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389 listings
  • $39,995
    great price
    $4,117 below market
    72,700 miles
    No accidents, 2 Owners, Personal use
    8cyl Automatic
    Auto Buying Service (157 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Fairfax, 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:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB9KA442040
    Stock: ABS6677
    Certified Pre-Owned: No
    Listed since: 02-12-2024

  • $39,995
    great price
    $5,466 below market
    64,467 miles
    1 Accident, 1 Owner, Personal use
    8cyl Automatic
    Kargar Motors (155 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Manassas, VA / 155 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: WDDUG8GB5KA446702
    Stock: KMM6288
    Certified Pre-Owned: No
    Listed since: 06-21-2023

  • Price Drop
    $66,495
    fair price
    $1,018 below market
    28,530 miles
    No accidents, 2 Owners, Personal use
    8cyl Automatic
    Mercedes-Benz of Fredericksburg (129 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Fredericksburg, VA / 129 miles away from Chesapeake, VA

    This 2019 Black Mercedes-Benz S 560 AWD 4MATIC® is well equipped and includes these features and benefits: Clean CARFAX. Navigation, Backup Camera, P...

    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: WDDXJ8GB1KA036154
    Stock: 13099P
    Certified Pre-Owned: No
    Listed since: 04-03-2024

  • $45,900
    fair price
    $796 above market
    25,579 miles
    No accidents, 2 Owners, Personal use
    6cyl Automatic
    Ourisman Toyota of Woodbridge (143 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Woodbridge, VA / 143 miles away from Chesapeake, VA

    2019 Mercedes-Benz S-Class S 450 Sand w/Exclusive Nappa Leather Upholstery, AMG® Line Exterior, AMG® Line Exterior (772), Front Variable Heated Seats,...

    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: WDDUG6GB4KA453127
    Stock: A453127
    Certified Pre-Owned: No
    Listed since: 04-09-2024

  • Price Drop
    32,228 miles
    No accidents, 2 Owners, Personal use
    8cyl Automatic
    Karma of Fuquay (160 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Fuquay-Varina, NC / 160 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/26 Highway)

    Listing Information:

    VIN: WDDXJ8GB4KA038609
    Stock: 038609T
    Certified Pre-Owned: No
    Listed since: 08-25-2023

  • $26,786
    great price
    $10,101 below market
    83,106 miles
    1 Accident, 2 Owners, Corporate fleet vehicle
    6cyl Automatic
    Royal Auto Club (169 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Sterling, VA / 169 miles away from Chesapeake, VA

    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: WDDUG6GB0JA365836
    Stock: SAI2302
    Certified Pre-Owned: No

  • 55,112 miles
    1 Accident, 1 Owner, Personal use only
    8cyl Automatic
    Auto Showcase Of Bel Air (191 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Fallston, MD / 191 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/26 Highway)

    Listing Information:

    VIN: WDDXK8DB1KA035328
    Stock: 20492
    Certified Pre-Owned: No
    Listed since: 02-20-2024

  • $42,850
    great price
    $6,249 below market
    42,298 miles
    2 Accidents, 3 Owners, Personal use
    8cyl Automatic
    Global Auto Outlet (149 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Temple Hills, MD / 149 miles away from Chesapeake, VA

    Estimated monthly payment and estimated total purchase price include the Maryland processing fee of $500 (not required by law). Taxes and additional f...

    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: WDDUG8GBXJA387113
    Stock: 387113
    Certified Pre-Owned: No
    Listed since: 03-27-2024

  • $46,995
    great price
    $3,833 below market
    55,425 miles
    2 Accidents, 2 Owners, Personal use
    8cyl Automatic
    Autos Direct of Fredericksburg (126 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fredericksburg, VA / 126 miles away from Chesapeake, VA

    Priced below KBB Fair Purchase Price! Autos Direct is pleased to offer this Beautiful 2020 Mercedes-Benz S-Class. This S 560 S-Class comes well equip...

