Sometimes the photos aren't great (can you use the listing photos from when you bought it) other times it is the description (too long, wording needs work).

Since I underestimated the market on the two other homes, I am thinking about having a "sneak preview" listing with the description inviting people to suggest a rent.

To the contrary, in another market where land is plenty (e.g. texas or florida), there is no such geographical limitation.

Thank you for your very descriptive answer and God bless You for that!

@Jack Taylor ok, so you are asking two separate questions here so let's address them one at a time if you don't mind.First Time Homebuyer - technically you would not be a first time homebuyer based on your description.  

I'm sorry if this is very long I just want to be descriptive with the situation. 

Getting a good appraiser and an accurate (that reflects current hot market conditions and not 'comps' for a year ago in dissimilar geographic areas) is key here.

Also check for inaccuracies in the property description.  

Take a look at the legal description on the deed and the title policy. 

Everyone knows that a non-luxury listing with "cash buyers only" in the MLS description is going to sell for a non-trivial discount.