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499 listings
  • $34,995
    good price
    $4,655 below market
    • 62,252 miles
    • 1 accident, 1 owner, personal use only
    • 17 City / 27 Hwy MPG
    • Kargar Motors (150 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Manassas, VA / 150 miles away from Chesapeake, VA

    BUYING A CAR HAS NEVER BEEN THIS EASY.We specialize in 100% GUARANTEED APPROVAL. BAD CREDIT, NO CREDIT, BANKRUPTCY, REPO, FORECLOSURE...NO PROBLEM. NO...

    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: WDDUG8DB3JA422336
    Stock: KMM13656
    Certified Pre-Owned: No

  • Price Drop
    $32,350
    fair price
    $2,513 below market
    • 51,546 miles
    • No accidents, 2 owners, personal use
    • 19 City / 28 Hwy MPG
    • Cartown (150 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Manassas, VA / 150 miles away from Chesapeake, VA

    All our Vehicles goes through VA safety inspection before listing for sales. Fresh oil change and filter (Mobil 1) and all fluids have either been cha...

    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: WDDUG6EBXJA373462
    Stock: cti2169
    Certified Pre-Owned: No

  • $27,950
    good price
    $3,275 below market
    • 90,299 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 19 City / 28 Hwy MPG
    • Ottomatic Motors (154 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Durham, NC / 154 miles away from Chesapeake, VA

    Gorgeous S450 with all the bells & whistles, fully loaded with every option possible you have to come see it. Very clean inside and out, like new cond...

    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

  • New Listing
    Photos not available
    $31,098
    good price
    $3,806 below market
    • 51,417 miles
    • 18 City / 28 Hwy MPG
    • Auto Deal Makers (160 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Chantilly, VA / 160 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    22 Combined MPG (18 City/28 Highway)

    Listing Information:

    VIN: WDDUG6GB8JA363171
    Stock: 363171
    Certified Pre-Owned: No

  • $30,980
    good price
    $2,989 below market
    • 86,339 miles
    • 2 accidents, 3 owners, corporate fleet vehicle
    • 17 City / 27 Hwy MPG
    • VINS (151 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Manassas Park, VA / 151 miles away from Chesapeake, VA

    Priced below KBB Fair Purchase Price! 2018 Mercedes-Benz S-Class S 560 Black 4.0L V8 $116k Original MSRP, Black Leather, Active Distance Assist DISTRO...

    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: WDDUG8DB6JA422217
    Stock: 23278A
    Certified Pre-Owned: No
    Listed since: 08-20-2025

  • $27,750
    good price
    $2,741 below market
    • 79,000 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 18 City / 28 Hwy MPG
    • Fred's Executive Auto (138 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Woodbridge, VA / 138 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

  • $40,997
    fair price
    $1,113 below market
    • 52,000 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 17 City / 27 Hwy MPG
    • Fred's Executive Auto (138 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    You won't want to miss this excellent value! It just arrived on our lot this past week! The engine breathes better thanks to a turbocharger, improving...

    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:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8DB2JA385182
    Stock: P385182
    Certified Pre-Owned: No
    Listed since: 03-25-2025

  • New Listing
    $34,781
    fair price
    $2,062 below market
    • 44,223 miles
    • 18 City / 28 Hwy MPG
    • Westgate Chrysler Jeep Dodge Ram (152 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Raleigh, NC / 152 miles away from Chesapeake, VA

    2018 Mercedes-Benz S-Class S 450 - A harmonious blend of luxury, performance, and innovation.The 2018 Mercedes-Benz S-Class S 450 exemplifies the pi...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    22 Combined MPG (18 City/28 Highway)

    Listing Information:

    VIN: WDDUG6GB1JA414381
    Stock: 30187P
    Certified Pre-Owned: No
    Listed since: 02-17-2025

    • 31,660 miles
    • No accidents, 2 owners, personal use only
    • 19 City / 28 Hwy MPG
    • Exclusive Motor Cars (181 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Randallstown, MD / 181 miles away from Chesapeake, VA

    This 2018 Gray Mercedes-Benz S 450 AWD 4MATIC® is well equipped and includes these features and benefits:. 4MATIC® 18/28 City/Highway MPG 4MATIC®, B...

    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: WDDUG6EB0JA362969
    Stock: A362969
    Certified Pre-Owned: No
    Listed since: 07-09-2025

  • New Listing
    Photos not available
    $26,602
    fair price
    $1,896 below market
    • 111,559 miles
    • 17 City / 27 Hwy MPG
    • Auto Deal Makers (160 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Chantilly, VA / 160 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8DB2JA414602
    Stock: 414602
    Certified Pre-Owned: No

    • 21,968 miles
    • No accidents, 1 owner, personal use only
    • 17 City / 27 Hwy MPG
    • Merlex Auto Group (151 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Arlington, VA / 151 miles away from Chesapeake, VA

    The 2018 Mercedes-Benz S 560, with an impressively low 21,968 miles, represents the pinnacle of luxury, innovation, and refined performance in the ful...

    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: WDDUG8DB9JA368248
    Stock: 368248
    Certified Pre-Owned: No
    Listed since: 08-07-2025

    • 44,345 miles
    • No accidents, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • Suttle Buick GMC (26 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Newport News, VA / 26 miles away from Chesapeake, VA

    Recent Arrival! 2018 Mercedes-Benz S-Class S 560 Diamond Silver Metallic LEATHER, NAVIGATION / GPS, CLEAN CARFAX REPORT, GM 172 POINT INSPECTION, PANO...

