Clabaugh's rise to prominence began with a solid educational foundation and a commitment to the law. After completing his legal studies at the University of the Maryland School of Law in 1878, he quickly distinguished himself. Early on, people recognized Clabaugh for his sharp intellect, sound judgment, and unwavering dedication to justice, qualities that would define his career. His early professional work began in his hometown of Cumberland, where he served as the city attorney, a role that brought him to the attention of the broader legal community. His skill and reputation earned him further appointments in Baltimore, where his career gained momentum.

It wasn't long before Clabaugh was called to Washington, D.C., where his legal talents would make an indelible mark. The late 19th and early 20th centuries were a period of significant transformation in the United States, with the federal judiciary playing an increasingly important role in shaping the nation's laws. Clabaugh's expertise and principled approach to the law made him a prime candidate for leadership in this evolving judicial landscape.

In 1899, President William McKinley nominated Clabaugh as an Associate Justice on the District of Columbia Supreme Court, marking the beginning of his high-profile federal judicial career. The United States Senate confirmed his nomination on March 2, 1899, and Clabaugh's impact on the court was immediate. His keen legal mind and commitment to impartiality allowed him to navigate the nation's complex issues during this time, including the rise of progressive reforms and the growing influence of labor movements.

In 1903, Clabaugh's career reached new heights a few years later when President Theodore Roosevelt gave him a recess appointment as Chief Justice of the United States District Court for the District of Columbia. This elevation to one of the most significant judicial roles in the federal system was a testament to Clabaugh's legal understanding and ability to balance the competing interests of individual rights and governmental authority. The Senate officially confirmed his nomination on November 16, 1903, and he continued to serve as Chief Justice until he died in 1914.

As Chief Justice, Clabaugh presided over a wide range of significant cases that shaped the legal and political landscape of the early 20th century. His tenure occurred during a pivotal era of American history, with the country grappling with issues such as economic inequality, labor unrest, and the shifting balance between state and federal powers. A dedication to fairness and an unwavering belief in the rule of law characterized Clabaugh's decisions. His ability to carefully evaluate complex legal arguments with wisdom and restraint, ensuring the fair and impartial administration of justice, earned him widespread respect.

While Clabaugh's judicial career brought him national recognition, his connection to Taneytown, and the historic Antrim estate is another significant aspect of his life and legacy. Built-in 1844, the Antrim estate was one of the most prominent properties in Taneytown and a key part of the region's historical identity. The estate had been in the Clabaugh family for years. Clabaugh inherited the property upon his father's death, transforming it into a personal retreat from his demanding legal duties in Washington, D.C.

Antrim was more than just a home for Clabaugh—it was a place where he could reconnect with the local community and contribute significantly to the preservation of Taneytown's rich heritage. Under his stewardship, the estate became a social hub, hosting events and gatherings that brought together members of the local and regional elite. Clabaugh's presence in Taneytown reminded him of his deep roots in Maryland, and his ownership of Antrim helped solidify the estate's place in the town's cultural history.

Today, Antrim remains a vital part of Taneytown's heritage. Now operating as Antrim 1844 the estate continues to honor its historical legacy while offering modern amenities to visitors. Guests at Antrim 1844 can walk the same halls that Clabaugh once did, experiencing firsthand the beauty and history of a place that played a significant role in his life. The estate is a testament to Clabaugh's legacy as a prominent American law figure and a local history custodian.

Clabaugh passed away on March 6, 1914, while still serving as Chief Justice, marking the end of a career defined by integrity, fairness, and public service. His contributions to the American legal system, particularly his role in shaping the course of federal jurisprudence during a critical period in the nation's history, are of significant historical importance. His connection to Taneytown and the Antrim estate ensured that his legacy would also endure locally.

In remembering Clabaugh, one must consider the breadth of his impact. As a jurist, he guided the legal system through change and uncertainty. As a local leader and property owner, he played a key role in preserving the cultural fabric of Taneytown. His life serves as a reminder that the legacy of a public figure often extends far beyond their official duties, reaching into the communities and places that shaped them. For Taneytown, Clabaugh remains a figure of pride, symbolizing how national influence and local heritage can intersect in meaningful ways.