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Used
convertibles
for sale
near
Chester, MD
under $800,000
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.






Used
2023 Porsche 911 Carrera
Vehicle information
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Reviews
Charlie and Team, I wanted to take a moment to express
Charlie and Team, I wanted to take a moment to express my heartfelt gratitude for the outstanding service I received during my recent visit to your dealership. From the moment I walked in, I was greeted with warm smiles and genuine courtesy, which immediately made me feel welcome. You and your team went above and beyond to ensure that my experience was nothing short of excellent. Your professionalism, knowledge, and willingness to assist with every detail were truly impressive. It's not often that one encounters such a dedicated and cohesive team, and I felt compelled to acknowledge the effort and care that was clearly put into making my visit so pleasant. Thank you for getting the car of my choice once again for the amazing service and for having such an exemplary team. I look forward to future visits and will certainly recommend your dealership to friends and family. Warm regards, Kobita Mukherjee
What can I say, the benchmark of sports cars.
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.






Used
2022 Mercedes-Benz E-Class E 450
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Reviews
Great place to deal with.
Great place to deal with. Earnest was terrific. Would definitely recommend them! Check them out before you go anywhere else!
Looks amazing
So nice car so fast so much options and futuristic it’s future world of cars performance, AMG I would recommend it for smart people it’s great






Used
2022 Audi S5 Premium Plus TFSI quattro Tiptronic
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Reviews
Thanks to MikeHooper and the body shop crew
I just received my car back from Antwerpen VW and it was a ling process,but thanks to Mike Hooper, the process was easier. I would check on my car on a regular basis and would keep me up to date on progress which really appreciated!! 🤔






Used
2018 Buick Cascada Sport Touring
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Reviews
Love. This. Car.
My wife and I have been looking for a midsize midrange convertible for years and after seeing a Cascada in a parking lot knew this was the car we wanted. It has all the bells and whistles you’d find in a BMW, Mercedes or Audi at a fraction of the cost to purchase and maintain. Although they’ve been discontinued as of 2019 now is the perfect time to find a newer used car with low miles for half the sticker price. The only drawbacks are the MPG isn’t optimal and you can’t link your iPhone to the display screen, but the pros (beautiful car, tons of standard features, handles great, decent back seat / trunk space) far outweigh those two potential cons.






Used
2001 Jaguar XK8 Base
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Reviews
Love the 2001 Jaguar XK8
I own a 2001 xk8 and have no regrets about this car which I use mostly on weekends. It is still a head turner when I sit at the light and other motorists come close up and recognize the beauty. The ego ge is quiet, it sits comfortably on the road and “ sprints out of the block very fast and maintains its incredible speed.” I love this car.






Used
2024 Ford Mustang EcoBoost Premium
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Great Experience - Give them a Call!
I can't say enough good things about Sales Manager Ramon Hart, Sales Executive Lamont Jefferson, and Finance Manager Melleny Hobbs and the Ourisman Honda team - their responsiveness, professionalism, and integrity. Working with them, we bought our CR-V on line - they kept and exceeded every promise they made - sent the necessary documentation quickly - and then Lamont even delivered the car to us at our home ( about an hour away from the dealership) and took the time to show us all of the features. And we got a great deal on the car, which was exactly what we wanted, too. Couldn't have been easier and hassle free - great, encouraging experience - and it was buying a car! Everything about working with Ramon, Lamont and Melleny was terrific, the interaction way ahead of the other Honda dealerships we talked with ( among those, one wanting about $2K more for the car, another insisting we come to the dealership). We strongly recommend Ramon, Lamont and Melleny and the Ourisman Honda team as your first choice. Great job, Ramon, Lamont and Melleny! - give them a call if you want to buy a new Honda.
Excellent value for the price.
Excellent value for the price. Do not purchase this vehicle without the active exhaust option. The fake vents are disappointing but otherwise the car is perfect.






