Used 2021 Mercedes-Benz S-Class for Sale nearWinchester, VA
186 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2022
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 429 hp 3L I6
- Exterior color:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 40,371
- Stock #:
- NA098616P
- VIN:
- W1K6G6DB5NA098616
Sponsored by Priority Toyota Springfield
2022 Mercedes-Benz S-Class
S 500 4MATIC AWD
40,371 mi
$58,900
- Year:
- 2022
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 429 hp 3L I6
- Exterior color:
- Gray (Graphite Grey)
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 39,214
- Stock #:
- 152463
- VIN:
- W1K6G6DB3NA152463
Sponsored Listing
2022 Mercedes-Benz S-Class
S 500 4MATIC AWD
39,214 mi
$59,299
- Year:
- 2022
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 429 hp 3L I6
- Exterior color:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 26,641
- Stock #:
- C14511
- VIN:
- W1K6G6DB6NA118579
Sponsored Listing
2022 Mercedes-Benz S-Class
S 500 4MATIC AWD
26,641 mi
$66,999
- Year:
- 2021
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 496 hp 4L V8
- Exterior color:
- White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 25,919
- Stock #:
- 70095637
- VIN:
- W1K6G7GB8MA045716
2021 Mercedes-Benz S-Class
S 580 Sedan 4MATIC
25,919 mi
$64,997
- 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
2020 Mercedes-Benz S-Class
S 450 4MATIC Sedan AWD
47,611 mi
$34,999
- Year:
- 2022
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 429 hp 3L I6
- Exterior color:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 61,393
- Stock #:
- 24678
- VIN:
- W1K6G6DB2NA073205
2022 Mercedes-Benz S-Class
S 500 4MATIC AWD
61,393 mi
$48,695
- Year:
- 2022
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 429 hp 3L I6
- Exterior color:
- Obsidian Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Rear-Axle Steering 4.5 Degree
- Transmission:
- 9-Speed Automatic
- Mileage:
- 54,709
- Stock #:
- Z161013
- VIN:
- W1K6G6DB6NA161013
2022 Mercedes-Benz S-Class
S 500 4MATIC AWD
54,709 mi
$51,999
- Year:
- 2022
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 496 hp 4L V8
- Exterior color:
- Nautical Blue Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Macchiato/Magma Grey)
- Transmission:
- 9-Speed Automatic
- Mileage:
- 46,774
- Stock #:
- 138045
- VIN:
- W1K6G7GB1NA138045
2022 Mercedes-Benz S-Class
S 580 4MATIC AWD
46,774 mi
$64,025
- Year:
- 2022
- 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:
- 9-Speed Automatic
- Mileage:
- 42,166
- Stock #:
- 142313
- VIN:
- W1K6G7GB9NA142313
2022 Mercedes-Benz S-Class
S 580 4MATIC AWD
42,166 mi
$61,338
- Year:
- 2022
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 496 hp 4L V8
- Exterior color:
- Obsidian Black
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Sienna Brown/Black
- Transmission:
- Automatic
- Mileage:
- 39,377
- Stock #:
- 073511
- VIN:
- W1K6G7GB7NA073511
2022 Mercedes-Benz S-Class
S 580 4MATIC AWD
39,377 mi
$69,201
- Year:
- 2022
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 496 hp 4L V8
- Exterior color:
- Obsidian Black
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Macchiato/Magma grey)
- Transmission:
- 9-Speed Automatic
- Mileage:
- 20,164
- Stock #:
- NA140536R
- VIN:
- W1K6G7GB8NA140536
2022 Mercedes-Benz S-Class
S 580 4MATIC AWD
20,164 mi
$75,994
- Year:
- 2022
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 429 hp 3L I6
- Exterior color:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 31,997
- Stock #:
- C14469
- VIN:
- W1K6G6DBXNA150290
2022 Mercedes-Benz S-Class
S 500 4MATIC AWD
31,997 mi
$63,999
- Year:
- 2020
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 463 hp 4L V8
- Exterior color:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 50,618
- Stock #:
- 513856
- VIN:
- WDDUG8DB9LA513856
2020 Mercedes-Benz S-Class
S 560 Sedan RWD
50,618 mi
$41,638
CarGurus Analysis:
2021 Mercedes-Benz S-Class
With 745 currently listed for sale and an average price of $61,746.00, 29.7% of 2021 Mercedes-Benz S-Class models for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Mercedes-Benz S-Class 4 / 5 stars.
