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
Mercedes-Benz SUVs
for sale
near
Chestertown, MD
- 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
2026 Mercedes-Benz GLA 250 4MATIC
Vehicle information
Features
Reviews
The staff was very helpful and kind.
The staff was very helpful and kind. I was in and out quickly. My sales rep and the finance dept were professional and very knowledgeable!






Used
2020 Mercedes-Benz GLC 300 4MATIC
Vehicle information
Features
Reviews
Mazda
Mike Hamilton was extremely helpful. Would recommend him to all of my friends. Loved the information and the space to make a decision without permission
My Mercedes Benz SUV
I am a senior citizen and I want to feel secure while driving, and the SUV gives me that. I am on the short side so getting in and out was a new experience for me, but I learned how to manage it. Once, I found the seat setting the visibility is exceptionally good. It handles nicely on the road with quick pick-up, and the gas mileage is about average.






Used
2025 Mercedes-Benz GLA 250 4MATIC
Vehicle information
Features
Reviews
I recently purchased a C300.
I recently purchased a C300. When I walked through the door, I received quality service from Arella Berger. Arella was patient with me and did a great job finding a car that matched my personality and needs. Also, I fell in love with their Sales Manager, Allan, who sealed the deal! If you are looking for a dealership with top-notch service and customer-oriented staff, stop by Mercedes Benz in Annapolis. You will not regret it!
I am supper excited to enjoy the drive, I love it so
I am supper excited to enjoy the drive, I love it so much! I want to thank the best sale person Albert in Massapequa, NY for showing me my newest 2025 GLA 25, AMG Package Sport Drive. I would recommend everyone. Great Support !!!






Used
2025 Mercedes-Benz GLA 250 4MATIC
Vehicle information
Features
Reviews
The staff I interacted with at Mercedes-Benz of Annapolis
The staff I interacted with at Mercedes-Benz of Annapolis provided excellent service. I found a pre owned SUV on an internet search and called to confirm details of the offering. The used vehicle sales manager, Rori, and my sales agent, Mia, responded to my questions promptly and explained the "out-of-state" buying process in a comprehenisve manner. I agreed to a place a deposit and drove 120 miles to potentially complete the process. The vehicle exceeded my expectations as it was a one owner, fully serviced, and apparently garage kept beauty. The physical dealership was a first class facility and it was easy to view and test drive the ML350. Buying and closing process was efficient with optional coverage presented without pressure to buy. I readily recommend this dealership based upon my buying experience.






Used
2025 Mercedes-Benz GLA 250 4MATIC
Vehicle information
Features
Reviews
The entire staff at Mercedes of Annapolis deserve a 5
The entire staff at Mercedes of Annapolis deserve a 5 star rating. Casey Duffy is without a doubt.the best Mercedes sales person in the Washington area. Dean Cunningham, the sales manager, also helped work out the details. My wife and I have been buying Mercedes cars from this dealership for over forty years and each transaction had been superb.






Mercedes-Benz Certified
2022 Mercedes-Benz GLC 300 4MATIC
Vehicle information
Features
Reviews
I purchased the 2026 GLE 450 for my birthday.
I purchased the 2026 GLE 450 for my birthday. Brenden Fretz was my sales associate and he was so nice and helpful . Extremely knowledgeable and went over and beyond to show me all the vehicles I was interested in. He even drove to another lot to pick up the GLA 300 so I could look at it. My purchase was seamless and I never felt forced. Everyone involved in this purchase was professional and eager to be of assistance. 10/10 I definitely recommend! Asher Chaudry and Mr. Cash shout out to you as well and the gentleman that answers the phone when you call the sales department (sorry I forgot his name :()
This is our second GLC 300.
This is our second GLC 300. We love the size and features for our needs (two people). Good mileage 27-29+ around town, 30-32 highway. Smooth ride, easy handling, and I think, nice styling. Newer models have larger screen and are more electronically controlled from the screen. Fields of Orange Park, Fl. has great Service, not cheap, "Mercedes" nuff said, but they will take care of you.






