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Used
convertibles
for sale
near
Chester, MD
under $100,000
- 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.






Used
2025 BMW M440 i xDrive
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Used
2019 MINI Convertible Cooper
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Super great staff.
Super great staff. Our sales person Andrew was great. And he had their resident IT geek spend as much time as we needed to show us how to use all the wonderful tech that is available.
I LOVE THESE CARS!
This is my second Mini convertible, my previous one was a 2007... I also own a 2014 Mini Clubman. I just LOVE this car!! Super fun to drive and "dress up" with little customizations. I have the "S" model in an automatic now and, unfortunately, it's not as good on gas as my '07 manual was, but hey, it's a small price to pay for so much fun!






Used
2024 Mazda MX-5 Miata RF Club
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Wow, the sticker price IS the price
Easy and laid-back, let me look at the cars and make my own decision, then assisted me expertly through the whole bone process. So, so calm and laid-back. My kind of place.
The Mazda Miata is a fantastic, affordable sports car.
The Mazda Miata is a fantastic, affordable sports car. The exterior styling grabs the eye, the handling is superb, and it is fun to drive.






Used
2005 Porsche Boxster S
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Outstanding service and a truly outstanding car
Chris Watson went well beyond the call of duty to make this the best buyers experience I have ever had in purchasing a car. I greatly appreciate the efforts to get me the car I wanted for a fair deal.
Most fun yet practical car
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.






Used
2021 Mazda MX-5 Miata RF Grand Touring
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Excellent Buyer Experience @ Fitzgerald Cadillac
I found the car I wanted (2006 Cadillac DTS) online and emailed an appointment request to dealership. Within 24 hours I received an email response and a telephone call from the dealership, informing me that the car was available. I set an appointment with Tania and visited the dealership, where Tania met me and showed all of the appropriate paperwork on the 2006 Cadillac DTS. After a lengthy and very detailed conversation about the vehicle's history, I inspected the vehicle and took a test drive. Upon my return to facility, Tania ran the paperwork and the matching Carfax Report (which matched my Carfax Report), and we settled on the "as-is" wholesale price. Because I had a few questions regarding the vehicle history, the dealership also included a warranty at no additional cost. We signed the paperwork and I accepted delivery of the vehicle the following morning.
New to this Super Car
IT is a super car that has great performance for the price. I am 6'4" and found it a great experience. It is comfortable to drive and good in the entry and exit :-) All in all, we are very satisfied with this vehicle.






Used
2023 Mazda MX-5 Miata RF Grand Touring
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Thank you, Chris Watson and Annapolis Mazda
Chris Watson and everyone at Annapolis Mazda went the extra mile to deliver my new car in the middle of the Pandemic. Chris was in contact as the car navigated from Japan to the Port of Baltimore (during the worst time in the Pandemic) and provided updates on a regular basis. Annapolis Mazda diplomatically worked with the Port of Baltimore to expedite delivery of the vehicle to Annapolis. Once the car arrived in Annapolis, they turned it around and had it ready for immediate delivery. Chris provided an extensive introduction to the vehicle features and assisted with syncing electronic devices. The entire sales process and paperwork were very streamlined and easy. "Thank you" to Chris and everyone at Annapolis Mazda for the best vehicle buying experience of my life.
Apprehensive.
At first glance you ask yourself... what did I buy. It looks small and very low to the ground. You manage to get in and start the car. The engine roars to life and it's louder than what you might be used to. The seat hugs your body and you begin to get comfortable. First gear sprints the MX-5 into what feels like a roller coaster ride. It's lively and fun, and you tell yourself... yeah, I can get used to this. Is you're looking for excuses to take it out for a ride.






Used
2024 Porsche 718 Boxster S
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Needed a repair on my Macan S.
Needed a repair on my Macan S. Made an appointment , very easy, dropped my SUV off. Jamie was there to greet me, explained the process and we moved on to the next step. Approximately 2 hours later I received a video of the inspection and details of needed repair. I approved the work. Within 24 hours I received a message repairs were complete. I stopped by met Jamie again we completed the paperwork process at his desk. He sent a text an employee of Porsche of Annapolis, the car was brought to me in less than 5 minutes. The car had been thoroughly cleaned. The entire experience was great.






Used
2015 Porsche 911 Carrera GTS
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Excellent customer and maintenance service.
Excellent customer and maintenance service... You could not ask for additional effort from the Dealership.
Just gorgeous
What can you say about any 911? The one I test drove was the S. It’s just the perfect sports car. Light, just enough power to go fast, not overwhelming. Comfortable, quiet, composed at any speed. The soft top is so quiet. Almost like a regular top. With the top down, you can still hold a somewhat normal conversation at highway speeds. Just the perfect car for a cruise or fast run on a sunny day.






