O'Malley was captured again after a shoot-out with Free State soldiers at the family home of Nell Humphreys at 26 Ailesbury Rd, in the Ballsbridge area of Dublin city on 4 November 1922. O'Malley was severely wounded in the incident, being hit over twenty times (three bullets remained lodged in his back for the remainder of his life). A Free State soldier was also killed in the gun fight. Anno O'Rahilly who lived at the house was accidentally shot by O'Malley during the raid.