Is this something that is truly worth the added support and thus should cost more?

If you can find somewhere that has all those extra pluses that appeal to us younger folk - we'll pay!

I highly suggest adding on Vandalism coverage and make sure you speak with your agent about how the policy coverage works and does not work. 

Idk if I would base a portfolio on them, but adding one or two to the mix might not be a bad idea if you are up for it!!

Extra bathrooms (even 1/2 baths) can be very good and garages are nice as well.

Hence, I would start with the seller's P&L, normalize income - by adding/deducting and modifying revenues/expenses - to make it more reflective of reality (or your expectation or reality) and then use the income valuation approach. 

I have looked into adding my name to the deed as joint tenants, or tenants in common but my biggest concern is that if anything were to go wrong (e.g. while renting it out), my dad’s name would still be on the deed and therefore still partially liable (I would like to assume full legal liability).

If the Listing Agent still refused to open the door of their own listing for an extra $500 in commission, ask them if they would consider doing it for $1,000 extra commission in Buyer Agent Rebate to increasing the Listing Agent's commission 

Extra closing costs with this option?

In the fall of 2016, we refinanced, my parents quit claim to the property and we added my husband.