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Used Mercedes-Benz S-Class for Sale near Winchester, VA

350 results

Year:
2018
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
3L V6
Exterior color:
Iridium Silver Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
54,657
Stock #:
390827
VIN:
WDDUG6EBXJA390827
Iridium Silver Metallic 2018 Mercedes-Benz S-Class Sedan All-Wheel Drive 9-Speed Automatic
Trust Auto

Sponsored by Trust Auto

2018 Mercedes-Benz S-Class

S 450 4MATIC AWD

54,657 mi

Sykesville, MD
63 mi away
Fair Deal

$31,994

Year:
2018
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
463 hp 4L V8
Exterior color:
Silver
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
97,325
Stock #:
349186
VIN:
WDDUG8GB1JA349186
Silver 2018 Mercedes-Benz S-Class Sedan All-Wheel Drive 9-Speed Automatic

Sponsored Listing

2018 Mercedes-Benz S-Class

S 560 4MATIC AWD

97,325 mi

Suitland, MD
73 mi away
Great Deal

$23,779

Year:
2019
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
463 hp 4L V8
Exterior color:
Obsidian Black Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Nut Brown/Black
Transmission:
Automatic
Mileage:
28,136
Stock #:
KMB260750A
VIN:
WDDUG8GB6KA426894
Obsidian Black Metallic 2019 Mercedes-Benz S-Class Sedan All-Wheel Drive Automatic

Sponsored Listing

2019 Mercedes-Benz S-Class

S 560 4MATIC AWD

28,136 mi

Catonsville, MD
75 mi away
Fair Deal

$50,000

Year:
2020
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
3L V6
Exterior color:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
43,379
Stock #:
28939978
VIN:
WDDUG6GB3LA521757
Black 2020 Mercedes-Benz S-Class Sedan Rear-Wheel Drive Automatic
New arrival

 

2020 Mercedes-Benz S-Class

S 450 Sedan RWD

43,379 mi

Store transfer to Winchester, VA
Price includes $1,499 shipping
Fair Deal

$38,497

Year:
2018
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
463 hp 4L V8
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Transmission:
9-Speed Automatic
Mileage:
77,994
Stock #:
A367927A
VIN:
WDDUG8DB2JA367927
 2018 Mercedes-Benz S-Class Sedan Rear-Wheel Drive 9-Speed Automatic

 

2018 Mercedes-Benz S-Class

S 560 RWD

77,994 mi

Randallstown, MD
73 mi away
Good Deal

$29,995

Year:
2020
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
3L V6
Exterior color:
Lunar Blue Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Silk Beige/Espresso Brown
Transmission:
Automatic
Mileage:
47,611
Stock #:
P6583
VIN:
WDDUG6EB5LA511167
Lunar Blue Metallic 2020 Mercedes-Benz S-Class Sedan All-Wheel Drive Automatic
Price drop

-$1,000

 

2020 Mercedes-Benz S-Class

S 450 4MATIC Sedan AWD

47,611 mi

Alexandria, VA
65 mi away
Good Deal

$35,999

$34,999

Year:
2019
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
603 hp 4L V8
Exterior color:
Silver
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
23,489
Stock #:
480922
VIN:
WDDUG8JB1KA480922
Silver 2019 Mercedes-Benz S-Class Sedan All-Wheel Drive 9-Speed Automatic

 

2019 Mercedes-Benz S-Class

S 63 AMG 4MATIC

23,489 mi

Stafford, VA
64 mi away
Great Deal

$60,576

Year:
2017
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
Rear-Wheel Drive
Engine:
449 hp 4.7L V8
Exterior color:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
120,696
Stock #:
309199
VIN:
WDDUG8CB8HA309199
Black 2017 Mercedes-Benz S-Class Sedan Rear-Wheel Drive 9-Speed Automatic
Price drop

-$2,001

 

2017 Mercedes-Benz S-Class

S 550 Sedan

120,696 mi

Stafford, VA
64 mi away
Great Deal

$21,599

$19,598

Year:
2015
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
449 hp 4.7L V8
Exterior color:
Silver
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
124,075
Stock #:
DRM1001
VIN:
WDDUG8FB2FA126292
Silver 2015 Mercedes-Benz S-Class Sedan All-Wheel Drive Automatic

 

2015 Mercedes-Benz S-Class

S 550 4MATIC

124,075 mi

Colonial Beach, VA
93 mi away
Good Deal

$15,995

Recommended model year:

2023 Mercedes-Benz S-Class

4.7

Shop 2023 Mercedes-Benz S-Class »
  • With 1,240 currently listed for sale and an average price of $78,989, 34.0% of 2023 Mercedes-Benz S-Class vehicles for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2023 Mercedes-Benz S-Class 4.7 / 5 stars.

  • 91.4% of 2023 S-Class models on CarGurus are accident free.

  • The 2023 Mercedes-Benz S-Class features advanced safety technologies, a luxurious interior with beautiful materials, and an impressive plug-in hybrid powertrain that allows for 56 miles of all-electric range.

