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496 listings
- New Listing
- 89,941 miles
- Issue reported, 5 owners, personal use
- 17 City / 26 Hwy MPG
- Automan Empire (126 mi away)
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Located in Fredericksburg, VA / 126 miles away from Chesapeake, VA
2016 MERCEDES-BENZ S-CLASS S 550 with powerful 4.7L BITURBO V8 engine and driven only 89941 miles! Fully loaded and much more! CARFAX CERTIFIED**FINAN...
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: WDDUG8CB1GA244369
Stock: AME1088
Certified Pre-Owned: No 
Photos not available- 125,930 miles
- No accidents, 4 owners, personal use only
- 8cyl automatic
- Cars2us Of Fairfax (158 mi away)
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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:
19 Combined MPG (16 City/24 Highway)
Listing Information:
VIN: WDDXJ8FB0GA014042
Stock: CU6454
Certified Pre-Owned: No- New Listing
- 42,637 miles
- 1 accident, 1 owner, personal use only
- 18 City / 28 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Charlotte, NC / 277 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: WDDUG6GB2JA381410
Stock: 2003779095
Certified Pre-Owned: No
Listed since: 05-31-2025 - 107,917 miles
- 1 accident, 2 owners, personal use
- 18 City / 28 Hwy MPG
- Mercedes-Benz of Cary (160 mi away)
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Located in Cary, NC / 160 miles away from Chesapeake, VA
Selenite Gray Metallic 2018 Mercedes-Benz S-Class S 450 3.0L V6 BiTurbo Magma Gray/Espresso Brown w/Exclusive Nappa Leather Upholstery, 13 Speakers, 4...
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: WDDUG6GB3JA348240
Stock: ZP69497A
Certified Pre-Owned: No
Listed since: 05-20-2025- New Listing
- 73,857 miles
- 1 accident, 2 owners, personal use
- 17 City / 27 Hwy MPG
- iDeal Auto (145 mi away)
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Located in Raleigh, NC / 145 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:
21 Combined MPG (17 City/27 Highway)
Listing Information:
VIN: WDDUG8DBXJA393224
Stock: JA393224
Certified Pre-Owned: No - New Listing
- 57,467 miles
- 1 accident, 2 owners, personal use
- 17 City / 27 Hwy MPG
- Baltimore Auto Group (178 mi away)
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Located in Baltimore, MD / 178 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:
21 Combined MPG (17 City/27 Highway)
Listing Information:
VIN: WDDUG8GB0JA386052
Stock: JA386052
Certified Pre-Owned: No - Photos not available
- 109,579 miles
- 1 accident, 3 owners, personal use
- 16 City / 26 Hwy MPG
- Mr. Car of Glen Burnie (168 mi away)
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Located in Glen Burnie, MD / 168 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/26 Highway)
Listing Information:
VIN: WDDUG8FB8GA208223
Stock: G208223B
Certified Pre-Owned: No
Listed since: 03-14-2025 - $39,995great price$3,083 below market
- 84,500 miles
- No accidents, 4 owners, corporate fleet vehicle
- 15 City / 23 Hwy MPG
- Samra Autos (195 mi away)
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Located in Stephens City, VA / 195 miles away from Chesapeake, VA
Our inspection of this vehicle confirms that all major mechanical features are in great shape and ready to go. For added security, we offer a free ext...
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: WDDUG7JB4HA302120
Stock: N-302120
Certified Pre-Owned: No
Listed since: 04-18-2025 - $32,229good price$3,279 below market
- 85,037 miles
- No accidents, 1 owner, personal use only
- 8cyl automatic
- Imperial Highline (157 mi away)
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Located in Manassas, VA / 157 miles away from Chesapeake, VA
KEY FEATURES AND OPTIONS Comes equipped with: Wheels: 20 Amg Multi-Spoke. This Mercedes-Benz S-Class also includes Air Conditioning, Clock, Climate Co...
