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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 Sport S trucks
for sale
near
Winter Park, FL
82 matches
30 miles from 32789
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 Sport S
$40,174
MSRP $49,345
Central Florida Chrysler Dodge Jeep and RAM
New
2025 Jeep Gladiator Sport S
$41,480
MSRP $49,700
Central Florida Chrysler Dodge Jeep and RAM
New
2025 Jeep Gladiator Sport S
$49,530
MSRP $49,530
Napleton Clermont Chrysler Jeep Dodge 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 #: 545764
VIN: 1C6PJTAG2SL545764
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, Sunroof/Moonroof, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
Reviews
Napleton Clermont Chrysler Jeep Dodge RAM review
Great Experience
Great service from Tommy Doty. I will refer him to friends :)
New
2025 Jeep Gladiator Sport S
$45,224
MSRP $46,440
Napleton Clermont Chrysler Jeep Dodge RAM
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 #: SL521911
VIN: 1C6PJTAG1SL521911
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, Brake Assist, Stability Control
Reviews
Napleton Clermont Chrysler Jeep Dodge RAM review
Best car purchase ever!
Our sales representative Yoseli was amazing from start to finish. We brokered an amazing deal and she put everything together with such efficiency and speed. The manager Steve was very approachable, focused and helped us have a great experience with our purchase. The atmosphere in this dealership is awesome, I would highly recommend.
New
2025 Jeep Gladiator Sport S
$46,580
MSRP $51,530
Napleton Chrysler Jeep Dodge 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 #: SL549102
VIN: 1C6PJTAG9SL549102
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, Blind Spot Monitor, Brake Assist, Rear Cross Traffic Alert, Stability Control
Reviews
Napleton Chrysler Jeep Dodge RAM review
Good customer service and buying experience
I had a good experience buying my 2020 Toyota Corolla Hatchback from Napleton in south Orlando. My sales associate, Frankel Pilier, was knowledgeable, and very patient with me as we worked through the process. He did all he could do in working my purchase down to the price range for payments that made me comfortable.
New
2025 Jeep Gladiator Sport S
$38,699
MSRP $46,610
Central Florida Chrysler Dodge Jeep and RAM
Vehicle information
Ext. color: Black Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: L552319
VIN: 1C6PJTAG5SL552319
Features
Convenience:
Adaptive Cruise Control, Keyless Entry, Keyless Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Sunroof/Moonroof, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
New
2025 Jeep Gladiator Sport S
$39,650
MSRP $48,750
$975 price drop
Central Florida Chrysler Dodge Jeep and 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: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: L532341
VIN: 1C6PJTAG8SL532341
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, Stability Control
New
2025 Jeep Gladiator Sport S
$41,161
MSRP $49,345
Central Florida Chrysler Dodge Jeep and RAM
Vehicle information
Ext. color: Hydro Blue Pearlcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: L532345
VIN: 1C6PJTAG5SL532345
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, Stability Control
New
2025 Jeep Gladiator Sport S
$41,480
MSRP $49,700
Central Florida Chrysler Dodge Jeep and RAM
Vehicle information
Ext. color: Black Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: L546681
VIN: 1C6PJTAG3SL546681
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, Brake Assist, Stability Control
New
2025 Jeep Gladiator Sport S
$40,244
MSRP $47,650
Airport Chrysler Dodge Jeep RAM
Vehicle information
Ext. color: Anvil 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 #: SL519669
VIN: 1C6PJTAGXSL519669
Features
Convenience:
Adaptive Cruise Control, Keyless Entry, Keyless Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Stability Control
Reviews
Airport Chrysler Dodge Jeep RAM review
My sales consultant Giovanni brings me a great service
My sales consultant Giovanni brings me a great service and really professional. I’ll continued purchasing my future cars with him. 100% sure I’ll recommendations Gio to my friends.
