Used Mercedes-Benz SL-Class for sale near Highwood, IL under $799,996

Autos of Chicago prides itself on offering a dependable selection of used vehicles with quality you can trust. From fuel-efficient sedans to family SUVs and performance cars, each vehicle is carefully evaluated to ensure value and durability. With fair pricing and knowledgeable staff, customers enjoy a smooth buying journey from start to finish.

Although this car is not my everyday car (for that I kept my Toyota Corolla), it is definitely perfect for pleasure! Drop the top and take off. It is definitely luxury. It was very low mileage for a 2007, but very clean -- almost new -- and beautiful! It rides beautifully. Hugs the road and you cannot feel bumps -- so smooth! It does have a lot of power, though, so not for the faint of heart or the youngsters! The sound system is fabulous, too. Have been enjoying driving this more than I could have ever imagined. Cannot imagine ever getting rid of this car -- just wish I would have found it sooner! Actually pretty comfortable, too. Love the dual climate controls and the messaging seats. We are going to be driving it from Virginia to Iowa to visit my family soon and looking forward to the fun and frolic with this little beauty!

Great experience, quick to set up, check in and out and everything was quoted with pricing. Time was appropriate for the amount of work done

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

great dealer great cars nothing other to say, super helpful with my car purchase. great guys

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.

Julio R and Gary K did what was necessary to get my car repaired in a short time with care and respect.

My 2014 SL550 has been absolutely trouble free. It's actually one of the most reliable cars I've ever owned. I live in Denver and frequently travel to Winter Park which involves a twisty mountain pass that crosses the Continental Divide. During summer months, I'll drive this car and the handling capabilities of the car allow it to shine. It's extremely agile and corners like a 911, with similar power (insane power to weight ratio from the twin-turbo V8, with all aluminum frame and body construction). Let's just say I like to drive in a spirited manner, and demand a lot from a car's power and handling. This car's capabilities are vastly unknown by the general public. To put it in perspective, no stock Mustang, Camaro, Charger, or Tesla has ever beaten me off the light in this car, and they sure try. I'm convinced every Tesla owner seems to just think their car is faster than ANY other car out there, and it's most definitely not. I frequently have Tesla drivers want to race me from a light in this car. The juvenile in me comes out and smokes them every time. The styling of this car might be controversial to some, but wherever you go or park, I've never had a car where so many people get giddy with excitement over how great they think it looks. Be ready for that...lol

Best used car dealership I've been to during my car search. Adam and Eddie were some of the most helpful people that I met at a used car dealership.

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.

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!

great, helpful, friendly ,knowledgeable staff. explained and answered all questions. followed up with a phone call ,and when I called them they called me right back.

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.

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!

I found this place on google after searching for a new car for me to buy. Fortunately, the last car I bought for $17,300 was totaled (minor fender bender but airbags went off) and valued at $19,200 by insurance, meaning I had a good chunk towards a different car. I emailed Jasin about this 2016 X5 50i since it caught my eye with all of the packages and features it has and I got a reply within 25 minutes of doing so. The process was made very simple and to the point which I appreciate. When I get to Skokie he had everything already signed on his end so all I had to do was sign my parts, and after the test drive and some small talk about the car, I bought it and was in and out of the dealership within 45 minutes. The car is extremely clean and inside and out and there is zero issues with it. If anyone is looking to get a car without all of the hassle I highly recommend iCars Chicago. I’m very happy with my purchase

This car was in excellent condition. 22,000 miles clean car fax. One owner. No dings great leather. Changed to 550 in 07 from SL 500 on 06. Quick enough!! All I’ve done is change out ALL FLUIDS. Cost a bit to do. Overall elated with purchase

Pleasant and understanding vehicle unfortunately didn’t meet my expectations Martin was great very pleasant.

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.

I haven't seen a car yet but the sales person I spoke with was cordial and accommodating

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 am writing to express my sincere appreciation for the outstanding service I received during my recent visit to your dealership. As a loyal customer who has now purchased three cars from your establishment, I felt compelled to share my positive experience with you. The team at Ultima motors truly embodies the meaning of exceptional customer service. From the moment I walked in, I was greeted by amazing staff who made the entire car buying process incredibly smooth and hassle-free. Not only did they streamline the process, but they also managed to secure a fantastic deal for me. I must particularly thank Chris from the Sales department for his professionalism and helpful demeanor throughout the transaction. His dedication to ensuring customer satisfaction is truly commendable, and I will not hesitate to recommend him to family and friends who are in the market for a new car. Furthermore, I was impressed by the overall organization and efficiency of the management . It is evident that the entire team is committed to delivering prompt and high-quality service to every customer. The quick and professional service I received further added to the overall positive experience, solidifying my decision to continue purchasing cars from your dealership in the future.

