Used Mercedes-Benz Cars for Sale near Chestertown, MD

1,085 results

Chestertown, MD

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2023 Mercedes-Benz S-Class

S 580 4MATIC AWD

16,994 miles

$87,900

Good Deal

Wilmington, DE

45 mi away

Year:: 2023
Make:: Mercedes-Benz
Model:: S-Class
Body type:: Sedan
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 496 hp 4L V8
Exterior color:: Black
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Exclusive Sienna Brown/Black
Transmission:: 9-Speed Automatic
Mileage:: 16,994
Stock number:: PA192088
VIN:: W1K6G7GBXPA192088

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2021 Mercedes-Benz GLE

350 4MATIC AWD

78,564 miles

$26,713

Great Deal

Laurel, MD

40 mi away

Year:: 2021
Make:: Mercedes-Benz
Model:: GLE
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 255 hp 2L I4
Exterior color:: Black
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 9-Speed Automatic
Mileage:: 78,564
Stock number:: MH10867
VIN:: 4JGFB4KB1MA366961

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2022 Mercedes-Benz GLB

250 4MATIC

27,754 miles

$28,500

Good Deal

Laurel, MD

40 mi away

Year:: 2022
Make:: Mercedes-Benz
Model:: GLB
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 221 hp 2L I4
Exterior color:: Mountain Gray Metallic
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 27,754
Stock number:: BV2416
VIN:: W1N4M4HB2NW183272

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2019 Mercedes-Benz A-Class

A 220 Sedan 4MATIC AWD

70,293 miles

$16,569

Great Deal

Dover, DE

30 mi away

Year:: 2019
Make:: Mercedes-Benz
Model:: A-Class
Body type:: Sedan
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 188 hp 2L I4
Exterior color:: Mojave Silver
Combined gas mileage:: 29 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 70,293
Stock number:: P8254
VIN:: WDD3G4FB9KW024747

2017 Mercedes-Benz GLE

350 4MATIC

49,149 miles

$19,988

Good Deal

Pasadena, MD

29 mi away

Year:: 2017
Make:: Mercedes-Benz
Model:: GLE
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 302 hp 3.5L V6
Exterior color:: Polar White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Brown (Ginger Beige/Black)
Transmission:: 7-Speed Automatic
Mileage:: 49,149
Stock number:: 851958P
VIN:: 4JGDA5HB9HA851958

2022 Mercedes-Benz AMG GT

53 AWD

39,480 miles

$67,997

Great Deal

Store transfer to White Marsh, MD

2,127 mi away Price includes $1,999 shipping Price includes $1,999 shipping

Year:: 2022
Make:: Mercedes-Benz
Model:: AMG GT
Body type:: Coupe
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 429 hp 3L I6
Exterior color:: Blue
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 39,480
Stock number:: 28008042
VIN:: W1K7X6BB4NA045025

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2017 Mercedes-Benz C-Class

C 300 Coupe 4MATIC

16,861 miles

$24,999

Fair Deal

Milford, DE

39 mi away

Year:: 2017
Make:: Mercedes-Benz
Model:: C-Class
Body type:: Coupe
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 241 hp 2L I4
Exterior color:: Brilliant Blue
Combined gas mileage:: 26 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 7-Speed Automatic
Mileage:: 16,861
Stock number:: 5255401A
VIN:: WDDWJ4KB7HF414291

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2016 Mercedes-Benz E-Class

E 350 4MATIC

58,144 miles

$20,097

Fair Deal

Store transfer to White Marsh, MD

136 mi away Price includes $99 shipping Price includes $99 shipping

Year:: 2016
Make:: Mercedes-Benz
Model:: E-Class
Body type:: Sedan
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 302 hp 3.5L V6
Exterior color:: Silver
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 58,144
Stock number:: 28301144
VIN:: WDDHF8JB7GB185572

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2025 Mercedes-Benz GLB

250 4MATIC

3,364 miles

$39,900

Great Deal

Certified Pre-Owned

Silver Spring, MD

48 mi away

Year:: 2025
Make:: Mercedes-Benz
Model:: GLB
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 221 hp 2L I4
Exterior color:: Night Black
Combined gas mileage:: 28 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Dual Clutch
Mileage:: 3,364
Stock number:: JS50901
VIN:: W1N4M4HB1SW420295

