A Trump Organization official was unable to explain a financial discrepancy, new legal filings say.
Documents from the New York attorney general focus on one of Trump's golf courses.
The official was unable to say why it was valued on the basis of blocked building work, docs say.
Allen Weisselberg, the chief financial officer of the Trump Organization, was unable to explain an apparent flaw in how a Trump Organization property had been valued at $435 million, documents from New York Attorney General Letitia James said.
Among the properties identified in the documents was the Trump International Scotland golf club, in the countryside outside Aberdeen.
A statement by James' office said the property was valued at $435.56 million in financial documents submitted by Trump in 2014.
This represented an increase of more than double compared to its valuation the year before.
Officials said the higher figure appeared to be based on "assuming the right to build 2,500 luxury homes on the property — despite approval to build fewer than 1,500 holiday apartments and golf villas."
The legal documents said that in 2009, Scottish authorities gave provisional permission for 1,486 holiday homes and golf villas to be built, more than a thousand fewer than the 2,500 that seemed to contribute to the $435 million valuation.
"'Mr. Weisselberg testified that he could not explain this discrepancy," the documents said.
The statement said the evaluation also didn't take account of an indefinite postponement of residential developments on the property.
This came amid an argument between Trump and Scottish authorities over plans to build a wind farm nearby.
James' office also said the properties in question were short-term rentals or golf villas, not residential homes, which it said would also affect their value.
Weisselberg was charged last year with offenses relating to an alleged tax-fraud scheme at the Trump Organization.
That charge was part of a separate criminal inquiry being conducted by the Manhattan district attorney's office.
Weisselberg has denied any wrongdoing, and he hasn't been charged with any offenses as part of the New York attorney general's investigation.
Weisselberg's attorney did not immediately respond to Insider's request for comment on the claims.
In a statement on Wednesday, the Trump Organization said James' investigation was a politically motivated bid to damage Trump.
"The only one misleading the public is Letitia James. She defrauded New Yorkers by basing her entire candidacy on a promise to get Trump at all costs without having seen a shred of evidence and in violation of every conceivable ethical rule," the statement said.
The documents were released after Trump sought to quash a subpoena from the New York attorney general seeking testimony from him, his son Donald Trump Jr., and his daughter Ivanka Trump.
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