Used Mercedes-Benz SL-Class convertibles for sale near Berkeley, IL

I worked with Regis on a 2000 Corvette and can say it was the easiest buying experience. I’d asked to have the front fender alignment looked at and he had it fixed along with a missing trim piece. The car was in excellent shape and all modifications were disclosed. He’s very knowledgeable and easy to work with. Pricing was very fair and I was in and out within a half hour on the day of pick-up. You can tell he genuinely enjoys the work he does and it shows. Thank you Regis and everyone at Illinois Motors for helping me find my dream car.

This is the 2nd SL class I've owned, so ill try to keep this objective. These are state of the art vehicles with features way ahead of their time. They are built straight forward and repairs can be undertaken by the owner more than one would think. If you can find one in a salvage yard, you can learn how things come apart with little risk of damaging your own. The value of the experience sometimes outweighs the time it takes to learn. If that makes any sense... This car is easy to love, who wouldn't? Neck breaking acceleration, sexy good looks, the way it cradles its occupants, and surrounds them with luxury appointments unmatched by other maker's offerings. The feel is rock solid at the wheel and pedals, despite how heavy the car feels. More than enough ponies, to confidently pass or merge, and brakes that could stop a semi-tractor. The gauges are well placed, and logical information comes at your finger tips with the multi-function steering wheel. The cockpit seating seems to have an Infinite number of positions, and the easy exit feature will undoubtedly preserve the leather of the lumbar lobe. Controls are semi-ergo friendly; however the roll bar and hard top controls would be better positioned anywhere besides directly under your elbow. Concealing the roll bar up/down switches beneath the top control, does not demonstrate forethought by MB engineers. Driving the car is truly exhilarating, top up or top down. The sound remains with BOSE, and a disc changer allows for more choice. Staggered wheels are staple with the MB roadster, and improved with 35/40 series width adding to the nimble agility already demonstrated by the car. So... What's to hate? Depreciation! I feel sorry for the 1st owners of an SL. At the same time i envy that they can take it in stride. If it were not for these brazen buyers, i would never be able to afford this car. Repairs and failures... Fortunately, I've got advanced wrenching ability or this car would keep me in hock up to my neck. Although the hard top is a mastery of elegance in motion, it is delicate and prone to failure. The deck lid/boot cover/trunk lid, can present quite a challenge when, (not if), the latch fails. There is literally no way to get at the repair w/o creating damage in the course of gaining access to the latch assembly. I ended up designing and fabricating a tool that can reach the manual release levers from the rear of the cockpit. This body style incorporates a fuel cel that has an internal problem. A baffle becomes disconnected and creates an obnoxious clunk at the storage bulkhead. The fix is said to call out 18+ hours of tech time to remedy. (Ouch!) The bottom line is: you take the good with the bad, and hope that you can DIY when the time comes for repair. Till that time...enjoy the love.

Jose, Josh and Alex were very professional and very attentive to my needs. I appreciated all the help they gave me. Excellent customer service. Thank you guys!

In my opinion, the 1999-2002 SL500's represent the very best two-seater convertible in the world at any price. Sure there are now metal-retractable-top convertibles, and they're very slick - however, as far as classic rag-tops go, there is nothing that beats the SL500 in all six categories... In the under $100K price-range, there was nothing at the time to beat it - the Jaguar XJS and XK8 are both nice, but the SL is just more solid, more subtle and engineered to perfection. Whether it's competing with a Porsche Cabriolet, a BMW Z8, a Jaguar or any number of other prestige-brand luxury two-seaters, the SL holds its own against convertibles even in a higher price-range, such as late-90's early 2000's Aston-Martins, Maserati's (99-2002), and even the comparable Ferrari's (355 Spyder)... To find a car more competent, fast, stylish AND comfortable is not easy - at any price. I bought a '99 SL500 with 42K miles on it - it has been just stellar. I bought in 2009 for $20K (less than a fifth of its almost $100K new-car cost). Fast, fluid, fun - and safe, reliable and efficient... People don't buy these for the gas-mileage, but they are as efficient as anything new in the same class - I get over 20mpg average, and that's with a 300hp V8... Even the brand-new models don't do much better. In any case, I cannot fault this car in any category - the styling, both inside and out, is timeless, elegant and sporty. The car rides beautifully, is hushed at all speeds, handles nimbly (especially for such a heavy car) and feels solid as a vault. Although I had to do a fair amount of maintenance to get the car perfect when I bought it (such as power-top actuators, etc.), there were no surprises, as we had the car inspected. A properly-maintained car is incredibly reliable and durable - they are built to deliver lots of trouble-free motoring, and they are just about the classiest thing out there. Although this model (99-02) is now passing the ten-year mark, it is still so modern in every respect - from performance to comfort and safety... The only thing it doesn't have is Navigation and parking sensors - two things I've never missed, as the car is a very modest size (easy to park), and it's easy to use a smart-phone for navigation... Bottom-line: the safest, most reliable convertible of this genre - a beautiful, elegant car that still holds its own thirteen years later...

