Used Jeep for Sale Under $40,000 NearWinchester, VA
6,010 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2024
- Make:
- Jeep
- Model:
- Wrangler 4xe
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 375 hp 2L I4 Hybrid
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 49 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 12,491
- Stock #:
- 148528
- VIN:
- 1C4RJXR63RW148528
New arrival
Sponsored by Trust Auto
2024 Jeep Wrangler 4xe
Rubicon X 4WD
12,491 mi
Sykesville, MD
63 mi away
Great Deal
$38,794
- Year:
- 2025
- Make:
- Jeep
- Model:
- Compass
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 200 hp 2L I4
- Exterior color:
- Red
- Combined gas mileage:
- 28 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 35,999
- Stock #:
- 59932
- VIN:
- 3C4NJDCN4ST556867
Sponsored Listing
2025 Jeep Compass
Limited 4WD
35,999 mi
Nottingham, MD
90 mi away
Good Deal
$20,349
- Year:
- 2026
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 324 hp 2L I4
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 2,156
- Stock #:
- PCT1278
- VIN:
- 1C4RJHBR8TC197355
Sponsored Listing
2026 Jeep Grand Cherokee
Limited 4WD
2,156 mi
Fairfax, VA
52 mi away
Good Deal
$39,499
- Year:
- 2017
- Make:
- Jeep
- Model:
- Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 271 hp 3.2L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 130,878
- Stock #:
- STA2022
- VIN:
- 1C4PJMDS9HW501038
New arrival
2017 Jeep Cherokee
Limited 4WD
130,878 mi
Oxon Hill, MD
69 mi away
Great Deal
$8,999
- Year:
- 2023
- Make:
- Jeep
- Model:
- Grand Cherokee L
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 34,092
- Stock #:
- 28917156
- VIN:
- 1C4RJKBG9P8841918
Price drop
-$1,000
2023 Jeep Grand Cherokee L
Limited 4WD
34,092 mi
Store transfer to Sterling, VA
Price includes $549 shipping
Good Deal
$31,547
$30,547
- Year:
- 2021
- Make:
- Jeep
- Model:
- Wrangler
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 270 hp 2L I4
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 90,622
- Stock #:
- B34878
- VIN:
- 1C4HJXDNXMW582545
2021 Jeep Wrangler
Unlimited Sport S 4WD
90,622 mi
Waynesboro, PA
52 mi away
Great Deal
$18,978
- Year:
- 2021
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 295 hp 3.6L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,516
- Stock #:
- 26PON224A
- VIN:
- 1C4RJFBG3MC637924
2021 Jeep Grand Cherokee
Limited 4WD
69,516 mi
Uniontown, PA
99 mi away
Good Deal
$22,390
- Year:
- 2020
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 295 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 99,084
- Stock #:
- UG222177A
- VIN:
- 1C4RJFBG1LC222177
New arrival
2020 Jeep Grand Cherokee
Limited X 4WD
99,084 mi
Cumberland, MD
47 mi away
Fair Deal
$19,997
- Year:
- 2025
- Make:
- Jeep
- Model:
- Compass
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 200 hp 2L I4
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 28 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,562
- Stock #:
- U-08019
- VIN:
- 3C4NJDCN8ST580525
2025 Jeep Compass
Limited 4WD
25,562 mi
Harrisonburg, VA
64 mi away
Great Deal
$22,839
- Year:
- 2023
- Make:
- Jeep
- Model:
- Grand Cherokee 4xe
- Body type:
- SUV / Crossover
- Engine:
- 375 hp 2L I4 Hybrid
- Exterior color:
- Black
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 27,245
- Stock #:
- 28815303
- VIN:
- 1C4RJYB69P8784338
2023 Jeep Grand Cherokee 4xe
27,245 mi
Store transfer to Sterling, VA
Price includes $599 shipping
Great Deal
$29,597
- Year:
- 2022
- Make:
- Jeep
- Model:
- Wrangler
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 36,454
- Stock #:
- 29079124
- VIN:
- 1C4HJXEG8NW115223
Price drop
-$1,000
2022 Jeep Wrangler
Unlimited Sahara Altitude 4WD
36,454 mi
Store transfer to Sterling, VA
Price includes $149 shipping
Good Deal
$34,147
$33,147
- Year:
- 2016
- Make:
- Jeep
- Model:
- Wrangler
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Manual
- Mileage:
- 62,443
- Stock #:
- 4520709
- VIN:
- 1C4BJWFGXGL106266
New arrival
2016 Jeep Wrangler
Unlimited Rubicon 4WD
62,443 mi
Bedford, PA
63 mi away
Good Deal
$20,495
- Year:
- 2022
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 357 hp 5.7L V8
- Exterior color:
- Baltic Gray Metallic Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,866
- Stock #:
- 167913A
- VIN:
- 1C4RJHDT2N8623894
New arrival
2022 Jeep Grand Cherokee
Overland 4WD
