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476 listings
  • Price Drop
    • 41,061 miles
    • Issue reported, 2 owners, personal use only
    • 19 City / 28 Hwy MPG
    • Honda of Owings Mills (187 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Owings Mills, MD / 187 miles away from Chesapeake, VA

    Iridium Silver Metallic exterior and Black interior. Heated Leather Seats, Navigation, Moonroof, Full-Time 4MATIC® All-Wheel, Premium Sound System, Al...

    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:

    22 Combined MPG (19 City/28 Highway)

    Listing Information:

    VIN: WDDUG6EBXJA351378
    Stock: JA351378
    Certified Pre-Owned: No
    Listed since: 05-05-2025

  • Price Drop
    • 35,844 miles
    • No accidents, 1 owner, personal use
    • 17 City / 27 Hwy MPG
    • i.g. Burton & Co. (159 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Milford, DE / 159 miles away from Chesapeake, VA

    **EXTRA CLEAN, **CLEAN CARFAX, LEATHER, ALL WHEEL DRIVE, BACK-UP CAMERA, BLUETOOTH HANDSFREE PHONE, EXTRA LOW MILES, HEAT SEATS, MOONROOF, NO ACCIDENT...

    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: WDDUG8GB8JA379303
    Stock: 625024A
    Certified Pre-Owned: No
    Listed since: 05-12-2025

    • 99,439 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: WDDUG8GB9JA388446
    Stock: 388446
    Certified Pre-Owned: No
    Listed since: 02-07-2025

    • 55,652 miles
    • No accidents, 1 owner, personal use
    • 17 City / 27 Hwy MPG
    • Mercedes-Benz of Arlington (156 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Arlington, VA / 156 miles away from Chesapeake, VA

    Discover the epitome of luxury and performance with this 2018 Mercedes-Benz S-Class AWD S 560 4MATIC Sedan. Equipped with a powerful 4.0L Twin Turbo V...

    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: WDDUG8GB6JA387514
    Stock: BA387514
    Certified Pre-Owned: No
    Listed since: 04-09-2025

  • New Listing
    • 55,194 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

    • 65,196 miles
    • No accidents, 5 owners, personal use
    • 8cyl automatic
    • 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,Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Keyless...

    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/27 Highway)

    Listing Information:

    VIN: WDDXJ8JB2LA041065
    Stock: 5004844-1
    Certified Pre-Owned: No

    • 40,889 miles
    • No accidents, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from NV to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Las Vegas, NV / 2,152 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: No

    Features and Specs:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: W1KUG8DB1LA530392
    Stock: 27262484
    Certified Pre-Owned: No

  • New Listing
    • 62,692 miles
    • No accidents, 4 owners, personal use only
    • 8cyl automatic
    • 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: WDDXJ8GBXJA035163
    Stock: ABS8238
    Certified Pre-Owned: No
    Listed since: 05-28-2025

    • 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

    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: 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

  • New Listing
    • 54,972 miles
    • No accidents, 3 owners, personal use
    • 17 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from LA to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Baton Rouge, LA / 958 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: No

    Features and Specs:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: W1KUG8DB0LA531548
    Stock: 26189157
    Certified Pre-Owned: No

    • 47,846 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 V8Odometer is 129...

    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

    • 96,673 miles
    • 1 accident, 4 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: 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: WDDUG8GB9JA350926
    Stock: 350926
    Certified Pre-Owned: No
    Listed since: 02-07-2025

  • New Listing
    • 34,827 miles
    • 17 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CA to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Palm Desert, CA / 2,258 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: WDDUG8DB4LA520388
    Stock: 27280179
    Certified Pre-Owned: No

  • Stock photo**
    • 41,240 miles
    • No accidents, 1 owner, personal use
    • 17 City / 27 Hwy MPG
    • Exclusive Automotive Group (173 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Ashburn, VA / 173 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: W1KUG8DB5LA529603
    Stock: P259603
    Certified Pre-Owned: No
    Listed since: 03-19-2025

    • 88,212 miles
    • 1 accident, 3 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: 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: WDDUG8GB1JA349186
    Stock: ABS8225
    Certified Pre-Owned: No
    Listed since: 05-21-2025

  • Price Drop
    $42,500
    fair price
    $1,956 below market
    • 49,157 miles
    • No accidents, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Troy, MI / 546 miles away from Chesapeake, VA

    Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keeping Assist,Leather Seats,Navigati...

