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477 listings
  • $20,163
    great price
    $5,421 below market
    • 89,036 miles
    • No accidents, 2 owners, personal use
    • 16 City / 26 Hwy MPG
    • Carget Motors (143 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    The 2016 Mercedes-Benz S-Class S550 4MATIC is the ultimate expression of luxury and performance within the sedan category. Its striking silver exterio...

    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: WDDUG8FB2GA247048
    Stock: 247048
    Certified Pre-Owned: No
    Listed since: 01-16-2025

    • 106,050 miles
    • Frame damage reported, 4 owners, corporate fleet vehicle
    • 14 City / 21 Hwy MPG
    • DealHunter Autos (138 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Stafford, VA / 138 miles away from Chesapeake, VA

    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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: WDDNG86X19A261574
    Stock: 261574WS
    Certified Pre-Owned: No

    • 152,849 miles
    • No accidents, 2 owners, personal use only
    • 14 City / 21 Hwy MPG
    • Arlington Auto Group (154 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Arlington, VA / 154 miles away from Chesapeake, VA

    Discover our premier vehicles with exclusive discounts for MILITARY personnel, VETERANS , first responders, and students. Drive with pride and savings...

    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/21 Highway)

    Listing Information:

    VIN: WDDNG8GB9BA393054
    Stock: 93054
    Certified Pre-Owned: No
    Listed since: 01-13-2025

  • Price Drop
    • 76,214 miles
    • No accidents, 2 owners, personal use only
    • 21 City / 31 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Birmingham, AL / 637 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:

    25 Combined MPG (21 City/31 Highway)

    Listing Information:

    VIN: WDDNG8DB3DA527449
    Stock: 2003600986
    Certified Pre-Owned: No
    Listed since: 05-14-2025

    • 106,437 miles
    • No accidents, 2 owners, personal use
    • 16 City / 26 Hwy MPG
    • Merlex Auto Group (156 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    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: WDDUG8FB5FA110250
    Stock: 110250
    Certified Pre-Owned: No
    Listed since: 04-04-2025

    • 58,067 miles
    • No accidents, 4 owners, personal use
    • 17 City / 26 Hwy MPG
    • Merlex Auto Group (156 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    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: WDDUG8CB1FA124232
    Stock: 124232
    Certified Pre-Owned: No
    Listed since: 02-06-2025

    • 63,167 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 17 City / 26 Hwy MPG
    • Merlex Auto Group (156 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    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:

    20 Combined MPG (17 City/26 Highway)

    Listing Information:

    VIN: WDDUG8CB5FA115985
    Stock: 115985
    Certified Pre-Owned: No
    Listed since: 05-06-2025

    • 79,194 miles
    • No accidents, 2 owners, personal use
    • 16 City / 26 Hwy MPG
    • Merlex Auto Group (156 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    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: WDDUG8FB4FA173369
    Stock: 173369
    Certified Pre-Owned: No
    Listed since: 03-14-2025

    • 57,977 miles
    • No accidents, 4 owners, corporate fleet vehicle
    • 16 City / 26 Hwy MPG
    • Karma of Fuquay (160 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fuquay-Varina, NC / 160 miles away from Chesapeake, VA

    LEATHER, PANORAMIC SUNROOF, NAVIGATION, BACKUP CAMERAVVVV

    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: WDDUG8FB9FA088026
    Stock: 088026
    Certified Pre-Owned: No
    Listed since: 05-09-2025

    • 108,630 miles
    • No accidents, 1 owner, personal use
    • 17 City / 26 Hwy MPG
    • Merlex Auto Group (156 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    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: WDDUG8CB5FA106476
    Stock: 106476
    Certified Pre-Owned: No
    Listed since: 05-14-2025

    • 108,214 miles
    • 1 accident, 4 owners, personal use
    • 16 City / 26 Hwy MPG
    • Merlex Auto Group (156 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    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: WDDUG8FB3FA080469
    Stock: 080469
    Certified Pre-Owned: No
    Listed since: 01-29-2025

    • 108,825 miles
    • Frame damage reported, 4 owners, corporate fleet vehicle
    • 15 City / 24 Hwy MPG
    • iDrive Westminster (199 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Westminster, MD / 199 miles away from Chesapeake, VA

    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:

    18 Combined MPG (15 City/24 Highway)

    Listing Information:

    VIN: WDDNG9EBXDA534693
    Stock: 534693X
    Certified Pre-Owned: No
    Listed since: 10-09-2024

    • 133,774 miles
    • 1 accident, 2 owners, personal use only
    • 15 City / 25 Hwy MPG
    • Capital Motors (NC) (146 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Raleigh, NC / 146 miles away from Chesapeake, VA

    Introducing the luxurious and powerful 2013 Mercedes-Benz S-Class S 550. This sleek and sophisticated vehicle will elevate your driving experience to ...

