You're depending on future events, that you can't predict and have no control over,  to fix what's wrong.  

I personally think right now is the good time to grab deals before the feds cut rates in 2024/2025 as economist are predicting.

@Xzavion SchultzeOne thing I can confidently predict, Xzavion.

IE, I'm not renting to someone that is looking for a million dollar house, I'm renting to middle income, average people, and I can predict (somewhat) what their expectations will be in a rental house.Some final thoughts, in no particular order: What is your long term goal?

AFTER all that's handled and you can predict the water action... 

It should be next summer, so the market could certainly change things between now and then, but I won’t dare try to predict how things will go. 

There are so many predictions in my life that don't come true.

Now you have a situation where as a new Buyer, you will be paying for assets that were "used up" by other, long time owners over the prior 10 plus years, but that they did not pay for because maintenance fees were kept too low, either by choice of the Board, or due to a failure to properly plan for routine, predictable, long term major repair and replacement expenditures.

The timing is completely subjective since no one can determine or predict what future tax rates will be.

Nobody can predict future, but the past 10-year history has already been written.