I went through this process last year with a slightly lower budget,
The problem is that buying at this age different models have different reliability issues which mitigate against particular aspects of the OPs requirements.
Firstly automatic gearboxes at this age need to be torque convertor type so that rules out most VW sourced DSG boxes fitted to various Audis.
This puts you in BMW Mercedes Saab or Volvo models.
The engines for Mercedes at this price are either too slow, the 200k SLK for example, or too thirsty and penalised by extortionate VED rates, 320 CLK comes to mind.
Similar problem with Volvo I'm afraid.
Saabs with the autobox aren't that quick and are also very thirsty. My old 2.0 turbo only managed around 27mpg with a manual box.
The best compromise is a BMW 3 series auto but again you have to avoid the 4 cylinder engines at this age so a nice 325 or 330 fit the bill without incurring high VED rates.
What did I end up with ? I dropped my requirement for the autobox and ended up with a late model Audi A4 convertible. It's very refined and the 2.0 engine has around 200hp and does around 30mpg.
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