Bill,

My suggestions would be to start with the condition of the '95 SL and and maybe do a pre-purchase inspection. That will help with any decision to start with.

I can see that you would swap a 86 SL for a 95 SL due to lower mileage and better condition, but simply on looks, I still prefer the 86.

Your 95 E420 still has relatively low miles. I would keep the car and get the A/C fixed, since you have already replaced the harness and since it is clear you enjoy the car. Can you get the 95 SL without selling one of the other cars?

Only you can make that choice. BUT, you know what you currently have and don't know what you will get with the 95 SL. And sometimes what you have is still better.

The worst thing is to suffer from sellers' regret. I have been there and it cannot be fixed.

Good luck with your decision!

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2012 Mercedes E350
1988 Mercedes 300SEL
1996 Nissan Pickup
2003 BMW K1200GT