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3,013 listings
- $21,000good price$1,669 below market
- 56,610 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 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 - $23,700fair price$321 below market
- 71,608 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Grace Auto (94 mi away)
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Located in Richmond, VA / 94 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: 1C4RJFAG0LC209535
Stock: P25285
Certified Pre-Owned: No - Price Drop$26,998fair price$432 below market
- 31,681 miles
- No accidents, 1 owner, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax (In-stock online)
- Transfer available from OH to VA*
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Located in West Carrollton, OH / 478 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: 1C4RJFAG8LC159886
Stock: 27111304
Certified Pre-Owned: No - New Listing$20,990fair price$773 above market
- 97,559 miles
- No accidents, 2 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Buffalo, NY / 443 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: 1C4RJFBG5LC150223
Stock: 2003737635
Certified Pre-Owned: No
Listed since: 05-17-2025 - $26,495fair price$115 below market
- 93,219 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- Outer Banks Chrysler Dodge Jeep Ram (57 mi away)
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Located in Kill Devil Hills, NC / 57 miles away from Chesapeake, VA
4WD. 2020 Jeep Grand Cherokee High Altitude Diamond Black Crystal PearlcoatThe Island Dealer That Deals!!Equipped with Protech II (Adaptive Cruise Con...
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:
Listing Information:
VIN: 1C4RJFCT5LC133658
Stock: TI3658X
Certified Pre-Owned: Yes
Listed since: 04-26-2025 - $23,775good price$1,949 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 - New Listing$21,998good price$1,469 below market
- 56,051 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 26 Hwy MPG
- CarMax (In-stock online)
- Transfer available from FL to VA*
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Located in Brandenton, FL / 741 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: 1C4RJEBG5LC279430
Stock: 26577344
Certified Pre-Owned: No - $39,500good price$1,411 below market
- 37,022 miles
- No accidents, 3 owners, personal use only
- 5 Seats, 19 City / 26 Hwy MPG
- Auto Giants Nissan (143 mi away)
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Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
Summer is Heating Up!2022 Jeep Grand Cherokee Summit Bright White ClearcoatKEY FEATURES INCLUDED:, 4WD, APPLE CARPLAY, ANDROID AUTO, ACCIDENT FREE CAR...
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:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJHEG9N8628379
Stock: G2196A
Certified Pre-Owned: No
Listed since: 05-26-2025 - New Listing$90,997fair price$2,364 below market
- 14,532 miles
- 5 Seats, 11 City / 17 Hwy MPG
- Winchester Mitsubishi (196 mi away)
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Located in Winchester, VA / 196 miles away from Chesapeake, VA
Recent Arrival! 2020 Jeep Grand Cherokee 4WD Diamond Black Crystal Pearlcoat 4D Sport UtilityClean CARFAX. Odometer is 31477 miles below market ave...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
13 Combined MPG (11 City/17 Highway)
Listing Information:
VIN: 1C4RJFN90LC256544
Stock: LC256544
Certified Pre-Owned: No
Listed since: 06-11-2025 - Price Drop$31,500good price$846 below market
- 39,648 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 26 Hwy MPG
- Heritage Subaru Catonsville (179 mi away)
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Located in Baltimore, MD / 179 miles away from Chesapeake, VA
Recent Arrival! *4 WHEEL DRIVE*, *HEATED LEATHER SEATS*, *POWER DRIVERS SEAT*, *POWER SUNROOF*, *BLINDSPOT MONITORING*, *BACKUP CAMERA*, *APPLE CARPLA...
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:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJHAG1N8585095
Stock: 4P585095
Certified Pre-Owned: No
Listed since: 05-29-2025 - $83,655fair price$1,375 below market
- 37,515 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 11 City / 17 Hwy MPG
- Stevenson-Hendrick Honda Wilmington (194 mi away)
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Located in Wilmington, NC / 194 miles away from Chesapeake, VA
*2020 Jeep Grand Cherokee Trackhawk**Billet Silver Metallic Clearcoat | Black Interior | Eibach Lowering Springs*Commanding power meets aggressive ref...