    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 (15 City/25 Highway)

    Listing Information:

    VIN: WDDNG7DBXDA505605
    Stock: 505605
    Certified Pre-Owned: No
    Listed since: 03-02-2025

    • 89,174 miles
    • Issue reported, 2 owners, corporate fleet vehicle
    • 17 City / 26 Hwy MPG
    • Merlex Auto Group (156 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    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: 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: WDDUG8CB8FA198957
    Stock: 198957
    Certified Pre-Owned: No
    Listed since: 02-13-2025

  • $13,995
    great price
    $3,088 below market
    • 134,200 miles
    • No accidents, 5 owners, taxi vehicle
    • 16 City / 26 Hwy MPG
    • Leesburg Auto Import (180 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Leesburg, VA / 180 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:

    19 Combined MPG (16 City/26 Highway)

    Listing Information:

    VIN: WDDUG8FB9EA060662
    Stock: L060662
    Certified Pre-Owned: No
    Listed since: 04-26-2025

    • 70,079 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 16 City / 26 Hwy MPG
    • Merlex Auto Group (156 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    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: 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: WDDUG8FB0FA163535
    Stock: 163535
    Certified Pre-Owned: No
    Listed since: 04-09-2025

    • 110,479 miles
    • 1 accident, 2 owners, personal use
    • 15 City / 25 Hwy MPG
    • Boulevard Pre Owned (159 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Durham, NC / 159 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 (15 City/25 Highway)

    Listing Information:

    VIN: WDDNG7DB4DA523517
    Stock: BP5674
    Certified Pre-Owned: No
    Listed since: 03-21-2025

  • New Listing
    • 99,105 miles
    • 1 accident, 4 owners, personal use
    • 16 City / 26 Hwy MPG
    • Global Auto Outlet (150 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    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: 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: WDDUG8FB4FA186011
    Stock: 186011
    Certified Pre-Owned: No
    Listed since: 05-27-2025

  • Price Drop
    $76,000
    good price
    $8,674 below market
    • 28,510 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 12cyl automatic
    • Koons Tysons Toyota (162 mi away)
    • Five Star Dealer
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Vienna, VA / 162 miles away from Chesapeake, VA

    **** OPTIONAL ACCESSORIES *****B06 AMG Silver Painted Brake Calipers696 20" AMG Multispoke Forged Wheels71U Black Nappa Leather $236,675 MSRP, S 65 AM...

    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:

    15 Combined MPG (13 City/20 Highway)

    Listing Information:

    VIN: WDDXJ7KB5GA012092
    Stock: 0PB50831
    Certified Pre-Owned: No
    Listed since: 04-18-2025

    • 145,129 miles
    • 1 accident, 3 owners, personal use
    • 16 City / 26 Hwy MPG
    • CarHub (138 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Stafford, VA / 138 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: WDDUG8FB7FA137059
    Stock: 137059
    Certified Pre-Owned: No

  • New Listing
    Photos not available
    • 73,183 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 17 City / 26 Hwy MPG
    • Lindsay Cadillac of Alexandria (151 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Alexandria, VA / 151 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:

    20 Combined MPG (17 City/26 Highway)

    Listing Information:

    VIN: WDDUG8CB5FA151532
    Stock: CP5971B
    Certified Pre-Owned: No
    Listed since: 03-16-2025

Showing 85 - 105 out of 477 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 2016 Mercedes-Benz S-Class in Chesapeake, VA Values

Estimated values
2016 Mercedes-Benz S-Class S 550 4MATIC 4dr Sedan AWD (4.7L 8cyl Turbo 7A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$19,208$22,798$25,361
Clean$18,441$21,843$24,250
Average$17,162$20,252$22,399
Rough$15,499$18,183$19,992

The average list price of a used 2016 Mercedes-Benz S-Class in Chesapeake, Virginia is $23,254. The average mileage on a used Mercedes-Benz S-Class 2016 for sale in Chesapeake, Virginia is 95,157. Based on the average mileage of 95,157 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 $17,162.

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