One never knows whether an area will gentrify but chatter on the street is money is flowing in the South Shore.

It has been though historically one of the most stable markets in the country, with very predictable patterns.

Everyone has their own room and a bathroom and they share common space such as living room, dining room and a kitchen and they are one the same lease.

I'd also start the marketing process 30-45 days before current tenants move out in most cases - it just seems easier to re-let a place that is currenlty occupied than one that's been sitting empty for a while for some reason. 

Your best bet is to find and contact all of the top local wholesalers and go to work for one of them and see what they do right and wrong and see if it's even a business you like.

It’s done all the time.  

I agree with @Collin Hays especially in a state like NJ that is very one sided in terms of landlord/tenant situations.

Although you might be able to get away with it for a while, all it would take is for a neighbor to call in and you could get shut down or fined.

I wouldn't imaging the state where the entity is registered makes a big difference for most buying and selling purposes as long as you can provide all of the required documents for title purposes.

So, I'd look to the other properties and ask whether the ones on the street also had only street parking versus access to a driveway.