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319 listings
- Price Drop$81,489good price$6,590 below market
- 26,669 miles
- No accidents, 2 owners, personal use only
- 8cyl automatic
- Driveway (In-stock online)
- Home delivery*
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Located in Ramsey, NJ / 320 miles away from Chesapeake, VA
CarFax No Accidents Reported,Low Mileage,Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Lift...
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/18 Highway)
Listing Information:
VIN: 4JGFF8KEXMA576013
Stock: B8122T
Certified Pre-Owned: No - $14,437great price$1,585 below market
- 130,830 miles
- 1 accident, 2 owners, personal use
- 6cyl automatic
- Pro Auto Expo (136 mi away)
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Located in Stafford, VA / 136 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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 4JGDF6EE7HA893633
Stock: 893633
Certified Pre-Owned: No - Price Drop$67,500fair price$562 below market
- 21,637 miles
- No accidents, 1 owner, personal use
- 6cyl automatic
- Mercedes-Benz of Fredericksburg (130 mi away)
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Located in Fredericksburg, VA / 130 miles away from Chesapeake, VA
This 2023 Polar White Mercedes-Benz GLS 450 AWD 4MATIC® is well equipped and includes these features and benefits: Certified. CARFAX One-Owner.Clean...
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: 4JGFF5KE4PA995672
Stock: 13711P
Certified Pre-Owned: Yes
Listed since: 04-08-2025 
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- Price Drop$24,995good price$2,082 below market
- 73,400 miles
- 3 accidents, 1 owner, personal use only
- 8cyl automatic
- 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: 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:
16 Combined MPG (14 City/18 Highway)
Listing Information:
VIN: 4JGDF7DE8HA952115
Stock: 952115
Certified Pre-Owned: No
Listed since: 04-10-2025 - Price Drop$32,590fair price$772 below market
- 46,379 miles
- No accidents, 2 owners, corporate fleet vehicle
- 6cyl automatic
- Carvana (In-stock online)
- Home delivery*
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Located in Phoenix, AZ / 2,024 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: 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: 4JGDF6EE7KB228782
Stock: 2003701981
Certified Pre-Owned: No
Listed since: 05-09-2025 - Price Drop$51,590fair price$1,709 below market
- 76,100 miles
- No accidents, 1 owner, personal use only
- 8cyl automatic
- Carvana (In-stock online)
- Home delivery*
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Located in Indianapolis, IN / 579 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:
18 Combined MPG (16 City/21 Highway)
Listing Information:
VIN: 4JGFF8GE2MA396551
Stock: 2003649012
Certified Pre-Owned: No
Listed since: 04-11-2025 - $18,495good price$1,015 below market
- 107,262 miles
- No accidents, 2 owners, rental vehicle
- 6cyl automatic
- Imperial Highline (157 mi away)
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Located in Manassas, VA / 157 miles away from Chesapeake, VA
KEY FEATURES AND OPTIONS Comes equipped with: Appearance Package, Lane Tracking Package, Lighting Package, Parking Assist Package, Premium Package. Th...
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: 4JGDF6EE8HA799504
Stock: 99504
Certified Pre-Owned: No
Listed since: 02-11-2025 - Price Drop$23,000good price$1,531 below market
- 100,482 miles
- No accidents, 3 owners, personal use
- 8cyl automatic
- Mercedes-Benz of Fredericksburg (130 mi away)
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Located in Fredericksburg, VA / 130 miles away from Chesapeake, VA
This 2017 Obsidian Black Mercedes-Benz GLS 550 AWD 4MATIC® is well equipped and includes these features and benefits:Clean CARFAX. Navigation, Backu...
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/18 Highway)
Listing Information:
VIN: 4JGDF7DE8HA795556
Stock: A13766
Certified Pre-Owned: No
Listed since: 05-02-2025 - Price Drop$68,000fair price$1,306 below market
- 17,550 miles
- No accidents, 2 owners, personal use
- 6cyl automatic
- Mercedes-Benz of Fredericksburg (130 mi away)
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Located in Fredericksburg, VA / 130 miles away from Chesapeake, VA
This 2023 Cirrus Silver/Selenite Gray Mercedes-Benz GLS 450 AWD 4MATIC® is well equipped and includes these features and benefits: Certified.Clean C...
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: 4JGFF5KE3PA905346
Stock: 13657P
Certified Pre-Owned: Yes
Listed since: 03-05-2025 - $20,990fair price$922 below market
- 85,380 miles
- No accidents, 2 owners, personal use
- 6cyl automatic
- Lucky Line Motors (127 mi away)
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Located in Fredericksburg, VA / 127 miles away from Chesapeake, VA
**** WE FINANCE ***** 2017 MERCEDES-BENZ GLS 450 4MATIC WITH CLEAN VEHICLE / VEHICLE LOADED WITH / BLUETOOTH AUDIO / LEATHER SEATS / PREMIUM SOUND SYS...
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: 4JGDF6EE4HA750090
Stock: LLM11927
Certified Pre-Owned: No - Price Drop$63,998fair price$140 below market
- 31,148 miles
- No accidents, 1 owner, personal use
- 8cyl automatic
- Mercedes-Benz of Richmond (95 mi away)
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Located in Richmond, VA / 95 miles away from Chesapeake, VA
The 2021 Mercedes-Benz GLS 580 4MATIC stands as the pinnacle of luxury, performance, and innovation, wrapped in a striking **Obsidian Black Metallic**...