    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: WDDUG8DB3LA513965
    Stock: D13004
    Certified Pre-Owned: No
    Listed since: 01-18-2024

  • Price Drop
    $58,500
    fair price
    $1,438 below market
    39,510 miles
    No accidents, 1 Owner, Personal use
    8cyl Automatic
    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

    4MATIC®, Leather.

    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: WDDUG8GB3LA507532
    Stock: 000P7086
    Certified Pre-Owned: No
    Listed since: 03-13-2024

  • 66,203 miles
    Frame damage reported, 2 Owners, Personal use
    6cyl Automatic
    Royal Auto Club (169 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Sterling, VA / 169 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Title 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: WDDUG6GB3JA357746
    Stock: SAI2266
    Certified Pre-Owned: No

  • Price Drop
    $88,995
    fair price
    $2,558 below market
    41,367 miles
    1 Accident, 4 Owners, Personal use
    8cyl Automatic
    Dulles Kia (179 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Leesburg, VA / 179 miles away from Chesapeake, VA

    2020 Mercedes-Benz S-Class S 63 AMG® 4MATIC® Lunar Blue Metallic 4.0L V8 4MATIC® 4MATIC®, Porcelain/Deep-Sea Blue w/designo Exclusive Nappa Leather U...

    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/26 Highway)

    Listing Information:

    VIN: WDDUG8JB1LA522202
    Stock: DAP3049A
    Certified Pre-Owned: No
    Listed since: 03-11-2024

  • $39,995
    fair price
    $1,912 below market
    48,970 miles
    No accidents, 1 Owner, Personal use
    6cyl Automatic
    Capital Ford Lincoln of Wilmington (198 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Wilmington, NC / 198 miles away from Chesapeake, VA

    Priced below KBB Fair Purchase Price! CARFAX One-Owner. Clean CARFAX. Silver 2020 Mercedes-Benz S-Class S 450 RWD 9-Speed Automatic 19/28 City/Highw...

    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: WDDUG6GB8LA519261
    Stock: P10610
    Certified Pre-Owned: No
    Listed since: 03-04-2024

  • $53,992
    fair price
    $818 below market
    58,037 miles
    No accidents, 2 Owners, Personal use
    8cyl Automatic
    Land Rover Alexandria (151 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    ** LOCAL TRADE IN ** ORIGINAL MSRP $121K ** Clean CARFAX. Black Metallic 2020 Mercedes-Benz S-Class S 560 4MATIC® 4MATIC® 9-Speed Automatic 4.0L V8 4M...

    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: W1KUG8GB6LA580538
    Stock: 13255P
    Certified Pre-Owned: No
    Listed since: 04-22-2024

  • 45,665 miles
    Lemon reported, 2 Owners, Personal use
    8cyl Automatic
    Universal Auto Group (163 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Silver Spring, MD / 163 miles away from Chesapeake, VA

    Embrace exceptional performance and refinement in our One Owner 2018 Mercedes-Benz AMG® S 63 4MATIC® Sedan with Driver Assistance and Warmth and Comfo...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Title issue reported

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: Yes

    Free History Report: No

    Features and Specs:

    20 Combined MPG (17 City/26 Highway)

    Listing Information:

    VIN: WDDUG8JB8JA374966
    Stock: 16934
    Certified Pre-Owned: No
    Listed since: 08-19-2023

  • Price Drop
    27,516 miles
    No accidents, 1 Owner, Personal use
    6cyl Automatic
    Mercedes-Benz of Fredericksburg (129 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Fredericksburg, VA / 129 miles away from Chesapeake, VA

    This 2020 Lunar Blue Metallic Mercedes-Benz S 450 AWD 4MATIC® is well equipped and includes these features and benefits: CARFAX One-Owner. Clean CARF...

    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: WDDUG6EB9LA518719
    Stock: C13065
    Certified Pre-Owned: No
    Listed since: 03-14-2024

  • $44,995
    fair price
    $1,919 below market
    55,439 miles
    2 Accidents, 1 Owner, Personal use
    6cyl Automatic
    Universal Auto Group (163 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Silver Spring, MD / 163 miles away from Chesapeake, VA

    An icon of exclusive luxury, our One Owner 2020 Mercedes-Benz S 450 Sedan with Driver Assistance, Premium, and Warmth & Comfort Pack is especially stu...

