It wasn’t that there was too much wrong with my 2006 Honda Legend, but maybe I was just getting a bit bored with it.  While I think the Legend is a fantastically under-rated car – what with its silky 3.5 litre V6 and active all-wheel drive – after three years I was also starting to hanker for something else.

The buying criteria varied on the day of the week: one day something spacious and frugal like a Skoda Superb wagon; the next day something fast and fun like a Jaguar XJR. Or, more conservatively, a Falcon G6E, Camry Hybrid or Subaru Outback. But in all cases, the budget was under AUD$35,000, and the car had to be brilliant on the 150km round trip that I do when, for work, I go into Canberra. (This trip might occur two or three times a week.)

Out here, the roads are rough and demanding; you need big lights and the ability to out-brake a kangaroo hopping across the road in front of you. And you also need a car that is easy over long distances – when you’re feeling tired, you want the car to do most of the work for you.

So I looked and looked.

The X350 model Jaguars (2003 to 2007) greatly appealed. These cars are aluminium-bodied, riveted and glued together. They also all have air suspension, and are available with a 3-litre V6, a 4.2 litre naturally aspirated V8 or the mighty supercharged V8. Incredibly, the massive differences in price as new cars is not reflected 12 years down the track… depending on condition and kays, you can buy any of them for much the same money.

Three years ago, when I was deciding on the purchase that eventually led to the Legend, I also considered these Jaguars. However, the pick of the bunch – the supercharged XJR – was then around $50,000. Nowadays, they’re around $32,000. Unfortunately though, there were none available on my side of the country.

[And why have a budget of under $35,000 – in relative terms, not much money? Basically, I think that it’s now enough to buy a very good car. Why? Well, I am not convinced that there have been huge gains in new cars in the last decade or so. For me at least, the major technological improvements of the last 20 years were really good engine management (electronic throttle, variable valve timing, etc) and safety (lots of airbags, electronic stability control).  From a convenience point of view, I like navigation and a good sound system. Pick a prestige car of the last 10 or 15 years and you get all these. Pick a diesel and you’ll also get good fuel economy…]

So Jaguars were off the list, for now at least. So what about BMWs then? If old prestige cars fall badly in value, then 7-series BMWs fall catastrophically. We had a good look at one – huge diameter rims, massive interior space, very comfortable seats… and lots of broken bits and pieces inside. High kilometres too: this BMW reeked ‘money pit’.

And then suddenly one morning I made a decision. We were going to buy a 2010 Skoda Superb wagon, with the 125kW 2-litre diesel and all the fruit. There was one in Sydney (about three hours away) and it looked mint. At $22,000 (but negotiable) from a private seller, I figured twenty grand would get it. Roomy, reliable, reasonably quick point-to-point, well-equipped… yes, this was it.

We went and got $20,000 out of the bank, and off we went to buy the car. My wife, ten-year-old son and I, all very excited.

And in the metal, the Skoda looked really good. We already have a Skoda in the family – a diesel Roomster – so we’re familiar with the practicality built into these cars. The Skoda was huge inside and had lots of thoughtful touches – but it didn’t have navigation. Hmm, for me that’s a downer. (And yes I know I can use my phone but I much prefer inbuilt navigation.)

But what about on the road? I am unconvinced about the driveability of twin clutch autos and, as we moved away from a standstill, I could immediately feel the slightly unprogressive behaviour of this one.

“The transmission has been replaced by Skoda,” said the owner helpfully. He saw it as a positive, but with only 100,00km on the odometer, I just wondered.

The drive was around an industrial area, relatively new with well-surfaced roads. But even on these good surfaces, I could feel the bump-thump of the low profile tyres, and beyond that, the impact harshness was also high. Worse, the car pitched: in ride quality, it didn’t feel well sorted at all. Last time I considered buying a car, I deleted the Superb from the list because a local person with one has experienced dented rims on our bad roads….and driving this car, that wasn’t surprising.

So we said no, and off we went.

It had taken ages to get the money out of the bank (aren’t banks supposed to have money? – they never seem to make cash withdrawals easy) and my wife suggested that, rather than driving home, we stay the night in Sydney. I agreed: that meant we could spend the next day looking for cars – and so we hit the hotel.

That night, I browsed the web, creating a ‘must see’ list of Sydney cars for the next day.

There was a 2004 Mercedes E500 (V8 and air suspension), a 2004 Jaguar XJ8 (this one with the smaller 3.5 litre engine); a 2002 BMW 735i (perhaps this one would be in better condition); a 2004 Mercedes S430 (with V8 and 7 speed auto); a BMW 530 diesel from 2006; S350 and E320 Mercedes (from 2003 and 2004); and another Mercedes E500.  That’s right: no Camry Hybrids or Falcons or Subarus… they’d kinda gone from the list without conscious decision.

Incredibly – well, it seems incredible to me – all the prestige cars were at or lower than the $20,000 we’d got out the bank for the Skoda. I know that expensive cars have always dropped in value fast, but I don’t think in my whole driving life I have ever seen the quality of car now available for the price of an old Falcon or Toyota!

The next morning we were up bright and early – off to see the first on the list, an E500 Mercedes. From the W211 series (2002 to 2009), the E500 was the top of the W211 line (the supercharged AMG E55 excepted). It used a 5-litre V8 with 225kW (and an exceptional 460Nm from 2700 to 4250 rpm) and the first cars had 5-speed autos.

The car we were looking at was dark blue and had a black interior. It also had a panoramic sunroof and an interior that was mint. It also had full Mercedes Benz service history and had travelled just 127,000km over its 10 years of road registration. Surprisingly, it had the 7-speed auto – it must have been among the first E500s in Australia delivered with the better trans. Factory navigation, six stacker CD, nice mix of analog and digital instruments in the dash, superb woodgrain, full memory everything on both front seats. Even a split-fold rear seat (useful for us) and a large boot.

But what would it be like on the road? We took it for half an hour, allowed out with the car sans salesperson.

And the E500 was simply a revelation.

It had three settings for the air suspension; most of the time we left it on ‘comfort’. You could hear the impact of the tyres on small irregularities but could feel nothing. On large bumps, the capacity of the suspension to absorb vertical accelerations was extraordinary. And handling? Hard to find out on a half-hour city test drive, but I threw the car around a few roundabouts and it stuck well, body roll surprisingly low for the apparent softness of the suspension.

But I think that my wife and son were sold the minute I put my foot down: for the V8 cars with the 7-speed auto, the quoted factory time is 6.0 seconds for the 0-100 km/h… and it felt just like that.

We kept staring at each other in disbelief.

How could this old car, that inside felt and looked so modern, a car that went like a cut snake and rode like a limousine – how could this car be stickered at just $18,500? Hell, even if in the future you needed to replace the air struts, or the air compressor, or – well, whatever – you’d still be getting an incredible machine… even for the total outlay.

We offered $18,000 of our cash and the car was ours. That’s less than the price of a new Toyota Yaris….