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
cars
for sale
near
Chestertown, MD
under $50,000
- 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
2021 Kia Telluride EX
Vehicle information
Features
Reviews
Jason Schaffer was a great salesman and very
Jason Schaffer was a great salesman and very knowledgeable about the various models and trim packages found on all of the Silverado's we test drove and had a chance to look at. He was also easy to talk to and honest without any of the typical games most others play. Financing was great as well to find the option and warranties that worked best for my situation. I never felt pressured at any step of the way and enjoyed my experience.
Excellent Telluride
Bought this car as a retired couple to travel in. Lots of room for anything you need to carry while traveling or shopping. Also used to do day road trips with two more couples. Easy for us oldies to get in the second and third row seats, or go on outings with up to 7 people. Love the charging ports for everyone in the car. It has been a very dependable vehicle.
Used
2021 Nissan Rogue SV
Vehicle information
Features
Reviews
Good buying experience.
Good buying experience. Brandon was easy to work with. Would buy another Toyota from this dealership.
This 2021 Nissan Rogue SL is a great car.
This 2021 Nissan Rogue SL is a great car. It is very comfortable and loaded with features. I am very pleased with fuel efficiency. There has been no problems to report since I bought this car.
Used
2021 Chrysler Pacifica Touring L
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
AWSOME VEHICLE
We wanted another dodge Durango, until we drove a Pacifica, we love it and would recommend to anyone, it handles better than our Mercedes or jaguar
Used
2025 Mazda CX-5 Carbon Edition
Vehicle information
Features
Reviews
I decided to trade my car and took the drive to Heritage
I decided to trade my car and took the drive to Heritage Mazda in Bel Air. From the moment I got out of the car, I was greeted by Chaudhry Shahjhan. He took such good care of me. From the complimentary water to speaking with the finance manager, Josh to my final decision to move forward with the purchase.. I couldn’t be happier! Everyone was so nice and they listened to what I was looking for and made it happen! This is a great place to do business!!!!
Drives very smoothly.
Drives very smoothly. Very good acceleration. Quick maneuverability. Good on gas mileage. Comfortable interior, but front seats could be slightly wider. Audio system is very good. The "hands free" setup is good but could be improved, as it does require a hand to use and can be mildly distracting until one gets used to using it.
Used
2024 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!! 🤔
30mpg avg with the longest and widest roof rail base for
30mpg avg with the longest and widest roof rail base for outdoor gear at a price that made sense. 2nd row middle seat folds down individually for skis and paddles. Remote start on the vw app is great for cooling the interior down on a 100 degree day from a distance. Rear seat door opening and leg room is huge great for elders to enter easily and for parents loading car seats.
Used
2022 Chevrolet Silverado 1500 LT
Vehicle information
Features
Reviews
Excellent!
Excellent!!! Everyone was polite, courteous & customer service was superb. Overall the buying process went smoothly. Definitely would recommend the dealership to others & Definitely would come back.
very good truck it is the best car i jave bought since my
very good truck it is the best car i jave bought since my opd one was broken this help me alot and thanks for seeing this
Used
2025 Chevrolet Silverado 1500 Custom
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 this car.
Love this car. I wish there was more to the interior though, as it is pretty plain and nothing extraordinary. If they had the bigger infotainment screen for the front bench seat it would have a gotten that one. This car over all is great bang for the buck.
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
2023 Toyota Camry XSE
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 purchased 2018 White Camry SE with 8-speed
I purchased 2018 White Camry SE with 8-speed transmission, with 36,000 miles on in May 2019. Now has 163,000 miles on it and still runs perfect. Everyone thinks it has turbo in it and that is because I use gear shift of course love the 8- speed transmission. Have no problems passing people. When I use cruise control at 69 mph have got around 41-43 mpg. Only issue had with my car was first year was a vacuum line staying open at times and it caused my car use more gas. Noticed the rpm guage wasn't dropping at times it was staying around 2 rpm instead dropping.. Took it to the dealership and that was the issue. Since then My car hasn't failed me at all!! Had for almost 6 yrs now and still love it!! I have been looking at getting Toyota Rava 4 but I keep going back to the 2021-2023 Toyota Camry SE of course White which to me is the prettiest and sharpest looking one. This is becaue I like to have little suv love have Tacome but I be looking at Camry SE. Lol.. This is a Nice looking , riding and very dependable car!! Thank You For My Toyota!!
