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491 listings
  • New Listing
    • 91 miles
    • No accidents, personal use only
    • 21 City / 31 Hwy MPG
    • Audi Hampton (25 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Hampton, VA / 25 miles away from Chesapeake, VA

    2024 Mercedes-Benz S-Class S 500 4MATIC Odometer is 7411 miles below market average!Extended Warranty Available, 21 AMG V-Multispoke Wheels with Black...

    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:

    24 Combined MPG (21 City/31 Highway)

    Listing Information:

    VIN: W1K6G6DB4RA288705
    Stock: MB54306
    Certified Pre-Owned: No
    Listed since: 04-30-2024

  • Price Drop
    • 30,872 miles
    • Lemon reported, 1 owner, personal use
    • 21 City / 30 Hwy MPG
    • Elite Auto Brokers (176 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Gaithersburg, MD / 176 miles away from Chesapeake, VA

    Very clean 2022 Mercedes S500 4MATIC AMG Line Pkg with 30k miles. *MSRP $119,075* 20 AMG Wheels, Rear axle steering, 3D Instrument cluster, Active Amb...

    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: Yes

    Free History Report: No

    Features and Specs:

    24 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: W1K6G6DB4NA127913
    Stock: 127913
    Certified Pre-Owned: No
    Listed since: 05-30-2025

    • 3,600 miles
    • No accidents, 1 owner, personal use only
    • 21 City / 31 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Portland, OR / 2,461 miles away from Chesapeake, VA

    CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Hea...

    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:

    24 Combined MPG (21 City/31 Highway)

    Listing Information:

    VIN: W1K6G6DBXRA290152
    Stock: RA290152R
    Certified Pre-Owned: No

  • Price Drop
    • 6,270 miles
    • No accidents, 1 owner, personal use only
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Portland, OR / 2,461 miles away from Chesapeake, VA

    CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,Rare Find,Green Vehicle,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist...

    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:

    Listing Information:

    VIN: W1K6G8CB9RA293993
    Stock: RA293993T
    Certified Pre-Owned: No

  • Price Drop
    • 8,828 miles
    • No accidents, 1 owner, personal use
    • 21 City / 30 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Mission Viejo, CA / 2,330 miles away from Chesapeake, VA

    CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Hea...

    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:

    24 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: W1K6G6DB2NA076038
    Stock: SA302574A
    Certified Pre-Owned: No

    • 14,194 miles
    • No accidents, 1 owner, personal use
    • 16 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 Buena Park, CA / 2,345 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:

    19 Combined MPG (16 City/25 Highway)

    Listing Information:

    VIN: W1K6G7GB6NA156542
    Stock: 27479674
    Certified Pre-Owned: No

  • New Listing
    • 37,782 miles
    • No accidents, 1 owner, personal use
    • 18 City / 28 Hwy MPG
    • CarMax Virginia Beach (10 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Virginia Beach, VA / 10 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:

    22 Combined MPG (18 City/28 Highway)

    Listing Information:

    VIN: WDDUG6EB1LA515569
    Stock: 27565320
    Certified Pre-Owned: No

    • 30,250 miles
    • No accidents, 1 owner, personal use only
    • 21 City / 30 Hwy MPG
    • Sheehy Ford Lincoln Of Gaithersburg (176 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Gaithersburg, MD / 176 miles away from Chesapeake, VA

    2022 Mercedes-Benz S-Class S 500 4MATIC AWD at Sheehy Ford Lincoln of Gaithersburg! This S-Class has an exterior color of Black with Exclusive Macch...

    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:

    24 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: W1K6G6DB9NA088204
    Stock: CFB1039A
    Certified Pre-Owned: No
    Listed since: 07-16-2025

  • New Listing
    • 30,810 miles
    • No accidents, 2 owners, personal use
    • 16 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 Murrieta, CA / 2,307 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:

    19 Combined MPG (16 City/25 Highway)

    Listing Information:

    VIN: W1K6G7GB2NA149149
    Stock: 27515499
    Certified Pre-Owned: No

  • Price Drop
    $75,336
    fair price
    $2,274 above market
    • 35,253 miles
    • No accidents, 1 owner, personal use
    • 16 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

    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/25 Highway)

    Listing Information:

    VIN: W1K6G7GB9NA110414
    Stock: 21035P
    Certified Pre-Owned: No

  • New Listing
    Stock photo**
    • 14,029 miles
    • No accidents, 1 owner, personal use
    • 16 City / 25 Hwy MPG
    • Maserati of Washington (171 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Sterling, VA / 171 miles away from Chesapeake, VA

    ** Clean car, non smoker, and a very solid build!UPGRADED EQUIPMENTManufaktur diamond white ($1,750)Exclusive nappa leather sienna brown/black ($3,110...

