The thing that makes any of this happen, since the jobs are not the hard part: put them in a calendar with a date, not on a list.
A list of maintenance tasks is a document you read once. A recurring calendar entry saying clear the gutters, with a date attached, actually produces the behaviour.
What works for me:
Twice a year, two seasonal sessions. One in autumn before the weather, one in spring. Batch everything into those two afternoons rather than having twelve separate reminders you will start ignoring.
One monthly fifteen minutes for the filters.
A note of what you did and when, in the same place. This is more useful than it sounds - it tells you what is overdue, and it is genuinely valuable when you sell.
And two more for the vehicle list, since they are the same shape:
Check tyre pressures monthly. Under-inflated tyres wear out faster, use more fuel and handle worse. Five minutes.
Look at the coolant and oil levels on the same schedule. An engine that runs low on oil is the most expensive avoidable failure most people will ever have, and the check is thirty seconds.
Five things, two afternoons a year and a quarter of an hour a month. That is the whole list worth having.