I found a 20 acre plat of land that has utilities like water , sewer and electric off of a city maintained road.

I already max out this 401K every year but want to put away MORE pre-tax dollars, can i set up a personal Self Directed IRA, in addition to this 401K, so i can minimize my weekly tax bit.2. i want to buy RE through my 401k, which is not allowed, so this is a second reason for wanting to setup a Self Directed IRA personally.With the above notes, if you do this, has your employer given you any resistance in setting up pre-tax dollars to be sent to your IRA?

Vinyl plank floors, paint, refinishing hardwoods, new hot water tanks, etcc.

@Jessica Seppo, Not to muddy the waters on you even more but.....You can actually take advantage of both the sec 121 exclusion and take up to the first $500K in gain tax free. 

I am thinking (and correct me if I am wrong) since I rent the rooms I should include the following: (excluidng the mortage, insurance, and taxes)- water-electricty-WIFI- TV cable- secruity footage

Ideally, land has easy access to water, sewer, electricity, but not a hard requirement.

I have worked with structural engineers on fire guts, handled mold remediation, and repaired water damaged properties.

My three issues with the house are, one the roof needs to be replaced (it’s 15-20 years old and has moss growing all over it), second issue is the eaves troughs are overflowing with leaves and stuff (if this has been a standard practice over the 50 years they owned it this is a bit of a concern with water likely running right down to the foundation of an already old house, the third issue is the tax assessed value is 37k so if I buy it for 160k won’t the tax assessed value go to around 80k meaning my tax is going to double roughly?

I'd look at buying a home warranty as insurance in case one of the major items (hot water heater, dishwasher, HVAC (hopefully, but you'll have to beg) goes out.

I figured as much with the larger cell towers, hence my interest in smaller "rooftop/water tower antenna" cell sites (please correct me if I'm using the wrong terminology).