Jeep Gladiator Trucks for Sale near Winchester, Virginia
Sort
Filters
955 results
Location
Body Type
Price
Mileage
Make, Model, and Trim
Year
Chassis Options
Add-Ons
State
Used 2023 Jeep Gladiator Rubicon Crew Cab
$32,825
speed 48,222 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Parks Chevrolet Spartanburg
Spartanburg, SC (355.5 mi)
(864) 564-5260
Used 2022 Jeep Gladiator Overland Crew Cab
$28,397
speed 48,944 mi
sell
Key features
- Gasoline
- 3.6L V6 24V VVT
- 4WD
location_on
Bud's Chrysler Dodge Jeep RAM
Celina, OH (355.6 mi)
(419) 792-3391
Used 2023 Jeep Gladiator Overland Crew Cab
$32,897
speed 38,419 mi
sell
Key features
- Gasoline
- 3.6L V6 24V VVT
- 4WD
location_on
Bud's Chrysler Dodge Jeep RAM
Celina, OH (355.6 mi)
(419) 792-3391
Used 2022 Jeep Gladiator Altitude Crew Cab
$30,879
speed 51,602 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Ken Wilson Ford
Canton, NC (358.9 mi)
(828) 248-0453
Used 2023 Jeep Gladiator Rubicon Crew Cab
$45,379
speed 29,021 mi
sell
Key features
- Diesel
- Intercooled Turbo Diesel V-6 3.0 L/182
- 4WD
location_on
Ken Wilson Ford
Canton, NC (358.9 mi)
(828) 248-0453
Used 2020 Jeep Gladiator Rubicon Crew Cab
contact for price
speed 143,252 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
D & D Motors (Ford)
Greer, SC (365.1 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
contact for price
speed 77,432 mi
sell
Key features
- Diesel
- Intercooled Turbo Diesel V-6 3.0 L/182
- 4WD
location_on
Varsity Ford
Ann Arbor, MI (366.3 mi)
(947) 600-4532
Used 2021 Jeep Gladiator Overland Crew Cab
$25,060
speed 71,982 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Brighton Ford
Brighton, MI (374.2 mi)
Used 2022 Jeep Gladiator Mojave Crew Cab
$30,860
speed 63,370 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Brighton Ford
Brighton, MI (374.2 mi)
Used 2023 Jeep Gladiator Overland Crew Cab
$26,956
speed 99,979 mi
sell
Key features
- Gasoline
- 3.6 L
- 4WD
location_on
Bob Allen Chrysler Jeep Dodge Ram
Danville, KY (376.8 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$29,671
speed 33,079 mi
sell
Key features
- Gasoline
- 3.6 L
- 4WD
location_on
Bob Allen Chrysler Jeep Dodge Ram
Danville, KY (376.8 mi)
Used 2023 Jeep Gladiator Rubicon Crew Cab
$37,573
speed 54,315 mi
sell
Key features
- Diesel
- 4WD
- Rubicon
location_on
Team Dodge Ram of Myrtle Beach
Myrtle Beach, SC (378 mi)
(843) 960-3342
Used 2020 Jeep Gladiator Rubicon Crew Cab
$35,975
speed 23,241 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Team Dodge Ram of Myrtle Beach
Myrtle Beach, SC (378 mi)
(843) 960-3342
Used 2021 Jeep Gladiator Rubicon Crew Cab
$29,111
speed 76,623 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Team Dodge Ram of Myrtle Beach
Myrtle Beach, SC (378 mi)
(843) 960-3342
Used 2021 Jeep Gladiator High Altitude Crew Cab
$31,115
speed 43,859 mi
sell
Key features
- Gasoline
- 4WD
- High Altitude
location_on
Parks GMC Greenville
Greenville, SC (378.6 mi)
(864) 651-9894
Used 2022 Jeep Gladiator Overland Crew Cab
contact for price
speed 29,506 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Kevin Whitaker Chevrolet Cadillac
Greenville, SC (378.6 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$32,491
speed 25,065 mi
sell
Key features
- Gasoline
- 4x4
- Willys
location_on
Jim Hudson Chevrolet
Columbia, SC (378.8 mi)
(803) 866-6716
Used 2022 Jeep Gladiator Sport Crew Cab
$22,686
speed 73,268 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Lasco Ford
Fenton, MI (382.2 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$24,990 List Price
$20,990
speed 102,997 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
JT's Dodgeland of Columbia
Columbia, SC (389.6 mi)
(803) 590-9034
Used 2023 Jeep Gladiator Sport Crew Cab
$31,990 List Price
$30,990
speed 30,840 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
JT's Dodgeland of Columbia
Columbia, SC (389.6 mi)
(803) 590-9034
Used 2025 Jeep Gladiator Sport Crew Cab
$39,305 List Price
$34,885
speed 20,813 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Dick Scott Motor Mall
Fowlerville, MI (389.7 mi)
Used 2020 Jeep Gladiator Altitude Crew Cab
$27,348
speed 60,547 mi
sell
Key features
- Gasoline
- 4WD
- Altitude
location_on
Kelley Chevrolet
Fort Wayne, IN (393.6 mi)
(260) 231-1508
Used 2021 Jeep Gladiator Sport Crew Cab
$76,995
speed 2,671 mi
sell
Key features
- Gasoline
- 4WD
- Freedom
location_on
West Chevrolet
Alcoa, TN (394.1 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$28,990
speed 61,778 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Tasca Chrysler Dodge Jeep Ram FIAT - Johnston
Johnston, RI (394.5 mi)
(401) 336-6434
Used 2023 Jeep Gladiator Mojave Crew Cab
$38,171
speed 33,715 mi
sell
Key features
- Gasoline
- V-6 cyl
- 4x4
location_on
Secret City Chrysler Dodge Jeep Ram
Oak Ridge, TN (397.3 mi)
(865) 685-9661
Used 2024 Jeep Gladiator Rubicon Crew Cab
$39,338
speed 30,821 mi
sell
Key features
- Gasoline
- V-6 cyl
- 4x4
location_on
Secret City Chrysler Dodge Jeep Ram
Oak Ridge, TN (397.3 mi)
(865) 685-9661
Used 2025 Jeep Gladiator Sport Crew Cab
$37,498
speed 29,920 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Jim Hudson Ford
Lexington, SC (397.4 mi)
(803) 471-5492
Used 2023 Jeep Gladiator Mojave Crew Cab
$41,641
speed 21,448 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Mercedes-Benz of Louisville
Louisville, KY (398.8 mi)
(270) 987-3047
Used 2026 Jeep Gladiator Mojave Crew Cab
$42,988
speed 23,081 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Bob Hook Chevrolet
Louisville, KY (409.3 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$35,461
speed 23,479 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Bachman Chrysler Dodge Jeep Ram of Jeffersonville
Jeffersonville, IN (409.6 mi)






















