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2025 Mercedes-Benz GLA

250 4MATIC

4,620 miles

$37,000

Good Deal

Annapolis, MD

28 mi away

Year:: 2025
Make:: Mercedes-Benz
Model:: GLA
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 221 hp 2L I4
Exterior color:: Polar White
Combined gas mileage:: 29 MPG
Fuel type:: Gasoline
Interior color:: Brown (Macchiato Beige)
Transmission:: 8-Speed Dual Clutch
Mileage:: 4,620
Stock number:: QS732683
VIN:: W1N4N4HB0SJ732683

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2024 Mercedes-Benz GLC

300 4MATIC

11,838 miles

$45,000

Good Deal

Certified Pre-Owned

Annapolis, MD

28 mi away

Year:: 2024
Make:: Mercedes-Benz
Model:: GLC
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 255 hp 2L I4
Exterior color:: Black
Combined gas mileage:: 27 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 9-Speed Automatic
Mileage:: 11,838
Stock number:: QP096047
VIN:: W1NKM4HB2RF096047

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2020 Mercedes-Benz GLA

250 FWD

57,165 miles

$18,697

Good Deal

Store transfer to White Marsh, MD

700 mi away Price includes $699 shipping Price includes $699 shipping

Year:: 2020
Make:: Mercedes-Benz
Model:: GLA
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 208 hp 2L I4
Exterior color:: Black
Combined gas mileage:: 29 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 57,165
Stock number:: 27894023
VIN:: WDCTG4EB5LU022299

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2021 Mercedes-Benz GLE

350 4MATIC AWD

34,708 miles

$40,900

Fair Deal

Certified Pre-Owned

Silver Spring, MD

48 mi away

Year:: 2021
Make:: Mercedes-Benz
Model:: GLE
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 255 hp 2L I4
Exterior color:: Polar White
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Brown (Macchiato Beige/Black)
Transmission:: 9-Speed Automatic
Mileage:: 34,708
Stock number:: JP74000
VIN:: 4JGFB4KB5MA545634

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2020 Mercedes-Benz GLB

250 4MATIC

63,268 miles

$23,999

Fair Deal

Certified Pre-Owned

Milford, DE

39 mi away

Year:: 2020
Make:: Mercedes-Benz
Model:: GLB
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 221 hp 2L I4
Exterior color:: Polar White
Fuel type:: Gasoline
Interior color:: Brown (Macchiato Beige)
Transmission:: 8-Speed Automatic
Mileage:: 63,268
Stock number:: 5265003M
VIN:: W1N4M4HBXLW069677

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2026 Mercedes-Benz GLC

300 4MATIC

2,006 miles

$49,324

Great Deal

Owings Mills, MD

40 mi away

Year:: 2026
Make:: Mercedes-Benz
Model:: GLC
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 255 hp 2L I4
Combined gas mileage:: 27 MPG
Fuel type:: Gasoline
Transmission:: 9-Speed Automatic
Mileage:: 2,006
Stock number:: 8L65646
VIN:: W1NKM4HBXTU111669

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2025 Mercedes-Benz GLA

250 4MATIC

4,517 miles

$37,900

Great Deal

Certified Pre-Owned

Wilmington, DE

45 mi away

Year:: 2025
Make:: Mercedes-Benz
Model:: GLA
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 221 hp 2L I4
Exterior color:: Polar White
Combined gas mileage:: 29 MPG
Fuel type:: Gasoline
Interior color:: Brown (Macchiato Beige)
Transmission:: 8-Speed Dual Clutch
Mileage:: 4,517
Stock number:: LSJ732841
VIN:: W1N4N4HB3SJ732841

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2022 Mercedes-Benz GLA

250 4MATIC

30,490 miles

$25,997

Great Deal

Dover, DE

29 mi away

Year:: 2022
Make:: Mercedes-Benz
Model:: GLA
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 221 hp 2L I4
Exterior color:: Manufaktur Patagonia Red
Combined gas mileage:: 27 MPG
Fuel type:: Gasoline
Interior color:: Brown (Beige)
Transmission:: Automatic
Mileage:: 30,490
Stock number:: 26109A
VIN:: W1N4N4HBXNJ360953

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2025 Mercedes-Benz GLC

300 4MATIC

7,110 miles

$47,500

Great Deal

Annapolis, MD

28 mi away

Year:: 2025
Make:: Mercedes-Benz
Model:: GLC
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 255 hp 2L I4
Exterior color:: Polar White
Combined gas mileage:: 27 MPG
Fuel type:: Gasoline
Interior color:: Brown (Macchiato Beige)
Transmission:: 9-Speed Automatic
Mileage:: 7,110
Stock number:: QS370234
VIN:: W1NKM4HB5SF370234

