Your Privacy

By accessing this website, you acknowledge that Edmunds and its third-party business partners may use cookies, pixels, and similar technologies to collect information about you and your interactions with the website as described in our Privacy Statement; and you agree that your use of the website is subject to our Visitor Agreement.
Skip to main content
Skip to Filters
461 listings
    • 89,941 miles
    • Issue reported, 5 owners, personal use
    • 17 City / 26 Hwy MPG
    • Automan Empire (126 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    2016 MERCEDES-BENZ S-CLASS S 550 with powerful 4.7L BITURBO V8 engine and driven only 89941 miles! Fully loaded and much more! CARFAX CERTIFIED**FINAN...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Issue reported

    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: WDDUG8CB1GA244369
    Stock: AME1088
    Certified Pre-Owned: No

  • Photos not available
    • 125,930 miles
    • No accidents, 4 owners, personal use only
    • 8cyl automatic
    • Cars2us Of Fairfax (158 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Fairfax, VA / 158 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/24 Highway)

    Listing Information:

    VIN: WDDXJ8FB0GA014042
    Stock: CU6454
    Certified Pre-Owned: No

    • 104,893 miles
    • 1 accident, 1 owner, personal use only
    • 12 City / 21 Hwy MPG
    • EZ Auto Sales (136 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Stafford, VA / 136 miles away from Chesapeake, VA

    ***Visit www.EzAutoSalesVa.com to view our inventory*** Offering the BEST PRICES AVAILABLE, NATIONWIDE DELIVERY, and EXTENDED WARRANTY OPTIONS. At EZ ...

    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:

    15 Combined MPG (12 City/21 Highway)

    Listing Information:

    VIN: WDDUG7GB4GA178324
    Stock: EZA5509
    Certified Pre-Owned: No

    • Not provided
    • Insurance loss reported, 3 owners, personal use
    • 17 City / 25 Hwy MPG
    • Bolden Ltd (103 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    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: Issue reported

    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: WDDUG8CB2EA051659
    Stock: 051659
    Certified Pre-Owned: No
    Listed since: 11-27-2024

    • Not provided
    • 1 accident, 4 owners, personal use only
    • 16 City / 26 Hwy MPG
    • Bolden Ltd (103 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Greenville, NC / 103 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: WDDUG8FB3EA049110
    Stock: 049110
    Certified Pre-Owned: No
    Listed since: 11-27-2024

  • Price Drop
    $21,390
    good price
    $2,516 below market
    • 113,512 miles
    • No accidents, 3 owners, personal use only
    • 16 City / 26 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Minneapolis, MN / 1,058 miles away from Chesapeake, VA

    CarFax No Accidents Reported,Back-Up Camera,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Leather Seats,Navigation System,Premium Sound,Sate...

    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: WDDUG8FB5FA069635
    Stock: FA069635A
    Certified Pre-Owned: No

  • Price Drop
    $15,980
    great price
    $2,999 below market
    • 115,958 miles
    • 1 accident, 4 owners, corporate fleet vehicle
    • 17 City / 26 Hwy MPG
    • Seasell Auto (195 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Wilmington, NC / 195 miles away from Chesapeake, VA

    ABOUT THIS VEHICLE We welcome pre-purchase inspections and independent test drives on each and every vehicle. We are a CARFAX Advantage dealer meaning...

    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: WDDUG8CB1FA156758
    Stock: FA156758
    Certified Pre-Owned: No
    Listed since: 04-22-2025

  • Photos not available
    • 109,579 miles
    • 1 accident, 3 owners, personal use
    • 16 City / 26 Hwy MPG
    • Mr. Car of Glen Burnie (168 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Glen Burnie, MD / 168 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: WDDUG8FB8GA208223
    Stock: G208223B
    Certified Pre-Owned: No
    Listed since: 03-14-2025

  • Price Drop
    $8,995
    great price
    $2,544 below market
    • 108,839 miles
    • 1 accident, 4 owners, personal use
    • 14 City / 22 Hwy MPG
    • Endurance Automotive (139 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Locust Grove, VA / 139 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:

    17 Combined MPG (14 City/22 Highway)

    Listing Information:

    VIN: WDDNG71X39A261108
    Stock: 261108
    Certified Pre-Owned: No
    Listed since: 02-21-2025

  • $29,500
    good price
    $3,622 below market
    • 64,956 miles
    • 1 accident, 2 owners, personal use
    • 18 City / 26 Hwy MPG
    • 95 Motors (140 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Dumfries, VA / 140 miles away from Chesapeake, VA

    It is the consumer's sole responsibility to verify the existence and condition of any equipment listed. 95 MOTORS is not responsible for misprints on ...

    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: WDDUG8CB7HA316449
    Stock: NTY1997
    Certified Pre-Owned: No

  • $42,697
    fair price
    $2,079 below market
    • 54,715 miles
    • No accidents, 4 owners, personal use
    • 15 City / 23 Hwy MPG
    • Rolls-Royce Motor Cars Raleigh (144 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Raleigh, NC / 144 miles away from Chesapeake, VA

    2015 Mercedes-Benz S-Class S 63 AMG 4MATIC 5.5L V8 DOHC 32V Bi-Turbocharged 4MATIC 7-Speed Automatic 15/23 City/Highway MPG Silver Come See this Merce...

