the home that i live in currently, sits on almost an acre. I am considering putting a tiny house rental on the lot.
thoughts?

I do not know where to get started at all. how to i even go about getting it approved?
...

@Scott LongVirginia will require you to report the rental income from the property in NY because as a Virginia resident, you are required to report world-wide incomeNew York will also require you to report the rental income because the rental property is located in NY.To avoid the "double-taxation", Virginia will provide you a credit for taxes paid(if any) to New York.You are able to withdraw money from the LLC to your personal account.

$400k from a Los Angeles resident's perspective is still "cheap" for a 3+2 SFR.

I'm about to close on a condo for my primary residence and will be looking for my next investment property early next year.

If you tell the residents that since they're paying the heat you're reducing rent by $500/year per unit, then you take in $2k less in rent, but save $3k in heating costs(if my estimate of $5k/yr was right.)

I own one other rental which used to be my primary residence, so this is my first real investment purchase.  

I initially was interested in house hacking, in the Bronx, NY where I currently reside but potential ROI is currently not worthwhile.

As a former Cream City resident, I'm interested in looking at deals there.

Just do you research and homework and actually invest time and money into flying to those areas.I'm in Georgia now but except for my principal residence own no real estate here.

Of city residents polled, 77 percent picked more housing and parks as their most desired additions to downtowns.