Isaiah Cobb, Jr. was born
in 1821. His birth year was determined via Census records,
yet no place of birth was given. Little information is available
regarding his early years. According to relatives, who still
reside in Santa Rosa County, Cobb did marry and had three
daughters and one son.
Much like other sheriffs
of Santa Rosa County, Cobb was interested in civic matters
and politics. In 1842, he signed a petition to create Santa
Rosa County. Cobb was also a member of the Masonic Lodge
#16 in Milton. Cobb served as the sheriff for Santa Rosa
County from 1851-1855 and again for a partial term from1860-1861.
In 1856, Cobb was responsible for collecting special fees
under the fee system. He collected $82.10 as payment for
taking the census of the county’s children. He also
collected other fees as assigned by the comptroller. During
this same year, Cobb sold his residence to James Chaffin
for $1,150.00. The Chaffin House became a renowned residence
in Milton.
In some writings, Cobb is
listed as a pre-eminent confederate from Santa Rosa County.
Feeling the fervor of the Civil War, he enlisted in the
Morton Confederates on September 13, 1861 at Montgomery,
Alabama. He served at the rank of 1st lieutenant. Military
records show that he resigned in 1862 and later re-enlisted
in (New) Company F, 1st Florida Infantry at Milton.
While fighting in northern Georgia, during the 100 Days
Battle, Cobb received a shoulder wound as his group retreated
from the union soldiers. Cobb died from the wound sustained
in 1864 and is buried in an unmarked grave near Stone Mountain,
Georgia. Approximately fifty-one sheriffs served during
the Civil War.