You have gotten a lot of information in this thread. What other information are you looking for, at this stage, that you think is missing?
The information I'm specifically looking for is exactly what kind of updates should be done with the house and property.
I get it, don't spend money on improving the house as generally you'll never recoup the money.
However, what I don't want to happen is say in the fourth year we're ready to sell and we call 5 real estate agents to see who we like the best (per Eddie's recommendation which actually makes sense).
Yes, I agree with you perhaps to wait until I get closer, but I also don't want to wait until the last year and then all of a sudden some people make the same suggestion and find out were behind the 8 ball to get it done.
This is why I called the one real estate appraiser. He did give me some useful info on listing per price no matter when we decide to sell, but his point was that anything he tells me now could change in 5 years.
Yes, I am in the HVAC industry. I consider myself pretty good at what I do even though I can be an idiot.
That said, going to look at a new home with an engineer because he would like some opinions on some things. I'm wasting my time not because doing this visit will actually help me with my own work make money, but because I know what kind of homes this guy designs and know it will be a cool job to look at. This same engineer also sends people to me who have issues because he knows I actually care about our industry (this engineer does 5,000 square foot houses that only require 2 ton of heating and cooling and the issue becomes air movement).
Worse case, I'll see if some real estate agents that I think are good would actually just charge me a consultation fee on recommendations they would make in our 5 year plan.
What I do know in my own industry is every job can be unique, and NEVER trust the end user on the information they give you. You need to visually inspect the job first hand if you want it done right. What looks good on a set of plans may have it's own set of unforeseen consequences down the road without looking at the job first hand in person.