What's the advantages vs. disadvantages in this market?

Keep house hacking at every duty station and take full advantage of your VA loan. 

Their parents are very involved and they love our safe location and renovated units.Because they are outside they love and take advantage of our parks, beaches, town and public transportation...Never an issue with rent (but that has been the case with all of my tenants), and they absorb increases in stride.

Know the history of the property and determine what advantages you may have. 

My dilemma is, do I just sell and take the $100,000 now and put it in like an S&P 500 Index Fund or keep the property and take the $265/Month to maybe $465/Month Free Cash Flow – after all costs - and take advantage of all the tax deductions and depreciation, while the renters are paying off the property slowly.

Accessing cash-flowing projects that offer tax advantages as well as a 2X multiple, or an IRR  close to 20% can be an attractive alternative to many other options for investing.regards,Joe

@Brendan Miller I'm aware of the advantages of selling with the house vacant :-).  

It's understandable, since one can gain property tax advantages by living in one of those as a non-permanent structure, yet can't 'double dip' by having tax-free land gains just by parking a trailer on a plot of land for 2 years at a time.If the state was offering to buy the land with the structures on it and perform the demolitions itself, I think it would be excludable.

Also wondering if I should throw this sucker into an LLC or take advantage of homestead benefits first of the year?

After that I'm planning on looking for houses in as little as 2 months, in the mean time I'll be looking into financing, FHA and bank financing is what I was told will be advantageous to me since I still have a job.