I've been at this a while and have over 70% equity in my combined portfolio, and I'm over 50 years of age, so I don't look at creative financing options. 

Items like a missing doorbell or blinds may fall into wear-and-tear depending on their age.

I'm unsure if it's the entire EU, but forsure in Italy, they receive a pension at a certain age.

For (2), as properties age the rents you command decrease. 

There is so much to learn between the ages of 18-22. 

My question is: could the current tenant (age 59) remain in the property if she becomes eligible for Section 8 assistance?

I've tried a couple - truepeoplesearch, white-ages, property radar, leadsherpa, batch leads...Some services are better than others, but it is a numbers game and you also can cross check between different platforms.

It’s really amazing to see you getting started in real estate at such a young age and Out-of-state multifamily investments are a great way to begin. 

.- Personal Articles: Coverage for belongings that have a special or collectors valuesuch as Jewelry, Furs, Fine Arts, Collectibles, etc...Your age should not be a factor on the pricing but, depending on the company these other factors may get you credits:- Insurance Score (company pulls certain info out of your credit report).

The condo will limit the rental options to age restrictions.