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510 listings
  • $20,995
    fair price
    $1,347 below market
    • 67,543 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 17 City / 25 Hwy MPG
    • Auto Buying Service (157 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Fairfax, VA / 157 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:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: WDDUG8CB6EA009074
    Stock: ABS7894
    Certified Pre-Owned: No
    Listed since: 03-07-2025

  • New Listing
    $25,674
    fair price
    $170 below market
    • 93,825 miles
    • No accidents, 2 owners, personal use
    • 16 City / 26 Hwy MPG
    • Pasadena Pre-Owned (166 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Pasadena, MD / 166 miles away from Chesapeake, VA

    Visit us at www.pasadenapreowned.com to view your free CarFax or call us today at 410-360-0400. Check out all these great option's 13 Speakers, 4-Whee...

    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: WDDUG8FB4GA237878
    Stock: P3422
    Certified Pre-Owned: No

  • Price Drop
    $39,300
    fair price
    $2,079 below market
    • 45,777 miles
    • No accidents, 4 owners, personal use
    • 17 City / 27 Hwy MPG
    • Antwerpen Volkswagen (166 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Pasadena, MD / 166 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: WDDUG8GB1JA408527
    Stock: RV7112P
    Certified Pre-Owned: No
    Listed since: 03-26-2025

  • $20,786
    fair price
    $1,096 above market
    • 97,843 miles
    • No accidents, 4 owners, corporate fleet vehicle
    • 17 City / 25 Hwy MPG
    • Pro Auto Expo (136 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Stafford, VA / 136 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/25 Highway)

    Listing Information:

    VIN: WDDUG8CB4EA014595
    Stock: 014595
    Certified Pre-Owned: No

  • $22,995
    fair price
    $893 below market
    • 74,343 miles
    • 1 accident, 2 owners, personal use only
    • 17 City / 25 Hwy MPG
    • InTouch Auto Outlet (126 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Spotsylvania Courthouse, VA / 126 miles away from Chesapeake, VA

    *** LOADED w/PACKAGES INLUDES PREMIUM ONE, DRIVER ASSISTANCE, WARMTH & COMFORT, AIR BALANCE, SPORT AND MORE, CONSISTENT SERVICE RECORDS REPORTED ON CA...

    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: WDDUG8CB9EA009473
    Stock: A5440
    Certified Pre-Owned: No

  • $18,995
    fair price
    $177 below market
    • 104,980 miles
    • 1 accident, 3 owners, corporate fleet vehicle
    • 16 City / 26 Hwy MPG
    • CarVault of Waldorf (136 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Waldorf, MD / 136 miles away from Chesapeake, VA

    Visit CarVault of Waldorf to shop our great deals. You can call 240-607-9909 to schedule your test drive today.

    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: WDDUG8FB5EA047570
    Stock: CVL1859A
    Certified Pre-Owned: No

  • New Listing
    $29,980
    good price
    $1,621 below market
    • 95,425 miles
    • 2 accidents, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • Mercedes-Benz of Cary (160 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Cary, NC / 160 miles away from Chesapeake, VA

    White 2018 Mercedes-Benz S-Class S 560 4.0L V8 Beige, 13 Speakers, 20" Twin 5-Spoke Wheels, 4-Wheel Disc Brakes, ABS brakes, Adaptive suspension, Air ...

    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: WDDUG8DB4JA368268
    Stock: ZX70276A
    Certified Pre-Owned: No
    Listed since: 06-04-2025

  • Price Drop
    $43,990
    fair price
    $801 above market
    • 32,697 miles
    • No accidents, 3 owners, personal use
    • 8cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Cleveland, OH / 440 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:

    19 Combined MPG (16 City/24 Highway)

    Listing Information:

    VIN: WDDXJ8FBXGA014310
    Stock: 2003738626
    Certified Pre-Owned: No
    Listed since: 05-17-2025

  • $25,700
    fair price
    $527 below market
    • 90,694 miles
    • 1 accident, 3 owners, personal use
    • 16 City / 26 Hwy MPG
    • CARMIX (135 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Waldorf, MD / 135 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:

    19 Combined MPG (16 City/26 Highway)

    Listing Information:

    VIN: WDDUG8FBXGA209213
    Stock: 11024
    Certified Pre-Owned: No

  • New Listing
    $28,990
    fair price
    $150 below market
    • 72,821 miles
    • 17 City / 26 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Phoenix, AZ / 2,024 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 Unavailable.

    Features and Specs:

    20 Combined MPG (17 City/26 Highway)

    Listing Information:

    VIN: WDDUG8CB1GA276836
    Stock: 2003393937
    Certified Pre-Owned: No
    Listed since: 01-04-2025

  • $40,999
    fair price
    $245 below market
    • 46,896 miles
    • 2 accidents, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • Bob Bell Chevrolet of Bel Air (192 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Bel Air, MD / 192 miles away from Chesapeake, VA

    Here at BOB BELL we strive to make every customer COMPLETELY SATISFIED . We have a large selection of Pre Owned inventory that we use real time intern...

