This week, we’ve been looking at the class of 2005 in cars, and we’re going to finish it out by blowing the budget to smithereens. Today’s cars are both just about the same price now, but one of them is much cheaper than it was new, while the other is considerably more expensive. Which one is a better deal will be up to you.
Yesterday, we looked at a couple of boxy wagony things that have become legends over the past two decades, and are both still sought-after today. Everybody had a story about one of these or the other, and I do always enjoy hearing them. From the comments, I expected it to be a fair fight, but the Honda Element just blew all four normal-opening doors right off the Scion xB.
I’m not so sure that’s the right call. All things being equal, if the choice is between an Element and an xB, I’ll take the Element. But between these two examples, I think I’d feel better about the xB. I didn’t do my due diligence about that Element; it appears that the interior photos were stolen from another ad. It seemed a little hinky, with the mismatched door sills, but I let it slide, and I shouldn’t have. If the seller of the Element is stealing photos from other ads, what other fast ones are they trying to pull? In this case, I think the sketchy SE 82nd Ave dealership in Portland is actually the more honest seller. Scary thought.

Generally speaking, unless you’re talking about rare classics, cars depreciate from the day you drive them off the lot. Never look up the blue book value of a car you just bought new; it’s a number you really don’t want to see. And it just gets worse as time goes on. But sometimes, rarity and desirability can combine to raise a car’s value before it reaches classic status, so it ends up costing significantly more used than it ever did new. Is it worth it? Well, that’s up to the buyer; you can consult all the price guides you want, but in the end, a car is worth exactly what someone is willing to pay for it on the day it sells, and not a penny more or less.
One of today’s cars is a high-end luxury car, and as you may expect, its value has dropped like a rock, and hasn’t yet bottomed out. The other is a very rare version of a common vehicle in excellent condition and with low mileage. Somehow, their prices have crossed paths, and either one will set you back $40,000, give or take. Let’s take a look.
2005 Bentley Continental GT – $42,500

Engine/drivetrain: Twin-turbocharged 6.0-liter DOHC W12, six-speed automatic, AWD
Location: Oakland Hills, CA
Odometer reading: 40,000 miles
Operational status: Runs and drives well
The story of Bentley, as is the story of so many British car marques, is one of a long tradition of very cool cars set against a backdrop of mergers, acquisitions, bankruptcies, fights over trademarks, and eventual watering-down by a new corporate owner. This Continental GT can trace its lineage back a hundred years, to the heady days of Brooklands and the Blue Train Races, but mechanically, it has a lot in common with an Audi.

High-performance Bentleys have always had some pretty bonkers engines, from the enormous and sometimes supercharged inline sixes of the 1920s, to the turbocharged Rolls-Royce V8s of the 1980s and ’90s. But new corporate owner Volkswagen brought its own special sauce to the Bentley recipe in the form of its W12 engine, here sporting twin turbochargers and putting out 552 horsepower. It’s an engine no sane person would devise, but that makes it kinda perfect for a car like this. Power is important, yes, but having that power delivered with a bit of panache and flair is crucial. The W12 drives all four wheels through a six-speed ZF automatic with “Tiptronic” manual shifting capability. It runs and drives great, and has “no mechanical issues,” according to the seller.

If you hate the blandness and sameness of modern car interiors, the solution is to buy a Bentley. Look at this glorious cockpit. It’s all real leather and real wood, of course, and all done by hand. The seller says the headliner has just been redone; apparently, droopy headliners are a common problem with these cars. The window regulators are new, too, and everything else works well.

There’s no mistaking the styling of this car for anything else, and that’s kind of the point, too. Why bother buying a Bentley if everyone doesn’t know it’s a Bentley? The two-tone job is a partial wrap; the silver is vinyl, and the darker gray is the paint color. It’s removable if you don’t like it, but I think it looks good.
2005 Jeep Wrangler Unlimited Rubicon Sahara Edition – $39,975

Engine/drivetrain: 4.0-liter OHV inline 6, four-speed automatic, 4WD
Location: Mesa, AZ
Odometer reading: 65,000 miles
Operational status: Runs and drives well
What’s cooler than a Jeep? More Jeep! Stretching the wheelbase of the old CJ-7 to create the CJ-8 Scrambler made it way cooler, and I’m not just saying that as someone who learned to drive in one. The Scrambler only lasted a few years in the early 1980s, but in 2004 Jeep did it again, with the LJ Wrangler Unlimited, a TJ Wrangler with an extra foot and a half of Jeepy goodness. The Unlimited only lasted for three model years, and in 2005 Jeep produced the special “Sahara Edition” as a tie-in with the action adventure movie Sahara, which I think I’ve seen but I can’t really remember. Only 1,000 Sahara Edition Wrangler Unlimiteds were built; this is number 968.

