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1,708 listings
- $24,990fair price$132 above market
- 35,830 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- Carvana (In-stock online)
- Home delivery*
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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 - $23,590fair price$162 above market
- 55,082 miles
- 1 accident, 1 owner, personal use only
- 6cyl automatic
- Carvana (In-stock online)
- Home delivery*
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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: 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: 1C4PJMBX4MD176156
Stock: 2003637033
Certified Pre-Owned: No
Listed since: 04-14-2025 - Price Drop$23,000good price$1,462 below market
- 37,533 miles
- 1 accident, 1 owner, personal use
- 6cyl automatic
- Antwerpen Chrysler Jeep Dodge Ram (179 mi away)
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Located in Baltimore, MD / 179 miles away from Chesapeake, VA
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: 1C4PJMDX0MD141238
Stock: C1718
Certified Pre-Owned: Yes
Listed since: 04-18-2025 - $22,699fair price$400 above market
- 48,060 miles
- No accidents, 1 owner, rental vehicle
- 4cyl automatic
- Enterprise Car Sales Timonium (189 mi away)
- Home delivery*
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Located in Timonium, MD / 189 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMMB2PD112414
Stock: 7WCM14
Certified Pre-Owned: No
Listed since: 03-19-2025 - New Listing$22,998fair price
- 51,347 miles
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from TX to VA*
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Located in Fort Worth, TX / 1,222 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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX5MD241013
Stock: 27242934
Certified Pre-Owned: No - New Listing$23,998fair price$407 above market
- 41,885 miles
- No accidents, 2 owners, personal use
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from PA to VA*
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Located in King of Prussia, PA / 236 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: 1C4PJMMX5MD122149
Stock: 26714469
Certified Pre-Owned: No - $24,590fair price$444 above market
- 47,313 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- 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:
21 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 1C4PJMBX0MD137211
Stock: 2003662584
Certified Pre-Owned: No
Listed since: 05-06-2025 - 40,094 miles
- No accidents, 2 owners, corporate fleet vehicle
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from AL to VA*
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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: 1C4PJMMX2MD228798
Stock: 27326720
Certified Pre-Owned: No- New Listing$24,998fair price
- 32,537 miles
- 1 accident, 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 / 1,217 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: 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: 1C4PJMDXXMD228709
Stock: 27425458
Certified Pre-Owned: No - $20,550fair price$58 above market
- 73,149 miles
- No accidents, 1 owner, personal use only
- 4cyl automatic
- Tate Chrysler Jeep Dodge Ram Frederick (194 mi away)
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Located in Frederick, MD / 194 miles away from Chesapeake, VA
Thank you for choosing Tate Chrysler Jeep Dodge Frederick! This Slate Blue Pearlcoat 2021 Jeep Cherokee Latitude Plus is a great choice!No Accidents! ...
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: 1C4PJMLB2MD210095
Stock: 25046PA
Certified Pre-Owned: Yes
Listed since: 04-16-2025 - New Listing$22,499fair price$218 above market
- 47,733 miles
- No accidents, 1 owner, rental vehicle
- 4cyl automatic
- Enterprise Car Sales Rockville (172 mi away)
- Home delivery*
Close
Located in Rockville, MD / 172 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMMB2PD114907
Stock: 7W67KG
Certified Pre-Owned: No
Listed since: 12-26-2024 - 42,881 miles
- No accidents, 1 owner, personal use
- 6cyl automatic
- CarMax (In-stock online)
- Transfer available from TX to VA*
Close
Located in Fort Worth, TX / 1,222 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: 1C4PJMDX2MD220295
Stock: 27353006
Certified Pre-Owned: No- $23,998fair price
- 52,747 miles
- No accidents, 3 owners, personal use
- 4cyl automatic
- CarMax (In-stock online)
- Transfer available from TX to VA*
Close
Located in El Paso, TX / 1,757 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: 1C4PJMDN7MD132664
Stock: 26702007
Certified Pre-Owned: No - Price Drop$16,650fair price$1,002 above market
- 96,171 miles
- 1 accident, 2 owners, rental vehicle
- 4cyl automatic
- Autova (167 mi away)
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Located in Madison Heights, VA / 167 miles away from Chesapeake, VA
Adventure Awaits in the 2019 Jeep Cherokee Limited: Discover Unmatched Versatility, Comfort, and Style in Every JourneyStep into the world of refin...
