I've been a 911 owner for over twenty five years, having owned quite a variety of 911 variants. The cars you've selected each are unique and have ups and downs depending upon your intended use and your budget.
The 1969 will have the smallest engine, need the most work and will cost the most to acquire a nice example. These cars are narrow body and a blast to drive; E's are expensive and an S will cost big dollars (997 territory)!
A 1973 RS Replica is a fun car and fairly easy to acquire. Most have 3.0 or 3.2 liter upgraded engines (as opposed to the potent 2.7), are lightweight and fun to drive/autocross or even track. These cars can be had for $25 to $30k and were commonly built from a "T" model. These tubs were not galvanized, so finding a clean one takes some knowledgeable looking.
'87 thru '89 Carrera is a 3.2 liter DME with the G50 tranny...the best of the '80's Carreras and a nice driver. These are fairly heavy cars and a bit more modern, but not much.
Don't count out the 964 models with the 3.6 liter...they are considerably more modern than the '80s Carreras and quite a good buy.
I recommend you spend some time on
www.pelicanparts.com 911 forums, as there is a wealth of information on the site. As I said, really different cars; each with a different purpose.
BTW, I really enjoy my Boxster S and it will run circles around most, but the modern 911s (I'm a driving instructor for PCA and a couple other schools).
Good luck!
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