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1,682 listings
- New Listing
- 24,530 miles
- No accidents, 1 owner, personal use
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from TX to VA*
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Located in Fort Worth, TX / 1,232 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX1MD224998
Stock: 27242600
Certified Pre-Owned: No - $23,998fair price
- 37,730 miles
- No accidents, 1 owner, personal use
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from TX to VA*
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Located in Fort Worth, TX / 1,232 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX6MD228819
Stock: 27092124
Certified Pre-Owned: No - Price Drop$31,998fair price$914 above market
- 7,046 miles
- No accidents, 1 owner, personal use only
- 4cyl automatic
- 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMMB4PD107540
Stock: 27329041
Certified Pre-Owned: No - $23,998fair price
- 33,095 miles
- No accidents, 1 owner, personal use
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from TX to VA*
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Located in Plano, TX / 1,190 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX1MD204914
Stock: 27090774
Certified Pre-Owned: No - Price Drop$24,243fair price$425 below market
- 30,979 miles
- No accidents, 1 owner, personal use
- 6cyl automatic
- Driveway (In-stock online)
- Home delivery*
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Located in Troy, NY / 436 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Heated Steering ...
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/27 Highway)
Listing Information:
VIN: 1C4PJMDXXMD225535
Stock: U85414A
Certified Pre-Owned: No - Price Drop$18,990fair price$105 below market
- 83,843 miles
- No accidents, 1 owner, corporate fleet vehicle
- 4cyl automatic
- Carvana (In-stock online)
- Home delivery*
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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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLB4MD148697
Stock: 2003680141
Certified Pre-Owned: No
Listed since: 04-30-2025 - New Listing$23,895fair price$356 below market
- 30,300 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- Driveway (In-stock online)
- Home delivery*
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Located in Lexington, KY / 456 miles away from Chesapeake, VA
Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Lane Keeping Assist,Leather Se...
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/27 Highway)
Listing Information:
VIN: 1C4PJMMX1MD176094
Stock: MD176094A
Certified Pre-Owned: Yes - Price Drop$22,000fair price$159 below market
- 48,524 miles
- No accidents, 1 owner, rental vehicle
- 4cyl automatic
- Ourisman Chrysler Dodge Jeep Ram Fiat of Baltimore (178 mi away)
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Located in Baltimore, MD / 178 miles away from Chesapeake, VA
CARFAX One-Owner. This 2023 Hydro Blue Pearlcoat Jeep Cherokee Altitude 4WD is well equipped and includes these features and benefits:. *** Back Up ...
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMMB3PD111370
Stock: R4553
Certified Pre-Owned: No
Listed since: 04-16-2025 - $19,998fair price$28 below market
- 48,469 miles
- No accidents, 1 owner, personal use only
- 4cyl automatic
- CarMax (In-stock online)
- Transfer available from AZ to VA*
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Located in Tolleson, AZ / 2,038 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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLLBXMD208606
Stock: 27184787
Certified Pre-Owned: No - $23,998fair price$154 above market
- 29,805 miles
- No accidents, 1 owner, personal use only
- 4cyl automatic
- CarMax (In-stock online)
- Transfer available from MO to VA*
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Located in Springfield, MO / 938 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:
Listing Information:
VIN: 1C4PJMMN3MD148795
Stock: 26894873
Certified Pre-Owned: No - New Listing$19,998fair price$179 below market
- 59,886 miles
- No accidents, 3 owners, personal use only
- 4cyl automatic
- CarMax (In-stock online)
- Transfer available from CA to VA*
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Located in Murrieta, CA / 2,307 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:
Listing Information:
VIN: 1C4PJLMN9MD120235
Stock: 27271113
Certified Pre-Owned: No - Price Drop$16,484good price$1,035 below market
- 91,702 miles
- 1 accident, 3 owners, corporate fleet vehicle
- 6cyl automatic
- Koons Annapolis Toyota (156 mi away)
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Located in Annapolis, MD / 156 miles away from Chesapeake, VA
10 Speakers, 3.251 Axle Ratio, 4-Wheel Disc Brakes, 8.4" Touchscreen Display, ABS brakes, Air Conditioning, Alloy wheels, AM/FM radio: SiriusXM, Anti-...