Research summarized using AI

 

Year:
2025
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
3L I6 Hybrid
Exterior color:
Black
Combined gas mileage:
64 MPG
Fuel type:
Hybrid
Interior color:
Gray
Transmission:
Automatic
Mileage:
4,844
Stock #:
27969472
VIN:
W1K6G6KB1SA322317
Black 2025 Mercedes-Benz S-Class Sedan All-Wheel Drive Automatic
New arrival

 

2025 Mercedes-Benz S-Class

S 580e 4MATIC

4,844 mi

Store transfer to Winchester, VA
Free shipping to Winchester, VA
Great Deal

$98,998

Year:
2015
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
449 hp 4.7L V8
Exterior color:
Silver
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
93,348
Stock #:
KTTTFA079785
VIN:
WDDUG8FB8FA079785
Silver 2015 Mercedes-Benz S-Class Sedan All-Wheel Drive Automatic
New arrival

 

2015 Mercedes-Benz S-Class

S 550 4MATIC

93,348 mi

Vienna, VA
52 mi away
Fair Deal

$21,995

Year:
2010
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
382 hp 5.5L V8
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Transmission:
7-Speed Automatic
Mileage:
116,757
Stock #:
347452
VIN:
WDDNG8GB2AA347452
 2010 Mercedes-Benz S-Class Sedan All-Wheel Drive 7-Speed Automatic

 

2010 Mercedes-Benz S-Class

S 550 4MATIC

116,757 mi

Arlington, VA
61 mi away
Good Deal

$10,152

Year:
2023
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
496 hp 4L V8
Exterior color:
Black
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
40,905
Stock #:
28750506
VIN:
W1K6G7GB4PA232665
Black 2023 Mercedes-Benz S-Class Sedan All-Wheel Drive Automatic

 

2023 Mercedes-Benz S-Class

S 580 4MATIC AWD

40,905 mi

Store transfer to Winchester, VA
Price includes $1,999 shipping
Fair Deal

$72,997

Year:
2015
Make:
Mercedes-Benz
Model:
S-Class
Body type:
Sedan
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
449 hp 4.7L V8
Exterior color:
White
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Cream
Transmission:
7-Speed Automatic
Mileage:
130,880
Stock #:
cti2534
VIN:
WDDUG8FB1FA159929
White 2015 Mercedes-Benz S-Class Sedan All-Wheel Drive 7-Speed Automatic

Sponsored Listing

2015 Mercedes-Benz S-Class

S 550 4MATIC

130,880 mi

Manassas, VA
48 mi away
Fair Deal

$17,850

Page 1 of 17

FAQs

Is the S550 fast?
Yes, the Mercedes-Benz S550 is considered fast for a luxury sedan. It can reach a top speed of 132 mph with M+S-rated tires, and even higher with optional Z-rated tires. It performs well in acceleration tests, trailing only slightly behind comparable BMW models to 100 mph but being quicker in the quarter-mile run. Its impressive speed and performance make it a standout in its class.
Is the S-Class a reliable car?
Yes, the Mercedes-Benz S-Class is generally regarded as a reliable car. Models like the W221 have proven to be robust, with many high-mileage examples still performing well on the roads. It receives strong reliability ratings, such as 4.5 stars out of 5 from AutoExpress. However, the reliability of an S-Class can depend on factors like the specific model, year, mileage, and how well it has been maintained.
Why was the S-Class discontinued?
The discontinuation of the S-Class Coupé and Cabriolet was primarily due to limited market demand. Customers seeking a luxury convertible or coupe were often better served by the SL-Class hardtop convertible or the E-Class Coupé/Cabriolet, which have more brand equity and better sales performance. As a result, Mercedes decided to focus on these more popular models.
Is a Mercedes S-Class worth it?
Yes, the Mercedes-Benz S-Class is widely considered worth the investment. It excels in handling, ride quality, and overall luxury, often surpassing competitors like the BMW 7-series and Genesis G90. The S-Class consistently earns high marks and is frequently included in awards lists, highlighting its exceptional blend of performance, comfort, and advanced features.
How much does the Mercedes-Benz S-Class cost in Winchester, VA?
The average Mercedes-Benz S-Class costs about $52,319.71. The average price has increased by 7.3% since last year. The 964 for sale near Winchester, VA on CarGurus, range from $2,999 to $344,064 in price.
Is the Mercedes-Benz S-Class a good car?
CarGurus experts gave the 2025 Mercedes-Benz S-Class an overall rating of 7.3/10 and Mercedes-Benz S-Class owners have rated the vehicle a 4.7/5 stars on average. If a vehicle has both strong expert and owner reviews, you can feel confident in its quality. If either expert reviews, owner reviews, or both are spotty, you might want to do some research to figure out where the car falls short.
How many Mercedes-Benz S-Class vehicles in Winchester, VA have no reported accidents or damage?
712 out of 964 for sale near Winchester, VA have no reported accidents or damage.
Is the Mercedes-Benz S-Class safe?
CarGurus experts gave the 2025 Mercedes-Benz S-Class a safety rating of 7/10.
What fuel types are available?
Diesel, Gasoline, Hybrid engines are available.

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