Skip to FiltersReport abuse
3,066 listings
- New Listing
- 40,488 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 26 Hwy MPG
- CarMax (In-stock online)
- Transfer available from FL to VA*
Close
Located in Pompano Beach, FL / 759 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/26 Highway)
Listing Information:
VIN: 1C4RJEAG4MC861313
Stock: 27309267
Certified Pre-Owned: No - Price Drop
- 39,248 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Indianapolis, IN / 578 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:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFBG9MC674976
Stock: 2003748932
Certified Pre-Owned: No
Listed since: 05-26-2025 - New Listing
- 83,468 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
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
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: 1C4RJFAG0MC516172
Stock: 2003701294
Certified Pre-Owned: No
Listed since: 05-30-2025 - New Listing
- 54,101 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 26 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Dallas, TX / 1,195 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:
21 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJEAG1MC844498
Stock: 2003800659
Certified Pre-Owned: No
Listed since: 06-09-2025 - New Listing
- 25,737 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Lilliston Chrysler Dodge Jeep Ram (196 mi away)
Close
Located in Millville, NJ / 196 miles away from Chesapeake, VA
SUNROOF, *** HEATED SEATS ***, *** 4X4 ***, *** ONE OWNER CARFAX ***, *** CLEAN CAR FAX ***, *** WILL NOT LAST ***, *** NEW ARRIVAL ***, *** POWER LIF...
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: 1C4RJFLG0MC824472
Stock: 24472
Certified Pre-Owned: Yes
Listed since: 06-07-2025 
Photos not available$22,850fair price$171 above market- 59,880 miles
- 1 accident, 2 owners, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Easterns Automotive Group of Sterling / Direct Car Buying (170 mi away)
Close
Located in Sterling, VA / 170 miles away from Chesapeake, VA
more
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: 1C4RJFAG4MC819388
Stock: 160365
Certified Pre-Owned: No
Listed since: 02-20-2025- New Listing
- 34,261 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 26 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in San Antonio, TX / 1,380 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:
21 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJEBG6MC624420
Stock: 2002739751
Certified Pre-Owned: No
Listed since: 02-20-2024 - New Listing
- 40,172 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax (In-stock online)
- Transfer available from IL to VA*
Close
Located in Algonquin, IL / 746 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: 1C4RJFAG6MC873307
Stock: 27501775
Certified Pre-Owned: No - Price Drop
- 39,291 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Cleveland, OH / 440 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:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFBG4MC876494
Stock: 2003763340
Certified Pre-Owned: No
Listed since: 06-04-2025 - New Listing
- 51,120 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Dallas, TX / 1,195 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:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFBG2MC737402
Stock: 2003765555
Certified Pre-Owned: No
Listed since: 05-29-2025 - New Listing
- 42,513 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Fayetteville (191 mi away)
Close
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: 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: 1C4RJFCG3KC774602
Stock: 27097272
Certified Pre-Owned: No - Price Drop
- 40,196 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Hertrich Chevrolet (170 mi away)
Close
Located in Dover, DE / 170 miles away from Chesapeake, VA
Non-Smoker vehicle, Diamond Black Crystal Pearlcoat exterior and Black interior. Bluetooth , iPod/MP3 Input, Satellite Radio, Back-Up Camera, Alloy Wh...
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: 1C4RJFAG3MC668981
Stock: 25327C
Certified Pre-Owned: No
Listed since: 05-18-2025 - 73,479 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Tappahannock Chevrolet (87 mi away)
Close
Located in Tappahannock, VA / 87 miles away from Chesapeake, VA
2021 Jeep Grand Cherokee ***LEATHER***, HEATED SEATS, REARVIEW/BACK UP CAMERA, NAVIGATION SYSTEM, KEYLESS ENTRY, **BLUETOOTH**, **ACCIDENT FREE 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:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFCG9MC670358
Stock: C3155B
Certified Pre-Owned: No
Listed since: 04-16-2025- Price Drop
- 63,830 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Indianapolis, IN / 578 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:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFBG6MC882118
Stock: 2003782715
Certified Pre-Owned: No
Listed since: 06-03-2025 - 42,548 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- Starr Motors (21 mi away)
Close
Located in Suffolk, VA / 21 miles away from Chesapeake, VA
Dealer What sets us apart from a huge dealer group, is that we have deep roots in Suffolk as an entire family. If you don?t see one of the owners wal...
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: 1C4RJFCG0MC648183
Stock: CP11785R
Certified Pre-Owned: No
Listed since: 02-22-2025- New Listing
- 38,186 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Cleveland, OH / 440 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:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFBG8MC778200
Stock: 2003789006
Certified Pre-Owned: No
Listed since: 06-07-2025 - 66,671 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Preston Ford Aberdeen (191 mi away)
Close
Located in Aberdeen, MD / 191 miles away from Chesapeake, VA
Recent Arrival!
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: 1C4RJFAG7MC653738
Stock: DXFA804B
Certified Pre-Owned: No
Listed since: 05-17-2025- Price Drop
- 59,913 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
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
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: 1C4RJFAG4MC687362
Stock: 2003770814
Certified Pre-Owned: No
Listed since: 06-04-2025 - Price Drop$27,590fair price$472 above market
- 69,726 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Cleveland, OH / 440 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:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFBG9MC529792
Stock: 2003522428
Certified Pre-Owned: No
Listed since: 06-04-2025 - $28,998fair price$407 above market
- 47,569 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax (In-stock online)
- Transfer available from FL to VA*
Close
Located in Tallahassee, FL / 637 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: 1C4RJFAG9MC678477
Stock: 27186739
Certified Pre-Owned: No - New Listing
- 262 miles
- 5 Seats, 19 City / 26 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in San Angelo, TX / 1,439 miles away from Chesapeake, VA
CarFax No Accidents Reported,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,Lane Keeping Assist,Satellite Radio,WiFi Hotspot,V...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJGAG2SC317174
Stock: SC317174D
Certified Pre-Owned: No
Showing 1,240 - 1,260 out of 3,066 listings
Consumer Reviews for the Jeep Grand Cherokee
Read recent reviews for the Jeep Grand Cherokee
Only 300 miles, broke down
victor ortiz-velez, 04/29/2023
2023 Jeep Grand Cherokee Overland 4dr SUV (3.6L 6cyl 8A)
This was my 3 Jeep Grand Cherokee so I trusted it was going to be good or better, wrong. It is back at the dealership. While driving it turned itself off and gave me two different error messages. The dealership Miami Lakes Automall don’t answer the phone or return my messages
As part of my lemon law lawsuit on May 3 2024 I finally was able to surrender the vehicle back to Jeep, almost a … year later
Used 2021 Jeep Grand Cherokee in Chesapeake, VA Values
Estimated values
2021 Jeep Grand Cherokee Laredo X 4dr SUV (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $20,882 | $23,248 | $25,622 |
| Clean | $20,437 | $22,741 | $25,051 |
| Average | $19,696 | $21,897 | $24,099 |
| Rough | $18,733 | $20,799 | $22,861 |
The average list price of a used 2021 Jeep Grand Cherokee in Chesapeake, Virginia is $28,776. The average mileage on a used Jeep Grand Cherokee 2021 for sale in Chesapeake, Virginia is 48,222. Based on the average mileage of 48,222 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 $19,696.
Filters
Skip to ResultsApplied Filters4Active
Make & Model
Year
New / Used
Price & Payments
Price Rating
Body Type
Trim
Mileage
Accidents & History
Engine & Drivetrain
Exterior Color
Interior Color
Total Seating
Edmunds Review
Features
Options & Packages
MPG
* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.