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311 listings
- 58,448 miles
- 1 accident, 2 owners, personal use
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from SC to VA*
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Located in Greenville, SC / 367 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 (20 City/24 Highway)
Listing Information:
VIN: 4JGFF5KE5MA446266
Stock: 26766827
Certified Pre-Owned: No- 85,783 miles
- 1 accident, 4 owners, personal use only
- 8cyl automatic
- Exclusive Motor Cars (186 mi away)
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Located in Randallstown, MD / 186 miles away from Chesapeake, VA
This 2019 Black Mercedes-Benz GLS 550 AWD 4MATIC® is well equipped and includes these features and benefits:. 4MATIC® 14/19 City/Highway MPGHOME ...
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/19 Highway)
Listing Information:
VIN: 4JGDF7DE2KB207961
Stock: B207961
Certified Pre-Owned: No
Listed since: 04-25-2025- Price Drop$23,299good price$2,734 below market
- 94,919 miles
- No accidents, 3 owners, personal use
- 8cyl automatic
- Carget Motors (143 mi away)
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Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
The 2018 Mercedes-Benz GLS 550 4MATIC Sport Utility Vehicle is a luxurious and powerful SUV that embodies sophistication and performance. Its bold bla...
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: 4JGDF7DE0JB002119
Stock: 002119
Certified Pre-Owned: No
Listed since: 04-11-2025 - New Listing$45,595good price$3,614 below market
- 50,399 miles
- No accidents, 2 owners, personal use
- 6cyl automatic
- Mercedes-Benz of Raleigh (144 mi away)
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Located in Raleigh, NC / 144 miles away from Chesapeake, VA
White 2020 Mercedes-Benz GLS GLS 450 4MATIC 9-Speed Automatic V6 Non Smoker, Recent Oil Change, Passed Leith Used Car Inspection, 4-Zone Automatic Cli...
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: 4JGFF5KE6LA167276
Stock: B509216A
Certified Pre-Owned: No
Listed since: 05-17-2025 - New Listing$52,998good price$2,482 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 - Price Drop$25,639good price$1,568 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 - $24,990good price$1,968 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 - Price Drop$23,997fair price$232 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$373 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 - $23,495fair price$188 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 - New Listing$38,999good price$2,811 below market
- 54,630 miles
- 1 accident, 1 owner, personal use only
- 6cyl automatic
- 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,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$89 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$763 above market
- 53,405 miles
- No accidents, 1 owner, personal use
- 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:
21 Combined MPG (19 City/23 Highway)
Listing Information:
VIN: 4JGFF5KE2LA293375
Stock: 16686
Certified Pre-Owned: No - $22,995fair price$27 above market
- 98,790 miles
- 1 accident, 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/19 Highway)
Listing Information:
VIN: 4JGDF7DE9JB117883
Stock: 117883
Certified Pre-Owned: No
Listed since: 03-18-2025 - $19,995fair price$253 above market
- 96,527 miles
- 2 accidents, 2 owners, corporate fleet vehicle
- 6cyl automatic
- 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: 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: 4JGDF6EE3JB155697
Stock: ABS8114
Certified Pre-Owned: No
Listed since: 04-23-2025 - 105,291 miles
- 1 accident, 2 owners, personal use only
- 6cyl automatic
- Smithfield Auto Center (144 mi away)
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Located in Smithfield, NC / 144 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: 4JGDF6EE9JB120887
Stock: 25103
Certified Pre-Owned: No
Listed since: 04-07-2025- 69,458 miles
- Issue reported, 3 owners, corporate fleet vehicle
- 8cyl automatic
- Alpha Motor Sports (127 mi away)
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Located in Fredericksburg, VA / 127 miles away from Chesapeake, VA
** GREAT COLOR COMBO / FULLY LOADED / A MUST SEE ** OVER 30,000 VEHICLES SOLD, TWO LOCATION TO SERVE YOU, 400+ VEHICLES IN STOCK, visit www.AlphaMS.co...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
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:
15 Combined MPG (13 City/18 Highway)
Listing Information:
VIN: 4JGDF7FE8JA997784
Stock: CGF997784
Certified Pre-Owned: No- $17,163great price$4,160 below market
- 90,364 miles
- No accidents, 2 owners, personal use
- 6cyl automatic
- Carget Motors (143 mi away)
Close
Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
The 2017 Mercedes Benz GLS 450 4MATIC is a luxurious and versatile SUV that excels in both performance and comfort. This model strikes a perfect balan...
