Harold Ray Caldwell

Harold Ray Caldwell, 75, of Kingston Ok passed peacefully from this life in his home surrounded by his family on May 1, 2025. Harold was a loved father, grandpa, brother, uncle, cousin and friend.

Harold was born on December 4,1949 in Altus Ok to Paul and Edna Margaret Caldwell. He was preceded in death by his parents Paul and Margaret Caldwell; son, Scotty Caldwell; daughter in law, Kacy Caldwell; brothers, Willie Earl and Arthur Lee Caldwell; sisters, Linda Voyles, Leta Marie and Cheryl Ann; and many other family and friends.

Harold is survived by daughters, Cynthia Shields and Russ of Choctaw Ok; Stephanie Harrison and Shane Thomas of Kingston OK; brother Frank Caldwell of Kingston Ok; sisters, Rita Harmon and Don of Marlow Ok; Peggy Sirmons and Wade of Justin Tx and Patsy Thompson of Kingston Ok; grandchildren Zachary Clark and Kenzi of Oklahoma City; Tatum Gauthier and Felicity of Choctaw Ok; Jaxson Gauthier and Hailee of Choctaw Ok; Josh Caldwell and Jennifer of Noble Ok; Brittney Miller of Arkansas; Jessie Thomas and Hulsey Thomas of Kingston Ok.

Harold was also blessed with two great grandchildren, Nash Caldwell and Kendall Clark.

The Caldwell family settled in Maysville when Harold was a boy. Harold and his siblings grew up and made many memories there hunting, fishing and farming. Harold stayed in southern Oklahoma his whole life and did a variety of jobs. In 1993 Harold moved to Lake Texoma where he was a contractor, owning and operating his own construction company. There wasn't a thing he couldn't build or fix. As Harold began to age, he turned from construction to running a successful mowing and yard care business. He enjoyed getting to visit with his customers and many became like family. One of Harold's greatest joys was teaching his grandkids the business he cared so much for and the value of hard honest work.

Harold loved spending time outdoors, on the lake fishing, in a creek noodling or sitting in the deer woods waiting for the perfect shot. He would often joke that he was going fishing but would be back soon to go hunting. His sense of humor and laughter were contagious to those around him. When he wasn't outside you could catch him playing a hand of poker or game of dominos with family and friends or watching a good western on TV. Harold loved his family and will forever be missed by those who knew and loved him.

Family viewing will be held Sunday, May 4,2025 beginning at 3:00 p.m.

Public viewing will be held 9:00 a.m. - 5:00 p.m.  Monday through Tuesday and 9:00 a.m. - 2:00 p.m. on Wednesday before the funeral service.

Funeral Services will be held at 2:00 p.m., Wednesday, May 7, 2025, at First Assembly of God Church in Maysville, Oklahoma. Burial at Maysville Cemetery under the direction of John W. Williams of Winans Funeral Home in Maysville, Oklahoma. Words of comfort may be sent to the family on this website.