1999 Mercedes-Benz S500

The final year of 1999 for the W140 Mercedes-Benz is one of those “hindsight is 20/20” things. At the time, no one probably had any idea that 1999 would be considered by many to be the last of the true over-engineered cars from Mercedes. From the mid-1950s, the S-Class was basically the standard for full-size luxury cars. So the year 2000 rolls around with the launch of the W220 and everything is status quo with the S-Class, right? Not really. I don’t blame Mercedes for going tech heavy with the W220, it is what needed to be done to compete with 7-series, A8 and the real killer, the Lexus LS. The problem was the early W220 didn’t live up to quality and reliability standards that S-Class owners were used to. Combine that with soft styling and a car that didn’t “feel” like a S-Class and you have a real problem. Now it’s 2017 and we look back on the W140 has the last true beacon of hope for feeling that old Mercedes charm while W220s languish for sale on Craiglist for $2,700. But right now these nice W140s aren’t being snagged up like W126 560SELs are and prices reflect that. So when a nice late-model W140 does come up for sale, is it time to buy?

CLICK FOR DETAILS: 1999 Mercedes-Benz S500 on eBay

Year: 1999
Model: S500
Engine: 5.0 liter V8
Transmission: 5-speed automatic
Mileage: 154,845 mi
Price: Buy It Now $8,995

Key features: Leather, 6-Disc CD-Changer, Bose Sound, Heated Seats, Moon Roof, Tinted Windows, Xenon Headlights
You are bidding on a 2nd-owner vehicle in excellent condition. The owner is motivated to sell.
This sedan looks stylish and drives nice and smooth. Come take it home! You will be thrilled to own it. Take a look at the detailed series of 36 pictures below.

1995 Mercedes-Benz S500 Coupe

In my opinion, the W140 coupe didn’t age particularity well. That isn’t a huge knock on it because not a lot of cars from the early to mid-90s did age all that well. I think in some angels the C140 looks very handsome, not very offensive. But from other views, mainly the front profile like you see in the photo above, it all looks very odd to me. I totally get why I think it looks this way, you have massive flared fenders up from and a giant rear quarter panel in the back. This is all very good except for the fact that the 16 inch wheels don’t fill out these spaces. The car looks almost top-heavy to me. This of course can be fixed with a proper set of wheels and some suspension modifications. (I still regret not buying that car.) Then again, the main reason you bought this massive coupe is to relax, not worry about bending a $2000 wheel on a minor pothole. You can see the how much I think about this stuff.

CLICK FOR DETAILS: 1995 Mercedes-Benz S500 Coupe on eBay

Year: 1995
Model: S500
Engine: 5.0 liter V8
Transmission: 4-speed automatic
Mileage: 76,500 mi
Price: No Reserve Auction

· Mileage: 76,500 Color: White over gray exterior/Grey leather interior Owners: 5 Clean title and Carfax

· W140 series (last of the “because they could” big cars built by MB). Classic design coupe; rare, less than 15,000 total production from 1992 – 1998. Car spent the first 18 years in California and Florida.

· Legendary 5 liter M119 V8 engine (last engine to win overall at Le Mans for MB): 315 hp at 5600 rpm and 347 ft/lbs of torque at 3900 rpm. 4-speed automatic transmission/no shift problems.

· California/Florida car.

1992 Mercedes-Benz 500SEL

It has been a while since I featured a nice W140, but this example outside of Detroit has given me a perfect excuse to check out another one. This 1992 500SEL in Arctic White with the outstanding Saffron leather interior has everything you would want out of an early W140 and a few extras that I think are great additions. Of course, all this comes with a price tag.

CLICK FOR DETAILS: 1992 Mercedes-Benz 500SEL on eBay

Year: 1992
Model: 500SEL
Engine: 5.0 liter V8
Transmission: 4-speed automatic
Mileage: 104,898 mi
Price: Buy it Now $8,000

1992 S500 Immaculate. White over Palomino. All options including self closing latches on doors, power rear view mirror, self closing latch on trunk . . . . . . . . . . The vehicle has never been driven in the winter and has been kept in climate controlled storage. The car has never been through a car wash, only hand washed. I bought it with 99,000 a decade ago, and now it has 104,898 miles on it. It has been a summer Sunday driver. Living in MI does not afford me the opportunity to enjoy the vehicle as much as I’d like to which is the reason for selling the car. As a Benz aficionado you would know that all big body big engine Benz’s were 500SEL’s in 1992. In 1993 they became S500’s. The second owner, a physician in Myrtle Beach SC, bought the 20 inch AMG wheels and low profile tires you see on the vehicle in 1996. He also had the fascia’s on the front and back bumper and side fascia all pained white to match the rest of the car, and re-badged it an S-500. Since the wheels came out in 1996, and the all one color “Euro” look came out at the same time, most think its a 96 car or later.

Slippery When Wet: ex-Jon Bon Jovi 1994 Mercedes-Benz S500

New Jersey: Strip malls, used car lots and Bon Jovi.

Somehow these things lead me down a convoluted path to talk about a 1994 Mercedes-Benz S500. What’s the connection?

From the title, you’ll know of course this is not just any W140. It is a W140 once owned by Jon Bon Jovi, and now it is for sale in New Jersey. At a secondhand used car lot, across from a strip mall. Bingo!

