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510 listings
- $58,995great price$14,551 below market
- 55,562 miles
- 1 accident, 2 owners, personal use
- 17 City / 25 Hwy MPG
- Auto Buying Service (158 mi away)
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Located in Fairfax, VA / 158 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: W1K6G7GB9MA047653
Stock: ABS8416
Certified Pre-Owned: No
Listed since: 07-16-2025 - Price Drop$67,995good price$3,926 below market
- 21,305 miles
- No accidents, 2 owners, corporate fleet vehicle
- 17 City / 25 Hwy MPG
- Farrish Chrysler Dodge Jeep Ram (158 mi away)
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Located in Fairfax, VA / 158 miles away from Chesapeake, VA
JUST IN!! **2021 MERCEDES S580 4MATIC** ONLY 21K MILES** STILL UNDER FACTORY WARRANTY** LUXURY LINE** 20" WHEELS** BLACK NAPPA LEATHER DIAMOND INTERIO...
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:
20 Combined MPG (17 City/25 Highway)
Listing Information:
VIN: W1K6G7GBXMA034250
Stock: PZ12821
Certified Pre-Owned: No
Listed since: 04-02-2025 - $55,999good price$4,617 below market
- 82,827 miles
- No accidents, 1 owner, personal use only
- 17 City / 25 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:
20 Combined MPG (17 City/25 Highway)
Listing Information:
VIN: W1K6G7GBXMA045183
Stock: 045183
Certified Pre-Owned: No - Price Drop$62,000good price$2,848 below market
- 43,032 miles
- No accidents, 2 owners, personal use
- 17 City / 25 Hwy MPG
- Ourisman Chrysler Dodge Jeep Ram (176 mi away)
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Located in Clarksville, MD / 176 miles away from Chesapeake, VA
CARFAX One-Owner.Clean CARFAX. This 2021 Graphite Gray Metallic Mercedes-Benz S-Class S 580 AWD 4MATIC® is well equipped and includes these features ...
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: W1K6G7GBXMA041246
Stock: M04552
Certified Pre-Owned: No
Listed since: 07-22-2025 - $71,995fair price$89 above market
- 29,252 miles
- No accidents, 1 owner, personal use
- 17 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
Experience ultimate luxury and performance with this off white 2021 Mercedes-Benz S-Class S 580 4MATIC Sedan. Powered by a robust 4.0L Twin Turbo V8 e...
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: W1K6G7GB0MA045709
Stock: BA045709
Certified Pre-Owned: Yes
Listed since: 07-23-2025 - New Listing$64,995fair price$410 below market
- 48,215 miles
- No accidents, 1 owner, personal use
- 17 City / 25 Hwy MPG
- Farrish Chrysler Dodge Jeep Ram (158 mi away)
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Located in Fairfax, VA / 158 miles away from Chesapeake, VA
** 1 OWNER OFF LEASE** 2021 MERCEDES--BENZ S580 4 MATIC** ONLY 48K MILES** SELENITE GRAY METALLIC W/ MACCHIATO INTERIOR** SUPER CLEAN INSIDE AND OUT**...
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: W1K6G7GB5MA038416
Stock: PZ12965
Certified Pre-Owned: No
Listed since: 08-01-2025 - 41,692 miles
- Insurance loss reported, 2 owners, taxi vehicle
- 17 City / 25 Hwy MPG
- Pride Auto Sales (126 mi away)
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Located in Fredericksburg, VA / 126 miles away from Chesapeake, VA
*Auto Park* *Dual Moonroof* *Keyless Start* *Massage Seats* *Power Liftgate* *Premium Sound System* 3 months or 3,000 miles warranty included on selec...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Issue reported
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: Yes
Free History Report: No
Features and Specs:
20 Combined MPG (17 City/25 Highway)
Listing Information:
VIN: W1K6G7GB8MA033128
Stock: 033128
Certified Pre-Owned: No- New Listing
- 58,840 miles
- Frame damage reported, 1 owner, corporate fleet vehicle
- 17 City / 25 Hwy MPG
- Timeless Motorcars (136 mi away)
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Located in Stafford, VA / 136 miles away from Chesapeake, VA
Timeless Motorcars we Thrive on our Customer Service and the capability to Provide cars to the community at a Fair Price. When you buy from Timeless M...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
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:
20 Combined MPG (17 City/25 Highway)
Listing Information:
VIN: W1K6G7GB3MA016723
Stock: 016723
Certified Pre-Owned: No - New Listing
- 5,298 miles
- No accidents, personal use only
- 17 City / 25 Hwy MPG
- Select Auto Imports (151 mi away)
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Located in Alexandria, VA / 151 miles away from Chesapeake, VA
ORIGINAL MSRP $132,430.00*Burmester High-End 4D Surround Sound System ($6,730)*AMG Line ($4,300)*Select Auto Imports in Alexandria, VA. 703-971-...
