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1,701 listings
- Price Drop$18,990fair price$635 above market
- 81,713 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Phoenix, AZ / 2,024 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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLLB8MD130813
Stock: 2003658057
Certified Pre-Owned: No
Listed since: 05-12-2025 - Price Drop$20,998good price$1,877 below market
- 50,588 miles
- 2 accidents, 2 owners, personal use only
- 5 Seats, 18 City / 24 Hwy MPG
- CarMax (In-stock online)
- Transfer available from FL to VA*
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Located in Fort Myers, FL / 774 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/24 Highway)
Listing Information:
VIN: 1C4PJMBX5MD108951
Stock: 26959899
Certified Pre-Owned: No - Price Drop$19,700fair price$40 above market
- 61,592 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 20 City / 29 Hwy MPG
- Tappahannock Chevrolet (88 mi away)
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Located in Tappahannock, VA / 88 miles away from Chesapeake, VA
2021 Jeep Cherokee 3.251 Axle Ratio, 4-Wheel Disc Brakes, 6 Speakers, ABS brakes, Air Conditioning, Alloy wheels, AM/FM radio: SiriusXM, Anti-whiplash...
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:
23 Combined MPG (20 City/29 Highway)
Listing Information:
VIN: 1C4PJLMX6MD120517
Stock: C3240
Certified Pre-Owned: No
Listed since: 03-17-2025 - $16,998fair price$955 above market
- 61,616 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- CarMax Winchester (198 mi away)
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Located in Winchester, VA / 198 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: 1C4PJLCB6KD129334
Stock: 26953678
Certified Pre-Owned: No - 27,152 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TX to VA*
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Located in Fort Worth, TX / 1,217 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: 1C4PJMDX2MD244287
Stock: 27424439
Certified Pre-Owned: No- $12,260fair price$245 below market
- 106,601 miles
- 5 accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- John Hiester Chrysler Jeep Dodge Ram (170 mi away)
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Located in Lillington, NC / 170 miles away from Chesapeake, VA
ONE OWNER, LOCAL TRADE, FAST AND EASY FINANCING, THE NEW PRICE OUTLET, 17" x 7" Painted Aluminum Wheels, Deep Tint Sunscreen Glass, Popular Appearance...
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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLCBXKD270133
Stock: J19222A
Certified Pre-Owned: No
Listed since: 04-30-2025 - $19,590fair price$168 below market
- 70,148 miles
- 1 accident, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Carvana - Richmond (100 mi away)
- Home delivery*
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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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX4KD137609
Stock: 2003665515
Certified Pre-Owned: No
Listed since: 04-29-2025 - $19,998fair price$748 above market
- 41,741 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 22 City / 31 Hwy MPG
- CarMax (In-stock online)
- Transfer available from IN to VA*
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Located in Merrillville, IN / 678 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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLCB5MD116383
Stock: 26949919
Certified Pre-Owned: No - $18,788fair price$488 below market
- 61,645 miles
- 1 accident, 3 owners, corporate fleet vehicle
- 5 Seats
- Bob Bell Kia of Baltimore (178 mi away)
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Located in Baltimore, MD / 178 miles away from Chesapeake, VA
Cherokee Limited, 4D Sport Utility, 4WD, Diamond Black Crystal Pearlcoat, Black Leather, **ONE OWNER**, **NAVIGATION GPS NAV**, **BLUETOOTH**, **APPLE...