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/24 Highway)
Listing Information:
VIN: WDDXJ8FB3FA009318
Stock: 09318
Certified Pre-Owned: No
Listed since: 11-22-2024 - Photos not available$29,995good price$3,795 below market
- 105,728 miles
- No accidents, 5 owners, corporate fleet vehicle
- 15 City / 23 Hwy MPG
- CarVault of Waldorf (136 mi away)
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Located in Waldorf, MD / 136 miles away from Chesapeake, VA
Visit CarVault of Waldorf to shop our great deals. You can call 240-607-9909 to schedule your test drive today.
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: WDDUG7JB0FA094900
Stock: CVL1997
Certified Pre-Owned: No - $19,995good price$1,664 below market
- 112,838 miles
- No accidents, 3 owners, personal use
- 16 City / 26 Hwy MPG
- Auto Buying Service (157 mi away)
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Located in Fairfax, VA / 157 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: WDDUG8FB7FA121766
Stock: ABS6121
Certified Pre-Owned: No
Listed since: 09-11-2023 - $25,500good price$2,306 below market
- 66,000 miles
- No accidents, 2 owners, personal use
- 16 City / 26 Hwy MPG
- Fred's Executive Auto (143 mi away)
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Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
Discerning drivers will appreciate the 2015 Mercedes-Benz S-Class! You'll appreciate its safety and convenience features! A turbocharger further enhan...
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: WDDUG8FB4FA183870
Stock: P183870
Certified Pre-Owned: No
Listed since: 04-01-2025 - $23,999good price$2,997 below market
- 74,892 miles
- 1 accident, 2 owners, personal use
- 16 City / 26 Hwy MPG
- Carget Motors (143 mi away)
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Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
The 2015 Mercedes-Benz S 550 stands as a definitive statement in the realm of full-size luxury sedans, embodying a masterful fusion of commanding pres...
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: WDDUG8FB2FA120962
Stock: 120962
Certified Pre-Owned: No
Listed since: 05-30-2025 - $20,966good price$2,310 below market
- 84,692 miles
- 1 accident, 4 owners, corporate fleet vehicle
- 17 City / 26 Hwy MPG
- Global Auto Outlet (149 mi away)
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Located in Temple Hills, MD / 149 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: 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: WDDUG8CB3FA188868
Stock: 188868
Certified Pre-Owned: No
Listed since: 01-29-2025 - New Listing$72,981fair price$1,971 below market
- 21,783 miles
- No accidents, 7 owners, personal use
- 8cyl automatic
- Murphy Motor Company (147 mi away)
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Located in Raleigh, NC / 147 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 - $21,995good price$1,660 below market
- 111,817 miles
- No accidents, 4 owners, corporate fleet vehicle
- 16 City / 25 Hwy MPG
- Autobahn of Woodbridge (143 mi away)
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Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
EASY FINANCING AVAILABLE!EVERYBODY APPROVED HABLAMOS ESPANOLACEPTAMOS ITIN Y PASAPORTEInquire about our Vehicle Warranty programsMilitary Personnel We...
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 (16 City/25 Highway)
Listing Information:
VIN: WDDUG8FB1HA303661
Stock: ABU661
Certified Pre-Owned: No - $21,998fair price$105 below market
- 114,869 miles
- No accidents, 2 owners, personal use
- 16 City / 26 Hwy MPG
- Raleigh Pre-Owned (145 mi away)
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Located in Raleigh, NC / 145 miles away from Chesapeake, VA
Non-smoker owner, Vehicle Runs Well, Lots of storage, Arctic cold a/c, No pets, Seats as good as new, Must test drive, Spotless interior, Fully Loaded...
