Used Jeep Cherokee for Sale near Winchester, VA
434 results
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 90,407
- Stock #:
- H263471A
- VIN:
- 1C4PJMDX9MD159494


Sponsored by Joyce Koons Honda Buick GMC
2021 Jeep Cherokee
Limited 4WD
90,407 mi
$18,643
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Crystal Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 58,840
- Stock #:
- C196632A
- VIN:
- 1C4PJMMXXMD161335

Sponsored Listing
2021 Jeep Cherokee
Latitude Lux 4WD
58,840 mi
$21,748
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Gray Clearcoat
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 83,289
- Stock #:
- 16952A
- VIN:
- 1C4PJMDX8LD643591

Sponsored Listing
2020 Jeep Cherokee
Limited 4WD
83,289 mi
$16,995
- Year:
- 2015
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 148,952
- Stock #:
- 00P4022A
- VIN:
- 1C4PJMDSXFW752129

2015 Jeep Cherokee
Limited 4WD
148,952 mi
$7,700
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 91,836
- Stock #:
- M1025
- VIN:
- 1C4PJMDX4MD184609

-$1,015
2021 Jeep Cherokee
Limited 4WD
91,836 mi
$17,694
$16,679
- Year:
- 2022
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 270 hp 2L I4
- Exterior color:
- Silver
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Off White
- Transmission:
- 9-Speed Automatic
- Mileage:
- 16,075
- Stock #:
- 514245
- VIN:
- 1C4PJMMN0ND514245

2022 Jeep Cherokee
Latitude Lux 4WD
16,075 mi
$24,595
- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 180 hp 2.4L I4
- Exterior color:
- White
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 98,404
- Stock #:
- J261139A
- VIN:
- 1C4PJMLB5KD302007

2019 Jeep Cherokee
Latitude Plus 4WD
98,404 mi
$14,500
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 48,081
- Stock #:
- LD605208
- VIN:
- 1C4PJMDX2LD605208

2020 Jeep Cherokee
Limited 4WD
48,081 mi
$19,594
- Year:
- 2026
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 1.6L I4 Hybrid
- Exterior color:
- Bright White Clear-Coat
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Global Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 964
- Stock #:
- DX16937A
- VIN:
- 3C4PJMB2XTT155986

-$905
2026 Jeep Cherokee
Limited 4WD
964 mi
$37,900
$36,995
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 75,409
- Stock #:
- 25779
- VIN:
- 1C4PJMMX6MD179069

2021 Jeep Cherokee
Latitude Lux 4WD
75,409 mi
$18,390
- Year:
- 2016
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 102,010
- Stock #:
- F26033A
- VIN:
- 1C4PJMDS0GW227100

2016 Jeep Cherokee
Limited 4WD
102,010 mi
$11,900
- Year:
- 2016
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 83,084
- Stock #:
- DX10841A
- VIN:
- 1C4PJMJS8GW344105
2016 Jeep Cherokee
Overland 4WD
83,084 mi
$14,995
- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 88,087
- Stock #:
- PF0031
- VIN:
- 1C4PJMDX2KD393943

2019 Jeep Cherokee
Limited 4WD
88,087 mi
$15,999
Recommended model year:
2020 Jeep Cherokee
Shop 2020 Jeep Cherokee »With 5,543 currently listed for sale and an average price of $17,694.00, 33.9% of 2020 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Jeep Cherokee 4.77 / 5 stars.
70.9% of 2020 Cherokee models on CarGurus are accident free.
The 2020 Jeep Cherokee is praised for its strong performance, particularly with the V6 engine which offers a smooth handling experience, alongside its spacious and well-equipped interior.
- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 270 hp 2L I4
- Exterior color:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 90,601
- Stock #:
- 179667
- VIN:
- 1C4PJMDNXKD179667

2019 Jeep Cherokee
Limited 4WD
90,601 mi
$14,995
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 180 hp 2.4L I4
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 50,569
- Stock #:
- 25856
- VIN:
- 1C4PJMLB2LD542892

2020 Jeep Cherokee
Latitude Plus 4WD
50,569 mi
$18,990
- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 80,280
- Stock #:
- 407085
- VIN:
- 1C4PJMBX6KD407085

2019 Jeep Cherokee
Trailhawk 4WD
80,280 mi
$17,364
- Year:
- 2017
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 180 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 124,132
- Stock #:
- 7884PK0590
- VIN:
- 1C4PJLCB3HW607884

-$650
2017 Jeep Cherokee
Latitude FWD
124,132 mi
$10,395
$9,745
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 180 hp 2.4L I4
- Exterior color:
- Billet Silver Metallic Clearcoat
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 82,521
- Stock #:
- M650340
- VIN:
- 1C4PJMCBXLD650340