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:
Listing Information:
VIN: 1C4PJMDN8KD158381
Stock: 26068Z
Certified Pre-Owned: No
Listed since: 03-28-2025 - New Listing$18,998fair price$264 below market
- 50,489 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 22 City / 31 Hwy MPG
- CarMax (In-stock online)
- Transfer available from NC to VA*
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Located in Charlotte, NC / 274 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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLLBXMD173307
Stock: 26546310
Certified Pre-Owned: No - New Listing$23,998fair price$498 below market
- 33,119 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from OH to VA*
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Located in Columbus, OH / 438 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: 1C4PJMMX5MD241755
Stock: 27201808
Certified Pre-Owned: No - Price Drop$22,500fair price$515 above market
- 43,026 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Safford Kia Of Fredericksburg (126 mi away)
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Located in Fredericksburg, VA / 126 miles away from Chesapeake, VA
Limited CARFAX One-Owner. 19/27 City/Highway MPG19/27 City/Highway MPG Priced below KBB Fair Purchase Price!
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: 1C4PJMDX9MD225896
Stock: Z992D
Certified Pre-Owned: No
Listed since: 03-30-2025 - 33,854 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Waukesha,, WI / 768 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMMX1MD167606
Stock: MD167606A
Certified Pre-Owned: No- New Listing$18,998good price$905 below market
- 79,364 miles
- 1 accident, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from FL to VA*
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Located in Gainesville, FL / 600 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMMXXMD159410
Stock: 26409784
Certified Pre-Owned: No - New Listing$25,998fair price$594 above market
- 31,356 miles
- No accidents, 2 owners, personal use
- 5 Seats, 21 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from NC to VA*
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Located in Gastonia, NC / 293 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: 1C4PJMDN5MD171401
Stock: 26937298
Certified Pre-Owned: No - New Listing$21,590fair price$281 below market
- 53,868 miles
- 5 Seats, 19 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Phoenix, AZ / 2,024 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 Unavailable.
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMMX7MD115431
Stock: 2003429447
Certified Pre-Owned: No
Listed since: 01-22-2025 - $23,495fair price$624 above market
- 62,663 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Southern Ford (33 mi away)
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Located in Newport News, VA / 33 miles away from Chesapeake, VA
Recent Arrival!Certified. Bright White Clearcoat 2023 Jeep Cherokee Altitude 9-Speed 948TE Automatic 2.4L I4 Ford Blue Advantage: Blue Certified Cer...
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: 1C4PJMMB4PD111782
Stock: XP10664
Certified Pre-Owned: No
Listed since: 05-05-2025 - New Listing$17,924good price$1,320 below market
- 73,150 miles
- 5 Seats, 19 City / 27 Hwy MPG
- Exclusive Motor Cars (186 mi away)
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Located in Randallstown, MD / 186 miles away from Chesapeake, VA
This 2019 Velvet Red Pearlcoat Jeep Cherokee Limited 4WD is well equipped and includes these features and benefits:. 4WD 19/27 City/Highway MPG 19/2...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX2KD253004
Stock: D253004
Certified Pre-Owned: No
Listed since: 05-19-2025 - New Listing$22,990fair price$90 above market
- 42,042 miles
- No accidents, 3 owners, corporate fleet vehicle
- 5 Seats, 19 City / 27 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: 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: 1C4PJMMX1MD139529
Stock: 2003674996
Certified Pre-Owned: No
Listed since: 04-30-2025 - $24,990fair price$106 above market
- 35,830 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Cincinnati, OH / 480 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMMX7MD142869
Stock: 2003673514
Certified Pre-Owned: No
Listed since: 04-29-2025 - 36,748 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TX to VA*
Close
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: 1C4PJMDX4MD243433
Stock: 27242591
Certified Pre-Owned: No
Showing 274 - 294 out of 1,701 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 Latitude Plus 4dr SUV (2.4L 4cyl 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $15,857 | $17,260 | $18,667 |
| Clean | $15,519 | $16,884 | $18,251 |
| Average | $14,957 | $16,257 | $17,557 |
| Rough | $14,225 | $15,442 | $16,655 |
The average list price of a used 2021 Jeep Cherokee in Chesapeake, Virginia is $21,156. The average mileage on a used Jeep Cherokee 2021 for sale in Chesapeake, Virginia is 54,205. Based on the average mileage of 54,205 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 $14,957.
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