Jeep Pickups for Sale near Windsor, Connecticut
Sort
Filters
973 results
Location
Body Type
Popular Body Types
Price
Mileage
Make, Model, and Trim
Year
Chassis Options
Add-Ons
State
Used 2023 Jeep Gladiator Rubicon Crew Cab
contact for price
speed 34,480 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Phil Long Ford of Chapel Hills
Colorado Springs, CO (1,686.4 mi)
Used 2021 Jeep Gladiator Mojave Crew Cab
$32,681
speed 70,487 mi
sell
Key features
- Gasoline
- 4WD
- Mojave 4x4
location_on
Alpine Buick GMC
Littleton, CO (1,688 mi)
Used 2026 Jeep Gladiator Mojave Crew Cab
$49,156
speed 812 mi
sell
Key features
- Gasoline
- 4WD
- Mojave 4x4
location_on
Alpine Buick GMC
Littleton, CO (1,688 mi)
Used 2021 Jeep Gladiator High Altitude Crew Cab
$30,479
speed 77,536 mi
sell
Key features
- Gasoline
- 4WD
- High Altitude 4x4
location_on
Alpine Buick GMC
Littleton, CO (1,688 mi)
Used 2024 Jeep Gladiator Mojave Crew Cab
$44,054
speed 17,351 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Perkins Motor Company
Colorado Springs, CO (1,693.6 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$32,579
speed 30,861 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Perkins Motor Company
Colorado Springs, CO (1,693.6 mi)
Used 2025 Jeep Gladiator Rubicon Crew Cab
$45,674
speed 8,013 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Perkins Motor Company
Colorado Springs, CO (1,693.6 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$30,907
speed 69,981 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Perkins Motor Company
Colorado Springs, CO (1,693.6 mi)
Used 2024 Jeep Gladiator Mojave Crew Cab
$43,868
speed 26,505 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Perkins Motor Company
Colorado Springs, CO (1,693.6 mi)
Used 2025 Jeep Gladiator Rubicon Crew Cab
$44,199
speed 19,344 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Stevinson Chevrolet
Lakewood, CO (1,696.7 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$27,385
speed 79,981 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
Chrysler Dodge Jeep Ram of Calallen
Corpus Christi, TX (1,700.9 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$33,485
speed 45,493 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
Chrysler Dodge Jeep Ram of Calallen
Corpus Christi, TX (1,700.9 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$38,260
speed 21,959 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
Chrysler Dodge Jeep Ram of Calallen
Corpus Christi, TX (1,700.9 mi)
Used 2022 Jeep Gladiator Overland Crew Cab
$32,715
speed 31,423 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
Chrysler Dodge Jeep Ram of Calallen
Corpus Christi, TX (1,700.9 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$37,895 List Price
$34,970
speed 17,773 mi
sell
Key features
- Gasoline
- 3.6L V6 24v VVT Upg I Engine
- 4x4
location_on
Brown Dodge-Chrysler-Jeep
Devine, TX (1,705.1 mi)
Used 2022 Jeep Gladiator Overland Crew Cab
$32,608
speed 44,925 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Sewell Chevrolet of Andrews
Andrews, TX (1,756.5 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$35,159
speed 27,424 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
All American Chrysler Jeep Dodge of Odessa
Odessa, TX (1,766.2 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$40,113
speed 14,002 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
All American Chrysler Jeep Dodge of Odessa
Odessa, TX (1,766.2 mi)
Used 2023 Jeep Gladiator Overland Crew Cab
contact for price
speed 75,778 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
All American Chrysler Jeep Dodge of Odessa
Odessa, TX (1,766.2 mi)
Used 2025 Jeep Gladiator Mojave Crew Cab
contact for price
speed 6,995 mi
sell
Key features
- Gasoline
- 3.6L V6 24v VVT Upg I Engine
- 4x4
location_on
Payne Weslaco Chevrolet
Weslaco, TX (1,795.7 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$39,620 List Price
$32,995
speed 32,554 mi
sell
Key features
- Gasoline
- 3.6L V6 24v VVT Upg I Engine
- 4x4
location_on
Payne Weslaco Ford
Weslaco, TX (1,797 mi)
Used 2023 Jeep Gladiator Rubicon Crew Cab
contact for price
speed 45,774 mi
sell
Key features
- Gasoline
- V-6 cyl
- 4x4
location_on
Payne Edinburg Chrysler Dodge Jeep Ram
Edinburg, TX (1,797.8 mi)
Used 2025 Jeep Gladiator Mojave Crew Cab
contact for price
speed 6,007 mi
sell
Key features
- Gasoline
- V-6 cyl
- 4x4
location_on
Payne Edinburg Chrysler Dodge Jeep Ram
Edinburg, TX (1,797.8 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$25,438
speed 80,226 mi
sell
Key features
- Gasoline
- V-6 cyl
- 4x4
location_on
Sames McAllen Ford Lincoln
McAllen, TX (1,805.6 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$33,838
speed 22,800 mi
sell
Key features
- Gasoline
- V-6 cyl
- 4x4
location_on
Sames McAllen Ford Lincoln
McAllen, TX (1,805.6 mi)
Used 2023 Jeep Gladiator Mojave Crew Cab
$36,938
speed 27,917 mi
sell
Key features
- Gasoline
- V-6 cyl
- 4x4
location_on
Sames McAllen Ford Lincoln
McAllen, TX (1,805.6 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$35,550
speed 9,727 mi
sell
Key features
- Gasoline
- V-6 cyl
- 4x4
location_on
Sames McAllen Ford Lincoln
McAllen, TX (1,805.6 mi)
Used 2021 Jeep Gladiator Rubicon Crew Cab
$29,538
speed 107,899 mi
sell
Key features
- Gasoline
- V-6 cyl
- 4x4
location_on
Sames McAllen Ford Lincoln
McAllen, TX (1,805.6 mi)
Used 2020 Jeep Gladiator Mojave Crew Cab
$36,400
speed 22,228 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Columbine Ford
Rifle, CO (1,829.7 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$34,932
speed 26,152 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Rich Ford Albuquerque
Albuquerque, NM (1,872.8 mi)