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: 4JGDF6EE4HA987338
Stock: 987338
Certified Pre-Owned: No
Listed since: 02-01-2025 - New Listing$45,998fair price$92 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 - New Listing$40,998fair price$1,179 above market
- 53,208 miles
- 2 accidents, 1 owner, personal use only
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from GA to VA*
Close
Located in Norcross, GA / 487 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: 4JGFF5KE1LA220319
Stock: 27158185
Certified Pre-Owned: No - New Listing
- 23,745 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from FL to VA*
Close
Located in Fort Myers, FL / 774 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 (19 City/23 Highway)
Listing Information:
VIN: 4JGFF5KE5LA261309
Stock: 27312948
Certified Pre-Owned: No
Showing 190 - 210 out of 311 listings
Consumer Reviews for the Mercedes-Benz GLS-Class
Read recent reviews for the Mercedes-Benz GLS-Class
4.74 Stars, Almost perfect, but...
Jay Poocha, 03/22/2021
2021 Mercedes-Benz GLS-Class GLS 450 4MATIC 4dr SUV AWD (3.0L 6cyl Turbo gas/electric mild hybrid 9A)
Over the years, we have owned many Luxury SUVS and a few mini-vans. We purchased a 2021 GLS 450 in early November 2020. As of today, we have driven 25,402 miles! That's not a typo. In a very short period of time, we have discovered the strengths and weaknesses of the GLS. The strengths: 1. Overall comfort, especially the front seats, is awesome. 2. The added massaging seats is a nice … option (get it, you won't be disappointed on long trips). 3. The ride is smooth on the highway and around town; however, I prefer to use the individualized setting option for the sports suspension on the highway to firm up the ride, otherwise it can be a tad floaty. I prefer a stiffer, more controlled ride. 4. Passing is done with ease at speed; however the 450 holds gears a bit long when rapidly accelerating. It eventually finds its place after a brief struggle. Not bad, but not perfect.
After driving 25K in a very short period of time, I would like MB to strongly consider improving a few areas in the cabin: 1. The cell phone ports (only usb c type) must be better placed. They are extremely difficult to plug cords into, plus need some type of ambient lighting to see at night. The wireless charging pad is a pain in the rear to use with a case on a telephone. The space is extremely tight. This must be corrected at some point. The power outlet in the second row is horribly placed. In fact, MB get a F- for its placement, and another F for the amount of space allocated for any charging bases larger than standard size. Just the worst of anything we have ever owned. Outside of these minor issues, my wife wishes MB would add a place for cellphones besides the cupholders or wireless charger area. This is an obvious deign oversight. Second row comfort in the captain's chairs is good, but I would strongly considering getting it with the bench in the future for the center armrest. Although the captain's seats are comfortable, again MB needs to add more places for storage.
The third row works for smaller adults and children. We occasionally use it, it works for the occasional trip when are children are traveling with us. The real trick is placement of luggage; three suitcases and a duffle is tight - this requires folding one of the third row seats flat. Although not ideal, it works. For ultimate convenience, I would suggest either a Cadillac ESV or, bite my tongue - a fully loaded Chrysler Pacifica. Having owned both these other vehicles, I can say luggage space is rarely an issue.
This leads me to my final thoughts on the GLS, I really like it a lot, its almost perfect except for the few issues I outlined. If MB can address the charging issues, phone placement issues and tweak the trans on shifting on the middle range when accelerating, it is hands down a superior SUV for long trips, daily comfort and drivability around town. It feels rock sold on the highway and does extremely well in rain. If you desire luxury, a very solid feeling ride, solid handling and decent MPG (I'm averaging about 23 MPG) I highly recommend the GLS.
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 | $33,812 | $36,496 | $39,183 |
| Clean | $33,284 | $35,916 | $38,551 |
| Average | $32,404 | $34,950 | $37,497 |
| Rough | $31,260 | $33,695 | $36,128 |
The average list price of a used 2021 Mercedes-Benz GLS-Class in Chesapeake, Virginia is $32,910. The average mileage on a used Mercedes-Benz GLS-Class 2021 for sale in Chesapeake, Virginia is 73,305. Based on the average mileage of 73,305 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 $32,404.
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