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496 listings
  • New Listing
    Photos not available
    $27,950
    fair price
    $892 above market
    • 83,942 miles
    • 1 accident, 4 owners, personal use
    • 17 City / 26 Hwy MPG
    • Compass Auto Sales (194 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Wilmington, NC / 194 miles away from Chesapeake, VA

    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: WDDUG8CB9GA217680
    Stock: 1295
    Certified Pre-Owned: No
    Listed since: 06-05-2025

    • 50,641 miles
    • No accidents, 5 owners, personal use only
    • 12cyl automatic
    • Radley Cadillac (127 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Fredericksburg, VA / 127 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:

    15 Combined MPG (13 City/20 Highway)

    Listing Information:

    VIN: WDDXJ7KB2GA013135
    Stock: CCP4053
    Certified Pre-Owned: No
    Listed since: 12-25-2024

  • New Listing
    Photos not available
    $31,630
    fair price
    $663 above market
    • 56,906 miles
    • 2 accidents, 2 owners, personal use
    • 17 City / 26 Hwy MPG
    • Mercedes-Benz of Fayetteville (192 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fayetteville, NC / 192 miles away from Chesapeake, VA

    Gray Leather, 20" Wheels, Active Blind Spot Assist, Active Lane Keeping Assist, Active Multi-Contour Seats w/Massage, BAS PLUS w/Cross Traffic Assist,...

    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: WDDUG8CB6GA244223
    Stock: 6976P
    Certified Pre-Owned: No
    Listed since: 05-13-2025

    • 75,400 miles
    • No accidents, 2 owners, personal use
    • 16 City / 26 Hwy MPG
    • Auto Outlet Of Greenville (103 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Greenville, NC / 103 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: WDDUG8FB0GA261210
    Stock: 01921
    Certified Pre-Owned: No
    Listed since: 06-21-2024

    • 78,283 miles
    • 1 accident, 1 owner, personal use only
    • 16 City / 26 Hwy MPG
    • Auto Trademark (156 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Manassas, VA / 156 miles away from Chesapeake, VA

    2014 Mercedes S-550 4MATIC Call 703-361-6882, 1 Owner, Well Maintained, Driver Assist Pkg, Premium Pkg 1, Lane Departure Warning, Blind Spot Monitor,...

    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: WDDUG8FB7EA063124
    Stock: AT17520
    Certified Pre-Owned: No

    • 82,200 miles
    • Frame damage reported, 3 owners, corporate fleet vehicle
    • 16 City / 26 Hwy MPG
    • Aren Auto Group (165 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Chantilly, VA / 165 miles away from Chesapeake, VA

    2016 Mercedes-Benz S-Class, S 550 4MATIC AWD 4dr Sedan, 82K MILES $24.999 VIN WDDUG8FB7GA230052 CLEAN TITLE FINANCING AVAILABBLE HACLAMOS ESPANOL

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Issue reported

    Salvage Vehicle: No

    Frame Damage: Yes

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/26 Highway)

    Listing Information:

    VIN: WDDUG8FB7GA230052
    Stock: FA230052
    Certified Pre-Owned: No
    Listed since: 05-28-2025

    • 107,887 miles
    • 2 accidents, 2 owners, corporate fleet vehicle
    • 17 City / 26 Hwy MPG
    • Belmonte Auto Imports (142 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Raleigh, NC / 142 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:

    20 Combined MPG (17 City/26 Highway)

    Listing Information:

    VIN: WDDUG8CB3GA218033
    Stock: S513720
    Certified Pre-Owned: No
    Listed since: 05-14-2025

    • 101,186 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 18 City / 28 Hwy MPG
    • AMKO Auto Temple Hills (149 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Temple Hills, MD / 149 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:

    22 Combined MPG (18 City/28 Highway)

    Listing Information:

    VIN: WDDUG6GB1JA349774
    Stock: 23146
    Certified Pre-Owned: No
    Listed since: 09-19-2024

  • New Listing
    • 105,653 miles
    • No accidents, 2 owners, personal use
    • 16 City / 26 Hwy MPG
    • AMKO Auto Temple Hills (149 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Temple Hills, MD / 149 miles away from Chesapeake, VA

    As a premier Maryland dealer, we have a huge selection of used and certified vehicles from which to choose. AMKO Auto online and offline customers en...

    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: WDDUG8FB6GA205482
    Stock: 24278
    Certified Pre-Owned: No
    Listed since: 06-08-2025

    • 82,796 miles
    • 1 accident, 4 owners, personal use
    • 17 City / 25 Hwy MPG
    • House Of Kars (155 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Manassas, VA / 155 miles away from Chesapeake, VA

    VERY WLL KEPT!!! FIULLY LOADED!!!! A MUST SEE!!! COMES WITH A 3 MONTHS 3000 MILES POWERTRAIN WARRANTY INCLUDED AT LISTED PRICE----VIRGINIA STATE INS...

    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/25 Highway)

    Listing Information:

    VIN: WDDUG8CB3EA044381
    Stock: HK6843
    Certified Pre-Owned: No

    • 95,218 miles
    • 2 accidents, 3 owners, personal use only
    • 17 City / 25 Hwy MPG
    • AP Fairfax (158 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Fairfax, VA / 158 miles away from Chesapeake, VA

    *MERCEDES-BENZ* *THE BEST OR NOTHING* *HEATED AND COOLED SEATS* *MASSAGE SEATS* *SOFT CLOSE DOORS* *PANORAMIC ROOF* *POWER TRUNK* *ELECTRONIC LCD DASH...