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: 4JGFF8GEXMA403164
Stock: M6733
Certified Pre-Owned: Yes
Listed since: 04-03-2025 - New Listing$110,000fair price$2,430 below market
- 22,874 miles
- No accidents, 2 owners, personal use only
- 8cyl automatic
- Mercedes-Benz of Catonsville (179 mi away)
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Located in Baltimore, MD / 179 miles away from Chesapeake, VA
Recent Arrival! 2023 Mercedes-Benz GLS 63 AMG® 4MATIC®, 4D Sport Utility, 4.0L V8, 4MATIC®, MANUFAKTUR Diamond White Metallic, Black w/Exclusive Nappa...
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: 4JGFF8KE3PB010645
Stock: 0M17502A
Certified Pre-Owned: Yes
Listed since: 05-17-2025 - $16,999good price$1,332 below market
- 110,440 miles
- 1 accident, 2 owners, personal use
- 6cyl automatic
- 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: 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: 4JGDF6EE0HA937388
Stock: 937388
Certified Pre-Owned: No - Price Drop$19,199good price$1,730 below market
- 85,111 miles
- 1 accident, 2 owners, personal use
- 6cyl automatic
- Arm Motors (176 mi away)
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Located in Dundalk, MD / 176 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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 4JGDF6EE1HA863690
Stock: ARM3405
Certified Pre-Owned: No - Price Drop$25,000fair price$439 below market
- 82,053 miles
- No accidents, 2 owners, personal use
- 6cyl automatic
- Mercedes-Benz of Fayetteville (192 mi away)
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Located in Fayetteville, NC / 192 miles away from Chesapeake, VA
Clean CARFAX.19" 5-Spoke Wheels, 3.27 Axle Ratio, 3rd row seats: split-bench, 4-Way Driver Lumbar Support, 4-Wheel Disc Brakes, 8 Speakers, 8-Way Powe...
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: 4JGDF6EE7KB232704
Stock: 54131B
Certified Pre-Owned: No
Listed since: 05-03-2025 - Price Drop$44,998good price$1,333 below market
- 54,233 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- Alfa Romeo of Raleigh (144 mi away)
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Located in Raleigh, NC / 144 miles away from Chesapeake, VA
Clean CARFAX. CARFAX One-Owner. 2021 Mercedes-Benz GLS GLS 450 4MATIC 9-Speed Automatic V65-Zone Climate Control, 6-Seat Configuration, Active Blind 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:
21 Combined MPG (20 City/24 Highway)
Listing Information:
VIN: 4JGFF5KE6MA425605
Stock: EP69734
Certified Pre-Owned: No
Listed since: 03-07-2025 - New Listing
- 10,426 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from AL to VA*
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Located in Mobile, AL / 801 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: 4JGFF5KE1MA571975
Stock: 26517202
Certified Pre-Owned: No - New Listing$65,000fair price$785 below market
- 24,426 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- Mercedes-Benz of Annapolis (155 mi away)
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Located in Annapolis, MD / 155 miles away from Chesapeake, VA
JUST ARRIVED. PENDING INSPECTION. Polar White 2023 Mercedes-Benz GLS GLS 450 4MATIC® 9-Speed Automatic 3.0L I6 4MATIC® 4D Sport Utility Clean CARFAX. ...
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: 4JGFF5KEXPA976219
Stock: QU976219
Certified Pre-Owned: No
Listed since: 05-13-2025 - New Listing$42,998fair price$1,687 above market
- 17,039 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from OR to VA*
Close
Located in Beaverton, OR / 2,462 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: 4JGDF6EE6KB230880
Stock: 26833889
Certified Pre-Owned: No - New Listing$20,995fair price$418 above market
- 89,025 miles
- No accidents, 3 owners, personal use
- 6cyl automatic
- 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: 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: 4JGDF6EE9HA965349
Stock: ABS8166
Certified Pre-Owned: No
Listed since: 05-09-2025 - $21,186fair price$643 below market
- 73,553 miles
- 1 accident, 3 owners, corporate fleet vehicle
- 6cyl automatic
- Auto Group (155 mi away)
Close
Located in Manassas, VA / 155 miles away from Chesapeake, VA
**FINANCING AVAILABLE**We offer Fair Market Based Pricing. Prices do NOT include tax, tag & title fees, or any other applicable fees. Gray 2017 MERCED...
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: 4JGDF6EE6HA975465
Stock: INC2399
Certified Pre-Owned: No
Showing 106 - 126 out of 319 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 AMG GLS 63 4dr SUV AWD (4.0L 8cyl Turbo gas/electric mild hybrid 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $55,488 | $60,065 | $64,648 |
| Clean | $54,621 | $59,111 | $63,605 |
| Average | $53,177 | $57,522 | $61,867 |
| Rough | $51,299 | $55,455 | $59,606 |
The average list price of a used 2021 Mercedes-Benz GLS-Class in Chesapeake, Virginia is $42,498. The average mileage on a used Mercedes-Benz GLS-Class 2021 for sale in Chesapeake, Virginia is 61,239. Based on the average mileage of 61,239 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 $53,177.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.