Oceanfront Island Living: Inside 22542 Jolly Roger on Cudjoe Key for under $2 Million
An affordable sanctuary defined by its direct waterfront presence, coastal craftsmanship, and easygoing island aesthetic has hit the market in the Lower Keys. Situated along the turquoise waters of Cudjoe Key, 22542 Jolly Roger delivers classic Keys coastal living complete with open water views, expansive covered balconies, and a private boat launch right in your backyard.
At a Glance
Property Details | Specifications |
Address | 22542 Jolly Roger, Summerland Key, FL 33042 |
List Price | $1,725,000 ($706 / sq ft) |
Bedrooms / Baths | 4 Beds / 4 Baths |
Living Area | 2,440 sq ft |
Year Built | 1982 |
Key Highlights | Private boat launch, soaring 26' ceilings, panoramic ocean balconies |
Coastal Architecture & Layout
Designed around sun, salt, and calm, the residence blends airy open-concept interiors with effortless indoor-outdoor flow:
The Main Level: Anchored by soaring 26-foot ceilings and exposed wood beams, the main living space features a renovated kitchen, dining area, laundry, and two full bedroom suites. Large impact glass windows and doors flood the floor with natural light while framing direct ocean vistas.
The Upper Catwalk & Primary Suite: Upstairs, a third bedroom opens to a dramatic catwalk that leads across the main level to a private primary suite—complete with an ensuite bath and a walkout deck overlooking uninterrupted, open-water views.
Outdoor Amenities: Broad covered balconies provide shade for outdoor lounging, while the grounds include generous yard space, a private boat launch, and direct access to Florida's finest shallow-water angling and cruising routes.
Flexible Financing & Potential
Offered with flexible seller financing terms (50% down at 6% for 15 years, with no flood or wind insurance requirement), this property presents an accessible entry point to true Keys waterfront ownership.
Hurry and make a bid or else we might be forced to relocated Slick Days HQ!
Photo credit: Lauren Dunn / Coldwell Banker Schmitt R.E.
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