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3,054 listings
- $29,998fair price$228 below market
- 28,653 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Fayetteville (191 mi away)
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Located in Fayetteville, NC / 191 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: Yes
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG2MC671709
Stock: 27565696
Certified Pre-Owned: No - New Listing$30,998fair price$1,001 below market
- 42,955 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Wilmington (194 mi away)
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Located in Wilmington, NC / 194 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 (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFCG1MC890819
Stock: 27285745
Certified Pre-Owned: No - New Listing$25,500fair price$265 below market
- 64,004 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Preston Ford of Denton (149 mi away)
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Located in Denton, MD / 149 miles away from Chesapeake, VA
Recent Arrival!4WD.Founded in 1975, Preston has been providing a friendly, no-hassle car buying experience for more than 45 years. We have been family...
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 (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG4MC563365
Stock: DX250644A
Certified Pre-Owned: No
Listed since: 07-19-2025 - $27,987fair price$719 above market
- 21,328 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- i.g. Burton Chrysler Dodge Jeep Ram FIAT of Milford (159 mi away)
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Located in Milford, DE / 159 miles away from Chesapeake, VA
*CERTIFIED, !!!((( SEE IT AT THE MILFORD JEEP LOCATION!!!)))!!!, ***THIS VEHICLE IS SCHEDULED TO LEAVE FOR MANHEIM AUTO AUCTION AND IS BEING OFFERED A...
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 (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAGXMC604890
Stock: 7257273A
Certified Pre-Owned: No
Listed since: 07-16-2025 - Price Drop$26,990good price$1,166 below market
- 35,498 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- Carvana - Richmond (100 mi away)
- Home delivery*
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Located in Richmond, VA / 100 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: 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:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFBG1MC707825
Stock: 2003712609
Certified Pre-Owned: No
Listed since: 05-09-2025 - New Listing$27,998fair price$806 above market
- 36,988 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Virginia Beach (10 mi away)
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Located in Virginia Beach, VA / 10 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 (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFBG4MC619397
Stock: 27666516
Certified Pre-Owned: No - New Listing$25,998fair price$522 above market
- 25,444 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Capital Boulevard (142 mi away)
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Located in Raleigh, NC / 142 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 (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG0MC855675
Stock: 27641926
Certified Pre-Owned: No - $26,998fair price$371 above market
- 55,397 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Virginia Beach (10 mi away)
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Located in Virginia Beach, VA / 10 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: Yes
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG1MC552291
Stock: 27379749
Certified Pre-Owned: No - New Listing$27,998fair price$45 below market
- 32,324 miles
- 1 accident, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Newport News (34 mi away)
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Located in Newport News, VA / 34 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 (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG3MC889481
Stock: 27487019
Certified Pre-Owned: No - Price Drop$22,295fair price$603 above market
- 92,676 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Arch Road DriveTime (91 mi away)
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Located in Richmond, VA / 91 miles away from Chesapeake, VA
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
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 (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFBG1MC768737
Stock: 1630094492
Certified Pre-Owned: No
Listed since: 06-26-2025 - $22,495fair price$46 above market
- 52,830 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 26 Hwy MPG
- Kargar Motors (156 mi away)
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Located in Manassas, VA / 156 miles away from Chesapeake, VA
BUYING A CAR HAS NEVER BEEN THIS EASY.We specialize in 100% GUARANTEED APPROVAL. BAD CREDIT, NO CREDIT, BANKRUPTCY, REPO, FORECLOSURE...NO PROBLEM. NO...
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/26 Highway)
Listing Information:
VIN: 1C4RJEAG7MC570580
Stock: KMM13262
Certified Pre-Owned: No - Price Drop$27,299fair price$23 above market
- 57,555 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- Lindsay Chevrolet (142 mi away)
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Located in Woodbridge, VA / 142 miles away from Chesapeake, VA
Walnut Brown Metallic Clearcoat 2021 Jeep Grand Cherokee 80th Anniversary Edition 80th Anniversary Edition4WD, 1-Year SiriusXM Guardian Trial, 230MM...
