. :) If said CPA can give you a dollar number, you could bake that into the contract sales price IF we're not already stretching the contract sales price (eg, claimed value) too much (or at all).

The reasons I'm OK throwing away the existing income stream are:He's paying probably $400 - $500 below market and has told me that even that has been a stretch - so while he's been a good long term tenant for an absentee landlord, renting for that low of a rate doesn't work with my strategyI need to update the apartment to get it up to those market rents and to do the work I need it vacant.Appreciate everyone's input.

it's not a "standard" by any stretch.   

In your shoes I would go for property #3 and perhaps hold in reserves the down payment on property #4.It doesn't look like a good time to be stretching your neck out. 

Looking at finance options on a MF home and struggling with either getting it paid off in 10 years at 3.375% or stretching the loan for 30 at a rate of 4.125%.

This means you are also having principle pay down. 3) Tax Benefits- The more houses I have the more I get in deprecation and therefore the more I can legally cover up my tax bill.4) Low Interest Rates- Rates are so low right now that I love capitalizing on them.5) Stretching your Money- The simple truth is the less I put in my houses the harder my money works.

Needs nothing except a little paint and the carpet stretched. 

I have read accounts of those in a similar situation who hired an attorney only to be tied up in court for a long period which isn't really an option for us as we are living in a hotel until our condo is put back together; and my concern with the public adjuster is that I would ultimately have to come out of pocket to pay their 10% fee.Second, I may have to sub out or even perform a portion of the work myself to stretch the money that we receive from insurance so that all repairs are accounted for.  

As a young professional - emphasis on young - my paycheck only stretches so far.

That is really going to wow buyers and should make them extraordinarily eager to stretch their budget just a little bit more.