You say you are 'overpaying' in a sense for the POHs, land and empty lots of 200k. 

Hey Alex -It really is going to depend on the numbers and it it makes sense for you right now.

its probably not a good time to buy LTR but there are markets where STR still makes lots of sense financially. 

Everything you mentioned makes complete sense.

Do not renew and then rent it back to her and the housing authority will then pay you more Makes logical sense right haha   

You are reading books, but not interacting with real estate investors at meetups which is why both things you said don't make any sense.

Buy a townhouse in this development near where I live called Sea Colony:Details: $860k for a comfortable townhouse.Pros:Comfortable place to live for the next few years, and I’d still have liquidity to invest elsewhere.It is still in my current community where all of my friends live, so I would still be where I want to be location-wise.Will get appreciation.Cons:High HOA fees ($660/month) and potential 10k special assessment in the next few years.Likely won’t cash flow after we move, so unsure whether it would make sense to hold.3.

Hey Alex, Your idea makes a lot of sense given the fact that you're burnt out on your W-2.

I've considering whether it makes sense to look at potentially converting it to a single family and enrolling the property in the college's off-campus housing program.

Does it even make sense?