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336 listings
- New Listing$47,998fair price$585 below market
- 45,958 miles
- No accidents, 1 owner, corporate fleet vehicle
- 7 Seats, 20 City / 24 Hwy MPG
- CarMax (In-stock online)
- Transfer available from NE to VA*
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Located in Omaha, NE / 1,114 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: 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:
21 Combined MPG (20 City/24 Highway)
Listing Information:
VIN: 4JGFF5KE4MA538405
Stock: 27247426
Certified Pre-Owned: No - $18,795fair price$288 above market
- 110,756 miles
- No accidents, 2 owners, personal use
- 7 Seats, 17 City / 22 Hwy MPG
- Global Auto Outlet (150 mi away)
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Located in Temple Hills, MD / 150 miles away from Chesapeake, VA
Estimated monthly payment and estimated total purchase price include the Maryland processing fee of $800 (not required by law). Taxes and additional 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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 4JGDF6EE7HA956407
Stock: 956407
Certified Pre-Owned: No
Listed since: 07-10-2025 - New Listing$19,995fair price$788 below market
- 89,025 miles
- 7 Seats, 17 City / 22 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 Unavailable.
Features and Specs:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 4JGDF6EE9HA965349
Stock: ABS8166
Certified Pre-Owned: No
Listed since: 05-09-2025 - Price Drop$68,500fair price$594 above market
- 26,137 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- Mercedes-Benz of Annapolis (155 mi away)
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Located in Annapolis, MD / 155 miles away from Chesapeake, VA
Clean Carfax, Carfax 1 Owner, **SOFT CLOSE DOORS**, Active Brake Assist w/Cross-Traffic Function, Active Distance Assist DISTRONIC®, Active Emergency ...
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: 4JGFF5KE7PA994855
Stock: QU994855
Certified Pre-Owned: Yes
Listed since: 07-14-2025 - New Listing$51,998fair price$1,523 above market
- 24,845 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 24 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CA to VA*
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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
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 (20 City/24 Highway)
Listing Information:
VIN: 4JGFF5KE6MA553889
Stock: 27339264
Certified Pre-Owned: No - 143,998 miles
- No accidents, 2 owners, corporate fleet vehicle
- 7 Seats, 14 City / 18 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: 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/18 Highway)
Listing Information:
VIN: 4JGDF7DE6HA771417
Stock: ABS8331
Certified Pre-Owned: No
Listed since: 06-17-2025- Price Drop$39,095good price$2,791 below market
- 64,171 miles
- 1 accident, 1 owner, personal use
- 7 Seats, 20 City / 24 Hwy MPG
- Westgate Triad Mitsubishi (182 mi away)
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Located in Graham, NC / 182 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:
21 Combined MPG (20 City/24 Highway)
Listing Information:
VIN: 4JGFF5KE0MA432629
Stock: 3680P
Certified Pre-Owned: No
Listed since: 04-03-2025 - Price Drop$64,900fair price$1,267 above market
- 30,883 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 18 City / 24 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!!! DRIVER ASSIST PKG... CAPTAIN CHAIRS (6 SEATER) HEATED STEERING WHEEL... TRAILER HITCH... 5-ZONE CLIMATE CONTROL... ILLUMINATED BRUSHED AL...
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: 4JGFF5KE3PA923250
Stock: JP73912
Certified Pre-Owned: Yes
Listed since: 07-21-2025 - New Listing
- 37,093 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 16 City / 21 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Urbandale, IA / 994 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free L...
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: 4JGFF8GE3MA390919
Stock: MA390919M
Certified Pre-Owned: No - 38,403 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 24 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TN to VA*
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Located in Bristol, TN / 334 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:
21 Combined MPG (20 City/24 Highway)
Listing Information:
VIN: 4JGFF5KE7MA432420
Stock: 27343483
Certified Pre-Owned: No- New Listing$63,999good price$2,133 below market
- 75,692 miles
- 7 Seats, 14 City / 18 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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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,Lane Keep...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
16 Combined MPG (14 City/18 Highway)
Listing Information:
VIN: 4JGFF8KE9MA458907
Stock: MA458907A
Certified Pre-Owned: No - Price Drop$46,998fair price$704 below market
- 38,051 miles
- 1 accident, 1 owner, personal use
- 7 Seats, 20 City / 24 Hwy MPG
- CarMax (In-stock online)
- Transfer available from LA to VA*
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Located in Kenner, LA / 931 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: Yes
Features and Specs:
21 Combined MPG (20 City/24 Highway)
Listing Information:
VIN: 4JGFF5KE3MA373267
Stock: 27568412
Certified Pre-Owned: No - New Listing$56,990fair price$82 above market
- 44,922 miles
- 7 Seats, 16 City / 21 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Charlotte, NC / 277 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 Unavailable.
