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526 listings
  • New Listing
    $9,794
    good price
    $1,611 below market
    • 130,703 miles
    • No accidents, 2 owners, personal use
    • 15 City / 23 Hwy MPG
    • DealHunter Autos (133 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    S 550, 4D Sedan, 5.5L V8 DOHC 32V, 7-Speed Automatic, RWD, Black Leather. Black 2011 Mercedes-Benz S-Class S 550 RWD 7-Speed Automatic 5.5L V8 DOHC 32...

    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: WDDNG7BB7BA368395
    Stock: DHA-367395
    Certified Pre-Owned: No

  • New Listing
    $14,994
    great price
    $5,740 below market
    • 101,043 miles
    • 1 accident, 2 owners, personal use only
    • 15 City / 23 Hwy MPG
    • Drive Nation (121 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    Drive Nation LLC?? 3301 Shannon Park Dr, Fredericksburg, VA 22408?? 540-369-8889VADLR - $699 processing fee applies to all dealsAt Drive Nation, we're...

    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: WDDNG7EB1CA474709
    Stock: DN4709
    Certified Pre-Owned: No

  • $11,765
    good price
    $1,035 below market
    • 84,302 miles
    • 2 accidents, 2 owners, personal use only
    • 14 City / 21 Hwy MPG
    • Global Auto Outlet (145 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Temple Hills, MD / 145 miles away from Chesapeake, VA

    The 2010 Mercedes-Benz S 550 4MATIC is a timeless example of luxury and engineering excellence, offering a refined driving experience that continues t...

    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: WDDNG8GB4AA328921
    Stock: 328921
    Certified Pre-Owned: No
    Listed since: 06-25-2025

    • 59,590 miles
    • No accidents, 3 owners, personal use only
    • 14 City / 21 Hwy MPG
    • Merlex Auto Group (151 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    The 2010 Mercedes-Benz S550 4MATIC, with just 59,590 miles, represents a refined blend of luxury, performance, and enduring craftsmanship. As part of ...

    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

    • 72,784 miles
    • No accidents, 2 owners, personal use
    • 15 City / 23 Hwy MPG
    • Merlex Auto Group (151 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    The 2010 Mercedes-Benz S 550, with just 72,784 miles, exemplifies timeless luxury and refined engineering. As part of the prestigious S-Class lineup, ...

    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

  • Price Drop
    $16,450
    great price
    $4,180 below market
    • 87,925 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 15 City / 23 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: 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: WDDNG7EB3DA517660
    Stock: 517660
    Certified Pre-Owned: No

  • New Listing
    • 81,245 miles
    • 15 City / 24 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 2012 Mercedes-Benz S 550 4MATIC is a flagship luxury sedan that continues to impress with its timeless design, advanced engineering, and refined p...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    18 Combined MPG (15 City/24 Highway)

    Listing Information:

    VIN: WDDNG9EB3CA480006
    Stock: 480006
    Certified Pre-Owned: No
    Listed since: 09-05-2025

  • $8,108
    good price
    $2,453 below market
    • 142,885 miles
    • 1 accident, 3 owners, personal use
    • 14 City / 21 Hwy MPG
    • Woodbridge Auto Sales (139 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Woodbridge, VA / 139 miles away from Chesapeake, VA

    VEHICLE HAS PASSED SAFETY INSPECTION. VEHICLE CHECKED AND SERVICED BY OUR ON SITE MECHANIC WITH A FRESH OIL CHANGE, EXTENDED WARRANTY AND EASY FINANCI...

    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: WDDNG8GB7BA374860
    Stock: 374850
    Certified Pre-Owned: No
    Listed since: 06-12-2025

  • $17,990
    fair price
    $79 below market
    • 67,782 miles
    • No accidents, 3 owners, personal use
    • 15 City / 23 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Tampa, FL / 710 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: WDDNG7BB9BA409044
    Stock: 2003924457
    Certified Pre-Owned: No
    Listed since: 07-26-2025

  • $11,895
    fair price
    $1,652 below market
    • 73,754 miles
    • No accidents, 4 owners, corporate fleet vehicle
    • 14 City / 22 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

    Rare S550 with all the maintenance done at Mercedes since day one. This is an S550 that would last for many years with continued proper maintenance. L...

