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471 listings
- New Listing$82,998good price$6,125 below market
- 32,135 miles
- No accidents, 1 owner, personal use only
- 16 City / 25 Hwy MPG
- CarMax Capital Boulevard (142 mi away)
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Located in Raleigh, NC / 142 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
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/25 Highway)
Listing Information:
VIN: W1K6G7GB2PA177388
Stock: 27124090
Certified Pre-Owned: No - $89,995good price$3,301 below market
- 20,950 miles
- No accidents, 1 owner, personal use
- 16 City / 25 Hwy MPG
- InTouch Auto Outlet (126 mi away)
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Located in Spotsylvania Courthouse, VA / 126 miles away from Chesapeake, VA
*** REMAINDER OF MANUFACTURE WARRANTY, AMG LINE PACKAGE, WARMTH & COMFORT PACKAGE, AMG LINE, 20* AMG MULTISPOKE WHEELS, NIGHT PACKAGE, ACTIVE AMBIENT ...
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/25 Highway)
Listing Information:
VIN: W1K6G7GBXPA236560
Stock: A4348
Certified Pre-Owned: No - $34,999fair price$2,222 below market
- 74,515 miles
- No accidents, 1 owner, personal use
- 17 City / 27 Hwy MPG
- Carget Motors (143 mi away)
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Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
The 2019 Mercedes-Benz S 560 4MATIC is a pinnacle of luxury and performance, offering a driving experience that is both refined and exhilarating. The ...
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 (17 City/27 Highway)
Listing Information:
VIN: WDDUG8GB8KA438223
Stock: 438223
Certified Pre-Owned: No
Listed since: 06-28-2025 Appraise
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- $89,999fair price$2,982 below market
- 16,231 miles
- No accidents, 2 owners, corporate fleet vehicle
- 16 City / 25 Hwy MPG
- Alpha Motor Sports (127 mi away)
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Located in Fredericksburg, VA / 127 miles away from Chesapeake, VA
** $144K STICKER PRICE, LOADED WITH OVER $20K OF OPTIONS / LOCAL TRADE-IN / EXTREMELY CLEAN / CLEAN CARFAX AND AUTOCHECK HISTORY /A MUSTS SEE ** OVER ...
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/25 Highway)
Listing Information:
VIN: W1K6G7GB8PA231471
Stock: CGF231471
Certified Pre-Owned: No - Price Drop$99,995fair price$710 above market
- 10,837 miles
- No accidents, 1 owner, personal use
- 16 City / 25 Hwy MPG
- Mercedes-Benz of Arlington (156 mi away)
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Located in Arlington, VA / 156 miles away from Chesapeake, VA
Certified Pre-OwnedCertified Pre-Owned
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/25 Highway)
Listing Information:
VIN: W1K6G7GB8PA200298
Stock: BA200298
Certified Pre-Owned: Yes
Listed since: 07-10-2025 - $29,163good price$2,916 below market
- 71,551 miles
- 1 accident, 2 owners, personal use
- 17 City / 27 Hwy MPG
- Carget Motors (143 mi away)
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Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
This 2019 Mercedes-Benz S 560 4MATIC represents the pinnacle of luxury, refinement, and advanced engineering in a full-size sedan. Finished in a prist...
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: WDDUG8GB3KA433849
Stock: 433849
Certified Pre-Owned: No
Listed since: 05-08-2025 - Price Drop$66,590fair price$1,760 below market
- 26,468 miles
- No accidents, 1 owner, personal use
- 17 City / 25 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Oklahoma City, OK / 1,189 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: W1K6G7GB2MA050619
Stock: 2003931056
Certified Pre-Owned: No
Listed since: 08-01-2025 - New Listing$46,990fair price$519 below market
- 32,856 miles
- No accidents, 1 owner, personal use
- 17 City / 27 Hwy MPG
- Carvana - Richmond (100 mi away)
- Home delivery*
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Located in Richmond, VA / 100 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 (17 City/27 Highway)
Listing Information:
VIN: WDDUG8DB6KA484041
Stock: 2003975010
Certified Pre-Owned: No
Listed since: 08-14-2025 - New Listing
- 27,747 miles
- No accidents, 1 owner, personal use only
- 17 City / 25 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Abilene, TX / 1,373 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,High Demand,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free ...