    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/25 Highway)

    Listing Information:

    VIN: W1K6G7GB4NA110191
    Stock: PW0226
    Certified Pre-Owned: No
    Listed since: 07-25-2025

  • New Listing
    • 25,175 miles
    • 16 City / 25 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from OH to VA*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Warrensville Heights, OH / 430 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:

    19 Combined MPG (16 City/25 Highway)

    Listing Information:

    VIN: W1K6G7GB0NA130499
    Stock: 27487169
    Certified Pre-Owned: No

  • $29,163
    great price
    $4,472 below market
    • 96,029 miles
    • No accidents, 1 owner, 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

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

  • $33,163
    great price
    $4,986 below market
    • 71,693 miles
    • No accidents, 2 owners, personal use
    • 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

    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

    • 49,057 miles
    • Frame damage reported, 2 owners, personal use
    • 18 City / 28 Hwy MPG
    • Lease Return Center (140 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Triangle, VA / 140 miles away from Chesapeake, VA

    **WE FINANCE**2020 MERCEDES S450**4MATIC**NAVIGATION SYSTEM**AUTOMATIC PARKING**PANORAMIC ROOF**HEATED SEATS**MASSAGING SEAT**KEYLESS START**PUSH STAR...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    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 (18 City/28 Highway)

    Listing Information:

    VIN: WDDUG6EB3LA522801
    Stock: 522801
    Certified Pre-Owned: No

    • 70,679 miles
    • 1 accident, 2 owners, personal use only
    • 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: WDDUG8GB8LA518302
    Stock: 518302
    Certified Pre-Owned: No
    Listed since: 05-23-2025

  • $34,163
    great price
    $7,853 below market
    • 51,834 miles
    • 2 accidents, 2 owners, corporate fleet vehicle
    • 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

    The 2019 Mercedes-Benz S 560 4MATIC Sedan represents the pinnacle of luxury, sophistication, and innovative engineering. Its elegant white exterior ex...

    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: WDDUG8DB3KA456066
    Stock: 456066
    Certified Pre-Owned: No
    Listed since: 04-17-2025

  • New Listing
    Stock photo**
    • 52,682 miles
    • No accidents, 1 owner, personal use
    • 16 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

    CARFAX One-Owner.4.0L V8, 4MATIC, Black, 3D Instrument Cluster, 3D Technology Package, AMG Floor Mats, AMG Line Exterior (772), AMG Line Package, MBUX...

    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/25 Highway)

    Listing Information:

    VIN: W1K6G7GB5NA118493
    Stock: 7011P
    Certified Pre-Owned: Yes
    Listed since: 07-27-2025

    • 76,505 miles
    • Frame damage reported, 2 owners, corporate fleet vehicle
    • 19 City / 28 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: No

    History Provider: AutoCheck

    Title Details: Issue reported

    Salvage Vehicle: No

    Frame Damage: Yes

    Theft History: Yes

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    22 Combined MPG (19 City/28 Highway)

    Listing Information:

    VIN: WDDUG6GB8LA509488
    Stock: NTY1780
    Certified Pre-Owned: No

  • New Listing
    Stock photo**
    • 30,565 miles
    • 21 City / 30 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

    Recent Arrival! Clean CARFAX.White 2022 Mercedes-Benz S-Class S 500 4MATIC 4MATIC 9-Speed Automatic 3.0L V6 Turbocharged4MATIC, Leather.

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    24 Combined MPG (21 City/30 Highway)

    Listing Information:

    VIN: W1K6G6DB3NA071978
    Stock: V55100
    Certified Pre-Owned: No
    Listed since: 07-27-2025

  • New Listing
    Stock photo**
    • 25,950 miles
    • 17 City / 26 Hwy MPG
    • Mercedes-Benz of Arlington (156 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    20 Combined MPG (17 City/26 Highway)

    Listing Information:

    VIN: WDDUG8JB9LA515336
    Stock: BA515336
    Certified Pre-Owned: No
    Listed since: 07-23-2025

Showing 64 - 84 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 2024 Mercedes-Benz S-Class in Chesapeake, VA Values

Estimated values
2024 Mercedes-Benz S-Class S 500 4MATIC 4dr Sedan AWD (3.0L 6cyl Twincharger gas/electric mild hybrid 9A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$71,634$73,896$76,592
Clean$70,894$72,978$75,481
Average$69,661$71,447$73,629
Rough$68,058$69,456$71,221

The average list price of a used 2024 Mercedes-Benz S-Class in Chesapeake, Virginia is $69,790. The average mileage on a used Mercedes-Benz S-Class 2024 for sale in Chesapeake, Virginia is 36,293. Based on the average mileage of 36,293 for used 2024 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 2024 in Chesapeake, Virginia to be $69,661.

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