Features and Specs:
18 Combined MPG (16 City/21 Highway)
Listing Information:
VIN: 4JGFF8GE9MA523893
Stock: 2003676945
Certified Pre-Owned: No
Listed since: 07-08-2025 - $31,499fair price$602 above market
- 67,094 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 16 City / 22 Hwy MPG
- JT Auto Group (191 mi away)
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Located in Sanford, NC / 191 miles away from Chesapeake, VA
2019 Mercedes-Benz GLS 450 4MATIC *3RD SEAT, *4WHEEL DRIVE, *BLUE TOOTH READY, *HEATED SEATS, *KEYLESS ENTRY, *LEATHER SEATS, *MOONROOF, *NAVIGATION, ...
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:
18 Combined MPG (16 City/22 Highway)
Listing Information:
VIN: 4JGDF6EE3KB228763
Stock: J3381
Certified Pre-Owned: No - Price Drop$25,995fair price$922 above market
- 75,822 miles
- 1 accident, 2 owners, personal use
- 7 Seats, 16 City / 22 Hwy MPG
- Auto Haus (34 mi away)
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Located in Yorktown, VA / 34 miles away from Chesapeake, VA
20" 10-Spoke Wheels, Active LED Headlamps, Adaptive Highbeam Assist, Android Auto , Appearance Package, Apple CarPlay , Blind Spot Assist, DVD Drive, ...
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:
18 Combined MPG (16 City/22 Highway)
Listing Information:
VIN: 4JGDF6EE8KB234123
Stock: Y13786
Certified Pre-Owned: No
Listed since: 05-08-2025 - New Listing$52,514good price$1,765 below market
- 34,138 miles
- 2 accidents, 1 owner, personal use
- 7 Seats, 20 City / 24 Hwy MPG
- Mercedes-Benz of Fayetteville (192 mi away)
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Located in Fayetteville, NC / 192 miles away from Chesapeake, VA
Mercedes-Benz Certified Pre-Owned Details: * Vehicle History * Warranty Deductible: $0 * 165+ Point Inspection * Roadside Assistance * Limited Warrant...
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 (20 City/24 Highway)
Listing Information:
VIN: 4JGFF5KE5MA562230
Stock: 7012P
Certified Pre-Owned: Yes
Listed since: 07-27-2025 - 92,370 miles
- No accidents, 2 owners, corporate fleet vehicle
- 7 Seats, 17 City / 22 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: 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: 4JGDF6EE6HA942630
Stock: 942630
Certified Pre-Owned: No
Listed since: 04-11-2025- $35,975fair price$888 above market
- 101,038 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 20 City / 24 Hwy MPG
- Mercedes-Benz of Richmond (95 mi away)
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Located in Richmond, VA / 95 miles away from Chesapeake, VA
Step into a world of exhilarating luxury and cutting-edge innovation with this stunning vehicle, designed to elevate every journey to unforgettable he...
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 (20 City/24 Highway)
Listing Information:
VIN: 4JGFF5KE8MA353029
Stock: 98096A
Certified Pre-Owned: No
Listed since: 07-02-2025 - New Listing$51,998fair price$1,638 above market
- 33,437 miles
- 7 Seats, 20 City / 24 Hwy MPG
- CarMax (In-stock online)
- Transfer available from NC to VA*
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Located in Charlotte, NC / 274 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:
21 Combined MPG (20 City/24 Highway)
Listing Information:
VIN: 4JGFF5KE6MA396770
Stock: 27154740
Certified Pre-Owned: No - New Listing
- 19,389 miles
- No accidents, 1 owner, personal use
- 7 Seats, 16 City / 22 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CA to VA*
Close
Located in Buena Park, CA / 2,345 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/22 Highway)
Listing Information:
VIN: 4JGDF6EE1KB225439
Stock: 27478376
Certified Pre-Owned: No - New Listing
- 109,510 miles
- No accidents, 3 owners, rental vehicle
- 7 Seats, 17 City / 22 Hwy MPG
- Global Auto Outlet (150 mi away)
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Located in Temple Hills, MD / 150 miles away from Chesapeake, VA
Estimated monthly payment and estimated total purchase price include the Maryland processing fee of $800 (not required by law). Taxes and additional f...
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 (17 City/22 Highway)
Listing Information:
VIN: 4JGDF6EEXHA929332
Stock: 929332
Certified Pre-Owned: No
Listed since: 07-25-2025
Showing 127 - 147 out of 336 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 2021 Mercedes-Benz GLS-Class in Chesapeake, VA Values
Estimated values
2021 Mercedes-Benz GLS-Class GLS 450 4MATIC 4dr SUV AWD (3.0L 6cyl Turbo gas/electric mild hybrid 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $36,754 | $40,010 | $43,270 |
| Clean | $36,180 | $39,375 | $42,572 |
| Average | $35,223 | $38,316 | $41,408 |
| Rough | $33,979 | $36,940 | $39,896 |
The average list price of a used 2021 Mercedes-Benz GLS-Class in Chesapeake, Virginia is $42,364. The average mileage on a used Mercedes-Benz GLS-Class 2021 for sale in Chesapeake, Virginia is 62,035. Based on the average mileage of 62,035 for used 2021 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 2021 in Chesapeake, Virginia to be $35,223.
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