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480 listings
  • New Listing
    • 47,954 miles
    • 17 City / 26 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in San Antonio, TX / 1,380 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: WDDUG8CB7FA182538
    Stock: 2003766691
    Certified Pre-Owned: No
    Listed since: 06-11-2025

  • New Listing
    • 61,554 miles
    • 2 accidents, 3 owners, personal use
    • 12cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Los Angeles, CA / 2,356 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: 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: WDDXJ7KB3FA005530
    Stock: 2003156464
    Certified Pre-Owned: No
    Listed since: 11-22-2024

    • 70,321 miles
    • 2 accidents, 4 owners, personal use
    • 17 City / 26 Hwy MPG
    • Brian Jones Motorsports Inc. (177 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Danville, VA / 177 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/26 Highway)

    Listing Information:

    VIN: WDDUG8CB4FA197935
    Stock: 197935
    Certified Pre-Owned: No
    Listed since: 05-06-2025

  • New Listing
    • 98,705 miles
    • 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 Unavailable.

    Features and Specs:

    21 Combined MPG (18 City/26 Highway)

    Listing Information:

    VIN: WDDUG8CB3HA306890
    Stock: 306890
    Certified Pre-Owned: No
    Listed since: 06-11-2025

  • $29,163
    great price
    $4,602 below market
    • 76,190 miles
    • 1 accident, 3 owners, personal use only
    • 17 City / 27 Hwy MPG
    • Carget Motors (143 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    The 2018 Mercedes-Benz S-Class S560 4MATIC Sedan is the epitome of luxury, performance, and cutting-edge innovation. Its pristine white exterior radia...

    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: WDDUG8GB7JA346633
    Stock: 346633
    Certified Pre-Owned: No
    Listed since: 04-09-2025

  • New Listing
    Stock photo**
    • 74,563 miles
    • 1 accident, 4 owners, personal use
    • 17 City / 26 Hwy MPG
    • XTREME Motors (169 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Sterling, VA / 169 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/26 Highway)

    Listing Information:

    VIN: WDDUG8CB5FA202527
    Stock: 0810241
    Certified Pre-Owned: No
    Listed since: 09-14-2024

  • $36,163
    great price
    $4,942 below market
    • 49,497 miles
    • 2 accidents, 2 owners, personal use only
    • 17 City / 27 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

    You won't want to miss this excellent value! Distinctive design and opulent equipment are standard. A turbocharger is also included as an economical m...

    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: WDDUG8DB7JA376946
    Stock: 376946
    Certified Pre-Owned: No
    Listed since: 05-15-2025

  • Price Drop
    $31,050
    great price
    $3,398 below market
    • 51,552 miles
    • 3 accidents, 4 owners, personal use
    • 18 City / 28 Hwy MPG
    • Westgate Chrysler Jeep Dodge Ram (152 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Raleigh, NC / 152 miles away from Chesapeake, VA

    Nut Brown/Black Leather, 13 Speakers, 4-Wheel Disc Brakes, ABS brakes, Adaptive suspension, Air Conditioning, Alloy wheels, AM/FM radio: SiriusXM, And...

    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:

    22 Combined MPG (18 City/28 Highway)

    Listing Information:

    VIN: WDDUG6GB4JA357271
    Stock: 29658P
    Certified Pre-Owned: No
    Listed since: 01-27-2025

  • New Listing
    Photos not available
    $31,114
    good price
    $5,494 below market
    • 83,760 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 8cyl automatic
    • Hendrick Chevrolet Buick GMC Southpoint (162 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Durham, NC / 162 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/24 Highway)

    Listing Information:

    VIN: WDDXJ8FB9GA014704
    Stock: P4285G
    Certified Pre-Owned: No
    Listed since: 05-17-2025

  • New Listing
    $55,990
    good price
    $5,325 below market
    • 44,315 miles
    • No accidents, 2 owners, personal use
    • 8cyl automatic
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Columbus, OH / 430 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:

    18 Combined MPG (15 City/23 Highway)

    Listing Information:

    VIN: WDDXJ7JB6GA014032
    Stock: 2003766012
    Certified Pre-Owned: No
    Listed since: 05-28-2025

  • $17,900
    good price
    $2,046 below market
    • 142,298 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 16 City / 26 Hwy MPG
    • A to Z Motors (90 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Richmond, VA / 90 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: WDDUG8FB0GA214551
    Stock: GG23119
    Certified Pre-Owned: No
    Listed since: 05-31-2025

