Used Jeep Pickups for Sale near Middlebury, Vermont
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 2023 Jeep Gladiator Sport Crew Cab
$30,293
speed 53,005 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Starling Ford
Titusville, FL (1,148.3 mi)
(321) 334-5368
Used 2023 Jeep Gladiator Sport Crew Cab
$27,994
speed 52,266 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
Holler Ford
Maitland, FL (1,154 mi)
(407) 589-7473
Used 2024 Jeep Gladiator Sport Crew Cab
$37,950
speed 17,592 mi
sell
Key features
- Gasoline
- V6, 3.6L
- 4WD
location_on
Red River Chrysler Dodge Jeep Ram of Heber Springs
Heber Springs, AR (1,157 mi)
(501) 302-4084
Used 2023 Jeep Gladiator High Altitude Crew Cab
$41,850
speed 25,464 mi
sell
Key features
- Diesel
- V6, 3.0L
- 4WD
location_on
Red River Chrysler Dodge Jeep Ram of Heber Springs
Heber Springs, AR (1,157 mi)
(501) 302-4084
Used 2024 Jeep Gladiator Sport Crew Cab
contact for price
speed 16,899 mi
sell
Key features
- Gasoline
- V6, 3.6L
- 4WD
location_on
Red River Chrysler Dodge Jeep Ram of Heber Springs
Heber Springs, AR (1,157 mi)
(501) 302-4084
Used 2023 Jeep Gladiator High Altitude Crew Cab
$35,465
speed 17,855 mi
sell
Key features
- Gasoline
- V6, 3.6L
- 4WD
location_on
Red River Chrysler Dodge Jeep Ram of Heber Springs
Heber Springs, AR (1,157 mi)
(501) 302-4084
Used 2021 Jeep Gladiator Sport Crew Cab
$25,900
speed 83,000 mi
sell
Key features
- Gasoline
- V6, 3.6L
- 4WD
location_on
Red River Chrysler Dodge Jeep Ram of Heber Springs
Heber Springs, AR (1,157 mi)
(501) 302-4084
Used 2020 Jeep Gladiator Sport Crew Cab
$20,350
speed 117,839 mi
sell
Key features
- Gasoline
- V6, 3.6L
- 4WD
location_on
Red River Chrysler Dodge Jeep Ram of Heber Springs
Heber Springs, AR (1,157 mi)
(501) 302-4084
Used 2024 Jeep Gladiator Sport Crew Cab
$35,950
speed 47,245 mi
sell
Key features
- Gasoline
- V6, 3.6L
- 4WD
location_on
Red River Chrysler Dodge Jeep Ram of Heber Springs
Heber Springs, AR (1,157 mi)
(501) 302-4084
Used 2021 Jeep Gladiator Rubicon Crew Cab
contact for price
speed 83,665 mi
sell
Key features
- Gasoline
- V6, 3.6L
- 4WD
location_on
Red River Chrysler Dodge Jeep Ram of Heber Springs
Heber Springs, AR (1,157 mi)
(501) 302-4084
Used 2023 Jeep Gladiator Sport Crew Cab
$28,400
speed 49,414 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Rob Sight Ford
Kansas City, MO (1,160.6 mi)
(816) 382-6845
Used 2024 Jeep Gladiator Mojave Crew Cab
$44,217
speed 18,415 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Ford Of Clermont
Clermont, FL (1,165.9 mi)
(689) 407-2714
Used 2022 Jeep Gladiator Sport Crew Cab
$26,415
speed 78,446 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Tropical Ford Inc
Orlando, FL (1,170.7 mi)
(407) 559-8587
Used 2020 Jeep Gladiator Rubicon Crew Cab
$32,700
speed 60,128 mi
sell
Key features
- Gasoline
- 3.6L V6 24V VVT
- 4x4
location_on
Sioux Falls Ford
Sioux Falls, SD (1,174.5 mi)
(605) 519-2295
Used 2025 Jeep Gladiator Sport Crew Cab
$34,999
speed 23,577 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Vatland Chrysler Dodge Jeep Ram
Vero Beach, FL (1,202 mi)
(772) 247-6240
Used 2022 Jeep Gladiator Sport Crew Cab
$29,783
speed 58,879 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Lakeland Ford
Lakeland, FL (1,205.3 mi)
(863) 333-9256
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 (1,210.9 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 (1,210.9 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 (1,210.9 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 (1,210.9 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 (1,210.9 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 (1,210.9 mi)
(850) 344-1701
Used 2021 Jeep Gladiator Overland Crew Cab
$29,995 List Price
$22,900
speed 98,524 mi
sell
Key features
- Gasoline
- 4x4
- Overland
location_on
Gray-Daniels Ford
Brandon, MS (1,213.3 mi)
(601) 821-2604
Used 2025 Jeep Gladiator Mojave Crew Cab
$43,038
speed 17,656 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Gator Ford
Seffner, FL (1,214.9 mi)
(813) 592-3352
Used 2020 Jeep Gladiator Rubicon Crew Cab
$30,757
speed 69,525 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Gator Ford
Seffner, FL (1,214.9 mi)
(813) 592-3352
Used 2021 Jeep Gladiator Mojave Crew Cab
$39,037
speed 21,366 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Gator Ford
Seffner, FL (1,214.9 mi)
(813) 592-3352
Used 2025 Jeep Gladiator Mojave Crew Cab
$42,509
speed 10,391 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Ferman Chevrolet on North Dale Mabry
Tampa, FL (1,215 mi)
(813) 212-3768
Used 2024 Jeep Gladiator Sport Crew Cab
$35,300
speed 31,611 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Ferman Chevrolet on North Dale Mabry
Tampa, FL (1,215 mi)
(813) 212-3768
Used 2023 Jeep Gladiator Mojave Crew Cab
$37,138
speed 6,768 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Chrysler Dodge Jeep Ram of Tampa Bay
Tampa, FL (1,215 mi)
(813) 548-3762
Used 2024 Jeep Gladiator Mojave Crew Cab
$49,210
speed 30,567 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Morgan Chevrolet
Tampa, FL (1,215 mi)
(813) 592-1093