Used
2022 Hyundai SANTA FE SE
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 !!!!
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
2021 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
Always great service, very organized service operation.
Always great service, very organized service operation. Staff is friendly and always willing to explain the circumstances.
I just love everything about my 2021 80th anniversary
I just love everything about my 2021 80th anniversary edition G/C! I purchased new but now has 81000km. So much enjoy all the style comfort with no issues. So much more reliable and better looking than the new body style that was released later in 2021.
Used
2022 Nissan Altima 2.5 SV
Vehicle information
Features
Reviews
Just got a check up at Jerry’s Chevrolet.
Just got a check up at Jerry’s Chevrolet. Lauren took care of me today. They fixed my issue with my car and cleaned the inside too! Always friendly, excellent customer service! I couldn’t have purchased my car from a better place! The staff is accommodating, efficient and professional!!!
I came from a 2018 Honda Accord EX to a 2022 Nissan
I came from a 2018 Honda Accord EX to a 2022 Nissan Altima SR VC-Turbo. The reason I switched to Nissan was the high lease price of the Accord in 2022. These cars are very similar in gas mileage, ride quality, trunk space and tech features. The Honda had a slightly smoother ride(but the Nissan does have 19" rims which means you feel the road imperfections more). My only complaint with the Altima is the back up camera. To put it frankly the resolution sucks!! The Accord had a crystal clear back up camera. Finally, my Accord had 190 hp and the Altima has 234 but honestly the acceleration is very similar.
Used
2021 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Wouldn't Buy a Jeep Anywhere Else!
We had the best and easiest car buying experience we could've asked for! Keith is the most knowledgeable sales person we've ever met! Had answers to any question we asked. We didn't feel pressured to do anything and we could tell they wanted us to walk away satisfied with what we were getting and not just pushing for us to buy something. Would definitely purchase another vehicle from Adams!
Perfect New England Vehicle !
My Grand Cherokee Laredo E just turned 50,000 miles a few days ago. Other than routine maintenance, the only money that I have invested in it was for 4 tires last month. Extremely comfortable, capable and reliable. While not delivering Prius-like gas mileage, given the performance it provides in all types of weather.............NO COMPLAINTS !
Used
2020 Jeep Grand Cherokee High Altitude
Vehicle information
Features
Reviews
The only chevy dealer I ever delt with and will use.
The only chevy dealer I ever delt with and will use. Quality service, friendly, and i never had an issue with repairs. Repairs are timely.
Snow commuter
I've been driving for 43 years now and have owned an array of different vehicles, however I've never been financially fortunate to purchase a luxury model - until now! I was looking for a mid size vehicle that would check many boxes for my snowy Michigan commutes, along with distant travel comfort to and from my cabin and some towing capacity. I have only had this for roughly 1500 miles and wow.. My first impression was luxury. So many base options included in a mid sized and mid priced SUV that pleasantly surprised me. Secondly was the ride quality. Both smooth and quiet and handling. I've read other reviews discussing power inadequacy, but not at all. Plenty of passing and get tup to speed power. Next was the snow. I have Michelin defender tires and wow - what have I been missing? The snow 4x4 duaratac features combined with these tires make this a beast in the snow, slush and rain. It definitely gives me a much more safety reassurance while driving in these conditions. I have not tried the towing yet and have not had any "reliable" issues to report, but we are very fortunate with our pick and one very capable snow commuter.
Used
2024 Acura RDX Technology Package
Vehicle information
Features
Reviews
Keyshawn was an awesome salesperson to work with at
Keyshawn was an awesome salesperson to work with at Heritage Honda in Parkville. Took his time in explaining the features on my new Honda Civic Sport and was very patient in answering all of my questions. People always say buying a new car is a chore but I have actually had a good time working with him today.
As a owner I highly recommend this vehicle I've had zero
As a owner I highly recommend this vehicle I've had zero issues with mine and I'll purchase another new Acura in the future quality without compromise
Used
2025 BMW X3 30 xDrive
Vehicle information
Features
Reviews
Top notch service.
Top notch service. Excellent customer service. Definitely my ?go to? for future service needs and perhaps future purchase. Best experience in a car dealer in my adult life!
