
Used Mercedes-Benz S-Class for Sale in Chicago, IL
Showing 1-20 of 335 Listings
$21,997
2014 Mercedes-Benz S-Class S 550
- 85,035 Miles
- Calumet City, IL (17 mi away)
- Remaining Lifespan: 7.1741524 yrs
- $29 Above market value of $21,967
- Listed Today
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iSeeCars Dealer Score
Used 2014 Mercedes-Benz S-Class S 550 for Sale
85,035 Miles
Calumet City, IL (17 mi away)
| Category | Used Cars |
| Price | $21,997 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | WDDUG8CB2EA009444 |
| Location | Calumet City, IL - 17 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 85,035 mi. |
| Transmission | Automatic |
| Drivetrain | Rear-wheel drive |
$206,665
2026 Mercedes-Benz S-Class AMG S 63 E Performan
- Northbrook, IL (21 mi away)
- 6781 Below similar cars
- Listed Today
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iSeeCars Dealer Score
New 2026 Mercedes-Benz S-Class AMG S 63 E Performance for Sale
12 Miles
Northbrook, IL (21 mi away)
| Category | New Cars |
| Price | $206,665 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Plug-in Hybrid |
| Seats | 5 Seats |
| VIN | W1K6G8CB3TA370395 |
| Location | Northbrook, IL - 21 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 12 mi. |
| Transmission | Automatic |
| Exterior Color | Gray |
| Interior Color | Black |
| Drivetrain | All-wheel drive |
$146,555
2026 Mercedes-Benz S-Class S 580 4MATIC
- Northbrook, IL (21 mi away)
- $3,283 Above similar cars
- Listed Today
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iSeeCars Dealer Score
New 2026 Mercedes-Benz S-Class S 580 4MATIC for Sale
9 Miles
Northbrook, IL (21 mi away)
| Category | New Cars |
| Price | $146,555 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Seats | 5 Seats |
| VIN | W1K6G7GB8TA371045 |
| Location | Northbrook, IL - 21 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 9 mi. |
| Transmission | Automatic |
| Exterior Color | Red |
| MPG | 20 combined |
| Drivetrain | All-wheel drive |
2009 Mercedes-Benz S-Class S 550 4MATIC
- 95,501 Miles
- Chicago Heights, IL (24 mi away)
- Remaining Lifespan: 5.678363 yrs
- Market Price: $12,393
- Listed 1 day ago
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iSeeCars Dealer Score
Used 2009 Mercedes-Benz S-Class S 550 4MATIC for Sale
95,501 Miles
Chicago Heights, IL (24 mi away)
| Category | Used Cars |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | WDDNG86X69A247623 |
| Location | Chicago Heights, IL - 24 mi. |
| Features | bluetooth, child safety, navigation, leather upholstery, sunroof |
| Mileage | 95,501 mi. |
| Transmission | Automatic |
| MPG | 17 combined |
| Drivetrain | All-wheel drive |
$169,999
2024 Mercedes-Benz S-Class Mercedes-Maybach S 5
- 595 Miles
- Hoffman Estates, IL (28 mi away)
- $9,760 Above market value of $160,238
- Low annual miles
- Listed 1 day ago
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iSeeCars Dealer Score
Used 2024 Mercedes-Benz S-Class Mercedes-Maybach S 580 4MATIC for Sale
595 Miles
Hoffman Estates, IL (28 mi away)
| Category | Used Cars |
| Price | $169,999 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | W1K6X7GB7RA286044 |
| Location | Hoffman Estates, IL - 28 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 595 mi. |
| Transmission | Automatic |
| Exterior Color | Silver |
| Interior Color | Brown |
| MPG | 21 combined |
| Drivetrain | All-wheel drive |
$141,999
2024 Mercedes-Benz S-Class AMG S 63 E Performan
- 13,631 Miles
- Hoffman Estates, IL (28 mi away)
- $4,892 Below market value of $146,891
- Low annual miles
- Listed 1 day ago
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iSeeCars Dealer Score
Used 2024 Mercedes-Benz S-Class AMG S 63 E Performance for Sale
13,631 Miles
Hoffman Estates, IL (28 mi away)
| Category | Used Cars |
| Price | $141,999 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Plug-in Hybrid |
| Seats | 5 Seats |
| VIN | W1K6G8CB9RA291743 |
| Location | Hoffman Estates, IL - 28 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 13,631 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| Interior Color | Black |
| Drivetrain | All-wheel drive |
$27,990
2015 Mercedes-Benz S-Class S 550 4MATIC
- 63,187 Miles
- Chicago, IL (2 mi away)
- Remaining Lifespan: 7.2781024 yrs
- $786 Above market value of $27,204
- Listed 1 day ago
Used 2015 Mercedes-Benz S-Class S 550 4MATIC for Sale
63,187 Miles
Chicago, IL (2 mi away)
| Category | Used Cars |
| Price | $27,990 |
| For Sale By | dealer |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | WDDUG8FB6FA100083 |
| Location | Chicago, IL - 2 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 63,187 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| Interior Color | Black |