Used
2003 Lexus SC 430 Base
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Reviews
Good buying experience.
Good buying experience. Brandon was easy to work with. Would buy another Toyota from this dealership.
Timeless Masterpiece
After 20 years of dreaming, I found my Egyptian Sand Pearl ‘03 beauty with 142910 original miles. Got most of its records and it had great care! I have changed all the fluids and timing belt water-pump Tensioner, thermostat, hoses & radiator to drive everyday in the summer and fall! Mileage on super has been 19.8 to 22 mpg mostly city driving ! It has been nothing short of a fantastic cruiser! Make sure you do the tb and wp every 9 yrs or 90000 miles and the engine will be bulletproof.






Porsche Certified
2024 Porsche 718 Boxster S
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Reviews
Excellent service.
Excellent service. I drive 2 1/2 hours to bring it to Porsche Annapolis. Service always exceed my expectations.






Used
2002 Ford Thunderbird Premium
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Reviews
Awesome Dealer.
Awesome Dealer. Stan my sales rep is great at his job. Great experience. They found the exact truck I was looking.
Maybe it was just ahead of it’s time?
In 2002 they sold over MSRP adjusted for inflation @$54K in todays money- pricier than the 2002 Corvette and sold like 30,000 that year. I think that new car buyer had to probably be searching for the 1955 Thunderbird experience to shell out that kind of cash, and most people born on the 60’s and 70’s just didn’t understand that appeal. Oddly, the demographic that did BABIED their cars, kept up maintenance, have all the original tools and covers (just try and find that T-handle wrench for the hard top for example) when you get lucky enough to get a shot at buying one of these babies cars you’ll find they’re sharp and quick, amazingly so despite what people someone lent one to to write about said 20 years ago. Shod with 17inch tires 🛞 and solid suspension, people can complain about the horsepower being light, but stomp it and it will jump, zoom and weave solidly with the best of them. My drive home from buying this car was a blast. Will other sports models eke out slightly better speed, power and performance over these 20 year old T-birds? Sure, why not. Does it matter if you’re not at Road Atlanta? No. For me, this a sleeper sports car that’s about to bust onto the scene and see its reputation finally living up to the 2002 Car of the Year Award Motor Trend gave it. I think you need to find one of these babied sweethearts like I did. It’s a blast to find a good one and discover what an under rated blast it is to drive. Can’t really call it super nimble, but I respect mines solid ride and reasonably quick response & rocket like performance. The incredibly clean lines scream style visually and I suggest that a 2 tone leather optional interior is worth an extra $1K (over the basic. $11-12 K value) a hard top/rack/tonneau cover intact is worth another grand. ($13-14K total seems fair generally for a babied one). Check the rubber suspension parts underneath (inside the front wheel well behind the tire) is the easiest one to check quickly for rot w/o getting under the rear).






Used
1993 Cadillac Allante Coupe
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Features
Reviews
Thank you Richard
Richard Wade was an excellent salesman! Even though I told him I was not sure that I was ready to buy a car, he patiently explained the car’s features and answered all of my questions without making me feel pressured. He noticed a scratch that I had not seen, and had it repaired. When we were going through the settings, he made sure that I knew which ones were most important for me and set them up. Richard knows the car and how to make sure the car is right for the customer! Great experience!
A car far ahead of its time with a top far behind
A 1993. Bought at end of 2019 w/112k for a good price. Car was in good shape, i.e. no head gasket issues minor oil leaks. After flushing the cooling system changing the belts & hoses & fluids, I drove it for the next 2years without issue. Last year (at 126K) new rad., coolant cross-over and water pump. Now it runs perfectly. Issues: Complicated top that needs a specialist to adjust to work easily. Now have 131k. Positives: stunning to look at (head-turner), fast for an early 90's car (0-60, 6.2, 1/4 mile 14.8 and a Cadillac claimed 241kph top), very nice interior for the time. A hybrid (Italo-American) at a very nice price.






