Step into a piece of Annapolis history with the Philip Clayton House, a cherished landmark dating back to 1834. Perfectly situated within walking distance to the City Dock, U.S. Naval Academy, and the vibrant shops and restaurants of Downtown Annapolis, this residence blends timeless character with everyday convenience. Over nearly two centuries, the home has undergone thoughtful renovations and expansions, preserving its historic charm while enhancing livability. You'll be captivated by the heart of pine floors, many original moldings, and multiple fireplaces that reflect its storied past. The spacious family room addition seamlessly opens to a private patio and fenced backyardideal for outdoor entertaining or peaceful relaxation. Inside, the home features 4 generously sized bedrooms and 2.5 bathrooms, offering comfortable accommodations for residents and guests alike. The large kitchen, complete with a central island, serves as a natural gathering spaceperfect for family meals or entertaining. Currently operating as a successful VRBO, this property offers both residential appeal and investment potential. Dont miss your chance to own a piece of Annapolis history!