Jindalee Road Wines, a NSW wine company near Mildura, and its former manager David Littore pleaded guilty to multiple offences at two separate vineyards between 2016 and 2019.
The company was found to have stolen just under 365 million litres of water — enough to fill about 146 Olympic swimming pools — with a market value of up to $305,000.
The water was secretly swiped from the Western Murray Irrigation pipeline and siphoned off to two properties near the NSW-Victoria border.
Different-sized pipes were used to tap into the main water supply and bypass metering equipment.
The illegal pipework was buried underground and allowed unmetered water to be taken and used for irrigation at the properties.
But Western Murray Irrigation detected the set-up after anomalies appeared in routine meter readings.
Further investigations revealed evidence the pipeline had been tampered with and the matter was reported to the regulator in 2020, which launched a prosecution in 2023.
It was the first time a company had been taken to court for breaching sections of water management law intended to protect supply infrastructure and stop water being taken illegally.
In her judgment, NSW Land and Environment Court judge Sandra Duggan said the offences formed "part of a planned or organised criminal activity" that took place over a long period of time.
"I find that the conduct was intentional, rather than inadvertent or negligent," she said.
"The infrastructure was at such a depth that earthmoving equipment had to be used to uncover it ... this allowed the offending to go undetected for a period."
Jindalee Road Wines was convicted and fined $326,500, while Mr Littore was convicted and fined $172,500.
The defendants have also agreed to pay the regulator's costs of $95,000.
The combined fine for the winery and its former manager is the largest achieved by the Natural Resources Access Regulator (NRAR) since it was established in 2018.
Jindalee Road Wines trading manager Vince Littore told AAP the company was "embarrassed, ashamed and sincerely regretted" what had occurred.
But the court also accepted the company was unlikely to reoffend, he added.
"Jindalee entered pleas of guilty at the earliest possible date," Mr Littore said.
"The court accepted that when the matters came to attention, the office holders engaged with NRAR's investigators, provided frank accounts to the investigators, did not seek to avoid responsibility, purchased the water on the market and immediately replaced what was unmetered."
NRAR investigations and enforcement director Lisa Stockley said the court finding was significant for all water users.
"Communities across NSW have said they want a fair, transparent and enforceable water compliance regime in place to prevent unlawful water take," she said.
"NRAR will take strong regulatory action when required.
"Those who commit serious, substantiated and wilful acts of non-compliance will face the full force of the law."
– From AAP.