Yet, the initial investment might be heftier, and the management could be more complex given you're dealing with more tenants under one roof.On the other hand, single-family homes might spread out your risk and potentially cater to longer-term tenants, promising less frequent turnovers.

I think the potential is there!

Am I better suited getting into a multi-family or a single family home and look at potentially adding value somehow? 

Everything looks correct here for me except for potentially one thing.

HOA now will be allowing max 3 rentals per year, which they say avoids the potential "grandfathering" issue.  

EXAMPLE:  These are fictional numbers, as I don't know your market.Shared Residence: $600 EACH room = $3000 GROSS POTENTIALSingle Family:  $2300 GROSS POTENTIAL RENTDuPlex:  $1500 PER UNIT = $3000 GROSS POTENTIAL 

I want to purchase a condo with the loan 100% in my name, with the intention of completely remodeling the unit for potential rental opportunity. 

I have posted before about the desire to own land and potentially have a spot where I could decompress and relax in the offseason.

And then you have to pay Uncle Sam ouch it hurts! 

D) which of these two strategies would have the better resale potential?