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1,748 listings
- New Listing$16,998fair price$17 below market
- 103,326 miles
- 1 accident, 3 owners, rental vehicle
- 5 Seats
- CarMax (In-stock online)
- Transfer available from NC to VA*
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Located in Pineville, NC / 284 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:
Listing Information:
VIN: 1C4PJMDN5KD159147
Stock: 27207651
Certified Pre-Owned: No - $16,998fair price$137 above market
- 59,987 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 5 Seats, 22 City / 31 Hwy MPG
- CarMax (In-stock online)
- Transfer available from ID to VA*
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Located in Meridian, ID / 2,148 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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLLB9KD172114
Stock: 26693413
Certified Pre-Owned: No - Price Drop$12,900fair price$382 above market
- 105,744 miles
- 3 accidents, 1 owner, corporate fleet vehicle
- 5 Seats, 22 City / 31 Hwy MPG
- Fortune Motors (199 mi away)
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Located in Elkton, MD / 199 miles away from Chesapeake, VA
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:
25 Combined MPG (22 City/31 Highway)
Listing Information:
VIN: 1C4PJLCB6KD122898
Stock: KD122898
Certified Pre-Owned: No
Listed since: 04-24-2025 - 59,605 miles
- Frame damage reported, 2 owners, corporate fleet vehicle
- 5 Seats, 21 City / 30 Hwy MPG
- Lease Return Center (140 mi away)
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Located in Triangle, VA / 140 miles away from Chesapeake, VA
--CARFAX CERTIFIED WITH ONLY 59K MILES!!!!!!--LIMITED WITH PANORAMIC SUNROOF--LEATHER SEATS--PREMIUM AUDIO--NAVIGATION--CAMERA--PARK ASSIST--BLIND SPO...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Issue reported
Salvage Vehicle: No
Frame Damage: Yes
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (21 City/30 Highway)
Listing Information:
VIN: 1C4PJLDS3HW604501
Stock: 604501
Certified Pre-Owned: No- $18,471fair price$256 above market
- 51,129 miles
- 1 accident, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Pittsburgh, PA / 335 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: 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: 1C4PJMLB0KD306403
Stock: S306403A
Certified Pre-Owned: No - New Listing$19,495fair price$906 above market
- 87,257 miles
- 5 Seats, 18 City / 24 Hwy MPG
- Pete Smith Auto Sales (123 mi away)
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Located in Louisburg, NC / 123 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX4KD289652
Stock: 2390
Certified Pre-Owned: No - New Listing$17,998fair price$563 below market
- 90,932 miles
- 5 Seats, 18 City / 24 Hwy MPG
- CarMax (In-stock online)
- Transfer available from GA to VA*
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Located in Warner Robins, GA / 510 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:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBXXKD347117
Stock: 27385343
Certified Pre-Owned: No - New Listing
Photos not available$21,800fair price$272 above market- 23,095 miles
- 5 Seats, 19 City / 27 Hwy MPG
- Williamsburg Kia (48 mi away)
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Located in Williamsburg, VA / 48 miles away from Chesapeake, VA
Recent Arrival!Blue Shade Pearlcoat 4WD 3.2L V6 9-Speed 948TE Automatic19/27 City/Highway MPGTime Saving, Hassle Free, Fair Price!
