Used Jeep Gladiator for Sale near Upperville, VA

623 results

Rectortown, VA

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2025 Jeep Gladiator

NightHawk Crew Cab 4WD

11,978 miles

$34,900

Good Deal

Woodbridge, VA

38 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:: 11,978
Stock number:: HP9397B
VIN:: 1C6PJTAG7SL510718

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2021 Jeep Gladiator

Rubicon Crew Cab 4WD

66,663 miles

$30,595

Fair Deal

Alexandria, VA

41 mi away

Year:: 2021
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:: Automatic
Mileage:: 66,663
Stock number:: 35924A
VIN:: 1C6JJTBG8ML588366

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2020 Jeep Gladiator

Overland Crew Cab 4WD

66,431 miles

$24,849

Good Deal

Springfield, VA

39 mi away

Year:: 2020
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:: 66,431
Stock number:: LL155260T
VIN:: 1C6HJTFG9LL155260

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2020 Jeep Gladiator

Rubicon Crew Cab 4WD

105,396 miles

$24,325

Great Deal

Madison, VA

46 mi away

Year:: 2020
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:: 105,396
Stock number:: 23205A
VIN:: 1C6JJTBG4LL163614

2020 Jeep Gladiator

Overland Crew Cab 4WD

61,627 miles

$25,500

Good Deal

Woodbridge, VA

38 mi away

Year:: 2020
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:: 61,627
Stock number:: G2378
VIN:: 1C6HJTFG3LL133643

2021 Jeep Gladiator

Mojave Crew Cab 4WD

61,174 miles

$30,943

Good Deal

Front Royal, VA

17 mi away

Year:: 2021
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:: Global Black/Steel Gray
Transmission:: 8-Speed Automatic
Mileage:: 61,174
Stock number:: V26106B
VIN:: 1C6JJTEG7ML600616

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2021 Jeep Gladiator

Overland Crew Cab 4WD

51,440 miles

$24,990

Great Deal

Falls Church, VA

37 mi away

Year:: 2021
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 Cloth
Transmission:: 8-Speed Automatic
Mileage:: 51,440
Stock number:: 537938
VIN:: 1C6HJTFG2ML537938

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2023 Jeep Gladiator

Mojave Crew Cab 4WD

28,375 miles

$34,995

Good Deal

Gaithersburg, MD

38 mi away

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:: High Velocity Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 28,375
Stock number:: J260471A
VIN:: 1C6JJTEG0PL516092

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2020 Jeep Gladiator

Sport Altitude Crew Cab 4WD

16,109 miles

$28,500

Good Deal

Woodbridge, VA

38 mi away

Year:: 2020
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Gator Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 16,109
Stock number:: T213346
VIN:: 1C6HJTAG4LL213346

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2021 Jeep Gladiator

Rubicon Crew Cab 4WD

62,142 miles

$30,920

Good Deal

Winchester, VA

23 mi away

Year:: 2021
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Snazzberry Pearlcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 62,142
Stock number:: T2022A
VIN:: 1C6JJTBG8ML534324

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2023 Jeep Gladiator

Sport Crew Cab 4WD

17,606 miles

$29,895

Good Deal

Winchester, VA

22 mi away

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:: Silver Zynith Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 17,606
Stock number:: PL571275P
VIN:: 1C6HJTAG2PL571275

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2023 Jeep Gladiator

Mojave Crew Cab 4WD

30,994 miles

$36,499

Fair Deal

Warrenton, VA

14 mi away

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:: Bright White Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 30,994
Stock number:: 65666A
VIN:: 1C6JJTEG2PL557906

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2020 Jeep Gladiator

Rubicon Crew Cab 4WD

91,789 miles

$26,299

Good Deal

Winchester, VA

22 mi away

Year:: 2020
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Billet Silver Metallic Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 91,789
Stock number:: LL198122
VIN:: 1C6JJTBG4LL198122

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2020 Jeep Gladiator

Overland Crew Cab 4WD

63,442 miles

$28,245

Fair Deal

Woodstock, VA

36 mi away

Year:: 2020
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:: 63,442
Stock number:: G250181A
VIN:: 1C6HJTFG8LL141270

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2020 Jeep Gladiator

Rubicon Crew Cab 4WD

91,593 miles

$25,999

Good Deal

Winchester, VA

22 mi away

Year:: 2020
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Sting-Gray Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 91,593
Stock number:: LL145133
VIN:: 1C6JJTBG8LL145133

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2024 Jeep Gladiator

Willys Crew Cab 4WD

12,010 miles

$35,887

Good Deal

Certified Pre-Owned

Winchester, VA

24 mi away

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:: Bright White Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 12,010
Stock number:: P4552A
VIN:: 1C6HJTAG0RL116959

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2024 Jeep Gladiator

Sport Crew Cab 4WD

9,692 miles

$34,995

Fair Deal

Frederick, MD

40 mi away

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:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 9,692
Stock number:: 26023PG
VIN:: 1C6HJTAG8RL128082