Used
2017 Mercedes-Benz GLC 300 Base 4MATIC
Vehicle information
Features
Reviews
Great car
Car appears to have set up for fog lights. This car came without them.question; can I have fog lights installed at my cost? My two previous Tucson’s had them and very helpful driving in fog and snow which I do a lot for work.
Best vehicle badge to own.
Bought this 9/2020. Looked high and low. Found it at a large well known dealership.It was a low milage lease turn in they bought at auction.Excellent vehicle.We have owned Mercedes for 40 years. Always gotten good service from them. An average of 10 years per car. Saved some 2K after reading many "how to buy" on you tube. Rehearse ,rehearse your approach and how to deal with the seller, its worth it. Only drawback is no spare. I bought one and dumped the "run flat" tires- very harsh ride with them.






Used
2025 Mercedes-Benz GLC 300 4MATIC
Vehicle information
Features
Reviews
Owned for 2 months, replaced a 2023 Buick Envision
Owned for 2 months, replaced a 2023 Buick Envision Avenir. Much better car, more comfortable, more luxurious. Used to Drive Lincolns, stopped as they are now made in China. Compared to Jaguar and Cadillac, clearly better car.






Mercedes-Benz Certified
2021 Mercedes-Benz GLC 300 4MATIC
Vehicle information
Features
Reviews
Shout out to Genesis for helping us get our dream car ,
Shout out to Genesis for helping us get our dream car , she was very honest , helpful , charismatic ! Anyone will like to buy a Car from her , and she did every single think to make sure my car was clean and in good condition . Also I love my car very comfortable.






Used
2015 Mercedes-Benz GLK-Class GLK 350
Vehicle information
Features
Reviews
thanks guys
after buying a car from these guys i did have the check engine light come on and another issue . after calling mark he asked me to come in so he could check it out - to my surprise he was courteous and fixed the problem even though the car had higher miles and was sold as is . I read some reviews on here and told mark . we both agreed that even though these cars are sometimes sold as is , as long as its with in reason he will take care of the problem . good guy to deal with . thanks for the help
We bought this car for my wife in 2020 at the edge of the
We bought this car for my wife in 2020 at the edge of the pandemic. It had 55K km at the time and we now have 190K km. We have done the usual necessary maintenance services and it has been excellent and still is a great car for the value. I love it and particularly enjoy the diesel economical driving. Too bad Mercedes stopped making it.






Used
2021 Mercedes-Benz GLC 300 GLC 300
Vehicle information
Features
Reviews
Jeep Grand Cherokee Laredo
Elias was wonderful to work with. Excellent customer service and very thorough. Highly recommend him!
2021 GLC300 4matic
I absolutely love this compact SUV! Coming from a Subaru Outback, this is light years above and beyond for same year. A quiet cabin is my top want for buying a car. This cabin is quiet and relaxing inside. I’m tall and there is plenty of room. The seats are incredible! Can’t wait to take it on the roads in winter.






Used
2022 Mercedes-Benz GLE 350 Base
Vehicle information
Features
Reviews
Best Car Buying Experience
Just bought a new 2022 Hyundai Kona at Bob Bell - James Franklin is the best sales consultant I have ever worked with. He made the entire process simple and easy, very honest and upfront. I recommend going to James for your new Hyundai - he will not try to tack on hidden fees, will listen to what you are looking for and help you get the best deal possible. By far the best car buying experience I have ever had.
Great car
I really love it. I'm very impress how quiet, comfortable and responsive this car is. Great interior and exterior design. Top of the line sound system.
Used
2021 Mercedes-Benz GLB 250 Base 4MATIC
Vehicle information
Features
Reviews
Great service and very communicative!
Great service and very communicative! Let me they were in contact with me every step of the service process.
My Cons
I love my GLB but two months and ten days, after the purchase, the engine needed a repair which was covered by the warranty. However, we were planning a lengthy trip and was thankful this did not occur while we were a few thousand miles from home. Me and My Mercedes are still trying to figure our communication out. I prefer Waz or Google Maps to their GPS system. Advance notifications of turns and such are better. Other than these issues I love driving her, Gilby.

