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1,756 listings
- New Listing$22,898good price$813 below market
- 43,805 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
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Located in Sanford, FL / 622 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: 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: 1C4PJMMB3PD109988
Stock: 7W398T
Certified Pre-Owned: No
Listed since: 01-31-2025 - 37,296 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TX to VA*
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Located in San Antonio, TX / 1,381 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 1C4PJMMB8PD111042
Stock: 27352719
Certified Pre-Owned: No- $22,499fair price
- 60,483 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
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Located in Houston, TX / 1,198 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: 1C4PJMMB7PD113090
Stock: 7WBQ31
Certified Pre-Owned: No
Listed since: 03-25-2025 - New Listing$17,498fair price$46 above market
- 63,748 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- Mercedes-Benz of Hampton (25 mi away)
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Located in Hampton, VA / 25 miles away from Chesapeake, VA
This 2019 Jeep Cherokee Altitude, has a Billet Silver Metallic Clearcoat exterior and an Black interior color. 63748 miles. Stock Number T25223A. 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: 1C4PJLLB2KD411339
Stock: T25223A
Certified Pre-Owned: No
Listed since: 05-07-2025 - New Listing$20,950fair price$19 below market
- 43,899 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 5 Seats, 19 City / 27 Hwy MPG
- Easterns Automotive Group of Sterling / Direct Car Buying (170 mi away)
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Located in Sterling, VA / 170 miles away from Chesapeake, VA
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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:
22 Combined MPG (19 City/27 Highway)
Listing Information:
VIN: 1C4PJMDX6KD338086
Stock: 160213
Certified Pre-Owned: No
Listed since: 02-08-2025 - $24,205fair price$14 above market
- 56,241 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 21 City / 29 Hwy MPG
- Riverside Chrysler Jeep Dodge Ram Fiat (127 mi away)
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Located in New Bern, NC / 127 miles away from Chesapeake, VA
CARFAX One-Owner. 4 WHEEL DRIVE, CLEAN CARFAX, CARFAX CERTIFIED, BLUETOOTH, BACKUP CAMERA, NAVIGATION, TOUCH SCREEN, PERFORMANCE AUDIO SYSTEM, HEATED ...
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: 1C4PJMMB3PD114253
Stock: P10396
Certified Pre-Owned: Yes
Listed since: 04-03-2025 - $20,998fair price$309 above market
- 54,556 miles
- 1 accident, 2 owners, personal use
- 5 Seats, 18 City / 24 Hwy MPG
- CarMax (In-stock online)
- Transfer available from IN to VA*
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Located in Indianapolis, IN / 581 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: 1C4PJMBX8KD431968
Stock: 26434152
Certified Pre-Owned: No - $17,499fair price$607 below market
- 84,160 miles
- 1 accident, 1 owner, personal use only
- 5 Seats, 19 City / 27 Hwy MPG
- Stevenson-Hendrick Honda Wilmington (193 mi away)
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Located in Wilmington, NC / 193 miles away from Chesapeake, VA
Look at this 2019 Jeep Cherokee Limited. Its Automatic transmission and Regular Unleaded V-6 3.2 L/198 engine will keep you going. This Jeep Cherokee ...
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: 1C4PJMDX6KD251062
Stock: S36401A
Certified Pre-Owned: No
Listed since: 05-12-2025 - $22,999fair price
- 64,486 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
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Located in Houston, TX / 1,200 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: 1C4PJMMB7PD114353
Stock: 7W4B6F
Certified Pre-Owned: No
Listed since: 04-11-2025 - New Listing$22,998fair price$241 above market
- 57,595 miles
- 1 accident, 1 owner, personal use
- 5 Seats
- CarMax (In-stock online)
- Transfer available from FL to VA*
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Located in Daytona Beach, FL / 592 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:
Listing Information:
VIN: 1C4PJMBN3KD304897
Stock: 27165758
Certified Pre-Owned: No - New Listing$23,999fair price
- 46,766 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
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Located in Fort Worth, TX / 1,221 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: 1C4PJMMB2PD112185
Stock: 7WCM89
Certified Pre-Owned: No
Listed since: 04-28-2025 - $23,900fair price$222 above market
- 50,750 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Tate Dodge Chrysler Jeep Ram (169 mi away)
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Located in Glen Burnie, MD / 169 miles away from Chesapeake, VA
Certified. CARFAX One-Owner. FCA US LLC Certified Pre-Owned Details: * 125 Point Inspection * Vehicles Up to 75,000 Miles and/or 5 Model Years. 24-Hou...
