As far as timing is concerned it may be worthwhile to work with an investor friendly agent who can work with you to find your next deal.

But my philosophy (and I believe @Nick S. also) that if it cash flows and the tenants are paying down the mortgage and in an area expected to be desirable in 10-15 years or whatever your time frame to exit might be), then it is worthwhile and any appreciation is "icing on the cake".  

I’d very much like to talk with you exploring options and opportunities is always a worthwhile process for both sides.It broadens each other’s mindset to how much more might be possible and in how many more ways that could be accomplished.If you’re excited about the possibility of seeing more, doing more, solving more, winning more, and succeeding more there might be a way I can be more directly involved in guaranteeing your future success.Think about this.The “worst” that can happen if it's not an ideal fit is that you get an actionable strategy that benefit us both at no cost.The best that can happen is we work together one on one to create a viral effect the likes of which haven't been seen before.All the best!

One good deal with healthy margins will make it worthwhile. 

Then I decide if the numbers make the purchase worthwhile for me.

That makes it all worthwhile for me!

-------Edited to add: It might still be worth while to salvage the hardwoods from her house if they're in good shape.

Just the time spent in court alone (regardless of whether I would win my case) is enough to make it worthwhile for me to not be a realtor.

The only question is what you feel is worthwhile in a return for your time and money spent on such an investment.  

I don't care if the wholesaler is making $1000, $10,000 or $100,000 -- as long as the deal I was getting was worthwhile to me.Now, that said, if I knew the wholesaler was making a lot of money (more than I'd be making on my side of the deal), I might negotiate harder, but that's more a negotiation strategy than being bothered by the fact that the wholesaler was making a lot.