Love Ray's insight on economic trends! 

The community also features a sparkling resort-style pool and spa.

At what year could he consolidate and buy a hotel Monopoly style?

I also like to contact a few property managers in the area and ask about rental rates, tenant expectations, trends, vacancies, etc.  

Right now, I am looking to make a two pronged venture: 1) being to start a joint venture into Savannah, GA on a rental property, most likely a BRRR style investment, and 2) use a VA loan to purchase a multi-family and house-hack at the next duty station I am assigned, hopefully to then rent that to someone transferring in behind me when we leave.

While rent isn't all that much cheaper, I don't have to tie up a huge chunk of change as a down payment, and thus have been purchasing property out of state like it's going out of style.

No one can predict the market, but what we can do is look at trends, forecasts and projections.

As we have noticed for a while now the trending design for homes is modern with the “gray and white” color scheme. 

So I know how to go to greatschools or other websites to see the current ratings for schools, however, for me it is more beneficial to see if these schools are improving or declining(I care a lot less about current ra...

That's where an experienced realtor can help.The comparable properties need to be as close to identical as possible in style (don't comp a bungalow with a colonial) and the number of beds, baths, square feet of living area and lot size, garage and basement specs, septic vs town sewer, year built and condition.A few things I use to look for regarding condition if I can't visit the property - updated kitchen and baths (granite/stainless, cabinets, backsplashes, lighting), landscaping (manicured vs overgrown) and the appearance of the interior rooms.