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*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
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New and used
2025 Jeep Gladiator Willys trucks
for sale
near
Windermere, FL
23 matches
30 miles from 34786
Be the first to know!
Est.
$400
/mo*
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
New
2025 Jeep Gladiator Willys
$47,385
MSRP $52,135
$3,250 price drop
Napleton Chrysler Jeep Dodge RAM
Vehicle information
Ext. color: Firecracker Red Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: SL524927
VIN: 1C6PJTAG9SL524927
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, LED Headlights, Stability Control
Reviews
Napleton Chrysler Jeep Dodge RAM review
Great dealership
Just moved to the area and now have a dealership for life! You will not be disappointed with their employees we felt very happy with our deal!
New
2025 Jeep Gladiator Willys
$51,120
MSRP $55,870
$3,250 price drop
Napleton Chrysler Jeep Dodge RAM
Vehicle information
Ext. color: Joose
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: SL523456
VIN: 1C6PJTAG2SL523456
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Premium Sound System, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, LED Headlights, Stability Control
Reviews
Napleton Chrysler Jeep Dodge RAM review
Look for Jose Williams
Jose Williams as always goes above and beyond. My third vehicle purchased with him. If your looking to buy ask for him and Ricky they’ll take care of you.
New
2025 Jeep Gladiator Willys
$57,900
MSRP $52,135
$3,250 price drop
Napleton Chrysler Jeep Dodge RAM
Vehicle information
Ext. color: Black Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: SL524924
VIN: 1C6PJTAG3SL524924
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, LED Headlights, Stability Control
Reviews
Napleton Chrysler Jeep Dodge RAM review
What can I say about my experience at Chrysler Jeep Dodge
What can I say about my experience at Chrysler Jeep Dodge in Kissimmee I can tell you one thing. Cory took his time with me and help me get into the best rate and the best vehicle for me and my family. It did not feel like Cory was out for a sale it felt like he truly wanted to help me and which he did. I want to give a big shout out and the thanks to everyone at the dealership is was great but a special thanks to Cory and the finance team. You guys are the best!!!
There are additional matching cars outside your search area.
Partial matches are generated by applying your search criteria to a larger search area. Our goal is to help you discover additional cars that match your search preferences.
As a benefit to some of our dealer customers, we display their listings first.
New
2025 Jeep Gladiator Willys
$46,190
$3,250 price drop
Gainesville Chrysler Dodge Jeep RAM
Vehicle information
Ext. color: Bright White Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V6 24V VVT
Stock #: G25X318
VIN: 1C6PJTAG6SL541118
Features
Convenience:
Adaptive Cruise Control, Keyless Entry, Keyless Start, Navigation System
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, LED Headlights, Stability Control
New
2025 Jeep Gladiator Willys
$46,190
MSRP $49,940
CDJR of Leesburg
Vehicle information
Ext. color: Mojito
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: L513226
VIN: 1C6PJTAG1SL513226
Features
Convenience:
Adaptive Cruise Control, Keyless Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, LED Headlights, Stability Control
New
2025 Jeep Gladiator Willys
$46,628
MSRP $56,180
Courtesy Chrysler Jeep Dodge RAM of Tampa
Vehicle information
Ext. color: Joose
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: CCJ250904
VIN: 1C6PJTAG3SL526334
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Premium Sound System, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Rear Cross Traffic Alert, Stability Control
New
2025 Jeep Gladiator Willys
$44,596
MSRP $53,730
Courtesy Chrysler Jeep Dodge RAM of Tampa
Vehicle information
Ext. color: 41
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: CCJ251298
VIN: 1C6PJTAG9SL538844
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Rear Cross Traffic Alert, Stability Control
New
2025 Jeep Gladiator Willys
$44,595
MSRP $53,730
Courtesy Chrysler Jeep Dodge RAM of Tampa
Vehicle information
Ext. color: Granite Crystal Metallic Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: CCJ251239
VIN: 1C6PJTAG4SL538847
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Rear Cross Traffic Alert, Stability Control
New
2025 Jeep Gladiator Willys
$43,606
Thunder Chrysler Dodge Jeep Ram
Vehicle information
Ext. color: Hydro Blue Pearlcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: SL533572
VIN: 1C6PJTAGXSL533572
Features
Convenience:
Adaptive Cruise Control, Keyless Entry, Keyless Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Rear Cross Traffic Alert, Stability Control
New
2025 Jeep Gladiator Willys
$52,620
MSRP $55,620
Courtesy Chrysler Jeep Dodge RAM of Tampa
Vehicle information
Ext. color: Black Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: CCJ251488
VIN: 1C6PJTAG7SL545307
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Premium Sound System, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Rear Cross Traffic Alert, Stability Control
New
2025 Jeep Gladiator Willys
$45,107
MSRP $49,940
Chrysler Dodge Jeep Ram Brooksville
Vehicle information
Ext. color: Hydro Blue Pearlcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: SL526422
VIN: 1C6PJTAG0SL526422
Features
Convenience:
Adaptive Cruise Control, Keyless Entry, Keyless Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Rear Cross Traffic Alert, Stability Control
New
2025 Jeep Gladiator Willys
$49,355
Thunder Chrysler Dodge Jeep Ram
Vehicle information
Ext. color: Bright White Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: SL533571
VIN: 1C6PJTAG8SL533571
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Premium Sound System, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Rear Cross Traffic Alert, Stability Control
New
2025 Jeep Gladiator Willys
$45,670
MSRP $53,730
Courtesy Chrysler Jeep Dodge RAM of Tampa
Vehicle information
Ext. color: Black Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: CCJ251315
VIN: 1C6PJTAG2SL538846
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Rear Cross Traffic Alert, Stability Control
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*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
23 matches
Clear
Jeep Gladiator trims
-
Jeep Gladiator 2025 Sport S
72 listings starting at $37,085
-
Jeep Gladiator 2025 Mojave
46 listings starting at $43,614
-
Jeep Gladiator 2025 Rubicon
39 listings starting at $42,385
-
Jeep Gladiator 2025 Sport
35 listings starting at $31,790
-
Jeep Gladiator 2025 Willys
23 listings starting at $39,485
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