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491 listings
- New Listing
- 68,122 miles
- 17 City / 27 Hwy MPG
- McLaren Washington (171 mi away)
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Located in Sterling, VA / 171 miles away from Chesapeake, VA
Magnetite Black Metallic exterior and Silk Beige/Espresso Brown interior. Navigation, Sunroof, Heated Leather Seats, Power Liftgate, Full-Time 4MATIC®...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
21 Combined MPG (17 City/27 Highway)
Listing Information:
VIN: W1KUG8GB3LA556875
Stock: LA556875Z
Certified Pre-Owned: No
Listed since: 07-28-2025 - New Listing$37,995great price$5,007 below market
- 53,000 miles
- 17 City / 27 Hwy MPG
- Carplex (155 mi away)
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Located in Manassas, VA / 155 miles away from Chesapeake, VA
121K ORGINAL MSRP. BEAUTIFUL EMERALD GREEN!!! PRICE EXCLUDES PROCESSING FEE OF $899.OO. (((---> CARPLEX IS NOT RESPONSIBLE FOR ANY MISPRINT ON FEATU...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
21 Combined MPG (17 City/27 Highway)
Listing Information:
VIN: WDDUG8GBXKA466041
Stock: 10193
Certified Pre-Owned: No
Listed since: 03-12-2025 - $81,971great price$2,272 below market
- 12,250 miles
- No accidents, 2 owners, personal use only
- 8cyl automatic
- Mercedes-Benz of Virginia Beach (9 mi away)
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Located in Virginia Beach, VA / 9 miles away from Chesapeake, VA
Clean CARFAX.Certified. Black 2021 Mercedes-Benz S-Class S 560 4MATIC 4MATIC 9-Speed Automatic 4.0L V84MATIC, Black w/Exclusive Nappa Leather Upholste...
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/26 Highway)
Listing Information:
VIN: W1KXJ8GB5MA050996
Stock: V55075
Certified Pre-Owned: Yes
Listed since: 06-26-2025 - $45,995good price$6,161 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 - $118,995good price$8,004 below market
- 3,354 miles
- No accidents, 1 owner, personal use only
- 17 City / 25 Hwy MPG
- Bob King Autohaus (196 mi away)
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Located in Wilmington, NC / 196 miles away from Chesapeake, VA
CARFAX One-Owner. Clean CARFAX.2025 Mercedes-Benz S-Class S 580 4MATIC® Local Trade In, 4.0L V8, 4MATIC®, Macchiato Beige/Magma Gray w/Leather Upholst...
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: W1K6G7GB0SA319844
Stock: 20196M
Certified Pre-Owned: Yes
Listed since: 06-16-2025 - $72,959good price$4,488 below market
- 22,372 miles
- No accidents, 2 owners, personal use
- 17 City / 25 Hwy MPG
- Bob King Autohaus (196 mi away)
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Located in Wilmington, NC / 196 miles away from Chesapeake, VA
Recent Arrival! Clean CARFAX.2021 Mercedes-Benz S-Class S 580 4MATIC® Local Trade In, 4MATIC®, Exclusive Macchiato/Magma gray w/Exclusive Nappa Leathe...
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: W1K6G7GB0MA038677
Stock: M3577B
Certified Pre-Owned: Yes
Listed since: 07-21-2025 - Price Drop$42,999good price$3,425 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 - $29,163good price$3,336 below market
- 71,551 miles
- 1 accident, 2 owners, personal use
- 17 City / 27 Hwy MPG
- Carget Motors (143 mi away)
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Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
This 2019 Mercedes-Benz S 560 4MATIC represents the pinnacle of luxury, refinement, and advanced engineering in a full-size sedan. Finished in a prist...
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: WDDUG8GB3KA433849
Stock: 433849
Certified Pre-Owned: No
Listed since: 05-08-2025 - $34,999good price$2,482 below market
- 74,515 miles
- No accidents, 1 owner, personal use
- 17 City / 27 Hwy MPG
- Carget Motors (143 mi away)
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Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
The 2019 Mercedes-Benz S 560 4MATIC is a pinnacle of luxury and performance, offering a driving experience that is both refined and exhilarating. The ...