Very personable group of people. We had great conversations about cars and trips and the tail of the dragon. They went out of their way to make sure we were happy with the Trackhawk. Very up front and honest.

I had a 2013 was total loss after a pickup truck ran into me on my driver door! walked out with no problem! Very safe car. im living proof. Now i replaced it with a 2014 sl550 Im A happy man!!!!!

Overall, the experience was very good. We purchased the car from Mo, a polite, soft spoken man that gave us zero pressure during the entire sales process. His communication was excellent throughout the process. The car needs a bit of work, but it was listed at a great price. He offered an optional extended powertrain warranty, and fixed a worn-out serpentine belt when a local mechanic pointed it out during a pre-sale inspection. Thanks!

I bought my 2003 mb SL500 in 2023 with 30,000 original miles. It runs excellent has a bullet proof engine and design will always be IN vogue cuz of its sleek design. I got all the previous repair receipts from original owner which is great to know the history. As with any 21 yr old car there may be repairs. I have a great MB independent repair shop called Star Motors in Gainesville Fl who really knows these cars and they fix them right and for less than a dealer. Sure thing’s can go wrong and I have found repairs about 25% more than Honda or Toyota. One has to factor in repairs no matter what. I like the 5.0 engine and one thing is they last! They ride so smooth on the wide tires on the highways and there tight steering. Bose sound system still working great afte all these years. Buy one have it inspected if your worried. There in my view great cars. Depreciated a lot since new at $100,000 out the door. So paying 15k to 20k is a bargain. You’ll love it!

It was very excellent. The sales representatives was very professional and curious. He went above and beyond. Even tho me and my wife live 2hrs away. He responded promptly to our calls and delt with any issues we had.

A few concerns to address, the first is ABC active body control is a concern for this car. I own Phone Doctor in Frederick Maryland and hardware tech is my passion so I want to give my feedback. I love the classy lines of the exterior. The interior is equally elegant and tasteful without gaudy disco lights. I was mesmerized into test driving a 2005 SL500 because my daily driver is a 2001 Mercedes s600. The audio system is lackluster, next weakness is the headlights, but the biggest problem is the ABC (active body control) hydraulic suspension. The audio system is disappointing and leaves me feeling flaccid but I’m used to twelve inches of JL systems shimmed into my high school hoopties. The audio system is not the deal-breaker for this $90,000 machine. And the mediocre headlights can be remedied with aftermarket auxiliary lights. The biggest weakness is the high performance suspension system. Mercedes likes to call it ABC (active body control). The hydraulic pump, seals, and mechanical moving parts gets weak and loses its performance anywhere between 80,000 to 150,000 miles. It’ll cost just as much to replace the ABC system than it does to purchase your 2nd hand sl500. If you’re in the market for one make sure you have an extra $20,000 in socked up before you drop your drawers and plop $15k on your first SL500. A dream ride with one last caveat: This car will draw a lot of attention from single ladies!

Barry at Icars of Chicago has been phenomenal since day one, and he truly shines even a year after I bought my car. When I reached out with a follow-up issue, he didn’t hesitate—he jumped in, listened carefully, and helped me get things sorted quickly. It’s rare to find a dealer that stays engaged long after the sale, and Barry embodies that in every interaction. What stands out most is how they stand behind what they sell. I felt supported and respected from the moment I walked in, and that commitment hasn’t faded over time. The team’s customer service is second to none—honest, responsive, and genuinely invested in making sure you’re happy with your purchase. Their focus on building long-term relationships, not just closing a deal, is the best I’ve seen anywhere. If you’re shopping for a car and want a dealership that treats you like family while delivering real value and ongoing support, I’d absolutely recommend Icars of Chicago and Barry in particular. Their customer retention is unmatched, and that peace of mind is priceless.

