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1,639 listings
- $23,998fair price
- 35,007 miles
- 1 accident, 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 McKinney, TX / 1,178 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: Yes
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX0MD228959
Stock: 27243376
Certified Pre-Owned: No - New Listing$19,998fair price$498 above market
- 69,440 miles
- 5 Seats, 21 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from OH to VA*
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Located in Columbus, OH / 429 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 Unavailable.
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLB5MD154122
Stock: 27487164
Certified Pre-Owned: No - $20,998fair price$475 above market
- 49,458 miles
- 2 accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- CarMax Laurel (169 mi away)
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Located in Laurel, MD / 169 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: Yes
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX0KD350900
Stock: 27572902
Certified Pre-Owned: No - 72,855 miles
- 1 accident, 2 owners, personal use
- 5 Seats, 21 City / 29 Hwy MPG
- DARCARS Honda (154 mi away)
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Located in Bowie, MD / 154 miles away from Chesapeake, VA
2019 Jeep Cherokee Latitude Plus Billet Silver Metallic Clearcoat 9-Speed 948TE AutomaticAll-Season Floor Mats, Apple CarPlay/Android Auto, Cold Wea...
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLB8KD464777
Stock: P1P0622
Certified Pre-Owned: No
Listed since: 06-18-2025- New Listing$20,998fair price$86 below market
- 69,723 miles
- 1 accident, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from IL to VA*
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Located in Naperville, IL / 729 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: 1C4PJMMX2MD115899
Stock: 27722138
Certified Pre-Owned: No - 67,533 miles
- 1 accident, 3 owners, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Glen Burnie DriveTime (169 mi away)
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Located in Glen Burnie, MD / 169 miles away from Chesapeake, VA
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
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: 1C4PJMLB4KD199033
Stock: 1630093756
Certified Pre-Owned: No
Listed since: 06-17-2025- 22,273 miles
- No accidents, 4 owners, corporate fleet vehicle
- 5 Seats, 22 City / 31 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: 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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLLB2MD154976
Stock: 26017887
Certified Pre-Owned: No- New Listing$22,787fair price$227 above market
- 48,601 miles
- 1 accident, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Charlie Obaugh Auto Group (183 mi away)
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Located in Staunton, VA / 183 miles away from Chesapeake, VA
LOCAL TRADE, CLEAN VEHICLE HISTORY...NO ACCIDENTS, CHARLIE OBAUGH PRE-OWNED SERVICE PERFORMED (Nitrogen fill, State Inspection, Oil Change), BACKUP CA...
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: 1C4PJMMX7MD135436
Stock: 25K374A
Certified Pre-Owned: No
Listed since: 06-29-2025 - New Listing
- 21,459 miles
- No accidents, 1 owner, personal use
- 5 Seats, 19 City / 27 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: 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: 1C4PJMMXXMD240892
Stock: 27184216
Certified Pre-Owned: No - New Listing
- 20,240 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Chicago, IL / 746 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: 1C4PJMMX6MD215908
Stock: 2003899626
Certified Pre-Owned: No
Listed since: 07-17-2025 - Price Drop
- 88,347 miles
- No accidents, 2 owners, personal use
- 5 Seats
- Loyalty Nissan (75 mi away)
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Located in Chester, VA / 75 miles away from Chesapeake, VA
This 2021 Jeep Cherokee Latitude Lux 80th Anniversary Edition stands out with its bold styling, premium features, and legendary Jeep capability. Finis...
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: 1C4PJMMN2MD151543
Stock: 6151543
Certified Pre-Owned: No
Listed since: 06-29-2025 - Price Drop
- 24,860 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 20 City / 26 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: 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 (20 City/26 Highway)
Listing Information:
VIN: 1C4PJMBN7PD106198
Stock: 2003840910
Certified Pre-Owned: No
Listed since: 06-27-2025 - Price Drop
- 48,313 miles
- No accidents, 2 owners, personal use only
- 5 Seats
- Carolina Chrysler Jeep Dodge Ram (31 mi away)
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Located in Elizabeth City, NC / 31 miles away from Chesapeake, VA
LATITUDE PLUS PKG! SAFETY TECH GROUP, POWER LIFTGATE AND MORE!!! ZERO CASH DOWN HIGH 300s PER MONTH! LOW MILES!!! Velvet Red Pearlcoat 2019 Jeep Che...
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: 1C4PJMLN1KD261580
Stock: C12759A
Certified Pre-Owned: No
Listed since: 06-30-2025 - New Listing
- 101,105 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
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: 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: 1C4PJLCB7MD150146
Stock: 2003682460
Certified Pre-Owned: No
Listed since: 06-04-2025 - 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- Price Drop
- 45,234 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 20 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Atlanta, GA / 506 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: Yes
Features and Specs:
23 Combined MPG (20 City/29 Highway)
Listing Information:
VIN: 1C4PJLMX9MD155875
Stock: 2003772480
Certified Pre-Owned: No
Listed since: 06-05-2025 - 38,416 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Houston, TX / 1,213 miles away from Chesapeake, VA
Rare Find,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Lane Keeping Assist,Power Door Locks,Brake Assist,Floor Mats,Front Wheel Drive,Gaso...
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: 1C4PJLCBXMD211229
Stock: MD211229P
Certified Pre-Owned: No- New Listing
- 27,389 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 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: Yes
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLBXMD157775
Stock: 27491975
Certified Pre-Owned: No - Price Drop
- 24,941 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 18 City / 24 Hwy MPG
- Stevenson Hendrick Mazda Wilmington (195 mi away)
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Located in Wilmington, NC / 195 miles away from Chesapeake, VA
Clean, ONLY 24,941 Miles! PRICE DROP FROM $26,988, EPA 24 MPG Hwy/18 MPG City! Heated Seats, iPod/MP3 Input, Satellite Radio, Back-Up Camera, 4x4, Tra...
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: 1C4PJMBX7MD245454
Stock: S34308A
Certified Pre-Owned: No
Listed since: 06-01-2025 - 113,554 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- The Car Store (121 mi away)
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Located in Salisbury, MD / 121 miles away from Chesapeake, VA
Diamond Black Crystal Pearlcoat 2019 Jeep Cherokee Latitude Plus 4WD 9-Speed 948TE Automatic 2.4L I4Recent Arrival! 21/29 City/Highway MPG
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMLBXKD352059
Stock: 74437
Certified Pre-Owned: No
Listed since: 05-08-2025- 109,299 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Hyman Bros Kia (93 mi away)
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Located in Midlothian, VA / 93 miles away from Chesapeake, VA
Heated Seats, iPod/MP3 Input, Blind Spot Monitor, Apple CarPlay®, Smart Device Integration, Bluetooth®, Satellite Radio, Aluminum Wheels, PREMIUM ALPI...
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: 1C4PJLLB2KD469645
Stock: K683491
Certified Pre-Owned: No
Listed since: 04-15-2025
Showing 253 - 273 out of 1,639 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 | $18,595 | $20,611 | $22,633 |
| Clean | $18,199 | $20,162 | $22,128 |
| Average | $17,539 | $19,413 | $21,287 |
| Rough | $16,682 | $18,440 | $20,194 |
The average list price of a used 2021 Jeep Cherokee in Chesapeake, Virginia is $21,568. The average mileage on a used Jeep Cherokee 2021 for sale in Chesapeake, Virginia is 53,407. Based on the average mileage of 53,407 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 $17,539.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.