85.6% of 2021 S-Class models on CarGurus are accident free.
The 2021 Mercedes-Benz S-Class features a sophisticated infotainment system, advanced safety features, and powerful engine options, including a turbocharged inline-six and a twin-turbo V8.
- Year:
- 2020
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 603 hp 4L V8
- Exterior color:
- White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- White
- Transmission:
- 9-Speed Automatic
- Mileage:
- 63,608
- Stock #:
- 560474
- VIN:
- W1KUG8JB4LA560474
-$2,000
2020 Mercedes-Benz S-Class
S AMG 63 4MATIC Sedan AWD
63,608 mi
$69,120
$67,120
- Year:
- 2020
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 3L V6
- Exterior color:
- Magnetite Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 44,628
- Stock #:
- 11108
- VIN:
- WDDUG6EBXLA514744
2020 Mercedes-Benz S-Class
S 450 4MATIC Sedan AWD
44,628 mi
$36,976
- Year:
- 2022
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 429 hp 3L I6
- Exterior color:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 28,417
- Stock #:
- 17982
- VIN:
- W1K6G6DBXNA106807
2022 Mercedes-Benz S-Class
S 500 4MATIC AWD
28,417 mi
$60,934
- Year:
- 2020
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 463 hp 4L V8
- Exterior color:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Nut Brown/Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 72,285
- Stock #:
- 147811BU
- VIN:
- W1KUG8GB7LA556037
2020 Mercedes-Benz S-Class
S 560 4MATIC Sedan AWD
72,285 mi
$40,244
- Year:
- 2020
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 463 hp 4L V8
- Exterior color:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- White
- Transmission:
- 9-Speed Automatic
- Mileage:
- 104,617
- Stock #:
- 569763
- VIN:
- W1KUG8DB7LA569763
2020 Mercedes-Benz S-Class
S 560 Sedan RWD
104,617 mi
$28,570
- Year:
- 2021
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 496 hp 4L V8
- Exterior color:
- Gray (Graphite Grey)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Silver Grey/Black
- Transmission:
- Automatic
- Mileage:
- 39,376
- Stock #:
- P6682
- VIN:
- W1K6G7GB1MA036369
2021 Mercedes-Benz S-Class
S 580 Sedan 4MATIC
39,376 mi
$61,999
- Year:
- 2022
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 496 hp 4L V8
- Exterior color:
- Nautical Blue Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Exclusive Sienna Brown/Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 83,629
- Stock #:
- 3024305
- VIN:
- W1K6G7GB4NA091447
2022 Mercedes-Benz S-Class
S 580 4MATIC AWD
83,629 mi
$54,885
- Year:
- 2020
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 463 hp 4L V8
- Exterior color:
- Magnetite Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 38,938
- Stock #:
- PA173727A
- VIN:
- WDDUG8GB0LA502921
2020 Mercedes-Benz S-Class
S 560 4MATIC Sedan AWD
38,938 mi
$45,012
- Year:
- 2022
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 496 hp 4L V8
- Exterior color:
- Cirrus Silver Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 3,824
- Stock #:
- PM6802
- VIN:
- W1K6G7GB3NA145367
2022 Mercedes-Benz S-Class
S 580 4MATIC AWD
3,824 mi
$78,248
- Year:
- 2020
- Make:
- Mercedes-Benz
- Model:
- S-Class
- Body type:
- Sedan
- Doors:
- 4 doors
- Drivetrain:
- Rear-Wheel Drive
- Engine:
- 463 hp 4L V8
- Exterior color:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 109,429
- Stock #:
- 29685
- VIN:
- W1KUG8DB0LA529685
-$1,500
Sponsored Listing
2020 Mercedes-Benz S-Class
S 560 Sedan RWD
109,429 mi
$31,394
$29,894
CarGurus Analysis: 2021 Mercedes-Benz S-Class
overall
Summary
With 745 currently listed for sale and an average price of $61,746.00, 29.7% of 2021 Mercedes-Benz S-Class models for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2021 Mercedes-Benz S-Class 4 / 5 stars.
