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Under contract
  • $1,499,000

    22410 Jolly Roger Dr, Cudjoe Key, FL 33042

    2beds
    1,587sqft
    : 
    $8,665/mo
    Get pre-qualified
    Single Family Residence
    Built in 1982
    10,454 Square Feet Lot
    $-- Zestimate®
    $945/sqft
    $-- HOA

    What's special

    Waterfront diningComfortable guest bedroomExpansive deckTranquil open water viewsLight-filled interiorSpacious screened porchPrivate en-suite bath
    Welcome to your oceanfront retreat on Cudjoe Key, where panoramic wide open ocean views, exceptional outdoor living, and easy boating access come together to create the quintessential Florida Keys lifestyle. Built on a lot and a half with durable CBS construction, this inviting 2-bedroom, 2-bath, 1,587 sq. ft. home is perfectly positioned to take advantage of its spectacular waterfront setting. The light-filled interior flows effortlessly into the spacious screened porch where you'll enjoy ocean breezes, morning coffee, waterfront dining and unforgettable sunrises and moonlit evenings. Just beyond, an expansive deck provides even more space for entertaining or simply relaxing while overlooking the endless blue waters. Inside, the primary suite serves as a peaceful waterfront sanctuary, featuring a private en-suite bath, walk-in closet, and sliding glass doors that open directly to the deck, allowing you to wake up to breathtaking ocean views each morning. A comfortable guest bedroom offers welcoming accommodations for family and friends. Boaters will appreciate the dock and davits, providing convenient access to the Atlantic for world-class fishing, diving, sandbar adventures and sunset cruises. The lower-level enclosure offers abundant storage for kayaks, paddleboards, fishing gear, and all of your island essentials. Whether you're entertaining guests on the spacious outdoor living areas, heading out for a day on the water, or simply soaking in the tranquil open water views, this Cudjoe Key waterfront home is your opportunity to embrace the relaxed, waterfront lifestyle the Florida Keys are known for.
    25 days
    |
    877
    |
    73
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Lisa H Ferringo 305-797-1221,

    Coldwell Banker Schmitt Real Estate Co

    Source: FLKMLS,MLS#: 620456MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 2
      • Full bathrooms: 2
      Cooling
      • Central Air, Ceiling Fans(s)
      Appliances
      • Included: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave
      Features
      • Built-in Features, Walk-in Closet(s)
      • Flooring: Tile
      Interior area
      • Total structure area: 1,587
      • Total interior livable area: 1,587 sqft
      Video & virtual tour

      Property

      Parking
      • Parking features: Open, RV Access/Parking, Storage
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Deck
      • Exterior features: Storage
      • On waterfront: Yes
      Lot
      • Size: 10,454 Square Feet
      Details
      • Parcel number: 00180580000000
      • Zoning: IS - Improved Subivision District

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • CBS
      Condition
      • Year built: 1982

      Utilities & green energy

      • Utilities for property: Cable Available

      Community & HOA

      Community
      • Subdivision: Cutthroat Harbor Est (23.0)
      HOA
      • Has HOA: No
      • Services included: None
      Location
      • Region: Cudjoe Key

      Financial & listing details

      • Price per square foot: $945/sqft
      • Tax assessed value: $1,712,183
      • Annual tax amount: $15,373
      • Date on market: 6/30/2026
      • Listing terms: Cash,Conventional,FHA

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/12/2026Contingent$1,499,000$945/sqft
        Source: FLKMLS #620456 Report a problem
        6/30/2026Listed for sale$1,499,000$945/sqft
        Source: FLKMLS #620456 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$15,374 +166.4%$1,712,183 +159%
        2024$5,771 +4.2%$661,182 +3%
        2023$5,538 +2.8%$641,925 +3%
        2022$5,385 -3.1%$623,229 +3%
        2021$5,558 +0.5%$605,077 +1.4%
        2020$5,531 $596,723 +2.3%
        2019$5,531 +2%$583,307 +1.9%
        2018$5,425 -0.7%$572,431 +2.1%
        2017$5,462 +3%$560,658 +2.1%
        2016$5,303 -0.7%$549,127 +0.7%
        2015$5,341 $545,310
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 33042

        Getting around

        6 / 100
        Car-Dependent
        44 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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