Buying from an estate is similar to a "normal" sale unless there is court confirmation required due to probate. 

If you add up the number of days projected for your renovation, the average days on market after a renovation & the average time it takes for an FHA loan to close (Which is normally 30 days) you'll find 90 days usually isn't a problem.  

Does it normally cost a fee to use the county assessors website?

This is not something I can afford to do at any point in the near future.That I'm aware, there isn't a local real estate investors club or meet-up group where I can talk to others who invest locally - so I'm a bit stuck for advice here.Ultimately, I'd like to get my foot in the door in this business as soon as possible, but the financial barriers to entry seem almost insurmountable here in the Cayman Islands.

Wholesale speaking, should I approach these a little different than I would a "normal" rental property?

Tully, I bought my first 4-plex in 2013 in East Anchorage off of Baxter (it's a little nicer there than what people normally think of East Anchorage).  

This creates a situation where it would normally cost the tenant to move for trivial reasons and encourages them to stay - - appears to work for me, my last move-out had tenure for 8 yrs.

Yes you are right my plan is to save a minimum 60k per yr to invest and I think that will give me good footing.

I think this fits that.I haven't compared comps yet, but would normally I would go to Zillow for prices of similar homes sold in the 1-3 mile area (maybe more, if necessary).  

When you wrote: "Rent would be in the $1300-1350 range", are you saying that they are currently ASKING $1600 - $1750 (or, is the "normal" rent $950 - $1000)?