Macclesfield Town Football Club has been wound up in the High Court over debts totalling more than £500,000.
Judge Sebastian Prentis made a winding-up order during a hearing in the Insolvency and Companies Court after being told £190,000 was owed in tax.
In addition, a solicitor for John Askey said the National League club's ex-manager was owed £173,000, while a financial lender was owed the same sum.
The club's owner Amar Alkadhi had asked for a further eight-week adjournment.
The petition, which had been adjourned for a 12th time last week, began in January 2019 and was scheduled to be heard again on Wednesday after Alkadhi claimed that a sale to Robert Benwell was at an advanced stage.
Benwell, who previously tried to buy Bury, was not mentioned in court on Wednesday by Alkadhi's lawyer, who asked for a further eight weeks to allow a sale to go through.
The judge later said that a business plan from Benwell had not been put forward to the court, however.
The court was told that Alkadhi understood the amount due to creditors was actually just £4,000, had made a late offer to pay an initial £20,000 of the debt owed to HM Revenue & Customs and had made available a screenshot of a bank statement with £1.1m of funds to show that creditors could be paid.
However, Judge Prentis said he would grant a compulsory order, saying "nothing gives me comfort that the club can pay its debts in a reasonable period" and that there had been "ample opportunity" for Alkadhi to pay off creditors.
He went on to say that he did not been told by Alkadhi where the £1.1m had come from or why outstanding debts had not already been paid.