| MPG | 19 combined |
| Drivetrain | All-wheel drive |
$152,460
2026 Mercedes-Benz S-Class S 580 4MATIC
- Libertyville, IL (34 mi away)
- Average Price: $143,272
- Listed 1 day ago
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iSeeCars Dealer Score
New 2026 Mercedes-Benz S-Class S 580 4MATIC for Sale
10 Miles
Libertyville, IL (34 mi away)
| Category | New Cars |
| Price | $152,460 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Seats | 5 Seats |
| VIN | W1K6G7GB6TA370931 |
| Location | Libertyville, IL - 34 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 10 mi. |
| Transmission | Automatic |
| Exterior Color | Obsidian black metallic |
| Interior Color | Black |
| MPG | 20 combined |
| Drivetrain | All-wheel drive |
$159,999
2025 Mercedes-Benz S-Class AMG S 63 E Performan
- 1,816 Miles
- Hoffman Estates, IL (28 mi away)
- $15,204 Below market value of $175,203
- Low annual miles
- Listed 2 days ago
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iSeeCars Dealer Score
Used 2025 Mercedes-Benz S-Class AMG S 63 E Performance for Sale
1,816 Miles
Hoffman Estates, IL (28 mi away)
| Category | Used Cars |
| Price | $159,999 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Plug-in Hybrid |
| Seats | 5 Seats |
| VIN | W1K6G8CB3SA318988 |
| Location | Hoffman Estates, IL - 28 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 1,816 mi. |
| Transmission | Automatic |
| Exterior Color | White |
| Interior Color | Red |
| MPG | 49 combined |
| Drivetrain | All-wheel drive |
$169,999
2024 Mercedes-Benz S-Class Mercedes-Maybach S 5
- 572 Miles
- Hoffman Estates, IL (28 mi away)
- $9,740 Above market value of $160,258
- Low annual miles
- Listed 2 days ago
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iSeeCars Dealer Score
Used 2024 Mercedes-Benz S-Class Mercedes-Maybach S 580 4MATIC for Sale
572 Miles
Hoffman Estates, IL (28 mi away)
| Category | Used Cars |
| Price | $169,999 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | W1K6X7GB2RA288171 |
| Location | Hoffman Estates, IL - 28 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 572 mi. |
| Transmission | Automatic |
| Exterior Color | Gray |
| Interior Color | Brown |
| MPG | 21 combined |
| Drivetrain | All-wheel drive |
$169,999
2024 Mercedes-Benz S-Class Mercedes-Maybach S 5
- 584 Miles
- Hoffman Estates, IL (28 mi away)
- $9,750 Above market value of $160,248
- Low annual miles
- Listed 2 days ago
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iSeeCars Dealer Score
Used 2024 Mercedes-Benz S-Class Mercedes-Maybach S 580 4MATIC for Sale
584 Miles
Hoffman Estates, IL (28 mi away)
| Category | Used Cars |
| Price | $169,999 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | W1K6X7GB6RA288173 |
| Location | Hoffman Estates, IL - 28 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 584 mi. |
| Transmission | Automatic |
| Exterior Color | Gray |
| Interior Color | Brown |
| MPG | 21 combined |
| Drivetrain | All-wheel drive |
$169,999
2024 Mercedes-Benz S-Class Mercedes-Maybach S 5
- 517 Miles
- Hoffman Estates, IL (28 mi away)
- $9,692 Above market value of $160,306
- Low annual miles
- Listed 2 days ago
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iSeeCars Dealer Score
Used 2024 Mercedes-Benz S-Class Mercedes-Maybach S 580 4MATIC for Sale
517 Miles
Hoffman Estates, IL (28 mi away)
| Category | Used Cars |
| Price | $169,999 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | W1K6X7GB0RA300933 |
| Location | Hoffman Estates, IL - 28 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 517 mi. |
| Transmission | Automatic |
| Exterior Color | Gray |
| Interior Color | Brown |
| MPG | 21 combined |
| Drivetrain | All-wheel drive |
$70,888
2019 Mercedes-Benz S-Class AMG S 63
- 43,206 Miles
- Glenview, IL (17 mi away)
- Remaining Lifespan: 8.089655 yrs
- $3,575 Above market value of $67,312
- Listed 2 days ago
Used 2019 Mercedes-Benz S-Class AMG S 63 for Sale
43,206 Miles
Glenview, IL (17 mi away)
| Category | Used Cars |
| Price | $70,888 |
| For Sale By | dealer |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | WDDUG8JB1KA472125 |
| Location | Glenview, IL - 17 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 43,206 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| Interior Color | Black |
| MPG | 20 combined |
| Drivetrain | All-wheel drive |
$53,450
2019 Mercedes-Benz S-Class S 560 4MATIC
- 42,531 Miles
- Winnetka, IL (18 mi away)
- Remaining Lifespan: 11.275147 yrs
- $900 Above market value of $54,350
- Listed 2 days ago
Used 2019 Mercedes-Benz S-Class S 560 4MATIC for Sale
