I think you're leaning the right direction with the 8" size.
We've lived with a 6" as a heater for a similar-sized house in Portland OR, which is almost a similar climate (but doesn't get quite as low due to maritime effect). It was enough for most of the house (all on one level), but the back room with 2-3 intervening walls didn't ever quite heat up, and we did sleep on the heated sofa for a couple nights during our worst cold snap (-teens).
For our current home in a colder inland climate, we have an 8" heater for again a similar-sized house, which keeps everything up to tolerable temperatures (even the back bathroom, which has 2 intervening walls, does OK if we remember to open the bathroom doors while running the stove so it can get some circulation. Also, we insulated this home better, which helps

.) I think you'd have good results in your climate with the 8" heater, and you would not need to run it as long or as often as we do here - probably a couple times a week during the shoulder seasons, building to regular evening fires during the colder parts of winter.
There's more detail here:
https://permies.com/t/41461/rocket-stoves/RMH-stick-built-construction
It does sound like you're in reasonably good shape for a basement heater installation. I'd like to keep in touch and find out how it goes for you, especially if you end up using one of our J-type plans. We give the same standard warnings about basements that Allen has summarized, and given that your situation involves the right answers to each concern (good chimney, routinely used space that is already part of the heating budget, heater will not need to burn unattended), I'd love to hear how it goes.
The scenario Allen describes is a real possibility, I've seen more times than I care to count while prototyping or troubleshooting a dysfunctional stove, that people will open a big door or window to clear out the smoke, and it would be on the downwind side of the building or up high, and make the negative pressure problem worse, causing smoke to pour out of the firebox where before it was a fitful trickle now and then. The upstairs-hot-downstairs-cold problem is one that simply requires sensible family training for any household managing their own heat: If the upstairs person is too hot, they shut the stairwell door before opening a window. End of drama.
If there are concerns about negative pressure problems, or cold starts for that matter, you could do a somewhat shorter version of the 8" heater bench and sacrifice a little more heat up the chimney. Or use any of the cold-start tips in our O&M manual (on scubbly.com alongside our plans, as an excerpt from the Builder's Guide). And I'm sure we've discussed cold starts here on permies.com too, several times.
A cold start is any time the mass (or chimney) is colder than outside air - it will tend to want to run backwards until the fire's heat builds up in the right places. You might notice the same thing with your current woodstove; I know my grandma's basement woodstove, and our downstairs fireplace insert growing up, were more susceptible to this kind of cold downdraft than the upstairs versions. It's partly due to the house itself acting as a chimney, as Allen has been emphasizing; if the house is warmer than outside air, but the stove isn't, then the house sucks warm air upwards and the cold stove/chimney sucks cold air downwards. The strongest negative pressure in the house is at the bottom of the house, just as with any warm flue stack.
You can also have an associated chimney stall: where the heater runs properly for a little while but then builds up a cold plug of super-saturated water vapor, due to repeated cycles of condensation in the cold heat-exchange pipes or cold chimney. Finally the cold plug reverses and dumps downward. If you are game enough to keep the fire going after it regurgitates billowing clouds of foggy smoke at you, half-drowning its own fire, it can draft properly for a while and then do it again, until finally the chimney is warm enough to keep the exhaust above the dew point and the draft starts to operate properly. (Pre-heating the chimney is the trick to avoiding this particular mess, and starting the fire when outside air is much colder than indoors can help too.)
If you're using the heater at least a couple times a week, I would not anticipate a problem. But in the shoulder seasons, first fire of the fall, or returning from an extended a winter vacation, you might need to pull out a few cold-start tricks.
The other thing you can consider is making sure there's plenty of fresh air coming into the basement in the first place. Air-to-air heat exchangers for a windowbox can be made pretty easily, and you could do one for a basement lightwell window (south side if possible for some extra heat). Enough warmed, incoming air to the room helps mitigate negative pressure issues.
So does starting any weathersealing improvements near the top of the house, instead of on the ground floor, so the house holds heat in like a cap. Again, you're already in the right zone having the best insulation in the ceiling, just work your way down from there.
Good luck, and please post more updates (with pictures)!
-Erica W