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498 listings
- $69,991fair price
- 33,204 miles
- No accidents, 2 owners, personal use only
- 17 City / 25 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Houston, TX / 1,199 miles away from Chesapeake, VA
Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Keyless Start,Lane Keeping Assist,Le...
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: W1K6G7GB1MA019832
Stock: MA019832A
Certified Pre-Owned: No - $47,495fair price$1,487 below market
- 31,080 miles
- No accidents, 3 owners, personal use
- 17 City / 27 Hwy MPG
- Crossroads Ford of Apex (161 mi away)
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Located in Apex, NC / 161 miles away from Chesapeake, VA
Clean Carfax, Local Trade, Navigation, Backup Camera, MUST SEE, ONLY AT CROSSROADS FORD OF APEX, GREAT MILES, MSRP NEW WAS $111,175!, WOW, THIS IS A D...
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: WDDUG8GBXKA443438
Stock: T580502A
Certified Pre-Owned: No
Listed since: 05-12-2025 - $49,995fair price$3,201 below market
- 68,681 miles
- 1 accident, 3 owners, personal use
- 8cyl automatic
- Auto Buying Service (158 mi away)
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Located in Fairfax, VA / 158 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: WDDXK8DB6KA036040
Stock: ABS8336
Certified Pre-Owned: No
Listed since: 06-19-2025 - $86,989fair price$869 below market
- 44,035 miles
- 1 accident, 2 owners, personal use only
- 8cyl automatic
- Dulles Kia (179 mi away)
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Located in Leesburg, VA / 179 miles away from Chesapeake, VA
AMG EXTERIOR NIGHT STYLING, AMG CARBON FIBER/BLACK PIANO LACQUER TRIM, AMG DINAMICA/CARBON FIBER PERFORMANCE STEERING WHEEL, 20-INCH AMG FORGED CROSS-...
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/27 Highway)
Listing Information:
VIN: WDDXJ8JB3KA039260
Stock: P4058
Certified Pre-Owned: No
Listed since: 06-05-2025 - Price Drop$65,990fair price$1,752 below market
- 32,609 miles
- No accidents, 1 owner, personal use only
- 17 City / 25 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Freehold, NJ / 266 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Brake Assist,Hands-Free Liftgate,Heated Seats,Keyless Star...
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: W1K6G7GB8MA036837
Stock: SCU98956A
Certified Pre-Owned: No - $33,995good price$2,233 below market
- 68,095 miles
- 1 accident, 1 owner, personal use
- 17 City / 27 Hwy MPG
- Kargar Motors (156 mi away)
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Located in Manassas, VA / 156 miles away from Chesapeake, VA
ASK US ABOUT OUR EXTENDED WARRANTIES * BEAUTIFUL 2019 S-CLASS S 560 AWDMASSAGING SEATS *HEATED AND COOLED SEATS * GREAT COLOR COMBO * BROWN STITCH ALL...
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: WDDUG8GB5KA446702
Stock: KMM6288
Certified Pre-Owned: No - $45,997fair price$13 below market
- 37,890 miles
- No accidents, 2 owners, personal use
- 17 City / 27 Hwy MPG
- CarHub (138 mi away)
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Located in Stafford, VA / 138 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: WDDUG8GB0KA478117
Stock: 478117
Certified Pre-Owned: No - Price Drop$65,495fair price$453 above market
- 47,942 miles
- No accidents, 1 owner, personal use only
- 17 City / 25 Hwy MPG
- Smart Ford (150 mi away)
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Located in South Boston, VA / 150 miles away from Chesapeake, VA
CARFAX One-Owner. Mojave Silver Metallic 2021 Mercedes-Benz S-Class S 580 4MATIC 4.0L V8 ONE OWNER, 4MATIC, Black w/Nappa Leather Upholstery, Heated F...
