Sort of along the lines of what Matt Dirksen and Marko have said. I would go with a tent that has a polyester fly, it will last much longer with all the UV exposure. I don't know if they sell siliconized polyester tents/fly's or not, but if they do, i would go with that so that you can touch it up occasionally with cheap silicone spray. Once PU (common on poly tents) starts to peel, crack, etc, yeah it sucks and not as easy to remedy.
If it were me, i would try to find someone who would let me pitch my tent in their backyard, preferably a larger backyard with some privacy, if at all possible. Yeah, maybe you might have to pay them a little a month, but better than the hassle of being moved around all the time, constantly taking down, setting up, which is one thing on the trail when you got a lot of free time, but in the depths of winter with cold, short days and with all your other responsibilities and activities, will likely get old fast.
I also echo numerous peoples' sentiments, why the need for a super expensive tent that might get wrecked, stolen, and in any case will likely suffer at least significant UV damage? I could possibly let you borrow my tipi tent and titanium woodstove during the coldest part of winter, if you are in some place stable and relatively safe (like someone's back yard in a good neighborhood).