James Wayne Roundtree

James "Jimmy" Wayne Roundtree, age 89, passed away on Tuesday, December 16, 2025, at Preston Greens Senior Living in Lexington, Kentucky, where he had resided for the past year. He was born on Monday, February 3, 1936, in West Bend, Kentucky, to the late Earl Roundtree and the late Iva Roundtree. Jimmy was a lifelong resident of Winchester, Kentucky, who eventually returned to his hometown of Clay City for his well-deserved retirement. He served in the United States Army and was a lifelong member of the West Bend Methodist Church. A dedicated businessman at heart, Jimmy was the proud owner of Roundtree’s Auto Body, Used Cars, Used Parts, Salvage Yard, and Towing Service—a thriving venture he meticulously built over the years through hard work, unwavering determination, and a spirit of self-reliance. His commitment to quality and integrity earned him the trust and admiration of countless customers and friends throughout the community. Jimmy embraced life with enthusiasm, finding joy not only in his business endeavors but also in his passion for building houses and trading cars, always in search of the next exciting opportunity. With a loyal collie or shepherd faithfully by his side, he relished the simple pleasures of life. Gardening was one of Jimmy's greatest joys, and his vibrant tomato plants were a testament to his nurturing spirit and love for the earth. Each summer, his garden flourished, mirroring the rich tapestry of connections he cultivated in his beloved community. In addition to his parents, Jimmy is preceded in death by his son, Randall Scott Roundtree; three brothers: Bobby Roundtree, Earl Roundtree, Jr., and Paul Roundtree; and two sisters: Shirley Estepp and Betty Wilson. He is survived by his wife, Martha W. Hampton Roundtree; one daughter, Pamela Roundtree; two sisters: Donna Burgher and Thelma Powell; two granddaughters: Tiffany Roundtree and Jeneca Thomas; and five great-grandchildren: Riley Coston, Raine McGuire, Clara Lucille Chupp, Rowan Chupp, and Serenity Chupp. Visitation will be held from 11:00 A.M. to 12:00 P.M. on Saturday, December 20, 2025, at Hearne Funeral Home, 125 West College Avenue, Stanton, Kentucky. Funeral services, officiated by Bro. George Sparks will be held at the funeral home immediately following visitation at 12:00 P.M. Burial will be held at West Bend Cemetery in Clay City, Kentucky, with Riley Coston, James Keeney, Caleb Smyth, Tim Foster, Elbert Steele, and Pat Jordan serving as active pallbearers. He is deeply missed and will be forever remembered. Arrangements have been entrusted to Hearne Funeral Home of Stanton.