Winn Harrison Gregory, M.D.

Winn Harrison Gregory, M.D., 76, a resident of Pella, formerly of Fairfield, passed away Tuesday, April 29, 2025 at Jefferson County Health Center in Fairfield.

A memorial service celebrating his life will be held at 4:00 p.m. Sunday, May 4, 2025 at Behner Funeral Home in Fairfield. Burial will be at Evergreen Cemetery. Memorials may be made to Jefferson County Health Center Foundation.

Winn was born December 14, 1948 in Raleigh, North Carolina, the son of Walton C. and Margaret (Pfluge) Gregory. He married Brenda Goodwin. They later divorced. He married Denise (Bonney) Spray, September 2, 1995 in Batavia.

Winn majored in Zoology and Pre-Medicine at North Carolina State University and graduated from medical school at University of North Carolina Chapel Hill. He served his residency at the University of Iowa and then went on to start his career in Ottumwa. Dr. Gregory was a general surgeon at Jefferson County Hospital from 1989-2000. He then moved to Hermiston, Oregon where he practiced at Good Shepherd Hospital and served as president of the hospital board. Dr. Gregory then continued his work as a surgeon, locum tenens and returned to Fairfield.

Winn enjoyed riding motorcycles and playing the trumpet.

Those left to honor his memory include his wife, Denise; children, Anne (John) Cirina of San Diego, California, Jim (Andrea) Gregory of Knoxville, Iowa, and John Gregory of Fuquay-Varina, North Carolina; step-children, Mark (Tiffany) Spray of New Sharon, Iowa, Mike (Melissa) Spray of Knoxville, Iowa, and Morgan Spray of Pella, Iowa; ten grandchildren and two great-grandchildren; sister, Ruth (John) Collins of Pendleton, Oregon; and brothers, Walton (Sue) Gregory, Jr. of Navasota, Texas and Edward (Carol Lynne) Gregory of Calgary, Alberta, Canada.

He was preceded in death by his parents, and step-son, Matt Spray.