Jeep Pickups for Sale near Chester, Virginia
Sort
Filters
972 results
Location
Body Type
Popular Body Types
Price
Mileage
Make, Model, and Trim
Year
Chassis Options
Add-Ons
State
Used 2020 Jeep Gladiator Sport Crew Cab
$28,387
speed 55,011 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ferman Chevrolet
Tampa, FL (709.3 mi)
(813) 412-6451
Used 2021 Jeep Gladiator Sport Crew Cab
$25,987
speed 70,253 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ferman Chevrolet
Tampa, FL (709.3 mi)
(813) 412-6451
Used 2024 Jeep Gladiator Sport Crew Cab
$55,625 List Price
$34,764
speed 32,265 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Brandon Ford
Tampa, FL (709.3 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$29,287
speed 63,878 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ferman Chevrolet
Tampa, FL (709.3 mi)
(813) 412-6451
Used 2021 Jeep Gladiator Mojave Crew Cab
$33,387
speed 79,072 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ferman Chevrolet
Tampa, FL (709.3 mi)
(813) 412-6451
Used 2025 Jeep Gladiator Sport Crew Cab
$40,995 List Price
$39,998
speed 4,680 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Frank Boucher Chrysler Dodge Jeep Ram
Janesville, WI (710.7 mi)
Used 2025 Jeep Gladiator High Crew Cab
$36,194
speed 16,327 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Jerry Ulm Chrysler Dodge Jeep Ram
Tampa, FL (710.9 mi)
Used 2026 Jeep Gladiator Mojave Crew Cab
$40,774
speed 23,883 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Jerry Ulm Chrysler Dodge Jeep Ram
Tampa, FL (710.9 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$30,650
speed 24,913 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Jerry Ulm Chrysler Dodge Jeep Ram
Tampa, FL (710.9 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$34,998
speed 30,469 mi
sell
Key features
- Diesel
- Intercooled Turbo Diesel V-6 3.0 L/182
- 4WD
location_on
Jerry Ulm Chrysler Dodge Jeep Ram
Tampa, FL (710.9 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$33,430
speed 14,147 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Jerry Ulm Chrysler Dodge Jeep Ram
Tampa, FL (710.9 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$23,263
speed 89,033 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Jerry Ulm Chrysler Dodge Jeep Ram
Tampa, FL (710.9 mi)
Used 2025 Jeep Gladiator High Crew Cab
$40,570
speed 19,450 mi
sell
Key features
- Gasoline
- V-6 cyl
- 4x4
location_on
Landers Ford South
Southaven, MS (718 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$38,995 List Price
$34,281
speed 19,464 mi
sell
Key features
- Gasoline
- 3.6L V6 285hp 260ft. lbs.
- 4x4
location_on
Walker Ford Clearwater
Clearwater, FL (718.4 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$36,650 List Price
$32,595
speed 23,692 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Suncoast Chrysler Jeep Dodge Ram
Seminole, FL (722.8 mi)
Used 2026 Jeep Gladiator Rubicon Crew Cab
$57,550 List Price
$47,879
speed 8,130 mi
sell
Key features
- Gasoline
- 4WD
- Shadow Ops
location_on
Suncoast Chrysler Jeep Dodge Ram
Seminole, FL (722.8 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$33,850 List Price
$27,144
speed 41,220 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Suncoast Chrysler Jeep Dodge Ram
Seminole, FL (722.8 mi)
Used 2022 Jeep Gladiator Mojave Crew Cab
$35,785
speed 40,096 mi
sell
Key features
- Gasoline
- 3.6L V-6 DOHC, variable valve control, regular unleaded, engine with 285HP
- 4x4
location_on
Badger Chevrolet, Llc
Lake Mills, WI (722.9 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$36,051
speed 14,293 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Lou Fusz Ford
Chesterfield, MO (723.7 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$27,989
speed 54,219 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Gilbert Ford
Okeechobee, FL (725.2 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$34,887
speed 48,987 mi
sell
Key features
- Gasoline
- V6, 3.6L
- 4WD
location_on
Kirk Auto Company
Grenada, MS (733.7 mi)
Used 2021 Jeep Gladiator Rubicon Crew Cab
$35,314
speed 37,318 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Hill-Kelly Dodge Chrysler Jeep RAM
Pensacola, FL (734.8 mi)
Used 2026 Jeep Gladiator Sport Crew Cab
$35,704
speed 1,272 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Hill-Kelly Dodge Chrysler Jeep RAM
Pensacola, FL (734.8 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$34,264
speed 33,591 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Hill-Kelly Dodge Chrysler Jeep RAM
Pensacola, FL (734.8 mi)
Used 2020 Jeep Gladiator Mojave Crew Cab
$29,044
speed 101,657 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Hill-Kelly Dodge Chrysler Jeep RAM
Pensacola, FL (734.8 mi)
Used 2023 Jeep Gladiator Mojave Crew Cab
contact for price
speed 43,375 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Hill-Kelly Dodge Chrysler Jeep RAM
Pensacola, FL (734.8 mi)
Used 2026 Jeep Gladiator Rubicon Crew Cab
$43,492
speed 23,154 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Dearth Chrysler Dodge Jeep Ram
Monroe, WI (741.4 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$35,677
speed 18,318 mi
sell
Key features
- Gasoline
- Pentastar 3.6L V-6 DOHC, variable valve control, regular unleaded, engine with 285HP
- 4x4
location_on
Pete Moore Chevrolet
Pensacola, FL (741.8 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$26,366 List Price
$23,987
speed 87,726 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Kayser Ford Lincoln
Madison, WI (742.8 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$32,619
speed 49,259 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Schicker Chrysler Dodge Jeep Ram of Washington
Washington, MO (743.5 mi)
