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That's like judging a book by its cover. Being dry could also mean that the pistons are seized or that the hoses have collapsed internally and are not giving pressure to the cylinders. On something important as brakes, you should KNOW the condition and not simply guess or base it on what a previous owner said.

Riki - I don't have a press but I know guys that do. So I should be able to get my hands on the proper tools when that time comes.

Don - good point. I know the whole brake system was rebuilt, with all new components from front to rear, when Bob owned it before. But I believe most of that work was done 10-15 years ago. I'd have to check the receipts to be positive. Replacing the other cylinders isn't the end of the world and would give piece of mind. I was very pleased with how much better the brakes were after I bled and adjusted.

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Same with my 400 and that's why I'm redoing them.

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2. Braking dive is a natural dynamic action of vehicles with a suspension.
So if you start with a level car and put it in H, D, or L, go forward, then stop, when you continue forward the car will no longer be level but will remain at the maximum attitude achieved during the stop.
If you execute multiple stops will the attitude continue to increase?

If the headlights are pointing at the ground, have you checked the aim of the headlights? The aim as defined on page 45 of the electrical section (8) of the service manual is measured 25 feet from the car so the angle would have to change significantly to have "the headlights only illuminate 15 feet in front of the car". We need a better frame of reference to use headlight illumination as a measurement.

It should level in any gear. If the difference between leveling and not leveling is the gear you are in, check to see of there is an interruption in the power into the control box.
Next it would be testing the ground signal to the Down limit switch (Blue and Yellow) to make sure the delay switch and limit switch are working. With eh condition of the Up limit switch, you may want to look at the Down limit switch. You have been moving those wires around a bit.

3. You know that there is hydraulic pressure in the rear line as the rear passenger wheel locks. Your inspection of the other three wheel cylinders was that they looked dry. The pistons might not be moving well, far enough, or some not at all. With the price of wheel cylinders it seems to me to be worth it for the most important function. I can lock all four wheels on mine. Of course I'm used to extreme and threshold braking from my years n the racetrack. Someone here in a different thread described his as feeling like they would put him through the windshield.

The other week I was driving with Ross in his 51 and he was showing it off a bit. On the impromptu stopping test, the tires gave off a good squeal, so I'm thinking we locked the rears. And that's a car with MANUAL brakes.

The BTV units, as we know, are so sensitive that you can command max brake pressure almost by accident, so I'd think you could lock at least both rears.

Some "brake dive" is normal. If it is excessive, the problem could be worn shock absorbers, front, rear, or both, weak front springs, or dry or weak rear springs. A lack of lubrication of front and rear suspension parts, including leaf springs, can cause excess stiffness, with will cause issues.

Too much friction in suspension parts will cause ride, stance, and handling issues and would probably interfere with any kind of automatic ride leveling system.