The offices of the Caroline County Sheriff's Office are housed within the Caroline County Correctional Facility, located in Denton, Maryland. The origional building (Center Portion) was constructed in 1906. Total capacity at that time was 24 inmates. In fact, in 1913 a prisoner was sentenced to death and hung on these grounds.

The government that took hold in the American colonies was in many respects an adaptive form of English government. . . . The first [such] form of law enforcement on the continent was not the sheriff but provost marshals and marshals who operated under a central authority for military matters from 1625 to 1627.

Some time between the years 964 and 988, a new title appeared on a document that was not specifically dated. A case was heard before the shire court and the witness to the . . . oath was the reeve described in the record as the "scirimannes". . . This recorded instance of an official title being linked to the jurisdiction of the shire was a decisive phase in the development of the word "Sheriff".

The citizens they serve and protect elect the Sheriffs in Maryland's 23 counties and Baltimore City. Sheriffs are the only law enforcement officials in the state who answer directly to the people.Their proud heritage of service to the people of Maryland can be traced back to 1634 when the first Sheriff's Office in America was established in St. Mary's County.