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517 listings
  • Price Drop
    $39,990
    fair price
    $544 below market
    • 55,223 miles
    • 1 accident, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Oklahoma City, OK / 1,189 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: 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: WDDUG8GB9JA382663
    Stock: 2003801317
    Certified Pre-Owned: No
    Listed since: 06-13-2025

  • Price Drop
    • 85,918 miles
    • No accidents, 1 owner, personal use only
    • 15 City / 21 Hwy MPG
    • Leesburg Auto Import (180 mi away)
    • AWD/4WD
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Power Driver Seat
    Close

    Located in Leesburg, VA / 180 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:

    17 Combined MPG (15 City/21 Highway)

    Listing Information:

    VIN: WDBNG83J96A470484
    Stock: L470484
    Certified Pre-Owned: No
    Listed since: 05-21-2025

  • New Listing
    • 120,642 miles
    • No accidents, 2 owners, personal use only
    • 17 City / 27 Hwy MPG
    • Hendrick Chrysler Jeep FIAT (191 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fayetteville, NC / 191 miles away from Chesapeake, VA

    This vehicle is available for transfer from another Hendrick Automotive Group dealership. All vehicles may not be physically located at this dealershi...

    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: WDDUG8DB7JA398543
    Stock: SN25863B
    Certified Pre-Owned: No
    Listed since: 07-30-2025

  • New Listing
    • 73,807 miles
    • No accidents, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Birmingham, AL / 637 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: 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: WDDUG8GB7JA380362
    Stock: 2003885378
    Certified Pre-Owned: No
    Listed since: 07-10-2025

  • Stock photo**
    • 25,950 miles
    • No accidents, 1 owner, personal use only
    • 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

    Experience ultimate luxury and performance in this Black 2020 Mercedes-Benz S-Class AMG S 63 4MATIC AWD Sedan. Powered by a 4.0L Twin Turbo V8 deliver...

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

    • 105,189 miles
    • Frame damage reported, 4 owners, personal use only
    • 16 City / 24 Hwy MPG
    • Unlimited Auto Sales (147 mi away)
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Upper Marlboro, MD / 147 miles away from Chesapeake, VA

    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:

    19 Combined MPG (16 City/24 Highway)

    Listing Information:

    VIN: WDBNG70J26A480434
    Stock: 480434
    Certified Pre-Owned: No
    Listed since: 03-07-2025

    • 108,000 miles
    • No accidents, 5 owners, personal use only
    • 14 City / 22 Hwy MPG
    • Car Connection Raleigh (144 mi away)
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    • Power Driver Seat
    Close

    Located in Raleigh, NC / 144 miles away from Chesapeake, VA

    Our 2006 Mercedes-Benz-Benz S-Class S 500 Sedan in Brilliant Shadow Black Metallic is an ideal blend of sophisticated good looks and fantastic perform...

    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:

    17 Combined MPG (14 City/22 Highway)

    Listing Information:

    VIN: WDBNG75J66A464472
    Stock: 1609
    Certified Pre-Owned: No
    Listed since: 12-11-2024

    • 131,749 miles
    • 1 accident, 3 owners, personal use
    • 19 City / 28 Hwy MPG
    • WBM of Arlington (156 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    ABOUT THIS VEHICLE * Thank you for visiting another one of W B M of Arlington's exclusive listings! W B M of Arlington is a small family operated busi...

    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:

    22 Combined MPG (19 City/28 Highway)

    Listing Information:

    VIN: WDDUG6EB3JA355420
    Stock: 24151
    Certified Pre-Owned: No
    Listed since: 07-15-2025

  • New Listing
    • 28,516 miles
    • 19 City / 28 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from FL to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Boynton Beach, FL / 739 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:

    22 Combined MPG (19 City/28 Highway)

    Listing Information:

    VIN: WDDUG6EB3JA347964
    Stock: 27688168
    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

  • Price Drop
    • 39,039 miles
    • 1 accident, 3 owners, corporate fleet vehicle
    • 8cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Atlanta, GA / 506 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: 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: Yes

    Features and Specs:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDXJ8GB8JA033833
    Stock: 2003850772
    Certified Pre-Owned: No
    Listed since: 07-01-2025

    • 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

  • $58,995
    great price
    $15,287 below market
    • 55,562 miles
    • 1 accident, 2 owners, personal use
    • 17 City / 25 Hwy MPG
    • Auto Buying Service (158 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    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:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: W1K6G7GB9MA047653
    Stock: ABS8416
    Certified Pre-Owned: No
    Listed since: 07-16-2025