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Overview

Reviews

FAQs

CarGurus recommends the 2021 Jeep Gladiator

## Summary - With 4,974 currently listed for sale on CarGurus and an **average price of $30,860.00**, 32.5% of 2021 Jeep Gladiators for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2021 Jeep Gladiator 4.8 / 5 stars. - **84.4% of 2021 Gladiator models on CarGurus are accident-free**. - The 2021 Jeep Gladiator introduced a diesel engine option that enhances fuel economy and towing performance while maintaining off-road prowess. ## Why it stands out The 2021 Jeep Gladiator combines the off-road capability and ruggedness of its Wrangler sibling with the versatility of a midsize pickup truck. It's designed for adventure enthusiasts, boasting features like removable doors and a folding windshield, offering an unrivaled open-air driving experience in the truck market. With its robust design, strong towing capacity of up to 7,650 lbs, and dedicated five-foot bed, it appeals to both off-road adventurers and everyday users. Jeep's Trail Rated badge signifies its capability to tackle challenging terrains, while the addition of a diesel engine for this model year caters to drivers seeking better fuel efficiency. Owners appreciate the powerful feel and smooth ride, alongside the vehicle’s unique aesthetics that set it apart from conventional pickups. ## Other model years to consider - **[2020 Jeep Gladiator](https://www.cargurus.com/Cars/l-Used-2020-Jeep-Gladiator-c28934)** - Average price: $28,352.00 - Good/great deal percentage: 33.5% - User rating: 4.72 / 5 - Total listings: 3,506 - **[2022 Jeep Gladiator](https://www.cargurus.com/Cars/l-Used-2022-Jeep-Gladiator-c32007)** - Average price: $32,048.00 - Good/great deal percentage: 31.8% - User rating: 4.4 / 5 - Total listings: 4,815 - **[2023 Jeep Gladiator](https://www.cargurus.com/Cars/l-Used-2023-Jeep-Gladiator-c32473)** - Average price: $33,497.00 - Good/great deal percentage: 32.7% - User rating: 4.84 / 5 - Total listings: 3,560 These recommendations are based on CarGurus' proprietary market data from March 2, 2026, CarGurus experts' opinions, and generative AI.

4.8 Overall rating

(168 reviews)

Customers say

The Jeep Gladiator impresses owners with its off-road capabilities, rugged design, and versatile performance. Many drivers enjoy its powerful feel and smooth ride, appreciating the blend of technology with a tough exterior. However, there are common criticisms regarding the interior space being smaller than expected, the price point relative to features, and concerns about fuel efficiency and comfort. Overall, it's celebrated as a unique vehicle that stands out, especially for those who value ruggedness and off-road performance.

AI generated from the text of customer reviews.

What people say

cargo space interior off-road capability performance ride quality

Anonymous

5.0

Reviewed a 2020 Jeep Gladiator on Apr 13, 2024

Great truck, very roomy inside and it’s fun to drive it, I just love it!

Thomas S

5.0

Reviewed a 2023 Jeep Gladiator on Mar 20, 2024

Wonderful vehicle. This is my second one. Discounts off of MSRP were too good to pass up. Very capable off-road with the ability to be upfitted with over-landing gear.

Anonymous

5.0

Reviewed a 2023 Jeep Mojave Crew Cab 4WD on Sep 20, 2024

This is the third day of ownership. So far so good. This is my second Jeep. The first one was a Jeep Wrangler Rubicon which I had for nine years. I was looking for a truck but test drove a Mojave. I was pleasantly surprised at how much they have improved and how much I fun it was to drive. The suspension is so smooth and it’s much quieter than my old Jeep. I like the mix of truck and Jeep.

Barry j

5.0

Reviewed a 2023 Jeep Gladiator on May 23, 2024

Really love the smooth ride and the way it drives much better than my previous Jeep

John G

5.0

Reviewed a 2021 Jeep Mojave Crew Cab 4WD on Dec 02, 2024

The vehicle and outfitting is excellent. I am extremely satisfied with the features. I think compared to other models, it has the best package for the price. I don’t believe it is missing anything I desired!

Jeep Gladiator FAQs

How much does the Jeep Gladiator cost in Upperville, VA?

The average Jeep Gladiator costs about $32,502.56. The average price has decreased by -6.4% since last year. The 624 for sale near Upperville, VA on CarGurus, range from $20,450 to $209,845 in price.

Is the Jeep Gladiator a good car?

CarGurus experts gave the 2025 Jeep Gladiator an overall rating of 5.3/10 and Jeep Gladiator owners have rated the vehicle a 4.7/5 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 Jeep Gladiator vehicles in Upperville, VA have no reported accidents or damage?

624 out of 624 for sale near Upperville, VA have no reported accidents or damage.

Is the Jeep Gladiator safe?

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

What fuel types are available?

Diesel, Gasoline engines are available.

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