Chester Lee Sipes

Chester Lee Sipes, 79, of Midway, Kentucky, passed away peacefully at home surrounded by his family, who loved him dearly, on July 20, 2025. Born on December 7, 1945, in Midway, Chester lived a life rooted in hard work, family, and a deep connection to the land he loved.

A dedicated farmer and truck driver, Chester was known not only for his work ethic but also for the care he poured into everything he did - especially his garden. His had one of the neatest and most productive gardens around, and he took great joy in harvesting and sharing its bounty with friends, neighbors, and loved ones. Whether it was fresh vegetables or thoughtful conversations in the backyard, Chester gave generously of himself.  

Chester had a passion for woodworking and took great pride in recreating treasured projects for his friends and family. Whether it was a handcrafted piece of furniture or a simple gift made with care, he found joy in creating things that brought joy to others. His craftsmanship, patience, and generosity will be remembered as fondly as the pieces he left behind. 

He had a quiet love for watching soccer, but nothing brought him greater pride than his family. He deeply loved his grandchildren and great-grandchildren and was joyfully awaiting the arrival of another great-grandchild in September.

Chester is survived by his beloved wife, Judith Sipes (Wathen); daughter Jenny Grimes (Kevin); son Gary Sipes (Tracy); grandchildren Tanner Sipes (Maria), Clay Sipes (Kara), Emma Sipes, and Peyton Grimes; great-granddaughters Kinley Hans, Kaisley Hans, Millie Brady and Rylan Sipes; and his brother James Sipes.  

He was preceded in death by his parents, Robert J. Sipes and Izola Sipes; brothers Russell Sipes and Bobby Sipes; and sister Mary Frances Embrey.

Visitation will be held at Hager Funeral Home in Brandenburg, Kentucky, on Wednesday, July 23rd, from 3:00 PM until 8:00 PM, with a vigil service beginning at 6:00 PM.  A Mass of Christian Burial will take place at St. John the Apostle Catholic Church in Brandenburg on Thursday, July 24th, with visitation from 9:00 AM to 11:00 AM, followed by Mass at 11:00 AM.  Expressions of sympathy may take the form of contributions to Mass of the Air.  

Chester’s legacy of kindness, generosity, and devotion to his family will live on in all who knew and loved him.