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461 listings
  • $19,995
    good price
    $858 below market
    • 109,258 miles
    • 1 accident, 1 owner, personal use only
    • 16 City / 26 Hwy MPG
    • Auto Expo (156 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Manassas, VA / 156 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: WDDUG8FB5EA060464
    Stock: 060464
    Certified Pre-Owned: No

  • $23,366
    great price
    $7,649 below market
    • 90,562 miles
    • No accidents, 3 owners, personal use
    • 18 City / 26 Hwy MPG
    • Global Auto Outlet (149 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    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 $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:

    21 Combined MPG (18 City/26 Highway)

    Listing Information:

    VIN: WDDUG8CB6HA318838
    Stock: 318838
    Certified Pre-Owned: No
    Listed since: 04-24-2025

  • $41,990
    fair price
    $1,516 below market
    • 53,973 miles
    • No accidents, 2 owners, personal use only
    • 15 City / 23 Hwy MPG
    • Mercedes-Benz of Richmond (95 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Richmond, VA / 95 miles away from Chesapeake, VA

    Prepare to be captivated by the sheer opulence and exhilarating performance of this pristine 2014 Mercedes-Benz S63, a masterpiece of automotive engin...

    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: WDDUG7JB3EA032485
    Stock: M6775
    Certified Pre-Owned: No
    Listed since: 04-12-2025

  • $10,990
    fair price
    $483 above market
    • 104,511 miles
    • No accidents, 1 owner, personal use only
    • 14 City / 20 Hwy MPG
    • 4x4 Auto Group (160 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Vienna, VA / 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:

    16 Combined MPG (14 City/20 Highway)

    Listing Information:

    VIN: WDDNG86X18A200868
    Stock: 00119
    Certified Pre-Owned: No
    Listed since: 01-19-2025

  • Price Drop
    $10,999
    fair price
    $294 above market
    • 100,142 miles
    • No accidents, 4 owners, personal use
    • 14 City / 20 Hwy MPG
    • Superior Car Center (194 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Strasburg, VA / 194 miles away from Chesapeake, VA

    Vehicle Runs Well, Smooth ride, Must test drive, Done all Scheduled Maintenance, Great first ride, Primarily highway miles, Available Satellite Radio,...

    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:

    16 Combined MPG (14 City/20 Highway)

    Listing Information:

    VIN: WDDNG86X28A205481
    Stock: K205481
    Certified Pre-Owned: No
    Listed since: 08-29-2023

  • Stock photo**
    $27,499
    fair price
    $1,061 below market
    • 73,382 miles
    • No accidents, 1 owner, personal use only
    • 17 City / 25 Hwy MPG
    • Bob King Autohaus (196 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Wilmington, NC / 196 miles away from Chesapeake, VA

    CARFAX One-Owner. Clean CARFAX.2014 Mercedes-Benz S-Class S 550 Base Local Trade In, Bought Here, Serviced Here!, Black w/Leather Upholstery, 20" 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:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: WDDUG8CBXEA008400
    Stock: M3599A
    Certified Pre-Owned: No
    Listed since: 05-02-2025

  • $21,999
    fair price
    $1,005 above market
    • 109,554 miles
    • No accidents, 1 owner, personal use only
    • 17 City / 25 Hwy MPG
    • A&R Auto Sales of Raleigh (146 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Raleigh, NC / 146 miles away from Chesapeake, VA

    Visit A+R Automotive to shop our great deals. You can contact us or call 9**-5**-1*** to schedule your test drive today.

    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: WDDUG8CB3EA008688
    Stock: A008688
    Certified Pre-Owned: No
    Listed since: 01-26-2025

  • $26,997
    fair price
    $985 above market
    • 87,000 miles
    • No accidents, 2 owners, personal use
    • 16 City / 26 Hwy MPG
    • Fred's Executive Auto (143 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    Looking for a used car at an affordable price? Introducing the 2016 Mercedes-Benz S-Class! A great car and a great value! A turbocharger is also inclu...

    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: WDDUG8FB1GA226871
    Stock: 226871
    Certified Pre-Owned: No
    Listed since: 05-19-2025

  • $29,786
    fair price
    $1,715 below market
    • 92,252 miles
    • 1 accident, 3 owners, corporate fleet vehicle
    • 8cyl 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:

    19 Combined MPG (16 City/24 Highway)

    Listing Information:

    VIN: WDDXJ8FB2GA016021
    Stock: SAI3040
    Certified Pre-Owned: No

    • 17,711 miles
    • 2 accidents, 1 owner, personal use
    • 16 City / 26 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:

    19 Combined MPG (16 City/26 Highway)

    Listing Information:

    VIN: WDDUG8FB6GA261163
    Stock: 261163
    Certified Pre-Owned: No
    Listed since: 04-24-2025

  • $22,999
    fair price
    $1,039 above market
    • 67,349 miles
    • 1 accident, 3 owners, corporate fleet vehicle
    • 17 City / 25 Hwy MPG
    • Car Quest Finance Center (139 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Brandywine, MD / 139 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: WDDUG8CBXEA053319
    Stock: 053319
    Certified Pre-Owned: No

