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517 listings
    • 49,418 miles
    • Frame damage reported, 2 owners, corporate fleet vehicle
    • 17 City / 27 Hwy MPG
    • District Auto Group (150 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Temple Hills, MD / 150 miles away from Chesapeake, VA

    4MATIC®, Black Leather, 19" Multi-Spoke Wheels, Android Auto®, Apple CarPlay®, Apple CarPlay®/Android Auto®, Burmester® Surround Sound System, Navigat...

    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:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB6KA497464
    Stock: 577
    Certified Pre-Owned: No
    Listed since: 12-05-2024

    • 74,608 miles
    • Frame damage reported, 2 owners, corporate fleet vehicle
    • 18 City / 26 Hwy MPG
    • Prime Galleria (132 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fredericksburg, VA / 132 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    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:

    21 Combined MPG (18 City/26 Highway)

    Listing Information:

    VIN: WDDUG8CB7HA326091
    Stock: 326091
    Certified Pre-Owned: No
    Listed since: 05-24-2025

  • New Listing
    • 57,933 miles
    • 1 accident, 1 owner, personal use
    • 18 City / 26 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Oklahoma City, OK / 1,189 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:

    21 Combined MPG (18 City/26 Highway)

    Listing Information:

    VIN: WDDUG8CB2HA326208
    Stock: 2003899410
    Certified Pre-Owned: No
    Listed since: 07-29-2025

  • New Listing
    • 48,624 miles
    • 1 accident, 2 owners, personal use
    • 16 City / 25 Hwy MPG
    • Auto Haus (34 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Yorktown, VA / 34 miles away from Chesapeake, VA

    4MATIC , Silk Beige/Espresso Brown w/Perforated Nappa Leather Upholstery, COMAND System w/AM/FM/GPS Navigation, Control Code Warmth & Comfort Package,...

    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 (16 City/25 Highway)

    Listing Information:

    VIN: WDDUG8FB3HA333602
    Stock: W13930
    Certified Pre-Owned: No
    Listed since: 07-31-2025

    • 64,736 miles
    • 1 accident, 4 owners, corporate fleet vehicle
    • 17 City / 27 Hwy MPG
    • Classic Motors (196 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Finksburg, MD / 196 miles away from Chesapeake, VA

    2019 MERCEDES-BENZ S 560 4MATIC SEDAN***64,000 MILES***AMG LINE**AWD**4.8 V8 TURBO**9-SPEED AUTO TRANSMISSION**HEAD-UP DISPLAY**ADAPTIVE CRUISE CONTRO...

    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:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB4KA433116
    Stock: KA433116
    Certified Pre-Owned: No

  • $32,988
    fair price
    $405 above market
    • 91,905 miles
    • No accidents, 2 owners, personal use
    • 18 City / 28 Hwy MPG
    • iDeal Auto (144 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Raleigh, NC / 144 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:

    22 Combined MPG (18 City/28 Highway)

    Listing Information:

    VIN: WDDUG6EB9KA438688
    Stock: 16860
    Certified Pre-Owned: No

  • New Listing
    • 69,459 miles
    • 1 accident, 2 owners, personal use
    • 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: WDDUG8GB3KA429543
    Stock: 429543
    Certified Pre-Owned: No
    Listed since: 08-01-2025

  • New Listing
    • 71,825 miles
    • 1 accident, 2 owners, personal use
    • 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: WDDUG8GB5KA459479
    Stock: 459479
    Certified Pre-Owned: No
    Listed since: 08-01-2025

    • 123,486 miles
    • No accidents, 4 owners, personal use
    • 17 City / 27 Hwy MPG
    • Kevin's Kars (90 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Richmond, VA / 90 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:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB8KA472081
    Stock: 472081
    Certified Pre-Owned: No

  • New Listing
    $39,990
    good price
    $2,316 below market
    • 65,523 miles
    • No accidents, 1 owner, personal use
    • 17 City / 27 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Columbus, OH / 430 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: 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: WDDUG8GB0JA407577
    Stock: 2003920906
    Certified Pre-Owned: No
    Listed since: 07-29-2025

  • New Listing
    $36,499
    good price
    $3,335 below market
    • 46,901 miles
    • 2 accidents, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • Bob Bell Chevrolet (178 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    Here at " BOB BELL" we strive to make every customer COMPLETELY SATISFIED . We have a large selection of Pre Owned inventory that we use real time int...

    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: WDDUG8GB5JA366749
    Stock: P2276
    Certified Pre-Owned: No
    Listed since: 05-11-2025

  • $43,997
    fair price
    $187 above market
    • 55,800 miles
    • No accidents, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • Fred's Executive Auto (143 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Woodbridge, VA / 143 miles away from Chesapeake, VA

    Check out this great value! Feature-packed and decked out! A turbocharger further enhances performance, while also preserving fuel economy. This 4 doo...

    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: WDDUG8DB3LA521600
    Stock: 521600
    Certified Pre-Owned: No
    Listed since: 06-18-2025

  • Price Drop
    $35,900
    fair price
    $1,357 below market
    • 40,276 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 19 City / 28 Hwy MPG
    • Auto Haus (34 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Yorktown, VA / 34 miles away from Chesapeake, VA

    4MATIC , Nut Brown/Black Leather.2018 Mercedes-Benz S-Class S 450 4MATIC Gray 4MATIC 9-Speed Automatic 3.0L V6 BiTurbo Clean CARFAX.Auto Haus Peace of...

