The basement usually has water leakage issue or some even with foundation issues, which are not cheap to fix. 

I was just coming on here to seek opinions as to if my HOA might try to hold me responsible for the previous owner ignoring all the water leakage & allowing it to continue unreported while they owned the unit.

If you don't fix it now you'll certainly have to disclose later and pony up for it one way or the other.Knowing that you have sewage leakage into the nearby soil could put you at risk... and it's just wrong.Good chance that the tree roots may not come into play in the future... think of pruning a tree, the new growth shoots off in other directions and prefers the path of least resistance.  

Converting to electric (including a new upgraded 200A feeder and larger panel) is less expensive when compared to the in kind boiler replacement by about $1000.Several factors being weighed besides price is:- Resale Value of the house - Overall cost of use for the tenants - Safety for the tenants (Gas/water/steam/combustion/leakage issues VS. electric baseboard overheating)- Future maintenance costs- Reliability and expected lifespan of electric baseboard (I don't have much experience with them for a PRIMARY heat source)-Future considerations; If converted to electric baseboard the Range/Dryer/Hot water heater can all be converted later to electric thus being able to eliminate the gas bill its fixed charge/service fee.

Be especially mindful of any mold or moisture you see on the underside of the sheathing as this may indicate air leakage from the living quarters or a poorly ventilated attic. 

Needing leakage test (SEER) on duct/furnace system.

In her case there was some type of leakage from road to the house.

It may be need to be cleaned, it may need to be sealed to prevent leakage, it may need both.

Last Friday, we saw water coming out of the floor and found a leakage around the faucet in the kitchen. 

." - I think this is a huge one because buying a home can be a very stressful time in peoples' lives, so some people might not want to have a close friend involved at all for fear of emotional leakage and doing something to offend you.