Save your search and get notified when new inventory arrives.
Contact seller
Customize your budget
*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.
About your privacy: Cars.com is asking for your ZIP and credit rating because it helps us to make an educated guess at your sales tax and loan interest. These two factors can greatly change your monthly payment.
Used
convertibles
for sale
near
Sherborn, MA
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.
**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 BMW 430 i xDrive
Vehicle information
Features
Reviews
Excellent Service
Always a pleasure to deal with the service department at Herb Chambers. Brought the car in for a regular oil change at 12:30 pm and was out by 1:45. Tim was my contact and he ensured that my service contract was used. No charges.
Orange & Cognac
I have a sunset orange metallic convertible with cognac interior and a black top. Very sporty. Get a lot of compliments. Zippy. Love the combination as I ordered it from the factory. A little tight on the inside but manageable.






Used
2023 Chevrolet Camaro 3LT






Used
2003 Mercedes-Benz SL-Class 2dr Roadster 5.0L
Vehicle information
Features
Reviews
Friendly reception, mechanical inspection mediocre
Two weeks ago we found a Jeep Rubicon on their lot that we liked, low-mileage with lots of pricey off-roading upgrades that made the price seem reasonable. My husband was thrilled. We decided to make the two hour drive from Southern Vermont, and were greeted warmly on arrival. We had easy rapport with Ted, and excellent conversation during the long financial process with Zach (okay, if I’m honest it was only long because we couldn’t stop talking). Three days later we returned to pick up the Jeep, which needed an O2 sensor. A couple days later my husband noticed the Jeep didn’t have a muffler - someone had taken it out and their mechanic apparently missed it - the sound hadn’t changed from our first visit and test drive. Fortunately, a quick phone call sorted it all out. All in all we’re very satisfied with our experience despite being a little surprised such an obvious piece, needed for inspections throughout New England, would be missing from the vehicle. However, their assurance that they must sell an inspection-ready vehicle, and quick action to right the issue saved their review, and our overall impression. Thanks, guys! We can’t wait to get out on the class 4s!
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!






Used
2023 Mercedes-Benz AMG SL 55 Base
Vehicle information
Features
Reviews
Perfect in every way
Seamless and efficient from soup to nuts. As perfect as the experience can possibly be. Responsive, reasonable and with expertise. Complete product knowledge and provide patient coherent explanations. Couldn't be happier. Highest recommendation






Vehicle information
Features
Reviews
Exceptional Service
John and Kieran were exceptional throughout the entire transaction. John was a pure pleasure and professional. Our vehicle purchase process was truly the easiest and smoothest we ever experienced. We highly recommend John and his team.
My Little Red VW -ette (sorry prince)
My Little Red VW-ette (sorry prince) Great little second car for fun, I have a SUV for all that boring stuff, but this a joy to drive.






Used
2002 Porsche Boxster Base 2dr Convertible
Vehicle information
Features
Reviews
Excellent dealership, great service, I highly recommend
Excellent dealership, great service, I highly recommend it. Alex was able to find the best car to suit my budget and needs, you will never regret buying a car here. Thanks guys!
The Boxter S is an adrenaline rush
My car had the IMS bearing replaced. With that said it has been a very reliable car. I use it as an everyday driver and also on the autocross track for fun. It now has 75k miles and is still a very trusted driver. I love this car!






Used
2018 Volkswagen Beetle 2.0T SE
Vehicle information
Features
Reviews
During my search for my next vehicle I recalled the
During my search for my next vehicle I recalled the hassle of buying a vehicle. I read the reviews on Drum Hill website. I was pleasantly impressed. Especially the reviews that mentioned John. I’m a very skeptical person and is cautious what I read especially on someone’s own website. I had already seen a vehicle that I was quite interested in. It was time to test the validity of these reviews. I was treated incredibly well and you could feel that they weren’t doing a song and dance. When I typically ask a car salesman about something on a vehicle, it seemed at time they would be squirming. Not here and especially not with John! I don’t like using an explanation mark but I had to in this case. The most impressive thing was being in the background while he was with a customer. He had zero to hide! He would insist to customers to take the vehicle to the manufacturers and have them inspect it before they buy it. You could tell in his voice that he was truly looking out for your best interest! He has been in the business for some 35 years and his knowledge is impeccable. From a vehicle’s options and what they do. Financing, recalls, different state laws and so much more! You can tell as there is zero hesitation when he speaks. I like you, maybe right now, this does sound to good to be true. Like John would say, “Challenge me and I am 100 % positive, my word is the most important thing to me”. I have one more explanation point left. I say to you “Take my word in believing Auto Hill autos”. It’s a must check before completing your search!
ONE OF THE LAST BUGS BUILT
This Beetle was my car that I traded in recently for a new Tiguan. The car was excellent, and always reliable. We wanted to own one of the last Beetles made, and glad that we purchased it from Mt. Prospect VW (AutoBarn) four years ago. Whoever purchases this bug, is getting a great car, and we will miss it!






