Used convertibles for sale near Dudley, MA under $100,000

Amazing customer service from start to finish! We bought from out of state and highly recommend Medway.

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.

Tommy was so very super. He was helping before I even arrived at the dealer ship. , and once I found which one I was looking at he had it ready for me to take it out for a test drive , and knew it and he took care of everything. I highly recommend them. That go above and beyond. To help you. Thank you Tommy.

Update from Vette Guy of Tucson, Az. I received my replacement Z-06 convertible almost exactly 2 months from the date I ordered it. It arrived exactly as ordered: Mist Red with Natural interior, Z07 Handling Package, Visible Carbon Fiber Big Aero Package, Carbon Fiber Wheels and Racing Seats. I have 800 miles on the car, so far no problems. I plan on racing the car in the September Silver State Challenge Ely, Nv. open road race. I raced the 2023 Z06 there in May, great race try it! I'm also attending the Z06 driving school in Pahrump,Nv. I did the Z51 school last year, highly recommended! Overall a big Thumbs up to Watson Chevrolet for keeping their word on getting me a replacement Z-06!

Was greeted with a smile and asked what I was there for. Took my car in quickly and I waited not long at all for my oil change and when it was ready I paid for my service and went on my way.

Never owned a Corvette before my 2020 C8 2LT. This American sports car is a super car costing 3 & 4 times less than others. My only disappointment is the camera in the interior rear view mirror. Head lights and driving lights flutter in the camera and at night following vehicles appear to be in a fog. It's a smart man's super car.

Wesley was very professional didn’t question my offer brought it right to sales manager. Negotiation was smooth in the end I paid what I thought was a fair price and got a powertrain warranty thrown in. They delivered car promptly inspected and filled gas tank. Very positive experience no pressure. Thank you guys at Autobahn Westborough.

Good job with communicating since I had a long distance purchase. My salesman Garrett was most helpful, I can’t wait to pick up my new vehicle

I recently purchased a used vehicle from Imperial. the salesman Gabriel Borrero was amazing. I told him my finance limit and he did not try to sell me a vehicle I could not afford. Ahmad Al-jallad worked for 2 days to get me financing with my low credit score. They will be my go to dealership from now on.

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).

Champagne and Fernando made the entire process seamless and were very accommodating with me while being many states away. Couldn't ask for a better experience!

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.

Great cars, quality and service. Highly recommend anybody looking great car and also smooth process for paperwork.

Sexy, sleek, fast, handles amazing, classy, good gas mileage, everyone stops to look at her!!! I've never driven anything so nice. I usually like muscle cars however reaching age 50 I wanted to go in a different direction. I m so happy I did it fits everything about my lifestyle.

Great experience - painless transaction from out of state - Fernando helped out at every step to keep us informed and answered every question -

Absolutely love it, loaded with features including self parking. Sports car with different drive modes and yet luxury comfortable. So far not a single issue, very reliable. Highly recommend.

Very pleased with the overall experience, will be back for my next vehicle purchase. Fast and smooth!

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.

Best car buying experience I have ever had. Start to finish. I cannot recommend this team enough. I need another car in a few months and will buy it here. Insane bargain prices for cars that are in mint condition.

Great convertible. This car has attitude! Very comfortable, good looking, big power for a turbo-charged 6. Easy to drive, and easy to learn all the new bells and whistles.

Highly recommend this dealership to anyone! Super clean location the staff is very friendly. This was the best place ever to chose for buying my first car. The staff is great to talk to and are so helpful and will make sure that the car is in the best condition it can be before you take it off the lot. They were super understanding when I didn't understand something and had my dad help to explain as well. Overall my dad and I had a great experience and we will go back in the future.

A beautiful automobile gift from my beautiful wife on 6/2/23. I’ve been searching for a tbird and a friend told me to call and see if this guy was willing to sell one of 3 Tbirds he had. Little did I know in a few hours I’d be the new owner of Dale Jarrett’s personal Tbird with only 6,842 miles on it. His signature is on the dash and also his personal leather racing jacket signed. Needless to say it handles like new and has new car smell. We drove it from Charlotte NC to Charleston SC and couldn’t believe how it performed handled and rode. It’s definitely an eye catcher. The hardtop was easy to remove with 2 people. It would have been nice if it would have been designed to retract into the trunk. But mine came with hoist to attach to garage ceiling which made it very easy. I’m 100% satisfied and happy with my new Tbird.