    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: WDDUG8GB9KA466998
    Stock: KA466998TH
    Certified Pre-Owned: No

    • 53,891 miles
    • 1 accident, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from CO to VA*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Federal Heights, CO / 1,569 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: 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: WDDUG8GB4LA499974
    Stock: 26538936
    Certified Pre-Owned: No

  • New Listing
    $50,885
    good price
    $4,602 below market
    • 35,577 miles
    • No accidents, 3 owners, personal use
    • 8cyl automatic
    • Carplug of Alexandria (151 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Alexandria, VA / 151 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

  • $29,500
    good price
    $3,725 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

  • Price Drop
    $43,780
    good price
    $3,584 below market
    • 34,400 miles
    • No accidents, 2 owners, personal use only
    • 17 City / 27 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Verona, NJ / 303 miles away from Chesapeake, VA

    CarFax No Accidents Reported,Low Mileage,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keepin...

    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: WDDUG8GB7KA463940
    Stock: MAJ3540
    Certified Pre-Owned: No

  • Price Drop
    $35,995
    fair price
    $2,161 below market
    • 70,934 miles
    • No accidents, 1 owner, personal use
    • 8cyl automatic
    • 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:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: WDDXJ8FB4HA029418
    Stock: ABS7993
    Certified Pre-Owned: No
    Listed since: 03-25-2025

Showing 127 - 147 out of 476 listings

Consumer Reviews for the Mercedes-Benz S-Class

Read recent reviews for the Mercedes-Benz S-Class
Overall Consumer Rating
4 out of 5 stars8 Reviews
Write a vehicle reviewSee all 8 reviews
  • 5 star
    (63%)
  • 4 star
    (13%)
  • 3 star
    (0%)
  • 2 star
    (13%)
  • 1 star
    (13%)
2 out of 5 stars

Mechanically good; too much tech = LEMON

Aaron, 11/22/2023
2022 Mercedes-Benz S-Class S 500 4MATIC 4dr Sedan AWD (3.0L 6cyl Twincharger gas/electric mild hybrid 9A)
THe car drives like a dream. However, every function is controlled by a touch screen - which means there are NO tactile buttons/knobs. So you MUST constantly take your eyes off the road. All the computer controlled functions are very unreliable. The pop-out door handles are inconsistent & unreliable. The dashcam just doesn't work at all. Same with the air freshener - it doesn't work, … either. There are touch sensitive buttons on the steering wheel - which is just plain STUPID. The center screen randomly changes screens The "gestures" function constantly turns lights on and off and opens the sunroof randomly - even if you're not moving. The trunk closed on my head 2x The power seat buttons don't move - they hurt to operate the seats. The blue tooth inconsistently connects. The rear seat belt tensioners click and rattle (both of them). The voice assistant is terrible and usually can't understand basic commands. The fingerprint recognition button doesn't recognize programmed fingerprints The Distronic (semi-autopilot) will phantom brake for no reason. This is just a terribly executed car and NOT worth the $150k. Mercedes Benz really [non-permissible content removed] the bed with this one. Some of these defects/problems are mere annoyances, others are downright dangerous. I'm gettiung ready to sue MB under CA lemon law - and they will lose. the car is only 2 yrs old, but has a mile long service history because of all the defects. An employee at the service dept told me the car is notorious for being problematic - "It's the worst car Mercedes has made in years, they're all coming back to us with a multitude of problems," this person told me. DO NOT BUY THIS CAR - save yourself the hassle, get something else.
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Used 2018 Mercedes-Benz S-Class in Chesapeake, VA Values

Estimated values
2018 Mercedes-Benz S-Class S 450 4dr Sedan (3.0L 6cyl Turbo 9A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$24,988$30,438$34,942
Clean$24,170$29,410$33,725
Average$22,808$27,697$31,697
Rough$21,037$25,470$29,060

The average list price of a used 2018 Mercedes-Benz S-Class in Chesapeake, Virginia is $45,688. The average mileage on a used Mercedes-Benz S-Class 2018 for sale in Chesapeake, Virginia is 57,376. Based on the average mileage of 57,376 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 $22,808.

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