    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/25 Highway)

    Listing Information:

    VIN: WDDUG8CB6EA044245
    Stock: AP00613
    Certified Pre-Owned: No

  • New Listing
    • 97,643 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 16 City / 26 Hwy MPG
    • Motor World (196 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Frederick, MD / 196 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/26 Highway)

    Listing Information:

    VIN: WDDUG8FB9GA249928
    Stock: M2744
    Certified Pre-Owned: No

    • 70,679 miles
    • 1 accident, 2 owners, personal use only
    • 17 City / 27 Hwy MPG
    • Merlex Auto Group (156 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    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:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB8LA518302
    Stock: 518302
    Certified Pre-Owned: No
    Listed since: 05-23-2025

  • Price Drop
    $42,200
    fair price
    $1,970 below market
    • 49,157 miles
    • No accidents, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Troy, MI / 546 miles away from Chesapeake, VA

    High Demand,Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keeping Assist,Leather Se...

    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: WDDUG8GB9KA466998
    Stock: KA466998TH
    Certified Pre-Owned: No

  • New Listing
    • 42,637 miles
    • 1 accident, 1 owner, personal use only
    • 18 City / 28 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Charlotte, NC / 277 miles away from Chesapeake, VA

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    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: WDDUG6GB2JA381410
    Stock: 2003779095
    Certified Pre-Owned: No
    Listed since: 05-31-2025

    • 107,917 miles
    • 1 accident, 2 owners, personal use
    • 18 City / 28 Hwy MPG
    • Mercedes-Benz of Cary (160 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Cary, NC / 160 miles away from Chesapeake, VA

    Selenite Gray Metallic 2018 Mercedes-Benz S-Class S 450 3.0L V6 BiTurbo Magma Gray/Espresso Brown w/Exclusive Nappa Leather Upholstery, 13 Speakers, 4...

    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: WDDUG6GB3JA348240
    Stock: ZP69497A
    Certified Pre-Owned: No
    Listed since: 05-20-2025

  • New Listing
    • 57,999 miles
    • 1 accident, 3 owners, personal use
    • 17 City / 26 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Dallas, TX / 1,195 miles away from Chesapeake, VA

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    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: WDDUG8CB6GA219130
    Stock: 2003632813
    Certified Pre-Owned: No
    Listed since: 04-07-2025

  • New Listing
    • 105,740 miles
    • 1 accident, 4 owners, personal use only
    • 17 City / 25 Hwy MPG
    • Automan Empire (126 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Fredericksburg, VA / 126 miles away from Chesapeake, VA

    2014 MERCEDES-BENZ S-CLASS S 550 with powerful 4.6L DOHC 32V DIRECT-INJECTION V8 engine and driven only 105740 miles! Fully loaded and much more! CARF...

    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/25 Highway)

    Listing Information:

    VIN: WDDUG8CBXEA009305
    Stock: 009305
    Certified Pre-Owned: No

  • New Listing
    • 73,857 miles
    • 1 accident, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • iDeal Auto (145 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Raleigh, NC / 145 miles away from Chesapeake, VA

    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: WDDUG8DBXJA393224
    Stock: JA393224
    Certified Pre-Owned: No

  • New Listing
    • 57,467 miles
    • 1 accident, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • Baltimore Auto Group (178 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Baltimore, MD / 178 miles away from Chesapeake, VA

    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: WDDUG8GB0JA386052
    Stock: JA386052
    Certified Pre-Owned: No

    • 121,606 miles
    • 1 accident, 4 owners, personal use
    • 16 City / 26 Hwy MPG
    • Leesburg Auto Import (179 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Leesburg, VA / 179 miles away from Chesapeake, VA

    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: WDDUG8FB1GA252600
    Stock: L252600
    Certified Pre-Owned: No
    Listed since: 04-05-2025

Showing 190 - 210 out of 496 listings

Consumer Reviews for the Mercedes-Benz S-Class

Read recent reviews for the Mercedes-Benz S-Class
Overall Consumer Rating
4.2 out of 5 stars33 Reviews
Write a vehicle reviewSee all 33 reviews
  • 5 star
    (61%)
  • 4 star
    (15%)
  • 3 star
    (12%)
  • 2 star
    (9%)
  • 1 star
    (3%)
2 out of 5 stars

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.
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Used 2016 Mercedes-Benz S-Class in Chesapeake, VA Values

Estimated values
2016 Mercedes-Benz S-Class S 550 4dr Sedan (4.7L 8cyl Turbo 7A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$19,701$23,564$26,319
Clean$18,914$22,577$25,166
Average$17,602$20,932$23,245
Rough$15,897$18,793$20,748

The average list price of a used 2016 Mercedes-Benz S-Class in Chesapeake, Virginia is $30,809. The average mileage on a used Mercedes-Benz S-Class 2016 for sale in Chesapeake, Virginia is 81,182. Based on the average mileage of 81,182 for used 2016 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 2016 in Chesapeake, Virginia to be $17,602.

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