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Ok, here is the current situation:
I own (paid off) 2004 Red Vert with 31K miles (daily driver).
It is getting close to the point of having to buy new tires and the warranty is almost up. So I am estimating some expenses coming along, new tires, and possibly buying an extended warranty. Here are my options I have looked at:
1. Keep the car, buy new tires, warranty, and maybe put an exhaust on it or something.
2. Trade it in on a 04 Z06 Z16 with less then 900 miles, but we are at a difference of 6K$ right now, probably can get it for $5K difference.
3. Trade it in on a 05 Viper for a difference of about 30K. The viper is brand new. Only thing stopping me from this is buying/building a new house right now.
4. Trade it in for a S2000, just for something different I suppose.
5. Trade it in for some $5 grand used civic, and sink the rest into the market?
So a NEW Viper is only worth $30k more than a used C5 Vette!!! The last time I looked a new viper MSRP was over $90k. Anyway, the viper sounds cool and more fun than a house, But the house would be the smarter choice. Stick with the Vette you have now and build that house.
Anything that is paid for in this day and age is a blessing. Keep the current Vette, mod it to your liking, and enjoy the hell out of it. Being able to put more money toward your real estate is a great idea.