Used Porsche convertibles for sale near Oswego, IL

Connor responded immediately to my emailed questions and made sure I got a really good deal. This is how the car buying experience should be!

After looking for 4 months ,we bought a f150 and f250.Alex was awesome!!!! He helped us transport the cars from IL to Cali,paperwork was easy , he did everything for ! Wish we had dealers like this in San Diego! Will come again to buy another car! Thanks Alex!!!

Owned a corvette, a viper, the 911 and the boxster. I’d say the boxster s was a bit more fun to drive, and like both porsches equally for different reasons. Test drove BMWs on multiple occasions, never liked any of them. Test drove a couple of ferraris, a bit too small and expensive. Same for the NSX. Bought it 2 years old and got a great price. The targa 4s that I currently have, has some nice 911 features, including the large retractable roof, and the pop up rear window, for easy access to the back seat.

Had a wonderful experience buying by 2016 Mercedes AMG G63 from Chicago Motor Cars. Seraj “Raj”Abughoush was an amazing sales representative and cares for me start to finish. I was an out of town purchase and Raj walked the car with me twice, did a road test and even fixed an issue he saw with the windshield during our drive together. His manager was very great with his customer service and I will definitely be back to buy another car with Raj and the whole team at Chicago Motor Cars. Was an amazing experience!

What can I say, the benchmark of sports cars. I have a 4S Cabrio. I chose the 4 as I like all-wheel-drive, even in Florida. Better grip. The S also has more horsepower. Build quality and fit and finish our superb. The ultimate sports car without all the problems of the Italian cars. You’d be hard to find a car with better handling and Performance. The look is timeless. There’s no mistake at what you’re looking at when you see a Porsche. Great car.

Just purchased a Porsche Cayenne Hybrid, and the experience was fantastic! Simon was knowledgeable, professional, and made the process seamless. The car is a perfect blend of power and efficiency—exceeded my expectations. Highly recommend Simon for anyone looking for a Porsche! 🚘🔋 JD

Although I didn't buy a high end exotic, I was treated like I was buying one. The 2007 XKR was wonderful and Jackson went above and beyond to answer all my questions, inquiries and upfront about everything with respect to the car. It was prepared beautifully and the transaction was as smooth as could be for an out of state buyer. I would recommend them to anyone looking for a specialty vehicle and hope to deal with them again in the future.

Top Down Fun a Classic and last of the "Air Cooled" Convs! and Classic Design This Car Turned Heads Everywhere my Wife and I drove it!

Purchased a used Audi 8L sight unseen. Bill indicated it was excellent, like perfect and he new the owner and traded it for a different car. I searched many sites for a lower milage vehicle. This one was higher priced but lower milage and pics looked great. It arrived as promised withing a few days of the purchase and wire. Have had the car a few weeks, it does look perfect and runs perfectly. I haven't driven many miles, but am happy and expect it will last many years.

Very fun and surprisingly reliable. Known problems are somewhat commonplace but can be remedied. But pricey which is reflected in the price of the car. No other car I have driven matches the smiles and fun.

Even though I didn't purchase the vehicle I initially was interested in, the entire encounter with this dealership was impeccable. The owner and his salesman were helpful, patient and respectful. As an individual with autobody and mechanical knowledge, I highly recommend this dealer.

Second Porsche Boxster this lifetime. Fully equipped top down fun with the finest in modern technology. Best value sports car on the market for reliability and motoring enjoyment.

I was some what nervous about buying a car sight unseen, even though,D & M provided many close up pictures, at many different angles of the Corvette, that I was looking at. I appreciated that. I am a detailed person, and will not buy a car with dents, or dings. After talking to Kevin, and Angie, a few times, they assured me that the car was MINT condition. I took a chance and ordered the 2014 Vett. They delivered, as promised. The car is immaculate. The whole buying process was very easy, and very professional. They even arranged a transport carrier, to deliver the car to me in Florida, at a very reasonable price. I highly recommend this dealership, and would buy from them again, as they specialize, in very low mileage cars, in only Excellent condition.

This Boxster has super low mileage (40,500 miles). Its great fun and in very good condition. It has a new clutch, new brakes, and new mats. Needs drivers' seat refurbished. Price: $12,000.

I had a fantastic experience at this dealership! From the moment I contacted the dealership while I was in Tennessee, I flew in, and the staff was incredibly friendly, welcoming, and professional. Uri (The rep) took the time to answer all my questions, made sure I felt comfortable, and went above and beyond to help me find the right car. The entire process was smooth, transparent, and stress-free. It’s refreshing to deal with a team that truly values customer satisfaction. Highly recommend this dealership to anyone looking for great service and an amazing team!

I have had 3 Boxster s over the years and this one for over 10. Loved every minute driving it. Great pick up and handling plus two trunks to allow for hauling things. A real head turner. Just need to maintain it for it to keep running well. I'm only selling mine cause we moved down a dirt road and its too rutted for a sports car. I got it for a great price, so letting it go for thousands less than it's blue book.

Great car, a blast to drive, easy to park, insurance is cheep, always turns heads and thumbs up when I take it out. Almost always have someone stop me and asks about the car or tell me about theirs.