Used
2023 Mercedes-Benz Maybach GLS 600 4MATIC
Vehicle information
Features
Reviews
Great experience and excellent customer severice!
First off, I want to say that the owner and entire staff are great people. My experience was awsome, the customer service was over the top. They have a clean, organized high tech service shop. I would recommend Prestige to any one buying or servicing a car. Thanks!
Used
2019 Mercedes-Benz GLC 300
Vehicle information
Reviews
Traded it in after 19,000 miles
I traded mine in after 19000 miles for one reason, the run flat tires. they are $300 a piece and last 15000 miles. They might be an option, if you don’t mind putting new and expensive tires on every year but they don’t perform in snow after 5000. They don’t perform great when new to be honest, just better in snow with more tread. I loved the car, but living in hilly, snowy Pennsylvania, it just wasn’t practical. Think twice if you drive in snow or rough roads or just don’t feel like getting new expensive tires every year
Used
2023 Mercedes-Benz EQB 300 4MATIC
Vehicle information
Features
Reviews
First All Electric Car
We got our EQB 300 with Pinnacle trim in September and we love it. It is easy to drive and has excellent performance for our needs. You can drive this car with one foot and rarely have to apply the brakes until you need to stop. Handles well at high speeds.
Used
2021 Mercedes-Benz GLC 300 4MATIC
Vehicle information
Features
Reviews
GLC43AMG
I have the GLC43 AMG and it's awsome! It has plenty of guts and is extremely comfortable. I would highly recommend this vehicle to anyone.
Used
2022 Mercedes-Benz GLE 350 4MATIC
Vehicle information
Features
Reviews
The perfect SUV
Mercedes really thought of everything! Classy, smart, powerful, and timeless. Crown Mercedes of Dublin provided the best purchasing experience I’ve ever had. Professional and knowledgeable staff who love what they do!
Used
2020 Mercedes-Benz GLE 350
Vehicle information
Reviews
Had two issues; Evaporator Core had to be replaced ($4k)
Had two issues; Evaporator Core had to be replaced ($4k) and the drivers seat (Mtex) ripped two times and appears to be ready to rip again. The evaporator core failed when the car was 4 years old. It is a common problem. Recommend anyone with this vehicle purchase an extended warranty. Also, the front brakes only last for 25K miles. They are very soft and very expensive (dealer cost to replace $1,200, DIY is $250).






Used
2026 Mercedes-Benz GLE 350 4MATIC
Vehicle information
Features
*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.
Mercedes-Benz SUVs by city
-
Mercedes-Benz SUVs in Chestertown, MD
22 Great Deals out of 108 listings starting at $6,995
-
Mercedes-Benz SUVs in Kingstown, MD
21 Great Deals out of 101 listings starting at $7,595
-
Mercedes-Benz SUVs in Fairlee, MD
36 Great Deals out of 148 listings starting at $6,995
-
Mercedes-Benz SUVs in Church Hill, MD
14 Great Deals out of 79 listings starting at $7,595
-
Mercedes-Benz SUVs in Rock Hall, MD
28 Great Deals out of 129 listings starting at $6,995
-
Mercedes-Benz SUVs in Centreville, MD
16 Great Deals out of 77 listings starting at $7,595
-
Mercedes-Benz SUVs in Galena, MD
8 Great Deals out of 30 listings starting at $14,880
-
Mercedes-Benz SUVs in Queenstown, MD
16 Great Deals out of 81 listings starting at $6,995
-
Mercedes-Benz SUVs in Cecilton, MD
28 Great Deals out of 90 listings starting at $9,997
-
Mercedes-Benz SUVs in Aberdeen Proving Ground, MD
23 Great Deals out of 80 listings starting at $7,595
-
Mercedes-Benz SUVs in Bowleys Quarters, MD
61 Great Deals out of 271 listings starting at $6,995
-
Mercedes-Benz SUVs in Edgewood, MD
46 Great Deals out of 191 listings starting at $6,995
Mercedes-Benz SUVs in Chestertown, MD by model
-
Mercedes-Benz GLC 300 SUVs in Chestertown, MD
10 Great Deals out of 36 listings starting at $15,995
- ${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.