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22440 Jolly Roger Drive
22440 Jolly Roger Drive
22440 Jolly Roger Drive
22440 Jolly Roger Drive
22440 Jolly Roger Drive
22440 Jolly Roger Drive
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22440 Jolly Roger Drive
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22440 Jolly Roger Drive
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22440 Jolly Roger Drive
22440 Jolly Roger Drive
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22440 Jolly Roger Drive
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22440 Jolly Roger Drive
22440 Jolly Roger Drive
22440 Jolly Roger Drive
22440 Jolly Roger Drive
22440 Jolly Roger Drive
22440 Jolly Roger Drive
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22440 Jolly Roger Drive
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22440 Jolly Roger Drive
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22440 Jolly Roger Drive
22440 Jolly Roger Drive
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22440 Jolly Roger Drive
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22440 Jolly Roger Drive
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22440 Jolly Roger Drive
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22440 Jolly Roger Drive
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22440 Jolly Roger Drive
22440 Jolly Roger Drive
Sold

22440 Jolly Roger Drive

22440 Jolly Roger Drive, Cudjoe Key, FL 33042

$2,025,000
Experience the epitome of Florida Keys living in this stunning luxury waterfront home on Cudjoe Key. The back of the home has a South West Exposure, for endless ocean views and spectacular nightly sunsets. Constructed with poured concrete for unmatched durability and featuring a poured concrete floor, this home is a sanctuary of modern design and functionality. The property boasts impact-rated windows and doors installed in 2016, including custom 5-panel EuroWall stacking doors that create a seamless indoor-outdoor flow. Modern elegance is evident throughout, with stainless cable railings and a zero-grout tiled walk-around porch. Offered furnished with Restoration Hardware and Room & Board pieces valued at approximately $45,000 (art excluded), also includes TVs.The outdoor spaces feature a heated pool featuring a Coralina stone deck sourced from the Dominican Republic, designed to stay cool underfoot. New pool equipment, including a heater and pump installed in 2018. Boating enthusiasts will appreciate the 21.5' wood dock with a Slide-Moor Dock system, complete with water access, as well as a floating dock system perfect for kayaking and paddleboarding. The property's tropical landscaping, accented with solar yard lighting & cozy lounge areas create wonderful, private space to enjoy serenity or entertain guests.The gourmet kitchen, updated in 2022, features quartz countertops, modern blue cabinets, and Samsung Bespoke appliances. Don't miss your chance to own this luxury retreat in the heart of Cudjoe Key. Just 22 miles to Key West and 3 hours from Miami. Fantastic bar/ restaurant/ and coffee shop within walking distance!

2
beds

2
baths

1,292 Sq.Ft. LIVING AREA

9,510 Sq.Ft. lot

Sandra Tuttle

Sandra Tuttle

Features & Amenities

Interior

  • total bedrooms2
  • Total bathrooms2
  • full bathrooms2
  • Flooring Laminate
  • APPLIANCES Washer, Microwave, Range, Refrigerator, Dishwasher, Dryer
  • other interior Features Smoke Alarms, Quartz Countertops, Window Treatments, Storage, Cable, Impact Rstnce Window, Impact Rstnce Doors

Area & Lot

  • Status Sold
  • Living Area1,292 Sq.Ft.
  • Total Area1,292 Sq.Ft.
  • Lot Area9,510 Sq.Ft.
  • MLS® ID613293
  • TypeResidential
  • YEAR BUILT1988
  • NeighborhoodCudjoe Key
  • Water FrontageOceanfront, Open Water
  • View DescriptionOcean View, Open Water View

Exterior

  • utilitiesFKAA, Cable Available, Municipal Sewer
  • PoolIn Ground, Decked, Concrete
  • roofMetal Roof
  • parkingOpen Parking
  • HEAT TYPEElectric, Heat Pump
  • AIR CONDITIONINGCentral Air, Ductless, Ceiling Fans(s), Heat Pump
  • HOA AmenitiesNone
  • other exterior FeaturesLighting, Storage

Financial

  • Sales Price$2,025,000
  • Real Estate Tax $13,019/yr
  • Zoning IS - Improved Subivision District

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Discover the Florida Keys with a team that knows every sunset, shoreline, and neighborhood by heart. We’re more than real estate agents—we’re matchmakers, advocates, and lifelong partners in your journey. From dream homes to lasting friendships, we’re here to welcome you, guide you, and make paradise your home.

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