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491 listings
    • 92,859 miles
    • No accidents, 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: 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: WDDUG8GB3KA475468
    Stock: 475468
    Certified Pre-Owned: No
    Listed since: 05-28-2025

    • 83,496 miles
    • No accidents, 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: 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: WDDUG8GB1KA438466
    Stock: 438466
    Certified Pre-Owned: No
    Listed since: 04-21-2025

  • New Listing
    • 35,375 miles
    • No accidents, 1 owner, personal use only
    • 17 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to VA*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Palmdale, CA / 2,338 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

    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: Yes

    Features and Specs:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: W1K6G7GB3MA016799
    Stock: 27561412
    Certified Pre-Owned: No

    • 67,934 miles
    • No accidents, 1 owner, personal use
    • 18 City / 28 Hwy MPG
    • Select Auto Imports (151 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    Original MSRP $106,260.00*Driver Assistance PKG*Premium PKG*Panorama Roof*Heated Steering Wheel*Heated Rear Seats*Wood/Leather Steering Wh...

    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: WDDUG6EB3KA484601
    Stock: 22887
    Certified Pre-Owned: No
    Listed since: 05-30-2025

    • 45,987 miles
    • No accidents, 1 owner, personal use
    • 17 City / 25 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

    CARFAX One-Owner. Clean CARFAX.Certified. designo Diamond White 2021 Mercedes-Benz S-Class S 580 4MATIC 4MATIC 9-Speed Automatic 4.0L V84MATIC, Sienna...

    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: W1K6G7GB4MA037533
    Stock: V55056
    Certified Pre-Owned: Yes
    Listed since: 06-05-2025

  • New Listing
    Stock photo**
    • 35,455 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 17 City / 25 Hwy MPG
    • Mercedes-Benz of Fayetteville (192 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fayetteville, NC / 192 miles away from Chesapeake, VA

    Mercedes-Benz Certified Pre-Owned Details: * 165+ Point Inspection * Transferable Warranty * Roadside Assistance * Limited Warranty: 12 Month/Unlimite...

    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/25 Highway)

    Listing Information:

    VIN: W1K6G7GB1MA042916
    Stock: 7008P
    Certified Pre-Owned: Yes
    Listed since: 07-24-2025

  • New Listing
    • 28,902 miles
    • 17 City / 25 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Los Angeles, CA / 2,356 miles away from Chesapeake, VA

    CarFax No Accidents Reported,CarFax 1-Owner,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Ke...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: W1K6G7GB8MA023912
    Stock: 21008P
    Certified Pre-Owned: No

  • New Listing
    • 34,752 miles
    • 17 City / 27 Hwy MPG
    • CarMax White Marsh (182 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in White Marsh, MD / 182 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:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB1KA461200
    Stock: 27241250
    Certified Pre-Owned: No

  • $33,163
    great price
    $7,379 below market
    • 49,497 miles
    • 2 accidents, 2 owners, personal use only
    • 17 City / 27 Hwy MPG
    • Carget Motors (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! Distinctive design and opulent equipment are standard. A turbocharger is also included as an economical m...

    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: WDDUG8DB7JA376946
    Stock: 376946
    Certified Pre-Owned: No
    Listed since: 05-15-2025

  • New Listing
    • 39,774 miles
    • 17 City / 27 Hwy MPG
    • CarMax Laurel (169 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Laurel, MD / 169 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:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8DB5KA435137
    Stock: 27729566
    Certified Pre-Owned: No

    • 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

    • 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

  • New Listing
    Stock photo**
    • 41,904 miles
    • 17 City / 27 Hwy MPG
    • Mercedes-Benz of Catonsville (179 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Baltimore, MD / 179 miles away from Chesapeake, VA

    Recent Arrival! Odometer is 12114 miles below market average! 2019 Mercedes-Benz S 560 4MATIC®, 4D Sedan, 4.0L V8, 4MATIC®, designo Diamond White, Exc...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB2KA434006
    Stock: KMBP190058
    Certified Pre-Owned: No
    Listed since: 07-28-2025

  • $30,995
    fair price
    $46 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

    • 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

    • 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

  • $29,997
    fair price
    $397 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

  • $33,444
    good price
    $3,123 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

  • $27,444
    good price
    $2,672 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

  • $27,750
    good price
    $2,827 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

  • $77,796
    fair price
    $1,544 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

Showing 106 - 126 out of 491 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 560 4MATIC 4dr Sedan AWD (4.0L 8cyl Turbo 9A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$35,136$38,487$41,491
Clean$34,120$37,332$40,200
Average$32,428$35,406$38,047
Rough$30,227$32,903$35,249

The average list price of a used 2019 Mercedes-Benz S-Class in Chesapeake, Virginia is $45,189. The average mileage on a used Mercedes-Benz S-Class 2019 for sale in Chesapeake, Virginia is 62,985. Based on the average mileage of 62,985 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 $32,428.

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