Used
1998 Mercedes-Benz SLK-Class SLK230 Kompressor
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A mixxed review...
Just sold mine after owning it for eight plus years. While I loved the looks of the SLK and I did enjoy owning and driving it, I was never that crazy about the spartan interior. For a Mercedes that cost $40K new, I thought it was rather plain Jane. I also wasn't happy with things like the door panels delaminating, the dash finish scaling off and probably most of all, the dang roof...I expected better from a Mercedes Benz. The roof went kaput three times while I owned the car and I got sick of the bother and the cost to deal with it. I would have also hoped it would hold its value better. I sold it rather cheap despite having put thousands into it. It's a cool little hardtop convertible but if you buy one, beware...be prepared to sink some $ into it.






Used
2020 BMW Z4 sDrive30i
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Customer's for 17 years and counting.
Great team all around. Our family has purchased several vehicles from the sales team and have had all of our vehicles serviced here. The lounge and shuttle service are perfect, and occasionally, when we've been super busy, we've used the pick-up and delivery service.
Fastest and coolest car I have ever owned.
I upgraded to the 2020 Z4 M40i after having a 2006 Z4 3.0i. The exterior styling and sound gets looks and complements at least once a day when driving. The interior is modern and has lots of the most up to date technology, although I wish less plastic was used. It drives awesome, and I am very pleased with the car.






Used
2000 Honda S2000
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Took 3 tries, but I finally got the right one!
Devin Stanford, Kevin in Finance and Sean took care of me! These gents make buying a vehicle easy and stress free. Thanks for a great experience! Shannon Bent!
Most reliable car I have ever owned
Best and most fun car I have ever owned. I bought it in 2008 with only 11,000 miles, so only drive about 11,000/year for the past 13 years.




Used
2002 Toyota Camry Solara SLE V6
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My solara is a 2003 and has over 250,000 miles it has
My solara is a 2003 and has over 250,000 miles it has been so dependable no major issues I mean only your basics change oil and filters and little tune up and little hose replacements wear and tear stuff up Im in a very difficult situation on debating if I should trade up for a newer Camry my family says dont do it my gut says keep it as a spare car you can’t trust these newer cars . What do you think? I love my solara …. Excellent car


Used
2015 BMW 428 i
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Outstanding Customer Service
I had a phenomenal experience at this location Starting with my phone call 3 weeks prior with GM Yancy. Yancy listened to all my concerns answered each question and provided great feedback. I was assigned to the BEST sales rep Ahmer. He gave exceptional service! I can’t say enough about these two gentlemen. They took great care of me from beginning to end and have gained a customer for life♥️
Locw my 4 series convertilbe
Great family friendly 4 seater hard top convertible. Good performance and great handling as well. Purchasing used was a great value for all the included features.






Used
2019 Volkswagen Beetle 2.0T SE
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Great body shop
Stupid accident brought me to see Mike in the body shop. Second time the garage door gouged the hatch. Mike took the car right away fixed it and cleaned it up better than when I dropped it off. Thanks Mike, great job.
Such a great car, so fun to drive in the summer.
Such a great car, so fun to drive in the summer. Such a skibidi ride with the most sigmas getting called to it. Thank you vw.






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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!!
Classy vehicle!
This car is in excellent condition. The body and convertible roof are in great shape. The paint is in great shape, wheels and tires look great. Everything on it is original and in good condition. Everything has been well maintained since 1988. It is still a go getter, smooth ride.






Used
2018 Mazda MX-5 Miata RF Grand Touring
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I cannot retract my previous review but the service
I cannot retract my previous review but the service manager at Rich Morton Mazda is phenomenal and does everything he possibly can to mitigate my recent situation/car issues. He has worked on my vehicle himself and working with me to make sure we come to some sort of resolution. I truly appreciate how customer forward he is.
beautiful small sports car
Very relaible sports car at an affordable price. It's a joy to drive at an affordable price. Just to people can fit so you ca use it for fun or short drives.






Used
2022 Ford Mustang EcoBoost Premium
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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!
Living Large
After a negligent driver rear-ended my other car, I bought a 2022 Mustang GT Premium with the insurance money. I had a 1979 Mustang Cobra years ago and loved it. This is a great car, too. Fast, comfortable and beautiful. I haven't driven it in snow yet and have some trepidation about that but otherwise I'm glad I bought it. There are only three things I don't like: the car payment (who does?), the gas mileage, although I can get 30 mpg if I drive 58 mph, and there seems to be some high school kid at every stoplight who wants to race. This is definitely a car worth buying if you're an empty-nester, going through your mid-life crisis or single and don't have to haul much in your trunk.