I hunted the entire country for my SE S5 Prestige Cabriolet Convertible. I had purchased one in Miami, but it was so popular that the dealer re-sold it for an even higher price and issued a refund. The overall design of the car is stunning & the features are everything a Handicapped driver could ever wish for. With the exception of braking; All the controls are right on the steering wheel. During my search, I found 2 for sale in the entire country. 1 was up North in Michigan (snow, ice, & road salt territory) and the other was in Houston Texas. I had it shipped to a local business just off the interstate, where I got my 1st ride in my last car As I do with every vehicle, I made my 10 year old car look like a 3 year old with a change to the newer RS rims, black drilled & slotted rotors and all black chrome emblems. I have made it a sleeper by toning down the flashy appearance but it still draws compliments everywhere I go. The features like the blind spot detection, automatic stabilization, 7 speed dual S-tronic transmission allows incredibly fast shifting or automatic if desired, while alerting you to other cars that are close, or if there is a change in the road conditions. The rear view camera with park assist makes it easy to back up with instant alerts if something enters the area behind. The top can be lowered and raise with the key fob or windows can be opened or closed without even getting in the car. with the top down, there is still plenty of trunk space, and the noise level has been designed to be minimal interference to conversation or music. Handling is a dream and it can be driven with one finger at 100 mph which is unbelievably easy to do without trying. There are 2 things that lowered the reliability rating that, in my opinion, should have been corrected. The harmonic balancer & main dive pulley are 2 pieces, bonded together with rubber. When it comes apart, it shreds the accessory belt and appears to be a clutch pulley to the (even seasoned) mechanic. It still provides plenty of torque to avoid throwing any error code, but it will shred belts until it is replaced, That belt is behind the belt for the turbocharger and the is no clearance between the radiator and the tensioner adjustments to change the belt, unless you put the front end of the car in service mode. The other setback is in the turbocharger iself. The inter-cooler elements themself can crack and leak coolant into he rear cylinders causing a low coolant condition with no evidence of a leak anywhere (mimics a bad head gasket). it would be nice if these 2 crippling conditions were made a little more well known to improve dependability and save a ton of money getting unneeded replacement parts. Overall however; this is the only car that came stock, with all the features I ever wanted and then a couple more. The governor comes on at 165 mph while the speedometer goes to 200 and it is clear that there is more power available. If you were to get racing tires, the computer will remove that limit. I've driven 1000 cars & owned 50 or more & this one is tippy top dog. It is a ton of fun and though plain, remains very attractive and catches everyone's eyes.

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

Great customer service and great people working, Matty helped me out so if you have a problem or need help, ask for Matty!

Awesome driving experience. I love this car! Fun to drive. Great handling. Fast, fun and the convertible is amazing! I recommend this car to anyone.

Just bought a car there yesterday and John was great ! Very helpful and explained everything in great detail! Very professional and caring about clients needs. Will definitely recommend!!

The VW Eos 2.0T has really impressed me (62 yo retired). It is not the most eye catching of the 75 cars and trucks that I have owned. However It truly stands out for quality of construction, comfortable ride, performance and advanced technology and engineering. This is my 4th convertible (Mazda Miata, Ford Mustang, Fiat X19) and the Eos no doubt better than any of the rest. Great gas millage with V8 performance in a 4 cylinder Turbo.

i was buying remote so it is always more difficult… i thought they would give up on me … they did not …. every person i talked to on the phone (and there were many and often) was patient kind and helpful … i regret not being able to meet them in person to say thank you … they earn their 5 star rating …

Came from 2019 Challenger Hellcat to a 2023 C8 70th anniversary special edition in Carbon Flash. Handling is superb, fast and corners like on rails! Little hard to get into but suede interior is beautiful! Looks amazing! Reliable thus far! Shop around, for a good price!

Great all around I’d recommend this dealership to anyone looking to buy a car

I love, love, love my new Cooper S convertible! She is paying for herself in compliments already. Literally everywhere I go, someone stops me and says "your car is so cute!" She is so fun to drive and it isn't even convertible weather yet lol. I ordered black on black and I couldn't be happier with the aesthetics and performance! I hope she and I have mini happy years together!!

I had a wonderful experience with carmax in Westborough. Very friendly staff, very clean. They don't harass you. Upon entering the building, I was greeted and directed to the vehicles I was interested. I ventured the lot on my own and able to check out the vehicle. All the details were located on the window or they have touch screens with the info of the cars on the lots. Chris C was my sales person, he was very quick to respond to questions I had after I left the lot and also gave me detailed information about the cars I was interested in purchasing without haggling me to buy the more expensive car. When I had a question for him he would always answer it and send the brochure or the car detail info so I had it. The day I made my decision I was driving off the lot in a preowned vehicke within a few hours. I was extremely happy with my experience and would recommend Carmax in Westborough for anyone searching for a preowned vehicle. And i had been to other dealerships for test rides.

I am a life long mechanic, drove everthing big small and in between, excellent care all around!Black is my color and with a auto trams , top shelf

I’ve been looking for a Cadillac Escalade for over four months and with absolutely nothing local to my area of Upstate NY I felt the need to explore internet searches. From the moment I first saw this vehicle on Cars.Com I was impressed with the ad presented by Foley Motorsports. The video content, detailed description, financials and pertinent data was all at my fingertips for review. My first e-mail correspondence with salesman Greg Ostrander was impressive. With attention to details he was able to guide me through most elements about the vehicle with no second guessing or (let me check on that) type of response. He clearly is understanding of clients needs and looks to provide whatever is necessary to make someone comfortable with the purchasing process. Ultimately I purchased the vehicle this week and was able to get it home to my residence today. Just looking at it in the driveway gives me a sense of accomplishment that this search process is over and I’ve scored on a great deal. It’s hard for me to explain how this car buying process was the most pleasurable time ever. I just wish this dealership was in my home town.

I have only owned this vehicle for about seven months so far, but it is SO much fun to drive with the top down. The interior is a fun layout with buttons located in easy reach, and it's just a blast. I'm a large man - 6'1" and 275, and I still fit very nicely in it. Great leg room, surprisingly large trunk, and just fun! The only drawback I can see to this car is the visibility with the top up is awful. That said, the car is designed to be driven with the top down, so that makes sense!