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: W1K6G7GBXMA036807
Stock: 036807
Certified Pre-Owned: No
Listed since: 06-12-2025 - 92,859 miles
- No accidents, 2 owners, personal use
- 17 City / 27 Hwy MPG
- Merlex Auto Group (156 mi away)
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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: 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: WDDUG8GB3KA475468
Stock: 475468
Certified Pre-Owned: No
Listed since: 05-28-2025- Price Drop
Photos not available$74,000fair price$140 above market- 25,920 miles
- No accidents, 1 owner, rental vehicle
- 20 City / 28 Hwy MPG
- Mercedes-Benz of Annapolis (155 mi away)
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Located in Annapolis, MD / 155 miles away from Chesapeake, VA
JUST ARRIVED. PENDING INSPECTION. Clean Carfax, Carfax 1 Owner, **AMG LINE PACKAGE**, Front ENERGIZING Package, Heated Front Armrests, Heated Rear Arm...
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:
23 Combined MPG (20 City/28 Highway)
Listing Information:
VIN: W1K6G6DB5PA187699
Stock: QA187699
Certified Pre-Owned: No
Listed since: 06-28-2025 - 67,934 miles
- No accidents, 1 owner, personal use
- 18 City / 28 Hwy MPG
- Select Auto Imports (151 mi away)
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Located in Alexandria, VA / 151 miles away from Chesapeake, VA
Original MSRP $106,260.00*Driver Assistance PKG*Premium PKG*Panorama Roof*Heated Steering Wheel*Heated Rear Seats*Wood/Leather Steering Wh...
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: WDDUG6EB3KA484601
Stock: 22887
Certified Pre-Owned: No
Listed since: 05-30-2025- 28,190 miles
- Insurance loss reported, 1 owner, personal use
- 17 City / 25 Hwy MPG
- Bmore Motors (177 mi away)
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Located in Baltimore, MD / 177 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Issue reported
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: Yes
Free History Report: No
Features and Specs:
20 Combined MPG (17 City/25 Highway)
Listing Information:
VIN: W1K6G7GB5MA017758
Stock: W1K6G7GB5MA017758
Certified Pre-Owned: No- New Listing
- 22,710 miles
- 1 accident, 1 owner, personal use
- 17 City / 25 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Los Angeles, CA / 2,356 miles away from Chesapeake, VA
CarFax 1-Owner,Low Mileage,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Keyless Start,Lane ...
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/25 Highway)
Listing Information:
VIN: W1K6G7GB8MA036627
Stock: 20891C
Certified Pre-Owned: No - Price Drop
- 63,209 miles
- Frame damage reported, 2 owners, corporate fleet vehicle
- 18 City / 28 Hwy MPG
- Carplug of Alexandria (151 mi away)
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Located in Alexandria, VA / 151 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:
22 Combined MPG (18 City/28 Highway)
Listing Information:
VIN: WDDUG6EB9KA477832
Stock: CP4174
Certified Pre-Owned: No - 7,910 miles
- No accidents, 2 owners, personal use only
- 20 City / 28 Hwy MPG
- Select Auto Imports (151 mi away)
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Located in Alexandria, VA / 151 miles away from Chesapeake, VA
Original MSRP $124,935.00Still under FULL Factory Warranty up to 06-19-2027 or 50,000 Miles, whichever comes first.*MANUFAKTUR Diamond White ($1,7...
