Properties meeting at least one of the following criteria will not be eligible for Citizens Personal Residential Multiperil coverage:Rented to guests more than three times in a calendar year for periods of less than 30 days or one calendar month, whichever is lessAdvertised or held out to the public as a place regularly rented to guests

I've used all the contacts that I can find through public records, but have had no success.

As for privacy concerns, changing the name and being mindful of future registrations or public filings can help minimize the "breadcrumb trail."

I don't make recommendations publicly for several reason.FWIW, I have 12-doors in Detroit.

Because our claim was so large $400k+ the check had to be signed by the adjuster (highly recommend a public adjuster), owner of the property, and then went to the bank to distribute draws as work was completed.I would assume if you sell the property the insurance check would likely go to the bank first (as the primary lien holder) and if anything is left over would come to you... 

So maybe just publicize it on FB market place 

I used to go to the sheriff sale and they would scoop up so many valuable lots and wouldn't allow bidding to the public.

Based on my reading of IRS Publication 523 (Selling Your Home), it appears that I must report the sale of the original property on Form 8949 and Schedule D, given that I received a 1099-S.

With 100 properties at those margins, the public markets would assign a 10x multiple on revenue, equaling a $258m valuation (100 properties * $21,500/month * 12 months * 10x).

Additionally, placing the property in an LLC doesn't guarantee privacy for tenants, as they can still access public tax records and potentially trace ownership back to you.