We ended up spending 126k...

You'll get some additional benefits with a CSS if you replace an item as you'll be able to claim loss deduction, and also your heirs might benefit if they inherit a property with CSS (too bad you have to die for that though).And then there is the question of the value of money now, vs in the future, or the future value of invested tax saving.So, now that I gave you (most of) all the balls, try and juggle them all in the air and see how it goes for you.I can tell you I choose to spend the money and get CSS for two of my SFR rentals.

I am just a hungry person who is wanting to learn and grow with someone or a team so if you or anyone you know is seeking an assistant to essentially help out in any areas please let me know.Thanks everyone. 

I participate in a housing assistance program (such as DSS / Section 8) YES or NO (circle one) If YES, please indicate which program(s) assist you, how much they pay, and your contact person there: Program: ______________________ Amount they pay: $ ___________ Contact name/ph #: __________________ Program: ______________________ Amount they pay: $ ___________ Contact name/ph #: __________________6.

Better to spend a couple hundred bucks than to lose thousands because of a quirk in the law you didn't understand.. 

Possibly, ask your attorney and be prepared to spend a lot of cash to defend this position in court should it come to it.

@Blair F. is correct, do your insurance shopping before you spend too much time crunching numbers.

You should plan on 20% down, closing costs, legal etc. and probably another 10K in reserve funds.You should probably spend more time studying finances, real estate and your local area to get a more complete education on investing.

So this option is not viable since the payment and closing costs are not enough to assist me with the downpayment.2.

The money you are spending on the condo per month plus the negative cashflow likely could be better invested somewhere else.