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:
13 Combined MPG (11 City/17 Highway)
Listing Information:
VIN: 1C4RJFN9XLC165958
Stock: P11319
Certified Pre-Owned: No
Listed since: 04-14-2025 - Price Drop$26,998fair price$892 above market
- 42,170 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 26 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CA to VA*
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Located in San Diego, CA / 2,321 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: 1C4RJEAG7LC344845
Stock: 27503950
Certified Pre-Owned: No - New Listing$20,000good price$1,149 below market
- 74,762 miles
- No accidents, 2 owners, rental vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- Lindsay Manassas Chrysler Dodge Jeep Ram (156 mi away)
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Located in Manassas, VA / 156 miles away from Chesapeake, VA
*LOW MILEAGE*, *WELL MAINTAINED*, PANORAMIC SUNROOF, POWER SUNROOF / SUNROOF / POWER TILT SLIDING ROOF, GPS/ NAVIGATION, APPLE CARPLAY/ANDROID AUTO, U...
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: 1C4RJFBG1JC134744
Stock: M250283A
Certified Pre-Owned: Yes
Listed since: 06-08-2025 - Price Drop$24,659fair price$414 below market
- 55,873 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 18 City / 25 Hwy MPG
- 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: 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: 1C4RJFAGXLC179833
Stock: LC179833
Certified Pre-Owned: No
Listed since: 04-30-2025 - Price Drop$23,360good price$710 below market
- 66,810 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Elkton Ford (199 mi away)
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Located in Elkton, MD / 199 miles away from Chesapeake, VA
FORD OF ELKTON LOCATION!! FEAST YOUR EYES ON THIS FULLY LOADED GRAND CHEROKEE ALTITUDE! THIS IS A GUARANTEED ONE OWNER LOCAL TRADE-IN!! IT IS GRADED 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: Yes
Features and Specs:
21 Combined MPG (18 City/25 Highway)
Listing Information:
VIN: 1C4RJFAG0LC234449
Stock: R670
Certified Pre-Owned: No
Listed since: 11-30-2024 - New Listing$26,998fair price$221 above market
- 55,212 miles
- No accidents, 3 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- CarMax (In-stock online)
- Transfer available from NY to VA*
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Located in Buffalo, NY / 454 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: 1C4RJFBG8LC227490
Stock: 26320295
Certified Pre-Owned: No - Price Drop$31,998fair price$246 below market
- 34,341 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 19 City / 26 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: 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:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJHBG9N8540520
Stock: 27095558
Certified Pre-Owned: No - Price Drop$14,845good price$1,036 below market
- 134,303 miles
- 1 accident, 2 owners, personal use only
- 5 Seats, 18 City / 25 Hwy MPG
- Car Bargain (161 mi away)
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Located in Warrenton, VA / 161 miles away from Chesapeake, VA
2018 JEEP GRAND CHEROKEE 4 WHEEL DRIVE with powerful 3.6L V6 24V VVT UPG I W/ESS engine and driven only 133461 miles! Fully loaded and much more! CARF...
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: 1C4RJFLG6JC189687
Stock: MCB3032
Certified Pre-Owned: No - Price Drop$22,990fair price$776 above market
- 71,293 miles
- No accidents, 3 owners, 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: 1C4RJFBG7LC354473
Stock: 2003713023
Certified Pre-Owned: No
Listed since: 05-14-2025 - New Listing$24,990fair price$292 above market
- 55,281 miles
- No accidents, 3 owners, personal use
- 5 Seats, 18 City / 25 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Birmingham, AL / 637 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: 1C4RJFBG5LC332889
Stock: 2003785258
Certified Pre-Owned: No
Listed since: 06-06-2025 - $31,600fair price$510 below market
- 35,328 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 26 Hwy MPG
- Capital Ford of Lillington (171 mi away)
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Located in Lillington, NC / 171 miles away from Chesapeake, VA
Capital Confidence - 3 Month / 3,000 Mile Premium Warranty!2022 Jeep Grand Cherokee CARFAX One-Owner. Clean CARFAX. Priced below KBB Fair Purchase Pri...
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:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 1C4RJHBG3N8541002
Stock: DT20F02897A
Certified Pre-Owned: No
Listed since: 03-20-2025
Showing 337 - 357 out of 3,013 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 E 4dr SUV 4WD (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $18,559 | $20,876 | $23,106 |
| Clean | $18,079 | $20,328 | $22,493 |
| Average | $17,278 | $19,417 | $21,471 |
| Rough | $16,237 | $18,231 | $20,144 |
The average list price of a used 2020 Jeep Grand Cherokee in Chesapeake, Virginia is $31,383. The average mileage on a used Jeep Grand Cherokee 2020 for sale in Chesapeake, Virginia is 58,035. Based on the average mileage of 58,035 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 $17,278.
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