As rare as this special edition Jeep might be, its mechanicals are tried-and-true: the old AMC 4.0 liter inline six, a Chrysler four-speed automatic, and on-demand four-wheel-drive. Since the Sahara Edition is also a Rubicon model, it includes all the off-road goodies that go along with that badge, like lockable diffs, a 4:1 low range in the transfer case, and bigger wheels and tires. This one has only 65,000 miles on it, and hasn’t seen much, if any, off-road action. It runs and drives just fine, and I think the biggest problem would be refraining from treating it like a Jeep and ruining its value.

There is a distinct lack of good interior photos in this ad; this is about as good as it gets. There is another photo showing the upholstery under that towel on the seat, and it’s in beautiful shape. Another photo shows a crack in the plastic of one door panel, but the rest of the interior looks showroom new. It has some aftermarket power-retractable running boards, but the seller says there’s an issue with the passenger side one.

It’s near-perfect outside too, and the seller says it has always been garaged. I suppose that’s good for keeping the value up, but in my opinion, Jeeps were never meant to be collectors’ items – no matter how rare. This thing shouldn’t have reached 20 years old in this condition; it should have dings and scrapes and another hundred thousand miles on the odometer. It should be festooned with stickers from national parks and tourist traps. It’s one of a thousand special edition models from a movie no one remembers, so who cares about its collectibility? Someone please buy this thing and give it the hard-knock life it deserves.
According to Edmunds, the Bentley sold new for about $155,000, and the Jeep for around $28,000. One has lost more than a hundred and ten grand in value, and the other has gained about ten. But which one is the better deal at its new price? You’ve got all weekend to think about it. See you back here on Monday!









