Chuwit Kamolvisit was imprisoned by the Supreme Court over a conviction for trespassing, false imprisonment and criminal damage linked to the 2003 destruction of the bars on land he had recently bought.
The nightime demolition saw scores of heavies hired by Chuwit and his accomplices, some 40 of whom were also jailed on Thursday, destroy the bars with the help of diggers.
He later established Chuwit garden on the land, a rare public green space in the city's congested heart that is also thought to be worth several million dollars.
Chuwit, 55, is one of Thailand's most colourful public figures known for his dapper appearance, humourous slap-downs of critics and frequent newspaper appearances wielding guns in 'come and get me' acts of defiance of his enemies.
He often boasts of his days as a successful "pimp" employing hundreds of women in Bangkok massage parlours, but now shoots-from-the-hip on television talk shows as a crusader against dodgy cops and politicians.
A survivor of Thailand's tumble-dryer politics, Chuwit was twice elected to parliament, the first time in 2005. Many tipped him to eventually reach a high-profile office such as Bangkok governor before a 2014 coup swept away political parties.
"I want to be a good example for politicians, and to the people, that I am not a runaway who wants to sip wine on a yacht," he said, before signing off with "thank you for coming... You will miss me".
Chuwit's jailing is a rare case of a high-profile figure facing justice in Thailand.
Court cases involving the rich and powerful are routinely delayed or ensnared in red tape, with critics bemoaning how easily the rule of law is warped by political influence and cash.