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 (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFBG4MC581962
Stock: HPTL040
Certified Pre-Owned: No
Listed since: 07-08-2025 - New Listing$23,998fair price$410 above market
- 76,512 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Greenville NC (105 mi away)
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Located in Winterville, NC / 105 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: Yes
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG8MC781356
Stock: 27305374
Certified Pre-Owned: No - $22,949fair price$515 below market
- 44,270 miles
- 1 accident, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- VA Cars of Tri-Cities (71 mi away)
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Located in Hopewell, VA / 71 miles away from Chesapeake, VA
2021 Jeep Grand Cherokee Laredo E Velvet Red Pearlcoat 4WD 8-Speed Automatic 3.6L V6 24V VVT Odometer is 5558 miles below market average! FULLY SERVIC...
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 (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG8MC874913
Stock: T874913
Certified Pre-Owned: No
Listed since: 05-02-2025 - Price Drop$27,500fair price$793 above market
- 49,278 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Westgate Chrysler Jeep Dodge Ram (152 mi away)
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Located in Raleigh, NC / 152 miles away from Chesapeake, VA
Clean CARFAX. 4WD, 1-Year SiriusXM Guardian Trial, 230MM Rear Axle, 3.45 Rear Axle Ratio, 4-Wheel Disc Brakes, 4G LTE Wi-Fi Hot Spot, 6 Speakers, 8.4"...
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 (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFBG4MC566443
Stock: J42978A
Certified Pre-Owned: No
Listed since: 05-14-2025 - $24,500fair price$612 above market
- 63,330 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Beyer Volvo Cars Dulles (171 mi away)
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Located in Sterling, VA / 171 miles away from Chesapeake, VA
Recent Arrival!4WD, 7 & 4 Pin Wiring Harness, Class IV Receiver Hitch, Heavy-Duty Engine Cooling, Quick Order Package 2BH, Rear Load Leveling Suspensi...
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 (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFBG9MC512703
Stock: T17656K
Certified Pre-Owned: No
Listed since: 07-14-2025 - New Listing$27,998fair price$418 below market
- 42,804 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Bleecker Chrysler Dodge Jeep Ram (165 mi away)
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Located in Dunn, NC / 165 miles away from Chesapeake, VA
Heated Leather Seats, Navigation, Sunroof, Satellite Radio, Back-Up Camera, Power Liftgate, 4x4, WHEELS: 20 X 8.0 POLISHED/TECH GRAY... KEY 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:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFBG4MC692656
Stock: P9621A
Certified Pre-Owned: No
Listed since: 07-10-2025 - $26,400fair price$354 above market
- 66,736 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Sanford Imports (187 mi away)
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Located in Sandford, NC / 187 miles away from Chesapeake, VA
2021 Jeep Grand Cherokee 80th Anniversary Edition Granite Crystal Metallic Clearcoat Carfax Accident Free, Leather Seats, Navigation, Bluetooth, Colli...
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 (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFBG2MC856874
Stock: 7006247
Certified Pre-Owned: No
Listed since: 07-03-2025 - $33,998fair price$1,504 above market
- 32,618 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 18 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: Yes
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFCG9MC728856
Stock: 27078150
Certified Pre-Owned: No - $25,799fair price$179 above market
- 71,910 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- i.g. Burton Chrysler Dodge Jeep Ram FIAT of Milford (159 mi away)
Close
Located in Milford, DE / 159 miles away from Chesapeake, VA
*CERTIFIED, !!!((( SEE IT AT THE MILFORD JEEP LOCATION!!!)))!!!, ***THIS VEHICLE IS SCHEDULED TO LEAVE FOR MANHEIM AUTO AUCTION AND IS BEING OFFERED A...
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 (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFBG8MC674838
Stock: 7247151A
Certified Pre-Owned: Yes
Listed since: 06-02-2025 - $26,000fair price$984 above market
- 50,665 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Len Stoler Hyundai (189 mi away)
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Located in Owings Mills, MD / 189 miles away from Chesapeake, VA
CARFAX One-Owner. Clean CARFAX. 2021 Jeep Grand Cherokee Limited Walnut Brown Metallic Clearcoat 4WD 8-Speed Automatic 3.6L V6 24V VVT4WD, 1-Year Siri...