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: 1C4PJLDB8KD448152
Stock: 15810
Certified Pre-Owned: No
Listed since: 04-01-2025 - $14,500fair price$77 above market
- 121,089 miles
- No accidents, 2 owners, rental vehicle
- 4cyl automatic
- Impex Chevrolet GMC (192 mi away)
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Located in Reidsville, NC / 192 miles away from Chesapeake, VA
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: 1C4PJLDB0KD433807
Stock: 2JT0542A
Certified Pre-Owned: No
Listed since: 05-13-2025 - New Listing$15,500fair price$939 below market
- 85,613 miles
- 6cyl automatic
- Koons Hyundai of Woodbridge (143 mi away)
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Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
All-Season Floor Mats, Apple CarPlay/Android Auto, Brake assist, Electronic Stability Control, Four wheel independent suspension, Front reading lights...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
Listing Information:
VIN: 1C4PJMCX9KD376297
Stock: P15326A
Certified Pre-Owned: No
Listed since: 05-19-2025 - $22,699fair price$238 above market
- 45,492 miles
- No accidents, 1 owner, rental vehicle
- 4cyl automatic
- Enterprise Car Sales Glen Burnie (170 mi away)
- Home delivery*
Close
Located in Glen Burnie, MD / 170 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMMBXPD113648
Stock: 7W19VL
Certified Pre-Owned: No
Listed since: 03-10-2025 - New Listing$20,998fair price$679 above market
- 25,669 miles
- 4cyl automatic
- CarMax (In-stock online)
- Transfer available from AL to VA*
Close
Located in Hoover, AL / 643 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: 1C4PJMCB0MD153279
Stock: 27043198
Certified Pre-Owned: No - Price Drop$16,000fair price$210 above market
- 96,966 miles
- 1 accident, 2 owners, personal use
- 6cyl automatic
- Jerry's Ford of Leesburg (179 mi away)
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Located in Leesburg, VA / 179 miles away from Chesapeake, VA
Recent Arrival! *LEATHER*, **Bluetooth®**, Cherokee Limited, 4D Sport Utility, 3.2L V6, 9-Speed 948TE Automatic, 4WD, Diamond Black Crystal Pearlcoat,...
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: 1C4PJMDX2KD350753
Stock: L25196A1
Certified Pre-Owned: No
Listed since: 05-12-2025 - Price Drop$23,500fair price$393 above market
- 49,397 miles
- 1 accident, 1 owner, rental vehicle
- 4cyl automatic
- 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
CARFAX One-Owner. Sting-Gray Clearcoat 2023 Jeep Cherokee Altitude 4WD 9-Speed 948TE Automatic 2.4L I4 Cherokee Altitude, 4D Sport Utility, 2.4L I4, 9...
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: 1C4PJMMB9PD112619
Stock: 18R6360
Certified Pre-Owned: No
Listed since: 04-28-2025 - New Listing$22,948fair price$710 above market
- 60,316 miles
- 1 accident, 2 owners, rental vehicle
- 4cyl automatic
- Nissan of Hampton (23 mi away)
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Located in Hampton, VA / 23 miles away from Chesapeake, VA
SummaryWelcome to Nissan of Hampton. Our team strives to make your next vehicle purchase hassle free.Vehicle DetailsDiscover unparal...
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: 1C4PJMBN7KD383295
Stock: UP383295
Certified Pre-Owned: No
Listed since: 02-18-2025
Showing 295 - 315 out of 1,708 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 80th Anniversary Edition 4dr SUV 4WD (3.2L 6cyl 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $18,272 | $20,562 | $22,860 |
| Clean | $17,883 | $20,114 | $22,350 |
| Average | $17,235 | $19,367 | $21,501 |
| Rough | $16,392 | $18,396 | $20,396 |
The average list price of a used 2021 Jeep Cherokee in Chesapeake, Virginia is $21,938. The average mileage on a used Jeep Cherokee 2021 for sale in Chesapeake, Virginia is 56,519. Based on the average mileage of 56,519 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 $17,235.
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