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: W1K6G7GB0MA033995
Stock: 22968
Certified Pre-Owned: No
Listed since: 08-07-2025 - 59,893 miles
- No accidents, 1 owner, personal use
- 20 City / 29 Hwy MPG
- Universal Auto Group (163 mi away)
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Located in Silver Spring, MD / 163 miles away from Chesapeake, VA
An icon of exclusive luxury, our One Owner 2021 Mercedes-Benz S 500 4MATIC® Sedan with the Warmth and Comfort Pack exudes elegance and innovation in b...
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:
24 Combined MPG (20 City/29 Highway)
Listing Information:
VIN: W1K6G6DB1MA032983
Stock: 17714
Certified Pre-Owned: No
Listed since: 06-30-2025- 46,121 miles
- 1 accident, 3 owners, personal use only
- 17 City / 25 Hwy MPG
- Auto Buying Service (158 mi away)
Close
Located in Fairfax, VA / 158 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: W1K6G7GBXMA019439
Stock: ABS8405
Certified Pre-Owned: No
Listed since: 07-09-2025- 39,566 miles
- Water damage reported, 1 owner, personal use only
- 17 City / 25 Hwy MPG
- Royal Auto Club (169 mi away)
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Located in Sterling, VA / 169 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
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/25 Highway)
Listing Information:
VIN: W1K6G7GB8MA034585
Stock: SAI2478
Certified Pre-Owned: No- Price Drop$64,999great price$6,884 below market
- 37,034 miles
- 1 accident, 1 owner, personal use
- 16 City / 25 Hwy MPG
- Auto Giants Nissan (143 mi away)
Close
Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
Summer is Heating Up!2022 Mercedes-Benz S-Class S 580 4MATIC® GrayKEY FEATURES INCLUDED:, AWD, APPLE CARPLAY, ANDROID AUTO, TOUCHSCREEN/ INFOTAINMENT,...
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/25 Highway)
Listing Information:
VIN: W1K6G7GBXNA118814
Stock: G2212
Certified Pre-Owned: No
Listed since: 05-30-2025 - 29,889 miles
- No accidents, 1 owner, personal use only
- 17 City / 25 Hwy MPG
- iDeal Auto (144 mi away)
Close
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:
20 Combined MPG (17 City/25 Highway)
Listing Information:
VIN: W1K6G7GB7MA050115
Stock: 16838A
Certified Pre-Owned: No- 22,803 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 17 City / 25 Hwy MPG
- iDeal Auto (144 mi away)
Close
Located in Raleigh, NC / 144 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:
20 Combined MPG (17 City/25 Highway)
Listing Information:
VIN: W1K6G7GBXMA035317
Stock: 16815
Certified Pre-Owned: No- $76,999fair price$1,349 below market
- 25,092 miles
- No accidents, 2 owners, personal use
- 16 City / 25 Hwy MPG
- Carget Motors (143 mi away)
Close
Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
The 2022 Mercedes-Benz S 580 stands as the epitome of automotive luxury and technological advancement, setting the benchmark for the full-size sedan s...
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: W1K6G7GB9NA105195
Stock: 105195
Certified Pre-Owned: No
Listed since: 07-23-2025 - $43,997fair price$325 above market
- 55,800 miles
- No accidents, 2 owners, personal use
- 17 City / 27 Hwy MPG
- Fred's Executive Auto (143 mi away)
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Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
Check out this great value! Feature-packed and decked out! A turbocharger further enhances performance, while also preserving fuel economy. This 4 doo...