Always wanted an sl55 amg and finally found one for a reasonable price. The ABC suspension is a huge expense but the car is solid aside from that. With a few modifications and consistent upkeep this car will be a classic sports car for years to come.

Todd helped me from start to finish and went out of his way to answer all my questions and address concerns. I wasn’t able to inspect the car myself and when it arrived it was just as promised. I couldn’t be more satisfied with Todd and my experience with Tab Auto Brokers.

I've had my '03 SL55 since new. It was one of the 1st US delivery cars. 19 years later it still is a gem. Looks amazing, performance from the 500hp V8 is brilliant. I really haven't had very many problems during my ownership. The worst part is depreciation. Mine was $130K out the door. Since I am not planning to sell, I haven't lost a penny. The problem with depreciation is as they get cheaper to buy, the bottom feeders swoop in, but they can't afford to maintain the $130K car they just bought for $30K. This will leave fewer and fewer good cars. If the SL55 is on your radar, buy the best car you can afford, have it inspected by someone who knows these cars and be prepared to maintain it like the $130K car that it is and it will reward you like very few cars can.

I recently sold my 2014 Corvette Z51 to Diamond Motorwork, and the experience was outstanding from start to finish. I worked with Luke, who was incredibly kind, patient, and professional. He made the entire process seamless — even going out of his way to meet me at my workplace to pick up the car and finalize paperwork. His flexibility and attention to detail made it easy to choose Diamond over other offers. The price was fair, their reputation solid, and they took the time to ensure I was comfortable with every step. I especially appreciated how Luke worked around my schedule and kept everything stress-free. The owner, Rami, was also very attentive. While Luke handled things so smoothly that Rami didn’t need to step in much, he was present and supportive throughout — especially when I requested a wire transfer instead of a check. That extra layer of reassurance gave me real peace of mind. If buying from Diamond is anything like selling to them, I’ll be stopping in there first when it’s time for my next car. Highly recommend Diamond Motorwork for anyone looking for a trustworthy, respectful, and hassle-free automotive experience.

One of the better Mercedes models to have ! All together very nice car ,have everyting you need from confort to speed No need for faster one

I am beyond pleased and impressed with this dealership. Working with Rami and his team was easy, efficient, and professional. I used my own credit union for my financing and even they said what a pleasure it was working with Rami and Diamond and just how thorough and on top of things they were. I had never shipped a car out of state before and this was also my first Porsche and I’m sure I wasn’t the easiest to deal with at times, not on purpose of course, but just because it was such a new experience. I felt very taken care of and accommodated with everything I needed. Great communication and very fair. I can’t say enough good things! Very very happy and this dealer is top notch with quality of cars also - immaculate cars and care of them. My transport company even commented how nice this dealership is. We will be back for sure ! Thank you!!!

it is a super car without the screaming flamboyance of most super cars. Inside it is even more elegant than outside with the 2 vanity mirrors, lean design with so much beauty you just don't want to leave the car. The passengers are always delighted by the good taste it presents. Driving is fun and it is quite and strong matching its classiness. Handling fantastic and super reliable. Maintenance is key. Overall it seams to be low key due to the incredible Mercedes quality of the area.

Fast and easy experience here was greeted by Joel who was very friendly after flying in from NY pick up my beautiful bmw m5 would highly recommend!

not the cheapest to maintain with a hydraulic top and suspension however it's a pleasure to drive and it makes you feel special which to me is worth the money I spend on it

My salesperson, Gytis from AG Autohaus, went above and beyond to make sure I found the right car within my budget. They were knowledgeable, patient, and made the whole experience stress-free. The financing process was smooth as well, and the team explained everything clearly.

This car is the best combination of massive AMG horsepower and handling along with beauty and comfort!

Excellent sales service from J. R.! We are very pleased with our recent purchase, and J. R.'s patience, professionalism, and assistance was greatly appreciated.

