On the quiet evening of October 5, 1901, in the town of Winfield, Kansas, a sudden burst of violence shattered the tranquility of the Montgomery household. George C. Montgomery, a male Special Officer for the Santa Fe Railroad, was at his desk inside his residence at 1620 Millington Street, diligently preparing his weekly reports. Unseen and unheard, an assailant positioned themselves outside a window of his sitting room and discharged a shotgun, the blast killing Montgomery instantly.
The force of the shot was so immediate and devastating that he had no time to react. In the aftermath of the fatal shot, Montgomery's young 10-year-old son bravely attempted to pursue the fleeing attacker but was unable to catch them in the darkness.
The investigation into the murder of the well-regarded officer quickly pointed towards a motive of retaliation for his investigative work. It was known that Montgomery had been the recipient of numerous threats from cowboys in connection with his duties for the railroad. One particularly ominous threat had even been inscribed on a brick at the Santa Fe depot in Winfield prior to his death. Suspicion soon fell upon individuals associated with the sprawling 101 Ranch, the largest in the area, as Montgomery had been investigating a case involving its owner. The theory that emerged was that the ranch owner had hired a ranch hand to carry out the murder. However, the hired hand, reportedly too nervous to commit the act himself, then subcontracted the grim task to another man.
In the wake of the killing, several individuals were taken into custody. The man believed to be the shooter was arrested and charged with Montgomery's murder. The owner of the 101 Ranch was also arrested and charged for his role in the plot, but he died before he could be brought to trial. The alleged shooter faced the justice system in a series of four trials that stretched over a two-year period. Despite the repeated legal proceedings, the prosecution was unable to secure a definitive conviction. The fourth and final trial concluded with a hung jury, leaving the case unresolved. Ultimately, no one was ever convicted for the murder of George C. Montgomery, and the crime officially remains unsolved, a lingering mystery in the history of Cowley County.