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438 listings
- $29,163great price$4,471 below market
- 76,190 miles
- 1 accident, 3 owners, personal use only
- 17 City / 27 Hwy MPG
- Carget Motors (143 mi away)
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Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
The 2018 Mercedes-Benz S-Class S560 4MATIC Sedan is the epitome of luxury, performance, and cutting-edge innovation. Its pristine white exterior radia...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (17 City/27 Highway)
Listing Information:
VIN: WDDUG8GB7JA346633
Stock: 346633
Certified Pre-Owned: No
Listed since: 04-09-2025 - $36,163great price$5,264 below market
- 49,497 miles
- 2 accidents, 2 owners, personal use only
- 17 City / 27 Hwy MPG
- Carget Motors (143 mi away)
Close
Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
You won't want to miss this excellent value! Distinctive design and opulent equipment are standard. A turbocharger is also included as an economical m...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (17 City/27 Highway)
Listing Information:
VIN: WDDUG8DB7JA376946
Stock: 376946
Certified Pre-Owned: No
Listed since: 05-15-2025 - Price Drop$31,350great price$3,424 below market
- 51,522 miles
- 3 accidents, 4 owners, personal use
- 18 City / 28 Hwy MPG
- Westgate Chrysler Jeep Dodge Ram (152 mi away)
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Located in Raleigh, NC / 152 miles away from Chesapeake, VA
Nut Brown/Black Leather, 13 Speakers, 4-Wheel Disc Brakes, ABS brakes, Adaptive suspension, Air Conditioning, Alloy wheels, AM/FM radio: SiriusXM, And...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (18 City/28 Highway)
Listing Information:
VIN: WDDUG6GB4JA357271
Stock: 29658P
Certified Pre-Owned: No
Listed since: 01-27-2025 - New Listing$27,997great price$3,015 below market
- 78,000 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 18 City / 28 Hwy MPG
- Fred's Executive Auto (143 mi away)
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Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
Check out this 2018! Very clean and very well priced! A turbocharger is also included as an economical means of increasing performance. This 4 door se...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (18 City/28 Highway)
Listing Information:
VIN: WDDUG6GB7JA356230
Stock: 356230
Certified Pre-Owned: No
Listed since: 05-26-2025 - New Listing$64,995fair price$4,201 below market
- 32,270 miles
- No accidents, 3 owners, corporate fleet vehicle
- 8cyl automatic
- Royal Auto Club (169 mi away)
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Located in Sterling, VA / 169 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
18 Combined MPG (15 City/23 Highway)
Listing Information:
VIN: WDDXJ7JBXGA011019
Stock: SAI3067
Certified Pre-Owned: No - $22,995fair price$1,247 below market
- 109,975 miles
- No accidents, 4 owners, personal use
- 16 City / 26 Hwy MPG
- Power Motors (176 mi away)
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Located in Halethorpe, MD / 176 miles away from Chesapeake, VA
Introducing the luxurious and powerful 2016 Mercedes-Benz S-Class S 550 4MATIC. This stunning sedan is the epitome of sophistication and performance, ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/26 Highway)
Listing Information:
VIN: WDDUG8FB9GA251632
Stock: A251632
Certified Pre-Owned: No
Listed since: 05-03-2025 - $23,966good price$1,867 below market
- 82,671 miles
- 1 accident, 3 owners, corporate fleet vehicle
- 16 City / 26 Hwy MPG
- Global Auto Outlet (150 mi away)
Close
Located in Temple Hills, MD / 150 miles away from Chesapeake, VA
Estimated monthly payment and estimated total purchase price include the Maryland processing fee of $800 (not required by law). Taxes and additional f...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/26 Highway)
Listing Information:
VIN: WDDUG8FB3GA216357
Stock: 216357
Certified Pre-Owned: No
Listed since: 03-21-2025 - $26,997fair price$183 below market
- 72,164 miles
- No accidents, 3 owners, personal use
- 16 City / 26 Hwy MPG
- Metri Motors (154 mi away)
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Located in Raleigh, NC / 154 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/26 Highway)
Listing Information:
VIN: WDDUG8FB2GA217774
Stock: 217774
Certified Pre-Owned: No - New Listing$34,000fair price$1,269 below market
- 33,940 miles
- 1 accident, 1 owner, personal use
- 17 City / 26 Hwy MPG
