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505 listings
  • $30,995
    fair price
    $43 above market
    • 82,038 miles
    • No accidents, 3 owners, personal use
    • 18 City / 28 Hwy MPG
    • Auto Expo (157 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Manassas, VA / 157 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: WDDUG6EBXKA486961
    Stock: 486961
    Certified Pre-Owned: No

  • $32,988
    fair price
    $527 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

  • $27,444
    great price
    $3,016 below market
    • 86,007 miles
    • No accidents, 1 owner, personal use
    • 17 City / 27 Hwy MPG
    • Auto Buying Service (158 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    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:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8DB8JA404494
    Stock: ABS3642
    Certified Pre-Owned: No
    Listed since: 09-02-2021

    • 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

  • $33,444
    good price
    $3,127 below market
    • 63,667 miles
    • No accidents, 4 owners, personal use
    • 17 City / 27 Hwy MPG
    • Auto Buying Service (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:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB3JA347441
    Stock: ABS7303
    Certified Pre-Owned: No
    Listed since: 09-12-2024

  • $29,997
    fair price
    $255 below market
    • 77,979 miles
    • No accidents, 2 owners, personal use
    • 19 City / 28 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 2018! It just arrived on our lot this past week! Turbocharger technology provides forced air induction, enhancing performance while pre...

    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: WDDUG6EB0JA388083
    Stock: P388083
    Certified Pre-Owned: No
    Listed since: 06-12-2025

  • $27,750
    good price
    $3,007 below market
    • 79,000 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 18 City / 28 Hwy MPG
    • Fred's Executive Auto (143 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Woodbridge, VA / 143 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

  • $34,995
    good price
    $3,133 below market
    • 62,252 miles
    • 1 accident, 1 owner, personal use only
    • 17 City / 27 Hwy MPG
    • Kargar Motors (156 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Manassas, VA / 156 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

  • $77,796
    fair price
    $1,654 below market
    • 48,508 miles
    • No accidents, 1 owner, personal use
    • 17 City / 26 Hwy MPG
    • Mercedes-Benz of Virginia Beach (9 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Virginia Beach, VA / 9 miles away from Chesapeake, VA

    2020 MERCEDES S63 AMG 4MATIC SEDAN, MERCEDES CERTIFIED WITH UNLIMITED MILE WARRANTY! Recent Arrival! CARFAX One-Owner. Clean CARFAX.Certified. Magneti...

    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: W1KUG8JB4LA553329
    Stock: Z6247A
    Certified Pre-Owned: Yes
    Listed since: 12-28-2024

  • $28,795
    good price
    $1,785 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

    VISIT OUR WEBSITE TO SEE MORE PHOTOS & THE CARFAX REPORT   WWW.OTTOMATICMOTORS.COMWe challenge anyone to find a dealership that goes as far ...

    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

  • $39,995
    fair price
    $2,797 above market
    • 44,925 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 18 City / 28 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 , Sahara Beige w/Leather Upholstery, Active Distance Assist DISTRONIC , Active Lane Change Assist, Active Steering Assist, Air Balance Package,...

    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: W1KUG6EB9LA554653
    Stock: Y13624A
    Certified Pre-Owned: No
    Listed since: 07-14-2025

  • $40,997
    fair price
    $601 above market
    • 52,000 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 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

    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
    $32,995
    fair price
    $70 above market
    • 55,195 miles
    • No accidents, 3 owners, personal use
    • 18 City / 28 Hwy MPG
    • Hyman Bros INFINITI of Richmond (93 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Midlothian, VA / 93 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: WDDUG6GB8JA358035
    Stock: M2609C
    Certified Pre-Owned: No
    Listed since: 01-24-2025

  • $48,499
    fair price
    $497 above market
    • 46,927 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 17 City / 27 Hwy MPG
    • Lux Auto Westminster (179 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Catonsville, MD / 179 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:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8DB0LA510702
    Stock: LUX-753
    Certified Pre-Owned: No
    Listed since: 01-10-2025

  • New Listing
    • 17,368 miles
    • No accidents, 1 owner, personal use
    • 17 City / 27 Hwy MPG
    • Casey Subaru (27 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Newport News, VA / 27 miles away from Chesapeake, VA

    New Price! Odometer is 14196 miles below market average! 17/27 City/Highway MPG CARFAX One-Owner. 4WD / AWD, All Routine Maintenance Up to Date, Exten...

