Jeep Pickups for Sale near Naples, Florida
Sort
Filters
960 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 Overland Crew Cab
$33,098
speed 48,312 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Sarasota Ford
Sarasota, FL (101.6 mi)
(941) 207-0662
Used 2023 Jeep Gladiator Mojave Crew Cab
$35,098
speed 62,241 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Sarasota Ford
Sarasota, FL (101.6 mi)
(941) 207-0662
Used 2022 Jeep Gladiator Sport Crew Cab
$29,270
speed 65,569 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Grieco Ford of Delray Beach
Delray Beach, FL (109.3 mi)
(561) 933-9349
Used 2022 Jeep Gladiator Rubicon Crew Cab
$42,199
speed 35,233 mi
sell
Key features
- Diesel
- 4WD
- Crew Cab
location_on
Cox Chevrolet
Bradenton, FL (109.5 mi)
(941) 315-6080
Used 2026 Jeep Gladiator Mojave Crew Cab
$52,995 List Price
$44,985
speed 10,792 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Wayne Akers Ford
Lake Worth Beach, FL (111.1 mi)
(561) 532-3080
Used 2026 Jeep Gladiator Sport Crew Cab
$39,995 List Price
$37,995
speed 474 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Wayne Akers Ford
Lake Worth Beach, FL (111.1 mi)
(561) 532-3080
Used 2026 Jeep Gladiator Sport Crew Cab
$40,745
speed 801 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Lake Wales Chrysler Dodge Jeep Ram
Lake Wales, FL (127.4 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$38,000 List Price
$33,888
speed 26,047 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Lake Wales Chrysler Dodge Jeep Ram
Lake Wales, FL (127.4 mi)
Used 2026 Jeep Gladiator Sport Crew Cab
contact for price
speed 1,180 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Lake Wales Chrysler Dodge Jeep Ram
Lake Wales, FL (127.4 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$29,959
speed 36,091 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Arrigo Dodge Chrysler Jeep Ram - Fort Pierce
Fort Pierce, FL (128.5 mi)
(855) 785-1062
Used 2024 Jeep Gladiator High Crew Cab
contact for price
speed 14,427 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Arrigo Dodge Chrysler Jeep Ram - Fort Pierce
Fort Pierce, FL (128.5 mi)
(855) 785-1062
Used 2020 Jeep Gladiator Mojave Crew Cab
$34,000
speed 71,208 mi
sell
Key features
- Gasoline
- 4x4
- Crew Cab
location_on
Kelley Buick GMC, Inc
Bartow, FL (130.3 mi)
Used 2025 Jeep Gladiator Rubicon Crew Cab
$45,000
speed 3,019 mi
sell
Key features
- Gasoline
- 4x4
- Crew Cab
location_on
Kelley Buick GMC, Inc
Bartow, FL (130.3 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
contact for price
speed 11,273 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Dodge Chrysler Jeep RAM of Winter Haven
Winter Haven, FL (135.1 mi)
(863) 300-0624
Used 2024 Jeep Gladiator Sport Crew Cab
$55,625 List Price
$34,764
speed 32,265 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Brandon Ford
Tampa, FL (136.2 mi)
(813) 981-1471
Used 2020 Jeep Gladiator Overland Crew Cab
$24,788
speed 109,500 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ferman Chevrolet
Tampa, FL (136.2 mi)
(813) 412-6451
Used 2020 Jeep Gladiator Sport Crew Cab
$29,580
speed 29,157 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Vatland Chrysler Dodge Jeep Ram
Vero Beach, FL (137 mi)
Used 2026 Jeep Gladiator Sport Crew Cab
$45,200
speed 5,224 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Vatland Chrysler Dodge Jeep Ram
Vero Beach, FL (137 mi)
Used 2025 Jeep Gladiator Sport Crew Cab
$37,647
speed 23,577 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Vatland Chrysler Dodge Jeep Ram
Vero Beach, FL (137 mi)
Used 2021 Jeep Gladiator Overland Crew Cab
$32,981
speed 32,164 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Vatland Chrysler Dodge Jeep Ram
Vero Beach, FL (137 mi)
Used 2025 Jeep Gladiator Mojave Crew Cab
$44,566
speed 17,656 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Gator Ford
Seffner, FL (139.7 mi)
(813) 592-3352
Used 2024 Jeep Gladiator Sport Crew Cab
$39,050 List Price
$32,996
speed 56,079 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Suncoast Chrysler Jeep Dodge Ram
Seminole, FL (140 mi)
Used 2025 Jeep Gladiator Mojave Crew Cab
$58,000 List Price
$50,996
speed 5,564 mi
sell
Key features
- Gasoline
- 4WD
- Crew Cab
location_on
Suncoast Chrysler Jeep Dodge Ram
Seminole, FL (140 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$28,451
speed 25,217 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Jerry Ulm Chrysler Dodge Jeep Ram
Tampa, FL (142.3 mi)
(813) 548-3648
Used 2023 Jeep Gladiator Mojave Crew Cab
$37,553
speed 15,325 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Jerry Ulm Chrysler Dodge Jeep Ram
Tampa, FL (142.3 mi)
(813) 548-3648
Used 2020 Jeep Gladiator Rubicon Crew Cab
$27,022
speed 95,973 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Jerry Ulm Chrysler Dodge Jeep Ram
Tampa, FL (142.3 mi)
(813) 548-3648
Used 2025 Jeep Gladiator Sport Crew Cab
$34,595
speed 13,006 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Jerry Ulm Chrysler Dodge Jeep Ram
Tampa, FL (142.3 mi)
(813) 548-3648
Used 2021 Jeep Gladiator Sport Crew Cab
$30,978
speed 44,417 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Jerry Ulm Chrysler Dodge Jeep Ram
Tampa, FL (142.3 mi)
(813) 548-3648
Used 2024 Jeep Gladiator Sport Crew Cab
$32,330
speed 21,446 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Jerry Ulm Chrysler Dodge Jeep Ram
Tampa, FL (142.3 mi)
(813) 548-3648
Used 2020 Jeep Gladiator Rubicon Crew Cab
$31,527
speed 46,298 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Jerry Ulm Chrysler Dodge Jeep Ram
Tampa, FL (142.3 mi)
(813) 548-3648