CLICK FOR DETAILS: 1994 Mercedes-Benz S500 on eBay

1993 Mercedes-Benz 500SEL Limousine

Limousine conversions can go either way. The way I enjoy them are the factory conversions which Mercedes-Benz calls the “Pullman”, a term carried over from railroad cars that were built to be relaxed in. Their fit and finish is totally perfect, which makes sense because these cars were usually built for heads of state like Boris Yeltsin Vladimir Putin to be the ultimate in chauffeured transport. On the other end, companies have taken the standard production car, sliced them in half, lengthened them, stitched them back together then added their own interiors in the passenger compartment. These cars were mostly used as shuttles for kids to puke up their Jägermeister on the way to the prom. Today’s 500SEL for sale outside of Boston is one of those types of limousines. Yea?

CLICK FOR DETAILS: 1993 Mercedes-Benz 500SEL Limousine on Boston Craigslist

1999 Mercedes-Benz S500

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There are few things that fit together better than a W140 Mercedes with AMG Monoblock wheels. Just like the car, the wheels are big and flat. There are no thin lines, no 18 different curved spokes with fake bolts – just wide but simple 5-spoke wheels. I’d really like to own this combination, but I’d certainly have an aneurysm from my passengers slamming the doors like it’s a 1987 Ford F150 with the word ‘FARM’ spray painted across the tailgate no matter how many times I tell them they are soft-close. If you have friends that take direction better than mine, then you are in luck with this 1999 S500 for sale in San Diego, California.

CLICK FOR DETAILS: 1999 Mercedes-Benz S500 on eBay

2002 Mercedes-Benz S500 with 5,100 miles – REVISIT

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A few weeks ago I looked at this 2002 Mercedes-Benz S500 with a mere 5,100 miles on it. I explained the downfalls of buying this specific car as you can pretty much predict it’s fate as soon as you start driving it. The auction started out innocent enough with a $200 opening bid but did have a reserve. Seeing as this isn’t a face lift car and you can snag up a decent W220 for very little money, I honestly expected this car to end somewhere in the $15,000 range. That is about double what a 2002 S500 goes for with around 100,000 on it, but boy, was I wrong. This car gathered 44 bids and finished at $30,600 — that didn’t even reach the reserve! Just to put that into perspective, you can grab a 2010 S550 for under $30,000 or if you want to get crazy a 2008 S63 AMG for that same price. Whoever was bidding on this car really must love the W220. Now that the car is up for auction again I can’t wait to see what it ends up this time.

CLICK FOR DETAILS: 2002 Mercedes-Benz S500 on eBay

The below post originally appeared on our site October 10th, 2016:

2002 Mercedes-Benz S500 with 5,100 miles

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Recently I looked at a couple unique W220s in a short wheelbase 2006 S350 and an armored 2001 S500. Today’s car isn’t anything odd or unique, just a regular 2002 S500. But makes it special is that it just happens to have only a little over 5,000 miles and look basically brand new. So lets take a look at this W220 up for sale in California before it starts rusting away and the interior buttons peel.

CLICK FOR DETAILS: 2002 Mercedes-Benz S500 on eBay

2001 Mercedes-Benz S500 Guard

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The last report I saw had 97% of the world’s governments owning a Mercedes-Benz S-Class. By process of elimination of car manufacturing countries, you can probably figure out which countries don’t need the services of the S-Class. Statistically, this means that some governments with less than stable political climates have been subject to attacks on politicians riding in the S-Class with some ending up OK while others ending tragically. A big part of that has to do with armoring.

In 1980, Anastasio Somoza, then President of Nicaragua, was attacked by a Sandinista commando team while riding in an armored W116. Two machine guns, two AK-47 assault rifles, two automatic pistols, and a RPG-7 rocket launcher with four anti-tank grenades and two rockets were used to bombard the car. One rocket even hit the upper part of the windshield and blew the roof off. Amazingly the car still ran but sadly, no one inside survived. In 1995, then Georgian President Eduard Shevardnadze was attacked while riding in an armored W140 by a group yielding AK47s and was hit twice by RPGs. One hit the hood, the other hit the grill. Two body guards in the front seats didn’t survive but Shevardnadze? Riding in the rear of the car, he survived. In 2008, Pakistani Prime Minister Yousuf Raza Gilani’s motorcade which included a model similar today’s featured car, an armored W220, was hit twice in the windows by gunfire. No surprise – if a rocket couldn’t get through, neither did the bullets.

That record of survival alone is worthy of us taking a look at this 2001 S500 Guard for sale in Los Angeles.

CLICK FOR DETAILS: 2001 Mercedes-Benz S500 Guard on eBay

1998 Mercedes-Benz S500

The late 1990s was, in my opinion, a watershed for executive sedans. The much revered BMW E38 7 series was about halfway into its production lifespan, offering up what was arguably one of the best designs the company has ever released. Then we had the Audi A8. In the wake of the V8, which was a bit of a sales disappointment, Audi was back with this all aluminum luxury saloon and even offered a hot version – the S8 – for those who wanted the ultimate high performance luxury express. Then there was the W140 Mercedes-Benz S-class. Having been introduced in 1992, this was a car on its way out, but it still had some fight left in it. Compared to the BMW and Audi, the Mercedes had rather brutal, monolith appearance to it. It was still, however, a supremely capable automobile. The example we see here for sale in Texas is the popular S500 with the 5.0 liter V8. In black over black leather, this completes the iconic look for this CEO express.

CLICK FOR DETAILS: 1998 Mercedes-Benz S500 on eBay