I will continue to tweak my plans and eventually find a nice niche that fits my investing style.   

Nice! 

Adding a property per year for the next few years will set you up very nicely for the future.It’s also important to figure out what your goals are and then work backwards from there.

Some of the features I am looking for (most likely there is not 1 single vendor who has all this built-in, but more of a technology stack that integrates nicely)Would something like propstream, carrot, and kixie be powerful enough to get rolling out the gates and still be efficient in your eyes?

If there's a nice view from the property of course that should be shown, and I think the aerial with the lot lines is useful as is the floor plan, with SF if possible. 

Glad it is working out nicely for you. 

It's definitely nice to have a paid off rental.

It’s a nice place and I hope to rent it out weekly from time to time to help cover the mortgage ($1,850/mo w/ taxes, etc.)I just found out from a personal conversation with the owner that a Lake House down the road will be going for sale and I was given the option to buy it off market.

Very nice!

Your passion for real estate and diverse interests in wholesaling, fix-and-flips, and RV parks will be a great way to scale.