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  • $23,995
    good price
    $2,274 below market
    • 56,665 miles
    • 2 accidents, 3 owners, personal use
    • 16 City / 26 Hwy MPG
    • Auto Buying Service (152 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fairfax, VA / 152 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: WDDUG8FB5EA042742
    Stock: ABS7884
    Certified Pre-Owned: No
    Listed since: 03-04-2025

  • $10,490
    good price
    $634 below market
    • 147,070 miles
    • 1 accident, 3 owners, personal use only
    • 15 City / 24 Hwy MPG
    • Avazi Auto Group (171 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Gaithersburg, MD / 171 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: 04-13-2025

  • $19,444
    fair price
    $1,279 below market
    • 88,552 miles
    • 1 accident, 5 owners, corporate fleet vehicle
    • 17 City / 25 Hwy MPG
    • Auto Buying Service (152 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Fairfax, VA / 152 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: WDDUG8CB1EA067724
    Stock: ABS7391
    Certified Pre-Owned: No
    Listed since: 10-07-2024

  • $13,995
    fair price
    $498 above market
    • 82,987 miles
    • No accidents, 3 owners, personal use only
    • 14 City / 21 Hwy MPG
    • CL Hyman Auto Wholesale (89 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Ashland, VA / 89 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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: WDDNG8GB2AA322065
    Stock: 322065
    Certified Pre-Owned: No
    Listed since: 05-29-2025

  • $10,500
    fair price
    $112 below market
    • 119,775 miles
    • 1 accident, 2 owners, personal use
    • 14 City / 21 Hwy MPG
    • Sharpest Cars (8 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Norfolk, VA / 8 miles away from Chesapeake, VA

    2010 MERCEDES-BENZ S-CLASS S 550 4MATIC Good Looking Car !!! Well maintained !! clean CARFAX!!25 + service history !! Automatic transmission..119k mil...

    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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: WDDNG8GB5AA312078
    Stock: 312078
    Certified Pre-Owned: No
    Listed since: 05-23-2025

    • 104,409 miles
    • No accidents, 4 owners, personal use only
    • 17 City / 25 Hwy MPG
    • Merlex Auto Group (151 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

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

    The 2014 Mercedes-Benz S 550 with 104,409 miles remains a distinguished example of timeless luxury and engineering excellence. As part of the iconic S...

    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: WDDUG8CB0EA020507
    Stock: 020507
    Certified Pre-Owned: No
    Listed since: 07-16-2025

  • $12,995
    fair price
    $402 above market
    • 125,862 miles
    • No accidents, 4 owners, personal use
    • 15 City / 24 Hwy MPG
    • Central 1 Auto Brokers (7 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Virginia Beach, VA / 7 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/24 Highway)

    Listing Information:

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

  • $16,995
    fair price
    $255 above market
    • 122,845 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 16 City / 26 Hwy MPG
    • Auto Buying Service (152 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fairfax, VA / 152 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: WDDUG8FB4EA052680
    Stock: ABS8514
    Certified Pre-Owned: No
    Listed since: 08-08-2025

  • New Listing
    $7,998
    fair price
    $179 below market
    • 168,900 miles
    • 1 accident, 3 owners, personal use only
    • 14 City / 21 Hwy MPG
    • Atlantic Auto Sales (152 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Garner, NC / 152 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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: WDDNG8GB2AA314077
    Stock: 314077
    Certified Pre-Owned: No
    Listed since: 09-04-2025

  • $24,750
    fair price
    $63 above market
    • 68,396 miles
    • No accidents, 3 owners, personal use only
    • 17 City / 25 Hwy MPG
    • Cartown (150 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Manassas, VA / 150 miles away from Chesapeake, VA

    All our Vehicles goes through VA safety inspection before listing for sales. Fresh oil change and filter (Mobil 1) and all fluids have either been cha...