    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: WDDUG8DB8JA400039
    Stock: 452091C
    Certified Pre-Owned: No
    Listed since: 08-18-2025

  • Price Drop
    • 86,930 miles
    • No accidents, 1 owner, personal use only
    • 17 City / 27 Hwy MPG
    • Merlex Auto Group (151 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Arlington, VA / 151 miles away from Chesapeake, VA

    The 2018 Mercedes-Benz S 560 4MATIC, with 86,930 miles, is a commanding expression of luxury, innovation, and performance in the flagship S-Class line...

    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: WDDUG8GB6JA413920
    Stock: 413920
    Certified Pre-Owned: No
    Listed since: 08-12-2025

    • 104,290 miles
    • No accidents, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • Merlex Auto Group (151 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Arlington, VA / 151 miles away from Chesapeake, VA

    The 2018 Mercedes-Benz S 560 4MATIC, with 104,290 miles, stands as a testament to enduring luxury and engineering excellence. Powered by a robust 4.0L...

    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: WDDUG8GB7JA373802
    Stock: 373802
    Certified Pre-Owned: No
    Listed since: 08-15-2025

    • 81,631 miles
    • No accidents, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • Merlex Auto Group (151 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Arlington, VA / 151 miles away from Chesapeake, VA

    The 2018 Mercedes-Benz S 560 is a flagship luxury sedan that exemplifies elegance, power, and advanced engineering. With 81,631 miles, it remains a co...

    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: WDDUG8DB6JA419964
    Stock: 419964
    Certified Pre-Owned: No
    Listed since: 08-20-2025

    • 76,250 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 17 City / 27 Hwy MPG
    • Ottomatic Motors (154 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Durham, NC / 154 miles away from Chesapeake, VA

    Looks, drives & feels like a half million dollar Maybach. Absolutely gorgeous true luxury with a powerful engine. Fully loaded with every option possi...

    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:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB5JA363009
    Stock: 10766
    Certified Pre-Owned: No

  • Price Drop
    $45,000
    great price
    $8,424 below market
    • 35,577 miles
    • No accidents, 3 owners, personal use
    • 8cyl automatic
    • Carplug of Alexandria (146 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Alexandria, VA / 146 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 (17 City/25 Highway)

    Listing Information:

    VIN: WDDXK8CB8HA025079
    Stock: CP3559
    Certified Pre-Owned: No

  • $32,163
    great price
    $5,185 below market
    • 71,693 miles
    • No accidents, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • Carget Motors (138 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    The 2019 Mercedes-Benz S-Class S 560, with its distinguished sedan body style, stands out as a symbol of luxury and performance in the automotive worl...

    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: WDDUG8DB2KA467799
    Stock: 467799
    Certified Pre-Owned: No
    Listed since: 03-04-2025

  • $30,995
    great price
    $5,176 below market
    • 100,416 miles
    • No accidents, 2 owners, personal use
    • 8cyl automatic
    • Auto Buying Service (152 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Fairfax, VA / 152 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 (17 City/25 Highway)

    Listing Information:

    VIN: WDDXK8CBXHA019218
    Stock: ABS8528
    Certified Pre-Owned: No
    Listed since: 08-23-2025

  • $28,163
    great price
    $3,746 below market
    • 96,029 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 17 City / 27 Hwy MPG
    • Carget Motors (138 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    This 2019 Mercedes-Benz S 560 Sedan represents the pinnacle of luxury, sophistication, and performance in the executive class. Finished in an elegant ...

    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:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8DB2KA442546
    Stock: 442546
    Certified Pre-Owned: No
    Listed since: 05-27-2025

  • New Listing
    • 97,765 miles
    • Issue reported, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • Merlex Auto Group (151 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Arlington, VA / 151 miles away from Chesapeake, VA

    The 2018 Mercedes-Benz S 560 4MATIC, with 97,765 miles, stands as a testament to enduring luxury and engineering excellence. Powered by a robust 4.0L ...

    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:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GBXJA395289
    Stock: 395289
    Certified Pre-Owned: No
    Listed since: 08-29-2025

Showing 1 - 21 out of 499 listings

Consumer Reviews for the Mercedes-Benz S-Class

Read recent reviews for the Mercedes-Benz S-Class
Overall Consumer Rating
4.3 out of 5 stars35 Reviews
Write a vehicle reviewSee all 35 reviews
  • 5 star
    (69%)
  • 4 star
    (14%)
  • 3 star
    (3%)
  • 2 star
    (6%)
  • 1 star
    (9%)
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 2018 Mercedes-Benz S-Class in Chesapeake, VA Values

Estimated values
2018 Mercedes-Benz S-Class S 560 4dr Sedan (4.0L 8cyl Turbo 9A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$30,299$33,443$36,051
Clean$29,308$32,314$34,795
Average$27,656$30,431$32,703
Rough$25,508$27,984$29,982

The average list price of a used 2018 Mercedes-Benz S-Class in Chesapeake, Virginia is $33,851. The average mileage on a used Mercedes-Benz S-Class 2018 for sale in Chesapeake, Virginia is 70,342. Based on the average mileage of 70,342 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 $27,656.

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