Used
2003 Mercedes-Benz CLK-Class 320 Cabriolet
Vehicle information
Features
Reviews
Thank you very much for your help and great service and
Thank you very much for your help and great service and your support with the issue
Convertible CLK430
The Mercedes CLK 430 Cab is one enjoyable experience that I wish other could experience. The car with the V8 has enough power and features to be enjoyable throughout the year. Maintenance is easy for a DIY, and if you limit your visits to the dealership the cost of upkeep is reasonable.






Vehicle information
Features
Reviews
Very prompt, professional and attentive.
Very prompt, professional and attentive. It was a pleasure to deal with them. They are definitely a dealership I will contact again in the future!
I bought my 2012 C70 in Platinum trim back in December
I bought my 2012 C70 in Platinum trim back in December 2011. I also got the 10 year extended warranty and it had first 5 years of maintenance included. As of May 2024 the car still looks great, runs amazing and should go for at least 100K more miles. I did get the Polestar turn about 2 years ago and have done regular maintenance. Over the first 10 years the car had a few standard issues along with a couple of sensors but nothing major. The extended plan covered everything and All I have had to do is the timing belt and water pump out of pocket. Great hard top convertible that is a keeper...






Used
2007 Mercedes-Benz CLK-Class 2dr Cabriolet 6.3L AMG
Vehicle information
Features
Reviews
Buying Made Easy
Buying a car from Mo was great. I do not like buying cars. I do not like the standard buying script. Thankfully, Mo talked me through the process. Showed me a coupe of vehicles and never pressured me to buy. With his assistance, I was able to make the buying decision that was best for me. In my experience, the prices were more than fair. The team was awesome and they continue to work with you after the sale closes. If you have researched your desired vehicle. Know the prices and what is available. Go see Mo. He probably has the car for you at a great price.
Best car I've owned
I bought a 07 CLK 63 AMG about a year and a half ago and never had so much fun in a car since a 62 Shelby Cobra! The CLK is very well appointed and it looks a bit of a sleeper but it does not when you wick it up. I have a Dragy and use it to do 0-60, 1/4 mile and Speed mile. I am getting better at driving this car as times will show. If you are looking for one of these you will have your work cut out. I took me 6 mon. and nation wide search. I found a perfect one with 22K. Love it.






Vehicle information
Features
Reviews
John at Drum Hill is the best buying experience I have
John at Drum Hill is the best buying experience I have had in years. He is very professional, his office manager is very responsive to her customers. They shipped my Mini Cooper to Maryland thru the snow. My Wife has since taken it from me. Their prices are very fair and the vehicle was in excellent condition!! We are very happy with Them and will buy another car from them in the future and can count on a wonderful buying experience. From Massachusetts to Maryland with an understanding and honest dealership!!! Fantastic
Timeless Design, one of BMWs best looking cars.
I love the M-sport package look on this car. It looks sleek and sporty. With a cold air intake this car sound beautiful. Rides great and can save a lot of gas in eco mode vs sport mode. Paddle shifters are fun and responsive.






Used
2005 Mercedes-Benz CLK-Class CLK55 AMG
Vehicle information
Features
Reviews
I needed to find my first car and guys were very helpful.
I needed to find my first car and guys were very helpful. They found the perfect car for my budget and requirements and were always in touch! This was very important to me. They were also very polite.
Fast, Smooth and Quiet.
Great car, very fast, smooth, and quiet. Long doors can be hard to get out in a parking lot. The only thing I have a problem with is the electrics, setting the clock time, or resetting mileage. The car's phone is also out of date, and not usable.






