Stephanie Dudley Caster is a Settlement Attorney at Federal Title & Escrow Company and serves as the Managing Attorney of the firm’s 14th Street office in downtown Washington, D.C. In this role, Stephanie oversees day-to-day legal and settlement operations while maintaining a highly active closing practice. She is known for her approachable style, attention to detail, and genuine enthusiasm for guiding clients through the closing process. Stephanie takes great pride in building meaningful relationships with her clients and finds deep satisfaction in helping them reach important milestones in their real estate journeys.

Stephanie joined Federal Title in 2013, bringing with her eight years of prior experience in the title insurance industry. With more than two decades of combined industry experience, she possesses a strong command of residential and commercial real estate transactions, title insurance matters, and settlement procedures in Washington, D.C. Her background allows her to anticipate and resolve issues efficiently, ensuring that transactions proceed smoothly and that clients feel informed and confident throughout the process.

A Washington, D.C. native, Stephanie earned her Bachelor of Arts in Psychology from University of Maryland, College Park and her Juris Doctor from The Catholic University of America Columbus School of Law. She began her legal career in the title insurance industry working with one of her former law school professors, an experience that provided her with a strong technical foundation and mentorship early in her career.

Stephanie’s leadership, institutional knowledge, and commitment to client service have made her an integral part of Federal Title’s success and a trusted resource for agents, lenders, and clients throughout the District. She brings both experience and empathy to her work, balancing legal precision with a personal, client-centered approach.

Outside of the office, Stephanie enjoys reading, hiking, biking, watching reality television, and spending time outdoors—especially picnics in the park. She is also a devoted fan of the Washington Commanders and the Washington Wizards.