B- I usually think of these houses as older but well taken care of.

If it’s a combination heat/ac unit that runs on the older Freon and just the ac needs replacing.

Older home UP/Down Duplex. 

If you haven't already, you should be receiving your property taxes soon.  I thought it would be a good time to hand out some pointers we often advise to clients on this:1. Understand Your Assessment: Review your prop...

Also there's the headache factor with investing out of state especially older homes. 

@Jonathan Greene  I'm selling older properties, one recent sale was built in 1890 for example, selling all townhouses, all semi-detached, all rental condos, vacant lots (no income), and most multi-family properties. 

Now if you have a place that is short term say in summer and mid-term winter because you get a significantly higher rate in one season for STR that makes sense.  

Works nearly every time.We had a group of older ladies come and ride the bike trail.

For property owners with out-of-state investments, is it necessary to keep all receipts and invoices for write-offs during tax season, even smaller jobs performed by the PM's handyman?

Most lenders have seasoning requirements, so you would need to own the property for 12 months to obtain a loan based on appraisal rather than lower of appraisal or purchase price.The longer the period of since property purchase the more likely an appraisal higher than purchase price.The exception may be a "hot" market where prices are moving up sharply almost every day.