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517 listings
  • Photos not available
    • 61,665 miles
    • No accidents, 2 owners, personal use only
    • 16 City / 25 Hwy MPG
    • Hall Chrysler Dodge Jeep RAM Virginia Beach (11 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Virginia Beach, VA / 11 miles away from Chesapeake, VA

    JUST ARRIVED. PENDING INSPECTION. Black 2017 Mercedes-Benz S-Class S 550 4MATIC® 4MATIC® 9-Speed Automatic 4.7L V8 BiTurbo S 550 4MATIC®, 4D Sedan, 4....

    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 (16 City/25 Highway)

    Listing Information:

    VIN: WDDUG8FB8HA336561
    Stock: 18P6513
    Certified Pre-Owned: No
    Listed since: 07-28-2025

  • Price Drop
    • 98,705 miles
    • 1 accident, 2 owners, personal use
    • 18 City / 26 Hwy MPG
    • Global Auto Outlet (150 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Temple Hills, MD / 150 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: 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 (18 City/26 Highway)

    Listing Information:

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

  • New Listing
    Stock photo**
    • 56,744 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 17 City / 26 Hwy MPG
    • Pearson Honda (92 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Midlothian, VA / 92 miles away from Chesapeake, VA

    New Price! 2015 Mercedes-Benz S-Class S 550 Silver RWD 7-Speed Automatic 4.7L V8 BiTurbo**CLEAN CARFAX.. NO ACCIDENTS, **POWER HEATED LEATHER SEATING,...

    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:

    20 Combined MPG (17 City/26 Highway)

    Listing Information:

    VIN: WDDUG8CB4FA148878
    Stock: Q10277
    Certified Pre-Owned: No
    Listed since: 02-08-2025

    • 93,507 miles
    • Issue reported, 4 owners, corporate fleet vehicle
    • 16 City / 25 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: 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 (16 City/25 Highway)

    Listing Information:

    VIN: WDDUG8FB7HA284291
    Stock: 284291
    Certified Pre-Owned: No
    Listed since: 07-24-2025

  • Stock photo**
    • 165,350 miles
    • 2 accidents, 3 owners, personal use only
    • 14 City / 22 Hwy MPG
    • Auto Space (9 mi away)
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Upgraded Headlights
    Close

    Located in Norfolk, VA / 9 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/22 Highway)

    Listing Information:

    VIN: WDDNG71X37A078997
    Stock: 078997
    Certified Pre-Owned: No
    Listed since: 05-10-2025

    • 92,968 miles
    • 1 accident, 2 owners, personal use only
    • 8cyl automatic
    • Auto Haus (34 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Yorktown, VA / 34 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/24 Highway)

    Listing Information:

    VIN: WDDXJ8FB5FA000507
    Stock: W13800FL
    Certified Pre-Owned: No
    Listed since: 06-14-2025

    • 75,319 miles
    • 1 accident, 2 owners, personal use
    • 18 City / 26 Hwy MPG
    • Automan Empire (126 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fredericksburg, VA / 126 miles away from Chesapeake, VA

    2017 MERCEDES-BENZ S-CLASS S 550 with powerful 4.7L V8 engine and driven only 75319 miles! Fully loaded and much more! CARFAX CERTIFIED**FINANCING AVA...

    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 (18 City/26 Highway)

    Listing Information:

    VIN: WDDUG8CB2HA337421
    Stock: 337421
    Certified Pre-Owned: No

    • 111,468 miles
    • 2 accidents, 2 owners, corporate fleet vehicle
    • 18 City / 26 Hwy MPG
    • Auto Buying Service (158 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fairfax, VA / 158 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:

    21 Combined MPG (18 City/26 Highway)

    Listing Information:

    VIN: WDDUG8CB8HA308361
    Stock: ABS3535
    Certified Pre-Owned: No
    Listed since: 12-31-2023

  • $6,990
    great price
    $1,775 below market
    • 65,000 miles
    • No accidents, 3 owners, corporate fleet vehicle
    • 16 City / 23 Hwy MPG
    • U Drive (4 mi away)
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    • Power Driver Seat
    • Multi-Zone Climate C...
    Close

    Located in Chesapeake, VA / 4 miles away from Chesapeake, VA

    2006 Mercedes-Benz S350 ****Rare find alert**** Very low miles Legendary S350, well maintained with 20+ carfax service records 3.7 V6 RWD strong engin...