Chevrolet Certified
2025 Chevrolet Corvette Stingray w/2LT
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Reviews
Excellent customer service as always!
Excellent customer service as always! Staff are very professional yet friendly and knowledgeable. I have never encountered any problems with servicing or repairs. I would buy my next car from this dealership!
WOW…just WOW!
WOW…just WOW! Have owned several corvettes, currently have three, and this Z06 is really nice. The performance is aboveboard. And it’s a real neck turner.






Used
1988 Mazda RX-7 Base
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Reviews
Awesome dealership
Absolutely the best experience I’ve had at a dealership and I have bought a lot of cars over the years. I have to admit I dreaded buying a new car and shopping around but this dealership - salesman (Shan) and finance department (Lenny) were very friendly and knowledgeable; as well as not pushy which made this transaction that much easier. I’m very satisfied with my new car and the purchase price I received. I will definitely return when it’s time for a new vehicle. Thanks for making my experience and dealership stigma a happy one!!
1988 Mazda Rx7 Anniversary Edition Turbo II
Beautiful machine. This car was the most beautiful 2nd gen Rx7 ever made. I entered it in one car show. The 2009 Ault Park Concours d' Elegance show in Cincinnati Ohio. You can look up my win on the Ault Park Concours d' Elegance website. It won Best of Class/Asian Collector.






Used
2024 Mazda MX-5 Miata RF Grand Touring
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Reviews
Car drives and handles like a true sports (not race) car.
Car drives and handles like a true sports (not race) car. The hardtop convertible is a big plus especially if you aren’t keeping this somewhat protected from the elements. The only small complaint is where the glove box is located. I understand they have it in the center for interior constraints, but I wish they would have found some way to have it by the passenger front side.






Used
2019 FIAT 500 Pop
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Reviews
Car has been super reliable and easy to own
Best car I have ever owned. I have owned 4 Fiat 500’s and Currently own 3. 2 bought new.2 bought used. I have been getting between 40-45mpg.






Used
2020 McLaren 720S Base
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Reviews
Great experience and excellent customer severice!
First off, I want to say that the owner and entire staff are great people. My experience was awsome, the customer service was over the top. They have a clean, organized high tech service shop. I would recommend Prestige to any one buying or servicing a car. Thanks!
Reliability questionable
I just traded in my 89 Pontiac Grand Am for the 720s and im not sure i made the right decision. My Betty was so reliable and good on gas, she didnt have a muffler anymore so she was loud but boy am i missing her






Used
2019 Ford Mustang EcoBoost Premium
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Reviews
Sent my 2014chevy equinox in I got excellent care I was
Sent my 2014chevy equinox in I got excellent care I was very pleased with service done & staff is always pleasant complete d in timely manner thank you satisfied customer recommend bob bell. Thanks
Love love love!
I absolutely adore my Mustang. It does require performance mode to be as fast as I would prefer. It is reliable as all h e double l, the 10 speed is fast and sounds great. 10/10 I would purchase again.






Used
2021 Mazda MX-5 Miata Grand Touring
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Reviews
Ask for Marshall Gabell! Marshall was amazing!
Marshall Gabell was amazing to work with. Marshall helped me and my wife purchase the car of my dreams. Marshall made the process so easy and really made sure that we were getting a great deal. Marshall has a client for life. Next time your at Preston ask for Marshall Gabell! He will make sure your treated like royalty.
Thoughts on Buying my Second Miata
This is my second Miata. I also own an ‘03 NB and have put a lot into it over the years. I’ve eyeballed ‘16+ Miatas for years and finally found a ‘21 Grand Touring with 2k miles on it and bought it. Aesthetically, it is a beautiful car. Ergonomically, everything is in its proper place and I fit perfectly at 6’. I have the seat pushed all the way back so anyone taller could possibly find themselves uncomfortable. I swapped the original rims and tires out for some Konig rims and Continental all-season tires. The stock rims are 7” wide and the aftermarket are 8” wide: more traction on the road. Off the line, you can chirp the tires so the power is certainly adequate. The manual gear box is tight and shifts cleanly. It is an extremely fun, nimble, and reliable car. The Grand Touring has the leather, backup camera, and Bose stereo. I have driven this car hard through the “twisties” and cruised it 500 miles with no reservations. There isn’t anything really needing done to this car; it is a fantastic ride out of the box. I did, however, give the performance a “4” because I know there is room for growth with aftermarket products. Nevertheless, you won’t be disappointed. Be careful though! My buddy wrecked his ‘19 Miata RF two weeks ago pushing it just a little too hard.






