a raggie is not a person who is from Winsted, CT. The term raggie comes from Mt. Riga and the locals in Lakeville and Salisbury, CT call it Mt. Raggy. SO! A true and honest raggie or Raggy is a long time local of Lakeville, Salisbury, or Taconic who have spent many a summer day; fishing, swimming, kayaking, or boating on Mt. Riga.
I have lived in Lakeville my entire life, and every summer I go to my cabin on Mt. Riga, we call the year-rounders up there Raggies.