    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 (19 City/28 Highway)

    Listing Information:

    VIN: WDDUG6EB2JA375044
    Stock: W13807K
    Certified Pre-Owned: No
    Listed since: 06-18-2025

  • $42,637
    fair price
    $982 below market
    • 40,833 miles
    • No accidents, 3 owners, personal use
    • 17 City / 27 Hwy MPG
    • Thompson Buick GMC (148 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Raleigh, NC / 148 miles away from Chesapeake, VA

    This Mercedes-Benz won't be on the lot long! A great car and a great value! A turbocharger further enhances performance, while also preserving fuel ec...

    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: WDDUG8DB6JA411749
    Stock: 14524AA
    Certified Pre-Owned: No
    Listed since: 07-02-2025

  • Price Drop
    $41,200
    fair price
    $1,053 below market
    • 49,585 miles
    • No accidents, 1 owner, personal use only
    • 17 City / 27 Hwy MPG
    • Premier Auto Group (155 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Durham, NC / 155 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:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB0JA408230
    Stock: 7795
    Certified Pre-Owned: No
    Listed since: 07-11-2025

  • Price Drop
    $33,590
    fair price
    $84 below market
    • 67,686 miles
    • No accidents, 1 owner, personal use
    • 19 City / 28 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Columbus, OH / 430 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: 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:

    22 Combined MPG (19 City/28 Highway)

    Listing Information:

    VIN: WDDUG6EB6JA409342
    Stock: 2003879698
    Certified Pre-Owned: No
    Listed since: 07-09-2025

  • New Listing
    • 40,059 miles
    • No accidents, 1 owner, personal use only
    • 17 City / 27 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Houston, TX / 1,213 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: 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: WDDUG8GB3JA408500
    Stock: 2003941912
    Certified Pre-Owned: No
    Listed since: 08-01-2025

  • New Listing
    $36,590
    fair price
    $625 above market
    • 55,821 miles
    • No accidents, 3 owners, personal use
    • 19 City / 28 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Chicago, IL / 746 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: 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:

    22 Combined MPG (19 City/28 Highway)

    Listing Information:

    VIN: WDDUG6EB7JA350527
    Stock: 2003904756
    Certified Pre-Owned: No
    Listed since: 07-19-2025

  • $54,990
    fair price
    $1,254 above market
    • 54,067 miles
    • No accidents, 5 owners, personal use
    • 17 City / 26 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Columbus, OH / 430 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: 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: WDDUG8JB4JA357629
    Stock: 2003393811
    Certified Pre-Owned: No
    Listed since: 01-03-2025

  • New Listing
    $41,995
    fair price
    $686 above market
    • 68,224 miles
    • No accidents, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • McLaren Washington (171 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Sterling, VA / 171 miles away from Chesapeake, VA

    Black 2020 Mercedes-Benz S-Class S 560 4MATIC® 4MATIC® 9-Speed Automatic 4.0L V84MATIC®, Magma Gray/Espresso Brown Leather.Prices do not 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:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: W1KUG8GB3LA556875
    Stock: LA556875Z
    Certified Pre-Owned: No
    Listed since: 07-28-2025

    • 231,989 miles
    • No accidents, 3 owners, personal use only
    • 14 City / 20 Hwy MPG
    • 518 Auto Sales (12 mi away)
    • AWD/4WD
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Norfolk, VA / 12 miles away from Chesapeake, VA

    *NAVIGATION*, *SUNROOF*, *LEATHER*, *150 POINT INSPECTION*, *3 MO 3000 MILE SERVICE CONTRACT ON MOST CARS SEE SALES FOR DETAILS*, *518AUTO.COM*, *CALL...

    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:

    16 Combined MPG (14 City/20 Highway)

    Listing Information:

    VIN: WDBNG84J04A405440
    Stock: 11371
    Certified Pre-Owned: No
    Listed since: 04-24-2025

Showing 337 - 357 out of 517 listings

Consumer Reviews for the Mercedes-Benz S-Class

Read recent reviews for the Mercedes-Benz S-Class
Overall Consumer Rating
4.5 out of 5 stars27 Reviews
Write a vehicle reviewSee all 27 reviews
  • 5 star
    (63%)
  • 4 star
    (26%)
  • 3 star
    (7%)
  • 2 star
    (4%)
  • 1 star
    (0%)
4.25 out of 5 stars

Excellent ride incredible mpg

bob494, 08/14/2012
2012 Mercedes-Benz S-Class S350 BlueTEC 4MATIC 4dr Sedan AWD (3.0L 6cyl Turbodiesel 7A)
This S350 is smooth powerful and fun to drive. I have 6,000 miles on mine and it's the bast car I have ever owned including other Mercedes, Lexus, and Audi models. Interior is well laid out with all controls within easy access. My car gets 37 MPG on the highway and I am averaging over 31 MPG in mixed city and highway driving. 4 Matic works great in the rain or snow as well. This truly an … exceptional ride, but be aware of expensive options as they are way over priced.
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Used 2019 Mercedes-Benz S-Class in Chesapeake, VA Values

Estimated values
2019 Mercedes-Benz S-Class S 560 4MATIC 4dr Sedan AWD (4.0L 8cyl Turbo 9A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$34,537$38,455$41,964
Clean$33,539$37,300$40,658
Average$31,875$35,376$38,481
Rough$29,712$32,875$35,650

The average list price of a used 2019 Mercedes-Benz S-Class in Chesapeake, Virginia is $37,490. The average mileage on a used Mercedes-Benz S-Class 2019 for sale in Chesapeake, Virginia is 69,941. Based on the average mileage of 69,941 for used 2019 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 2019 in Chesapeake, Virginia to be $31,875.

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