  • Photos not available
    $26,995
    fair price
    $1,114 above market
    • 60,547 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 16 City / 26 Hwy MPG
    • Premier Auto Imports - Waldorf Lot (137 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Waldorf, MD / 137 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: WDDUG8FBXEA032384
    Stock: 25140
    Certified Pre-Owned: No
    Listed since: 05-17-2025

    • 18,372 miles
    • No accidents, 2 owners, personal use only
    • 14 City / 21 Hwy MPG
    • Hollingsworth Auto Sales (145 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Raleigh, NC / 145 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:

    16 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: WDDNG71XX8A232395
    Stock: CC10
    Certified Pre-Owned: No
    Listed since: 08-26-2023

    • 119,131 miles
    • No accidents, 2 owners, personal use
    • 16 City / 26 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: 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: WDDUG8FB6GA217437
    Stock: 217437
    Certified Pre-Owned: No
    Listed since: 02-04-2025

    • 128,622 miles
    • No accidents, 2 owners, personal use
    • 14 City / 20 Hwy MPG
    • Rolls-Royce Motor Cars Raleigh (144 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Raleigh, NC / 144 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:

    16 Combined MPG (14 City/20 Highway)

    Listing Information:

    VIN: WDDNG86X98A183253
    Stock: R5146B
    Certified Pre-Owned: No
    Listed since: 05-21-2025

    • 104,957 miles
    • No accidents, 1 owner, personal use only
    • 17 City / 25 Hwy MPG
    • Auto Expo (156 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Manassas, VA / 156 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: Yes

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    20 Combined MPG (17 City/25 Highway)

    Listing Information:

    VIN: WDDUG8CB6EA031642
    Stock: 031642
    Certified Pre-Owned: No

    • 119,372 miles
    • No 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: 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: WDDUG8CB5GA206045
    Stock: 206045
    Certified Pre-Owned: No
    Listed since: 04-01-2025

    • 51,375 miles
    • No accidents, 4 owners, taxi vehicle
    • 14 City / 21 Hwy MPG
    • Pro Auto Gallery (117 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in King George, VA / 117 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:

    16 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: WDDNG71X08A191081
    Stock: 191081
    Certified Pre-Owned: No

  • New Listing
    • 33,456 miles
    • No accidents, 1 owner, personal use
    • 17 City / 25 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    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: 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: WDDUG8CB4EA009381
    Stock: 2003676846
    Certified Pre-Owned: No
    Listed since: 05-13-2025

    • 64,719 miles
    • No accidents, 2 owners, personal use
    • 16 City / 26 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: 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: WDDUG8FBXGA268293
    Stock: 268293
    Certified Pre-Owned: No
    Listed since: 05-02-2025

    • 69,123 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 16 City / 26 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: 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: WDDUG8FB5GA204775
    Stock: 204775
    Certified Pre-Owned: No
    Listed since: 05-15-2025

Showing 148 - 168 out of 461 listings

Consumer Reviews for the Mercedes-Benz S-Class

Read recent reviews for the Mercedes-Benz S-Class
Overall Consumer Rating
4.4 out of 5 stars30 Reviews
Write a vehicle reviewSee all 30 reviews
  • 5 star
    (70%)
  • 4 star
    (13%)
  • 3 star
    (7%)
  • 2 star
    (10%)
  • 1 star
    (0%)
4 out of 5 stars

Love what you drive...and I love the S550

minh tran, 05/18/2016
2010 Mercedes-Benz S-Class S550 4dr Sedan (5.5L 8cyl 7A)
For the 2010, everything you need (and then some) is included in this car. Engine is strong and accelerating with ease. The ride is quiet and smooth. Sport mode brings the car back alive with both acceleration and handling. Only downside for me is bluetooth: voice only and no music streaming Updates: i got the car 2.5 years ago with 50k miles and it is now 127k miles... still run … smooth as the day I got it. Cost abit for maint though. Her’s what I spent $3400 for 4 shocks...all went dead around 105k miles and the car was sagging 2 set of tires aound $2500 total Oild change every 7k miles with full synthentic ( $115x 10 = $1,150). I bought the oil and filter and have a mechanic close to where I live change and top off fluids and rotate tires 2 alignments (one paid for by Mercedes, the other one is $99) so just say $100 since labor only nonparts A brandnew windshield - $100 deductible Water pump and belt = $600 So all maint is about $8,000 not too bad for a S550 Now this the part that it will shock you Fuel/gas = almost $15,000 but I did drive over 75,000 miles so about 30,800 miles a year... It’s a nice car to drive but as you can see, cost about $23,000 to maintain it if you drive as much as I do. Hope this realistic review helps ya ... Gas is about
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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$17,770$21,054$23,124
Clean$16,945$19,997$21,877
Average$15,569$18,234$19,799
Rough$13,780$15,943$17,098

The average list price of a used 2014 Mercedes-Benz S-Class in Chesapeake, Virginia is $24,937. The average mileage on a used Mercedes-Benz S-Class 2014 for sale in Chesapeake, Virginia is 79,779. Based on the average mileage of 79,779 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 $15,569.

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