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Hi Sue! Oliva covered it fairly well. I go by seasons. In the spring, it's time for repairs and sprucing up the outside. For example, we recently had a window replaced, and our chimney relined and partly redone once our heating season was done. Over the next couple of months, any other repainting or replacing will be addressed. The time to get your furnace and/or chimney cleaned and checked out is before heating season. Caulking on windows, doors, etc. is best done during warm weather. Check your attic for any leaks from the roof. Shingles and flashing need to be fixed before winter. Make sure you have working carbon monoxide and smoke alarms. If you replace an alarm, mark the date on the back. Most need replacing by the 10 year mark. Come fall, clean out your gutters before it gets too cold. We remove our air conditioners before late fall, cleaning them and storing them.
Here's a checklist to help: https://www.bhg.com/home-improvement/advice/home-maintenance-checklist/