As a 1031 replacement purchase an investment property with a mother in law suite and treat both as investment for year or so while you transition back. 

One hasn't been updated since 1955, except for the shag carpet that was replaced in 1973. 

You raise the rent and if your tenant moves then that could be the best thing for you because then your replacement tenant gets to pay you the max.

My goals an concerns with them: Cash flow vs appreciation: I own a property in Brentwood California ( high demand appreciation market) I never have issues with replacing tenants I had 50 applications last time I listed the house for rent.

It's a very fair point that if future tenants ruin the blinds I could replace using their security deposit. 

Things like "roof failed - past useful life expectancy should replace".

If there, I put that I'm not responsible to replace/fix if it breaks (since not typical to provide these)3)YES!

I furnish kitchen sink and bathroom hair strainers, cheaper than having a plumber come in to rodding the lines.Check and replace strainers as needed

You're only supposed to expense maintenance issues like snaking drains, replacing lightbulbs, etc.

I bought it for $330K and will put $90K worth or rehab on hard money as well ($95K now since a furnace needs to be replaced...