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New & Used 2025 Jeep Gladiator for Sale near Winchester, VA

555 results

Year:
2026
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
41(Khaki Green)
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
14,624
Stock #:
EP4563
VIN:
1C6RJTBG4TL160201
41(Khaki Green) 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
New arrival
Dulles Kia

Sponsored by Dulles Kia

2026 Jeep Gladiator

Rubicon Crew Cab 4WD

14,624 mi

Leesburg, VA
33 mi away
Fair Deal

$48,796

Year:
2026
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Black Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
11,681
Stock #:
166364
VIN:
1C6RJTEG5TL153575
Black Clearcoat 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
New arrival

Sponsored Listing

2026 Jeep Gladiator

Mojave Crew Cab 4WD

11,681 mi

Duncansville, PA
90 mi away
Fair Deal

$48,468

Year:
2025
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
White
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
7,784
Stock #:
BJ2432
VIN:
1C6PJTAG6SL527994
White 2025 Jeep Gladiator Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2025 Jeep Gladiator

High Tide Crew Cab 4WD

7,784 mi

Westminster, MD
70 mi away
Good Deal

$40,299

Year:
2025
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Anvil Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
21,227
Stock #:
R116095A
VIN:
1C6RJTEGXSL505130
Anvil Clearcoat 2025 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
New arrival

 

2025 Jeep Gladiator

Mojave Crew Cab 4WD

21,227 mi

Winchester, VA
1 mi away
Fair Deal
Third-party certified

$46,710

Year:
2025
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Black Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
19,240
Stock #:
T2392A
VIN:
1C6RJTBG7SL525176
Black Clearcoat 2025 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$1,025

 

2025 Jeep Gladiator

Rubicon Crew Cab 4WD

19,240 mi

Charlottesville, VA
78 mi away
Great Deal
Third-party certified

$44,480

$43,455

CarGurus Analysis:

2025 Jeep Gladiator

5.0

  • With 1,509 currently listed for sale and an average price of $43,430.00, 31.6% of 2025 Jeep Gladiators for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2025 Jeep Gladiator 5 / 5 stars.

  • 96.0% of 2025 Gladiator models on CarGurus are accident free.

  • The 2025 Jeep Gladiator combines the fun of a convertible with robust truck capabilities, offering features like a removable roof and doors, advanced off-road capability, and a five-link rear suspension for enhanced towing and payload capacity.

Research summarized using AI

 

Year:
2024
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
White
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
14,842
Stock #:
70033069
VIN:
1C6HJTAG1RL112791
White 2024 Jeep Gladiator Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2024 Jeep Gladiator

Sport S Crew Cab 4WD

14,842 mi

Store transfer to Winchester, VA
Price includes $1,199 shipping
Fair Deal

$37,197

Year:
2024
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Blue
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
26,095
Stock #:
70047650
VIN:
1C6JJTEG8RL120186
Blue 2024 Jeep Gladiator Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2024 Jeep Gladiator

Mojave X Crew Cab 4WD

26,095 mi

Store transfer to Winchester, VA
Price includes $249 shipping
Fair Deal

$46,247

Year:
2026
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior color:
Black Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
12,431
Stock #:
PTL159150
VIN:
1C6RJTEG3TL159150
Black Clearcoat 2026 Jeep Gladiator Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$2,253

 

2026 Jeep Gladiator

Mojave X Crew Cab 4WD

12,431 mi

Chantilly, VA
42 mi away
Good Deal
Manufacturer certified

$51,932

$49,679

Page 1 of 26

CarGurus Analysis: 2025 Jeep Gladiator

5.3
of 10
overall
Look and feel7/10
Technology6/10
Performance4/10
Safety3/10
Form & function7/10
Cost effectiveness5/10
Image Not Available

Summary

  • With 1,509 currently listed for sale and an average price of $43,430.00, 31.6% of 2025 Jeep Gladiators for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2025 Jeep Gladiator 5 / 5 stars.

  • 96.0% of 2025 Gladiator models on CarGurus are accident free.

  • The 2025 Jeep Gladiator combines the fun of a convertible with robust truck capabilities, offering features like a removable roof and doors, advanced off-road capability, and a five-link rear suspension for enhanced towing and payload capacity.

Why it stands out

The 2025 Jeep Gladiator is a unique offering in the midsize truck segment, seamlessly blending the functionality of a pickup with the adventurous spirit of a Jeep. Its standout feature is the ability to remove the top and doors, allowing for a truly open-air driving experience that many rivals do not offer. Notable improvements for this model year include the addition of new special-edition variants and vibrant paint options, enhancing its appeal to outdoor enthusiasts. While it can tow up to 7,700 pounds in its base Sport trim, buyers looking for maximum towing or payload capacity might find better options elsewhere. Still, for those who prioritize off-road capability and a distinctive driving experience, the Gladiator remains a compelling choice.

Other model years to consider

  • 2021 Jeep Gladiator

    • Average price: $32,081.00
    • Good/great deal percentage: 31.7%
    • User rating: 5 / 5
    • Total listings: 4,836
  • 2020 Jeep Gladiator

    • Average price: $29,203.00
    • Good/great deal percentage: 31.5%
    • User rating: 4.83 / 5
    • Total listings: 3,305
  • 2023 Jeep Gladiator

    • Average price: $35,396.00
    • Good/great deal percentage: 31.4%
    • User rating: 4.82 / 5
    • Total listings: 3,595

This analysis is based on CarGurus' proprietary market data from June 15, 2026, CarGurus experts' opinions, and generative AI.

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