Used Jeep Pickups for Sale near Williamsburg, Virginia
Sort
Filters
943 results
Location
Body Type
Popular Body Types
Price
Mileage
Make, Model, and Trim
Make
Year
Chassis Options
Cab Type
Chassis Type
Drivetrain
Engine Manufacturer
Engine Cylinders
Color
State
Used 2026 Jeep Gladiator Sport Crew Cab
$38,442
speed 474 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Wayne Akers Ford
Lake Worth Beach, FL (764.1 mi)
(561) 532-3080
Used 2022 Jeep Gladiator Overland Crew Cab
$35,442
speed 19,454 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Wayne Akers Ford
Lake Worth Beach, FL (764.1 mi)
(561) 532-3080
Used 2021 Jeep Gladiator Rubicon Crew Cab
$37,134
speed 37,318 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Hill-Kelly Dodge Chrysler Jeep RAM
Pensacola, FL (765.7 mi)
(850) 344-1701
Used 2026 Jeep Gladiator Sport Crew Cab
$38,944
speed 214 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Hill-Kelly Dodge Chrysler Jeep RAM
Pensacola, FL (765.7 mi)
(850) 344-1701
Used 2020 Jeep Gladiator Sport Crew Cab
$29,784
speed 71,704 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Hill-Kelly Dodge Chrysler Jeep RAM
Pensacola, FL (765.7 mi)
(850) 344-1701
Used 2020 Jeep Gladiator Sport Crew Cab
$26,774
speed 81,140 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Hill-Kelly Dodge Chrysler Jeep RAM
Pensacola, FL (765.7 mi)
(850) 344-1701
Used 2021 Jeep Gladiator Rubicon Crew Cab
$37,584
speed 49,340 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Hill-Kelly Dodge Chrysler Jeep RAM
Pensacola, FL (765.7 mi)
(850) 344-1701
Used 2020 Jeep Gladiator Mojave Crew Cab
$30,894
speed 101,657 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Hill-Kelly Dodge Chrysler Jeep RAM
Pensacola, FL (765.7 mi)
(850) 344-1701
Used 2025 Jeep Gladiator Mojave Crew Cab
$56,125 List Price
$43,000
speed 12,917 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Sarasota Ford
Sarasota, FL (767.9 mi)
(941) 207-0662
Used 2023 Jeep Gladiator High Altitude Crew Cab
contact for price
speed 14,832 mi
sell
Key features
- Diesel
- EcoDiesel 3L V-6 diesel direct injection, DOHC, intercooled turbo, diesel, engine with 260HP
- 4x4
location_on
Sunset Chevrolet
Sarasota, FL (768.3 mi)
(941) 909-3859
Used 2023 Jeep Gladiator Sport Crew Cab
contact for price
speed 48,987 mi
sell
Key features
- Gasoline
- V6, 3.6L
- 4WD
location_on
Kirk Auto Company
Grenada, MS (771.1 mi)
(888) 480-6939
Used 2024 Jeep Gladiator Sport Crew Cab
$37,792
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 (772.8 mi)
(850) 805-8546
Used 2021 Jeep Gladiator Rubicon Crew Cab
contact for price
speed 43,390 mi
sell
Key features
- Gasoline
- 3.6L V-6 DOHC, variable valve control, regular unleaded, engine with 285HP
- 4x4
location_on
Pete Moore Chevrolet
Pensacola, FL (772.8 mi)
(850) 805-8546
Used 2022 Jeep Gladiator Sport Crew Cab
$35,998
speed 71,176 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Schumacher Chrysler Dodge Jeep Ram of Delray
Delray Beach, FL (774.1 mi)
(561) 462-8685
Used 2023 Jeep Gladiator Rubicon Crew Cab
$34,999
speed 26,526 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Grieco Ford of Delray Beach
Delray Beach, FL (774.1 mi)
(561) 933-9349
Used 2022 Jeep Gladiator Sport Crew Cab
$27,800
speed 65,569 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Grieco Ford of Delray Beach
Delray Beach, FL (774.1 mi)
(561) 933-9349
Used 2020 Jeep Gladiator Overland Crew Cab
$29,770
speed 26,892 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Grieco Ford of Delray Beach
Delray Beach, FL (774.1 mi)
(561) 933-9349
Used 2026 Jeep Gladiator Rubicon Crew Cab
$43,990
speed 23,154 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Dearth Chrysler Dodge Jeep Ram
Monroe, WI (774.4 mi)
(608) 530-6871
Used 2022 Jeep Gladiator Mojave Crew Cab
$36,190 List Price
$35,337
speed 61,605 mi
sell
Key features
- Gasoline
- V-6 cyl
- 4x4
location_on
Les Stumpf Ford
Appleton, WI (777.6 mi)
(920) 880-2810
Used 2021 Jeep Gladiator Mojave Crew Cab
$30,877
speed 81,098 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Gettel Chrysler Dodge Jeep Ram
Punta Gorda, FL (782.7 mi)
(941) 676-9509
Used 2023 Jeep Gladiator Sport Crew Cab
$33,635
speed 13,791 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Gettel Chrysler Dodge Jeep Ram
Punta Gorda, FL (782.7 mi)
(941) 676-9509
Used 2023 Jeep Gladiator Sport Crew Cab
$30,155
speed 44,917 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Gettel Chrysler Dodge Jeep Ram
Punta Gorda, FL (782.7 mi)
(941) 676-9509
Used 2024 Jeep Gladiator Rubicon Crew Cab
$39,162
speed 34,872 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Gettel Chrysler Dodge Jeep Ram
Punta Gorda, FL (782.7 mi)
(941) 676-9509
Used 2022 Jeep Gladiator Overland Crew Cab
$31,588
speed 50,512 mi
sell
Key features
- Diesel
- V6 Cylinder Engine
- 4x4
location_on
Middleton Ford
Middleton, WI (783.3 mi)
(608) 410-8342
Used 2020 Jeep Gladiator Sport Crew Cab
$25,175
speed 52,202 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Lou Bachrodt Chevrolet Pompano Beach
Pompano Beach, FL (790.8 mi)
(954) 758-4853
Used 2023 Jeep Gladiator Rubicon Crew Cab
$36,052
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4x4
location_on
Arrigo Chrysler Dodge Jeep Ram of Sawgrass
Tamarac, FL (793.9 mi)
(954) 206-1231
Used 2021 Jeep Gladiator Sport Crew Cab
$29,782
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4x4
location_on
Arrigo Chrysler Dodge Jeep Ram of Sawgrass
Tamarac, FL (793.9 mi)
(954) 206-1231
Used 2023 Jeep Gladiator Mojave Crew Cab
$34,991
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4x4
location_on
Arrigo Chrysler Dodge Jeep Ram of Sawgrass
Tamarac, FL (793.9 mi)
(954) 206-1231
Used 2021 Jeep Gladiator Sport Crew Cab
$27,789
speed 47,418 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Sam Galloway Ford
Fort Myers, FL (800.6 mi)
(239) 266-2393
Used 2025 Jeep Gladiator Sport Crew Cab
$39,671
speed 14,080 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Chrysler Dodge Jeep Ram Fiat of Fort Myers
Fort Myers, FL (801.6 mi)
(239) 790-4635
