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1,691 listings
- $20,897good price$1,384 below market
- 82,478 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 18 City / 24 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in New Port Richey, FL / 699 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyl...
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/24 Highway)
Listing Information:
VIN: 1C4PJMBX9MD119757
Stock: MD119757P
Certified Pre-Owned: No - New Listing$24,998fair price
- 30,319 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: 1C4PJMDX7MD234497
Stock: 27425580
Certified Pre-Owned: No - Price Drop$21,495fair price$65 below market
- 25,913 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 20 City / 29 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Roseburg, OR / 2,496 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,...
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: 1C4PJLMX1MD237101
Stock: 1527A
Certified Pre-Owned: No - $23,142fair price$314 below market
- 23,498 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Parsons Kia of Winchester (199 mi away)
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Located in Winchester, VA / 199 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLX5KD330983
Stock: 22262A
Certified Pre-Owned: No
Listed since: 07-16-2022 - $23,998fair price$806 below market
- 47,503 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from UT to VA*
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Located in South Jordan, UT / 1,930 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: 1C4PJMMX6MD162238
Stock: 27214063
Certified Pre-Owned: No - New Listing$16,998fair price$220 below market
- 103,846 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- CarMax Dulles (171 mi away)
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Located in Sterling, VA / 171 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: 1C4PJMDNXKD196808
Stock: 27328494
Certified Pre-Owned: No - $24,299fair price$107 below market
- 27,743 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Fitzgerald Lexington Park Chrysler Jeep Dodge Ram (108 mi away)
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Located in Lexington Park, MD / 108 miles away from Chesapeake, VA
CARFAX One-Owner. Clean CARFAX. Apple CarPlay/Android Auto, 1-Year SiriusXM Guardian Trial, Carpeted Cargo Area Trim Panels, Elite Package, For Detail...
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: 1C4PJMDX6MD216900
Stock: FA16900
Certified Pre-Owned: Yes
Listed since: 03-16-2025 - $19,999good price$658 below market
- 50,407 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 20 City / 29 Hwy MPG
- Capital Chrysler Jeep Dodge Ram (148 mi away)
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Located in Garner, NC / 148 miles away from Chesapeake, VA
(Capital Chrysler Dodge Jeep Ram of Indian Trail) is proud to present you with another True Market Priced Pre-Owned Vehicle. This 2021 Jeep Cherokee L...
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: 1C4PJLMX7MD112524
Stock: 13IC5105
Certified Pre-Owned: No
Listed since: 09-21-2024 - $15,595fair price$602 below market
- 62,488 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Auction Direct USA (151 mi away)
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Located in Raleigh, NC / 151 miles away from Chesapeake, VA
Auction Direct is proud to present you with another True Market Priced Pre-Owned Vehicle. This 2019 Jeep Cherokee Latitude is loaded with the followin...
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: 1C4PJLCB3KD171671
Stock: AD00471
Certified Pre-Owned: No
Listed since: 02-06-2025 - New Listing$25,999fair price$4 above market
- 21,890 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
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Located in Conshohocken, PA / 238 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMMXXMD222957
Stock: 8GY460
Certified Pre-Owned: No
Listed since: 03-25-2025 - Price Drop$18,590fair price$121 below market
- 75,776 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 22 City / 31 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Salt Lake City, UT / 1,926 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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLLB6MD180254
Stock: 2003693947
Certified Pre-Owned: No
Listed since: 05-08-2025 - Price Drop$23,400fair price$70 below market
- 46,835 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Hall Chrysler Dodge Jeep RAM Virginia Beach (11 mi away)
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Located in Virginia Beach, VA / 11 miles away from Chesapeake, VA
Granite Crystal Metallic Clearcoat 2023 Jeep Cherokee Altitude 4WD 9-Speed 948TE Automatic 2.4L I4 Cherokee Altitude, 4D Sport Utility, 2.4L I4, 9-Spe...
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: 1C4PJMMB3PD111790
Stock: 18R6332
Certified Pre-Owned: No
Listed since: 04-21-2025 - Price Drop$17,590fair price$489 below market
- 87,133 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Boston, MA / 472 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: 1C4PJMLB4MD221308
Stock: 2003654701
Certified Pre-Owned: No
Listed since: 04-20-2025 - New Listing$21,998fair price$1,298 below market
- 17,934 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from OH to VA*
Close
Located in Akron, OH / 408 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: 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: 1C4PJMCB8MD202177
Stock: 26949617
Certified Pre-Owned: No - $22,998fair price
- 47,466 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 Amarillo, TX / 1,438 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: 1C4PJMDX8MD118967
Stock: 26969035
Certified Pre-Owned: No - $15,999fair price$266 below market
- 68,660 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Metri Motors (154 mi away)
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Located in Raleigh, NC / 154 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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLCB9KD301596
Stock: 301596
Certified Pre-Owned: No - $22,998fair price$93 below market
- 32,711 miles
- No accidents, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- CarMax West Broad (98 mi away)
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Located in Richmond, VA / 98 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: 1C4PJMDX3KD124740
Stock: 26663281
Certified Pre-Owned: No - Price Drop$22,497good price$973 below market
- 50,038 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- J.B.A. Kia (164 mi away)
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Located in Glen Burnie, MD / 164 miles away from Chesapeake, VA
Discover the exceptional 2021 Jeep Cherokee 4x4 80th Anniversary Edition, finished in a striking blue. This SUV combines rugged capability with modern...
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: 1C4PJMMX2MD117653
Stock: 51128A
Certified Pre-Owned: No
Listed since: 04-20-2025 - $17,598fair price$345 below market
- 79,661 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Dulles Kia (179 mi away)
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Located in Leesburg, VA / 179 miles away from Chesapeake, VA
CLEAN 1 OWNER CARFAX, SXM READY, 3.2L V6, PANORAMIC ROOF, NAVIGATION, SXM, BLIND SPOT, REMOTE START, 18" WHEELS, APPLE CARPLAY/ANDROID AUTO, HEATED ST...
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: 1C4PJMDX5KD243874
Stock: 15745A
Certified Pre-Owned: No
Listed since: 02-20-2025 - New Listing
- 24,530 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 / 1,232 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 - New Listing$23,998fair price
- 37,730 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: 1C4PJMDX6MD228819
Stock: 27092124
Certified Pre-Owned: No
Showing 190 - 210 out of 1,691 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 Trailhawk 4dr SUV 4WD (3.2L 6cyl 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $18,927 | $21,076 | $23,232 |
| Clean | $18,524 | $20,616 | $22,714 |
| Average | $17,852 | $19,851 | $21,850 |
| Rough | $16,979 | $18,856 | $20,728 |
The average list price of a used 2021 Jeep Cherokee in Chesapeake, Virginia is $21,480. The average mileage on a used Jeep Cherokee 2021 for sale in Chesapeake, Virginia is 49,741. Based on the average mileage of 49,741 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 $17,852.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.