Pen Key Club sits near mile marker 83 on Upper Matecumbe, a gated bayfront community known for Key West-inspired architecture and mature tropical landscaping.
Residents have access to a resort-style pool, a private beach, a kayak launch, and a sunset viewing area, along with a protected marina offering direct access to Islamorada's sport fishing and boating. The community includes on-site property management, and the location keeps dining and shopping in the heart of Islamorada within easy reach.
Selling in Pen Key Club? List with me and your home gets featured right here on KeysListings.com, built for maximum visibility since 2003.
The listings below reflect current MLS data, pulled directly and refreshed every five minutes. For pending sales and closings from the past two years, see the Market Report for Pen Key Club.
Welcome to your legacy retreat in Islamorada's premier gated waterfront community. A rare blend of privacy, prestige, and resort-style living awaits in this Key West-ins...

Jim Signor: 305-394-4449