I've had the 2025 X3 30 now for 5 months and it is great!
I've had the 2025 X3 30 now for 5 months and it is great! It replaces our 2022 X3 that was recently totaled and both passenger walked away with just bruises so it is a safe car! This is one reason I purchased another X3. Big difference on the interior panel than the 2022 as everything has gone to touch screen for all controls which I not real fond about, even the owners manual is on the touchscreen software, The twin turbo gives plenty of power and the gas milage has improved from the older model. The gears change smoothly and the ride is also smooth. You now get a spare tire since BMW did away with the run flat tires which I hated as they did not wear great. The accessories offered in their package covers everything you want in an auto. I don't understand why the rear exhaust are hidden though as I like the chrome exhaust on my old 2022. This year the 3 was redesigned and it is slightly bigger.
Nissan Certified
2025 Nissan Rogue S
Vehicle information
Features
Reviews
Huge thanks to car salesman Ishmael Stallworth for his
Huge thanks to car salesman Ishmael Stallworth for his outstanding help with my new vehicle purchase! His professionalism and knowledge made the whole process smooth and stress-free. Also, a big shoutout to Andrew in finance for doing a great job and making everything go seamlessly. Appreciate the excellent service from both of you! I love my 2025 Nissan Kicks
My 2nd Rogue.
My 2nd Rogue. Plenty of room for 4. Little crowded for 5. Storage area good. Gas mileage was selling point for me. Warning. If you decide to pass slower traffic….hold on!! Has plenty of “get up and go”!! I love it.
Used
2019 Volkswagen Tiguan 2.0T SE 4MOTION
Vehicle information
Features
Reviews
This place had everything and everyone here to help with
This place had everything and everyone here to help with finding our dream car speed, professionalism, great attitude made the process feel good
Good all - around vehicle.
Good all - around vehicle...decent power, roomy and comfortable interior, quiet and smooth ride, good handling and nice steering feel, great gas mileage, good visibility... Freeway passing requires a bit of patience and planning...
Used
2024 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
Great staff!
Great staff! Very informative, respectful, kind and courteous. I would definitely recommend this dealership! Loved it!
Have owned Jeeps for 35 years.
Have owned Jeeps for 35 years. This is the most comfortable ever. Altitude 4x2 L, V6, avg. 19-24 MPG. Tow up to 8,000. 6 passenger with 2 fold downs in back. Paid 34k with 18k miles
Used
2022 RAM 1500 Big Horn/Lone Star
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 in 2023, new.
Purchased in 2023, new. Had to go back one year to find one without e-torque. Test drove & didn't like it. Right now I have 30,000 trouble free miles on it. I just hope my luck with that last. I have been a GM owner all my life, with two Fords threw in which didn't impress mr at all. I was dissatisfied with my 2010 GMC so I decided to try Ram. I bought a 2017 Bighorn with the 3.6 V6 & was totally happy. 70,000 trouble free miles. I planned on keeping that truck much longer, but, at my age, decided to give it one more shot, so i bought the 2022 with the 5.7 V8. Didn't need the xtra power but decided I'd go for broke. I'm 82, so I'm planning this to be my last truck. I have owned pickups only since 1967, never had any use for a car.
