Used Jeep Pickups for Sale near Middlebury, Vermont
Sort
Filters
934 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 2020 Jeep Gladiator Overland Crew Cab
$28,767
speed 133,174 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Malloy Chevrolet of Charlottesville
Charlottesville, VA (494.9 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$32,927
speed 66,795 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
CMA’s Williamsburg Ford
Williamsburg, VA (496.2 mi)
Used 2023 Jeep Gladiator Mojave Crew Cab
$36,225
speed 52,394 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Parks Chevrolet RVA
Richmond, VA (496.7 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$27,000
speed 61,527 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Valley Chevrolet
Wellington, OH (499.4 mi)
Used 2022 Jeep Gladiator Mojave Crew Cab
$34,890 List Price
$32,950
speed 57,035 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Sheehy Ford Richmond
Richmond, VA (502.1 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
contact for price
speed 13,442 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Charlie Obaugh Chevrolet
Staunton, VA (506.4 mi)
Used 2021 Jeep Gladiator Rubicon Crew Cab
$38,770
speed 14,635 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Southern Dodge Chrysler Jeep Ram FIAT Norfolk
Norfolk, VA (514.8 mi)
Used 2021 Jeep Gladiator Overland Crew Cab
$28,490
speed 56,651 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Southern Dodge Chrysler Jeep Ram FIAT Norfolk
Norfolk, VA (514.8 mi)
Used 2025 Jeep Gladiator Rubicon Crew Cab
$45,998
speed 2,189 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Southern Dodge Chrysler Jeep Ram FIAT Norfolk
Norfolk, VA (514.8 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$33,674 List Price
$33,063
speed 73,169 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
Priority Ford
Norfolk, VA (514.8 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$37,791
speed 25,615 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
Priority Ford
Norfolk, VA (514.8 mi)
Used 2021 Jeep Gladiator Overland Crew Cab
$27,998 List Price
$25,502
speed 137,714 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
Priority Ford
Norfolk, VA (514.8 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$37,329
speed 17,203 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Southern Dodge Chrysler Jeep Ram FIAT Norfolk
Norfolk, VA (514.8 mi)
Used 2026 Jeep Gladiator Rubicon Crew Cab
$45,479
speed 12,567 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Southern Dodge Chrysler Jeep Ram FIAT Norfolk
Norfolk, VA (514.8 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$26,406
speed 49,209 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Beach Ford
Virginia Beach, VA (517 mi)
Used 2023 Jeep Gladiator Rubicon Crew Cab
$39,862
speed 39,614 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Beach Ford
Virginia Beach, VA (517 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$35,214 List Price
$30,500
speed 44,428 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Buckeye Chrysler Jeep Dodge Ram FIAT Superstore
Shelby, OH (525.9 mi)
Used 2022 Jeep Gladiator Rubicon Crew Cab
$42,500 List Price
$33,500
speed 24,773 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Buckeye Chrysler Jeep Dodge Ram FIAT Superstore
Shelby, OH (525.9 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$25,750 List Price
$21,500
speed 99,942 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Buckeye Chrysler Jeep Dodge Ram FIAT Superstore
Shelby, OH (525.9 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$35,512 List Price
$30,681
speed 47,251 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Dick Scott Chrysler Dodge Jeep Ram
Plymouth, MI (531.4 mi)
Used 2023 Jeep Gladiator Rubicon Crew Cab
$38,599 List Price
$30,681
speed 73,304 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Dick Scott Chrysler Dodge Jeep Ram
Plymouth, MI (531.4 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$24,000
speed 73,268 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Lasco Ford
Fenton, MI (534.8 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
contact for price
speed 4,178 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Starr Motors
Suffolk, VA (535.4 mi)
Used 2025 Jeep Gladiator Mojave Crew Cab
$51,995 List Price
$43,989
speed 17,281 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Monroe Dodge Chrysler Jeep RAM Superstore
Monroe, MI (540.1 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$42,995 List Price
$35,989
speed 21,142 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Monroe Dodge Chrysler Jeep RAM Superstore
Monroe, MI (540.1 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
contact for price
speed 54,749 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Monroe Dodge Chrysler Jeep RAM Superstore
Monroe, MI (540.1 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$37,860
speed 19,135 mi
sell
Key features
- Gasoline
- 4WD
- Nighthawk
location_on
Brighton Ford
Brighton, MI (540.5 mi)
Used 2022 Jeep Gladiator Mojave Crew Cab
$34,160
speed 63,000 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Brighton Ford
Brighton, MI (540.5 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$27,129
speed 114,946 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Coughlin GMC Newark
Newark, OH (542.3 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$27,129
speed 114,946 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Coughlin Chevrolet Newark
Newark, OH (542.3 mi)
