    $1,095,000

    2309 Flagler Ave, Key West, FL 33040

    3beds
    1,720sqft
    : 
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    Single Family Residence
    Built in 1953
    7,405 Square Feet Lot
    $1,050,100 Zestimate®
    $637/sqft
    $-- HOA

    What's special

    Beautifully curated landscapeThree-bedroom two-bath layoutExceptional privacyBlack granite countertopsOutdoor barPrivate tropical oasisExpansive glass walls
    Nestled within a private tropical oasis on a 7,500-square-foot lot, this charming Mid-Century Modern home offers the perfect blend of architectural character and island living. Approximately 64 feet of floor-to-ceiling sliders and windows fill the home with natural light and frame lush garden views from nearly every room.The three-bedroom, two-bath floor plan features clean modern lines, concrete finishes, abundant storage, and a versatile third bedroom ideal for an office, studio, nursery, or home gym. Additional highlights include central air conditioning and accordion hurricane shutters.Outside, beautifully landscaped grounds showcase crushed granite, Chicago brick, and coral pathways winding through mature palms, fruit trees, and tropical plantings. The fully fenced property offers exceptional privacy, a gated drive with off-street parking for two vehicles, an outdoor bar, and multiple entertaining areas. With ample room for a generous pool, this property presents a rare opportunity to create your own tropical retreat just a short bike ride from Old Town.
    87 days
    |
    434
    |
    36
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Jennifer M Newman 323-600-5678,

    Truman & Co. (KW)

    Source: FLKMLS,MLS#: 619530MLS LogoOriginating MLS: Key West Association

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Appliances
      • Included: Washer, Freezer, Disposal, Microwave, Oven, Refrigerator, Dishwasher, Dryer
      Features
      • Doors: Sliding Glass Doors
      Interior area
      • Total interior livable area: 1,720 sqft

      Property

      Parking
      • Parking features: Off Street
      Features
      • Water view: None
      • Waterfront features: None, Dockage: None
      Lot
      • Size: 7,405 Square Feet
      • Dimensions: 75 x 100
      • Features: Less Than 1/4 Acre
      Details
      • Parcel number: 00045560000000
      • Zoning: SF
      • Zoning description: Single Family

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • CBS
      Condition
      • Year built: 1953

      Utilities & green energy

      • Sewer: Municipal Sewer, Public Sewer
      • Utilities for property: FKAA

      Community & HOA

      Community
      • Subdivision: Key West Realty Cos Sub (3.0)
      HOA
      • Has HOA: No
      • Services included: None
      Location
      • Region: Key West

      Financial & listing details

      • Price per square foot: $637/sqft
      • Tax assessed value: $889,589
      • Annual tax amount: $6,806
      • Date on market: 4/16/2026

        Estimated market value

        $1,050,100

        $998,000 - $1.10M

        $4,856/mo

        Price history

        DateEventPrice
        6/5/2026Price change$1,095,000-8.4%$637/sqft
        Source: FLKMLS #619530 Report a problem
        4/16/2026Listed for sale$1,195,000+63.4%$695/sqft
        Source: FLKMLS #619530 Report a problem
        3/11/2016Sold$731,250-2.4%$425/sqft
        Source: FLKMLS #122843 Report a problem
        2/19/2016Pending sale$749,000$435/sqft
        Source: Truman & Co. (KW) #122843 Report a problem
        2/12/2016Listed for sale$749,000+50.1%$435/sqft
        Source: Truman & Co. (KW) #122843 Report a problem
        4/28/2014Listing removed$499,000$290/sqft
        Source: Truman & Co. #118843 Report a problem
        4/27/2014Pending sale$499,000+5.1%$290/sqft
        Source: Truman & Co. #118843 Report a problem
        4/24/2014Sold$475,000-4.8%$276/sqft
        Source: FLKMLS #118843 Report a problem
        2/15/2014Price change$499,000-12.3%$290/sqft
        Source: Truman & Co. #118843 Report a problem
        12/25/2013Price change$569,000+0.4%$331/sqft
        Source: Truman & Co. #118843 Report a problem
        12/23/2013Price change$567,000-1.4%$330/sqft
        Source: Truman & Co. #118843 Report a problem
        11/14/2013Listed for sale$575,000+23.7%$334/sqft
        Source: Truman & Co. #118843 Report a problem
        7/16/2013Sold$465,000-1%$270/sqft
        Source: Public Record Report a problem
        7/2/2013Pending sale$469,900$273/sqft
        Source: CENTURY 21 Schwartz Realty #118123 Report a problem
        5/25/2013Listed for sale$469,900+15.3%$273/sqft
        Source: Century 21 Schwartz Realty #118123 Report a problem
        10/4/2010Sold$407,500-18.2%$237/sqft
        Source: Public Record Report a problem
        2/5/2007Sold$498,000$290/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$6,806 +5.1%$731,794 +2.9%
        2024$6,474 +1.8%$711,171 +3%
        2023$6,361 +4.5%$690,458 +3%
        2022$6,087 -1.8%$670,348 +3%
        2021$6,199 +1.7%$650,824 +1.4%
        2020$6,096 $641,839 +2.3%
        2019$6,096 +1.4%$627,409 +1.9%
        2018$6,010 +0.1%$615,711 +2%
        2017$6,002 +0.3%$603,815 +29.8%
        2016$5,985 +12.2%$465,201 +8.2%
        2015$5,335 $429,749
        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.
        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: New Town

        Getting around

        64 / 100
        Somewhat Walkable
        23 / 100
        Minimal Transit
        85 / 100
        Very Bikeable

        Nearby schools

        GreatSchools rating

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