    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: WDDUG8GB5JA366749
    Stock: P2276
    Certified Pre-Owned: No
    Listed since: 04-30-2024

  • Price Drop
    $33,590
    fair price
    $754 above market
    • 46,496 miles
    • No accidents, 2 owners, personal use
    • 16 City / 26 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Cincinnati, OH / 480 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:

    19 Combined MPG (16 City/26 Highway)

    Listing Information:

    VIN: WDDUG8FB3GA218934
    Stock: 2003748473
    Certified Pre-Owned: No
    Listed since: 05-21-2025

  • $33,990
    fair price
    $848 above market
    • 46,064 miles
    • No accidents, 2 owners, personal use only
    • 16 City / 26 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:

    19 Combined MPG (16 City/26 Highway)

    Listing Information:

    VIN: WDDUG8FB6GA255136
    Stock: 2003671274
    Certified Pre-Owned: No
    Listed since: 05-22-2025

  • New Listing
    • 43,044 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 Chicago, IL / 745 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: WDDUG8GB5JA379307
    Stock: 2003803646
    Certified Pre-Owned: No
    Listed since: 06-07-2025

  • $37,995
    fair price
    $844 below market
    • 47,311 miles
    • 1 accident, 2 owners, personal use
    • 8cyl automatic
    • Maximum Auto Outlet (155 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    ***LOW MILEAGE, BEAUTIFUL S550 COUPE ALL WHEEL DRIVE WITH THE SPORTS PACKAGE AND ALL THE OPTIONS..............................................2016 MER...

    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: WDDXJ8FB7GA016922
    Stock: GA016922
    Certified Pre-Owned: No

  • $22,995
    fair price
    $847 above market
    • 78,283 miles
    • 1 accident, 1 owner, personal use only
    • 16 City / 26 Hwy MPG
    • Auto Trademark (156 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    2014 Mercedes S-550 4MATIC Call 703-361-6882, 1 Owner, Well Maintained, Driver Assist Pkg, Premium Pkg 1, Lane Departure Warning, Blind Spot Monitor,...

    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: WDDUG8FB7EA063124
    Stock: AT17520
    Certified Pre-Owned: No

  • New Listing
    $24,599
    fair price
    $1,478 above market
    • 97,643 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 16 City / 26 Hwy MPG
    • Motor World (196 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Frederick, MD / 196 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:

    19 Combined MPG (16 City/26 Highway)

    Listing Information:

    VIN: WDDUG8FB9GA249928
    Stock: M2744
    Certified Pre-Owned: No

    • 187,537 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 16 City / 26 Hwy MPG
    • Ram Motors (88 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Richmond, VA / 88 miles away from Chesapeake, VA

    VA DEALER PLUS TAX TAGS AND DEALER PROCESS FEE OF $200 .

    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: WDDUG8FB9GA254997
    Stock: M254997
    Certified Pre-Owned: No
    Listed since: 05-17-2025

  • $79,995
    fair price
    $1,948 above market
    • 35,080 miles
    • 1 accident, 2 owners, personal use only
    • 12cyl automatic
    • Driveway (In-stock online)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

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

    Low Mileage,High Demand,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Heated Steering Wheel,Keyless Start,...

    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:

    15 Combined MPG (13 City/20 Highway)

    Listing Information:

    VIN: WDDXJ7KB0GA011013
    Stock: GA011013T
    Certified Pre-Owned: No

    • 206,386 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 16 City / 26 Hwy MPG
    • Lucky Line Motors (127 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fredericksburg, VA / 127 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:

    19 Combined MPG (16 City/26 Highway)

    Listing Information:

    VIN: WDDUG8FB4EA026189
    Stock: LLM10195
    Certified Pre-Owned: No

    • 79,899 miles
    • No accidents, 1 owner, personal use only
    • 17 City / 25 Hwy MPG
    • Merlex Auto Group (156 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    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/25 Highway)

    Listing Information:

    VIN: WDDUG8CBXEA008784
    Stock: 008784
    Certified Pre-Owned: No
    Listed since: 03-18-2025

Showing 169 - 189 out of 510 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 2014 Mercedes-Benz S-Class in Chesapeake, VA Values

Estimated values
2014 Mercedes-Benz S-Class S550 4dr Sedan (4.7L 8cyl Turbo 7A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$17,599$22,141$24,974
Clean$16,781$21,029$23,627
Average$15,419$19,176$21,383
Rough$13,647$16,766$18,466

The average list price of a used 2014 Mercedes-Benz S-Class in Chesapeake, Virginia is $31,221. The average mileage on a used Mercedes-Benz S-Class 2014 for sale in Chesapeake, Virginia is 80,504. Based on the average mileage of 80,504 for used 2014 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 2014 in Chesapeake, Virginia to be $15,419.

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