Used
2021 MINI Convertible Cooper S
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Reviews
Easy and trustworthy.
Easy and trustworthy. We bought both cars there and would do it again. Highly recommend
Love to zip in the mini
This is such a fun car! It is great to drive and handles well. I have the convertible and it has been a delight to take family and friends around in the Mini. I feel like I'm in a movie as I drive a long - even when going to the grocery store!






Used
2003 Mercedes-Benz SL-Class SL55 AMG
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Reviews
Super car
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!






Vehicle information
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Reviews
I’m driving my first Porsche and Annapolis has been
I’m driving my first Porsche and Annapolis has been awesome every step of the way!
Porsche 911
What a great sportscar...maybe a little expensive but after you have one you will agree that it is worth every penny...don't buy one as an investment, buy one to drive
About convertibles
What is the cheapest convertible available?
The Volkswagen Eos is the cheapest available convertible by average Cars.com listing price, with an average listing price of $9,631.
Which convertible has the best MPG?
The FIAT 500C has the best MPG among traditional internal combustion convertibles and offers up to 31 MPG city and 40 MPG highway for a combined rating of 34 MPG. The Mercedes-Benz AMG SL 43 has the best MPG amongst convertibles with hybrid powertrains, reaching 21 MPG city and 27 MPG highway for a combined rating of 23 MPG.
These figures are based on EPA mileage ratings and are for comparison purposes only. The actual mileage will vary depending on the selected vehicle model year, trim, driving conditions, driving habits, vehicle maintenance, and other factors.
Which convertible has the longest range?
The Tesla Roadster has the longest range among convertibles and can travel up to 245 miles on a single charge depending on electric motor and battery options.
EPA-estimated range is the distance, or predicted distance, a new plug-in vehicle will travel on electric power before its battery charge is exhausted. Actual range will vary depending on model year, driving conditions, driving habits, elevation changes, weather, accessory usage (lights, climate control), vehicle condition and other factors.
Which automaker has the most convertible deals?
Ford has the most available convertible deals on Cars.com with 833 great deals out of 2555 listings starting at $2,995.
Where can I find the most convertible deals?
The most convertible deals can be found near Crownsville, MD with 36 great deals out of 179 listings starting at $3,000.
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Find great prices by city
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Convertibles under $800,000 in Stevensville, MD
13 Great Deals out of 77 listings starting at $3,000
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Convertibles under $800,000 in Kent Narrows, MD
8 Great Deals out of 61 listings starting at $3,000
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Convertibles under $800,000 in Grasonville, MD
6 Great Deals out of 50 listings starting at $3,000
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Convertibles under $800,000 in Queenstown, MD
6 Great Deals out of 49 listings starting at $3,000
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Convertibles under $800,000 in Cape St. Claire, MD
19 Great Deals out of 118 listings starting at $3,000
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Convertibles under $800,000 in Cape Saint Claire, MD
19 Great Deals out of 118 listings starting at $3,000
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Convertibles under $800,000 in Naval Academy, MD
18 Great Deals out of 114 listings starting at $3,000
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Convertibles under $800,000 in Annapolis Neck, MD
16 Great Deals out of 105 listings starting at $3,000
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Convertibles under $800,000 in Annapolis, MD
19 Great Deals out of 120 listings starting at $3,000
-
Convertibles under $800,000 in Rock Hall, MD
18 Great Deals out of 105 listings starting at $3,000
-
Convertibles under $800,000 in Arnold, MD
23 Great Deals out of 133 listings starting at $3,000
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Convertibles under $800,000 in Saint Michaels, MD
3 Great Deals out of 32 listings starting at $3,000
Find great prices on used Convertibles in Chester, MD
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This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.