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: W1K6G7GB3MA041489
Stock: 38972T
Certified Pre-Owned: No - Price Drop$63,992fair price$547 below market
- 47,942 miles
- No accidents, 1 owner, personal use only
- 17 City / 25 Hwy MPG
- Smart Ford (150 mi away)
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Located in South Boston, VA / 150 miles away from Chesapeake, VA
CARFAX One-Owner. Mojave Silver Metallic 2021 Mercedes-Benz S-Class S 580 4MATIC 4.0L V8 ONE OWNER, 4MATIC, Black w/Nappa Leather Upholstery, Heated F...
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: W1K6G7GBXMA036807
Stock: 036807
Certified Pre-Owned: No
Listed since: 06-12-2025 - $33,995fair price$1,836 below market
- 68,095 miles
- 1 accident, 1 owner, personal use
- 17 City / 27 Hwy MPG
- Kargar Motors (156 mi away)
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Located in Manassas, VA / 156 miles away from Chesapeake, VA
ASK US ABOUT OUR EXTENDED WARRANTIES * BEAUTIFUL 2019 S-CLASS S 560 AWDMASSAGING SEATS *HEATED AND COOLED SEATS * GREAT COLOR COMBO * BROWN STITCH ALL...
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: WDDUG8GB5KA446702
Stock: KMM6288
Certified Pre-Owned: No - $37,990fair price$1,303 above market
- 57,439 miles
- 1 accident, 1 owner, personal use
- 18 City / 28 Hwy MPG
- Carvana - Richmond (100 mi away)
- Home delivery*
Close
Located in Richmond, VA / 100 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: WDDUG6EBXKA431233
Stock: 2003873993
Certified Pre-Owned: No
Listed since: 07-09-2025 - Price Drop$67,998fair price$532 above market
- 33,829 miles
- No accidents, 3 owners, personal use
- 17 City / 25 Hwy MPG
- CarMax (In-stock online)
- Transfer available from MN to VA*
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Located in Maplewood, MN / 1,046 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
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: Yes
Features and Specs:
20 Combined MPG (17 City/25 Highway)
Listing Information:
VIN: W1K6G7GB0MA039568
Stock: 27411898
Certified Pre-Owned: No - Price Drop
- 63,209 miles
- Frame damage reported, 2 owners, corporate fleet vehicle
- 18 City / 28 Hwy MPG
- Carplug of Alexandria (151 mi away)
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Located in Alexandria, VA / 151 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Issue reported
Salvage Vehicle: No
Frame Damage: Yes
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
22 Combined MPG (18 City/28 Highway)
Listing Information:
VIN: WDDUG6EB9KA477832
Stock: CP4174
Certified Pre-Owned: No - 54,923 miles
- Frame damage reported, 3 owners, personal use only
- 17 City / 27 Hwy MPG
- Lease Return Center (140 mi away)
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Located in Triangle, VA / 140 miles away from Chesapeake, VA
--S560 V8--4MATIC AWD--ONLY 56K MILES!!!--GORGEOUS BLACK ON BLACK WITH EVERY OPTIONS!!--CARFAX CERTIFIED!!!!--LOOKS AND RUNS AMAZING!!!!--THE BEST PRI...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Issue reported
Salvage Vehicle: No
Frame Damage: Yes
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (17 City/27 Highway)
Listing Information:
VIN: WDDUG8GB5KA481188
Stock: 81188
Certified Pre-Owned: No- New Listing
- 7,910 miles
- No accidents, 2 owners, personal use only
- 20 City / 28 Hwy MPG
- Select Auto Imports (151 mi away)
Close
Located in Alexandria, VA / 151 miles away from Chesapeake, VA
Original MSRP $124,935.00Still under FULL Factory Warranty up to 06-19-2027 or 50,000 Miles, whichever comes first.*MANUFAKTUR Diamond White ($1,7...
