Pick your dilemma - tenant quits paying rent and squats in the house for 2 months while you spend $1,000 to evict them, the AC goes out and it's $5,000 to repair, you need a new water heater, or roof, etc.  

The roof needs to last at least 3 years and it more than likely needs to be replaced and I need to update the panel box from fuses to circuit breaker.

I'd have to widen my ground level porch and extend the roof accordingly.

Nobody will really take care of your asset like you do in the end, AS LONG as  you don't try to become an HVAC and roofing expert in Texas during 99 degrees summer. 

(roof, well, tree roots raising the A/C unit at a 20 degree angle, soft, uneven  floors under carpet, etc.)  

If you hired a roofer to put on a roof and 6 months later the gutters leak do you blame the roofer?!?

. - townhome you will own ( in your case ) 50% of the roof/siding/driveway/yard etc...

Things that drive the ARV the most - roof, plumbing, flooring, paintThings that don’t drive ARV as much - windows, landscaping, driveway

A failing roof or major basement/foundation issues yes - but not your usual missing smoke detector or leaky faucet. 

It is an older home and I know there will be some larger ticket repairs needed in the coming year(s) (roof specifically will likely need work soon).