I am not familiar with the names of Healy's that you have mentioned. I know that Thomas & Gertrude (Hoffbauer) Healy had only one son and his name was Bernhard Healy. He has a son named Jack Healy who lives in Minnesota today.
Thomas Healy was born in New York in abt. 1867 and in census reports I have found that his parents were both from Ireland.
Thomas Healy died Feb. 1933 and is buried along side Gertrude Healy in Calvary Catholic Cemetery in St. Paul, MN.
They had daughters named, Mabel, Theresa, Gertrude, Catherine, Virginia & Roslyn.
Our Healy's may be related, I have been searching for a lead in New York but so far I have nothing. I do wonder however if their daughter Roslyn (and was carried on to my Mother ) is any lead to Roslyn New York?