Professional employees, clean environment, and well maintained vehicles. As a returning customer, this dealer has come a long way and always prioritizes customer satisfaction

I have owned old and new 911’s, including a 2004 911 Turbo, and my current 2006 Boxster Base with the silky smooth 5 speed manual has been the most fun to drive. Small, light, nimble, great exhaust note, etc. It’s just a well-refined, well-engineered and perfectly balanced roadster. I love it. My dad once said “The Germans will always be the world’s best toy makers, and he was right!”

I chose a used boxster after spending several years reviewing every roadster out there. Everyone you can think of. This car was designed by a genius Harm Lagaay. This is the car that saved Porsche. I know why, design, engineering, fun, performance, reliabilty, every adjective you can tell how great a roadster is doesn't describe how you feel when you drive this car. It is an absolute work of art. Best sports car I ever owned.

Made the trip from Aurora for my 2018 Audi Q5. Eddie Baker really knows his stuff, and Adam went above and beyond walking me through the tech features. Smoothest buying experience I’ve had.

Incredibly fun car, a blast to toss around in the corners. Not particularly fast cars but they age well and still look fantastic. The convertible top is just the icing on the cake.

I have spent my entire life in and around the auto industry and these guys are the only dealer I buy from outside of my own. Dempsey isn't your typical car dealer, and the experience is far more laid back. If you are looking for Unique cars at fair prices, make this place your destination.

I've dreamed of owning a 911 Turbo since I was in my teens. I'm now 63 years old and don't need to drive 150mph anymore. Last year my wife and I decided to look for a convertible to recapture the days of when we first started dating in 1987 when she had a 1982 Fiat Spyder 2000 convertible. We traded that in 2004 on a BMW 330Xi. We had a pretty sweet deal lined up on a 2008 BMW Z4 until the day before we went to pick it up and found out the dealer sold it from under us. What could have really sucked turned into a golden opportunity: we chanced upon a 2001 Boxster S with 59,000 original miles. We have not regretted the decision one bit. Yes, the ergonomics are somewhat dated compared to today and it's not the latest and greatest technology, but we bought it to drive, not to be distracted with all sorts of gizmos. (I'm employed as a Sales representative at a local Chrysler/Dodge/Jeep Dealer for over 35 years. I'm exposed to all the technology). This little Bavarian bomber is an absolute blast to drive; comfortable, quick, sticks to the road like burnt eggs to a cast iron frying pan, and turns heads everywhere. It's capable of 160+ mph, but the right road at 55 mph brings grins all the time. We just went for a weekend trip with it and had no problem with room for our luggage, a tote bag, and a small soft-sided cooler. And as an added bonus, we took it through the famed Hawk's Nest Highway on Route 97 north of Port Jervis, NY. Wonderful to drive, comfortable even after a couple hours, fuel-efficient (except when I play with the Tiptronic on a twisty road), and so far, dead-bolt reliable. So I didn't get my 911 Turbo; the Boxster S is a more than welcome consolation prize. You owe it to yourself. P.S- My wife drives it more than I do!

We had a great experience working with Noman. He was informative, no pressure, easy to work with, and negotiated fairly. We found a quality used car. After a test drive we had a mechanic check. Along with the Carfax report Noman provided (we also ran our own report which matched), we were confident we knew what we were buying. Plus Noman delivered the car to my home. The car is great! We are very happy. We did shop a few other places and this was the absolute best! Thank you Noman for your good service and am thankful we got a great car!

the Boxter handles like no other Porsche it may not have 911 power but I believe it handles better, a great car I highly recommend it

Happy to purchase from this dealership rather than others in town! Turned out to be much better deal and car. Thank you

I used to own this C4S and it caused me freak out multiple times if I would take to the train station to get to work the battery wouldn’t work most of the times I got it replaced but it just wouldn’t work. Performance is great though. I wouldn’t daily it would though that’s why I switched the 2022 BMW M850i it’s luxurious it has decent power sound great stock an is very reliable and also looks pretty good. Overall get it if you have 2 or more cars don’t if this will be the only one.

I contacted them and had a quick response. I was able to test drive the car that night. Everyone there was extremely courteous and able to answer any questions. I ended up buying the car that night. No pressure, no gimmicks, just honest and pleasant. I highly recommend working with these folks, they put the customer first! Thank you, Simon.

I do not provide feedback to anyone unless the experience was excellent (Prior bad experiences). My experience at Napleton was excellent! Jessica, Brian and Julian were friendly, personable and yet professional. Email responses were timely and addressed any concerns or questions I had. The ppf was a late minute addition that was quickly addressed so that the car could be picked up on schedule. The car was prepared and detailed, looked new (CPO). The hospitality was very accommodating. The show room was filled with some really impressive cars. Overall a I left with a very satisfying experience and would recommend this dealership to anyone.

This is my 3rd Porsche and this time I chose the 911 T. I wanted a xxxxx to the wall driving experience in the Smokie Mountains near my home. The T does not disappoint. It performs flawlessly. It hugs the corners -I can easily take 25 mph at 50 mph or more in perfect control. The engine/weight ratio gives more power than can ever be realistically used even if you have a long stretch that is police free. Overall it is a thrill to drive, the cabin is comfortable without being fussy and it growls like a caged tiger with the sport exhaust.