Used
2004 Volkswagen New Beetle GLS 1.8T
Vehicle information
Features
Reviews
I bought a brand VW Beetle, brand new in 2004.
I bought a brand VW Beetle, brand new in 2004. I paid $22,000 for it. Twenty years later, I’m still driving it. It now has 52,000 miles on it and I’ve only had to do general maintenance. (Oil changes and batteries) It’s still like new!!! Leather heated seats, moon roof, and it’s bright red in color. I love this little bug. It’s fun to drive.






Used
2004 Lexus SC 430 Base
Vehicle information
Features
Reviews
HAPPY CAMPER
IVE DONE BUSINESS HERE MANY TIMES- I HAVE NOTHING BUT KIND WORDS AND PRAISE TO SAY ABOUT THIS CAR DEALER - THE TVERY BEST BEST DEALER AROUND TOWN
Fantastic reliable car at unbeatable value
These cars are an amazing value. Quite simply many people hate the styling. Hence a low price. Nothing I write matters on this. You like it or don’t or put up with it for the value. The interior is simply stunning. Other than a Bentley I had no other car I’ve seen is nicer inside. Quality materials. Nice leather. Stunning real wood. And unlike anything else a way to cover the nav screen with a wood door. Stereo is excellent. Ride quality is fantastic for long trips. No. Not a super fast car in corners. Fast enough and very comfortable. Engine is silky smooth and whisper quiet. Except when you floor it you get that v8 growl. Again not a dragster but plenty powerful enough. The roof is magic. A hardtop coupe most of the time but a fantastic open top with minimal buffeting. Reliable. Very reliable. Excellent Lexus service if needed. Our 2004 has merely 60k miles and zero repairs. Many of these are low miles. Toyota reliability is a great comfort. Big and heavy and safe. Plenty of airbags and great brakes. Mass is safer than lighter cars. Do the negative? It is not easy on gas. Styling is either love or hate. Navigation system cannot be updated and CarPlay is not available although there are kits to add it including nav music and phone. So the electronic toys are dated. To give you an idea my new car is a Porsche 911. Modern. But on long trips or just getting from A to Z the Lexus is first choice. Porsche is more modern and exciting but … not as beautiful inside nor comfortable. I totally recommend this if the styling and gas mileage and electronics are not an issue. The value is unbelievable and unbeatable.






Used
2003 Mercedes-Benz SL-Class SL500
Vehicle information
Features
Reviews
The SL55 AMG remains one of their best!
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.






Used
2018 Mercedes-Benz C-Class C 300 4MATIC
Vehicle information
Features
Reviews
Most reliable and usefull car I've had as a daily driver.
Most reliable and usefull car I've had as a daily driver. Everything in the interior is placed where it should be found functionally. Power, while not a muscle car, is more than adequate. Gas mileage is excellent. Adjusting from Comfort to Sport make a very noticeable impact on the driving experience from gear shifting to steering...






Used
2006 Mazda MX-5 Miata Touring
Vehicle information
Features
Reviews
Absolutely fantastic experience
I bought a 2011 Chevy Suburban. Liam and John were fantastic. Amazing is an understatement. I did not know there are actually car dealerships anymore that go this above and beyond and as pleasurable to deal with. A+++++++++
Let others know theres no transmis. fl dipstick
I'm still orginal 2006 owner.Great little mousee Everyone loves the orginal color.Color name kept private. Lots of wanna buyers.I don't want to let it go because of issue one problem.. this start of yr.noticed fluid leak from transmission its rear main seal,instead of replacing this part, it's highly possible gonna replace whole rebuilt transmission.Thinking of not replace rmseal because engine and transmission may have to come down and would have to pay twice, We don't think will owe another mazda reason no transmission dip stick and can't check your fluid like we have oil dipstick.You would have to go in pay for fluid fill up n pay for gasket plus labor






