Jeep Pickups for Sale near Naples, Florida
Sort
Filters
975 results
Location
Body Type
Popular Body Types
Price
Mileage
Make, Model, and Trim
Year
Chassis Options
Add-Ons
State
Used 2022 Jeep Gladiator Sport Crew Cab
$31,450
speed 38,855 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
John Jones Chevrolet of Corydon
Corydon, IN (877.7 mi)
(812) 900-4327
Used 2025 Jeep Gladiator Rubicon Crew Cab
$40,755
speed 25,539 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
John Jones Chrysler Dodge Jeep Ram Fiat
Corydon, IN (877.7 mi)
(812) 782-2373
Used 2025 Jeep Gladiator Rubicon Crew Cab
$43,363
speed 21,860 mi
sell
Key features
- Gasoline
- V6 Cylinder Engine
- 4x4
location_on
John Jones Chrysler Dodge Jeep Ram Fiat
Corydon, IN (877.7 mi)
(812) 782-2373
Used 2020 Jeep Gladiator Rubicon Crew Cab
$35,716
speed 22,250 mi
sell
Key features
- Gasoline
- 3.6 L
- 4WD
location_on
Helfman Ford
Stafford, TX (878.6 mi)
(281) 247-8507
Used 2022 Jeep Gladiator Sport Crew Cab
$27,716
speed 52,386 mi
sell
Key features
- Gasoline
- 3.6 L
- 4WD
location_on
Helfman Ford
Stafford, TX (878.6 mi)
(281) 247-8507
Used 2021 Jeep Gladiator Sport Crew Cab
$31,748
sell
Key features
- Gasoline
- 4x4
- Sport
location_on
Safford Chrysler Dodge Jeep Ram FIAT of Fredericksburg
Fredericksburg, VA (878.8 mi)
(540) 296-2597
Used 2023 Jeep Gladiator Rubicon Crew Cab
$37,250
speed 33,662 mi
sell
Key features
- Gasoline
- 3.6L
- 4WD
location_on
Coyle GMC Co.
Clarksville, IN (879.8 mi)
(812) 994-6009
Used 2023 Jeep Gladiator Rubicon Crew Cab
$37,250
speed 33,662 mi
sell
Key features
- Gasoline
- 3.6L
- 4WD
location_on
Coyle Chevrolet Co.
Clarksville, IN (879.8 mi)
(812) 494-7841
Used 2022 Jeep Gladiator High Altitude Crew Cab
$31,629
speed 85,313 mi
sell
Key features
- Gasoline
- 4WD
- High Altitude 4x4
location_on
Chris Crain Dodge Jeep RAM Benton
Benton, AR (880.8 mi)
(501) 443-7707
Used 2021 Jeep Gladiator Rubicon Crew Cab
$38,124
speed 21,332 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon 4x4
location_on
Chris Crain Dodge Jeep RAM Benton
Benton, AR (880.8 mi)
(501) 443-7707
Used 2021 Jeep Gladiator Mojave Crew Cab
$29,924
speed 80,982 mi
sell
Key features
- Gasoline
- 4WD
- Mojave 4x4
location_on
Chris Crain Dodge Jeep RAM Benton
Benton, AR (880.8 mi)
(501) 443-7707
Used 2023 Jeep Gladiator Overland Crew Cab
$31,197
speed 54,440 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Gullo Ford Of Conroe
Conroe, TX (883.1 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$35,195
speed 22,348 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Gullo Ford Of Conroe
Conroe, TX (883.1 mi)
Used 2022 Jeep Gladiator Overland Crew Cab
$29,782
speed 84,369 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Tomball Ford, Inc.
Tomball, TX (887.6 mi)
(281) 945-4408
Used 2024 Jeep Gladiator Sport Crew Cab
$38,242
speed 10,091 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Tomball Ford, Inc.
Tomball, TX (887.6 mi)
(281) 945-4408
Used 2022 Jeep Gladiator Overland Crew Cab
$32,524
speed 49,986 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Tomball Ford, Inc.
Tomball, TX (887.6 mi)
(281) 945-4408
Used 2024 Jeep Gladiator Sport Crew Cab
$36,800
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 (889.1 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 (889.1 mi)
(501) 302-4084
Used 2021 Jeep Gladiator Overland Crew Cab
$26,900
speed 94,030 mi
sell
Key features
- Gasoline
- V6, 3.6L
- 4WD
location_on
Red River Chrysler Dodge Jeep Ram of Heber Springs
Heber Springs, AR (889.1 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 (889.1 mi)
(501) 302-4084
Used 2024 Jeep Gladiator Sport Crew Cab
$35,995
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 (889.1 mi)
(501) 302-4084
Used 2025 Jeep Gladiator High Crew Cab
$39,900
speed 895 mi
sell
Key features
- Gasoline
- V6, 3.6L
- 4WD
location_on
Red River Chrysler Dodge Jeep Ram of Heber Springs
Heber Springs, AR (889.1 mi)
(501) 302-4084
Used 2024 Jeep Gladiator Sport Crew Cab
$34,875
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 (889.1 mi)
(501) 302-4084
Used 2021 Jeep Gladiator Rubicon Crew Cab
$31,950
speed 83,680 mi
sell
Key features
- Gasoline
- V6, 3.6L
- 4WD
location_on
Red River Chrysler Dodge Jeep Ram of Heber Springs
Heber Springs, AR (889.1 mi)
(501) 302-4084
Used 2023 Jeep Gladiator Sport Crew Cab
$33,990
speed 27,650 mi
sell
Key features
- Gasoline
- 6 Cyl - 3.6 L
- 4x4
location_on
Expressway Dodge
Evansville, IN (890.8 mi)
(270) 533-7760
Used 2025 Jeep Gladiator Rubicon Crew Cab
$47,472
speed 1,963 mi
sell
Key features
- Gasoline
- 6 Cyl - 3.6 L
- 4x4
location_on
Expressway Dodge
Evansville, IN (890.8 mi)
(270) 533-7760
Used 2023 Jeep Gladiator Sport Crew Cab
$26,950
speed 78,716 mi
sell
Key features
- Diesel
- 6 Cyl - 3.0 L
- 4x4
location_on
Expressway Dodge
Evansville, IN (890.8 mi)
(270) 533-7760
Used 2025 Jeep Gladiator Rubicon Crew Cab
$69,999
speed 8,137 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Country Chevrolet - Warrenton
Warrenton, VA (906.9 mi)
(540) 696-5335
Used 2025 Jeep Gladiator Rubicon Crew Cab
$63,999
speed 8,783 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Country Chevrolet - Warrenton
Warrenton, VA (906.9 mi)
(540) 696-5335
Used 2024 Jeep Gladiator Sport Crew Cab
$53,999
speed 9,586 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Country Chevrolet - Warrenton
Warrenton, VA (906.9 mi)
(540) 696-5335
