Hey@Danae Pitcher, putting the properties in an LLC can have some benefit once you have a few properties in your portfolio.One of the biggest reason not to is the due on sale clause most 2nd home mortgages have.

. ;-)Does it make a difference whether a subject to is put into a land trust vs simply being recorded?

What it comes down to is personal preference and budget.

Its the only property I own. outside of my current residence that I currently have around $100k in equity.I was wondering how hard it is to leverage it into a $400k deal and that is the max I'd like to leverage to. I

If you do opt to, I agree with @Drew Sygit - put a clause in your lease that they are as-is with no warranty or maintenance provided.

I’m considering a couple of companies to switch to. I

If you decide to use leverage you have to use non-recourse loan since you are considered to be a 'disqualified person' and therefore providing personal guarantee with conventional loan would not be allowed.The $50K or 50% of the balance limit you are referring to is applicable for a Participant Loan - that is if you personally need cash you are allowed to borrow from your 401k using those guidelines.

I am not pushing too hard  to sell right now , still finishing the house I am moving to . I

It isn't because I don't want to but I just don't need to. I

What it all comes down to is be VERY good and thorough in your analysis and due diligence.