I've enjoyed all 3 of the SL's I've had over the last 22 years starting with the 97 SL 500 and now it's time to upgrade my 2011 to the new blunt front end that came out in 2012; I did not like the look, however it grows on you. I'm retired now so no more new SL's, but a low mileage 2014 or 2015 will do nicely as I don't like the 2016 front end, yet. The reason for the blunt front end is the European Union Pedestrian Impact Regulations that were announced back in 2005; it's to protect pedestrians from up to 25 MPH hits, so no more pointy front ends.

Beyond happy with my purchase here at Oswego Motors, Jared & the team are great! I Love My BMW

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

I am in the market for a nice used car for my wife and the team over at Auto Park Imports mainly the gentleman named Zazar were fabulous. He was very attentive and understanding of our needs and was not pushy in any way. We did not purchase yet but plan on making our next purchase with Nazar souls based off of our last interaction.

Extremely powerful, but comfortable even at a casual pace. Makes roads seem somehow smoother, even with firm, sporty ride and handling. Amazing car. This is my second one.

I purchase the blue 69 restomod Camaro over the internet. I had Alan Gordon as my sales representative.He was on top of it all the way . He reassured me that everything was on the up and up . Did everything he said he would . Got the car to me in California and couldn’t be happier! If they have what you want , trust is their main goal. Thanks Illinois Motirs and Thanks Alan . I would tell anyone they are great !

It’s a very beautiful car! Very sporty, classy and great! It’s legendary!!!!! I can not described how I feel when driving the SL. Thanks there is nothing like purchasing your dream car

I had a wonderful car buying experience at Tab Auto Brokers. I am a first-time car buyer and Todd, the owner, went above and beyond with his transparency of the vehicle and helping me understand the process. He also gave me time to get things in order to purchase the vehicle; something I know would never happen at a typical dealership. 10/10 customer service, car and experience!

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..

I purchased a 96 Caprice from this dealer.....buying experience was top notch. They answered all of my many questions about the car, negotiated price with me and had the car delivered in record time. The vehicle arrived in an enclosed trailer, was clean and ran perfectly. There were no issues with the car that I found. Normal wear and tear for a 21 year old car but very clean and taken care of. All systems worked as advertised. Top notch vehicle and dealership

owned it for 14 years and has been a great vehicle. Had to replace the soft top, and the leather seating of the vehicle. But with the age just necessary repairs.

I purchased a car in early April and I had a pleasant experience. Mike the owner/manager of the facility ensured that any concerns that I may have had were addressed promptly. I’ll for sure look to purchase here in the future.

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...

Good guys to do business with.. they helped with the selection & finding the car we were looking for. Especially Christopher Roberts & Joe worked hard to make our experience enjoyable

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

I purchased a Mercedes SL500 as an anniversary gift for my wife and dealt with both Brian and Tom (the owner) throughout the sale. The car was as described in their ad and they were super easy to work with. My wife loves the car and we've been going back to have them service it and store the hardtop too. We've had a good experience and would recommend them for both sides. If anything just stop in and see the cool cars they have in the showroom and in back too.

A car that can provide exhilarating performance, and comfortable highway cruising. It simultaneously provides top up solidarity and safety with top down panache with beautiful elegance. The “experts” say it is heavy. It is, but some right foot snaps away that illusion. They squabble about “dead steering” and brakes that are a bit numb. But If you toss it into a turn or need to stop it , be assured it will perform with aplomb, without the fussy twitching of a boy-racer. All cars, even ones with $100,000+ price tags, are compromises between performance and comfort, nimbleness and stability. This car is not aimed at a testosterone-fueled owner clawing up the ladder, but rather a confident owner that needs to prove nothing other than to show up. And for me, that makes this car the perfect compromise. It never fails to bring a smile. Few machines provide this level of comfort, performance, and design quality. And if a machine can bring joy along with performance, hasn’t really done its job In a spectacular way?