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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX5KD359592
Stock: EE21383
Certified Pre-Owned: No
Listed since: 04-17-2025 - $24,998fair price$26 above market
- 30,901 miles
- No accidents, 1 owner, corporate fleet vehicle
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from AL to VA*
Close
Located in Huntsville, AL / 602 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMMX1MD234026
Stock: 27326728
Certified Pre-Owned: No - Price Drop$23,590fair price$220 below market
- 40,649 miles
- No accidents, 1 owner, corporate fleet vehicle
- 6cyl automatic
- Carvana (In-stock online)
- Home delivery*
Close
Located in Indianapolis, IN / 579 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX1MD228940
Stock: 2003684839
Certified Pre-Owned: No
Listed since: 05-08-2025 - New Listing$22,998good price$960 below market
- 41,957 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from CA to VA*
Close
Located in Murrieta, CA / 2,307 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMMX1MD225486
Stock: 27432906
Certified Pre-Owned: No - New Listing$18,497fair price$660 below market
- 72,831 miles
- No accidents, 2 owners, personal use
- 4cyl automatic
- Fair Oaks Chrysler Jeep Dodge Ram (164 mi away)
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Located in Chantilly, VA / 164 miles away from Chesapeake, VA
Certified. 2019 Jeep Cherokee LimitedRecent Arrival! Clean CARFAX.Odometer is 7072 miles below market average! Cherokee Limited, Certified Pre-Own...
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: 1C4PJMDN1KD131877
Stock: PKD131877
Certified Pre-Owned: Yes
Listed since: 05-13-2025 - $17,990good price
- 99,929 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 6cyl automatic
- 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: 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:
23 Combined MPG (20 City/29 Highway)
Listing Information:
VIN: 1C4PJLDX5MD179865
Stock: 2003639863
Certified Pre-Owned: No
Listed since: 04-16-2025 - $20,600fair price$340 below market
- 76,745 miles
- No accidents, 2 owners, corporate fleet vehicle
- 6cyl automatic
- CarFellas of Wilmington (193 mi away)
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Located in Wilmington, NC / 193 miles away from Chesapeake, VA
2021 Jeep Cherokee80th Anniversary Edition Sport Utility 4DV6, 3.2 LiterAutomatic, 9-Spd4WD271 HPDrives greatNot seen any accidentsPrimarily highway ...
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/27 Highway)
Listing Information:
VIN: 1C4PJMMX5MD122944
Stock: P959
Certified Pre-Owned: No
Listed since: 04-16-2025 - $23,500fair price$516 below market
- 41,924 miles
- No accidents, 1 owner, corporate fleet vehicle
- 6cyl automatic
- Greensboro Auto Center (199 mi away)
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Located in Greensboro, NC / 199 miles away from Chesapeake, VA
2 YEARS COMPLIMENTARY MAINTENANCE (for vehicles 100,000 miles or less. See Dealer for details.) COMPLIMENTARY TIRE ROTATIONS FOR LIFE (with any servic...
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/27 Highway)
Listing Information:
VIN: 1C4PJMMX6MD122225
Stock: 3149
Certified Pre-Owned: No
Listed since: 03-19-2025 - Price Drop$22,990fair price$456 below market
- 44,971 miles
- No accidents, 2 owners, rental vehicle
- 6cyl automatic
- Carvana (In-stock online)
- Home delivery*
Close
Located in Sacramento, CA / 2,453 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX6MD181050
Stock: 2003688504
Certified Pre-Owned: No
Listed since: 04-26-2025 - Price Drop$20,990fair price$183 above market
- 59,968 miles
- No accidents, 1 owner, personal use only
- 4cyl automatic
- Carvana (In-stock online)
- Home delivery*
Close
Located in Indianapolis, IN / 579 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLB1MD128262
Stock: 2003686641
Certified Pre-Owned: No
Listed since: 05-09-2025
Showing 211 - 231 out of 1,682 listings
Consumer Reviews for the Jeep Cherokee
Read recent reviews for the Jeep Cherokee
My new Jeep
bmwcharlie, 02/01/2021
2021 Jeep Cherokee Limited 4dr SUV (3.2L 6cyl 9A)
Time for a new lease as my Tiguan went back. I looked at a new Tiguan, Subaru Outback, Jeep Cherokee and the Volvo X 40. I chose the Jeep Cherokee.