    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 (16 City/23 Highway)

    Listing Information:

    VIN: WDBNF67J46A479725
    Stock: 479725
    Certified Pre-Owned: No
    Listed since: 07-26-2025

  • New Listing
    $72,981
    fair price
    $142 above market
    • 21,783 miles
    • No accidents, 7 owners, personal use
    • 8cyl automatic
    • Murphy Motor Co of Oxford (134 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Oxford, NC / 134 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/22 Highway)

    Listing Information:

    VIN: WDDXK7JB5HA025411
    Stock: 025411
    Certified Pre-Owned: No

  • $33,444
    great price
    $4,108 below market
    • 63,667 miles
    • No accidents, 4 owners, personal use
    • 17 City / 27 Hwy MPG
    • Auto Buying Service (158 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Fairfax, VA / 158 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:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB3JA347441
    Stock: ABS7303
    Certified Pre-Owned: No
    Listed since: 09-12-2024

    • 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

  • $27,444
    great price
    $3,433 below market
    • 86,007 miles
    • No accidents, 1 owner, personal use
    • 17 City / 27 Hwy MPG
    • Auto Buying Service (158 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Fairfax, VA / 158 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:

    21 Combined MPG (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8DB8JA404494
    Stock: ABS3642
    Certified Pre-Owned: No
    Listed since: 09-02-2021

  • Photos not available
    $31,114
    great price
    $4,030 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
    $44,495
    good price
    $5,153 below market
    • 54,857 miles
    • 1 accident, 5 owners, corporate fleet vehicle
    • 15 City / 23 Hwy MPG
    • S & S Auto Sales (9 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Virginia Beach, VA / 9 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:

    18 Combined MPG (15 City/23 Highway)

    Listing Information:

    VIN: WDDUG7JB4GA275774
    Stock: 324
    Certified Pre-Owned: No

  • $27,750
    good price
    $3,567 below market
    • 79,000 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

  • $17,900
    good price
    $1,789 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

  • $34,995
    good price
    $3,290 below market
    • 62,252 miles
    • 1 accident, 1 owner, personal use only
    • 17 City / 27 Hwy MPG
    • Kargar Motors (156 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Manassas, VA / 156 miles away from Chesapeake, VA

    BUYING A CAR HAS NEVER BEEN THIS EASY.We specialize in 100% GUARANTEED APPROVAL. BAD CREDIT, NO CREDIT, BANKRUPTCY, REPO, FORECLOSURE...NO PROBLEM. NO...

    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: WDDUG8DB3JA422336
    Stock: KMM13656
    Certified Pre-Owned: No

  • $38,998
    fair price
    $931 above market
    • 65,864 miles
    • No accidents, 2 owners, personal use
    • 17 City / 27 Hwy MPG
    • BMW of Alexandria (152 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Alexandria, VA / 152 miles away from Chesapeake, VA

    * MSRP: $118,145.00 * Total Options: $14,250.00* Exterior Color: Iridium Silver Metallic* Interior Color: Black Nappa Leather* Premium package, $5,000...

    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 (17 City/27 Highway)

    Listing Information:

    VIN: WDDUG8GB4JA346959
    Stock: 346959AN
    Certified Pre-Owned: No
    Listed since: 06-19-2025

  • $29,997
    fair price
    $523 below market
    • 77,979 miles
    • No accidents, 2 owners, personal use
    • 19 City / 28 Hwy MPG
    • Fred's Executive Auto (143 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

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

    Check out this 2018! It just arrived on our lot this past week! Turbocharger technology provides forced air induction, enhancing performance while pre...

    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:

    22 Combined MPG (19 City/28 Highway)

    Listing Information:

    VIN: WDDUG6EB0JA388083
    Stock: P388083
    Certified Pre-Owned: No
    Listed since: 06-12-2025

  • New Listing
    $32,995
    fair price
    $289 below market
    • 55,195 miles
    • No accidents, 3 owners, personal use
    • 18 City / 28 Hwy MPG
    • Hyman Bros INFINITI of Richmond (93 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Midlothian, VA / 93 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:

    22 Combined MPG (18 City/28 Highway)

    Listing Information:

    VIN: WDDUG6GB8JA358035
    Stock: M2609C
    Certified Pre-Owned: No
    Listed since: 01-24-2025

Showing 253 - 273 out of 517 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 2017 Mercedes-Benz S-Class in Chesapeake, VA Values

Estimated values
2017 Mercedes-Benz S-Class S 550 4MATIC 4dr Sedan AWD (4.7L 8cyl Turbo 9A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$24,107$27,998$30,982
Clean$23,230$26,941$29,773
Average$21,767$25,181$27,756
Rough$19,865$22,891$25,135

The average list price of a used 2017 Mercedes-Benz S-Class in Chesapeake, Virginia is $30,487. The average mileage on a used Mercedes-Benz S-Class 2017 for sale in Chesapeake, Virginia is 80,177. Based on the average mileage of 80,177 for used 2017 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 2017 in Chesapeake, Virginia to be $21,767.

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