@Mike Nedved If you are looking to multi family that's good because it doesn't have the same issues as single family homes do when a market adjustment is negative like in 2008.

The seller of the company is using a 3.25x multiplier of the last two years adjusted earnings.

He has your tax profile and should be able to answer this question easily.A lot of the items you mentioned have no baring on how much tax you will pay.Amount you owe the bank, deposit made at closing, remaining balance you owe the bank, etc.Gain is calculated as sales price less selling costs less adjusted basis.Your accountant should know what adjusted basis is in the property.Your accountant will also know what capital gains tax rate you are in and if you owe the 3.8% net investment income tax.With that said - you may want to do a 1031 exchange to defer the payment of tax.

@Amber Saulsbury the Cap rate of a property is a reflection of the risk adjusted willingness of investors to deploy capital.

If you feel you have to have that, you have the wrong tenants and/or your tolerance for risk needs adjusting.  

For me this would be a tenant that would not likely be staying very long if she did not adjust her attitude but I would not be threatening her or terminating her lease just yet.

If they like the interest rate but not the terms, adjust the terms, etc.

Never adjust numbers to fit a deal only take on a deal that the numbers truly work. 

A few people might have recognized it was a bubble, but could never call the top or bottom.How about this: continue to invest as long as each opportunity meets your ROI requirements as adjusted for risk and contains a margin of safety? 

I need to adjust the structure to show alignment of interest better.