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2,947 listings
- 23,603 miles
- No accidents, 1 owner, government vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
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Located in Sanford, FL / 622 miles away from Chesapeake, VA
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
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: 1C4RJFAG2LC195041
Stock: 8GS49T
Certified Pre-Owned: No
Listed since: 04-29-2025- $29,998fair price
- 39,888 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TX to VA*
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Located in Houston, TX / 1,200 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: 1C4RJFJG0LC427698
Stock: 25587638
Certified Pre-Owned: No - $23,641fair price$580 below market
- 79,383 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Don White's Timonium Chrysler Jeep Dodge Ram (190 mi away)
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Located in Cockeysville, MD / 190 miles away from Chesapeake, VA
Dealer Bright White Clearcoat 2020 Jeep Grand Cherokee Limited X 4WD 8-Speed Automatic 3.6L V6 24V VVT Lifetime Oil Changes, Lifetime Tire Rotations,...
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: 1C4RJFBG4LC198974
Stock: 4333
Certified Pre-Owned: No
Listed since: 04-18-2025 - $25,314good price$1,050 below market
- 43,467 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Wendell Auto Brokers (135 mi away)
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Located in Wendell, NC / 135 miles away from Chesapeake, VA
2020 JEEP GRAND CHEROKEE LIMITED*ONE OWNER**CLEAN BACKGROUND*Options:20 Inch Plus Wheels, 4WD/AWD, ABS Brakes, Air Conditioning, Alloy Wheels, Android...
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: 1C4RJFBG2LC336527
Stock: 9047
Certified Pre-Owned: No
Listed since: 04-09-2025 - New Listing$21,998fair price
- 91,912 miles
- No accidents, 3 owners, personal use
- 5 Seats, 19 City / 26 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TX to VA*
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Located in El Paso, TX / 1,745 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: 1C4RJECG3LC128830
Stock: 26701372
Certified Pre-Owned: No - $25,990fair price$301 below market
- 49,707 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Tampa, FL / 707 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: 1C4RJFAG8LC225580
Stock: 2003692380
Certified Pre-Owned: No
Listed since: 05-09-2025 - $12,987good price$1,604 below market
- 101,659 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- CarPalace (165 mi away)
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Located in Chantilly, VA / 165 miles away from Chesapeake, VA
Discover Your Dream Car at CARPALACE – Quality Used Cars, Unbeatable Prices!At CARPALACE, we're passionate about helping you find the perfect ve...
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: 1C4RJFBG7JC459432
Stock: 2024427
Certified Pre-Owned: No - Price Drop$18,590fair price$344 below market
- 92,561 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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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: 1C4RJFAG3LC371711
Stock: 2003726166
Certified Pre-Owned: No
Listed since: 05-10-2025 - Price Drop$23,500good price$2,180 below market
- 57,924 miles
- 1 accident, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Sheehy Ford Lincoln Of Gaithersburg (175 mi away)
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Located in Gaithersburg, MD / 175 miles away from Chesapeake, VA
2020 Jeep Grand Cherokee Overland 4WD at Sheehy Ford Lincoln of Gaithersburg! This Grand Cherokee has an exterior color of Diamond Black Crystal Pearl...
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: 1C4RJFCG7LC424679
Stock: CJ87716B
Certified Pre-Owned: No
Listed since: 04-07-2025 - Price Drop$22,299fair price$544 below market
- 36,811 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Orchard Park, NY / 437 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,Satellite R...
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: 1C4RJFAG9LC217777
Stock: LC217777A
Certified Pre-Owned: No - $16,995fair price$3 below market
- 108,327 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Hyman Bros Kia (93 mi away)
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Located in Midlothian, VA / 93 miles away from Chesapeake, VA
Heated Leather Seats, Navigation, iPod/MP3 Input, Back-Up Camera, Heated Rear Seat, Power Liftgate, Aluminum Wheels, 4x4, BLIND SPOT & CROSS PATH DETE...
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: 1C4RJFBG0JC309937
Stock: K688931
Certified Pre-Owned: No
Listed since: 05-07-2025 - Price Drop$18,795fair price$194 below market
- 74,317 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Annapolis Hyundai (153 mi away)
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Located in Edgewater, MD / 153 miles away from Chesapeake, VA
**1 OWNER & CLEAN CARFAX** This Cherokee comes with a great selection of features. It has All Wheel Drive, Leather Seating, Remote Start, Power Liftga...