I purchased a 1995 SL500 on eBay for $7000 + about $600 shipping. Car had just under 80,000 miles. Has been my good-weather daily driver since. Biggest problem is that the European environmentalist whakos used a biodegradable insulation on the wiring. New engine harness was just over $700 and about three hours to replace. The M119 engine, when running properly, is a smooth and powerful monster that makes the car really fun to drive. Wash and wax and it looks like a million bucks. I get a lot of comments - as a teacher folks like to ask how I can afford a car like that. When I tell them what it cost I get the strangest, amazed looks. It has been as reliable as any car I've owned once the wiring was fixed. It is comfortable, fast, fairly agile for two tons of metal, and really cool. It does help to be a little bit mechanically inclined, as shops think you can afford expensive repairs when you bring it. (Estimate for the wiring harness from above: $2800....$700 parts and 3 hours? Glad I could do it myself) The car does have 12 hydraulic cylinders that work the soft-top. Mine were replaced by the previous owner - something to ask as the seals in the originals weren't as good as the neoprene replacements. Cylinders are easy to rebuild, parts are cheap, but the labor to remove several of them makes the job a real pain. For the driver, this car will run up into the three digits very quickly. Look down and see 120 mph but feels like 60 mph. Smooth and very stable at speed, nothing like my old '70 Challenger that was really scary past 3 digits. It is a great machine and I can't imagine ever not driving one. I now have a couple - added a 40k mile 1999 to my stable a while back.

Thanks it was a great night and thanks again to all of you at the Dealership for the help me in the BMW that you let me test drive and driving it now. Thanks again

Looks, luxury, performance, reliability, sun on your face or closed roof GT. One of the truly special cars on the road. New it was $100,000 more than our selling price.

Come see, he is very frienly and attentive, a good place to buy and shop.

My 2005 sl has been nothing but great! The inerior is just about perfect, and the exterior shines better than new. ONE notoriours problem is with the leveling system. Mine as others started to sink to the left when garaged..yikes! I was quoted around $3500 to fix it, but I found a great mechanic to do this for $800 including other maintenence. Thus car handles like a dream. Top up or down, it has great appeal and I cant tell you with way Iike it best. You can steal one of these cheap too..but make sure the owner kept it nice! My interior is perfect, yet Ive seen others quite shabby.

This Mercedes was above other Sports Cars I've owned. All of the Power Functions were reliable, good acceleration when needed. Could sustain speed with little, if any effort. Comfortable, no matter how long the trip. Expensive to repair, should something go wrong, is the only drawback..

Great experience! Fast shipping. Communication was quick. Transaction could NOT have been easier! 100% will use them again.

By far the best Mercedes I have ever owned. I might say the last of the real Mercedes. 2015 SL400 may be the last real Mercedes.

My experience with Sunset Auto was outstanding. They have a great selection of used cars, all in excellent condition. The sales team was friendly, honest, and very helpful without being pushy. They worked with me to find a car that fit both my needs and my budget. The paperwork process was smooth and quick. Overall, a very professional dealership that truly values customer satisfaction

Great car, but expensive to own and maintain. Style is superb, every conceivable option and feature. Problems with computer suspension system, body hardware and cracks in wheels.

The owners of this dealership have gone above and beyond to help my 18 year old son troubleshoot the issues with his vehicle well beyond the warranty period. I will purchase from them in the future.

My Sunday beach runner for two. Hard top/convertible, perfect for senior single to do day trips to the coast with a pal. While the maintenance will be a little higher, its perfect for a used grand touring roadster and so far its a blast and have had no issues. Certified Benz and Beemer, Scottsdale did a complete certification inspection and prep job. Out the door for under $20k.

Glenview was very responsive working with phone calls and texts. They worked hard to get me into the car I had contacted them about.

This vehicle is the epitome of technology. Everything is designed to pamper the driver with ultimate comfort in the safest environment possible. The diamond white exterior is simply breathtaking and the interior details are absolutely amazing.

Very friendly and efficient place. They made a stressful process so easy. I am happy that I decided to go with Chicago Motor Credit.

This car is a dream. This is one of a kind and has been maintained at Mercedes and on time. That kept it running trouble free. It is a complex car with many systems that provide unmatched driving experience. Car is amazing. reading the manual and checking the fuses and relays are key. Many of the issues could be nothing than a bad fuse or relay. I won't drive anything else.