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  • Price Drop
    $54,900
    fair price
    $736 above market
    • 43,191 miles
    • No accidents, 2 owners, personal use
    • 8cyl automatic
    • Mercedes-Benz of Silver Spring (167 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Silver Spring, MD / 167 miles away from Chesapeake, VA

    NEW ARRIVAL!!! PREMIUM 1 PKG... AMG LINE... DRIVER ASSIST PKG... VARIABLE HEATED SEATS... OUTSIDE MIRRORS W/MEMORY... DRIVING DYNAMIC FRONT SEATS... 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: WDDXJ8GB8KA035972
    Stock: J50809B
    Certified Pre-Owned: No
    Listed since: 05-15-2025

    • 58,080 miles
    • 2 accidents, 2 owners, personal use only
    • 17 City / 26 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:

    20 Combined MPG (17 City/26 Highway)

    Listing Information:

    VIN: WDDUG8CB0FA193543
    Stock: 193543
    Certified Pre-Owned: No
    Listed since: 04-21-2025

    • 117,253 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 16 City / 26 Hwy MPG
    • Merlex Auto Group (156 mi away)
    • AWD/4WD
    • 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: 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:

    19 Combined MPG (16 City/26 Highway)

    Listing Information:

    VIN: WDDUG8FB5FA195395
    Stock: 195395
    Certified Pre-Owned: No
    Listed since: 05-02-2025

    • 20,923 miles
    • No accidents, 4 owners, personal use
    • 8cyl automatic
    • Carolina Exotic Cars & Consignment Center (151 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Raleigh, NC / 151 miles away from Chesapeake, VA

    DESIGNO BLACK EXCLUSIVE NAPPA LEATHER $3,250. OPTIONS : PREMIUM PACKAGE: ACTIVE MULTICONTOUR FRONT SEATS WITH MASSAGE.$3,500. ACTIVE MULTICONTOUR FRON...

    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: WDDXK8CB1HA027949
    Stock: 027949
    Certified Pre-Owned: No
    Listed since: 04-02-2025

  • Stock photo**
    $42,995
    fair price
    $17 above market
    • 23,742 miles
    • 1 accident, 1 owner, personal use only
    • 8cyl automatic
    • 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

    Experience luxury and performance in this 2015 Mercedes-Benz S-Class S 550 4MATIC Coupe. Enjoy confident all-wheel drive and a powerful 4.7L twin-turb...

    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:

    19 Combined MPG (16 City/24 Highway)

    Listing Information:

    VIN: WDDXJ8FB8FA003305
    Stock: BA003305
    Certified Pre-Owned: No
    Listed since: 05-23-2025

    • 106,437 miles
    • No accidents, 2 owners, personal use
    • 16 City / 26 Hwy MPG
    • Merlex Auto Group (156 mi away)
    • AWD/4WD
    • 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: 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/26 Highway)

    Listing Information:

    VIN: WDDUG8FB5FA110250
    Stock: 110250
    Certified Pre-Owned: No
    Listed since: 04-04-2025

    • 58,067 miles
    • No accidents, 4 owners, personal use
    • 17 City / 26 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: 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: WDDUG8CB1FA124232
    Stock: 124232
    Certified Pre-Owned: No
    Listed since: 02-06-2025

    • 63,167 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 17 City / 26 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: 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: WDDUG8CB5FA115985
    Stock: 115985
    Certified Pre-Owned: No
    Listed since: 05-06-2025

    • 79,194 miles
    • No accidents, 2 owners, personal use
    • 16 City / 26 Hwy MPG
    • Merlex Auto Group (156 mi away)
    • AWD/4WD
    • 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: 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/26 Highway)

    Listing Information:

    VIN: WDDUG8FB4FA173369
    Stock: 173369
    Certified Pre-Owned: No
    Listed since: 03-14-2025

    • 51,039 miles
    • No accidents, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • DMV Auto (138 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Stafford, VA / 138 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: WDDUG8GB4KA437165
    Stock: DMV1350
    Certified Pre-Owned: No

  • New Listing
    • 61,542 miles
    • No accidents, 3 owners, personal use
    • 16 City / 26 Hwy MPG
    • Virginia Auto Trader Co (157 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Arlington, VA / 157 miles away from Chesapeake, VA

    2015 MERCEDES-BENZ S-CLASS ALL WHEEL DRIVE with powerful 4.7L BITURBO V8 engine and driven only 0 miles! Fully loaded and much more! CARFAX CERTIFIED*...

    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/26 Highway)

    Listing Information:

    VIN: WDDUG8FB2FA093021
    Stock: A093021
    Certified Pre-Owned: No

  • New Listing
    • 95,941 miles
    • No accidents, 2 owners, personal use
    • 16 City / 25 Hwy MPG
    • McKenzie Motors (188 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Sykesville, MD / 188 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 (16 City/25 Highway)

    Listing Information:

    VIN: WDDUG8FB8HA315046
    Stock: 0094
    Certified Pre-Owned: No
    Listed since: 05-31-2025

    • 108,630 miles
    • No accidents, 1 owner, personal use
    • 17 City / 26 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: 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: WDDUG8CB5FA106476
    Stock: 106476
    Certified Pre-Owned: No
    Listed since: 05-14-2025

    • 108,214 miles
    • 1 accident, 4 owners, personal use
    • 16 City / 26 Hwy MPG
    • Merlex Auto Group (156 mi away)
    • AWD/4WD
    • 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:

    19 Combined MPG (16 City/26 Highway)

    Listing Information:

    VIN: WDDUG8FB3FA080469
    Stock: 080469
    Certified Pre-Owned: No
    Listed since: 01-29-2025

  • New Listing
    Photos not available
    • 74,107 miles
    • No accidents, 2 owners, personal use
    • 16 City / 25 Hwy MPG
    • Mercedes-Benz of Hampton (25 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    This 2017 Mercedes-Benz S-Class S 550, has a exterior and an interior color. 73947 miles. Stock Number DP7242A. You can connect with us by calling 7**...