The Jeep felt the most substantial by far. I was surprised by the cheap plastic center in the Subaru and the Volvo. The Tiguan was all plastic but for 289.00 a month all in (including all taxes and fees) the Tiguan Se was the least … expensive vehicle I have ever leased. The same equipped Tiguan was 370.00 a month. I really missed the heated steering wheel from my previous BMW so it was a must for my new lease. A Tiguan with a heated steering wheel was 407.00 a month. I set out for a new compact SUV for 350.00 a month. I never thought of leasing a Jeep but in my budget it kept coming up so I test drove it. I knew instantly this would be my next vehicle. I leased a Jeep Cherokee V6 Limited with Elite Pkg. for 381.00 a month including taxes and all fees. This was the most equipped car I ever had. Cooled seats front and back it even can parallel park. I love the remote start which automatically turns on the heated seats and steering wheel. This Jeep is on par with my X3. Which was 500.00 a month a new one 700. a month to lease. Value wise this is the best vehicle you will find. It took months of tracking prices and negotiating for me to get this price.
The Jeep ride is great, acceleration is great too. The Volvo was slightly better but the Jeep was pretty close. It rides more like the X3. The info entertainment is easy to use intuitive and fast which really makes for a great driving experience. The Jeep is compact unlike the Tiguan which felt like you had so much space in the cabin. Handling is sharp seats are comfortable. Since it mainly me and one other person most of the time I can live with the snug cabin. I took Delivery at the end of November and have had no problems. Fit and finish is great so I am thinking it should be pretty reliable.
Update: I still love my Cherokee. The Adaptive cruise control is amazing. Life changing feature. The stop and go really takes the sting out of heavy traffic. The automatic high beams are amazing. The ride is great it really takes any size pot hole no problem. Well not quite the razor sharp handle of a BMW it’s much more comfortable. The ride, handling, and acceleration strike a great balance. The lane keep assist is the cars big down fall. It’s will pull slightly at the wheel for no reason. Less on the highway than around town. It feels like you hit a piece of ice. I doesn’t bother me as much now but at first it was annoying as hell. I tried to disable it but couldn’t. I just put it on the lowest setting. Hopefully they will use a lane centering on the next update. The car feels so high tech it’s quite unexpected.. I am so glad I got this Jeep. I would have never considered it, if not for the chip shortage. Inventories were starting to get tight and they had the inventory. I got this lease at such a great deal.I am so grateful as prices are skyrocketing on leases. Blown away by the luxury driving experience from a Jeep, Who knew!
Used 2021 Jeep Cherokee in Chesapeake, VA Values
Estimated values
2021 Jeep Cherokee Limited 4dr SUV 4WD (3.2L 6cyl 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $19,382 | $21,464 | $23,550 |
| Clean | $18,969 | $20,996 | $23,025 |
| Average | $18,282 | $20,216 | $22,150 |
| Rough | $17,388 | $19,203 | $21,013 |
The average list price of a used 2021 Jeep Cherokee in Chesapeake, Virginia is $22,464. The average mileage on a used Jeep Cherokee 2021 for sale in Chesapeake, Virginia is 49,323. Based on the average mileage of 49,323 for used 2021 Jeep 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 Cherokee 2021 in Chesapeake, Virginia to be $18,282.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.