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Great staff.
Great personalized service. Professional employees and no haggle pricing. I enjoyed working with Fred. He is a consummate professional. He gets my recommendation to others.
Love my Touring Sebring, best ever!
My 2008 Touring Sebring is approaching 16 years and it’s been the best. With only 129,000 km, the only repairs have been 2 brake jobs and new tires. It is comfortable and very reliable. The only down side has been the inevitable spots of rust due to the salt placed on our maritime roads in winter. I undercoat yearly and remove rust when I notice it in a body shop. Love this car 💕






Used
2022 Ford Mustang EcoBoost Premium
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Myron was Extremely HELPFUL!
Myron was Extremely HELPFUL!!!! HE HELP ME EVERY STEP OF THE WAY.. I was so lost and help me allllll the way😀😃😄😁.. Very HAPPY FREAKN AWESOME OF HIM TO MAKE SURE I WAS HELP!!!
2022 Mustang GT Premium
Had been looking to add a third fun car reminiscent of the late 60's Corvette/firebird/Mustangs that I had owned BUT with modern comforts and enhancements. I looked at Camaro ZL1 (too rough) Corvette (Nice but seat headrest hit me wrong) Jaguar F Type R ( would have bought this but again seat hit me wrong) Nissan Z (Too delayed and $20K markup on $40K car!!!) Challenger Hellcat widebody (Too Big for me) BMW M4 (HARD ride even on soft setting) What I really like about the Mustang GT Premium was the sound. After years of driving stick, I bought the 10 spd Auto which is a great Trans. Faster and with traffic and all, a better choice. Did not spend $9300 for Perf Package, Magnaride or exhaust since I was not going to track this car. The exhaust was too raspy for my taste. Do get the B&O stereo. I really love the sound of the stock exhaust. Loud enough to hear and quiet enough on long trip. If you want one be sure to Join Mustang Club of America, since after 90 days of membership you are eligible for a substantial discount from Ford ($2500) on a $50,000 car. This does not include any discount from dealer.






Used
2022 Ford Mustang EcoBoost Premium
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The experience was nice and easy.
The experience was nice and easy. Daniel was very helpful.We were satisfied with our purchase.
“Love my ‘Stang”
The 2022 Mustang Mach 1 that I own is an adventure each time that I drive it! It can be a daily driver or a fun time on the weekend just listening to the symphonic sounds of that V-8! This is my second V-8 Mustang and I have to say that each one has been a quite enjoyable experience!






Used
2022 Ford Mustang EcoBoost Premium
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Used
2022 Ford Mustang EcoBoost Premium
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I recently had the pleasure of working with Mike at
I recently had the pleasure of working with Mike at Eastern Motors, and I couldn't be happier with the experience. From the moment I walked in, Mike was attentive, knowledgeable, and genuinely interested in helping me find the perfect vehicle. He took the time to understand my needs and preferences, and he provided valuable insights and recommendations without any pressure. Mike's professionalism and friendly demeanor made the entire car-buying process smooth and enjoyable. He was patient with all my questions and ensured that I was comfortable with every step of the process. His expertise and dedication to customer satisfaction truly set him apart. I highly recommend Mike at Eastern Motors to anyone in search of a reliable and trustworthy salesperson. He made what can often be a stressful experience into a pleasant and memorable one. Thank you, Mike, for your outstanding service!
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About convertibles
What is the cheapest convertible available?
The Toyota Camry Solara is the cheapest available convertible by average Cars.com listing price, with an average listing price of $9,174.
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 724 great deals out of 3090 listings starting at $2,000.
Where can I find the most convertible deals?
The most convertible deals can be found near Riva, MD with 28 great deals out of 159 listings starting at $3,995.
*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.
Find great prices by city
-
Convertibles under $100,000 in Stevensville, MD
5 Great Deals out of 46 listings starting at $5,975
-
Convertibles under $100,000 in Kent Narrows, MD
4 Great Deals out of 39 listings starting at $5,975
-
Convertibles under $100,000 in Grasonville, MD
4 Great Deals out of 33 listings starting at $5,975
-
Convertibles under $100,000 in Queenstown, MD
4 Great Deals out of 37 listings starting at $5,975
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Convertibles under $100,000 in Cape St. Claire, MD
14 Great Deals out of 94 listings starting at $4,299
-
Convertibles under $100,000 in Cape Saint Claire, MD
14 Great Deals out of 94 listings starting at $4,299
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Convertibles under $100,000 in Naval Academy, MD
15 Great Deals out of 100 listings starting at $4,299
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Convertibles under $100,000 in Annapolis Neck, MD
15 Great Deals out of 92 listings starting at $4,299
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Convertibles under $100,000 in Annapolis, MD
18 Great Deals out of 106 listings starting at $4,299
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Convertibles under $100,000 in Rock Hall, MD
8 Great Deals out of 61 listings starting at $5,975
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Convertibles under $100,000 in Arnold, MD
16 Great Deals out of 105 listings starting at $4,299
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Convertibles under $100,000 in Saint Michaels, MD
2 Great Deals out of 22 listings starting at $6,000
Find great prices on used Convertibles in Chester, MD
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