Being on the board of the HOA will give you some extra work but also more control of your investment. 

Of course, there are disclosures to be made, but the benefits for me outweigh the difficulties associated with the duty of disclosure.

I have an extra bedroom that I will be renting to my friend. 

Me and my partner Brandon whom I work with are hunting down investors looking to make some extra cash.

My question is this: If I redo the drywall, change electrical and plumbing pipes, am I running into difficulty to sell the house after it was completed? 

This is precisely the reason why I'm upset with Intuit, because you're right, had I known this before I could have stopped that tenant from paying through Intuit.Indeed, companies aren't perfect, but typically, when they make a mistake, they go out of their way to fix it manually, Intuit didn't go the extra mile.

I've started trying to value multifamily deals, but having some difficulty knowing what is reasonable to estimate for maintenance (i.e. repairs and capital expenses).  

That said, if it were me and I would not miss the extra 5% down, I would be locking the 4.125%, 80% LTV deal, saving on fees and avoiding PMI.

I know anything to do with subdividing can be difficult, I would look into the process and costs of that to make sure you have the reserve funds.

Teaching a dog the "hold" command sets you up for some extra fun photos.Enjoy!"