I lived off the grid for 5 years before moving a couple miles down the road and back on the grid about 2.5 years ago. This is what I can tell you.

Yes, you can run a well pump off of your solar, but for sure, it is a huge draw. If you decide to go off-grid, I would consider a larger pressure tank or some other sort of elevated tank for gravity feed that you can charge when it's sunny and not worry about sapping your batteries when it's not. Frequently, when the sun went down, we would just turn off the breaker to the well pump so that it would not try to charge our tank in the evening when we were running on battery power.

Power tools will just not perform the same way off of batteries, unless, perhaps, you get a beefy 48V system. (12 or 24V are standard for battery setups). So, yes, you will be running a generator a lot if you are woodworking. If you go this route, I would recommend a 1800 rpm diesel generator. Low rpm means less wear and tear and the diesel means that maybe one day you can convert it to biodiesel and grow an acre of sunflowers and press the oil. Green Mountain Generators in Vermont sell repurposed military grade generators that can withstand the harshest of conditions.

I am a musician and found that my electric amps sounded horrible with solar electricity through my inverter. Unless you get a pure sine wave inverter (very pricey), you are likely to experience some humming with certain appliances, including sensitive electronics like computers.

There are super efficient fridges and freezers. We had Sundanzer chest fridge and freezer. Chest fridge is funny, but the design keeps the cold air in when you open it. Super insulated, designed by some ex-NASA scientist, I think.

We raised chicks too. Brinsea makes a great energy efficient warmer that was not a huge electrical draw.

I had a dream of complete self-sufficiency when I moved off-grid and it was a tremendous learning experience, realizing that the idea of self-sufficiency is a mirage. You can always do things to make yourself more resilient and more adaptable to the changes that are coming. But you will always rely on something outside of your realm. I think the idea is to tighten those circles as much as possible. And so now here's my opinion:

The grid is a tremendously powerful tool that I think you should use to advance your overall resiliency. I have been happy to be back on grid and have a washing machine, which freed up a few hours every week at the laundromat. Power tools hum, amplifier doesn't.

I think, with that $17-$24K, I would make some purchases that would benefit me in a no-electricity situation. For instance, a Bison hand pump for your well head ($3k or so) to ensure that you will always be able to access your lovely well water. If you go off-grid, you are still dependent upon the mechanics and electrical components of your well pump to survive. With a basic hand pump, repair and maintenance are much simpler. Water is life.

I would make sure I had a wood stove for heat or even better, a wood fired cook stove with a water jacket. Now you have a way to cook your food and heat water even with no electricity. The Waterford Stanley ($2-3K) is considered a great stove and I have heard great things about Elmiras as well.

Maybe you get that diesel generator ($3-4k) for situations when the grid is down and you need to power your freezer so that you don't lose your chicken harvest. My experience is that the grid is not usually down for too long. I don't know where you live or if that is the case for you as well.

Once you have your basics covered for a no-electricity situation, then I think, sure, start thinking about solar panels. I've got you to about $10k with what I recommended. You can start with grid-tie to just offset your electrical costs and not worry about fussing with batteries, and then have the option in the future to "island" your home with batteries, especially as the technology improves and we move away from nasty lead acid batteries. It's already happening with things such as the Tesla Powerwall, but I envision much bigger leaps in the decade to come that will make storing your own energy much easier and more efficient.

Anyway, that's my take. I am happy to be on the grid and learned a lot about not taking electricity for granted. I think that, perhaps, is the greatest takeaway from being off-grid, along with viewing the grid as this incredible tool that we currently have access to that can help us move toward increased resiliency. I think preparing for life without electricity is a wise move, hoping that our infrastructure does improve and last, but certainly not counting on it. But who knows, in 10 years when you need new batteries or in 30 when you need new panels, are you going to be able to get them? Or are you more likely to be able to find a rubber gasket or a washer or screw to fix your hand pump on your well?

I wish you the best and am following you now to hear about your adventures!