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3,033 listings
- Price Drop$28,500fair price$4 above market
- 45,958 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Country Chevrolet (162 mi away)
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Located in Warrenton, VA / 162 miles away from Chesapeake, VA
2021 Jeep Grand Cherokee Trailhawk Granite Crystal Metallic Clearcoat 4WD 3.6L V6 24V VVT 8-Speed Automatic 4WD, Heated front seats, Heated steering w...
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: 1C4RJFLG6MC771521
Stock: 50182A
Certified Pre-Owned: No
Listed since: 07-03-2025 - $25,799fair price$276 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)
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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: 1C4RJFBG8MC674838
Stock: 7247151A
Certified Pre-Owned: Yes
Listed since: 06-02-2025 - New Listing$28,590fair price$566 above market
- 48,680 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Carvana - Raleigh (141 mi away)
- Home delivery*
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Located in Raleigh, NC / 141 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: 1C4RJFBG6MC637982
Stock: 2003819301
Certified Pre-Owned: No
Listed since: 06-25-2025 - New Listing$26,990fair price$801 above market
- 56,015 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Carvana - Baltimore (185 mi away)
- Home delivery*
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Located in Baltimore, MD / 185 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: 1C4RJFAG0MC590434
Stock: 2003910046
Certified Pre-Owned: No
Listed since: 07-18-2025 - New Listing$27,998fair price$164 above market
- 49,216 miles
- No accidents, 2 owners, personal use
- 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: 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: 1C4RJFCG4KC552716
Stock: 27019353
Certified Pre-Owned: No - New Listing$27,977fair price$156 below market
- 46,775 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Coastal Kia (194 mi away)
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Located in Wilmington, NC / 194 miles away from Chesapeake, VA
Local Trade, All Service Records, 4WD, 19 Speakers High Performance Audio, 4-Wheel Disc Brakes, 7 & 4 Pin Wiring Harness, 8.4" Touchscreen Display, 82...
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: 1C4RJFCG1KC644799
Stock: F9230A
Certified Pre-Owned: No
Listed since: 07-29-2025 - $29,998fair price$148 above market
- 52,897 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Lynchburg (169 mi away)
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Located in Lynchburg, VA / 169 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: 1C4RJFCG6MC508140
Stock: 26953369
Certified Pre-Owned: No - $20,700fair price$158 above market
- 83,571 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Haley Chrysler Dodge Jeep Ram (82 mi away)
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Located in Richmond, VA / 82 miles away from Chesapeake, VA
*Vehicle pricing excludes tax, title, tags, $799 processing fee, and $319 fee for theft protection etch.*
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: 1C4RJFBG4KC814591
Stock: 8728594A
Certified Pre-Owned: No
Listed since: 07-21-2025 - New Listing$27,998fair price$170 below market
- 43,669 miles
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Lynchburg (169 mi away)
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Located in Lynchburg, VA / 169 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 (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFBG5MC810780
Stock: 26546319
Certified Pre-Owned: No - $18,996good price$669 below market
- 107,056 miles
- 2 accidents, 2 owners, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Cox Chrysler Dodge Jeep Ram (184 mi away)
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Located in Burlington, NC / 184 miles away from Chesapeake, VA
EquipmentThe state of the art park assist system will guide you easily into any spot. This vehicle offers Android Auto for seamless smartphone...
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: 1C4RJFAG8MC678292
Stock: S2301B
Certified Pre-Owned: No
Listed since: 07-07-2025 - New Listing
- 74,345 miles
- No accidents, 1 owner, personal use only
- 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. CARFAX One-Owner. 4WD, 1-Year SiriusXM Guardian Trial, 20" x 8.0" Black Aluminum Wheels, 230MM Rear Axle, 3.45 Rear Axle Ratio, 4-Wheel ...
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: 1C4RJFBG7MC859799
Stock: J43233A
Certified Pre-Owned: No
Listed since: 06-18-2025 - New Listing$19,998fair price$709 above market
- 95,295 miles
- 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 Unavailable.
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAGXKC829548
Stock: 26718994
Certified Pre-Owned: No - New Listing$19,950fair price$271 above market
- 85,766 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 26 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. CARFAX One-Owner. 180 Amp Alternator, 3.27 Rear Axle Ratio, 4-Wheel Disc Brakes, 6 Speakers, 7 & 4 Pin Wiring Harness, ABS brakes, Air 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:
21 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJEAG3MC714545
Stock: J43278A
Certified Pre-Owned: No
Listed since: 07-29-2025 - $17,990fair price$493 above market
- 119,116 miles
- 1 accident, 2 owners, personal use
- 5 Seats, 19 City / 26 Hwy MPG
- Carvana - Richmond (100 mi away)
- Home delivery*
Close
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: 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: 1C4RJEBG5KC835640
Stock: 2003880666
Certified Pre-Owned: No
Listed since: 07-10-2025 - New Listing$29,995fair price$477 above market
- 29,266 miles
- 5 Seats, 18 City / 25 Hwy MPG
- Southern Chrysler Dodge Jeep RAM Chesapeake (14 mi away)
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Located in Chesapeake, VA / 14 miles away from Chesapeake, VA
Recent Arrival! CARFAX One-Owner. Clean CARFAX.Certified. Diamond Black Crystal Pearlcoat 2021 Jeep Grand Cherokee Laredo X 3.6L V6 24V VVT 8-Speed Au...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAGXMC678486
Stock: YX10814
Certified Pre-Owned: No
Listed since: 07-30-2025 - New Listing$19,987fair price$235 above market
- 97,429 miles
- No accidents, 2 owners, rental vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- Ideal Buick GMC (195 mi away)
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Located in Frederick, MD / 195 miles away from Chesapeake, VA
BACKUP CAMERA, CLEAN CARFAX, PANORAMIC SUNROOF, 4WD. Ideal Hyundai Buick GMC - Proud Member Of The Aschenbach Auto Group - Family Owned - Family Value...