    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:

    17 Combined MPG (14 City/22 Highway)

    Listing Information:

    VIN: WDDNG71X29A281639
    Stock: 10832
    Certified Pre-Owned: No

  • Price Drop
    $9,595
    good price
    $2,042 below market
    • 124,396 miles
    • 2 accidents, 1 owner, personal use only
    • 15 City / 24 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: 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: WDDNG9EB6DA525859
    Stock: COA2169
    Certified Pre-Owned: No

    • 112,044 miles
    • 2 accidents, 4 owners, personal use only
    • 12 City / 19 Hwy MPG
    • National Motors (116 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Spotsylvania, VA / 116 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:

    14 Combined MPG (12 City/19 Highway)

    Listing Information:

    VIN: WDDNG7KB1CA440502
    Stock: K1183
    Certified Pre-Owned: No

  • $11,950
    good price
    $2,097 below market
    • 108,070 miles
    • 1 accident, 3 owners, personal use only
    • 15 City / 24 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:

    18 Combined MPG (15 City/24 Highway)

    Listing Information:

    VIN: WDDNG9EB1DA500061
    Stock: 500061
    Certified Pre-Owned: No

  • New Listing
    $12,999
    fair price
    $1,219 below market
    • 116,368 miles
    • 1 accident, 2 owners, personal use
    • 15 City / 23 Hwy MPG
    • Phoenix Motors (145 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    Standard equipment on the S400 Hybrid, S550 and S550 4Matic includes 18-inch wheels, an adaptive air suspension, automatic wipers, a sunroof, automati...

    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: WDDNG7BB0BA395681
    Stock: 395681
    Certified Pre-Owned: No
    Listed since: 09-04-2025

  • $10,495
    fair price
    $956 below market
    • 137,680 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 14 City / 21 Hwy MPG
    • Arlington Auto Group (149 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Arlington, VA / 149 miles away from Chesapeake, VA

    Discover our premier vehicles with exclusive discounts for MILITARY personnel, VETERANS , first responders, and students. Drive with pride and savings...

    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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: WDDNG8GB9BA408765
    Stock: 08765
    Certified Pre-Owned: No
    Listed since: 08-13-2025

  • $14,450
    fair price
    $909 below market
    • 99,081 miles
    • 2 accidents, 2 owners, personal use
    • 15 City / 25 Hwy MPG
    • Cartown (150 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    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: 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 (15 City/25 Highway)

    Listing Information:

    VIN: WDDNG7DB0DA531016
    Stock: cti2111
    Certified Pre-Owned: No

  • $15,995
    fair price
    $513 below market
    • 62,000 miles
    • 1 accident, 2 owners, personal use only
    • 15 City / 24 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: 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: WDDNG9EB0DA534444
    Stock: 10358
    Certified Pre-Owned: No
    Listed since: 08-30-2025

  • New Listing
    • 106,050 miles
    • Frame damage reported, 4 owners, corporate fleet vehicle
    • 14 City / 21 Hwy MPG
    • DealHunter Autos (133 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Stafford, VA / 133 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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: WDDNG86X19A261574
    Stock: 261574WS
    Certified Pre-Owned: No

  • New Listing
    • 76,633 miles
    • No accidents, 2 owners, personal use only
    • 14 City / 21 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Dallas, TX / 1,193 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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: WDDNG8GB2BA394000
    Stock: 2003947134
    Certified Pre-Owned: No
    Listed since: 08-01-2025

  • New Listing
    • 58,496 miles
    • No accidents, 2 owners, personal use only
    • 14 City / 21 Hwy MPG
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Indianapolis, IN / 575 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:

    17 Combined MPG (14 City/21 Highway)

    Listing Information:

    VIN: WDDNG8GB3BA376587
    Stock: 2004003817
    Certified Pre-Owned: No
    Listed since: 08-25-2025

  • Photos not available
    • 91,394 miles
    • 2 accidents, 2 owners, personal use
    • 15 City / 24 Hwy MPG
    • The Car Store (118 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Salisbury, MD / 118 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: Yes

    Features and Specs:

    18 Combined MPG (15 City/24 Highway)

    Listing Information:

    VIN: WDDNG9EB6DA524811
    Stock: 23137
    Certified Pre-Owned: No
    Listed since: 07-31-2025

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 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 2011 Mercedes-Benz S-Class in Chesapeake, VA Values

Estimated values
2011 Mercedes-Benz S-Class S550 4dr Sedan (5.5L 8cyl 7A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$7,477$12,364$15,222
Clean$7,070$11,608$14,193
Average$6,392$10,348$12,478
Rough$5,511$8,710$10,248

The average list price of a used 2011 Mercedes-Benz S-Class in Chesapeake, Virginia is $14,222. The average mileage on a used Mercedes-Benz S-Class 2011 for sale in Chesapeake, Virginia is 94,963. Based on the average mileage of 94,963 for used 2011 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 2011 in Chesapeake, Virginia to be $6,392.

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