85.6% of 2021 S-Class models on CarGurus are accident free.
The 2021 Mercedes-Benz S-Class features a sophisticated infotainment system, advanced safety features, and powerful engine options, including a turbocharged inline-six and a twin-turbo V8.
Why it stands out
The 2021 Mercedes-Benz S-Class continues to uphold its reputation as a flagship luxury sedan, offering a blend of performance, comfort, and cutting-edge technology. With a choice between the S500 and S580 models, buyers can enjoy powerful engine options, including a 3.0-liter turbocharged inline-six producing 429 horsepower and a 4.0-liter twin-turbo V8 generating 496 horsepower. The S-Class is equipped with a state-of-the-art infotainment system featuring a 12.8-inch OLED touchscreen and a 12.3-inch digital instrument cluster, enhancing the driving experience with intuitive controls and connectivity options. Additionally, the S-Class boasts a spacious and luxurious interior, complete with high-quality materials and advanced ambient lighting. While the price point is high, the S-Class offers features and performance that justify the investment, making it a compelling choice for those seeking a top-tier luxury vehicle.
Other model years to consider
- Average price: $78,756.00
- Good/great deal percentage: 30.6%
- Total listings: 1,240
- Average price: $64,062.00
- Good/great deal percentage: 31.2%
- User rating: 4.5 / 5
- Total listings: 1,150
- Average price: $25,682.00
- Good/great deal percentage: 31.0%
- User rating: 4.95 / 5
- Total listings: 945
This analysis is based on CarGurus' proprietary market data from July 6, 2026, CarGurus experts' opinions, and generative AI.
4.0 Overall rating
Filter by rating
Randall H
Reviewed a 2021 Mercedes-Benz S-Class on Aug 28, 2025
The car was a lemon. Bought back by mb. And was in an accident. They didn’t divulge this info. Ar has had many tire issues as well. Don’t buy it Way overpriced.
Chris V
Reviewed a 2021 Mercedes-Benz S-Class on Jun 5, 2024
This car is a driving experience like no other, power, luxury, amenities. I own a dozen cars from square body trucks, sports cars to Cadillacs, this is unrivaled in its ride. I cant wait to get in it each day.
Deno P
Reviewed a 2021 Mercedes-Benz S-Class on Mar 23, 2023
This car is the ultimate in form and function. It is engineered to exacting performance standards to operate in its pure intent as an automobile to get from point A to B. But it has state of the art exquisite technology and appointments that are so mind blowing that you would drive right past B headed to Z. Performance, comfort and luxury at is best is what this car is.
Rob G
Reviewed a 2021 Mercedes-Benz S-Class on Feb 25, 2022
Full of technology. Easy learning curve. Handles beautifully. Acceleration makes you giggle.
2021 Mercedes-Benz S-Class Trims
| Trim type | MSRP |
|---|---|
| AMG S 63 Cabriolet 4MATIC | $185,400 |
| Maybach S 580 Sedan 4MATIC | $184,900 |
| S 560 Cabriolet RWD | $140,000 |
| AMG S 63 Coupe 4MATIC | $173,100 |
| S 500 Sedan 4MATIC | $109,800 |
| S 560 Coupe 4MATIC | $131,400 |
| S 580 Sedan 4MATIC | $116,300 |
2021 Mercedes-Benz S-Class Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2021 Mercedes-Benz S-Class prices has changed over time.
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