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 (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFBG8MC742894
Stock: BH1347
Certified Pre-Owned: No
Listed since: 05-14-2025
Showing 43 - 63 out of 3,054 listings
Consumer Reviews for the Jeep Grand Cherokee
Read recent reviews for the Jeep Grand Cherokee
Not-So-Grand Cherokee
Frustrated Jeep Owner, 05/16/2021
2021 Jeep Grand Cherokee Limited 4dr SUV (3.6L 6cyl 8A)
I purchased a 2021 Grand Cherokee Limited in Oct. '20 to replace my wife's 100k+ Outback because I wanted to have a reliable car. Big mistake. Upon delivery it had a transmission fluid leak the dealer repaired under warranty. At just under 13,000 miles the fuel gauge went out. It's been at the dealership for 11 days and I have no idea when it will be repaired. They had to remove the … gas tank to get to the sending unit. That required dropping the drive shaft. When the did that they learned that when the vehicle was made bolts holding the driveshaft were over-tightened and stripped the threads. The sending unit and bolt assembly were not in stock. Upon arrival and installation they learned that the mother board that controls the dash was also fried. Had to wait for parts again. Once that arrived and it was put together they learned some other part of the gas gauge system was also bad. That part is back ordered for about a month. They had me come pick up the car and drop off the loaner and said to drive it without a gas gauge. While driving home I noticed a strong vibration I could feel in the steering wheel and could hear that wasn't there before. I turned around and returned it and picked up the loaner again. I have no idea when it will be fixed and at this point I have very little confidence in this vehicle or the dealership. I regret buying it and wished I'd kept our 2014 Subaru Outback which ran flawlessly for over 100,000 miles.
Update: I got one of those standard surveys from the dealership asking if I was completely satisfied with the service. I responded that I absolutely was not and the reason why. I was contacted by the Service Manager two hours later who provided a lot more information. Turns out when they tried to disconnect the driveshaft from the differential a bolt broke off in the differential and it couldn't be removed. That had to order a new differential which will take about a week to get shipped and installed. He apologized for the poor communication and seemed very sincere in wanting to make it right. We will see.
It has now been just over a year and 25,000 miles since we accepted delivery of the Grand Cherokee. I'm happy to report that the back-ordered part finally arrived and the fuel gauge was repaired in July. There have been no problems since them and the Grand Cherokee is no longer the Not-So-Grand Cherokee. I've driven out of state several times and it's a great road car and averages about 24 mph which is good for a vehicle its size. Hopefully its problems are behind it and will provide several years of good service.
It's now been over 2 years and almost 50,000 miles. There have been no more gremlins. It has been reliable and I'm pleased with the car.
Three years and 68,000 miles. Had a repeat of the transmission fluid leak which was repaired under the extended warranty. Otherwise, it's been a reliable vehicle.
Just turned 80,000 and still running good. Only complaint beyond the initial problems is for a car its size the back seat legroom is short. I need to put the seat all the way back and it's pretty tight. Minor problem for me since I don't sit in the back seat!
The Grand Cherokee now has over 105,000 miles and it's still running strong. We're considering replacing it due simply to it's mileage. My wife drives it so it's up to her when to replace it and with what. She can't decide so we motor on which is fine with me. I've come to like this vehicle once it got over it's initial problems. And we continue to have oil changes at the purchasing dealer because they threw in lifetime oil changes and tire rotation.
Used 2021 Jeep Grand Cherokee in Chesapeake, VA Values
Estimated values
2021 Jeep Grand Cherokee Laredo X 4dr SUV 4WD (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $21,879 | $23,963 | $26,052 |
| Clean | $21,413 | $23,441 | $25,472 |
| Average | $20,637 | $22,571 | $24,503 |
| Rough | $19,628 | $21,439 | $23,245 |
The average list price of a used 2021 Jeep Grand Cherokee in Chesapeake, Virginia is $26,747. The average mileage on a used Jeep Grand Cherokee 2021 for sale in Chesapeake, Virginia is 49,704. Based on the average mileage of 49,704 for used 2021 Jeep Grand Cherokee 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 Jeep Grand Cherokee 2021 in Chesapeake, Virginia to be $20,637.
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