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: 1C4RJFBG7KC758131
Stock: HJ016739A
Certified Pre-Owned: No
Listed since: 07-26-2025 - $20,410fair price$656 below market
- 67,198 miles
- 1 accident, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Ourisman Chrysler Dodge Jeep Ram (176 mi away)
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Located in Clarksville, MD / 176 miles away from Chesapeake, VA
CARFAX One-Owner.This 2019 Diamond Black Crystal Pearlcoat Jeep Grand Cherokee Limited 4WD is well equipped and includes these features and benefits:...
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: 1C4RJFBG5KC579053
Stock: 295991A
Certified Pre-Owned: No
Listed since: 07-22-2025 - New Listing$16,988fair price$90 below market
- 105,471 miles
- 1 accident, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Fitzgerald Mazda of Annapolis (156 mi away)
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Located in Annapolis, MD / 156 miles away from Chesapeake, VA
Recent Arrival! MARYLAND STATE INSPECTED, NAVIGATION, SUNROOF/MOONROOF, LEATHER, HEATED FRONT SEATS, POWER LIFTGATE, BACK-UP CAMERA, AUTOMATIC TRANSMI...
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: 1C4RJFBG8KC687554
Stock: Z702842A
Certified Pre-Owned: No
Listed since: 07-27-2025 - New Listing$30,998fair price$1,019 above market
- 35,945 miles
- 1 accident, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Newport News (34 mi away)
Close
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: 1C4RJFBG4MC880156
Stock: 27450604
Certified Pre-Owned: No - New Listing$26,723fair price$929 above market
- 62,214 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Terry Subaru (172 mi away)
Close
Located in Lynchburg, VA / 172 miles away from Chesapeake, VA
This 2021 Jeep Grand Cherokee Limited in Granite Crystal Metallic Clearcoat features: Recent Arrival! 3.6L V6 24V VVT 4WD Stock numbers starting with ...
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: 1C4RJFBG5MC553300
Stock: 25V146A
Certified Pre-Owned: No
Listed since: 07-28-2025 - New Listing$20,998fair price$162 above market
- 56,013 miles
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax Potomac Mills (145 mi away)
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Located in Woodbridge, VA / 145 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 (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG8KC814577
Stock: 27506885
Certified Pre-Owned: No
Showing 169 - 189 out of 3,033 listings
Consumer Reviews for the Jeep Grand Cherokee
Read recent reviews for the Jeep Grand Cherokee
Amazing vehicle does exactly what it says
Jesse Dirom, 06/06/2020
2020 Jeep Grand Cherokee Limited X 4dr SUV 4WD (3.6L 6cyl 8A)
I work in the Oil and Gas sector in Alberta and drive this vehicle up and down mountain roads, lease roads and over rig mat’s summer, winter, fall (Spring is typically slow for me). It handles well on highway, looks great downtown Calgary, handles great in the bush and with the right tires is glued to the road in the worst conditions. I am also an avid skier and mountain biker with a son … and a dog. I have had many other SUVs (Xterra, Explorer, Cadillac, Escape) this is hands down the best one for my lifestyle. My Jeep rides a little higher then most due to larger tires ect... but I can go anywhere a pick up can off road which is all I need given this is what most people drive on site (so roads are built with this in mind) I am sitting at 120k (kilometres - I drive a lot) and no major repairs even my brakes (just checked) are still at 50%. This is my first Jeep ever and I almost bought something else instead. It will not be my last. I plan on buying another one once this ones hits 200k. If your in the market for something you can be confident taking a client to lunch in or hitting the backcountry this is the vehicle for you.
Used 2021 Jeep Grand Cherokee in Chesapeake, VA Values
Estimated values
2021 Jeep Grand Cherokee Trailhawk 4dr SUV 4WD (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $23,443 | $25,581 | $27,724 |
| Clean | $22,944 | $25,023 | $27,106 |
| Average | $22,112 | $24,094 | $26,076 |
| Rough | $21,031 | $22,886 | $24,737 |
The average list price of a used 2021 Jeep Grand Cherokee in Chesapeake, Virginia is $24,597. The average mileage on a used Jeep Grand Cherokee 2021 for sale in Chesapeake, Virginia is 68,276. Based on the average mileage of 68,276 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 $22,112.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.