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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
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
2022 Mercedes-Benz 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!
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
2025 Mercedes-Benz GLE 450e 4MATIC
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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!






Mercedes-Benz Certified
2024 Mercedes-Benz AMG GLE 53 4MATIC+
Vehicle information
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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!






Used
2022 Mercedes-Benz GLE 450 4MATIC
Vehicle information
Features
Reviews
Great SUV
My 2022 GLE450 is outstanding. Plenty of room in rear seats. Gas milage is better than advertised. 25 mpg in town and 27 on the road mpg. using premium fuel is a drawback. Drives great. fit and finish is superb. Technology is second to none. Feels very safe. Headlights are the best I've ever seen. I am a Mercedes Benz owner and have been since 2002, BUT this could be my LAST due to dealership overpricing. I realize cars are in high demand, but price gouging is and will never again be tolerated here again!






Used
2022 Mercedes-Benz GLE 350 Base
Vehicle information
Features
Reviews
Friendly dealership, staff was knowledgeable and helpful!
Friendly dealership, staff was knowledgeable and helpful! Justin Wells went the extra mile to get in me in a affordable vehicle
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
2022 Mercedes-Benz GLB 250 GLB 250
Vehicle information
Features
Reviews
Great customer service!
We had a great experience with our salesperson, Marty Swank, at Carmax, White Marsh. He was very professional, knowledgeable and not high pressure. We went in for just an appraisal of our car. He ended up changing our mind from a new car to buying a car from Carmax. We bought a 2016 Subaru Forester. It had everything I wanted and more affordable. It also had very low mileage. We are very satisfied with our purchase.
Recommended in the GLB series
Absolutely love with this suv. Handles very well. Great on gas. Sporty but also family oriented. simple, modern and yet still elegant interior with a sleek exterior to match.






Used
2026 Mercedes-Benz GLE 350 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.






Mercedes-Benz Certified
2024 Mercedes-Benz GLE 450 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.






Used
2020 Mercedes-Benz GLE 350
Vehicle information
Features
Reviews
My First experience buying a car.
White Marsh CarMax treated me excellent. After being married for 34 years,I had never bought a car on my own. My husband had done all the dealings for all our cars. He passed away 11 months ago. It was certainly a big life issue for me. My salesman Zack was very professional and not pushy at all.My daughter has dealt with Carmax for her cars in the past. She convinced me to try them. I can say I was not let down in any way. I traded my car and bought a 2016 Toyota Rav4. Very low mileage and like new.Drives so smooth. If I ever need a car in the future, Carmax will be my place to shop. Thank you for making my First Car buying experience a pleasure.
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
2024 Mercedes-Benz G-Class G 550 4MATIC
Vehicle information
Features
Reviews
Switched to servicing my 911 with Porsche Annapolis after
Switched to servicing my 911 with Porsche Annapolis after a god-awful experience with Porsche Bethesda. Communication was great, video assessment of the car (outlining work that needed to be done) was helpful, and Jamie/team were incredibly responsive along the way. Definitely will return.






Used
2018 Mercedes-Benz GLC 300 Base 4MATIC
Vehicle information
Features
Reviews
Bought a truck from Superior Motors last night , got
Bought a truck from Superior Motors last night , got there at closing. Tony Roy was my salesmen and did not care it was time for him to go home . Was very professional and took very good care of me . I would recommend this place to buy a vehicle and ask for Tony Roy and you will get the best service !!
Luxurious feel.
A prefect car. So luxurious! Very spacious, great size for family and friends. Very reliable. Would recommend to anyone looking for safety and style at the same time.






Used
2025 Mercedes-Benz GLA 250 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 :()
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 !!!






Mercedes-Benz Certified
2023 Mercedes-Benz G-Class 4MATIC
Vehicle information
Features






Used
2025 Mercedes-Benz GLB 250 4MATIC
Vehicle information
Features






Used
2025 Mercedes-Benz GLB 250 4MATIC
Vehicle information
Features






Used
2025 Mercedes-Benz GLS 450 4MATIC
Vehicle information
Features
Reviews
I’ve had many Mercedes-Benz models over the years,
I’ve had many Mercedes-Benz models over the years, including AMG’s and the GLS 450 a wheel drive with 23 inch wheels makes this car track like a race car. Out of all the Mercedes-Benz models this is the best one you’ve ever had. The second row seats reclining just like the front row seats privacy shades and the third row comes in handy when needed plenty of cargo space for all those trips to the airport to pick up family and friends. It gets great gas mileage then other SUVs and it doesn’t look like a box like it’s competition. I had the dealer put the Mercedes-Benz standup medallion on the hood even though it has a huge Mercedes-Benz insignia on the front. I just like to see the stand up Star medallion from the driver seat guide me down the road..






Used
2025 Mercedes-Benz GLE 350 4MATIC
Vehicle information
Features
Reviews
The ride is amazing!
The ride is amazing! Handles like a dream! Loving the “Hey Mercedes” feature built into the car! No fussing with screens or buttons while in traffic or driving. Just say “Hey Mercedes” and the car will do many things with a voice command. It will even tell you a joke if you ask!






Used
2025 Mercedes-Benz GLB 250 4MATIC
Vehicle information
Features






Used
2026 Mercedes-Benz GLA 250 4MATIC
Vehicle information
Features






Used
2025 Mercedes-Benz GLB 250 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
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28 Great Deals out of 90 listings starting at $9,997
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23 Great Deals out of 80 listings starting at $7,595
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61 Great Deals out of 271 listings starting at $6,995
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46 Great Deals out of 191 listings starting at $6,995
Mercedes-Benz SUVs in Chestertown, MD by model
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Mercedes-Benz GLC 300 SUVs in Chestertown, MD
10 Great Deals out of 36 listings starting at $15,995
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This vehicle is certified pre-owned, backed by a manufacturer warranty, and typically undergoes a rigorous multi-point inspection to ensure quality and reliability.
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