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317 listings
- New Listing$52,998good price$2,507 below market
- 42,782 miles
- No accidents, 1 owner, personal use only
- 8cyl automatic
- CarMax (In-stock online)
- Transfer available from OR to VA*
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Located in Milwaukie, OR / 2,452 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:
18 Combined MPG (16 City/21 Highway)
Listing Information:
VIN: 4JGFF8GE3LA251338
Stock: 27076470
Certified Pre-Owned: No - $62,428fair price$863 below market
- 15,171 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- Driveway (In-stock online)
- Home delivery*
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Located in Westlake Village, CA / 2,384 miles away from Chesapeake, VA
Low Mileage,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Keyless Start,Navigat...
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 (18 City/24 Highway)
Listing Information:
VIN: 4JGFF5KE8NA693153
Stock: NA693153P
Certified Pre-Owned: No - New Listing$55,500good price$2,322 below market
- 38,388 miles
- No accidents, 1 owner, rental vehicle
- 6cyl automatic
- Apple Ford Lincoln (173 mi away)
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Located in Columbia, MD / 173 miles away from Chesapeake, VA
Recent Arrival! Priced below KBB Fair Purchase Price! *FORD CERTIFIED*, *CARFAX ONE OWNER*, *CARFAX ONE OWNER...NO ACCIDENTS*, *CLEAN CARFAX...NO ACCI...
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 (18 City/24 Highway)
Listing Information:
VIN: 4JGFF5KE5NA702102
Stock: 598783
Certified Pre-Owned: No
Listed since: 05-06-2025 
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- Price Drop$25,639good price$1,320 below market
- 119,914 miles
- No accidents, 1 owner, personal use
- 6cyl automatic
- HoneyCar Charlottesville (151 mi away)
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Located in Charlottesville, VA / 151 miles away from Chesapeake, VA
HoneyCar provides The Sweetest Way to Buy or Sell Your Car. We take the Sour out of car buying with super low prices and a highly responsive team answ...
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 (19 City/23 Highway)
Listing Information:
VIN: 4JGFF5KE3LA070116
Stock: LA070116
Certified Pre-Owned: No
Listed since: 03-05-2025 - New Listing$58,398fair price$622 below market
- 31,829 miles
- No accidents, 1 owner, rental vehicle
- 6cyl automatic
- Enterprise Car Sales (In-stock online)
- Home delivery*
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Located in Worcester, MA / 449 miles away from Chesapeake, VA
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
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 (18 City/24 Highway)
Listing Information:
VIN: 4JGFF5KE5NA705131
Stock: 8DTHYB
Certified Pre-Owned: No
Listed since: 05-01-2025 - $133,995fair price$1,472 above market
- 2,196 miles
- No accidents, personal use only
- 8cyl automatic
- Mercedes-Benz of Arlington (156 mi away)
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Located in Arlington, VA / 156 miles away from Chesapeake, VA
Experience unmatched luxury and performance with this stunning Silver 2024 Mercedes-Benz GLS AMG GLS 63 4MATIC SUV, with just 2,196 miles on the odome...
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:
16 Combined MPG (14 City/19 Highway)
Listing Information:
VIN: 4JGFF8KE2RB200679
Stock: BB200679
Certified Pre-Owned: No
Listed since: 04-28-2025 - $72,881fair price$547 below market
- 32,869 miles
- No accidents, 1 owner, personal use only
- 8cyl automatic
- Euro Motorcars Bethesda (162 mi away)
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Located in Bethesda, MD / 162 miles away from Chesapeake, VA
Clean CARFAX. Certified. 9-Speed AutomaticOdometer is 5859 miles below market average!4MATIC Mercedes-Benz Details: * 165+ Point Inspection * Limited ...
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:
18 Combined MPG (16 City/21 Highway)
Listing Information:
VIN: 4JGFF8GE4NA770014
Stock: MB251373A
Certified Pre-Owned: Yes
Listed since: 04-13-2025 - $80,977fair price$2,367 above market
- 4,175 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- Mercedes-Benz of Hunt Valley (190 mi away)
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Located in Cockeysville, MD / 190 miles away from Chesapeake, VA
Panoramic RoofTrailer HitchSoft-Close DoorsNavigation System3rd Row SeatHeated Steering WheelNatural Grain Brown Walnut Wood TrimWheel Locking ...