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2025 Mercedes-Benz GLC

300 RWD

10,170 miles

$44,997

Good Deal

Store transfer to White Marsh, MD

2,353 mi away Price includes $1,999 shipping Price includes $1,999 shipping

Year:: 2025
Make:: Mercedes-Benz
Model:: GLC
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 255 hp 2L I4
Exterior color:: Black
Combined gas mileage:: 28 MPG
Fuel type:: Gasoline
Transmission:: 9-Speed Automatic
Mileage:: 10,170
Stock number:: 28314290
VIN:: W1NKM4GB6SF241081

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2015 Mercedes-Benz GLK

350

75,075 miles

$16,697

Fair Deal

Store transfer to White Marsh, MD

1,694 mi away Price includes $1,699 shipping Price includes $1,699 shipping

Year:: 2015
Make:: Mercedes-Benz
Model:: GLK
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 302 hp 3.5L V6
Exterior color:: Red
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 75,075
Stock number:: 28200652
VIN:: WDCGG5HB9FG410240

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2018 Mercedes-Benz GLS

550 4MATIC

116,249 miles

$20,000

Good Deal

Timonium, MD

35 mi away

Year:: 2018
Make:: Mercedes-Benz
Model:: GLS
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 449 hp 4.7L V8
Exterior color:: Obsidian Black Metallic
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 116,249
Stock number:: JB154261
VIN:: 4JGDF7DE6JB154261

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2021 Mercedes-Benz GLA

250 4MATIC

19,924 miles

$28,900

Fair Deal

Silver Spring, MD

48 mi away

Year:: 2021
Make:: Mercedes-Benz
Model:: GLA
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 221 hp 2L I4
Exterior color:: Digital White Metallic
Combined gas mileage:: 28 MPG
Fuel type:: Gasoline
Interior color:: Brown (Macchiato Beige)
Transmission:: 8-Speed Dual Clutch
Mileage:: 19,924
Stock number:: JP74040
VIN:: W1N4N4HB1MJ315527

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2026 Mercedes-Benz GLE

350 4MATIC

3,096 miles

$65,900

Good Deal

Wilmington, DE

45 mi away

Year:: 2026
Make:: Mercedes-Benz
Model:: GLE
Body type:: SUV / Crossover
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 255 hp 2L I4
Exterior color:: Polar White
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Brown (Macchiato Beige/Black)
Transmission:: 9-Speed Automatic
Mileage:: 3,096
Stock number:: LTB507579
VIN:: 4JGFB4FB5TB507579

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Reviews

4.6 Overall rating

(7,429 reviews)

Customers say

Mercedes-Benz cars are widely praised for their luxury, performance, and overall build quality. Owners enjoy the smooth ride, elegant design, and powerful engines across various models. However, many express concerns about high maintenance costs, fuel economy, and some outdated technology features. Overall, Mercedes-Benz is seen as a reliable choice for those looking for a blend of style and performance, though prospective buyers should be prepared for upkeep expenses.

AI generated from the text of customer reviews.

What people say

comfort interior luxury performance power

Antonio B

5.0

Reviewed a 2017 Mercedes-Benz SL-Class on Jul 05, 2024

The SL450 is missing nothing. Its gorgeous and an incredible GT.

Moises S

5.0

Reviewed a 2020 Mercedes-Benz S-Class on Jun 20, 2024

the features of an S class are the very reasons that this car is of good value. this is the flagship of Mercedes Benz so there is no comparison.

Jacob W

5.0

Reviewed a 2021 Mercedes-Benz A-Class on Oct 07, 2024

Sweetest ride I’ve ever owned, I love this car!! Fun to drive, super quick, comfortable even with tight suspension, and so sleek. Love every ounce of this car.

Stanley B

5.0

Reviewed a 2016 Mercedes-Benz C-Class on Sep 25, 2024

I think the c class Amg is one of the great looking cars. It’s fast, reliable and has a luxurious interior

Ed L

5.0

Reviewed a 2012 Mercedes-Benz E-Class on Jul 25, 2024

It definitely has more than what Ive anticipated in terms of luxury, power, and comfort features....big difference compared to my BMW 528. Great value and I intend to keep it and enjoy driving it for a long time.

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