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*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.
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Used
cars
for sale
near
Chestertown, MD
under $4,000,000
- 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
2016 Dodge Challenger SRT Hellcat
Vehicle information
Features
Reviews
Great sales representative he was patient and explained
Great sales representative he was patient and explained the car features. A lot to learn. Financing could have given me better deal financing. Not much personality in that department .
Challenger R/T Plus
Bought this car new in July 2016, it has a been a great experience. It has 12,400 miles on it, and is barely broken in. Well engineered in my opinion.
Used
2019 Hyundai SANTA FE Limited 2.4
Vehicle information
Features
Reviews
My experience at Jerry’s Chevrolet went smoothly.
My experience at Jerry’s Chevrolet went smoothly.The appointment process was quick and simple.After I arrived at the dealership the service advisor took care of the service I needed for my car without any issues.
We’ve put 85,000 miles on our Santa Fe, including a trip
We’ve put 85,000 miles on our Santa Fe, including a trip from Maryland to Idaho and Utah, and have consistently been happy happy with it. It’s needed no work/repairs, other than routine maintenance.
Used
2022 Honda Accord Sport 1.5T
Vehicle information
Features
Reviews
Excellent Service!
The Service Department worked long and hard to resolve the issue with my car and ultimately diagnosed the problem. Thank you.
This is a solid comfortable car nearing luxury status.
This is a solid comfortable car nearing luxury status. My only concern is the infotainment system freezing at times and ignition loses connection with the FOB every once in awhile.
Used
2024 MINI Hardtop Cooper S
Vehicle information
Features
Reviews
Great first experience!
Great first experience! I like the straight forward assessment and it even cost less then estimated. I was provided excellent service and I will come back again.
Standing ovation for MINI.
A brilliant mark of automotive excellence. An abundance of personality, only to be outdone by my 9lb chihuahua. - 135 horsepower is more than plenty on the freeway, and far too much for the city. - The design of the interior cabin feels I am already in the future, as opposed to the present. - The cabin is also very quiet. I hardly hear cars and noise around me - the sound quality from the sound system is spectacular, and the audio from phone calls is unbelievably clear. - I've never driven a car with better handling. I would say it is in a Goldielocks zone of having enough wiggle for comfort and stiffness for performance.
Used
2022 Hyundai SANTA FE SEL 2.4
Vehicle information
Features
Reviews
Easy and trustworthy.
Easy and trustworthy. We bought both cars there and would do it again. Highly recommend
I've owned about 20 new vehicles and sold cars for 22
I've owned about 20 new vehicles and sold cars for 22 years, did a ton on research and ended up with the Caligraphy, it gives you so many features I wanted for a reasonable price. The engine is great and has plenty of power, great stereo, great highway cruiser as well. I have 32k miles, Hyundai has covered all my maintenance, and no warranty claims so far. Great Value! I have normally owned Toyota and Honda but wanted some features they either didn't have or I would have had to go to Lexus or Acura and pay way more for what I wanted.
Used
2022 Hyundai SANTA FE Limited
Vehicle information
Features
Reviews
Justin Did a Amazing Job working With Me i appreciate all
Justin Did a Amazing Job working With Me i appreciate all you hard work thank you
Love my Santa Fe
This is my First time ever buying a Hyundai I sold a Acura RDX and purchased the Hyundai Santa Fe. I have no complaints. My Acura had everything in it and so do my Santa Fe. The difference is my Santa Fe is very comfortable and I really love it. As of now I have no complaints.
Used
2022 Hyundai SANTA FE Calligraphy
Vehicle information
Features
Reviews
Brian was extremely courteous.
Brian was extremely courteous. Made a promise to get work done as soon as possible and kept the promise.
Love my 2022 Santa Fe PHEV.
Very comfortable, very solid feeling, love my Santa Fe PHEV, around town get about 88 mp gallon, often much more. Some controls confusing, especially heat/AC; buttons and dials would be better than touch screen. Would like forward drive gear button to be in front with rear behind, a safety issue.
Used
2023 Volkswagen Tiguan 2.0T SE
Vehicle information
Features
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!! 🤔
I absolutely love this car and all it’s features even
I absolutely love this car and all it’s features even though it doesn’t open and close trunk via keyphobe. Kids love the car especially the panoramic sunroof.
Used
2019 Buick Envision Premium II
Vehicle information
Features
Reviews
2019 Buick Envision has vibration an shaking issue
I’ve had my 2019 Buick Envision since January of this year (2023). We were traveling from GA to MS today and for the first time ever after hitting a bump two different times (a couple hours apart) our vehicle started vibrating and shaking terribly. Very concerning.
Used
2024 RAM 2500 Big Horn Crew Cab 4x4 6'4' Box
Vehicle information
Features
Reviews
Great staff!
