Crowe owns 400 hectares of land around Nana Glen, inland and northwest of Coffs Harbour.
"So we're up here trying to get up to this ridge road but we keep coming across things like that," he says in the latest video before panning the camera to a tree across the road.
"So I've got a few boys behind me chopping through with a chainsaw, but I don't think we brought enough chainsaws because we've got a long way to go to get to where we're supposed to be.
"Look at this place, mate," he shows his friend.
"Absolutely f***ing smashed."
Fans said the scene was "heartbreaking".
On Sunday evening there were 65 fires burning across NSW, with 31 yet to be contained, while blazes in Victoria and north Queensland were causing alarm.
NSW Premier Gladys Berejiklian announced $48 million has been set aside for bushfire recovery, after blazes devastated some communities.
The community recovery package – a joint federal and state government initiative – was announced on Sunday morning and includes grants of up to $15,000 to help small businesses and farmers.
Ms Berejiklian said it would take some time to appreciate the full financial burden of the devastating bushfires.