Used Mercedes-Benz SL-Class for sale near Matinecock, NY under $40,000

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...

Bought Model S Plaid from Duane. Exceptional level of communication. I picked my Brand new Model Y few months back at TESLA and this Car literally looks way better than my new Y. The aesthetic appearance, the cleaning, exterior and interior minor detailing, the shine is absolutely phenomenal. Guy puts his heart & soul into cars collection. I travelled from NY to Connecticut to pick up and all cars in showroom were pristine. Its definitely not Mercedes or BMW level showroom experience (who cares an Air Conditioned office or a snack). Don't get disappointed when you go in person lol. Guy is simple yet dedicated. I got fair value of my Model Y. Smooth documentation/transfer. Duane offered Complimentary ceramic coating as well that no one in industry offers with such narrow profit margin (Just because they do in house detailing and coatings). Car stands out wherever it crosses. Best wishes for Duane and team for a successful business.

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

Best car dealer I've ever done business with. I bought a car from him, while waiting for delivery Mike answered all my questions and tried to solve my concerns. Also, the vehicle was as clean as described.

I've own a 1997 sl500 and it's reliable, fun to drive..still gets a lot of attention when you drive. Parts aren't expensive. Highly recommended for Mercedes sl enthused.

I want to thank Mike it was a wonderful experience working with you probably the wrong words cause it really wasn’t work you made it simple stuck to your word you said you get it done and you made it possible for me to have my dream car waited over 20 years thanks kar connection wonderful place lots of respect

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!

Best Service. Reliable they’ll work with you and cater to you until you find what’s right and figure everything out highly recommend

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!

Mike's knowledgeable and to the point. Qualities I appreciate. Car as represented and a good deal.

Fun to drive and reliable. Gets pretty good mileage on the highway and respectable mileage in town.

Just a quick note of thanks. Every time I shift through the 6 speeds or exit a corner I have a greater sense of appreciation for this Porsche. You spent a considerable amount of time and were very patient with me during the buying process. I realize it was a small sale for Motorcar Classics but I felt as if I were buying a Carrera GT from you. There were no surprises, the delivery you arranged was smooth and I just love this car!

Bruno Sacco is considered one of Mercedes best designers. He was inducted into the Automotive Hall of Fame along with GMs Bill Mitchell and Harley Earl. Heady company indeed. The other day, I am on the freeway and a motorcycle cop is following me. Then he pulls into the right lane comes up beside me. It is hard to stay the speed limit in this car - it likes to run. The cruise control is your friend. Oh !#$%^ I think He yells out, "Nice Car" and speeds off. I paid $7,000 for this car in 2013. When new it was close to $100,000. I have probably put $20,000 into it making it reliable to the point I could hop in it and drive across country tomorrow. I got it with 113,000 miles and now have 205,000 miles. In addition to normal stuff you'd replace on a (then) 17 year old car, I had to replace the transmission with a factory rebuild. It was the first year of the electronic 5 speed and while it had 3 major updates though 2000, it had its issues. Still, I got 145,000 miles from that. The top is an intricate set up of an electric hydraulic pump and 11 hydraulic cylinders. The cylinders seals leak over time, and I replaced those last year. That can run up to $4,000 depending on where you do it. Had tie rod ends, other front end parts replaced recently. New A/C compressor, a/c hoses rebuilt. Normal stuff for an old car. But getting back to Bruno Sacco - he made cars with timeless designs, such as the 80's line of Mercedes. And he considers this car to be his best design. Make sure it comes with a hardtop. The hardtop came standard but believe it or not some are sold without a hard top. For years I wondered how you managed to lose a hard top weighing over 100 lbs and then it occurred to me that many of these tops were stored outside the home - I have a rack with wheels and it sits in the garage. But if the owner died no one would know where the top is. Others have different opinions but I would avoid the V12 unless you have a lot of money budgeted for maintenance. This was their flagship - $130,000 new, but the engine is tight and just about anything you have to work on involves the intake manifold being removed. Book time on the V12 to replace th rubber valve cover gaskets - 7.5 hours! On this engine (M119 SL500) they are easy. Beautiful car and that engine (V12) is turbine smooth but when you need maintenance... By the same token I would avoid the ADS - their air suspension. Came standard on the 600, optional on the 500, N/A on the 6. Nice when it works but when it ages can be maintenance intensive. In summary, I have spent more money than I thought maintaining this car but I love driving it.

Very kind, professional and most important FAIR! I was extremely stressed over my car situation and it was a weight lifted off my shoulders! Down to earth and extremely understanding! I am very satisfied and will reccomend them to those in need of a vehicle

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

Great job. They contacted me the next day to see if they could answer any questions i may have had. .

Car looks and drives like new. Head turner where-ever I go. I have had many thums up from pedestrians I encountered.

I visited on the second day being opened and had a great experience in buying a 2022 Explorer and trading in a 2016. It was seamless. Had an issue with the new car that turned out to be a factory defect that they had Ford correct. All good. I’ll be back.

I have been driving various.SL's for 25 years and as a 2 seat grand touring car , I would not choose anything else.

Excellent as always - timely, courteous, great service and while I was waiting set up a lease for a new car lease as current one ending soon! Very efficient day!

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

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.

They are very dependable if you need a good car not a lemon from my experience

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.

Steve is honest and caring. I’ve bought and sold four cars from him and couldn’t be happier. The dealership looks like a museum, it’s gorgeous with cars ranging from $5000 to $300,000. I love it there.

what needs to be said about an SL500 that you don't know? It has been a sign of class ans style since it's inception!

My experience at Major World was exceptional! My salesperson Martin was knowledgeable, professional, patient and kind. I told him my budget and he immediately brought me to a section where dozens of vehicles were in my price range. He pointed out the ones he thought were the best value and told me why. He never tried to get me to consider something out of my price range. The whole staff was friendly and very helpful. In a couple of short hours they had me insured, new plates and driving home in a beautiful silver 2012 Chevy Malibu. Thank you Martin and the wonderful staff of Major World. Sincerely, Anthony Ferrara

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!

They was very nice and kind to me on my first call .. thank you so much.. best in town thank you so much #1

Sl400 is really a great car, comfortable, fast, reliable, well put together, little low to the ground so a little harder to get in and out of but once inside the car you don’t feel like it low and lot of room inside, love this car.

Very happy with my decision to buy a used car here. I traveled over 200 miles and was not disappointed. The cars are in pristine condition and delivered as promised.

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.

What a terrific experience in buying a car Matt and his staff were so helpful. Made buying a car enjoyable again. If looking for a car you must visit this fine establishment Car was exactly the same as advertised. Perfect

Great car to drive but costly to service. Warranty should be 5 years on all components, including electrical parts. Trunk closing mechanism should be replaced for free at 25k miles not for 600 usd!

The dealership provided a quick response and follow up to insure that all my questions were answered. They were friendly, knowledgeable and I felt that the asking price was fair and reasonable for the car. They also provided a very reasonable transportation quote in a timely manner. I would highly recommend this dealership.

This car has horsepower. luxury and holds up to the Mercedes Benz reputation as one of the finest, if not the best car ever built. Worth the money invested. Plus this particular car, The Silver Arrow, is a rare breed with only 550 made, That makes it a car worth collecting.

2nd car I have purchased from Mike at Kar Connection. 1st car was good that 3 years later I went back and purchased a 2nd. They helped with financial stuff as I am not one to go to the bank. Just not my thing. I'll be back I'm sure for a 3rd.

easy to drive,fun car with top down plenty of performance.classic body style should hold its value and appreciate over time. great collector car . buy it.