Jeff10236,
You've pretty much identified the advantages & disadvantages of popups over tents. The rest is a matter of perspective, attitude and personal choice.
My suggestions:
Get the furnace fixed. Start with the basics like making sure you have propane.
Or get an electric space heater. Either one to make you more comfortable.
Use a quilt, blankets or sleeping bag at night if you're not warm enough. As a side benefit, you may not need the heat as high at night. You know from tent camping that a bigger tent with more vertical walls has a harder time with wind and is harder to keep warm. No surprise that a popup is bigger & vertical. The have the flexibility to stand up to quite a bit of wind, but it gets noisy. On the other hand, it's nice to have a big dry space inside if it happens to be raining.
Weed through the stuff you take and make sure you are taking what you need and leaving home clutter you don't need. That makes everything easier.
You're stuck with the parking & storage situation unless you move. It's just part of the cost of the hobby. If you're moving anyway, trailer parking & storage becomes one part of the consideration when choosing a new place.
