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515 listings
- New Listing$19,647good price$3,157 below market
- 101,745 miles
- 1 accident, 2 owners, personal use only
- 16 City / 26 Hwy MPG
- Mercedes-Benz of Fayetteville (193 mi away)
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Located in Fayetteville, NC / 193 miles away from Chesapeake, VA
4MATIC, Black Leather, 13 Speakers, 18" 10-Spoke Wheels, 4-Wheel Disc Brakes, ABS brakes, Adaptive suspension, Air Conditioning, Alloy wheels, AM/FM r...
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: WDDUG8FB0EA022639
Stock: 7011Q
Certified Pre-Owned: No
Listed since: 08-16-2025 - $9,848fair price$1,358 below market
- 128,625 miles
- No accidents, 2 owners, personal use
- 14 City / 20 Hwy MPG
- Rolls-Royce Motor Cars Raleigh (144 mi away)
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Located in Raleigh, NC / 144 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:
16 Combined MPG (14 City/20 Highway)
Listing Information:
VIN: WDDNG86X98A183253
Stock: R5146B
Certified Pre-Owned: No
Listed since: 05-21-2025 - $31,990good price
- 40,128 miles
- No accidents, 2 owners, personal use only
- 17 City / 25 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Houston, TX / 1,213 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:
20 Combined MPG (17 City/25 Highway)
Listing Information:
VIN: WDDUG8CB0EA044077
Stock: 2003808218
Certified Pre-Owned: No
Listed since: 07-10-2025 - 96,617 miles
- 1 accident, 2 owners, personal use only
- 16 City / 26 Hwy MPG
- Kevin's Kars (86 mi away)
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Located in Richmond, VA / 86 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: WDDUG8FB8FA121808
Stock: 121808
Certified Pre-Owned: No- $7,999good price$1,490 below market
- 114,329 miles
- 1 accident, 4 owners, personal use only
- 14 City / 21 Hwy MPG
- Kinda Auto Sales (145 mi away)
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Located in Clayton, NC / 145 miles away from Chesapeake, VA
* AC IS NOT WORKING *
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:
16 Combined MPG (14 City/21 Highway)
Listing Information:
VIN: WDDNG71X18A193907
Stock: 193907
Certified Pre-Owned: No
Listed since: 02-06-2025 - Price Drop$36,995fair price$525 below market
- 78,000 miles
- No accidents, 5 owners, corporate fleet vehicle
- 15 City / 23 Hwy MPG
- Carplex (150 mi away)
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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: 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: WDDUG7JBXGA205907
Stock: 10328
Certified Pre-Owned: No
Listed since: 07-30-2025 - $9,963fair price$1,422 below market
- 100,142 miles
- No accidents, 4 owners, personal use
- 14 City / 20 Hwy MPG
- Superior Car Center (190 mi away)
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Located in Strasburg, VA / 190 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:
16 Combined MPG (14 City/20 Highway)
Listing Information:
VIN: WDDNG86X28A205481
Stock: 205481
Certified Pre-Owned: No
Listed since: 05-12-2025 - $29,786good price$3,817 below market
- 92,252 miles
- 1 accident, 3 owners, corporate fleet vehicle
- 8cyl automatic
- Royal Auto Club (164 mi away)
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Located in Sterling, VA / 164 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:
19 Combined MPG (16 City/24 Highway)
Listing Information:
VIN: WDDXJ8FB2GA016021
Stock: SAI3040
Certified Pre-Owned: No - $14,183good price$1,578 below market
- 152,098 miles
- 1 accident, 4 owners, personal use only
- 16 City / 26 Hwy MPG
- DealHunter Autos (133 mi away)
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Located in Stafford, VA / 133 miles away from Chesapeake, VA
S 550 4MATIC�, 4D Sedan, 4.7L V8 BiTurbo, 7-Speed Automatic, 4MATIC�, Leather. 2016 Mercedes-Benz S-Class S 550 4MATIC� 4MATIC� 7-Speed Automatic 4.7L...
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: WDDUG8FB3GA220344
Stock: DHA-220344BB
Certified Pre-Owned: No - $26,399fair price$1,412 below market
- 72,164 miles
- No accidents, 3 owners, personal use
- 16 City / 26 Hwy MPG
- Metri Motors (154 mi away)
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Located in Raleigh, NC / 154 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: WDDUG8FB2GA217774
Stock: 217774
Certified Pre-Owned: No - $9,500fair price$652 below market
- 107,000 miles
- No accidents, 1 owner, personal use only
- 14 City / 20 Hwy MPG
- Tyson Auto Sales (155 mi away)
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Located in Vienna, VA / 155 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:
16 Combined MPG (14 City/20 Highway)
Listing Information:
VIN: WDDNG86X08A237989
Stock: 237989
Certified Pre-Owned: No
Listed since: 06-24-2025 - $44,995fair price$593 below market
- 78,811 miles
- 2 accidents, 4 owners, personal use only
- 8cyl automatic
- Auto Buying Service (152 mi away)
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Located in Fairfax, VA / 152 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/23 Highway)
Listing Information:
VIN: WDDXJ7JB5GA011848
Stock: ABS8478
Certified Pre-Owned: No
Listed since: 07-31-2025 - Price Drop$24,950good price$1,429 below market
- 69,260 miles
- 1 accident, 6 owners, personal use
- 16 City / 26 Hwy MPG
- Prime Motors (148 mi away)
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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:
19 Combined MPG (16 City/26 Highway)
Listing Information:
VIN: WDDUG8FB8GA246387
Stock: 246387
Certified Pre-Owned: No - $17,999fair price$169 above market
- 109,350 miles
- No accidents, 1 owner, personal use only
- 17 City / 25 Hwy MPG
- A&R Auto Sales of Raleigh (146 mi away)
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Located in Raleigh, NC / 146 miles away from Chesapeake, VA
Visit A+R Automotive to shop our great deals. You can contact us or call 9**-5**-1*** to schedule your test drive today.