    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 (16 City/25 Highway)

    Listing Information:

    VIN: WDDUG8FB1HA308441
    Stock: DP7242A
    Certified Pre-Owned: No
    Listed since: 05-24-2025

    • 89,174 miles
    • Issue reported, 2 owners, corporate fleet vehicle
    • 17 City / 26 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: Yes

    Personal Use Only: No

    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:

    20 Combined MPG (17 City/26 Highway)

    Listing Information:

    VIN: WDDUG8CB8FA198957
    Stock: 198957
    Certified Pre-Owned: No
    Listed since: 02-13-2025

  • New Listing
    • 92,774 miles
    • No accidents, 2 owners, personal use
    • 16 City / 26 Hwy MPG
    • Global Auto Outlet (150 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Temple Hills, MD / 150 miles away from Chesapeake, VA

    Estimated monthly payment and estimated total purchase price include the Maryland processing fee of $800 (not required by law). Taxes and additional f...

    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/26 Highway)

    Listing Information:

    VIN: WDDUG8FB0FA156892
    Stock: 156892
    Certified Pre-Owned: No
    Listed since: 05-30-2025

    • 70,079 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 16 City / 26 Hwy MPG
    • Merlex Auto Group (156 mi away)
    • AWD/4WD
    • 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: 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:

    19 Combined MPG (16 City/26 Highway)

    Listing Information:

    VIN: WDDUG8FB0FA163535
    Stock: 163535
    Certified Pre-Owned: No
    Listed since: 04-09-2025

    • 69,858 miles
    • No accidents, 1 owner, personal use only
    • 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: 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: WDDUG8DB7KA443692
    Stock: 443692
    Certified Pre-Owned: No
    Listed since: 05-18-2025

  • New Listing
    • 98,557 miles
    • 2 accidents, 2 owners, corporate fleet vehicle
    • 16 City / 26 Hwy MPG
    • Merlex Auto Group (156 mi away)
    • AWD/4WD
    • 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: 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:

    19 Combined MPG (16 City/26 Highway)

    Listing Information:

    VIN: WDDUG8FB8FA136695
    Stock: 136695
    Certified Pre-Owned: No
    Listed since: 05-30-2025

  • New Listing
    • 99,105 miles
    • 1 accident, 4 owners, personal use
    • 16 City / 26 Hwy MPG
    • Global Auto Outlet (150 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Temple Hills, MD / 150 miles away from Chesapeake, VA

    Estimated monthly payment and estimated total purchase price include the Maryland processing fee of $800 (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:

    19 Combined MPG (16 City/26 Highway)

    Listing Information:

    VIN: WDDUG8FB4FA186011
    Stock: 186011
    Certified Pre-Owned: No
    Listed since: 05-27-2025

Showing 106 - 126 out of 438 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 stars33 Reviews
Write a vehicle reviewSee all 33 reviews
  • 5 star
    (61%)
  • 4 star
    (15%)
  • 3 star
    (12%)
  • 2 star
    (9%)
  • 1 star
    (3%)
2 out of 5 stars

Too much, too often

Walter, 09/07/2019
2017 Mercedes-Benz S-Class S 550 4dr Sedan (4.7L 8cyl Turbo 9A)
The qualifier. I have had almost everything, Cadillac, Jaguar XJL, Rolls Royce, Lincoln, BMW, Lexus and Infinity and several Mercedes - all the upper end models. This 2017 S 550 has to go into the shop too often and costs too much. Brakes and rotors, $2,400, windshield wipers $200, tires (9 of them) at $438 because the run flats bubble when you hit a bump. Engineers say it is because … of Houston streets. I ask you, if you buy a $110,000 car in Houston, where do they expect you to drive it? They should designate different tires and solve the porblem. Left turn signal cornering light, $3,567.00, you have to replace the entire assembly. Steering wheel got stuck in the up and extended position. I felt like I was driving a Metro Bus until I got it in the shop. Satellite system went out and had to be replaced. Console retracting door gets stuck. It really goes on and on. Some of it covered under warranty and some of it not but you still have to take it in. I am stuck in a lease until March of 2020 and that will be the last Mercedes. Captain of Industry or Captain Dummy? I can afford it, but I just can't deal with it. Sometimes I think they count on us putting up with that nonsense. It is my fault for buying one, but never, I mean never again. Rolls Royce and Lexus do much better.
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Used 2019 Mercedes-Benz S-Class in Chesapeake, VA Values

Estimated values
2019 Mercedes-Benz S-Class S 560 4MATIC 2dr Coupe AWD (4.0L 8cyl Turbo 9A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$41,702$46,194$50,220
Clean$40,497$44,807$48,657
Average$38,488$42,496$46,051
Rough$35,876$39,491$42,664

The average list price of a used 2019 Mercedes-Benz S-Class in Chesapeake, Virginia is $31,272. The average mileage on a used Mercedes-Benz S-Class 2019 for sale in Chesapeake, Virginia is 75,670. Based on the average mileage of 75,670 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 $38,488.

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