1704. Treaty with Nanticokes.
1764. Charles Mason and Jeremiah Dixon surveyed north-south line, County's eastern border with Delaware.
1773. Caroline County created from parts of Dorchester and Queen Anne's counties; named in honor of Lady Caroline Eden, a sister of Frederick Calvert (6th Lord Baltimore), and wife of Sir Robert Eden, then Governor of Maryland.
1773, March 15-17. Court met at Melvill's Warehouse at Bridgetown (now between Denton & Greensboro).
1774. Nicholites or New Quakers organized in Caroline County.
1776, Sept. 16. Eastern Shore Battalion of Flying Camp fought under Colonel William Richardson at Battle of Harlem Heights.
1790. County records moved to Pig Point where Court was to meet.
1797. First Courthouse and jail completed at Pig Point (later Denton).
1797. Hillsboro Academy founded.
1802. Denton incorporated.
1806, May 30. Caroline County native, Charles Dickinson lost duel with Andrew Jackson at Harrison's Mills, Logan, Kentucky.
1823. Federalsburg incorporated.
1826. Greensboro incorporated.
1845. Denton Academy
1853. Hillsboro incorporated.
1863. Jim Wilson lynched near Oakland.
1865. Templeville incorporated.
1869. Segregated school system began.
1872. Sedge Field Academy, Ridgely.
1880, Aug. 23. Sophie Kerr (1880-1965), author, born in Denton. Her endowment to Washington College established the Sophie Kerr Prize, the largest undergraduate literary award in the nation.
1892. Preston incorporated.
1895. Second Courthouse constructed at Denton.
1895, July 2. Marshall E. Price lynched at Denton.
1896. Ridgely incorporated.
1906. Goldsboro incorporated.
1918, Oct.-Nov. Influenza epidemic in County.
1919, Aug. 15. Floods in County broke dams, swept away bridges, damaged roads, homes, and crops.
1929. Marydel incorporated.
1949. Henderson incorporated.
1984. County Code Home Rule provided for self-government over local matters.
2004, March 2. Electronic voting system used during primary elections at polling places and for absentee ballots in all counties and Baltimore City.
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