Great staff! Very informative, respectful, kind and courteous. I would definitely recommend this dealership! Loved it!
Patrick was an extremely professional, no pressure
Patrick was an extremely professional, no pressure salesman who works in an extremely comfortable environment who assisted was with the purchase of a RAM 2500. From arrival to completion he listened, acted and knew how to preform his duties in sales. Each employee were kind and willing to assist and professionally greeted.
Used
2024 GMC Yukon SLT
Vehicle information
Features
Reviews
Shane was very helpful in getting us into a new vehicle ;
Shane was very helpful in getting us into a new vehicle ; I would highly recommend their service
Purchased new in October 2024.
Purchased new in October 2024. Total miles driven 9,276. Just completed a 4,734.2 mile trip through 9 states. Just a pleasure to drive. My wife and I were on the road 16 days, with only 8 driving days, longest day was 674 miles. Average driving speed was about 72+ miles per hour. Seat comfort was amazing, no discomfort, great considering having 4 back surgeries. Very solid on the road with little or no driving fatigue. Performance was great. Of the total miles, about 500 were in town driving and 300 miles was in 4x4 in a snow storm coming across Northern Texas in April. Average MPG was 26.4 with my best 500mile drive at 33mpg. The diesel engine is very quiet requiring me to check the tach sometimes to be sure I had pressed the off button. Very quiet on the road as well. This is my first diesel and I would highly recommend it. Plenty of power, great fuel economy, quiet and very responsive when you need that quick acceleration. amazingly nimble for a big SUV. The adaptive cruise works great. My previous GMC was a 2009, 6.2L V8 Yukon XL. I drove that one 140K miles over 14 years with nothing but routine maintenance, a great vehicle as well. Very happy with this 2024
Used
2023 Buick Envision Essence
Vehicle information
Features
Reviews
My experience with Kyshawn was great.
My experience with Kyshawn was great. We had an appointment and test drove the vehicle I wanted. I completed my credit report and was approved within minutes. I had to wait a bit for the final part of the process - the financing piece took over an hour for me to be seen as it was busy. It was worth the wait. Kyshawn was attentive, kind, and communicative the entire time. I love my new car and I would recommend anyone come see Kyshawn to get their vehicle!
As over many years Buick is in the background, however I
As over many years Buick is in the background, however I have owned both, and the Buick outshine the Cadillac ever year. If you want to impress other 's and spend money go with the Cadillac if you want to enjoy your car buy the Buick. That said start looking at the envision on up
Used
2017 Honda Accord Sport
Vehicle information
Features
Reviews
A Big Thanks to our sales person Sara Spillman and Sales
A Big Thanks to our sales person Sara Spillman and Sales manager Mr. Charles Wicks at Heritag Volkswagen in Parkville, MD for their outstanding skills and professional abilities. On August 10, 2024, they made it possible for my son to purchase a 2024 Volkswagen Jetta SE right off the show room floor. This wonderful experience made me realize other dealerships focus more on making a big sale instead of trying to meet or satisfy their customer. Sara and Charles, your dedication, friendly and caring approach made our time spent pleasurable and I'll definitely recommend the both of you to my family and friends. 🫠💯
Honda makes the most reliable cars on the planet.
I’m glad I got my first car back from the 1994 Honda accord Black coupe to a 2017 Honda Accord Black coupe. I only had my first car 2 months.
Used
2022 Volkswagen Atlas 2.0T SE w/Technology
Vehicle information
Features
Reviews
Perfect car buying experience!!
I have been searching for a car for roughly a week or little more. A few other dealerships were misleading with their inventory and general information about the vehicles they did have. THAT IS NOT THE ISSUE HERE!!! They were completely transparent and honestly a pleasure to do business with. I was in and out so quickly with my new vehicle as well as laughs throughout the interaction. I would recommend them over and over again!!
At Last my ATLAS has come along!
Great car! Overpaid a bit; but, bought top of the line with only 23k miles. Loved it and didn't want to dicker over price. Rudes well. Acceleration is good. Roomy, spacious passenger cabin and cargo bay. Amazing technology. I recommend this vehicle highly. Take a serious look at this one. You wont be disappointed.
Used
2024 Mazda CX-5 2.5 S Preferred Package
Vehicle information
Features
Reviews
Chaudhry Shahjhan is the most polite and professional
Chaudhry Shahjhan is the most polite and professional salesman I have ever worked with. We shopped for several types of cars and he assisted us in deciding on the perfect car. He has earned our business for the future, he is trusted and well informed on all aspects of the purchasing a vehicle. He advised us on all the features and assisted us in narrowing down what we really wanted and needed. The entire team worked hard and were flexible in earning our business, thank you, looking forward to working with you again in the near future.