- Hall Chrysler Dodge Jeep RAM Virginia Beach (11 mi away)
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Located in Virginia Beach, VA / 11 miles away from Chesapeake, VA
CARFAX One-Owner. Blue 2016 Mercedes-Benz S-Class S 550 RWD 7-Speed Automatic 4.7L V8 BiTurbo S 550, 4D Sedan, 4.7L V8 BiTurbo, 7-Speed Automatic, RWD...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
20 Combined MPG (17 City/26 Highway)
Listing Information:
VIN: WDDUG8CB8GA258169
Stock: 18257025A
Certified Pre-Owned: No
Listed since: 05-27-2025 - $28,995fair price$1,886 below market
- 90,299 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 19 City / 28 Hwy MPG
- Ottomatic Motors (154 mi away)
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Located in Durham, NC / 154 miles away from Chesapeake, VA
VISIT OUR WEBSITE TO SEE MORE PHOTOS & THE CARFAX REPORT WWW.OTTOMATICMOTORS.COMWe challenge anyone to find a dealership that goes as far ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (19 City/28 Highway)
Listing Information:
VIN: WDDUG6EB3JA378857
Stock: 10775
Certified Pre-Owned: No - $26,997fair price$924 above market
- 87,000 miles
- No accidents, 2 owners, personal use
- 16 City / 26 Hwy MPG
- Fred's Executive Auto (143 mi away)
Close
Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
Looking for a used car at an affordable price? Introducing the 2016 Mercedes-Benz S-Class! A great car and a great value! A turbocharger is also inclu...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/26 Highway)
Listing Information:
VIN: WDDUG8FB1GA226871
Stock: 226871
Certified Pre-Owned: No
Listed since: 05-19-2025 - $29,786good price$1,971 below market
- 92,252 miles
- 1 accident, 3 owners, corporate fleet vehicle
- 8cyl automatic
- Royal Auto Club (169 mi away)
Close
Located in Sterling, VA / 169 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/24 Highway)
Listing Information:
VIN: WDDXJ8FB2GA016021
Stock: SAI3040
Certified Pre-Owned: No - 17,711 miles
- 2 accidents, 1 owner, personal use
- 16 City / 26 Hwy MPG
- Merlex Auto Group (156 mi away)
Close
Located in Arlington, VA / 156 miles away from Chesapeake, VA
This vehicle is subject to prior sale. The pricing, equipment, specifications, and photos presented are believed to be accurate, but are provided \\AS...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/26 Highway)
Listing Information:
VIN: WDDUG8FB6GA261163
Stock: 261163
Certified Pre-Owned: No
Listed since: 04-24-2025- $18,163great price$5,461 below market
- 105,912 miles
- No accidents, 2 owners, personal use
- 17 City / 26 Hwy MPG
- Carget Motors (143 mi away)
Close
Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
The 2015 Mercedes-Benz S550 is a paragon of luxury and performance, seamlessly blending sophisticated design with state-of-the-art technology. This fl...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
20 Combined MPG (17 City/26 Highway)
Listing Information:
VIN: WDDUG8CB3FA117993
Stock: 117993
Certified Pre-Owned: No
Listed since: 01-09-2025 - 119,131 miles
- No accidents, 2 owners, personal use
- 16 City / 26 Hwy MPG
- Merlex Auto Group (156 mi away)
Close
Located in Arlington, VA / 156 miles away from Chesapeake, VA
This vehicle is subject to prior sale. The pricing, equipment, specifications, and photos presented are believed to be accurate, but are provided \\AS...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/26 Highway)
Listing Information:
VIN: WDDUG8FB6GA217437
Stock: 217437
Certified Pre-Owned: No
Listed since: 02-04-2025- 119,372 miles
- No accidents, 2 owners, personal use only
- 17 City / 26 Hwy MPG
- Merlex Auto Group (156 mi away)
Close
Located in Arlington, VA / 156 miles away from Chesapeake, VA
This vehicle is subject to prior sale. The pricing, equipment, specifications, and photos presented are believed to be accurate, but are provided \\AS...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
20 Combined MPG (17 City/26 Highway)
Listing Information:
VIN: WDDUG8CB5GA206045
Stock: 206045
Certified Pre-Owned: No
Listed since: 04-01-2025- $17,825great price$5,322 below market
- 100,918 miles
- No accidents, 1 owner, personal use only
- 17 City / 26 Hwy MPG
- Global Auto Outlet (150 mi away)
Close
Located in Temple Hills, MD / 150 miles away from Chesapeake, VA
Estimated monthly payment and estimated total purchase price include the Maryland processing fee of $800 (not required by law). Taxes and additional f...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
20 Combined MPG (17 City/26 Highway)
Listing Information:
VIN: WDDUG8CB9FA115066
Stock: 115066
Certified Pre-Owned: No
Listed since: 05-14-2025 - Price Drop
- 35,844 miles
- No accidents, 1 owner, personal use
- 17 City / 27 Hwy MPG
- i.g. Burton & Co. (159 mi away)
Close
Located in Milford, DE / 159 miles away from Chesapeake, VA
**EXTRA CLEAN, **CLEAN CARFAX, LEATHER, ALL WHEEL DRIVE, BACK-UP CAMERA, BLUETOOTH HANDSFREE PHONE, EXTRA LOW MILES, HEAT SEATS, MOONROOF, NO ACCIDENT...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (17 City/27 Highway)
Listing Information:
VIN: WDDUG8GB8JA379303
Stock: 625024A
Certified Pre-Owned: No
Listed since: 05-12-2025 - 69,123 miles
- No accidents, 2 owners, corporate fleet vehicle
- 16 City / 26 Hwy MPG
- Merlex Auto Group (156 mi away)
Close
Located in Arlington, VA / 156 miles away from Chesapeake, VA
This vehicle is subject to prior sale. The pricing, equipment, specifications, and photos presented are believed to be accurate, but are provided \\AS...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/26 Highway)
Listing Information:
VIN: WDDUG8FB5GA204775
Stock: 204775
Certified Pre-Owned: No
Listed since: 05-15-2025- 99,439 miles
- No accidents, 2 owners, personal use
- 17 City / 27 Hwy MPG
- Merlex Auto Group (156 mi away)
Close
Located in Arlington, VA / 156 miles away from Chesapeake, VA
This vehicle is subject to prior sale. The pricing, equipment, specifications, and photos presented are believed to be accurate, but are provided \\AS...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (17 City/27 Highway)
Listing Information:
VIN: WDDUG8GB9JA388446
Stock: 388446
Certified Pre-Owned: No
Listed since: 02-07-2025- 55,652 miles
- No accidents, 1 owner, personal use
- 17 City / 27 Hwy MPG
- Mercedes-Benz of Arlington (156 mi away)
Close
Located in Arlington, VA / 156 miles away from Chesapeake, VA
Discover the epitome of luxury and performance with this 2018 Mercedes-Benz S-Class AWD S 560 4MATIC Sedan. Equipped with a powerful 4.0L Twin Turbo V...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (17 City/27 Highway)
Listing Information:
VIN: WDDUG8GB6JA387514
Stock: BA387514
Certified Pre-Owned: No
Listed since: 04-09-2025
Showing 22 - 42 out of 438 listings
Consumer Reviews for the Mercedes-Benz S-Class
Read recent reviews for the Mercedes-Benz S-Class
Too much, too often
Walter, 09/07/2019
2017 Mercedes-Benz S-Class S 550 4dr Sedan (4.7L 8cyl Turbo 9A)
The qualifier. I have had almost everything, Cadillac, Jaguar XJL, Rolls Royce, Lincoln, BMW, Lexus and Infinity and several Mercedes - all the upper end models. This 2017 S 550 has to go into the shop too often and costs too much. Brakes and rotors, $2,400, windshield wipers $200, tires (9 of them) at $438 because the run flats bubble when you hit a bump. Engineers say it is because … of Houston streets. I ask you, if you buy a $110,000 car in Houston, where do they expect you to drive it? They should designate different tires and solve the porblem. Left turn signal cornering light, $3,567.00, you have to replace the entire assembly. Steering wheel got stuck in the up and extended position. I felt like I was driving a Metro Bus until I got it in the shop. Satellite system went out and had to be replaced. Console retracting door gets stuck. It really goes on and on. Some of it covered under warranty and some of it not but you still have to take it in. I am stuck in a lease until March of 2020 and that will be the last Mercedes. Captain of Industry or Captain Dummy? I can afford it, but I just can't deal with it. Sometimes I think they count on us putting up with that nonsense. It is my fault for buying one, but never, I mean never again. Rolls Royce and Lexus do much better.
Used 2018 Mercedes-Benz S-Class in Chesapeake, VA Values
Estimated values
2018 Mercedes-Benz S-Class S 560 4MATIC 4dr Sedan AWD (4.0L 8cyl Turbo 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $30,202 | $34,138 | $37,397 |
| Clean | $29,214 | $32,985 | $36,094 |
| Average | $27,568 | $31,064 | $33,924 |
| Rough | $25,427 | $28,566 | $31,102 |
The average list price of a used 2018 Mercedes-Benz S-Class in Chesapeake, Virginia is $31,099. The average mileage on a used Mercedes-Benz S-Class 2018 for sale in Chesapeake, Virginia is 75,185. Based on the average mileage of 75,185 for used 2018 Mercedes-Benz S-Class for sale in Chesapeake, VA and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Mercedes-Benz S-Class 2018 in Chesapeake, Virginia to be $27,568.
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