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526 listings
  • Price Drop
    $16,695
    great price
    $4,515 below market
    • 129,418 miles
    • No accidents, 2 owners, personal use
    • 16 City / 26 Hwy MPG
    • Carplug of Alexandria (146 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Alexandria, VA / 146 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: WDDUG8FBXGA257262
    Stock: COA2141
    Certified Pre-Owned: No

  • $22,444
    great price
    $8,590 below market
    • 56,675 miles
    • No accidents, 2 owners, personal use
    • 16 City / 26 Hwy MPG
    • Auto Buying Service (152 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Fairfax, VA / 152 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: WDDUG8FB8GA257079
    Stock: ABS7281
    Certified Pre-Owned: No
    Listed since: 09-05-2024

  • $20,444
    great price
    $5,770 below market
    • 76,773 miles
    • No accidents, 3 owners, personal use
    • 16 City / 26 Hwy MPG
    • Auto Buying Service (152 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Fairfax, VA / 152 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: WDDUG8FB7GA243416
    Stock: ABS7203
    Certified Pre-Owned: No
    Listed since: 08-13-2024

  • New Listing
    $19,250
    great price
    $4,349 below market
    • 106,630 miles
    • No accidents, 4 owners, personal use
    • 17 City / 26 Hwy MPG
    • CarPlug (127 mi away)
    • Back-up camera
    • 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: 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: WDDUG8CB4GA237030
    Stock: AC3404
    Certified Pre-Owned: No

  • Price Drop
    $36,995
    fair price
    $1,907 below market
    • 78,000 miles
    • No accidents, 5 owners, corporate fleet vehicle
    • 15 City / 23 Hwy MPG
    • Carplex (150 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    PRICE EXCLUDES PROCESSING FEE OF $899.00. (((—> CARPLEX IS NOT RESPONSIBLE FOR ANY MISPRINT ON FEATURES, EQUIPMENT, PRICE, ETC. <—))) WE ARE LOCATED ...

    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/23 Highway)

    Listing Information:

    VIN: WDDUG7JBXGA205907
    Stock: 10328
    Certified Pre-Owned: No
    Listed since: 07-30-2025

  • $29,786
    good price
    $3,833 below market
    • 92,252 miles
    • 1 accident, 3 owners, corporate fleet vehicle
    • 8cyl automatic
    • Royal Auto Club (164 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Sterling, VA / 164 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

  • New Listing
    $14,183
    good price
    $1,443 below market
    • 152,098 miles
    • 1 accident, 4 owners, personal use only
    • 16 City / 26 Hwy MPG
    • DealHunter Autos (133 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Stafford, VA / 133 miles away from Chesapeake, VA

    S 550 4MATIC�, 4D Sedan, 4.7L V8 BiTurbo, 7-Speed Automatic, 4MATIC�, Leather. 2016 Mercedes-Benz S-Class S 550 4MATIC� 4MATIC� 7-Speed Automatic 4.7L...

    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: WDDUG8FB3GA220344
    Stock: DHA-220344BB
    Certified Pre-Owned: No

  • $26,399
    fair price
    $1,406 below market
    • 72,164 miles
    • No accidents, 3 owners, personal use
    • 16 City / 26 Hwy MPG
    • Metri Motors (154 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Raleigh, NC / 154 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: WDDUG8FB2GA217774
    Stock: 217774
    Certified Pre-Owned: No

  • Price Drop
    $24,950
    good price
    $1,415 below market
    • 69,260 miles
    • 1 accident, 6 owners, personal use
    • 16 City / 26 Hwy MPG
    • Prime Motors (148 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Arlington, VA / 148 miles away from Chesapeake, VA

    ?? ASK ABOUT OUR MD INSPECTION PROGRAM ??? Video walk-arounds & virtual test drives? Easy online credit application at PrimeMotorsVA.com? Financing wi...

    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: WDDUG8FB8GA246387
    Stock: 246387
    Certified Pre-Owned: No

  • $44,995
    fair price
    $432 above market
    • 78,811 miles
    • 2 accidents, 4 owners, personal use only
    • 8cyl automatic
    • 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:

    18 Combined MPG (15 City/23 Highway)

    Listing Information:

    VIN: WDDXJ7JB5GA011848
    Stock: ABS8478
    Certified Pre-Owned: No
    Listed since: 07-31-2025

  • Price Drop
    • 61,958 miles
    • Issue reported, 5 owners, personal use
    • 17 City / 26 Hwy MPG
    • Prime Motors (148 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Arlington, VA / 148 miles away from Chesapeake, VA

    ?? ASK ABOUT OUR MD INSPECTION PROGRAM ??? Video walk-arounds & virtual test drives? Easy online credit application at PrimeMotorsVA.com? Financing wi...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Issue reported

    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: WDDUG8CB8GA215032
    Stock: 215032
    Certified Pre-Owned: No

    • 77,561 miles
    • 2 accidents, 2 owners, personal use
    • 16 City / 26 Hwy MPG
    • Merlex Auto Group (151 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    The 2016 Mercedes-Benz S 550 4MATIC, with 77,561 miles, exemplifies timeless luxury and confident performance in a full-size sedan. Powered by a refin...

    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: WDDUG8FB2GA226653
    Stock: 226653
    Certified Pre-Owned: No
    Listed since: 07-09-2025

  • $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

    • 66,307 miles
    • No accidents, 3 owners, personal use
    • 16 City / 26 Hwy MPG
    • Merlex Auto Group (151 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    The 2016 Mercedes-Benz S550 4MATIC is a masterclass in luxury and performance, offering a smooth, commanding ride with just 66,307 miles well within t...

