There were apparently two Kilroe families in Roscommon by the 1930s, but there is every likelihood they were related. One lived near Creggs and the other near Castlecoote.
One was James Charles Kilroe b. late 1880s, d 4 Feb 1982. He married Ora Bradshaw from Cork in 1939 (d 1951) and I hear should have inherited the Castlecoote mill, but ended up farming in Ballinturly. (On the other hand, I hear all kinds of ownership stories about this mill). They had 3 daughters, Jean, Daphne, Susan.
Another lead I have is that Larry (Lawrence) Kilroe married Mary Kate Farrel(l) in the 1930s. The Farrel(l) family were my grandmother's cousins and and this group lived near Creggs. I don't know how these two men were related, but it is quite possible they were cousins.
There is the usual Irish problem in that several generations of this family took the first name James, so it gets complicated to sort out which generation you're looking at!
You mention a connection to the Moran family: James Moran, who is I believe a descendant of this line, still lives in Correal.