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 (19 City/24 Highway)
Listing Information:
VIN: 4JGFF5KEXRB219947
Stock: RB219947
Certified Pre-Owned: Yes
Listed since: 05-05-2025 - $24,990good price$1,701 below market
- 114,142 miles
- No accidents, 2 owners, corporate fleet vehicle
- 8cyl automatic
- NextGear Motors (147 mi away)
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Located in Raleigh, NC / 147 miles away from Chesapeake, VA
Visit NextGear Motors online at WWW.NEXTGEARMOTORS.COM to see more pictures of this vehicle and a free Auto-check report. Easy Financing available! Ap...
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:
16 Combined MPG (14 City/19 Highway)
Listing Information:
VIN: 4JGDF7DE2JB050463
Stock: 16030-B079
Certified Pre-Owned: No - New Listing$57,998fair price$847 below market
- 34,834 miles
- No accidents, 2 owners, personal use only
- 6cyl automatic
- Bel Air Genesis (192 mi away)
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Located in Fallston, MD / 192 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 (18 City/24 Highway)
Listing Information:
VIN: 4JGFF5KE6NA785491
Stock: T07521A
Certified Pre-Owned: No
Listed since: 12-08-2024 - Price Drop$55,590fair price$444 below market
- 42,547 miles
- No accidents, 4 owners, personal use
- 6cyl automatic
- Carvana (In-stock online)
- Home delivery*
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Located in Philadelphia, PA / 236 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 (18 City/24 Highway)
Listing Information:
VIN: 4JGFF5KE3NA592165
Stock: 2003647044
Certified Pre-Owned: No
Listed since: 04-24-2025 - Price Drop$23,997fair price$224 below market
- 72,000 miles
- 1 accident, 2 owners, personal use only
- 6cyl automatic
- Fred's Executive Auto (143 mi away)
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Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
This vehicle won't be on the lot long! A premium SUV seating as many as 7 occupants with ease! A turbocharger is also included as an economical means ...
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 (17 City/22 Highway)
Listing Information:
VIN: 4JGDF6EE5JB077567
Stock: 077567
Certified Pre-Owned: No
Listed since: 05-02-2025 - New Listing$24,499fair price$384 above market
- 71,958 miles
- No accidents, 2 owners, personal use
- 6cyl automatic
- Cartown (155 mi away)
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Located in Manassas, VA / 155 miles away from Chesapeake, VA
All our Vehicles goes through VA safety inspection before listing for sales. Fresh oil change and filter (Mobil 1) and all fluids have either been cha...
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 (17 City/22 Highway)
Listing Information:
VIN: 4JGDF6EE6JB181937
Stock: cti2025
Certified Pre-Owned: No - 23,671 miles
- No accidents, 2 owners, personal use
- 6cyl automatic
- i.g. Burton & Co. (159 mi away)
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Located in Milford, DE / 159 miles away from Chesapeake, VA
**EXTRA CLEAN, **CLEAN CARFAX, LEATHER, ALL WHEEL DRIVE, APPLE CAR PLAY - ANDROID AUTO, BACK-UP CAMERA, BLUETOOTH HANDSFREE PHONE, EXTRA LOW MILES, HE...
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 (19 City/24 Highway)
Listing Information:
VIN: 4JGFF5KE5RB157762
Stock: 625017
Certified Pre-Owned: Yes
Listed since: 04-04-2025- $23,495fair price$216 above market
- 87,768 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- AP Fairfax (158 mi away)
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Located in Fairfax, VA / 158 miles away from Chesapeake, VA
2018 MERCEDES-BENZ GLS GLS 450 with powerful 3.0L BITURBO V6 engine and driven only 87768 miles! Fully loaded and much more! CARFAX CERTIFIED**FINANCI...
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 (17 City/22 Highway)
Listing Information:
VIN: 4JGDF6EE6JB006507
Stock: AP00958
Certified Pre-Owned: No - $60,988fair price$425 above market
- 31,034 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- iDeal Auto (144 mi away)
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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 (18 City/24 Highway)
Listing Information:
VIN: 4JGFF5KEXNA697236
Stock: 16793
Certified Pre-Owned: No - Price Drop$36,993fair price$596 above market
- 77,121 miles
- No accidents, 2 owners, personal use only
- 6cyl automatic
- Mercedes-Benz of Richmond (95 mi away)
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Located in Richmond, VA / 95 miles away from Chesapeake, VA
Experience luxury and sophistication with the 2020 Mercedes-Benz GLS450W4, a meticulously designed SUV that exudes elegance and performance. With its ...