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: 1C4RJFBG2JC107357
Stock: Z2111A
Certified Pre-Owned: No
Listed since: 04-29-2025 - Price Drop$27,300good price$1,260 below market
- 39,969 miles
- No accidents, 2 owners, rental vehicle
- 5 Seats, 19 City / 26 Hwy MPG
- INFINITI of Wilmington (195 mi away)
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Located in Wilmington, NC / 195 miles away from Chesapeake, VA
Leather Seats, Bluetooth, Automatic Headlights, Backup Camera, Keyless Entry, Active Parking Assist, Heated/Cooled Seats.Priced below KBB Fair Purch...
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:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJGBG4N8570468
Stock: 2000046
Certified Pre-Owned: No
Listed since: 04-06-2025 - $18,981fair price$372 below market
- 91,096 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Johnson Volvo Cars Durham (162 mi away)
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Located in Durham, NC / 162 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 (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAGXJC118298
Stock: VDP1537A
Certified Pre-Owned: No
Listed since: 06-03-2025 - Price Drop$21,880fair price$486 below market
- 99,717 miles
- No accidents, 2 owners, rental vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- Bob Mills Mitsubishi (150 mi away)
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Located in Jacksonville, NC / 150 miles away from Chesapeake, VA
2020 Jeep Grand Cherokee Trailhawk 4WD, 1-Year SiriusXM Guardian Trial, 10 Speakers, 3.45 Rear Axle Ratio, 4-Wheel Disc Brakes, 4G LTE Wi-Fi Hot Spot,...
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: 1C4RJFLG4LC264261
Stock: 16625P
Certified Pre-Owned: No
Listed since: 04-07-2025 - $21,500fair price$205 below market
- 78,292 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Bayside Ford (113 mi away)
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Located in King George, VA / 113 miles away from Chesapeake, VA
Clean CARFAX. 4WD, 8.4" Touchscreen Display, Apple CarPlay/Android Auto, Front fog lights, GPS Navigation, Heated front seats, Heated steering 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: 1C4RJFBG9LC424460
Stock: LC424460
Certified Pre-Owned: No
Listed since: 05-10-2025 - $23,958fair price$69 below market
- 82,412 miles
- No accidents, 3 owners, corporate fleet vehicle
- 5 Seats
- Johnson Lexus of Raleigh (144 mi away)
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Located in Raleigh, NC / 144 miles away from Chesapeake, VA
Take on every journey in comfort and confidence with this 2018 Jeep Grand Cherokee Summit, featuring 82,412 miles and loaded with premium features. As...
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:
Listing Information:
VIN: 1C4RJFJT4JC202470
Stock: R35499C
Certified Pre-Owned: No
Listed since: 05-03-2025 - Price Drop$21,000good price$1,593 below market
- 56,610 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Nanuet, NY / 324 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering 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: 1C4RJFAG5LC158467
Stock: TB007758A
Certified Pre-Owned: No - Price Drop$24,825fair price$356 below market
- 74,505 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Steven Toyota (186 mi away)
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Located in Harrisonburg, VA / 186 miles away from Chesapeake, VA
Premium Package, Leather Seats, Navigation System, Sunroof/Moonroof, Clean Vehicle History Report, 4WD / 4X4 / AWD, ABS brakes, Alloy wheels, Compass,...
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: 1C4RJFCG5LC181048
Stock: P17752
Certified Pre-Owned: No
Listed since: 11-30-2024 - $26,998fair price$141 below market
- 31,480 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax (In-stock online)
- Transfer available from NJ to VA*
Close
Located in Mays Landing, NJ / 206 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: 1C4RJFBG8LC303354
Stock: 27109772
Certified Pre-Owned: No - $18,387good price$1,275 below market
- 98,171 miles
- 3 accidents, 2 owners, personal use
- 5 Seats, 19 City / 26 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Clovis, CA / 2,385 miles away from Chesapeake, VA
High Value Options,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Brake Assist,Heated Seats,Heated Steering Wheel,Navigation System,Remote Start,Sate...
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: 1C4RJEAG7LC170419
Stock: LC170419PLX
Certified Pre-Owned: No
Showing 316 - 336 out of 2,947 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 2020 Jeep Grand Cherokee in Chesapeake, VA Values
Estimated values
2020 Jeep Grand Cherokee Laredo 4dr SUV 4WD (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $18,228 | $20,210 | $22,118 |
| Clean | $17,757 | $19,680 | $21,531 |
| Average | $16,970 | $18,798 | $20,554 |
| Rough | $15,947 | $17,650 | $19,282 |
The average list price of a used 2020 Jeep Grand Cherokee in Chesapeake, Virginia is $22,492. The average mileage on a used Jeep Grand Cherokee 2020 for sale in Chesapeake, Virginia is 69,134. Based on the average mileage of 69,134 for used 2020 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 2020 in Chesapeake, Virginia to be $16,970.
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