| 2000BC - 1700s | Timucuan Indians lived on the shores of Lake Monroe. |
| 1760s | Timucuans disappeared from Florida and the Seminoles came to Florida from Ala. & Ga. |
| 1817 | Philip R. Young receives the Spanish Land Grant. |
| 1821 | Governor Andrew Jackson establishes territorial Government. At this time, this part of Florida is part of St. Johns County. |
| 1824 | Mosquito County is created. |
| 1834 | The Younge Land Grant becomes the Moses E. Levy Grant. |
| 1835 | Seminole Indian War. |
| 1836 | Camp Monroe established. |
| 1837 | Captain Charles Mellon is killed on Feb. 8 during a battle with the Seminoles at Camp Monroe. The Fort is renamed Fort Mellon. |
| 1840 | The Town of Mellonville is formed around Fort Mellon but does not incorporate until June 27, 1876. |
| 1841 | Fort Mellon is closed. |
| 1845 | Florida becomes a state on March 3. Orange County is carved out of Mosquito County with Mellonville as the county seat. |
| | Enterprise post office est. April 2, 1845. |
| | Enterprise post office changed to Mellonville March 31, 1846 Re-est. July 31, 1876 and changed to Sanford on Sept. 9, 1873. |
| 1849 | General Joseph Finegan purchases the Levy Grant. |
| 1856 | Orlando becomes the county seat. |
| 1870 | Henry Sanford purchases 12,547 acres of land from General Finegan. Sanford is founded but does not incorporate until 1877. |
| 1871 | Swedish immigrants arrive to work for General Sanford. |
| 1874 | Lake Jesup post office est. Nov. 3 later to be known as Oviedo on May 18, 1886. |
| 1875 | Sylvan Lake post office est. July 15. Discontinued Aug. 31, 1906. |
| | Dispute between General Sanford and Jacob Summerlin (of Orlando ) over where the Court House and county seat should be located. Summerlin offers a gift of $10,000 to Orlando. The Court House is built in Orlando . |
| 1876 | Longwood established. |
| 1879 | Oviedo post office established March 13. |
| 1880 | Snowville later to be known as Altamonte Springs in Dec of 1884. |
| | Paola post office est. April 30, 1880; discontinued Oct. 19, 1882. Re-est. Aug 7, 1883; discontinued March 1920. Re-est. Dec. 7, 1932 and discontinued June 30, 1955. |
| | Geneva established May 25, 1880. |
| 1883 | Mellonville is annexed into Sanford. |
| 1884 | Upsala post office est. Nov. 1884; discontinued Nov.5, 1885; Re-est. June 28, 1890 and discontinued Mar. 31, 1980. |
| 1885 | Chuluota post office est. Jan. 21. 1885. |
| 1887 | The east side of Sanford burns to the ground, during the night of September 20. |
| | The Welborne block includes the Valdez Hotel (3 story building). |
| | Lake Mary post office est. Feb. 26, 1887. |
| 1891 | Goldsboro is incorporated. |
| 1894-1895 | The "Great Freeze" wipes out the citrus industry. |
| 1908 | Sanford Herald is established. |
| 1911 | Slavia Colony established on August 30. |
| 1912 | Goldsboro annexed into Sanford. |
| 1913 | Seminole County is created on April 25, with Sanford as the county seat. |
| | Portions of the Valdez Hotel are used as the County’s first Court House. The Elks Club hold meetings on the third floor of the Valdez Hotel. The Elks Club build a new building to be used as their Lodge in August. |
| 1918 | The Elks sell the Lodge to the County to be used as the Court House. |
| 1925 | Sanford Zoo opens. |
| 1934 | First Farmers Market is established. |
| 1942 | Naval Air Station opens as a training base for carrier pilots. |
| 1951 | Goldenrod post office est. Oct.1. |
| 1956 | Seminole Memorial Hospital opens on First Street. |
| 1960 | Hurricane Donna ravages the county. |
| 1965 | Seminole Junior college established. |
| 1968 | Naval Air Station closes. |
| 1969 | I-4 opens in Sanford. |
| 1970 | Auto train terminus opens. |
| 1972 | The Court House is demolished and the present day Court House is built on the same site on Park Avenue . |
| 1982 | Museum of Seminole County History opens. |
| 1985-86 | Big Freeze hits citrus industry. |
| 1994 | Greene-Way (#417) reaches Sanford. |
| 1995 | Orlando/Sanford International Airport. |
| | Seminole Towne Center Mall opens. |
| 1998 | Tornado hits Sanford killing 12 residents. |
| | 13 homes destroyed in wild fires in Geneva. |
| | Oviedo Marketplace opened March 4. |
| 2000 | Ritz Theatre Restoration completed, Grand Opening was held May 9, 2000. |
| 2002 | Ground breaking for the new Agricultural Building at the Museum of Seminole County History. |
| | #417 extends to reach I-4 exchange at Sanford. |
| 2003 | $15 Million Development for Riverwalk in Sanford. |
| | New I-4 Bridges over St. Johns River/Lake Monroe completed and opens. |
| | New Agricultural Building at the Museum of Seminole County History opens in May. |
| | Construction of the New Court House at 5 Points begins. |
| 2004 | New Court House and Juvenile Justice Center open at Five Points. |
| | Riverwalk and street renovation of downtown Sanford. |
| | Hurricanes Charley, Frances and Jeanne hit the Central Florida area. |
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