What we found out in Florida ( just like in the movie Big Short) was amazing amount of traps setup for trusting investor ( how can this happen in America?)

I was born and raised in Dalas Texas.  

Born and raised in Pleasanton actually!

If the comp in the area are modern post 2010 houses and you have a 1955 floor plan, don't fall for the trap like I did and put a lipstick fix on a old house (I upgraded everything, plumbing, electrical and HVAC, new roof and a complete make over).

I am 38 yrs old. a father of 2 daughters( 7,&5) husband of 6 yrs. living in Woodstock VT for the past 10 yrs but was Born and raised in Albany NY.

Recently, on more than one occasion, one of those properties, during heavy rain/flash flood, the water overflows in the basement shower and causes the floor/back half of the basement to flood.I contacted my plumber about putting in a back flow valve in the main trap in the front of the building to prevent the City sewer from backing into the house. 

These markets' local governments, such as mine and @Tim Schroeder's, figured out how to tax and monetize these rentals well before I was born, and any sort of regulation against these types of rentals would be so detrimental to the local economy that there is very very little chance it would ever happen. 

About me: Late 20s, single, Chicago-suburbs born & raised, avid-traveler and outdoor recreation lover, not good at following a budget (need help)Employment: W2 corporate job $100K (pre-tax) 50 hrs/wkGoals: Close first real estate deal before end of the year because I have heard there is 100% bonus depreciation rule from 2017 tax act that ends in 2022.

My husband was born there, we hope to retire there airbnb style as well.

ive lived in MD for basically 30+ years, born and raised, i feel like i've lived and worked all over the whole state (which isnt saying all that much), but  i know nothing about PG County.