    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: WDDUG8GB6LA526575
    Stock: WS70061
    Certified Pre-Owned: No
    Listed since: 07-01-2025

    • 65,864 miles
    • No accidents, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • BMW of Alexandria (152 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Alexandria, VA / 152 miles away from Chesapeake, VA

    * MSRP: $118,145.00 * Total Options: $14,250.00* Exterior Color: Iridium Silver Metallic* Interior Color: Black Nappa Leather* Premium package, $5,000...

    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: WDDUG8GB4JA346959
    Stock: 346959AN
    Certified Pre-Owned: No
    Listed since: 06-19-2025

  • $15,444
    great price
    $6,500 below market
    • 105,618 miles
    • No accidents, 1 owner, taxi vehicle
    • 18 City / 26 Hwy MPG
    • Auto Buying Service (158 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fairfax, VA / 158 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:

    21 Combined MPG (18 City/26 Highway)

    Listing Information:

    VIN: WDDUG8CB5HA327370
    Stock: ABS7883
    Certified Pre-Owned: No
    Listed since: 03-04-2025

    • 47,849 miles
    • No accidents, 1 owner, personal use
    • 17 City / 27 Hwy MPG
    • Mercedes-Benz of Virginia Beach (9 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Virginia Beach, VA / 9 miles away from Chesapeake, VA

    CARFAX One-Owner. Clean CARFAX.Certified. designo Diamond White Metallic 2020 Mercedes-Benz S-Class S 560 RWD 9-Speed Automatic 4.0L V8Sand w/Exclusiv...

    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: WDDUG8DB3LA508703
    Stock: V55020
    Certified Pre-Owned: Yes
    Listed since: 05-01-2025

    • 27,639 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 17 City / 27 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    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: 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: WDDUG8GB5LA490782
    Stock: 2003582757
    Certified Pre-Owned: No
    Listed since: 03-20-2025

    • 31,660 miles
    • No accidents, 2 owners, personal use only
    • 19 City / 28 Hwy MPG
    • Exclusive Motor Cars (186 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Randallstown, MD / 186 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

    • 61,880 miles
    • Frame damage reported, 1 owner, corporate fleet vehicle
    • 19 City / 28 Hwy MPG
    • SRT Auto Sales (116 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in King George, VA / 116 miles away from Chesapeake, VA

    Terms of Sale Overview: We reserve the right to end this listing at anytime should the vehicle no longer be available for sale and sales prices are su...

    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:

    22 Combined MPG (19 City/28 Highway)

    Listing Information:

    VIN: W1KUG6GB1LA528786
    Stock: SRT3661
    Certified Pre-Owned: No
    Listed since: 01-01-2025

Showing 127 - 147 out of 505 listings

Consumer Reviews for the Mercedes-Benz S-Class

Read recent reviews for the Mercedes-Benz S-Class
Overall Consumer Rating
4.1 out of 5 stars15 Reviews
Write a vehicle reviewSee all 15 reviews
  • 5 star
    (67%)
  • 4 star
    (7%)
  • 3 star
    (7%)
  • 2 star
    (7%)
  • 1 star
    (13%)
3 out of 5 stars

Beautiful looking but beware of quirks.....

sport sedan owner, 05/14/2023
2023 Mercedes-Benz S-Class S 500 4MATIC 4dr Sedan AWD (3.0L 6cyl Twincharger gas/electric mild hybrid 9A)
The car drives great when working. Its looks great and still turn heads, but in 5 months of ownership, it has been in service 3 times. The engine light has gone on with no answer as to what the problem is. The mechanism for the door to open, broke and we were unable to open the door. Lots of quirks to the software and even key to open the doors is suspect. I hope Mercedes learns to be … reliable.
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Used 2019 Mercedes-Benz S-Class in Chesapeake, VA Values

Estimated values
2019 Mercedes-Benz S-Class S 450 4MATIC 4dr Sedan AWD (3.0L 6cyl Turbo 9A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$30,037$33,416$36,444
Clean$29,169$32,413$35,309
Average$27,722$30,741$33,419
Rough$25,841$28,568$30,961

The average list price of a used 2019 Mercedes-Benz S-Class in Chesapeake, Virginia is $38,586. The average mileage on a used Mercedes-Benz S-Class 2019 for sale in Chesapeake, Virginia is 64,860. Based on the average mileage of 64,860 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 $27,722.

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