Your realtor will be able to give you a much more detailed market specific answer but with house hacking and a VA loan it should be possible to get 0 out of pocket.

Im also interested in starting to invest in housing whether that be flipping, BRRR, etcMy wife, 54, is newly positioned social worker and climbing to what she feels is her max with clients.

Get the house hack under contract and closed first. 

.: Hi,Is there a way to download specific addresses for houses in a certain area online?

I had a similar strategy with my first few house hacks: buy in great A & B Chicago neighborhoods....get by with minimum cash flow, and wait...What's your plan for the next purchase Michael?

You can use this property to hedge any others that you add that may only cover themselves, or require supplement until they are paid off.HOWEVER, if you have decided that your goal is to use Real Estate as a stepping stone to build wealth by upgrading the property you hold each time (condo to house, house to 4-plex, 4-plex to 8 unit, etc) then I think you are right to sell now while you think the property is at the top of it's appreciation.It will be hard for anyone on BP to tell you what to do as we don't know your goal.You are right. 

A contractor left a back door open one day and someone walked into the house and stole $2000 worth of tools.

Try looking into cities in with stable economies, strong renter populations, and where housing is below the US median value.

Save for a house hack in the meantime.

I had a client use one for their house hack in salt lake city area and it worked out well!