Bottom line: a 9-cap on the market for 2,000+ days should raise eyebrows.

When you are going the other way, the underwriter will raise an eyebrow and question motives. 

Have no doubt about it, such activity is likely to raise the eyebrows of the IRS at some point, and these people are bound to get in trouble.

Ran across a nice duplex today, but after researching it raised a few eyebrows. 

@Drew Farnese I'll leave the analysis to the more experienced folks, but the one thing that made me raise my eyebrow is the fact that you're in a dual agency agreement and the agent told you the terms of the other offer.

Reminds me of a TV "minister" who went to prison, he's out, got a different wife that doesn't have tattooed eyebrows, he's back on TV south of Branson pitching his same old stuff.

You can come home with snow-packed eyebrows.  

That can raise some eyebrows and possibly some resistance if there is a loan involved or a bank involved (As a seller which is not the case here), however, since this is a short sale, the bank who hold the note may have an issue with it being part of the HUD-1.

@Ronak ShahThis response may raise some eyebrows but I had a conversation about this exact topic with my commerical banker on Friday.

I raised an eye-brow and let it slide.