42,531 Miles
Winnetka, IL (18 mi away)
| Category | Used Cars |
| Price | $53,450 |
| For Sale By | dealer |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 4 Seats |
| VIN | WDDXJ8GB7KA039589 |
| Location | Winnetka, IL - 18 mi. |
| Features | bluetooth, navigation, backup camera, leather upholstery, internet radio |
| Mileage | 42,531 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| MPG | 20 combined |
| Drivetrain | All-wheel drive |
$20,700
$21,0002015 Mercedes-Benz S-Class S 550 4MATIC
- 96,110 Miles
- Downers Grove, IL (19 mi away)
- Remaining Lifespan: 7.2781024 yrs
- $1,688 Below market value of $22,388
- Listed 3 days ago
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iSeeCars Dealer Score
Used 2015 Mercedes-Benz S-Class S 550 4MATIC for Sale
96,110 Miles
Downers Grove, IL (19 mi away)
| Category | Used Cars |
| Price | $20,700 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | WDDUG8FBXFA089637 |
| Location | Downers Grove, IL - 19 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 96,110 mi. |
| Transmission | Automatic |
| Exterior Color | Blue |
| Interior Color | Black |
| MPG | 19 combined |
| Drivetrain | All-wheel drive |
$65,893
2023 Mercedes-Benz S-Class S 500 4MATIC
- 49,803 Miles
- Saint Charles, IL (32 mi away)
- $2,220 Above market value of $63,672
- 1 Owner
- Listed 3 days ago
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iSeeCars Dealer Score
Used 2023 Mercedes-Benz S-Class S 500 4MATIC for Sale
49,803 Miles
Saint Charles, IL (32 mi away)
| Category | Used Cars |
| Price | $65,893 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Seats | 5 Seats |
| VIN | W1K6G6DB5PA218577 |
| Location | Saint Charles, IL - 32 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 49,803 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| Interior Color | Black |
| MPG | 23 combined |
| Drivetrain | All-wheel drive |
$114,991
2025 Mercedes-Benz S-Class S 580 4MATIC
- 4,744 Miles
- Chicago, IL (3 mi away)
- $8,078 Below market value of $123,069
- Low annual miles
- Listed 3 days ago
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iSeeCars Dealer Score
Used 2025 Mercedes-Benz S-Class S 580 4MATIC for Sale
4,744 Miles
Chicago, IL (3 mi away)
| Category | Used Cars |
| Price | $114,991 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | W1K6G7GB6SA317855 |
| Location | Chicago, IL - 3 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 4,744 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| Interior Color | Black |
| MPG | 20 combined |
| Drivetrain | All-wheel drive |
$94,990
2023 Mercedes-Benz S-Class S 580 4MATIC
- 9,650 Miles
- Romeoville, IL (27 mi away)
- $6,723 Above market value of $88,267
- Low annual miles
- Listed 3 days ago
Used 2023 Mercedes-Benz S-Class S 580 4MATIC for Sale
9,650 Miles
Romeoville, IL (27 mi away)
| Category | Used Cars |
| Price | $94,990 |
| For Sale By | dealer |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | W1K6G7GBXPA224778 |
| Location | Romeoville, IL - 27 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 9,650 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| MPG | 19 combined |
| Drivetrain | All-wheel drive |
$32,990
2016 Mercedes-Benz S-Class S 550 4MATIC
- 49,921 Miles
- Chicago, IL (2 mi away)
- Remaining Lifespan: 7.4137034 yrs
- $2,344 Above market value of $30,646
- Listed 3 days ago
Used 2016 Mercedes-Benz S-Class S 550 4MATIC for Sale
49,921 Miles
Chicago, IL (2 mi away)
| Category | Used Cars |
| Price | $32,990 |
| For Sale By | dealer |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | WDDUG8FB5GA217641 |
| Location | Chicago, IL - 2 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 49,921 mi. |
| Transmission | Automatic |
| Exterior Color | Diamond silver metallic |
| Interior Color | Gray |
| MPG | 19 combined |
| Drivetrain | All-wheel drive |
$21,998
$22,9982015 Mercedes-Benz S-Class S 550 4MATIC
- 94,887 Miles
- Naperville, IL (29 mi away)
- Remaining Lifespan: 7.2781024 yrs
- $553 Below market value of $22,551
- Listed 4 days ago
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iSeeCars Dealer Score
Used 2015 Mercedes-Benz S-Class S 550 4MATIC for Sale
94,887 Miles
Naperville, IL (29 mi away)
| Category | Used Cars |
| Price | $21,998 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | WDDUG8FB4FA190463 |
| Location | Naperville, IL - 29 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 94,887 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| Interior Color | Black |
| MPG | 19 combined |
| Drivetrain | All-wheel drive |
Used Mercedes-Benz S-Class in Chicago
How to save money when buying a used Mercedes-Benz S-Class in Chicago?
