With the right tools and a bit of hands-on management, you could effectively manage the property yourself and cater to this steady stream of potential tenants.

That's a good chunk of change to realize as a secondary revenue stream to offset wear and tear and any actual damage. 

There's a few other things to think about too: 1 - Possible owner financing if he wants to still get a stream of income into retirement at an attractive rate compared to the rest of the market (win/win scenario, you don't need to come up with as much cash, and he makes a little $ on the %) 2 - Consider a post possession if he needs some time to move out but needs the cash up front for whatever reason 3 - Leave all the furniture/junk in the property and you'll handle clean up etc. 

Maybe about 13-15 acres with some harsh terrain, streams, dense woods I don't want to cut down ever.

If someone is trying to quit a 40k job a year and is accumulating local units to do themselves that is a different situation.To scale and have multiple revenue streams the investment has to have structure and little involvement from you the owner to perform.

Once you choose your depreciation schedule, you cannot modify it mid stream, you are on that path until you either sell the property or deplete the depreciation life of that component. 

When I'm looking for places to say, amenities are very important to me (pool, movie theater, game room) as well as the layout of the furnishings and how comfortable it appears. 

This investment not only provided a substantial return in terms of appreciation but also generated a steady income stream, reinforcing the value of strategic real estate investments.

However, to be fair, we also heard good things about PIN5 before we investigated it.I have many friends using prop stream that are very happy with it.

multiple streams of income and not just one, for starters -- Robert Kiyosaki, Warren Buffet, snoop dog, vanilla ice rapper, Will Smith, Rockefeller family has multi generational wealth that the family will never have to worry about money.