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New & Used 2025 Jeep Gladiator for Sale near Winston, OR

239 results
Dillard, OR

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2026 Jeep Gladiator

New car | MSRP $66,735

$55,999

Medford, OR
58 mi away
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:
5
Stock number:
TL157632
VIN:
1C6RJTBG5TL157632

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2025 Jeep Gladiator

New car | MSRP $54,230

$42,995

Roseburg, OR
9 mi away
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:
8
Stock number:
SL535812
VIN:
1C6PJTAG3SL535812

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2025 Jeep Gladiator

New car | MSRP $64,720

$47,995

Roseburg, OR
9 mi away
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:
Joose
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
14
Stock number:
SL535797
VIN:
1C6RJTEG7SL535797

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2025 Jeep Gladiator

New car | MSRP $63,860

$48,995

Roseburg, OR
9 mi away
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:
Mojito
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Green/Black
Transmission:
8-Speed Automatic
Mileage:
10
Stock number:
SL542847
VIN:
1C6RJTEG9SL542847

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2025 Jeep Gladiator

New car | MSRP $61,250

$46,995

Roseburg, OR
9 mi away
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:
41
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
12
Stock number:
SL535792
VIN:
1C6RJTEG8SL535792

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2026 Jeep Gladiator

New car | MSRP $66,140

$55,999

Medford, OR
58 mi away
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:
Bright White Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
5
Stock number:
TL157633
VIN:
1C6RJTBG7TL157633

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2025 Jeep Gladiator

New car | MSRP $64,055

$48,990

Eugene, OR
68 mi away
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:
Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Green/Black
Transmission:
8-Speed Automatic
Mileage:
16
Stock number:
SL544936
VIN:
1C6RJTEG7SL544936

  1. Home
  2. / Used Cars
  3. / Jeep Gladiator
  4. / 2025
  5. / Oregon
  6. / Winston
Overview
FAQs
Picture of 2025 Jeep Gladiator

What’s a pickup truck, convertible, and go-anywhere off-roader all in one? The 2025 Jeep Gladiator.

While this midsize truck can tow up to 7,700 pounds and haul up to 1,725 pounds of payload, those figures apply only to the base Sport trim. The more you spend, the less capable the Gladiator is. The 2025 Gladiator loses its manual transmission, gains a few special-edition models, and adds Fathom Blue, ’41, Joose, and Mojito paint colors. The Sport trim now has standard power windows and door locks as well.

Verdict: Unique among pickup trucks, the Jeep Gladiator is an appealing alternative to the status quo. That’s especially true if you value open-air driving or you plan to tackle untrodden territory. But for serious towing and hauling tasks, there are better choices than the Gladiator.

2025 Jeep Gladiator FAQs

How much does the 2025 Jeep Gladiator cost in Winston, OR?

The average 2025 Jeep Gladiator costs about $44,550.75. The average price has decreased by -17.6% since last year. The 61 for sale near Winston, OR on CarGurus, range from $29,315 to $211,668 in price.

Is the 2025 Jeep Gladiator a good car?

CarGurus experts gave the 2025 Jeep Gladiator an overall rating of 5.3/10 and 2025 Jeep Gladiator owners have rated the vehicle a 0/5 stars on average. If a vehicle has both strong expert and owner reviews, you can feel confident in its quality. If either expert reviews, owner reviews, or both are spotty, you might want to do some research to figure out where the car falls short.

How many 2025 Jeep Gladiator vehicles in Winston, OR have no reported accidents or damage?

61 out of 61 for sale near Winston, OR have no reported accidents or damage.

Is the 2025 Jeep Gladiator safe?

CarGurus experts gave the 2025 Jeep Gladiator a safety rating of 3/10.

What is the fuel economy of the 2025 Jeep Gladiator?

Depending on the engine and options, the 2025 Jeep Gladiator gets between 19 and 19 MPG (or EV battery range).

What fuel types are available?

Gasoline engines are available.

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