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: WDDUG8DB3LA521600
Stock: 521600
Certified Pre-Owned: No
Listed since: 06-18-2025 - New Listing$80,998fair price$638 below market
- 24,641 miles
- No accidents, 1 owner, personal use only
- 16 City / 25 Hwy MPG
- CarMax Frederick (173 mi away)
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Located in Gaithersburg, MD / 173 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: W1K6G7GB0NA135329
Stock: 27485519
Certified Pre-Owned: No - 30,450 miles
- Insurance loss reported, 1 owner, personal use
- 16 City / 25 Hwy MPG
- Auto Buying Service (158 mi away)
Close
Located in Fairfax, VA / 158 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Issue reported
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: Yes
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/25 Highway)
Listing Information:
VIN: W1K6G7GB4NA085616
Stock: ABS8373
Certified Pre-Owned: No
Listed since: 06-25-2025- 17,913 miles
- Insurance loss reported, 1 owner, personal use only
- 16 City / 25 Hwy MPG
- Pride Auto Sales (126 mi away)
Close
Located in Fredericksburg, VA / 126 miles away from Chesapeake, VA
*Executive Rear Seat Package* *3D Technology Package* *Warmth & Comfort Package* *Executive Line* *Heads-Up Display* *CarPlay* *Massage Seats* *Heated...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Issue reported
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: Yes
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/25 Highway)
Listing Information:
VIN: W1K6G7GB4NA138220
Stock: 138220
Certified Pre-Owned: No- 19,728 miles
- Lemon reported, 1 owner, personal use
- 16 City / 25 Hwy MPG
- VINS (156 mi away)
Close
Located in Manassas Park, VA / 156 miles away from Chesapeake, VA
Priced below KBB Fair Purchase Price! 2022 Mercedes-Benz S-Class S 580 MANUFAKTUR Diamond White 4.0L V8 $131K MSRP, $12K Options, 4.0L V8, 4MATIC®, Bl...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Issue reported
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: Yes
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/25 Highway)
Listing Information:
VIN: W1K6G7GB0NA128073
Stock: 23155
Certified Pre-Owned: No
Listed since: 06-05-2025
Showing 1 - 21 out of 510 listings
Consumer Reviews for the Mercedes-Benz S-Class
Read recent reviews for the Mercedes-Benz S-Class
never in 21 yrs given MB less than 5 stars, but...
P M, 04/14/2020
2019 Mercedes-Benz S-Class S 450 4MATIC 4dr Sedan AWD (3.0L 6cyl Turbo 9A)
I guess every maker has a bad year. I think it’s MB’s turn. I’ve had this new 2019 S560 4matic sedan 5 months, and all 5, battled operational and technology issues, PLUS, a dealer who has REFUSED to fix the car! And MBUSA has refused to get in the middle. The car will not shift - 3 times in one day, it’s confused, won’t shift into park, and the shifter operates the NAV screen! I felt … like I was being taken over by a machine in Terminator and my car was rebelling. Many technology issues, such as not using a contact for directions - it tells me info is missing, even though it’s there. Won’t load all my contacts (yes, I’ve done everything all the books and MB says), my doors suddenly won’t unlock and I have the key fob. All except technology failures, are intermittent but enough I can not trust the car again. It doesn’t help the dealer actually refused to take the car, won’t send anyone to view the problems so I can create them, MB executive relations won’t get in the middle, and I’m stuck with a car I rightly can’t trust to drive.
Used 2021 Mercedes-Benz S-Class in Chesapeake, VA Values
Estimated values
2021 Mercedes-Benz S-Class S 580 4MATIC 4dr Sedan AWD (4.0L 8cyl Turbo gas/electric mild hybrid 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $58,226 | $61,396 | $64,596 |
| Clean | $56,992 | $59,987 | $63,001 |
| Average | $54,936 | $57,640 | $60,344 |
| Rough | $52,263 | $54,588 | $56,890 |
The average list price of a used 2021 Mercedes-Benz S-Class in Chesapeake, Virginia is $67,080. The average mileage on a used Mercedes-Benz S-Class 2021 for sale in Chesapeake, Virginia is 37,855. Based on the average mileage of 37,855 for used 2021 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 2021 in Chesapeake, Virginia to be $54,936.
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