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: WDDUG8FB7FA188299
Stock: 188299
Certified Pre-Owned: No - $24,950fair price$40 below market
- 79,081 miles
- No accidents, 4 owners, personal use
- 16 City / 26 Hwy MPG
- Cartown (155 mi away)
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Located in Manassas, VA / 155 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: 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: WDDUG8FBXFA157970
Stock: cti1996
Certified Pre-Owned: No - $28,742fair price$620 below market
- 50,674 miles
- No accidents, 1 owner, personal use
- 16 City / 26 Hwy MPG
- Exclusive Motor Cars (186 mi away)
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Located in Randallstown, MD / 186 miles away from Chesapeake, VA
This 2015 Silver Mercedes-Benz S 550 AWD 4MATIC® is well equipped and includes these features and benefits:. 4MATIC® Clean CARFAX. 16/26 City/Highwa...
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: WDDUG8FB4FA163229
Stock: A163229
Certified Pre-Owned: No
Listed since: 05-15-2025 - $29,345fair price$120 below market
- 123,690 miles
- No accidents, 5 owners, personal use
- 15 City / 23 Hwy MPG
- Cartown (155 mi away)
Close
Located in Manassas, VA / 155 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: 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: WDDUG7JBXFA082236
Stock: cti1928
Certified Pre-Owned: No - New Listing$30,990fair price$677 above market
- 74,950 miles
- No accidents, 5 owners, personal use only
- 18 City / 26 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Birmingham, AL / 637 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:
21 Combined MPG (18 City/26 Highway)
Listing Information:
VIN: WDDUG8CB0HA313196
Stock: 2003761134
Certified Pre-Owned: No
Listed since: 06-04-2025
Showing 232 - 252 out of 496 listings
Consumer Reviews for the Mercedes-Benz S-Class
Read recent reviews for the Mercedes-Benz S-Class
Mechanically good; too much tech = LEMON
Aaron, 11/22/2023
2022 Mercedes-Benz S-Class S 500 4MATIC 4dr Sedan AWD (3.0L 6cyl Twincharger gas/electric mild hybrid 9A)
THe car drives like a dream. However, every function is controlled by a touch screen - which means there are NO tactile buttons/knobs. So you MUST constantly take your eyes off the road. All the computer controlled functions are very unreliable. The pop-out door handles are inconsistent & unreliable. The dashcam just doesn't work at all. Same with the air freshener - it doesn't work, … either. There are touch sensitive buttons on the steering wheel - which is just plain STUPID.
The center screen randomly changes screens
The "gestures" function constantly turns lights on and off and opens the sunroof randomly - even if you're not moving.
The trunk closed on my head 2x
The power seat buttons don't move - they hurt to operate the seats.
The blue tooth inconsistently connects.
The rear seat belt tensioners click and rattle (both of them).
The voice assistant is terrible and usually can't understand basic commands.
The fingerprint recognition button doesn't recognize programmed fingerprints
The Distronic (semi-autopilot) will phantom brake for no reason.
This is just a terribly executed car and NOT worth the $150k. Mercedes Benz really [non-permissible content removed] the bed with this one.
Some of these defects/problems are mere annoyances, others are downright dangerous. I'm gettiung ready to sue MB under CA lemon law - and they will lose. the car is only 2 yrs old, but has a mile long service history because of all the defects. An employee at the service dept told me the car is notorious for being problematic - "It's the worst car Mercedes has made in years, they're all coming back to us with a multitude of problems," this person told me.
DO NOT BUY THIS CAR - save yourself the hassle, get something else.
Used 2016 Mercedes-Benz S-Class in Chesapeake, VA Values
Estimated values
2016 Mercedes-Benz S-Class S 550 4dr Sedan (4.7L 8cyl Turbo 7A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $18,810 | $23,504 | $26,844 |
| Clean | $18,059 | $22,519 | $25,668 |
| Average | $16,806 | $20,878 | $23,709 |
| Rough | $15,178 | $18,745 | $21,161 |
The average list price of a used 2016 Mercedes-Benz S-Class in Chesapeake, Virginia is $31,396. The average mileage on a used Mercedes-Benz S-Class 2016 for sale in Chesapeake, Virginia is 85,613. Based on the average mileage of 85,613 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 $16,806.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.