From 1649 to 1978, Southold was the birthplace of 2 famous people
Most widely known is John Benedict, the connecticut politician and deacon, with articles in 2 languages. The other is Mike Wheeler, the American stock car racing mechanic. The nearest list is next door in Westerly: 34 names, starting with Ruth Buzzi. John Benedict was born in 1649.
From Wikidata and Wikipedia: people whose birthplace is Southold and whose English Wikipedia article agrees, ranked by how many Wikipedia languages cover each person. People known mainly for crimes, and adult performers, aren’t listed. “The usual town” = everyone born in the towns gathered so far.