I realize I could cash in on any of the above and decrease the new mortgage in turn lowering my dti but my intention is to not face any tax losses by selling from any of those accounts before the end of year.

So, if that business is showing a big loss after adding back deprecation, and other add backs for rental income, that loss (or gain) will still be  calculated  into your debt to income ratio. 

If you are issuing a Perm Loan you should include 12/mo Rent Loss coverageThe list could go-on, but this is a solid foundation to start. 

I'd also recommend dumping the garages there's almost a total loss on that unless you are putting units above them on a dense infill lot for additional units it's not worth the cost of construction. build cost is pretty high for your market for three story suburban walk ups. we could never build at that price and make any money. suburban sells for 160k a door in our market with land. get on yardi make sure you Arne't going to lose money on it.

Then for sure you are the owner and there is no dispute with insurance companies if you suffer a loss. 

If you want to skip the trial and error and the loss of time I recommend the flight school. 

Don't forget transaction costs, seller concessions, vacancy loss if you sell vacant (which you should), capital gains taxes on the profit if there is any, etc. 

In today's market, many office landlords would much rather walk away from their properties and take a loss than fight to attract tenants and avoid foreclosure.

@Dylan Speer sell it, come up with the negative money balance, write the loss of on your taxes and move on with your life.You can sell it "subject to" to someone looking for a home with no money down and save on Agent commissions?

Also, there are no coverages for the most common homeowners' losses like water backup-- it's just standard coverages.3.Youshould get insurance as soon as possible -- there should be insurance on thecondo at all times.