Prince Andrew reportedly got into a scrape after his Range Rover was damaged in his attempt to get through the gates to his Windsor home and avoid a 1.6km detour.
When the automatic sensors did not work, he tried to force the gates open by ramming the £80,000 ($171,000) vehicle into them, according to The Sun.
The metal gates guard the entrance to Windsor Great Park, where the 56-year-old lives in the Royal Lodge, the former residence of the Queen Mother.
He was given the Lodge by the Queen in 2003.
The park is said to have been left with a bill running into the thousands to repair the damage.
Buckingham Palace declined to comment on the incident, and refused to say who would have to pay for the repairs to the car and gate.
A park worker told The Sun: "It was a crazy thing to do and we are calling it 'Park Gate'.
"But seriously, he has a bit of a reputation for roaring around like Toad of Toad Hall and he seems to think he can do what he likes."
The gates are supposed to stop deer roaming.
The Windsor estate is run by the Crown Estate, a commercial business that owns property on behalf of the Queen. A spokeswoman for the Crown Estate declined to comment.
The Duke of York has had car troubles in the past, receiving a parking ticket in 2013 for leaving his Range Rover unattended on double yellow lines. A parking attendant is believed to have later removed the ticket.
The Queen's second son and third child used to be married to Sarah Ferguson, Duchess of York.
She was said to have been rehabilitated into the royal family last year, after she was seen curtseying to the Queen in public for the first time in 25 years.
The curtsey came as Her Majesty and the Duke of Edinburgh arrived by carriage in the Royal Enclosure at Ascot.
Since their divorce in 1996, the Duke and Duchess have each been linked with a succession of partners, but neither has ever been in another long-term relationship, leading to speculation about possible reconciliation.