    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: WDDUG6GB3LA524139
    Stock: 17077
    Certified Pre-Owned: No
    Listed since: 12-30-2023

  • 56,190 miles
    No accidents, 1 Owner, Personal use
    8cyl Automatic
    Mercedes-Benz of Arlington (155 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Arlington, VA / 155 miles away from Chesapeake, VA

    Clean CARFAX. CARFAX One-Owner. Certified. Dune Silver Metallic 2020 Mercedes-Benz S-Class S 560 4MATIC? 4MATIC? 9-Speed Automatic 4.0L V8 4MATIC?, Br...

    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: WDDUG8GB5LA524655
    Stock: BA524655
    Certified Pre-Owned: Yes
    Listed since: 04-20-2024

  • Price Drop
    63,785 miles
    No accidents, 1 Owner, Personal use
    8cyl Automatic
    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

    4MATIC®, Leather.

    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: W1KUG8GB0LA528757
    Stock: 000P7168
    Certified Pre-Owned: Yes
    Listed since: 04-10-2024

  • Price Drop
    $27,950
    fair price
    $409 above market
    116,213 miles
    No accidents, 4 Owners, Personal use
    6cyl Automatic
    Prime Motors (153 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Arlington, VA / 153 miles away from Chesapeake, VA

    Video walk-around, virtual test drives, E-purchase, shipping , financing and we accept all trades. Call/Text 703-671-8100 with questions or to schedul...

    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: WDDUG6EB9JA348732
    Stock: 348732
    Certified Pre-Owned: No

  • New Listing
    $69,995
    fair price
    $666 above market
    52,912 miles
    No accidents, 3 Owners, Corporate fleet vehicle
    8cyl Automatic
    Auto Buying Service (157 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fairfax, VA / 157 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:

    20 Combined MPG (17 City/26 Highway)

    Listing Information:

    VIN: WDDUG8JB1JA373271
    Stock: ABS6848
    Certified Pre-Owned: No
    Listed since: 04-18-2024

Showing 1 - 21 out of 389 listings

Consumer Reviews for the Mercedes-Benz S-Class

Read recent reviews for the Mercedes-Benz S-Class
Overall Consumer Rating
4.2 out of 5 stars40 Reviews
Write a vehicle reviewSee all 40 reviews
  • 5 star
    (68%)
  • 4 star
    (13%)
  • 3 star
    (3%)
  • 2 star
    (8%)
  • 1 star
    (10%)
2 out of 5 stars

never in 21 yrs given MB less than 5 stars, but...

P M, 04/14/2020
2019 Mercedes-Benz S-Class S 450 4MATIC 4dr Sedan AWD (3.0L 6cyl Turbo 9A)
I guess every maker has a bad year. I think it’s MB’s turn. I’ve had this new 2019 S560 4matic sedan 5 months, and all 5, battled operational and technology issues, PLUS, a dealer who has REFUSED to fix the car! And MBUSA has refused to get in the middle. The car will not shift - 3 times in one day, it’s confused, won’t shift into park, and the shifter operates the NAV screen! I felt … like I was being taken over by a machine in Terminator and my car was rebelling. Many technology issues, such as not using a contact for directions - it tells me info is missing, even though it’s there. Won’t load all my contacts (yes, I’ve done everything all the books and MB says), my doors suddenly won’t unlock and I have the key fob. All except technology failures, are intermittent but enough I can not trust the car again. It doesn’t help the dealer actually refused to take the car, won’t send anyone to view the problems so I can create them, MB executive relations won’t get in the middle, and I’m stuck with a car I rightly can’t trust to drive.
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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$39,845$44,942$49,884
Clean$38,847$43,754$48,497
Average$37,184$41,774$46,186
Rough$35,022$39,201$43,180

The average list price of a used 2019 Mercedes-Benz S-Class in Chesapeake, Virginia is $52,018. The average mileage on a used Mercedes-Benz S-Class 2019 for sale in Chesapeake, Virginia is 53,869. Based on the average mileage of 53,869 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 $37,184.

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