Stephanie M. (Willess) Flannery died Monday, November 3, 2025, at Milford Regional Medical Center, while surrounded by family.  She leaves her son Garry White, Jr., of Whitinsville, and two daughters, April L'Italien, of Douglas, and Andrea Murray, of Milford; her father James Willess and his wife Ella, of Lubbock, Texas; her mother Susan Flis, of Douglas; and two grandchildren: Steven Murray and Vincent Wright.  In addition, she leaves five brothers: Jimmy Willess, of Abernathy, Texas; Brian Willess, of Slaton, Texas; Landon Willess and his wife Jaclyn, of Lubbock, Texas; Paul Buccacio and his wife Jamie, of Upton; and Chris Flis and his partner Jamie, of Douglas; a BFF sister Selena Buskirt, of Douglas; stepbrothers Johnny and Richie Buccacio; stepsister Judy Burkrich; and nieces & nephews.

Born in Brighton, Massachusetts on April 26, 1968, Stephanie grew up in Milford where she graduated from high school with the class of 1986.  After high school, she went to nursing school in Florida where she remained until moving back to the area in the early 2000's.  Stephanie worked at several area medical centers including the Evergreen Center, in Milford, and South County Pediatrics, in Webster, and bar tended part-time at The Rock in Northbridge. Stephanie loved sports, especially the Boston Red Sox, and played softball during high school and in an adult league for many years.  She enjoyed visiting Wells, Maine and her parents in Lubbock, Texas.  She was a huge Kenny Chesney fan, loved cowboy boots, animals, and making t-shirts and sweatshirts with her Cricut.  She was a very loving and kindhearted person who was often involved in fundraising to help her community.  Stephanie adored her grandsons.  

Calling Hours are Sunday, November 9, 2025, from 2-4PM.  Stephanie's Funeral will be in the funeral home, Monday, November 10, 2025, at 11AM. Burial will be private at a later time.