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Waterfront

22542 jolly roger drive

Cudjoe Key, FL 33042

$2,299,000

4 BEDS 3 BATHS
2,440 SQFT0.31 AC LOT
Residential - Single Family
Waterfront
Image 1: 22542 Jolly Roger Drive
Image 2: 22542 Jolly Roger Drive
Image 3: 22542 Jolly Roger Drive
Image 4: 22542 Jolly Roger Drive
Bedrooms 4
Total Baths 3
Full Baths 3
Square Feet 2440
Acreage 0.32
Status Active
MLS # 618018
County Monroe
More Info
Category Residential - Single Family
Status Active
Square Feet 2440
Acreage 0.32
MLS # 618018
County Monroe
Welcome to coastal living in one of the most desirable neighborhoods in Cudjoe Key. This beautifully renovated 4-bedroom, 3-bath oceanfront residence sits proudly on a rare double lot, offering unmatched space, privacy, and breathtaking open-water views. Step inside to discover a bright, airy living space with stylish coastal finishes, vaulted ceilings, and walls of windows that frame the sparkling turquoise sea. The newly upgraded kitchen features high-end appliances, custom cabinetry, and a spacious island perfect for gathering with family and friends. Enjoy seamless indoor-outdoor living with expansive decks overlooking the water--perfect for sunrise coffee, sunset cocktails, or dining al fresco. The oversized property provides plenty of room to unwind, entertain, or dream up future additions like a pool, tiki or guest cottage. With four generous bedrooms--including a serene oceanfront primary suite--everyone has room to relax and recharge. The home is move-in ready with modern updates throughout, including new flooring, fixtures, and fresh coastal-inspired decor. Located in a quiet, sought-after Cudjoe Key neighborhood, you're close to marinas, boating, dining, and just a short drive to the vibrant energy of Key West.Property Highlights:*Oceanfront with stunning open-water views*Fully renovated interior with Keys coastal finishes *Rare double lot for privacy and expansion potential*4 spacious bedrooms / 3 updated bathrooms*Expansive outdoor living & sunrise/sunset viewing decks*Quiet, upscale neighborhood with easy access to boating and Key West.This is Keys living at its absolute finest--your dream home by the sea awaits!
Location not available

Exterior Features

  • Style Single Family
  • Construction Single Family
  • Siding Frame
  • Exterior Privacy Wall/Fence
  • Roof Metal Roof
  • Garage Yes
  • Garage Description No, Yes
  • Water FKAA, Buyer to Verify
  • Sewer FKAA, Buyer to Verify
  • Lot Dimensions 13,979

Interior Features

  • Appliances Washer, Stainless Steel Appliance(s), Wine Cooler, Oven, Refrigerator, Dishwasher, Dryer
  • Cooling Central Air, Ceiling Fans(s)
  • Living Area 2,440 SQFT
  • Year Built 1982

Neighborhood & Schools

  • School Disrict 00180470-000000

Financial Information

  • Parcel ID 1232491
  • Zoning IS - Improved Subivision District

Additional Services

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Listing Information

Listing Provided Courtesy of Ocean Sotheby's International Realty
Listing Agent Emily Lombard
Florida Keys, MLS
Listing data is current as of 02/14/2026.

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