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22410 Jolly Roger Drive DRIVE

Cudjoe Key, FL 33042
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$1,499,000 $6,319/Mo
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Bed 2

Bed

Bath 2

Bath

SqFt1,587

Sqft

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, fe aturing 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.

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Detail Ic Property Details

Property Type : Residential - Single Family

Price : $1,499,000

AD Id : 87353523

MLS Id : 620456

Beds : 2

Living Area Size : 1,587

Year Built : 1982

County : Monroe

Subdivision: Oasis

  • Map Map

Map

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Feature Features

  • Bedroom Information

    Total Bedrooms: 2

    Bathroom Information

    Total Baths: 2 Full Baths: 2

  • Interior Features

    Drapes/Blinds Incl,Built-in Cabinets,Walk-in Closet(s) Appliances: Washer,Microwave,Oven,Range,Refrigerator,Dishwasher,Dryer

  • Roofing Information

    Metal Roof

    Flooring Information

    Tile

    Heating & Cooling

    Cooling: Central Air,Ceiling Fans(s) Water Front: Yes Oceanfront,Open Water Ocean View,Open Water View

    Window Information

    Window Treatments: Sliding Glass Doors

  • Building Information

    Year Built: 1982 Total Units: 0.00 Floor Location: 10530 Construction: CBS Roof: Metal Roof

  • Exterior Features

    Storage

  • Lot Information

    Lot SqFt: 10,530 Lot SqFt Source: Property Data Card BK 19 LT 46 & E1/2 LT 47 CUTTHROAT HARBOR ESTATES CUDJOE KEY PB4-165

  • Property Information

    SQ ft (Living Area): 1,587 View: Ocean View,Open Water View Subdivision: Cutthroat Harbor Est (23.0)

  • Listing Price Information

    List Price: $1,499,000

  • Listing Information

    Cash,FHA,VA,Conventional

  • Tax Information

    Taxes: $15,374 Tax Year: 2025 Parcel Number: 00180580-000000 Tax Exemptions: None

  • Virtual Tour

    Virtual Tour (External Link)

  • Multi-Unit Information

    Pets Allowed: Pets Allowed

  • Homeowners Association Information

    Mandatory Home Owners Asc: No 1st Right of Refusal: No Association Fee: $0.00

  • Utility Information

    FKAA,Cable Available,Buyer to Verify,Municipal Sewer
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
22920 Privateer Drive, Cudjoe Key, FL, 33042 $590,000 3 2 1,560 1,560 SqFt
701 Spanish Main Drive .., Cudjoe Key, FL, 33042 $879,000 2 2 816 816 SqFt
701 Spanish Main Drive .., Cudjoe Key, FL, 33042 $399,900 2 1 833 833 SqFt
701 Spanish Main Drive .., Cudjoe Key, FL, 33042 $549,000 2 2 816 816 SqFt
701 Spanish Main Drive .., Cudjoe Key, FL, 33042 $339,000 2 1 728 728 SqFt
701 Spanish Main Drive .., Cudjoe Key, FL, 33042 $595,000 2 2 816 816 SqFt
701 Spanish Main Drive .., Cudjoe Key, FL, 33042 $639,000 2 2 864 864 SqFt
701 Spanish Main Drive .., Cudjoe Key, FL, 33042 $329,000 2 2 748 748 SqFt
701 Spanish Main Drive .., Cudjoe Key, FL, 33042 $350,000 2 1 726 726 SqFt
701 Spanish Main Drive .., Cudjoe Key, FL, 33042 $525,000 2 2 816 816 SqFt

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ByOwner last updated this listing 07/10/2026 @ 20:44

MLS: 620456 LISTED BY: Lisa H Ferringo , Coldwell Banker Schmitt Real Estate Co 305-809-1400 SOURCE: Florida Keys MLS, Inc.

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