2020 Jeep Cherokee
Latitude 4WD
82,521 mi
$15,485
- Year:
- 2021
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Bright White Clearcoat - PW7
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black - X9
- Transmission:
- Automatic
- Mileage:
- 33,801
- Stock #:
- 156193
- VIN:
- 1C4PJMMX7MD122637

2021 Jeep Cherokee
Latitude Lux 4WD
33,801 mi
$23,480
- Year:
- 2019
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 66,917
- Stock #:
- 522147AQ
- VIN:
- 1C4PJMDX5KD270699

2019 Jeep Cherokee
Limited 4WD
66,917 mi
$19,844
- Year:
- 2022
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 46,325
- Stock #:
- M260052A
- VIN:
- 1C4PJMBXXND505315

2022 Jeep Cherokee
Trailhawk 4WD
46,325 mi
$22,895
- Year:
- 2017
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 180 hp 2.4L I4
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 48,189
- Stock #:
- 616994
- VIN:
- 1C4PJLAB7HW616994

2017 Jeep Cherokee
Sport FWD
48,189 mi
$13,894
- Year:
- 2020
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 180 hp 2.4L I4
- Exterior color:
- Blue
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 9-Speed Automatic
- Mileage:
- 61,625
- Stock #:
- J7507
- VIN:
- 1C4PJMCB8LD527507

Sponsored Listing
2020 Jeep Cherokee
Latitude 4WD
61,625 mi
$15,990
FAQs
How much does the Jeep Cherokee cost in Winchester, VA?
Is the Jeep Cherokee a good car?
How many Jeep Cherokee vehicles in Winchester, VA have no reported accidents or damage?
Is the Jeep Cherokee safe?
What fuel types are available?
4.5 Overall rating
Customers say
The Jeep Cherokee has long been celebrated for its rugged reliability, impressive off-road capabilities, and overall durability. Owners tend to praise its powerful engines, spacious interiors, and user-friendly features across various models. Many drivers also appreciate the comfortable ride and the great value it offers. However, some common complaints include inconsistent performance, fuel economy concerns, and occasional reliability issues, particularly with older models. In essence, the Cherokee stands out as a dependable choice for those who enjoy adventure and need a versatile vehicle, though it may not always deliver on efficiency and peak performance.
AI generated from the text of customer reviews.
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What people say
Clyde N
Reviewed a 2014 Jeep Latitude 4WD on Jan 31, 2025
This car has tank-like features. This car has good value. This car is missing remote start. I would compare this vehicle to a Chevrolet Traverse.
Xing F
Reviewed a 2021 Jeep Cherokee on Oct 22, 2024
The 2021 Jeep Cherokee is a versatile compact SUV that excels in off-road performance, particularly in the Trailhawk trim, thanks to its advanced 4x4 system and terrain management features.
Jeremy R
Reviewed a 2022 Jeep Cherokee on Aug 15, 2024
The cars features are great it rides nice and had a one stop shop for everything we wanted in a family vehicle couldnt be happier
Michael W
Reviewed a 2020 Jeep Trailhawk Elite 4WD on Jul 29, 2024
The vehicle is very capable on and off road. Plenty of power to get up to speed on the highway, pass someone, and 4500lb towing capacity. Also it is the only trailhawk in the lineup to have a true rear locker.
Jeep Cherokee Trims
| Trim type | MSRP |
|---|---|
| Base 4WD | $35,000 |
| Limited 4WD | $40,000 |
| Laredo 4WD | $38,000 |
| Overland 4WD | $43,000 |
| 85th Anniversary Edition 4WD | $40,905 |
Jeep Cherokee Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of Jeep Cherokee prices has changed over time.
See more price trendsCarGurus recommends the 2020 Jeep Cherokee

Summary
With 5,543 currently listed for sale and an average price of $17,694.00, 33.9% of 2020 Jeep Cherokees for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2020 Jeep Cherokee 4.77 / 5 stars.
70.9% of 2020 Cherokee models on CarGurus are accident free.
The 2020 Jeep Cherokee is praised for its strong performance, particularly with the V6 engine which offers a smooth handling experience, alongside its spacious and well-equipped interior.
Why it stands out
The 2020 Jeep Cherokee combines modern design with rugged performance, making it a standout in the compact SUV segment. It features a comfortable cabin filled with technology and convenience options, appealing to both families and adventure enthusiasts. The available V6 engine provides the power needed for a satisfying driving experience, particularly when navigating diverse terrains. Additionally, the Cherokee's robust off-road capabilities, coupled with its user-friendly features, ensure it remains a popular choice among buyers seeking versatility and reliability in their vehicle.
Other model years to consider
- Average price: $13,386.00
- Good/great deal percentage: 32.6%
- User rating: 4.8 / 5
- Total listings: 4,508
- Average price: $15,589.00
- Good/great deal percentage: 33.1%
- User rating: 4.67 / 5
- Total listings: 5,015
These recommendations are based on CarGurus' proprietary market data from June 22, 2026, CarGurus experts' opinions, and generative AI.
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