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: 1C4PJMMB1PD112565
Stock: 30651P
Certified Pre-Owned: Yes
Listed since: 04-05-2025 - $22,999fair price$129 below market
- 58,781 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Columbus, OH / 430 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: 1C4PJMMBXPD115352
Stock: 7W90GJ
Certified Pre-Owned: No
Listed since: 03-18-2025 - Price Drop$16,500fair price$443 above market
- 99,119 miles
- No accidents, 1 owner, personal use only
- 5 Seats
- Tappahannock Chevrolet (88 mi away)
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Located in Tappahannock, VA / 88 miles away from Chesapeake, VA
2019 Jeep Cherokee115V Auxiliary Power Outlet, 3.734 Axle Ratio, 4-Wheel Disc Brakes, 6 Speakers, ABS brakes, Air Conditioning, Air Conditioning ATC w...
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: 1C4PJMLX7KD239200
Stock: C3326
Certified Pre-Owned: No
Listed since: 05-01-2025 - $22,999fair price
- 61,100 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Humble, TX / 1,191 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: 1C4PJMMB4PD111457
Stock: 7WBL35
Certified Pre-Owned: No
Listed since: 04-07-2025 - $23,999fair price$409 above market
- 45,583 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Redwood City, CA / 2,510 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: 1C4PJMMB0PD112623
Stock: 7WYK6M
Certified Pre-Owned: No
Listed since: 05-05-2025 - $23,499fair price$198 above market
- 51,644 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Waukesha, WI / 768 miles away from Chesapeake, VA
This vehicle passed a rigorous inspection by an ASE-Certified technician and is backed by a 12-Month/12,000 Mile Limited Powertrain Warranty(1). We of...
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: 1C4PJMMB0PD110192
Stock: 7W471Q
Certified Pre-Owned: No
Listed since: 03-10-2025 - New Listing
- 55,559 miles
- No accidents, 1 owner, rental vehicle
- 5 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Highlands Ranch, CO / 1,564 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: 1C4PJMMB3PD111840
Stock: 7W204Q
Certified Pre-Owned: No
Listed since: 04-15-2025 - New Listing$22,995fair price$464 below market
- 41,541 miles
- 5 Seats
- Sport Durst Mazda (133 mi away)
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Located in Goldsboro, NC / 133 miles away from Chesapeake, VA
Recent Arrival! 2019 Jeep Cherokee Trailhawk Billet Silver Metallic Clearcoat 4WD 9-Speed 948TE Automatic 2.0L I4 DOHC Adaptive Cruise Control w/Stop ...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
Listing Information:
VIN: 1C4PJMBN3KD100536
Stock: P7341
Certified Pre-Owned: No
Listed since: 05-23-2025 - 10,193 miles
- No accidents, 1 owner, personal use only
- 5 Seats, 22 City / 31 Hwy MPG
- CarMax (In-stock online)
- Transfer available from WA to VA*
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Located in Renton, WA / 2,432 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: 1C4PJLLB2KD196951
Stock: 26747837
Certified Pre-Owned: No- $18,995fair price$507 above market
- 61,659 miles
- 1 accident, 2 owners, personal use
- 5 Seats, 19 City / 27 Hwy MPG
- Alexandria Toyota (152 mi away)
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Located in Alexandria, VA / 152 miles away from Chesapeake, VA
2019 Jeep Cherokee Limited 4WD*****COMPASS*****Recent Arrival! Odometer is 9117 miles below market average! 19/27 City/Highway MPGWelcome to Alexandri...
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: 1C4PJMDX0KD294800
Stock: 0DB02316
Certified Pre-Owned: No
Listed since: 02-13-2025
Showing 904 - 924 out of 1,756 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 2023 Jeep Cherokee in Chesapeake, VA Values
Estimated values
2023 Jeep Cherokee Altitude Lux 4dr SUV 4WD (2.4L 4cyl 9A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $17,139 | $18,565 | $20,174 |
| Clean | $16,925 | $18,313 | $19,879 |
| Average | $16,567 | $17,892 | $19,387 |
| Rough | $16,102 | $17,346 | $18,748 |
The average list price of a used 2023 Jeep Cherokee in Chesapeake, Virginia is $22,063. The average mileage on a used Jeep Cherokee 2023 for sale in Chesapeake, Virginia is 54,713. Based on the average mileage of 54,713 for used 2023 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 2023 in Chesapeake, Virginia to be $16,567.
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