September 1941
The school opens its doors in the Stuart Cramer home on Morehead Street, leasing the house for $100 per month. There were 18 students by the close of the first year. That first year tuition for kindergartners is $112; sixth graders attend for $350. The year is a difficult one, with low enrollment, precarious finances, and inadequate facilities.

September 1942
The Cramer home is deemed "a bit of a fire risk," so the school relocates to the former home of Senator James Bell on Selwyn Avenue. Meanwhile, the CCDS Board of Trustees works to secure a permanent home for the new school. There are 45 students and five teachers during the second year.

September 1943
Unable to negotiate a suitable lease, the school moves to a third site—this time a 12-bedroom brick house on Sharon Road that is remodeled to meet school needs.

1943—44
The Parents' Council (now called Parents' Association) is established and chaired by Mrs. W. Frank Dowd Jr.

July 1944
Country Day purchases a 2,000—volume library from the Aiken School in South Carolina. This purchase puts CCDS in compliance with accreditation guidelines of the Southern Association of Colleges and Schools.

September 1945
Nar Warren Taylor becomes headmistress of the 56 student school, a position she holds for three years. She is remembered as an exemplary educator, but a tough disciplinarian, even thumping students behind their ears for infractions!

September 1948
Thomas Stapleton becomes Country Day's headmaster for the next two years. He is remembered for establishing the Halloween Parade, a Lower School tradition still going on today.