To Drive From Orlando To 432 Sandestin Drive In Winter Haven, Florida, Follow These Directions: Start On I-4 West From Orlando, East From Tampa. Continue On I-4 West For Approximately 47 Miles. Take Exit 55 For Us-27 South Toward Haines City. Merge Onto Us-27 South And Drive For About 16 Miles. Turn Right Onto Dundee Road (Sr 542) And Drive For Approximately 0.5 Miles. Turn Left Onto Cypresswood Boulevard And Continue For About 0.5 Miles.Turn Left Onto Sandestin Drive. Continue On Sandestin Drive; The Destination Will Be On Your Right. This Route Covers A Distance Of Approximately 47 Miles And Typically Takes Around 54 Minutes To Drive, Depending On Traffic Conditions. Please Note That During Your Drive, You May Encounter Areas With Limited Cell Service. It's Advisable To Have Your Route Prepared In Advance Or Use A Gps Device To Assist You Along The Way.