    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: WDDUG8CB5EA018008
    Stock: cti2139
    Certified Pre-Owned: No

    • 84,952 miles
    • No accidents, 4 owners, corporate fleet vehicle
    • 16 City / 26 Hwy MPG
    • Auto Buying Service (152 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fairfax, VA / 152 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: WDDUG8FB4EA045616
    Stock: ABS8479
    Certified Pre-Owned: No
    Listed since: 07-31-2025

  • $11,797
    fair price
    $588 above market
    • 144,437 miles
    • 1 accident, 4 owners, personal use
    • 15 City / 24 Hwy MPG
    • Virginia Auto Mall (115 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Woodford, VA / 115 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: WDDNG9EB3CA479504
    Stock: 479504
    Certified Pre-Owned: No
    Listed since: 05-25-2025

  • $10,955
    fair price
    $520 above market
    • 125,349 miles
    • 1 accident, 2 owners, personal use
    • 15 City / 23 Hwy MPG
    • D45 Auto Brokers (145 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Raleigh, NC / 145 miles away from Chesapeake, VA

    Outstanding Condition! Locally Owned, MB Maintained, AMG Sports/Premium Packages, Carfax Certified, Super Sweet S550 for the $$! This 2010 Mercedes S5...

    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/23 Highway)

    Listing Information:

    VIN: WDDNG7BB5AA295722
    Stock: 295722
    Certified Pre-Owned: No
    Listed since: 07-11-2025

  • $13,895
    fair price
    $45 above market
    • 76,731 miles
    • 1 accident, 2 owners, personal use only
    • 14 City / 21 Hwy MPG
    • Auto Galleria (160 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Chantilly, VA / 160 miles away from Chesapeake, VA

    **703**957**4517**Feel the thrill of luxury and performance combined in this sleek 2010 Black Mercedes-Benz S-Class. This beauty offers a smooth ride ...

    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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: WDDNG8GB0AA320072
    Stock: AGR2186
    Certified Pre-Owned: No

    • 104,722 miles
    • No accidents, 2 owners, personal use
    • 17 City / 25 Hwy MPG
    • Merlex Auto Group (151 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

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

    The 2014 Mercedes-Benz S 550, with 104,722 miles, continues to exemplify the luxury and engineering prowess that define the S-Class legacy. Powered by...

    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: WDDUG8CB7EA049227
    Stock: 049227
    Certified Pre-Owned: No
    Listed since: 08-07-2025

    • 134,843 miles
    • No accidents, 1 owner, personal use only
    • 14 City / 21 Hwy MPG
    • RVA Automotive Group (76 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Richmond, VA / 76 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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: WDDNG8GB9AA326422
    Stock: 326422
    Certified Pre-Owned: No
    Listed since: 05-22-2025

  • $19,163
    great price
    $4,754 below market
    • 76,963 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 16 City / 26 Hwy MPG
    • Carget Motors (138 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Woodbridge, VA / 138 miles away from Chesapeake, VA

    The 2015 Mercedes-Benz S 550 is a luxury full-size sedan that offers a blend of performance, comfort, and advanced technology. It features a 4.7-liter...

    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: WDDUG8FB8FA105897
    Stock: 105897
    Certified Pre-Owned: No
    Listed since: 11-14-2024

    • 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 Phoenix, AZ / 2,022 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

  • Price Drop
    • 70,567 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 15 City / 24 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Chicago, IL / 741 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: 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:

    18 Combined MPG (15 City/24 Highway)

    Listing Information:

    VIN: WDDNG9EB8CA429892
    Stock: 2003987081
    Certified Pre-Owned: No
    Listed since: 08-14-2025

    • 75,207 miles
    • No accidents, 5 owners, personal use only
    • 12 City / 19 Hwy MPG
    • Moaven Motors (155 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Durham, NC / 155 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:

    14 Combined MPG (12 City/19 Highway)

    Listing Information:

    VIN: WDDNG7GB3CA432510
    Stock: 1535
    Certified Pre-Owned: No
    Listed since: 07-27-2025

    • 80,179 miles
    • No accidents, 4 owners, personal use only
    • 14 City / 21 Hwy MPG
    • Carzone & Auto Brokers (20 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Newport News, VA / 20 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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: WDDNG8GB1AA314135
    Stock: P4135
    Certified Pre-Owned: No
    Listed since: 04-01-2025

Showing 43 - 63 out of 527 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$14,773$19,393$22,257
Clean$14,087$18,419$21,057
Average$12,943$16,795$19,057
Rough$11,456$14,685$16,457

The average list price of a used 2014 Mercedes-Benz S-Class in Chesapeake, Virginia is $16,374. The average mileage on a used Mercedes-Benz S-Class 2014 for sale in Chesapeake, Virginia is 101,545. Based on the average mileage of 101,545 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 $12,943.

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