    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: WDDUG8FB8GA264761
    Stock: 264761
    Certified Pre-Owned: No
    Listed since: 06-13-2025

    • 64,719 miles
    • No accidents, 2 owners, personal use
    • 16 City / 26 Hwy MPG
    • Merlex Auto Group (151 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    The 2016 Mercedes-Benz S550 4MATIC, with 64,719 miles, is a distinguished luxury sedan that continues to embody elegance, innovation, and performance....

    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

    • 117,103 miles
    • No accidents, 3 owners, personal use
    • 17 City / 26 Hwy MPG
    • Automan Empire (121 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fredericksburg, VA / 121 miles away from Chesapeake, VA

    2016 MERCEDES-BENZ S-CLASS S 550 with powerful 4.7L BITURBO V8 engine and driven only 117103 miles! Fully loaded and much more! CARFAX CERTIFIED**FINA...

    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: WDDUG8CB7GA236731
    Stock: 236731
    Certified Pre-Owned: No

    • 57,933 miles
    • No accidents, 2 owners, personal use
    • 16 City / 26 Hwy MPG
    • Merlex Auto Group (151 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    The 2016 Mercedes-Benz S 550 4MATIC, with just 57,933 miles, exemplifies the pinnacle of luxury, innovation, and performance in a full-size sedan. Its...

    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: WDDUG8FB1GA219614
    Stock: 219614
    Certified Pre-Owned: No
    Listed since: 08-12-2025

    • 75,167 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 8cyl automatic
    • Royal Auto Club (164 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Sterling, VA / 164 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: WDDXJ8FBXGA017630
    Stock: SAI3131
    Certified Pre-Owned: No

  • New Listing
    • 24,065 miles
    • 16 City / 26 Hwy MPG
    • CarMax Gaithersburg (189 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Frederick, MD / 189 miles away from Chesapeake, VA

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    19 Combined MPG (16 City/26 Highway)

    Listing Information:

    VIN: WDDUG8FB2GA227561
    Stock: 27720672
    Certified Pre-Owned: No

    • 71,562 miles
    • Frame damage reported, 5 owners, taxi vehicle
    • 16 City / 26 Hwy MPG
    • Royal Auto Club (164 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Sterling, VA / 164 miles away from Chesapeake, VA

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Issue reported

    Salvage Vehicle: No

    Frame Damage: Yes

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/26 Highway)

    Listing Information:

    VIN: WDDUG8FB6GA226445
    Stock: SAI3118
    Certified Pre-Owned: No

    • 99,839 miles
    • Frame damage reported, 2 owners, corporate fleet vehicle
    • 17 City / 26 Hwy MPG
    • ZedMotors (145 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    !!!WARRANTY AVAILABLE!!! Please visit our website at WWW.ZEDMOTORSNC.COM for a detailed Carfax report Drives great Clean and well maintained vehicle T...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Issue reported

    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: WDDUG8CB0GA240152
    Stock: 240152
    Certified Pre-Owned: No
    Listed since: 08-23-2025

Showing 1 - 21 out of 526 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 stars54 Reviews
Write a vehicle reviewSee all 54 reviews
  • 5 star
    (69%)
  • 4 star
    (9%)
  • 3 star
    (17%)
  • 2 star
    (4%)
  • 1 star
    (2%)
5 out of 5 stars

The Epitome Of Understated Luxury

chofgarden, 12/31/2014
2015 Mercedes-Benz S-Class S 550 4dr Sedan (4.7L 8cyl Turbo 7A)
After several thousand miles in a 2015 S550 it would be hard to imagine a more well rounded or comfortable luxury sedan. Performance with the 449HP V8 is more than adequate for any circumstance, and handling is better than one might expect given the size and weight of the car, especially when in the sport mode. The ride is remarkable over any surface and the noise level is lower than … any luxury car I've owned, including a Bentley Flying Spur. Mileage is runnning about 20 MPG in combination town and highway driving, getting 25+ on the highway. The technology features abound but are subtle enough not to intrude excessively, and aren't difficult to master. Not one problem so far. A home run Update- After almost 4 years we still love the S550 and have had 0 problems. Supremely comfortable. Great road trip car, getting 27 mpg on the highway. Still outclasses the competition, would buy again with no regrets. Update 2- Approaching 5 years of ownership now and we still LOVE our S550. Still no problems in over 40000 miles. We will continue to drive it for a few more years, as there's still nothing better out there. Best car we've ever owned. Update 3- With over 6 years and 50000 miles, still no problems. Love it more than ever and it's still better than the new competition. Update 4- Approaching 8 years with over 60000 miles. Still reliable and comfortable as ever. We like it so much we intend to drive it a few more years. We looked at the new S Class and prefer the styling of our 2015 and don't need most of the new gimmicky technology. A GREAT car!
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Used 2016 Mercedes-Benz S-Class in Chesapeake, VA Values

Estimated values
2016 Mercedes-Benz S-Class S 550 4MATIC 4dr Sedan AWD (4.7L 8cyl Turbo 7A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$21,250$26,539$30,303
Clean$20,401$25,428$28,976
Average$18,986$23,575$26,764
Rough$17,146$21,166$23,889

The average list price of a used 2016 Mercedes-Benz S-Class in Chesapeake, Virginia is $27,211. The average mileage on a used Mercedes-Benz S-Class 2016 for sale in Chesapeake, Virginia is 81,203. Based on the average mileage of 81,203 for used 2016 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 2016 in Chesapeake, Virginia to be $18,986.

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