lower price vs higher price boxster

[ty_wheels]

Hello,

I am looking for my first Boxster , so excited !!!
Decided to look in years 1999 to 2004

A ton of them are sold by short time owners (a couple of months to a couple of years)
and I avoided these, looking for long term owners who took care of their cars and
have maintenance history.

Until now have seen and drove 7 of them.

What I would like to ask here would interest many future 1st time buyers, as they
might have the same dilemma as I have.

I Have 2 options -

$4K-$5K "cheap" 1999 boxter with 120K miles, in fair condition (some paint pealing off in the front), owner from 2003

$10K "more expensive" 2004 boster with 60K, looks OK, not amazing, owner from 2011

From maintenance records I saw that the only big job done on the 1999 was replacing a water pump in 2013.

On the 2004 I did not see anything major that was done.

So on both I expect they will need (probably sooner than later) a clutch (maybe ims replaced), aos, water pump, coils etc. (and definitely new tires now)

meaning I would have to add at least $5K to the initial price in both.

I read here that it doesn't really matter which Boxster you buy,
after 5-10 years it will cost you $20K.

I have never worked on any of my cars, but am a fast learner and willing to learn to do the basic maintenance and small things (not change clutch etc.)

My question is which one would you choose in my case ?

Thank you so much !!!