While there’s so many better ways to spend $40k on a vehicle, if I HAVE to pick one of these its the Conti
To be fair, DT will have $40K+ in his WWII Jeep buildup. And no A/C.
They are both double what they should be. But why you would spend $40k on a 20 year jeep is beyond me. But like I tell the Corvette guys if you want a vehicle that will hold its value buy a wrangler. If the Bentley is completely mechanically sorted and has receipts I guess I could see it lots of dumb expensive things to happen to those.
The Bentley has had a power window regulator replaced? I BET it had/has those brittle little white plastic regulator brackets as used on all VW products around that time (including my ’00 A4 Golf). What a load of cack I say! That’s right: CACK! You charge Bentley prices for a big Audi in British clothes, and VW can’t even bother to put in the metal brackets (the replacement part for the broken regulators feature a metal bracket instead of the original plastic one)? I don’t care if VW sells its own currywurst: this is simply unacceptable!
What? $42K for a 20-year-old Jeep? What? What? The fuc<?
I voted Bentley (though I don’t want either car, not even a little) because when the car becomes inoperable/impractical to fix, at least you’ll have a nice leather-and-wood lined place to sit.
I thought I’d be in the minority voting for the Bentley but was pleasantly surprised not to be. It’s a terrible life choice for sure but $40k for an old Jeep is a sin
The Wrangler comes with $25k cash in a bag under the seat so… Wrangler for me
Where is the neither button.
I love a TJ. My family has owned 3. My mom currently drives a 06 Rubi Unlimited. It has 60k on it. I can’t imagine how high you would have to be to spend 40 grand on that thing. Don’t get me wrong, I love it. One of my first cars was an 03 TJ I got for 10 grand with 55k on it. The issue with spending 40 grand on a TJ is that you will be afraid to do any TJ things with it. Like keep the top off all summer, unafraid of rain because, well, its a TJ.
All that being said, I’d still take the TJ. lol
Hmm… pay $40k for a Jeep that should be worth $10k, or pay $40k for a platinum-tier subscription to the “repair bill of the month” club.
Time to lace on my walking shoes.
Edit: also, wanna see one of HR Giger’s best works? Take off the timing covers on that W12.
See a reference to Giger, smash the like button of said Giger reference.
I’ve never voted on these. Do you just say in the comments which you prefer or is there a button to push than I can’t seem to find?
click on the circle next to your choice then hit vote.
There are no circles to click on. I can click on the vehicle names but that just takes me to their listing pages. Are the circles supposed to be at the bottom of the article? Because there’s nothing there. It just says “See you back here on Monday!”
You just have to wait for it to load, I think.
Thanks. I just don’t think it works for me. Must be some security settings or something.
I woulda picked the Bentley for what that’s worth.
As far as used Continental GTs go, that one actually looks taken care of and not abused by a Russian mobster. If everything’s on the up-and-up, at 40 grand it could be a steal.
The Jeep at 40 grand is a steal, but in the other direction.
I’m not interested in the Bentley at any price. I’d be interested in a non-rusty LJ, but not at THAT price. I’d circle back in six months when no one has called about it and see what he’s willing to negotiate.
Why the hell is a Jeep in Mesa, AZ listed in the San Diego, CA craigslist? That is just disgusting.
I would suspect that maybe the owner lived in Mesa and the next-of-kin is in San Diego. But perhaps I see death everywhere.
Also there is nothing tried and true about a Chrysler built 4 speed auto. They are garbage.
What’s the point of owning that Jeep? A pristine Jeep is a cool toy that hasn’t been played with. I’m interested in buying a Jeep, but I’m looking at the complete opposite end of the market. A janky, pre-destroyed $4,000 Jeep will almost certainly be more fun than this. Plus, $40k is delusional.
I am genuinely interested in the Bentley. I have always wanted a Continental. I am sure maintenance is expensive, but for something to drive occasionally, it probably wouldn’t break the bank. I hate depreciation on new cars, but I love depreciation on used luxury cars.
Neither. The fact that the LJ is an automatic automatically disqualifies it. Thats the pricing you see for “holy grail” stick shift Rubicon LJ’s with no miles on them.
And that would still be absurd pricing on those “holy grail” versions.
There is no way in hell I’m paying 40 grand for a 20 year old jeep.
Came here to say this!
I want a friend that goes out of town a lot and lives next door to buy that Bentley. I’d be a caretaker, but never an owner.
I know the Bentley will kill me in a repair cost some day, but it’s so beautiful. Actually checked and the scheduled service does not look that different from an Audi
And that fills you with confidence??
No, but it also did not have a $3500 Timing Belt ( water pump etc) change that my A3 had at 135K miles..
Heh. Gotta love Audi…
That Jeep was 29k new. That price is some 1 of 5 Corvette owner “Ultra rare options” nonsense. That is a 12k car all day. It’s not my fault they didn’t use it in the last 20 years. Bentley all day on this one.
I was expecting the Jeep to have less than 10k miles on it, and not a single flaw at that price. I’m not paying 40k for a 20 year old Jeep.
I don’t really want the Bentley? But at least it provides an experience I can’t get from most other cars at that price. Assuming I can keep it running anyway.
I was expecting the Jeep to be a G-wagen.
This is a perfectly horrible scenario for me.
There’s the Bentley highway cruiser I want, but will ruin me financially. Depreciation, whatever, I’ve spent the $40k and that’s gone. It’s when it breaks/needs repairs that I will weep. But it will absolutely destroy highway miles in comfort and after having done a 1200 mile road trip in August, comfort matters on those days.
Then there’s the anti-David Tracy Jeep. A vehicle I have limited interest in and is so expensive as to basically prevent me from using it as intended, because thrashing a Jeep off-road tends to be a value-killer. Buy a cheap(ish) one and thrash that.
Jeep, grudgingly. It’s not going to get tons of use, but at least it’ll minimally depreciate and won’t bankrupt me when it needs repairs.
That Jeep is crackhead priced LOL
UGH, neither. one will be in the shop all the time and the other is British
It’s not though; it’s wildly, stupidly German. It just has ‘Bentley’ written on it. Id still take it over the overpriced Jeep, mind you.
Bentley! When it inevitably breaks, I’ll just leave it parked in the garage as a place to sit and listen to music while enjoying a cold one.