  • New Listing
    • 40,864 miles
    • 15 City / 23 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Dallas, TX / 1,195 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:

    18 Combined MPG (15 City/23 Highway)

    Listing Information:

    VIN: WDDUG7JB5GA225997
    Stock: 2003783940
    Certified Pre-Owned: No
    Listed since: 06-07-2025

    • 42,727 miles
    • 1 accident, 2 owners, personal use
    • 8cyl automatic
    • Steven Toyota (186 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Harrisonburg, VA / 186 miles away from Chesapeake, VA

    Preferred Premium Accessory Package, 4WD / 4X4 / AWD, Active Blind Spot Assist, Active Lane Keeping Assist, BAS PLUS w/Cross Traffic Assist, CMS (Coll...

    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: Yes

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    18 Combined MPG (15 City/23 Highway)

    Listing Information:

    VIN: WDDXJ7JB9GA017961
    Stock: P15333A
    Certified Pre-Owned: No
    Listed since: 05-25-2025

  • $25,674
    fair price
    $205 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

  • $28,995
    fair price
    $1,837 below market
    • 90,299 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 19 City / 28 Hwy MPG
    • Ottomatic Motors (154 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Durham, NC / 154 miles away from Chesapeake, VA

    VISIT OUR WEBSITE TO SEE MORE PHOTOS & THE CARFAX REPORT   WWW.OTTOMATICMOTORS.COMWe challenge anyone to find a dealership that goes as far ...

    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:

    22 Combined MPG (19 City/28 Highway)

    Listing Information:

    VIN: WDDUG6EB3JA378857
    Stock: 10775
    Certified Pre-Owned: No

  • $20,995
    fair price
    $1,422 above market
    • 147,898 miles
    • No accidents, 1 owner, personal use only
    • 16 City / 26 Hwy MPG
    • EAG Motor Sports (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:

    19 Combined MPG (16 City/26 Highway)

    Listing Information:

    VIN: WDDUG8FB2GA247941
    Stock: EAG3075
    Certified Pre-Owned: No

    • 231,989 miles
    • No accidents, 3 owners, personal use only
    • 14 City / 20 Hwy MPG
    • 518 Auto Sales (12 mi away)
    • AWD/4WD
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Norfolk, VA / 12 miles away from Chesapeake, VA

    *NAVIGATION*, *SUNROOF*, *LEATHER*, *150 POINT INSPECTION*, *3 MO 3000 MILE SERVICE CONTRACT ON MOST CARS SEE SALES FOR DETAILS*, *518AUTO.COM*, *CALL...

    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: WDBNG84J04A405440
    Stock: 11371
    Certified Pre-Owned: No
    Listed since: 04-24-2025

  • New Listing
    $39,990
    fair price
    $1,048 below market
    • 78,248 miles
    • 15 City / 23 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Los Angeles, CA / 2,356 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:

    18 Combined MPG (15 City/23 Highway)

    Listing Information:

    VIN: WDDUG7JBXGA205907
    Stock: 2003655250
    Certified Pre-Owned: No
    Listed since: 04-15-2025

  • $29,997
    fair price
    $1,296 below market
    • 78,000 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 18 City / 28 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

    Check out this 2018! Very clean and very well priced! A turbocharger is also included as an economical means of increasing performance. This 4 door se...

    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:

    22 Combined MPG (18 City/28 Highway)

    Listing Information:

    VIN: WDDUG6GB7JA356230
    Stock: 356230
    Certified Pre-Owned: No
    Listed since: 05-26-2025

  • Price Drop
    $43,990
    fair price
    $655 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
    $268 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

Showing 232 - 252 out of 480 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 2015 Mercedes-Benz S-Class in Chesapeake, VA Values

Estimated values
2015 Mercedes-Benz S-Class S 550 4dr Sedan (4.7L 8cyl Turbo 7A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$19,443$22,285$24,199
Clean$18,601$21,258$23,017
Average$17,197$19,546$21,048
Rough$15,373$17,320$18,488

The average list price of a used 2015 Mercedes-Benz S-Class in Chesapeake, Virginia is $33,457. The average mileage on a used Mercedes-Benz S-Class 2015 for sale in Chesapeake, Virginia is 82,283. Based on the average mileage of 82,283 for used 2015 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 2015 in Chesapeake, Virginia to be $17,197.

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