**Caveat: this is your vehicle.  Please consider our opinions as such and make the best decision that you can.**

Here is how I would group things *without* considering price.  I'll try to be guided by your "about five more years" and your climate (assuming that NE Ohio is roughly equivalent to central Indiana <- where I spent six years of graduate school).

Things that would worry me if this were my car and I was trying to keep it functional if not gorgeous:

1. Parking brake: I think this needs to be fixed right away.  Brakes need to work, period.
2. Oil change: don't skimp.  The car won't last if you cheese out on oil.
3. Tire wear: if you have a pencil's width worth of tire tread left, I'd worry less about snow and deep puddles.  If you're checking to see how much of Abe's hair you can see (the penny test), there's a good chance that you need new tires.  You might be able to keep the blow-out replacement around as a full-size spare.  *Insert your best judgment here.*

Next on my list:

1. Strut replacement: if these are original struts, there's an excellent chance that one or more are completely worn out.  If so, you'll have a progressively worse ride and increasing tire wear.  This will be super annoying if you've just replaced your tires.  FYI: I've replaced the struts on both of our cars (about the same age as yours).  It was a full day's work on each (i.e., expect a significant charge for labor) and there were two dead struts on each sides (oil leaks, wouldn't expand after compression, etc).  *I had fun doing it but I'm a weirdo.*
2. Alignment: If you're replacing your struts, you're going to need a new alignment.  Too many things get taken apart and reassembled: increased tire wear and sub-optimal handling will be the main consequence if you delay too long after the replacement.

Now for the "I don't have enough information" portion of our show:

1. Intake gasket: this is a puzzle.  How does the shop know that this is a problem?  For example, if the oil and coolant are mixing, they should be able to show you.  Normal coolant should look like lime-ade (colored but relatively clear).  Anything else is bad in the long term if not fatal in the short.  I doubt that you'd pass emissions, though.  I did research the replacement on your car: this is apparently a daunting task so labor charges apply again.
2. Coolant flush: if gunk is getting in your cooling system, it needs to be flushed.
3. Transmission, power steering, fuel system, fuel filter: what's the motivation for these?  Are these just scheduled maintenance?  Or are there some symptoms motivating this work?

Now, with respect to cost, some of these numbers do seem kind of high (e.g., coolant flush).  I would normally expect scheduled maintenance items to be rolled up into a discounted charge (which didn't seem to happen here).  It's hard to make a specific suggestion on a second opinion but I'll take a stab:

**Find out if the local tire vendor does general service as well.**

Why? The vendor is motivated to give you a good overall price because they want to sell you product as well as services.  If you go in saying that you're considering purchasing four new tires and four new struts, you're pricing out a major sale.  If you also make it clear that you're looking for a shop that will handle some other items on your mind, they might be strongly inclined to negotiate on price.

*This has worked for me in the past.  The tire vendor just down the road has received our active recommendation because they (a) do good work and (b) aren't sexist jerks to my wife (sadly, this is still a concern).*