In tabards to income and financing you should be looking to find a job outside of the home as soon as your kids hit school age.

My Mom invested in RE so I sort of had the AHA moment as a teenager but got good grades, went to college, worked at, in hind-site, stupid but maybe character building low paying jobs while attending school, graduated, joined the rat race with a job I loved for a long time, met my wife, had a child. 

This might be a dumb question.I have an old house with wood siding.

He is an old timer contractor that we all know and love and is therefor not a fan of an actual written lease.

We've lived in it for 3 years now, (have a 3 year old) and now I'm questioning my original strategy due to development in the area and because its appreciated fairly substantially while we've lived in it.

Highly unlikely I could handle this now since I am finishing school, but I do not want to be passing up these opportunities when they appear.

For the house, school district is important as well as lot size and privacy.

Obviously, the home could be sold as the old sq ft and the investor/buyer can just go and permit it for the increased sq ft,  but I would think that the county automatically will go and assess the home as soon as it changes hands since this the county has probably seen this before. 

The home is a 100 year old home, duplex side by side with a tenant already in place for $1700/month, and the tenant side is pretty much upgraded.  

The home is a 100 year old home, duplex side by side with a tenant already in place for $1700/month, and the tenant side is pretty much upgraded.