If you and your fiancé are mountain people and like all the hiking trails, or enjoy farmers market, and local events, I would encourage you to consider living more west.

It is really just a matter of how motivated the seller is versus how much you want the property/cash you have to bring to the closing table.

We found a lawn chair, side table, Christmas lights, beer fridge and tv... in the crawl space.

(However, not opposed to trips over the mountain when Vail pass isn't blizzard conditions.) 

I think when they realize we hire them to do a job the table turn a bit.  

But I come to the table with a history of computers, and using it myself while in diapers.

Just so they doesn't sound to anecdotal, I have a few other examples much like these, it seems to take a bit of real effort to work a straight line over that 10 year period.Well duh, I can post tons of Mountain House properties that sold NEW for way too much to people that HAD to have granite and stainless and offices for husband and wife and separate bedrooms for Porshe and Wolf because we deserve it but are willing to drive the 60 miles at 2+hours each way. 

With Trump's tax reform on the table, how do you think it may affect my sell decision  wrt Cap Gain tax changes?  

Much more demand in summer, but there is still a chance in winter due to the mountain, and tourists coming to ski/snowboard.

Whatever property you bring to the table will need to speak for itself in terms of "is this a good investment" from the lenders point of view - remember, you are also an investment to them.