This is my first CX-5.
This is my first CX-5. I love it. Previously I drove a mazda tribute which was a 6 cylinder. I was reluctant to purchase a smaller vehicle with a smaller engine, but I’ve been pleased. My only negative comment is regarding the leg room in the back seat. It’s not great but workable for most average size adults.
Used
2021 Hyundai PALISADE SEL
Vehicle information
Features
Reviews
The associate was very professional, polite,
The associate was very professional, polite, knowledgeable and timely. He provided an excellent customer service!
I have owned over 10 different midsize SUVs from the
I have owned over 10 different midsize SUVs from the Mazda, Blazer, Highlander, land cruiser, and others. I have found that the palisade is by far the best I have ever. Now, if I could just figure out all of the electronics available, I would be very very happy.
Used
2023 Hyundai PALISADE SEL
Vehicle information
Features
Reviews
Best experience !
Best experience !!!! Thank you eastern !!! Wendell you were great !!! Jesus santos thank you and Walid thank you for your service you guys are the best. ! We truly appreciate you very much !!!!
The only problems I’ve had were computer issues and
The only problems I’ve had were computer issues and battery problems. Hyundai took care of my concerns and replaced my battery and updated my computer. I have 30,000 miles on my car and I LOVE IT. I HIGHLY RECOMMEND HYUNDAI PALISADES to anyone looking for a luxury and a dependable car.
Used
2021 Volkswagen Tiguan 2.0T SE 4MOTION
Vehicle information
Features
Reviews
#1 recommendation to repair accident repairs
Recently I had my car in for repairs at Safford Brown Collison Department. They are top notch all the way around. Service was fantastic from start to finish. Never been involved in an accident but I am glad I went to my Honda dealer to make the repairs in a timely manner.
Great car and I shopped several
Great car, quiet ride mostly for an SUV, glad I bought it, tested Honda CRV, Mazda CX-5, Hyundai Tucson, Kia Sorrento, Chevrolet Equinox, Terrain, and many others, at that time I could not make a comparison with Toyota since there were none to be tested, the Tiguan stood above the others
Used
2024 Mitsubishi Outlander SE Black Edition w/Pano Roof
Vehicle information
Features
Reviews
Cameron, thanks again for the absolute most professional
Cameron, thanks again for the absolute most professional and customer friendly experience I've ever had in a car dealership! I can't imagine buying a car at any other dealership, with any other salesman. Thank you again!
Driving over a year now, comfortable ride.
Driving over a year now, comfortable ride. Many features on the Black Edition. Automatic headlights, wipers, panoramic roof, heated seats, wiper defroster, heat/ AC works very well. Car has standard headlight washer...long hold or after so many windshield washings... just a few. Only drawback! The integrated navigation..used TOMTOM that is very poor feature. Unable to have an update. Map has trouble accurately find places...if local destination..gives location sometimes in other places or even states.
Used
2023 Buick Envision Preferred FWD
Vehicle information
Features
Reviews
I had a great experience starting 2026 by working with
I had a great experience starting 2026 by working with Ulysses Gonzalez to buy my 2019 Highlander XLE from Koons Toyota Annapolis!! From my first call to ask about a vehicle newly posted online, it was clear to me that I was VERY lucky to have randomly reached Ulysses. First, he made it easy to follow up on the vehicle I was interested in. That was a very good sign! Then he explained that he was there to help me in any he could to reach a good decision that worked for me for this major purchase, and that “concierge” level service was the approach of their entire organization across the board. From my perspective that is how it played out! Ulysses always listened to me and then was available nonstop to answer my questions and find creative ways to make the logistics of deciding on a car work for me even though I live 30 miles from the dealership. And throughout the process, he and everyone else who he pulled in to help me (in the service department, for the financing, etc) were great people! I would highly recommend Ulysses and this dealership to anyone.
My only complaint is that I cannot seem to close the door
My only complaint is that I cannot seem to close the door mirrors. Small complaint and not really a flaw but cosmetic. The car is amazing. It has plenty of room and acceleration. It is comfortable and luxurious too.
*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.