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:
23 Combined MPG (20 City/28 Highway)
Listing Information:
VIN: W1K6G6DB2PA188745
Stock: 22867
Certified Pre-Owned: No
Listed since: 05-17-2025 - New Listing$67,995fair price$1,720 above market
- 34,871 miles
- 17 City / 25 Hwy MPG
- Daxs Deals (190 mi away)
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Located in Fayetteville, NC / 190 miles away from Chesapeake, VA
Thank you for viewing our 2021 Mercedes-Benz S-580 4MATIC for sale in Fayetteville, NC. If you have any specific questions please contact us. We will ...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
20 Combined MPG (17 City/25 Highway)
Listing Information:
VIN: W1K6G7GB5MA054583
Stock: 054583
Certified Pre-Owned: No
Listed since: 08-17-2025 - New Listing
- 15,610 miles
- No accidents, 1 owner, personal use
- 16 City / 25 Hwy MPG
- Mercedes-Benz of Silver Spring (167 mi away)
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Located in Silver Spring, MD / 167 miles away from Chesapeake, VA
CERTIFIED!!! AMG LINE... NIGHT PKG... WARMTH COMFORT PKG... REAR-AXLE STEERING 4.5 DEGREE... 3D DRIVER'S DISPLAY... DISTRONIC... PARKTRONIC... PANORAM...
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/25 Highway)
Listing Information:
VIN: W1K6G7GB2PA234771
Stock: JP73920
Certified Pre-Owned: Yes
Listed since: 08-01-2025 - New Listing$62,998fair price$997 above market
- 52,087 miles
- 17 City / 25 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CA to VA*
Close
Located in Duarte, CA / 2,339 miles away from Chesapeake, VA
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
20 Combined MPG (17 City/25 Highway)
Listing Information:
VIN: W1K6G7GB2MA041175
Stock: 27764207
Certified Pre-Owned: No - 28,882 miles
- No accidents, 2 owners, personal use only
- 17 City / 25 Hwy MPG
- Leith Volkswagen of Cary (159 mi away)
Close
Located in Cary, NC / 159 miles away from Chesapeake, VA
Certified. White 2021 Mercedes-Benz S-Class S 580 4MATIC 4.0L V8 4MATIC , Sienna Brown/Black w/Nappa Leather Upholstery, 15 Speakers, 4-Wheel Disc Bra...
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: W1K6G7GB3MA029519
Stock: ZP71132
Certified Pre-Owned: No
Listed since: 08-03-2025- 53,220 miles
- No accidents, 1 owner, personal use
- 18 mi est. electric range
- 21 City / 26 Hwy MPG
- Merlex Auto Group (156 mi away)
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Located in Arlington, VA / 156 miles away from Chesapeake, VA
This vehicle is subject to prior sale. The pricing, equipment, specifications, and photos presented are believed to be accurate, but are provided \\AS...
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:
23 Combined MPG (21 City/26 Highway)
Listing Information:
VIN: WDDUG7DB8KA474377
Stock: 474377
Certified Pre-Owned: No
Listed since: 06-18-2025
Showing 43 - 63 out of 471 listings
Consumer Reviews for the Mercedes-Benz S-Class
Read recent reviews for the Mercedes-Benz S-Class
AMAZING NEW DESIGN AND TECH UPGRADE
William Beal, 01/15/2022
2021 Mercedes-Benz S-Class S 580 4MATIC 4dr Sedan AWD (4.0L 8cyl Turbo gas/electric mild hybrid 9A)
The new S580 is without a doubt one the finest sedans in the world. The technology is awesome and the handling is beyond anything I ever imagined. I've had more compliments on this car than any other car I have ever owned and I have owned a lot of cars.
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