| Bodystyle | A S-Class Sedan is $29,081 cheaper than a Coupe |
| Engine | A 6-Cylinder S-Class costs $5,069 less than a 8-Cylinder |
| Drive Type | An all-wheel drive (AWD) Mercedes-Benz S-Class can be priced $4,635 less than a RWD |
What colors are the best deals for a Mercedes-Benz S-Class in Chicago?
Least Expensive Color
Blue
$8,243
Average Savings
Most Expensive Color
Gray
$7,779
Average Premium
Average car color pricing for a used Mercedes-Benz S-Class in Chicago?
| Rank | Color | Compared to Avg. Price |
|---|---|---|
| Blue | $8,243 Savings | |
| Silver | $4,800 Savings | |
| Green | $4,706 Savings | |
| Black | $616 Higher | |
| White | $4,035 Higher | |
| Red | $6,950 Higher | |
| Gray | $7,779 Higher |
What Mercedes-Benz S-Class color has the best resale value in Chicago?
Price differences by car color compared to the average price of a used Mercedes-Benz S-Class in Chicago
What is the best time to buy a used Mercedes-Benz S-Class in Chicago?
Good times to buy
$237 Average Savings
January, August, September, October, November, December are good times to buy to find the best prices.
Good times to sell
$241 Average Premium
February, March, April, May, June, July are good times to sell to get the best prices.
Similar Models
| Average Price | Deals | Listings | |
|---|---|---|---|
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Popular Mercedes-benz Models
| Average Price | Deals | Listings | |
|---|---|---|---|
| Mercedes-Benz C-Class for Sale | $40,306 | Save $15,714 on 3,088 deals | 13,503 listings |
| Mercedes-Benz E-Class for Sale | $49,790 | Save $11,509 on 2,006 deals | 8,787 listings |
Explore other cities
| Average Price | Deals | Listings | |
|---|---|---|---|
| Mercedes-Benz S-Class in Milwaukee | $47,977 | Save $8,348 on 10 deals | 25 listings |
| Mercedes-Benz S-Class in Jackson | $72,282 | Save $17,250 on 16 deals | 37 listings |
| Mercedes-Benz S-Class in Evansville | $36,247 | Save $1,456 on 1 deal | 6 listings |
| Mercedes-Benz S-Class in Cedar Rapids | $25,965 | Save $1,232 on 2 deals | 2 listings |
Average Price of Mercedes-Benz S-Class Trims
| Trim | Average Price | Listings | Specs | ||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|
|
Mercedes-Benz S-Class S 580 4MATIC (2021) |
$81,892 | 883 Listings |
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Mercedes-Benz S-Class S 550 (2007-2017) |
$20,531 | 835 Listings |
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Mercedes-Benz S-Class S 550 4MATIC (2007-2017) |
$21,847 | 735 Listings |
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Mercedes-Benz S-Class S 500 4MATIC (2003-2006) |
$63,905 | 386 Listings |
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Mercedes-Benz S-Class S 560 4MATIC (2018-2020) |
$39,668 | 241 Listings |
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Mercedes-Benz S-Class S 560 (2018-2020) |
$39,731 | 184 Listings |
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Mercedes-Benz S-Class AMG S 63 (2016-2020) |
$61,662 | 171 Listings |
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Mercedes-Benz S-Class S 63 AMG (2008-2015) |
$32,593 | 150 Listings |
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Mercedes-Benz S-Class S 450 (2018-2020) |
$31,281 | 123 Listings |
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Mercedes-Benz S-Class AMG S 63 E Performance (2024) |
$168,943 | 104 Listings |
|