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Home For Sale
22542 Jolly Roger Drive
Cudjoe Key, Florida 33042
Monroe CountyBeachfront:
Yes Ocean View: YesCommunity: Cutthroat Harbor Est (23)
$2,100,000
4 br, 3.0 bath
2440 sq. ft.
0.320 acres
FULLY RESTORED! This 4-bedroom, 3-bathroom home is a testament to coastal architecture. Situated on a double lot, totaling .32 acres, the property offers an impressive 120 feet of frontage overlooking Cudjoe Bay -- a rare and commanding presence on the shoreline.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 design. 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!
Interior:
- Bedrooms: 4
- Baths: 3.0
- Sq Ft: 2440
- Year Built: 1982
- Utilities:
- Fireplaces:
- Stories:
- Heat/AC:
- Garage: Covered, Open
Exterior:
- Lot Size: 0.320 acre
- Lot Dimensions:
- Beachfront: Yes
- View Types: Ocean, Water
- Yard:
- Siding: Frame
- Roof: Metal
- Property Taxes: $12,646
- MLS #: 618818
Contact Information:
Listing Agent: Lauren Hoefert Dunn, Coldwell Banker Schmitt Islamorada, 305-394-3717, 305-664-4470
Listing Site, Listing Status: Active
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Ad Number: 7322124
Viewed 22 times.
Updated: Feb 25, 2026

