Residential

22542 Jolly Roger Drive, Cudjoe Key

$1,725,000.00

Bedroom 4 bedrooms
Bathroom 3 baths

  • MLS #: 619558
  • Address: 22542 Jolly Roger Drive, Cudjoe Key, FL 33042
  • Date Listed: 4/13/2026
  • Days on Market: 148
  • SQFT: 2440
  • Acres: 0.15
  • Restrictions: Unknown
  • Subdivision: Cutthroat Harbor Est (23.0)

Location Location

Agent Comments Agent Comments
Oceanfront living on Cudjoe Key, where broad covered balconies, generous outdoor space, and a private boat launch put Keys waterfront life within reach. This four-bedroom, three-bath home is a study in coastal architecture -- large impact glass doors and windows frame open water views and pull natural light into every room. Soaring 26' ceilings and rich wood beams anchor the open-concept main level, which includes a renovated kitchen, dining space, living room, laundry, and two bedrooms with two full baths. Upstairs, a third bedroom sits at the top of the stairs, and a catwalk leads to the fourth bedroom with ensuite bath and a walkout deck framing panoramic open water views. The home has been restored to its former glory with modern updates layered in -- rustic accents meet open, light-filled spaces that let the oceanfront setting do the talking. Adjacent lot also available for even more ocean enjoyment. Seller financing available: 50% down, 6% for 15 years, no flood or wind insurance required. This home needs to be seen to be fully appreciated. Schedule your showing today.

Amenities Amenities
  • Stainless Steel Appliance(s)
  • Dishwasher
  • Dryer
  • Oven
  • Refrigerator
  • Washer
  • Wine Cooler

Interior Features Interior Features
  • Cool System: Central Air
  • Interior: Entrance Foyer, Walk-in Closet(s), Built-in Cabinets, Cathedral Ceilings, Granite Counter Top, Quartz Countertops

Exterior Features Exterior Features
  • Parking: Open, Off Street, Covered
  • Roof: Metal
  • Pool: No

Additional Features Additional Features
  • County: Monroe
  • Property Type: Single Family Residence
  • Tax Number: 2147483647
  • Waterfront Features: Oceanfront, Open Water
  • Water/Sewer: FKAA
  • Year Built: 1982