Cars under $4,000,000 in Chestertown, MD by make
-
Chevrolet under $4,000,000 in Chestertown, MD
190 Great Deals out of 791 listings starting at $3,200
-
Nissan under $4,000,000 in Chestertown, MD
186 Great Deals out of 736 listings starting at $3,995
-
Toyota under $4,000,000 in Chestertown, MD
99 Great Deals out of 674 listings starting at $5,495
-
Ford under $4,000,000 in Chestertown, MD
91 Great Deals out of 565 listings starting at $3,800
-
Jeep under $4,000,000 in Chestertown, MD
144 Great Deals out of 519 listings starting at $3,999
-
Honda under $4,000,000 in Chestertown, MD
52 Great Deals out of 418 listings starting at $5,995
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Hyundai under $4,000,000 in Chestertown, MD
107 Great Deals out of 416 listings starting at $6,400
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Kia under $4,000,000 in Chestertown, MD
54 Great Deals out of 301 listings starting at $5,495
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Subaru under $4,000,000 in Chestertown, MD
32 Great Deals out of 246 listings starting at $4,995
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Volkswagen under $4,000,000 in Chestertown, MD
73 Great Deals out of 234 listings starting at $4,995
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BMW under $4,000,000 in Chestertown, MD
37 Great Deals out of 223 listings starting at $7,995
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GMC under $4,000,000 in Chestertown, MD
45 Great Deals out of 223 listings starting at $6,900
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RAM under $4,000,000 in Chestertown, MD
43 Great Deals out of 185 listings starting at $12,000
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Mercedes-Benz under $4,000,000 in Chestertown, MD
34 Great Deals out of 178 listings starting at $6,999
-
Mazda under $4,000,000 in Chestertown, MD
35 Great Deals out of 151 listings starting at $5,495
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Volvo under $4,000,000 in Chestertown, MD
43 Great Deals out of 119 listings starting at $5,995
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Dodge under $4,000,000 in Chestertown, MD
34 Great Deals out of 118 listings starting at $6,725
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Audi under $4,000,000 in Chestertown, MD
14 Great Deals out of 91 listings starting at $7,495
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Acura under $4,000,000 in Chestertown, MD
9 Great Deals out of 85 listings starting at $4,999
-
Lexus under $4,000,000 in Chestertown, MD
1 Great Deal out of 80 listings starting at $7,600
-
Cadillac under $4,000,000 in Chestertown, MD
13 Great Deals out of 68 listings starting at $7,495
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Buick under $4,000,000 in Chestertown, MD
25 Great Deals out of 66 listings starting at $3,499
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Chrysler under $4,000,000 in Chestertown, MD
8 Great Deals out of 63 listings starting at $5,895
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INFINITI under $4,000,000 in Chestertown, MD
14 Great Deals out of 56 listings starting at $7,399
-
Porsche under $4,000,000 in Chestertown, MD
14 Great Deals out of 51 listings starting at $10,997
-
Lincoln under $4,000,000 in Chestertown, MD
9 Great Deals out of 49 listings starting at $5,995
-
Mitsubishi under $4,000,000 in Chestertown, MD
9 Great Deals out of 49 listings starting at $5,995
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MINI under $4,000,000 in Chestertown, MD
8 Great Deals out of 38 listings starting at $6,495
-
Genesis under $4,000,000 in Chestertown, MD
6 Great Deals out of 31 listings starting at $21,950
-
Land Rover under $4,000,000 in Chestertown, MD
9 Great Deals out of 29 listings starting at $12,400
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Tesla under $4,000,000 in Chestertown, MD
12 Great Deals out of 27 listings starting at $15,999
Find great prices by city
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Cars under $4,000,000 in Kingstown, MD
1197 Great Deals out of 5623 listings starting at $3,200
-
Cars under $4,000,000 in Fairlee, MD
1609 Great Deals out of 7734 listings starting at $2,350
-
Cars under $4,000,000 in Church Hill, MD
697 Great Deals out of 2944 listings starting at $3,200
-
Cars under $4,000,000 in Rock Hall, MD
1837 Great Deals out of 8811 listings starting at $2,350
-
Cars under $4,000,000 in Centreville, MD
505 Great Deals out of 2298 listings starting at $3,200
-
Cars under $4,000,000 in Millington, MD
322 Great Deals out of 1592 listings starting at $3,800
-
Cars under $4,000,000 in Galena, MD
727 Great Deals out of 3852 listings starting at $3,800
-
Cars under $4,000,000 in Queenstown, MD
785 Great Deals out of 3647 listings starting at $2,350
-
Cars under $4,000,000 in Cecilton, MD
933 Great Deals out of 4633 listings starting at $3,800
-
Cars under $4,000,000 in Aberdeen Proving Ground, MD
1410 Great Deals out of 6559 listings starting at $3,000
-
Cars under $4,000,000 in Bowleys Quarters, MD
2527 Great Deals out of 11824 listings starting at $1,500
-
Cars under $4,000,000 in Edgewood, MD
2052 Great Deals out of 9721 listings starting at $1,500
Find great prices on used cars in Chestertown, MD
- Used cars for sale under $5,000
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- Used cars for sale under $7,000
- Used cars for sale under $8,000
- Used cars for sale under $9,000
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- Used cars for sale under $15,000
- Used cars for sale under $20,000
- Used cars for sale under $25,000
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- Used cars for sale under $100,000
Used cars by body style and price
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