The behemoth cabins in the Smokies are super cool, but other than high season, it's mostly weekends.

You could conceivably start with a 50-story high-rise development.

I have high equity in my current duplex so planning on using that to fund down payment for the next property.  

If your income is high enough that you won't qualify for financial aid (or you've saved enough in 529s) then it won't matter.

I’ve seen Windsor hills and it looks nice, hoa seems high though.

If you do not qualify, you would then look into if you would qualify with renting your departing residence. 75% of the lease will be used to offset that departing residence mortgage. as you mentioned the timing of renting the place can absolutely be tricky so you would hope you do not have to do this.Finally, and I guess would be sorta of a trick, but we do bridge loans on occasion in this case IF you can qualify once you get the property rented at market value even if debt to income ratio is too high before it is rented.

luxury cabin, 3100', 4/3/1, nice finishes including spa and sauna, in high fire risk area with total property value ~$500k with CA FAIR was just over $5K fire only. 

Upgraded the backyard and re-styled and provided high end furnished to the home What was the outcome?

Super new to BiggerPockets, and the forums came highly recommended for my situation!

@Grace Tapfuma How high can housing prices in the City of Detroit go?