Richard Emmett Kilroy, 85

Dec 11, 2023

MARION - Richard Emmett Kilroy, 85, of Marion, MA, formerly of Holliston passed away peacefully December 9, 2023. He was predeceased by his wife Judy (the navigator) of 57 years.

Dick was born in Buffalo, NY, on October 7, 1938 to loving parents Frederick and Regina (Duman) Kilroy. Dick was a graduate of Saint Joseph Academy and Canisius University. They moved to Holliston Massachusetts in 1963 to be close to the ocean. He was a successful self-employed Manufacturers Representative for 4 decades, collaborating with industrial activity serving the New England area.

His true passion was sailing, and he was a constant contact for sailing peers seeking knowledge. He began sailing out of Sippican Harbor in 1969, moved full time to Marion in 1999, sailed Marion to Bermuda races 1977, 1989, 1991, 1993, 1995 and 1999 with family and friends. Judy and Dick resided on their sailboat Dashaway each winter from 2000 to 2013.

Dick is survived by his children, Karen Mastovsky (Dave), Kathleen Berkel, and David Kilroy (Dana). Dick leaves behind his grandchildren Heather MacMunn (James), Emma and Drew Mastovsky, Ryan, Kyle and Devon Berkel.

A funeral Mass will be celebrated on Saturday, December 16, 2023 at 10:00 a.m. at St. Rita’s Church, 115 Front St., Marion. A celebration of Dick’s life will immediately follow at Beverly Yacht Club, 99 Water St., Marion.

In lieu of flowers donations in his name may be made to Beverly Yacht Club – Junior Sailing Program, 99 Water St., Marion, MA 02738.

Arrangements by Chapman Funerals & Cremations – Wareham. To leave a message of condolence visit: