Jeep Gladiator Pickups for Sale near Windermere, Florida
Sort
Filters
974 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
$37,651
speed 31,295 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Mercedes-Benz of South Orlando
Orlando, FL (8.4 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$25,995
speed 78,446 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Tropical Ford Inc
Orlando, FL (9.2 mi)
Used 2024 Jeep Gladiator Mojave Crew Cab
$42,988
speed 18,415 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Ford Of Clermont
Clermont, FL (16 mi)
Used 2023 Jeep Gladiator Mojave Crew Cab
$39,900
speed 34,746 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Kisselback Ford
St Cloud, FL (22.4 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$36,633
speed 16,432 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
Seminole County CDJR
Sanford, FL (26.2 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$30,868
speed 30,374 mi
sell
Key features
- Diesel
- 4WD
- Sport S
location_on
Starling GMC
Titusville, FL (42.2 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$30,664
speed 42,799 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Starling Ford
Titusville, FL (42.2 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$29,093
speed 61,167 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Starling Ford
Titusville, FL (42.2 mi)
Used 2026 Jeep Gladiator Rubicon Crew Cab
$38,900
speed 13,911 mi
sell
Key features
- Gasoline
- 4x4
- Rubicon
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (44.9 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$23,926
speed 78,389 mi
sell
Key features
- Gasoline
- 4x4
- Sport S
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (44.9 mi)
Used 2022 Jeep Gladiator Rubicon Crew Cab
contact for price
speed 29,468 mi
sell
Key features
- Diesel
- Intercooled Turbo Diesel V-6 3.0 L/182
- 4WD
location_on
Stingray Chevrolet
Plant City, FL (47.7 mi)
Used 2022 Jeep Gladiator Mojave Crew Cab
$40,753 List Price
$35,817
speed 37,119 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Gary Yeomans Ford Daytona Beach
Daytona Beach, FL (51.8 mi)
Used 2026 Jeep Gladiator Sport Crew Cab
$38,912 List Price
$34,199
speed 1,707 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Gary Yeomans Ford Daytona Beach
Daytona Beach, FL (51.8 mi)
Used 2020 Jeep Gladiator Overland Crew Cab
$30,935 List Price
$27,188
speed 70,372 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Gary Yeomans Ford Daytona Beach
Daytona Beach, FL (51.8 mi)
Used 2025 Jeep Gladiator Mojave Crew Cab
$41,404
speed 17,656 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Gator Ford
Seffner, FL (56.2 mi)
Used 2025 Jeep Gladiator Mojave Crew Cab
$47,873
speed 6,091 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Jon Hall Chevrolet, Inc.
Daytona Beach, FL (57.7 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$26,873
speed 48,732 mi
sell
Key features
- Gasoline
- 4WD
- Sport S Edition
location_on
Jon Hall Chevrolet, Inc.
Daytona Beach, FL (57.7 mi)
Used 2022 Jeep Gladiator Mojave Crew Cab
$31,873
speed 61,114 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Jon Hall Chevrolet, Inc.
Daytona Beach, FL (57.7 mi)
Used 2025 Jeep Gladiator Rubicon Crew Cab
$48,860
speed 4,668 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Jon Hall Chevrolet, Inc.
Daytona Beach, FL (57.7 mi)
Used 2021 Jeep Gladiator Mojave Crew Cab
$37,237
speed 60,175 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Phillips Chrysler Jeep Dodge Ram
Ocala, FL (58.9 mi)
Used 2023 Jeep Gladiator Rubicon Crew Cab
$36,080
speed 21,305 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Chrysler Dodge Jeep Ram of Tampa Bay
Tampa, FL (62.1 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$41,250
speed 10,467 mi
sell
Key features
- Gasoline
- 4x4
- Rubicon
location_on
D And B Auto Sales LLC
Lecanto, FL (63.5 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$26,087
speed 70,253 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ferman Chevrolet
Tampa, FL (63.8 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$28,387
speed 55,011 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ferman Chevrolet
Tampa, FL (63.8 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$55,625 List Price
$34,764
speed 32,265 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Brandon Ford
Tampa, FL (63.8 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$29,387
speed 63,878 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ferman Chevrolet
Tampa, FL (63.8 mi)
Used 2021 Jeep Gladiator Mojave Crew Cab
contact for price
speed 79,072 mi
sell
Key features
- Gasoline
- Regular Unleaded V-6 3.6 L/220
- 4WD
location_on
Ferman Chevrolet
Tampa, FL (63.8 mi)
Used 2024 Jeep Gladiator Sport Crew Cab
$35,198
speed 31,611 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Ferman Chevrolet on North Dale Mabry
Tampa, FL (64.5 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$24,825 List Price
$22,861
speed 123,220 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Gary Yeomans Ford Ocala
Ocala, FL (65.6 mi)
Used 2021 Jeep Gladiator Sport Crew Cab
$31,444 List Price
$28,637
speed 46,000 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Gary Yeomans Ford Ocala
Ocala, FL (65.6 mi)