59,866 mi
Duncansville, PA
90 mi away
Great Deal
$26,968
- Year:
- 2024
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Exterior color:
- Baltic Gray Metallic Clearcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 17,900
- Stock #:
- T10385VA
- VIN:
- 1C4RJHAG2RC110672
2024 Jeep Grand Cherokee
Altitude 4WD
17,900 mi
Waldorf, MD
78 mi away
Great Deal
$29,800
- Year:
- 2023
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Exterior color:
- Gray Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 27,627
- Stock #:
- T61654B
- VIN:
- 1C4RJHAG5PC620270
2023 Jeep Grand Cherokee
Altitude X 4WD
27,627 mi
Silver Spring, MD
66 mi away
Fair Deal
$29,794
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Firecracker Red Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16,149
- Stock #:
- UG562365
- VIN:
- 1C6JJTAG0PL562365
New arrival
2023 Jeep Gladiator
Sport S Crew Cab 4WD
16,149 mi
Cumberland, MD
47 mi away
Fair Deal
$32,497
- Year:
- 2023
- Make:
- Jeep
- Model:
- Grand Cherokee L
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Exterior color:
- Silver Zynith
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,596
- Stock #:
- B34882
- VIN:
- 1C4RJKAG8P8805543
2023 Jeep Grand Cherokee L
Laredo 4WD
24,596 mi
Waynesboro, PA
52 mi away
Great Deal
$25,939
- Year:
- 2021
- Make:
- Jeep
- Model:
- Grand Cherokee
- Body type:
- SUV / Crossover
- Exterior color:
- Diamond Black
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,265
- Stock #:
- Q260622F
- VIN:
- 1C4RJFAG1MC787189
Price drop
-$1,518
2021 Jeep Grand Cherokee
Laredo 4WD
51,265 mi
Thurmont, MD
51 mi away
Great Deal
$22,036
$21,318
- Year:
- 2024
- Make:
- Jeep
- Model:
- Wrangler 4xe
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 375 hp 2L I4 Hybrid
- Exterior color:
- Gray
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 57,065
- Stock #:
- RW232151
- VIN:
- 1C4RJXR68RW232151
Price drop
-$742
2024 Jeep Wrangler 4xe
Rubicon 4WD
57,065 mi
Mechanicsburg, PA
95 mi away
Great Deal
$25,232
$24,490
- Year:
- 2022
- Make:
- Jeep
- Model:
- Wrangler
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 270 hp 2L I4
- Exterior color:
- Limited Edition Tuscadero Pearlcoat
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,181
- Stock #:
- NW132394
- VIN:
- 1C4HJXDNXNW132394
New arrival
2022 Jeep Wrangler
Unlimited Sport S 4WD
24,181 mi
Cockeysville, MD
84 mi away
Fair Deal
$29,297
- Year:
- 2023
- Make:
- Jeep
- Model:
- Wrangler 4xe
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 375 hp 2L I4 Hybrid
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 49 MPG
- Fuel type:
- Hybrid
- Interior color:
- Brown (Heritage Tan/Black)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 32,011
- Stock #:
- B34808
- VIN:
- 1C4JJXN62PW611985
2023 Jeep Wrangler 4xe
Willys 4WD
32,011 mi
Waynesboro, PA
52 mi away
Good Deal
$26,089
- Year:
- 2023
- Make:
- Jeep
- Model:
- Grand Cherokee 4xe
- Body type:
- SUV / Crossover
- Engine:
- 375 hp 2L I4 Hybrid
- Exterior color:
- Gray
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 28,264
- Stock #:
- 29102488
- VIN:
- 1C4RJYB60PC595929
2023 Jeep Grand Cherokee 4xe
28,264 mi
Store transfer to Sterling, VA
Price includes $299 shipping
Good Deal
$27,297
- Year:
- 2023
- Make:
- Jeep
- Model:
- Grand Cherokee L
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 293 hp 3.6L V6
- Exterior color:
- Diamond Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Global Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43,426
- Stock #:
- BV2730
- VIN:
- 1C4RJKAG9P8871843
2023 Jeep Grand Cherokee L
Altitude 4WD
43,426 mi
Laurel, MD
74 mi away
Good Deal
$28,300
- Year:
- 2019
- Make:
- Jeep
- Model:
- Wrangler
- Body type:
- SUV / Crossover
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Red Clearcoat
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,072
- Stock #:
- BV12431
- VIN:
- 1C4HJXCG1KW502646
New arrival
Sponsored Listing
2019 Jeep Wrangler
Rubicon 4WD
31,072 mi
Rockville, MD
56 mi away
Fair Deal
$29,000
Used Jeep Sedans for Sale in WinchesterUsed Jeep SUVs for Sale in WinchesterUsed Jeep Coupes for Sale in WinchesterUsed Jeep Pickup Trucks for Sale in WinchesterUsed Jeep Hatchbacks for Sale in WinchesterUsed Jeep Convertibles for Sale in WinchesterUsed Jeep Wagons for Sale in WinchesterUsed Jeep Vans for Sale in Winchester