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX3KD414489
Stock: 5K459A
Certified Pre-Owned: No
Listed since: 05-23-2025 - New Listing$18,998fair price
- 95,792 miles
- 1 accident, 3 owners, rental vehicle
- 5 Seats, 18 City / 24 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TX to VA*
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Located in Austin, TX / 1,306 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:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX5KD298554
Stock: 27193646
Certified Pre-Owned: No - New Listing$17,590fair price$933 above market
- 74,657 miles
- 1 accident, 2 owners, personal use
- 5 Seats
- 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: 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:
Listing Information:
VIN: 1C4PJMCX4KD368060
Stock: 2003611044
Certified Pre-Owned: No
Listed since: 04-09-2025 - Price Drop$19,998fair price$321 above market
- 59,583 miles
- 1 accident, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from NJ to VA*
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Located in Mays Landing, NJ / 207 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: 1C4PJMDX9KD338163
Stock: 26684297
Certified Pre-Owned: No - $19,990fair price$709 above market
- 63,586 miles
- 1 accident, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- 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: 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: 1C4PJMDX2KD225591
Stock: 2003680748
Certified Pre-Owned: No
Listed since: 05-02-2025 - New Listing$19,990fair price$559 above market
- 62,383 miles
- 1 accident, 3 owners, personal use only
- 5 Seats
- Carvana (In-stock online)
- Home delivery*
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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: 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:
Listing Information:
VIN: 1C4PJLDN8KD215818
Stock: 2003738019
Certified Pre-Owned: No
Listed since: 05-21-2025 - New Listing$19,947fair price$613 above market
- 60,574 miles
- 1 accident, 2 owners, rental vehicle
- 5 Seats
- Deacon Jones Chevrolet of La Grange (133 mi away)
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Located in La Grange, NC / 133 miles away from Chesapeake, VA
Granite Crystal Metallic Clearcoat 2019 Jeep Cherokee Limited 4WD 9-Speed 948TE Automatic 2.0L I4 DOHC Quick Order Package 2YG, 10 Speakers, 3.251 Axl...
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: 1C4PJMDN1KD294660
Stock: LA1677
Certified Pre-Owned: No
Listed since: 07-23-2024 - New ListingPhotos not available$22,999fair price$137 below market
- 57,853 miles
- 5 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
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Located in Allentown, PA / 269 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 Unavailable.
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMMBXPD114590
Stock: 7W39VK
Certified Pre-Owned: No
Listed since: 05-06-2025 - New Listing$23,400fair price$523 above market
- 54,126 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Matthews Motors Wilmington (194 mi away)
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Located in Wilmington, NC / 194 miles away from Chesapeake, VA
**Save time, Buy Online with Matthews Motors Express Point.Click.Buy**We have over 300 certified pre-owned vehicles, most come with a lifetime powertr...
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: 1C4PJMMB4PD109692
Stock: WC10505
Certified Pre-Owned: No
Listed since: 05-20-2025 - $23,495fair price$57 above market
- 56,856 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- CMA's Valley Honda (183 mi away)
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Located in Staunton, VA / 183 miles away from Chesapeake, VA
2023 Jeep Cherokee Altitude*BACKUP CAMERA*, *BLUETOOTH*, *ONE OWNER*, *HEATED LEATHER SEATS*, *HEATED STEERING WHEEL*, *RECENT TRADE IN*, *SIRIUS XM*,...
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: 1C4PJMMB5PD114285
Stock: PC2544
Certified Pre-Owned: No
Listed since: 04-16-2025 - New Listing
- 74,710 miles
- 5 Seats, 18 City / 24 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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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 Unavailable.
Features and Specs:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX1KD402294
Stock: 2003759540
Certified Pre-Owned: No
Listed since: 05-23-2025 - New Listing
- 25,192 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 19 City / 25 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: 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/25 Highway)
Listing Information:
VIN: 1C4PJMBS5HW636391
Stock: 2003754227
Certified Pre-Owned: No
Listed since: 05-21-2025 - Price Drop
- 34,371 miles
- No accidents, 2 owners, personal use
- 5 Seats
- 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: 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: 1C4PJMCS0HW663769
Stock: 2003701335
Certified Pre-Owned: No
Listed since: 05-01-2025 - Price Drop
- 52,639 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Oklahoma City, OK / 1,189 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: 1C4PJMCB4KD372372
Stock: 2003668788
Certified Pre-Owned: No
Listed since: 04-18-2025
Showing 925 - 945 out of 1,748 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 2019 Jeep Cherokee in Chesapeake, VA Values
Estimated values
2019 Jeep Cherokee Limited 4dr SUV 4WD (2.0L 4cyl Turbo 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $14,722 | $17,222 | $19,445 |
| Clean | $14,273 | $16,693 | $18,842 |
| Average | $13,525 | $15,810 | $17,837 |
| Rough | $12,553 | $14,663 | $16,531 |
The average list price of a used 2019 Jeep Cherokee in Chesapeake, Virginia is $19,405. The average mileage on a used Jeep Cherokee 2019 for sale in Chesapeake, Virginia is 64,447. Based on the average mileage of 64,447 for used 2019 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 2019 in Chesapeake, Virginia to be $13,525.
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