House hacking is a great way to get started.

It’s a larger house (3500 sqft. 5 bed), but is secluded, private, centrally located, and sits on nearly 3.3 acres of the East Bay Hills, with open space as far as the eye can see outside.

House was built in 2005 (I lived in this house and rented it out when I moved back to California). 

If it's the case that you are in an area where this is a consistent problem, it may be better to install a whole house surge protector at the main panel.

.- Cant do blanket loan as I own one of the houses in one llc and the other in another llc.Thank you for your help and I hope someone will have good options!

I looked into this at more than one occasion, because Milwaukee has such an old housing stock, everything is 60-120 years old.Most of the new apartments we see are 4 and 5 star developments with very high rents, this allows to offset the high cost of construction a little better.

There's no workaround for bringing it in house.

Things like this are why it's important to work with a professional who is well versed in real estate taxation because the "common/simple" strategies taught frequently like BRRR or house hacking actually get fairly complicated when it comes to handling it correctly. 

A contractor left a back door open one day and someone walked into the house and stole $2000 worth of tools.

If you are just getting started here in Chicago, house hacking is the ideal situation.