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: WDDUG8CB3EA008688
Stock: 008688
Certified Pre-Owned: No
Listed since: 04-26-2025 - $18,995fair price$598 below market
- 95,496 miles
- 1 accident, 5 owners, corporate fleet vehicle
- 16 City / 26 Hwy MPG
- Prestige Pre Owned Auto Sales Limited Liability Company (165 mi away)
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Located in Rockville, MD / 165 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:
19 Combined MPG (16 City/26 Highway)
Listing Information:
VIN: WDDUG8FB2EA061104
Stock: AE00586
Certified Pre-Owned: No
Listed since: 12-12-2024 - $21,785fair price$546 above market
- 80,960 miles
- No accidents, 3 owners, corporate fleet vehicle
- 16 City / 26 Hwy MPG
- Auto Member (174 mi away)
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Located in Leesburg, VA / 174 miles away from Chesapeake, VA
2014 Mercedes-Benz S-Class S 550 Black 4MATIC® 4MATIC® 7-Speed Automatic 4.6L V8 DI DOHC 32V Clean Carfax, Navigation System, Rear-View Camera, 4MATIC...
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: WDDUG8FB1EA032905
Stock: 22226
Certified Pre-Owned: No
Listed since: 06-21-2022 - New Listing$18,950fair price$701 above market
- 126,450 miles
- No accidents, 3 owners, personal use only
- 17 City / 25 Hwy MPG
- Pro Auto Select (124 mi away)
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Located in Fredericksburg, VA / 124 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:
20 Combined MPG (17 City/25 Highway)
Listing Information:
VIN: WDDUG8CB6EA066293
Stock: 066293
Certified Pre-Owned: No
Listed since: 08-27-2025 - Price Drop
- 61,958 miles
- Issue reported, 5 owners, personal use
- 17 City / 26 Hwy MPG
- Prime Motors (148 mi away)
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: 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: WDDUG8CB8GA215032
Stock: 215032
Certified Pre-Owned: No - 166,850 miles
- 1 accident, 3 owners, personal use only
- 17 City / 25 Hwy MPG
- A to Z Motors (86 mi away)
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Located in Richmond, VA / 86 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: Yes
Lemon Status: No
Free History Report: No
Features and Specs:
20 Combined MPG (17 City/25 Highway)
Listing Information:
VIN: WDDUG8CBXEA012463
Stock: SILVER ZZZ
Certified Pre-Owned: No
Listed since: 08-28-2025- Price Drop$14,995fair price$486 above market
- 161,186 miles
- 1 accident, 3 owners, personal use
- 17 City / 25 Hwy MPG
- Carzone & Auto Brokers (20 mi away)
Close
Located in Newport News, VA / 20 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/25 Highway)
Listing Information:
VIN: WDDUG8CB3EA012191
Stock: 012191
Certified Pre-Owned: No
Listed since: 08-24-2025 - $12,786fair price$981 above market
- 89,950 miles
- 1 accident, 6 owners, personal use
- 14 City / 21 Hwy MPG
- Pro Auto Alliance (76 mi away)
Close
Located in Richmond, VA / 76 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:
16 Combined MPG (14 City/21 Highway)
Listing Information:
VIN: WDDNG71X48A176518
Stock: 176518
Certified Pre-Owned: No
Listed since: 07-18-2025
Showing 169 - 189 out of 515 listings
Consumer Reviews for the Mercedes-Benz S-Class
Read recent reviews for the Mercedes-Benz S-Class
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
Used 2014 Mercedes-Benz S-Class in Chesapeake, VA Values
Estimated values
2014 Mercedes-Benz S-Class S550 4MATIC 4dr Sedan AWD (4.7L 8cyl Turbo 7A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $14,700 | $17,659 | $19,519 |
| Clean | $14,017 | $16,772 | $18,466 |
| Average | $12,879 | $15,294 | $16,712 |
| Rough | $11,400 | $13,372 | $14,432 |
The average list price of a used 2014 Mercedes-Benz S-Class in Chesapeake, Virginia is $21,022. The average mileage on a used Mercedes-Benz S-Class 2014 for sale in Chesapeake, Virginia is 101,113. Based on the average mileage of 101,113 for used 2014 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 2014 in Chesapeake, Virginia to be $12,879.
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