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: WDDUG8GB8KA438223
Stock: 438223
Certified Pre-Owned: No
Listed since: 06-28-2025 - $64,290good price$3,073 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$2,293 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 - New Listing$66,998fair price$1,650 below market
- 31,148 miles
- 17 City / 25 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CA to VA*
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Located in Duarte, CA / 2,339 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:
20 Combined MPG (17 City/25 Highway)
Listing Information:
VIN: W1K6G7GB2MA016955
Stock: 27737594
Certified Pre-Owned: No - $84,990fair price$845 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 - $64,994fair price$923 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 - New Listing
- 47,535 miles
- No accidents, 1 owner, personal use only
- 17 City / 25 Hwy MPG
- CarMax (In-stock online)
- Transfer available from FL to VA*
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Located in Fort Myers, FL / 774 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:
20 Combined MPG (17 City/25 Highway)
Listing Information:
VIN: W1K6G7GBXMA038363
Stock: 27638651
Certified Pre-Owned: No - 53,220 miles
- No accidents, 1 owner, personal use
- 18 mi est. electric range
- 21 City / 26 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:
23 Combined MPG (21 City/26 Highway)
Listing Information:
VIN: WDDUG7DB8KA474377
Stock: 474377
Certified Pre-Owned: No
Listed since: 06-18-2025- 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- 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- 87,557 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 17 City / 27 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: 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 (17 City/27 Highway)
Listing Information:
VIN: WDDUG8DBXKA442083
Stock: 442083
Certified Pre-Owned: No
Listed since: 06-11-2025- New Listing$37,990fair price$1,876 above market
- 57,439 miles
- 1 accident, 1 owner, personal use
- 18 City / 28 Hwy MPG
- Carvana - Richmond (100 mi away)
- Home delivery*
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Located in Richmond, VA / 100 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:
22 Combined MPG (18 City/28 Highway)
Listing Information:
VIN: WDDUG6EBXKA431233
Stock: 2003873993
Certified Pre-Owned: No
Listed since: 07-09-2025 - 54,923 miles
- Frame damage reported, 3 owners, personal use only
- 17 City / 27 Hwy MPG
- Lease Return Center (140 mi away)
Close
Located in Triangle, VA / 140 miles away from Chesapeake, VA
--S560 V8--4MATIC AWD--ONLY 56K MILES!!!--GORGEOUS BLACK ON BLACK WITH EVERY OPTIONS!!--CARFAX CERTIFIED!!!!--LOOKS AND RUNS AMAZING!!!!--THE BEST PRI...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
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:
21 Combined MPG (17 City/27 Highway)
Listing Information:
VIN: WDDUG8GB5KA481188
Stock: 81188
Certified Pre-Owned: No
Showing 85 - 105 out of 491 listings
Consumer Reviews for the Mercedes-Benz S-Class
Read recent reviews for the Mercedes-Benz S-Class
Beautiful looking but beware of quirks.....
sport sedan owner, 05/14/2023
2023 Mercedes-Benz S-Class S 500 4MATIC 4dr Sedan AWD (3.0L 6cyl Twincharger gas/electric mild hybrid 9A)
The car drives great when working. Its looks great and still turn heads, but in 5 months of ownership, it has been in service 3 times. The engine light has gone on with no answer as to what the problem is. The mechanism for the door to open, broke and we were unable to open the door. Lots of quirks to the software and even key to open the doors is suspect.
I hope Mercedes learns to be … reliable.
Used 2020 Mercedes-Benz S-Class in Chesapeake, VA Values
Estimated values
2020 Mercedes-Benz S-Class S 560 4MATIC 4dr Sedan AWD (4.0L 8cyl Turbo 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $39,237 | $44,072 | $48,759 |
| Clean | $38,254 | $42,907 | $47,403 |
| Average | $36,617 | $40,966 | $45,144 |
| Rough | $34,488 | $38,442 | $42,206 |
The average list price of a used 2020 Mercedes-Benz S-Class in Chesapeake, Virginia is $53,979. The average mileage on a used Mercedes-Benz S-Class 2020 for sale in Chesapeake, Virginia is 48,935. Based on the average mileage of 48,935 for used 2020 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 2020 in Chesapeake, Virginia to be $36,617.
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