Cathy Winchester

Violet Catherine “Cathy” Winchester passed away peacefully on June 12, 2026, leaving behind a legacy of love, friendship, service, and unwavering devotion to family and community.

Born in New York, New York, to Rose (Boyle) McGlone and Patrick McGlone, Cathy built a successful career as an insurance claims manager and was very proud of the fact that she finished her career as a vice president. She was known for her dedication, compassion, and ability to connect with people from all walks of life.

Cathy met the love of her life, Dennis Winchester, at a military picnic. Their connection was immediate, and they married within a year. Together, they shared 57 wonderful years of marriage. The couple made their home in New York for 32 years, where they became devoted advisors for the Dutchess County Catholic Youth Organization. Through their guidance, encouragement, and genuine care, they touched the lives of countless teenagers. Cathy affectionately referred to those young people as “their kids,” a testament to the lasting bonds they formed.

In 1999, Cathy and Dennis relocated to New Port Richey, Florida, where they continued to embrace life with enthusiasm and purpose. They remained active in local theater, a passion they shared for many years. Cathy especially enjoyed stage managing, attending theatrical productions, and supporting the arts. Together, they raised several beloved pet birds, including their current companion, Rosie.

Cathy's many interests included reading, theater, game nights, and sharing dinners with friends. Those who knew her well will fondly remember her signature beverage—a glass of iced red wine—and the warmth, laughter, and conversation that always accompanied her presence.

She is survived by her beloved husband, Dennis Winchester; her brother, Jack McGlone; her niece, Kerry (Michael) Manchester; great-nieces, Riley and Teagan Manchester; her nephew, Patrick McGlone; and two of her cherished “kids,” Maureen and Andy Irvin. She also leaves behind grandchildren Quinn (Jimmy) Zottoli and Jack (Matthew) Irvin, and great-grandchild Camden Zottoli.

Cathy leaves a lasting memory with everyone who had the pleasure of knowing her. She listened intently, laughed easily and often, loved fiercely, and gave generously of her heart. Her kindness, wisdom, and unwavering support enriched the lives of so many and will continue to be remembered by all who loved her.

In lieu of flowers, the family kindly requests that memorial donations be made in Cathy’s name to Metropolitan Ministries.