*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 $50,000 in Chestertown, MD by make
-
Nissan under $50,000 in Chestertown, MD
121 Great Deals out of 700 listings starting at $1,600
-
Chevrolet under $50,000 in Chestertown, MD
134 Great Deals out of 665 listings starting at $2,000
-
Toyota under $50,000 in Chestertown, MD
82 Great Deals out of 591 listings starting at $3,000
-
Ford under $50,000 in Chestertown, MD
123 Great Deals out of 491 listings starting at $1,500
-
Jeep under $50,000 in Chestertown, MD
133 Great Deals out of 474 listings starting at $3,000
-
Honda under $50,000 in Chestertown, MD
52 Great Deals out of 422 listings starting at $3,600
-
Hyundai under $50,000 in Chestertown, MD
65 Great Deals out of 385 listings starting at $2,700
-
Kia under $50,000 in Chestertown, MD
33 Great Deals out of 244 listings starting at $3,000
-
Mazda under $50,000 in Chestertown, MD
42 Great Deals out of 218 listings starting at $2,300
-
Subaru under $50,000 in Chestertown, MD
34 Great Deals out of 218 listings starting at $1,500
-
Volkswagen under $50,000 in Chestertown, MD
48 Great Deals out of 189 listings starting at $5,000
-
BMW under $50,000 in Chestertown, MD
38 Great Deals out of 155 listings starting at $3,250
-
GMC under $50,000 in Chestertown, MD
24 Great Deals out of 142 listings starting at $2,000
-
Dodge under $50,000 in Chestertown, MD
49 Great Deals out of 137 listings starting at $3,800
-
RAM under $50,000 in Chestertown, MD
24 Great Deals out of 137 listings starting at $8,995
-
Mercedes-Benz under $50,000 in Chestertown, MD
38 Great Deals out of 135 listings starting at $4,900
-
Volvo under $50,000 in Chestertown, MD
26 Great Deals out of 119 listings starting at $3,000
-
Acura under $50,000 in Chestertown, MD
16 Great Deals out of 98 listings starting at $2,500
-
Buick under $50,000 in Chestertown, MD
19 Great Deals out of 74 listings starting at $2,500
-
Lexus under $50,000 in Chestertown, MD
8 Great Deals out of 74 listings starting at $3,995
-
Audi under $50,000 in Chestertown, MD
23 Great Deals out of 64 listings starting at $2,500
-
Cadillac under $50,000 in Chestertown, MD
5 Great Deals out of 62 listings starting at $3,000
-
INFINITI under $50,000 in Chestertown, MD
6 Great Deals out of 60 listings starting at $5,500
-
Chrysler under $50,000 in Chestertown, MD
9 Great Deals out of 45 listings starting at $6,995
-
Mitsubishi under $50,000 in Chestertown, MD
9 Great Deals out of 33 listings starting at $1,500
-
Lincoln under $50,000 in Chestertown, MD
10 Great Deals out of 32 listings starting at $7,880
-
MINI under $50,000 in Chestertown, MD
7 Great Deals out of 32 listings starting at $8,995
-
Genesis under $50,000 in Chestertown, MD
6 Great Deals out of 31 listings starting at $16,488
-
Tesla under $50,000 in Chestertown, MD
8 Great Deals out of 22 listings starting at $13,990
Find great prices by city
-
Cars under $50,000 in Kingstown, MD
1008 Great Deals out of 5155 listings starting at $1,500
-
Cars under $50,000 in Fairlee, MD
1378 Great Deals out of 6848 listings starting at $1,500
-
Cars under $50,000 in Church Hill, MD
558 Great Deals out of 2567 listings starting at $1,500
-
Cars under $50,000 in Rock Hall, MD
1677 Great Deals out of 7998 listings starting at $1,500
-
Cars under $50,000 in Centreville, MD
444 Great Deals out of 2085 listings starting at $1,500
-
Cars under $50,000 in Millington, MD
290 Great Deals out of 1393 listings starting at $2,500
-
Cars under $50,000 in Galena, MD
623 Great Deals out of 3500 listings starting at $2,500
-
Cars under $50,000 in Queenstown, MD
724 Great Deals out of 3342 listings starting at $1,500
-
Cars under $50,000 in Cecilton, MD
840 Great Deals out of 4209 listings starting at $2,500
-
Cars under $50,000 in Aberdeen Proving Ground, MD
1156 Great Deals out of 5827 listings starting at $1,500
-
Cars under $50,000 in Bowleys Quarters, MD
2240 Great Deals out of 10540 listings starting at $1,500
-
Cars under $50,000 in Edgewood, MD
1813 Great Deals out of 8671 listings starting at $1,500
Find great prices on used cars in Chestertown, MD
- Used cars for sale under $3,000
- Used cars for sale under $4,000
- Used cars for sale under $5,000
- Used cars for sale under $6,000
- Used cars for sale under $7,000
- Used cars for sale under $8,000
- Used cars for sale under $9,000
- Used cars for sale under $10,000
- Used cars for sale under $15,000
- Used cars for sale under $20,000
- Used cars for sale under $25,000
- Used cars for sale under $30,000
- Used cars for sale under $40,000
- Used cars for sale under $100,000
Used cars by body style and price
- ${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.