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:
23 Combined MPG (20 City/28 Highway)
Listing Information:
VIN: W1K6G6DB2PA188745
Stock: 22867
Certified Pre-Owned: No
Listed since: 05-17-2025- 15,835 miles
- No accidents, 1 owner, personal use
- 16 City / 25 Hwy MPG
- Merlex Auto Group (156 mi away)
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: 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: Yes
Features and Specs:
19 Combined MPG (16 City/25 Highway)
Listing Information:
VIN: W1K6G7GB5PA168068
Stock: 168068
Certified Pre-Owned: No
Listed since: 10-26-2024- New Listing
- 26,660 miles
- No accidents, 1 owner, personal use only
- 16 City / 25 Hwy MPG
- Royal Auto Club (169 mi away)
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Located in Sterling, VA / 169 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/25 Highway)
Listing Information:
VIN: W1K6G7GB9PA216784
Stock: SAI3047
Certified Pre-Owned: No - New ListingPhotos not available
- 10,837 miles
- No accidents, 1 owner, personal use
- 16 City / 25 Hwy MPG
- Mercedes-Benz of Arlington (156 mi away)
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Located in Arlington, VA / 156 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/25 Highway)
Listing Information:
VIN: W1K6G7GB8PA200298
Stock: BA200298
Certified Pre-Owned: No
Listed since: 07-10-2025 - 32,331 miles
- No accidents, 1 owner, personal use only
- 17 City / 25 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TX to VA*
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Located in Houston, TX / 1,212 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
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: Yes
Features and Specs:
20 Combined MPG (17 City/25 Highway)
Listing Information:
VIN: W1K6G7GB9MA044185
Stock: 27570311
Certified Pre-Owned: No- 31,385 miles
- No accidents, 3 owners, personal use
- 17 City / 27 Hwy MPG
- CarMax Ellicott City (179 mi away)
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Located in Ellicott City, MD / 179 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
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: WDDUG8GB5KA465962
Stock: 26827212
Certified Pre-Owned: No- 41,821 miles
- No accidents, 3 owners, personal use
- 17 City / 25 Hwy MPG
- Euro Motorcars Bethesda (162 mi away)
Close
Located in Bethesda, MD / 162 miles away from Chesapeake, VA
Certified. 9-Speed Automatic 4MATIC , Sienna Brown/Black Leather.4MATIC Mercedes-Benz Details: * Transferable Warranty * Limited Warranty: 12 Month/Un...
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: W1K6G7GBXMA039397
Stock: A23672
Certified Pre-Owned: Yes
Listed since: 06-07-2025
Showing 43 - 63 out of 498 listings
Consumer Reviews for the Mercedes-Benz S-Class
Read recent reviews for the Mercedes-Benz S-Class
never in 21 yrs given MB less than 5 stars, but...
P M, 04/14/2020
2019 Mercedes-Benz S-Class S 450 4MATIC 4dr Sedan AWD (3.0L 6cyl Turbo 9A)
I guess every maker has a bad year. I think it’s MB’s turn. I’ve had this new 2019 S560 4matic sedan 5 months, and all 5, battled operational and technology issues, PLUS, a dealer who has REFUSED to fix the car! And MBUSA has refused to get in the middle. The car will not shift - 3 times in one day, it’s confused, won’t shift into park, and the shifter operates the NAV screen! I felt … like I was being taken over by a machine in Terminator and my car was rebelling. Many technology issues, such as not using a contact for directions - it tells me info is missing, even though it’s there. Won’t load all my contacts (yes, I’ve done everything all the books and MB says), my doors suddenly won’t unlock and I have the key fob. All except technology failures, are intermittent but enough I can not trust the car again. It doesn’t help the dealer actually refused to take the car, won’t send anyone to view the problems so I can create them, MB executive relations won’t get in the middle, and I’m stuck with a car I rightly can’t trust to drive.
Used 2021 Mercedes-Benz S-Class in Chesapeake, VA Values
Estimated values
2021 Mercedes-Benz S-Class S 580 4MATIC 4dr Sedan AWD (4.0L 8cyl Turbo gas/electric mild hybrid 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $59,763 | $61,982 | $64,221 |
| Clean | $58,497 | $60,560 | $62,636 |
| Average | $56,386 | $58,190 | $59,994 |
| Rough | $53,643 | $55,109 | $56,560 |
The average list price of a used 2021 Mercedes-Benz S-Class in Chesapeake, Virginia is $62,215. The average mileage on a used Mercedes-Benz S-Class 2021 for sale in Chesapeake, Virginia is 39,578. Based on the average mileage of 39,578 for used 2021 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 2021 in Chesapeake, Virginia to be $56,386.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.