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 (19 City/23 Highway)
Listing Information:
VIN: 4JGFF5KE7LA204397
Stock: M6721
Certified Pre-Owned: Yes
Listed since: 04-02-2025 - New Listing$38,999good price$2,970 below market
- 54,630 miles
- 1 accident, 1 owner, personal use only
- 6cyl automatic
- Driveway (In-stock online)
- Home delivery*
Close
Located in Ann Arbor, MI / 556 miles away from Chesapeake, VA
Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Keyless Start,Navigatio...
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 (19 City/23 Highway)
Listing Information:
VIN: 4JGFF5KE8LA244312
Stock: LA244312A
Certified Pre-Owned: No - $26,950fair price$107 below market
- 56,224 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 6cyl automatic
- Prime Motors (154 mi away)
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Located in Arlington, VA / 154 miles away from Chesapeake, VA
ASK ABOUT OUR MD INSPECTION PROGRAMVideo walk-around, virtual test drives, E-purchase, shipping , financing and we accept all trades. Call/Text 703-67...
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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 4JGDF6EE1JB061284
Stock: 061284
Certified Pre-Owned: No - $42,988fair price$302 above market
- 53,405 miles
- No accidents, 1 owner, personal use
- 6cyl automatic
- 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:
21 Combined MPG (19 City/23 Highway)
Listing Information:
VIN: 4JGFF5KE2LA293375
Stock: 16686
Certified Pre-Owned: No - New Listing$45,998fair price$452 below market
- 39,651 miles
- 2 accidents, 2 owners, personal use
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from FL to VA*
Close
Located in Doral, FL / 794 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: 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 (19 City/23 Highway)
Listing Information:
VIN: 4JGFF5KE5LA124340
Stock: 27243365
Certified Pre-Owned: No
Showing 106 - 126 out of 317 listings
Consumer Reviews for the Mercedes-Benz GLS-Class
Read recent reviews for the Mercedes-Benz GLS-Class
Beautiful combined with no QC
John Gamble, 12/22/2020
2020 Mercedes-Benz GLS-Class GLS 450 4MATIC 4dr SUV AWD (3.0L 6cyl Turbo gas/electric mild hybrid 9A)
The ride is absolutely stunning and the interior is downright beautiful. We love the tech and features... kids can’t get enough of the ambient lighting options. But there’s a catch. The build quality just plain sucks. We’re had the car for 2ish months, and it’s already spent 9 days in the shop. First, the high fan made a crazy loud noise. Then the rain sensing wipers didn’t sense rain. … Now we have a window that sounds like it is going to fail when we roll it down. Also there appears to be a subtle fit issue on the rear bumper. These cars are built in the US, and I get the sense that they have no idea how to put them together. There is so much tech, and so many points of failure. I feel like we are going to have a very close relationship with the dealer over the life of this car.
At least it’s pretty and drives well.
Update on 1/4/2020 - Two more issues after getting the car back last week... a check engine light and a warning that the collision avoidance system is disabled because the sensor is dirty (the sensor does not appear to be dirty). A word to the wise... think long and hard before buying this car.
Used 2020 Mercedes-Benz GLS-Class in Chesapeake, VA Values
Estimated values
2020 Mercedes-Benz GLS-Class GLS 580 4MATIC 4dr SUV AWD (4.0L 8cyl Turbo gas/electric mild hybrid 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $44,743 | $47,587 | $50,322 |
| Clean | $43,929 | $46,716 | $49,396 |
| Average | $42,572 | $45,264 | $47,852 |
| Rough | $40,808 | $43,378 | $45,846 |
The average list price of a used 2020 Mercedes-Benz GLS-Class in Chesapeake, Virginia is $52,105. The average mileage on a used Mercedes-Benz GLS-Class 2020 for sale in Chesapeake, Virginia is 49,824. Based on the average mileage of 49,824 for used 2020 Mercedes-Benz GLS-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 GLS-Class 2020 in Chesapeake, Virginia to be $42,572.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.