If you have enough wealth /income to justify the non dom fee to keep income offshore, first congrats!

Or, am I just gambling with the appraisal fee and hoping for the best? 

I have no worries about gambling my time over the higher probability it will close. 

Insurance, debt, LLCs, homestead, trusts, single and multiple member entities, off shore trusts etc can help with isolation, ananymity, shields, deterrents, etc -some of the things you want to consider.

And even if you do, there is always a level of "gambling" involved when dealing with these properties.Disclaimer: While I’m an attorney licensed to practice in PA, I’m not your attorney.

@Armin Trepic my advice would be two fold. 1) Having a knowledge of the stock investing, I am assuming you have a risk tolerance level as well as ability to think long term (investing not gambling) .

Have to hunt or take a bit of a gamble.

They may take the listing to have a sign in the yard and some exposure, but every newspaper ad/minute spent is a gamble for them.

Clear you debt before you start GAMBLING on investing money you do not have.

I'm not an economist or anything but there are a lot of businesses that are embracing remote work in efforts to save money on office space and utilities, not to mention offshoring.