    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:

    18 Combined MPG (15 City/23 Highway)

    Listing Information:

    VIN: WDDUG7JB8FA154311
    Stock: R5495K
    Certified Pre-Owned: No
    Listed since: 04-08-2025

  • New Listing
    $21,786
    good price
    $1,458 below market
    • 148,974 miles
    • No accidents, 2 owners, personal use
    • 16 City / 25 Hwy MPG
    • Pro Auto Expo (136 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Stafford, VA / 136 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:

    20 Combined MPG (16 City/25 Highway)

    Listing Information:

    VIN: WDDUG8FB8HA329772
    Stock: 329772
    Certified Pre-Owned: No

  • $27,990
    fair price
    $1,066 below market
    • 84,549 miles
    • No accidents, 2 owners, personal use
    • 16 City / 25 Hwy MPG
    • EZ Auto Sales (136 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Stafford, VA / 136 miles away from Chesapeake, VA

    ***Visit www.EzAutoSalesVa.com to view our inventory*** Offering the BEST PRICES AVAILABLE, NATIONWIDE DELIVERY, and EXTENDED WARRANTY OPTIONS. At EZ ...

    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 (16 City/25 Highway)

    Listing Information:

    VIN: WDDUG8FB7HA308069
    Stock: EZA5682
    Certified Pre-Owned: No

  • New Listing
    $31,990
    fair price
    $170 below market
    • 40,930 miles
    • No accidents, 2 owners, personal use
    • 16 City / 26 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Cincinnati, OH / 480 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:

    19 Combined MPG (16 City/26 Highway)

    Listing Information:

    VIN: WDDUG8FB6FA169422
    Stock: 2003410994
    Certified Pre-Owned: No
    Listed since: 05-14-2025

  • New Listing
    $28,990
    fair price
    $416 above market
    • 68,845 miles
    • No accidents, 1 owner, personal use only
    • 16 City / 26 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Chicago, IL / 745 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:

    19 Combined MPG (16 City/26 Highway)

    Listing Information:

    VIN: WDDUG8FB1FA144380
    Stock: 2003752140
    Certified Pre-Owned: No
    Listed since: 05-22-2025

  • $14,900
    fair price
    $464 above market
    • 52,530 miles
    • No accidents, 3 owners, personal use only
    • 14 City / 22 Hwy MPG
    • VIP Auto (126 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

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

    Vehicle Overview You are viewing a Carfax Certified 2009 MERCEDES BENZ S550 / 52530 MILES / PREMIUM 2 PACKAGE / SPORT PACKAGE / 18" WHEELS / PREMIUM S...

    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:

    17 Combined MPG (14 City/22 Highway)

    Listing Information:

    VIN: WDDNG71X59A248389
    Stock: 4447
    Certified Pre-Owned: No
    Listed since: 07-20-2024

  • New Listing
    $31,990
    fair price
    $145 above market
    • 38,564 miles
    • 1 accident, 2 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 Sacramento, CA / 2,452 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: WDDUG8CB4FA184392
    Stock: 2003706734
    Certified Pre-Owned: No
    Listed since: 05-01-2025

  • $27,995
    fair price
    $956 above market
    • 52,419 miles
    • No accidents, 4 owners, corporate fleet vehicle
    • 17 City / 26 Hwy MPG
    • Maximum Auto Outlet (155 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    ***LOW MILEAGE, BEAUTIFUL MERCEDES-BENZ LUXURY SEDAN WITH DUAL ROOFS, SURROUND VIEW CAMERA SYSTEM, AND ALL THE OPTIONS.............................201...

    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:

    20 Combined MPG (17 City/26 Highway)

    Listing Information:

    VIN: WDDUG8CB0FA174409
    Stock: FA174409
    Certified Pre-Owned: No

  • New Listing
    $38,998
    fair price
    $1,075 below market
    • 43,555 miles
    • 8cyl automatic
    • CarMax (In-stock online)
    • Transfer available from CA to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Bakersfield, CA / 2,374 miles away from Chesapeake, VA

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    19 Combined MPG (16 City/24 Highway)

    Listing Information:

    VIN: WDDXJ8FB3FA010744
    Stock: 26397078
    Certified Pre-Owned: No

  • $33,995
    fair price
    $859 above market
    • 57,992 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 16 City / 25 Hwy MPG
    • InTouch Auto Outlet (126 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Spotsylvania Courthouse, VA / 126 miles away from Chesapeake, VA

    *** SPORT PACKAGE, PREMIUM PACKAGE, WARMTH & COMFORT PACKAGE, DRIVER ASSITANCE PACKAGE, ESCLUSIVE NAPPA LEATHER, WELL MAINTAINED SERVICE RECORDS REPOR...

    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:

    20 Combined MPG (16 City/25 Highway)

    Listing Information:

    VIN: WDDUG8FB3HA299824
    Stock: A5518
    Certified Pre-Owned: No

  • New Listing
    $40,990
    fair price
    $788 above market
    • 51,658 miles
    • No accidents, 1 owner, personal use only
    • 8cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Philadelphia, PA / 236 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:

    19 Combined MPG (16 City/24 Highway)

    Listing Information:

    VIN: WDDXJ8FB3FA002188
    Stock: 2003639622
    Certified Pre-Owned: No
    Listed since: 04-07-2025

Showing 169 - 189 out of 461 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.
Report abuse

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$20,415$23,951$26,479
Clean$19,599$22,948$25,319
Average$18,240$21,276$23,386
Rough$16,472$19,102$20,874

The average list price of a used 2016 Mercedes-Benz S-Class in Chesapeake, Virginia is $29,582. The average mileage on a used Mercedes-Benz S-Class 2016 for sale in Chesapeake, Virginia is 80,439. Based on the average mileage of 80,439 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 $18,240.

Filters
Skip to Results

Applied Filters4Active

Select Buying Experience

Location

Search radius200 miles
Search radius

Make & Model

Year

New / Used

Price & Payments

Price Rating

Body Type

Trim

Mileage

Accidents & History

EV Details

Engine & Drivetrain

Exterior Color

Interior Color

Total Seating

Edmunds Review

Features

Options & Packages

MPG

Listing Details


* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.