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22542 Jolly Roger Drive DRIVE

Cudjoe Key, FL 33042
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$1,725,000 $7,272/Mo
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Bed 4

Bed

Bath 3

Bath

SqFt2,440

Sqft

Stunning oceanfront home. This 4-bedroom, 3-bathroom home is a testament to coastal architecture. Broad, covered balconies, generous outdoor spaces, and a private boat launch capitalize on Keys waterfront living. Large impact glass doors and windows frame ocean views and invite natural light into every room. Soaring, 26' ceilings enhance the open-concept layout with rich wood beams amplifying the aesthetic. The main floor living space includes a renovated and modern kitchen, dining space, living room, laundry, two bedrooms and two bathrooms. Ascend to the upper floor to find a third bedroom perched at the top of the stairs. A catwalk connects the fourth bedroom with ensuite bath and walkout deck that provides spectacular panoramic open water views.The home itself tells a story through des ign. Restored to its former glory, with additional modern amenities, and blending rustic accents with open, light-filled spaces to showcase the oceanfront setting. This home needs to be seen to be fully appreciated. Schedule your showing today!

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Detail Ic Property Details

Property Type : Residential - Single Family

Price : $1,725,000

AD Id : 77588971

MLS Id : 619558

Beds : 4

Living Area Size : 2,440

Year Built : 1982

County : Monroe

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Feature Features

  • Bedroom Information

    Total Bedrooms: 4

    Bathroom Information

    Total Baths: 3 Full Baths: 3

  • Interior Features

    Cathedral Ceilings,Quartz Countertops,Walk-in Closet(s),Granite Counter Top,Built-in Cabinets,Entrance Foyer Appliances: Washer,Stainless Steel Appliance(s),Wine Cooler,Oven,Refrigerator,Dishwasher,Dryer

  • Roofing Information

    Metal Roof

    Heating & Cooling

    Cooling: Central Air Water Front: Yes Oceanfront,Open Water Ocean View,Open Water View

    Window Information

    Window Treatments: Impact Rstnce Window,Impact Rstnce Doors

  • Building Information

    Year Built: 1982 Total Units: 0.00 Floor Location: 6930 Construction: Frame Roof: Metal Roof

  • Lot Information

    Lot Dimensions: X Lot SqFt: 6,930 Lot SqFt Source: Tax Records Bk 19 Lt 36 Cutthroat Harbor Estates Cudjoe Key Pb4-165 Or222-580 Or781-1811D/C Or781-1812/14 Or781-1815 Or781-1818/19 O

  • Property Information

    SQ ft (Living Area): 2,440 View: Ocean View,Open Water View Subdivision: Cutthroat Harbor Est (23.0)

  • Listing Price Information

    List Price: $1,725,000

  • Tax Information

    Taxes: $12,646 Tax Year: 2025 Parcel Number: 00180480000000 Tax Exemptions: Homestead

  • 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
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
116 Spanish Main Drive, Cudjoe Key, FL, 33042 $1,269,000 2 2 1,100 1,100 SqFt
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 $859,000 2 2 861 861 SqFt
701 Spanish Main Drive .., Cudjoe Key, FL, 33042 $575,000 2 2 861 861 SqFt
701 Spanish Main Drive .., Cudjoe Key, FL, 33042 $399,900 2 1 833 833 SqFt
701 Spanish Main Drive .., Cudjoe Key, FL, 33042 $669,000 2 2 816 816 SqFt
701 Spanish Main Drive .., Cudjoe Key, FL, 33042 $595,000 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 $499,000 2 2 618 618 SqFt

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ByOwner last updated this listing 06/19/2026 @ 10:51

MLS: 619558 LISTED BY: Lauren Hoefert Dunn , Coldwell Banker Schmitt Islamorada 305-664-4470 SOURCE: Florida Keys MLS, Inc.

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