Used
2005 Ford Thunderbird Deluxe
Vehicle information
Features
Reviews
Very pleased with the overall experience, will be back
Very pleased with the overall experience, will be back for my next vehicle purchase. Fast and smooth!
Love driving this fun car.
Love driving this fun car. Maintenance has been an issue and will probably only get worse... Item: Like most modern cars, there are no grease points in the suspension. So when the little rubber boots that cover the joints rot away, there's no way to lubricate the suspension, and the parts start to grind against each other. Out $4k to replace the front and rear suspension. Had them do the struts too since they had to take everything else out. Item: Many parts no longer available. The accelerator pedal switches failed. No Ford or aftermarket replacement to be found. Good news: found one at a salvage yard. Bad news: it's the same age as the one it replaced. Item: Crack in the windshield? Stay away from any chain that rhymes with "Chafe-Bite." Replacing the windshield means removing the frame. Very few of their techs are trained on how to do this.






Used
2003 BMW 330 330Cic Convertible 2D
Vehicle information
Features
Reviews
very successful purchase of the machine, excellent
I want to say thanks to Direct Auto Team. I bought a car from this dealership a week ago. The car is in excellent condition, I drive it with great pleasure, very professional work, employees are competent, polite and attentive, highly recommend this dealership.Special thanks to Dmitry Golub))
I own the car
Bmw 330i 2003 this best model i have ever own and being M Sport it makes it even much more batter. And recliner seats with heated options.






Used
2002 Ford Thunderbird Deluxe
Vehicle information
Features
Reviews
The whole experience was very positive.
The whole experience was very positive. All the people were friendly and professional. Have had the car now over a week. It’s everything that I hoped it would be.
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
2022 Chevrolet Camaro 1LT
Vehicle information
Features
Reviews
Great experience with Copeland Hudson!
Great experience with Copeland Hudson! The sales staff was super helpful and informative, answered all questions right away and just great to work with. I would highly recommend Copeland Chevy Hudson.
Blind spot
There is somewhat of a blind spot. I am having great difficulty making right turns or parking this car when I can’t see all the lines on the space. I’m a short statuted person so raising the seat more doesn’t seem to be an option.
*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
-
Convertibles under $100,000 in Sherborn, MA
69 Great Deals out of 309 listings starting at $2,000
-
Convertibles under $100,000 in Natick, MA
64 Great Deals out of 302 listings starting at $2,000
-
Convertibles under $100,000 in Holliston, MA
52 Great Deals out of 214 listings starting at $2,000
-
Convertibles under $100,000 in Millis, MA
53 Great Deals out of 225 listings starting at $2,000
-
Convertibles under $100,000 in Dover, MA
65 Great Deals out of 311 listings starting at $2,000
-
Convertibles under $100,000 in Millis-Clicquot, MA
53 Great Deals out of 225 listings starting at $2,000
-
Convertibles under $100,000 in Medfield, MA
52 Great Deals out of 220 listings starting at $2,000
-
Convertibles under $100,000 in Ashland, MA
66 Great Deals out of 288 listings starting at $2,000
-
Convertibles under $100,000 in Framingham, MA
65 Great Deals out of 317 listings starting at $2,000
-
Convertibles under $100,000 in Medway, MA
51 Great Deals out of 218 listings starting at $2,000
-
Convertibles under $100,000 in Cochituate, MA
65 Great Deals out of 318 listings starting at $2,000
-
Convertibles under $100,000 in Wellesley, MA
63 Great Deals out of 303 listings starting at $2,000
Find great prices on used Convertibles in Sherborn, MA
- Convertibles for sale under $9,000
- Convertibles for sale under $10,000
- Convertibles for sale under $15,000
- Convertibles for sale under $20,000
- Convertibles for sale under $25,000
- Convertibles for sale under $30,000
- Convertibles for sale under $40,000
- Convertibles for sale under $50,000
- Convertibles for sale under $100,000
- ${price_badge()}
- ${ami_badge()}
- ${battery_badge()}${ev_report_link()}
- ${hot_car_badge()}
- ${award_badge()}
- ${cpo_badge()}
${price_badge_description}
${ami_badge_description}
The EV Battery Rating is based on this vehicle's current expected range relative to the vehicles expected range when new. ${battery_badge_text}
This vehicle is certified pre-owned, backed by a manufacturer warranty, and typically undergoes a rigorous multi-point inspection to ensure quality and reliability.
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.