2 killed in Winter Haven after crash with semi Polk County Sheriff's Office and last updated 2021-03-11 05:08:39-05 WINTER HAVEN, Fla. â The Polk County Sheriff's Office says two people are dead after a crash between a vehicle and a semi in Winter Haven. It happened on U.S. Highway 27 just south of the intersection with Cypress Gardens Boulevard around 3 a.m. on Wednesday. Authorities say the semi was heading southbound on 27 and went through a green light at Cypress Gardens Boulevard. For unknown reasons, a sedan that was in the right-hand turn lane on Cypress Gardens Boulevard entered the intersection against a red light and crashed into the side of the semi's trailer.