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477 listings
  • Price Drop
    $21,900
    fair price
    $918 below market
    • 81,397 miles
    • No accidents, 3 owners, personal use
    • 16 City / 26 Hwy MPG
    • Mercedes-Benz of Silver Spring (167 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    NEW ARRIVAL!!! PREMIUM 1 PKG... DRIVER ASSIST PKG... SURROUND VIEW CAMERA... HEATED STEERING WHEEL... 19" 5-SPOKE WHEEL... BURL WALNUT WOOD TRIM... M...

    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: WDDUG8FB4EA033403
    Stock: JP73739A
    Certified Pre-Owned: No
    Listed since: 05-06-2025

  • $19,876
    good price
    $2,106 below market
    • 88,475 miles
    • 3 accidents, 4 owners, personal use
    • 17 City / 25 Hwy MPG
    • 1st Auto Gallery (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: 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: WDDUG8CB8EA066845
    Stock: AG-119
    Certified Pre-Owned: No

  • $12,995
    fair price
    $865 above market
    • 125,869 miles
    • No accidents, 4 owners, personal use
    • 15 City / 24 Hwy MPG
    • Auto Land (12 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Virginia Beach, VA / 12 miles away from Chesapeake, VA

    The 2012 Mercedes-Benz S550 4MATIC is a luxury sedan known for its blend of performance, comfort, and advanced technology. It features a 4.6-liter twi...

    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:

    18 Combined MPG (15 City/24 Highway)

    Listing Information:

    VIN: WDDNG9EB3CA422896
    Stock: 422896
    Certified Pre-Owned: No
    Listed since: 10-17-2024

  • $24,995
    fair price
    $84 below market
    • 86,559 miles
    • No accidents, 5 owners, personal use
    • 16 City / 26 Hwy MPG
    • InTouch Auto Outlet (126 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    *** PREMIUM ONE PACKAGE, BURMESTER HIGH END 3 D SURROUND SYSTEM,NIGHT VIEW ASSIST PLUS, WARMTH & COMFORT PACKAGE, SPORT PACKAGE PLUS ONE, 20 Inch Plu...

    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: WDDUG8FB8EA051063
    Stock: A4974
    Certified Pre-Owned: No

  • New Listing
    $14,296
    good price
    $1,160 below market
    • 139,855 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 17 City / 25 Hwy MPG
    • CarPlug (132 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Fredericksburg, VA / 132 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: WDDUG8CB4EA027279
    Stock: AC3903
    Certified Pre-Owned: No

  • $12,500
    fair price
    $289 above market
    • 107,319 miles
    • No accidents, 2 owners, personal use
    • 15 City / 25 Hwy MPG
    • A&A Auto Sales (158 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fuquay Varina, NC / 158 miles away from Chesapeake, VA

    CLEAN CARFAX !!!NO ACCIDENTS2 OWNER !!!LOCAL VEHICLEGOOD MAINTENANCE HISTORY!15 SERVICE HISTORY RECORDS!! See Carfax for details.INCLUDES A 90 DAY, 50...

    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 (15 City/25 Highway)

    Listing Information:

    VIN: WDDNG7DB5CA461205
    Stock: 11430
    Certified Pre-Owned: No
    Listed since: 05-13-2025

    • 72,784 miles
    • No accidents, 2 owners, personal use
    • 15 City / 23 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:

    18 Combined MPG (15 City/23 Highway)

    Listing Information:

    VIN: WDDNG7BB7AA336335
    Stock: 336335
    Certified Pre-Owned: No
    Listed since: 04-16-2025

  • $10,490
    fair price
    $164 below market
    • 147,070 miles
    • 1 accident, 3 owners, personal use only
    • 15 City / 24 Hwy MPG
    • Avazi Auto Group (176 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Gaithersburg, MD / 176 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:

    18 Combined MPG (15 City/24 Highway)

    Listing Information:

    VIN: WDDNG9EB6CA472420
    Stock: 472420
    Certified Pre-Owned: No
    Listed since: 08-31-2024

  • $22,995
    fair price
    $785 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

  • Price Drop
    $20,777
    fair price
    $247 above market
    • 125,434 miles
    • No accidents, 3 owners, personal use
    • 16 City / 26 Hwy MPG
    • Koons of Woodbridge (142 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Woodbridge, VA / 142 miles away from Chesapeake, VA

    Visit Koons Automotive of Woodbridge online at www.koonsofwoodbridge.com to see more pictures of this vehicle or call us at 571-285-3277 today to sch...

    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: WDDUG8FB6EA052874
    Stock: 37110
    Certified Pre-Owned: No

  • New Listing
    $20,786
    fair price
    $687 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
    $851 above market
    • 78,283 miles
    • 1 accident, 1 owner, personal use only
    • 16 City / 26 Hwy MPG
    • Auto Trademark (157 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Manassas, VA / 157 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

  • $19,995
    fair price
    $680 above 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

  • $22,995
    fair price
    $786 above market
    • 67,543 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 17 City / 25 Hwy MPG
    • Auto Buying Service (158 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Fairfax, VA / 158 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

    • 59,590 miles
    • No accidents, 3 owners, personal use only
    • 14 City / 21 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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: WDDNG8GB2AA331929
    Stock: 331929
    Certified Pre-Owned: No
    Listed since: 04-11-2025

  • $18,163
    great price
    $4,558 below market
    • 105,912 miles
    • No accidents, 2 owners, personal use
    • 17 City / 26 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 2015 Mercedes-Benz S550 is a paragon of luxury and performance, seamlessly blending sophisticated design with state-of-the-art technology. This fl...

    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: WDDUG8CB3FA117993
    Stock: 117993
    Certified Pre-Owned: No
    Listed since: 01-09-2025

    • 122,478 miles
    • No accidents, 2 owners, personal use only
    • 21 City / 31 Hwy MPG
    • Sullivan Auto Trading (131 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Fredericksburg, VA / 131 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:

    25 Combined MPG (21 City/31 Highway)

    Listing Information:

    VIN: WDDNG8DB6CA427778
    Stock: 142864A
    Certified Pre-Owned: No
    Listed since: 04-26-2025

    • 98,102 miles
    • No accidents, 5 owners, personal use
    • 15 City / 23 Hwy MPG
    • All Ryde (100 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Powhatan, VA / 100 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:

    18 Combined MPG (15 City/23 Highway)

    Listing Information:

    VIN: WDDNG7EB6CA436747
    Stock: 1029
    Certified Pre-Owned: No
    Listed since: 07-26-2024

    • 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

    • 73,042 miles
    • No accidents, 2 owners, personal use only
    • 19 City / 25 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Las Vegas, NV / 2,149 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 (19 City/25 Highway)

    Listing Information:

    VIN: WDDNG9FB1CA420014
    Stock: 2002664231
    Certified Pre-Owned: No
    Listed since: 05-15-2024

Showing 22 - 42 out of 477 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 2014 Mercedes-Benz S-Class in Chesapeake, VA Values

Estimated values
2014 Mercedes-Benz S-Class S550 4MATIC 4dr Sedan AWD (4.7L 8cyl Turbo 7A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$14,165$17,906$20,236
Clean$13,507$17,007$19,145
Average$12,410$15,508$17,327
Rough$10,984$13,559$14,963

The average list price of a used 2014 Mercedes-Benz S-Class in Chesapeake, Virginia is $18,719. The average mileage on a used Mercedes-Benz S-Class 2014 for sale in Chesapeake, Virginia is 102,055. Based on the average mileage of 102,055 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 $12,410.

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