  • New Listing
    • 63,010 miles
    • 1 accident, 3 owners, corporate fleet vehicle
    • 17 City / 27 Hwy MPG
    • CarMax (In-stock online)
    • Transfer available from NC to VA*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Winston Salem, NC / 233 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: 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: WDDUG8DB6JA367915
    Stock: 24955275
    Certified Pre-Owned: No

  • New Listing
    • 89,370 miles
    • 17 City / 27 Hwy MPG
    • A2Z Auto Group (198 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Winchester, VA / 198 miles away from Chesapeake, VA

    *Disclosure: Prices exclude taxes,reg&title applicable fees, dealer fees, $698 Processing, and negative trade equity. Price subject to change. 'Experi...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB7JA394164
    Stock: E2954P
    Certified Pre-Owned: No
    Listed since: 08-03-2025

    • 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
    • 97,389 miles
    • 1 accident, 1 owner, personal use
    • 17 City / 27 Hwy MPG
    • Merlex Auto Group (156 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    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: W1KUG8DB0LA555817
    Stock: 55817
    Certified Pre-Owned: No
    Listed since: 07-30-2025

  • New Listing
    • 116,588 miles
    • 17 City / 27 Hwy MPG
    • Amko Auto of Temple Hills (150 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Marlow Heights, MD / 150 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB1JA347275
    Stock: 24427
    Certified Pre-Owned: No
    Listed since: 08-03-2025

  • $55,999
    good price
    $5,653 below market
    • 82,827 miles
    • No accidents, 1 owner, personal use only
    • 17 City / 25 Hwy MPG
    • Metri Motors (154 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Raleigh, NC / 154 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: W1K6G7GBXMA045183
    Stock: 045183
    Certified Pre-Owned: No

  • $69,250
    good price
    $3,543 below market
    • 21,305 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 17 City / 25 Hwy MPG
    • Farrish Chrysler Dodge Jeep Ram (158 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fairfax, VA / 158 miles away from Chesapeake, VA

    JUST IN!! **2021 MERCEDES S580 4MATIC** ONLY 21K MILES** STILL UNDER FACTORY WARRANTY** LUXURY LINE** 20" WHEELS** BLACK NAPPA LEATHER DIAMOND INTERIO...

    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: W1K6G7GBXMA034250
    Stock: PZ12821
    Certified Pre-Owned: No
    Listed since: 04-02-2025

  • New Listing
    $40,000
    good price
    $3,406 below market
    • 41,202 miles
    • No accidents, 2 owners, taxi vehicle
    • 17 City / 27 Hwy MPG
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Sherman Oaks, CA / 2,363 miles away from Chesapeake, VA

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

    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: WDDUG8DB0KA435658
    Stock: KA435658T
    Certified Pre-Owned: No

Showing 358 - 378 out of 517 listings

Consumer Reviews for the Mercedes-Benz S-Class

Read recent reviews for the Mercedes-Benz S-Class
Overall Consumer Rating
4.5 out of 5 stars27 Reviews
Write a vehicle reviewSee all 27 reviews
  • 5 star
    (63%)
  • 4 star
    (26%)
  • 3 star
    (7%)
  • 2 star
    (4%)
  • 1 star
    (0%)
4.25 out of 5 stars

Excellent ride incredible mpg

bob494, 08/14/2012
2012 Mercedes-Benz S-Class S350 BlueTEC 4MATIC 4dr Sedan AWD (3.0L 6cyl Turbodiesel 7A)
This S350 is smooth powerful and fun to drive. I have 6,000 miles on mine and it's the bast car I have ever owned including other Mercedes, Lexus, and Audi models. Interior is well laid out with all controls within easy access. My car gets 37 MPG on the highway and I am averaging over 31 MPG in mixed city and highway driving. 4 Matic works great in the rain or snow as well. This truly an … exceptional ride, but be aware of expensive options as they are way over priced.
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Used 2018 Mercedes-Benz S-Class in Chesapeake, VA Values

Estimated values
2018 Mercedes-Benz S-Class S 560 4MATIC 4dr Sedan AWD (4.0L 8cyl Turbo 9A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$30,245$33,817$36,777
Clean$29,256$32,675$35,496
Average$27,607$30,771$33,361
Rough$25,463$28,297$30,586

The average list price of a used 2018 Mercedes-Benz S-Class in Chesapeake, Virginia is $41,451. The average mileage on a used Mercedes-Benz S-Class 2018 for sale in Chesapeake, Virginia is 73,216. Based on the average mileage of 73,216 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 $27,607.

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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.