New
2025 Jeep Gladiator Sport S
$47,175
MSRP $52,125
Napleton Chrysler Jeep Dodge RAM
Vehicle information
Ext. color: Anvil 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 #: SL548377
VIN: 1C6PJTAGXSL548377
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, Blind Spot Monitor, Brake Assist, Rear Cross Traffic Alert, Stability Control
Reviews
Napleton Chrysler Jeep Dodge RAM review
Ram truck owner
Everyone is amazing they really go out their way to make sure your happy with your purchase big thanks to Amie and Dave for ensuring that everything would get done and it did
New
2025 Jeep Gladiator Sport S
$40,288
MSRP $48,235
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 #: SL548374
VIN: 1C6PJTAG4SL548374
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, Brake Assist, 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 Sport S
$38,738
MSRP $46,440
Napleton Chrysler Jeep Dodge RAM
Vehicle information
Ext. color: Anvil 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 #: SL544683
VIN: 1C6PJTAG8SL544683
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, Brake Assist, 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 Sport S
$41,600
MSRP $52,170
Napleton Chrysler Jeep Dodge RAM
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 #: SL512067
VIN: 1C6PJTAG2SL512067
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, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, 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!!!
New
2025 Jeep Gladiator Sport S
$40,288
MSRP $48,235
Napleton Chrysler Jeep Dodge 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 #: SL548376
VIN: 1C6PJTAG8SL548376
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, Brake Assist, Stability Control
New
2025 Jeep Gladiator Sport S
$40,288
MSRP $48,235
Napleton Chrysler Jeep Dodge RAM
Vehicle information
Ext. color: Anvil 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 #: SL548373
VIN: 1C6PJTAG2SL548373
Features
Convenience:
Adaptive Cruise Control, Keyless Entry, Keyless Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Sunroof/Moonroof, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
New
2025 Jeep Gladiator Sport S
$44,238
MSRP $52,735
Napleton Chrysler Jeep Dodge 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 #: SL544672
VIN: 1C6RJTAG2SL544672
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, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
Seating:
Leather Seats
New
2025 Jeep Gladiator Sport S
$48,380
MSRP $53,330
Napleton Chrysler Jeep Dodge RAM
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 #: SL545993
VIN: 1C6RJTAG5SL545993
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, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
Seating:
Leather Seats
New
2025 Jeep Gladiator Sport S
$38,738
MSRP $46,440
Napleton Chrysler Jeep Dodge RAM
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 #: SL544685
VIN: 1C6PJTAG1SL544685
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, Brake Assist, Stability Control
New
2025 Jeep Gladiator Sport S
$42,783
MSRP $48,960
Napleton Clermont Chrysler Jeep Dodge RAM
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 #: SL540119
VIN: 1C6PJTAG3SL540119
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, Brake Assist, Stability Control
Reviews
Napleton Clermont Chrysler Jeep Dodge RAM review
Zach Adams was great!
We had the pleasure of working with your salesman Zach Adams today! He was very professional, helpful and made buying our vehicle much easier & faster. Zach handled everything from showing us the truck, personally cleaning it and all financial paperwork. He went above & beyond to make sure we were satisfied customers!!
New
2025 Jeep Gladiator Sport S
$41,555
MSRP $47,640
Napleton Clermont Chrysler Jeep Dodge 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 #: SL546731
VIN: 1C6PJTAG3SL546731
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, Brake Assist, Stability Control
Reviews
Napleton Clermont Chrysler Jeep Dodge RAM review
I wouldn’t buy from anyone else other than Napleton of
I wouldn’t buy from anyone else other than Napleton of Clermont! Always great service from beginning to end.
New
2025 Jeep Gladiator Sport S
$36,278
MSRP $48,735
Airport 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 #: SL518236
VIN: 1C6PJTAG7SL518236
Features
Convenience:
Adaptive Cruise Control, Keyless Entry, Keyless Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Stability Control
Reviews
Airport Chrysler Dodge Jeep RAM review
Always have had a positive experience with Airport
Always have had a positive experience with Airport Chrysler Dodge jeep Ram. Last visit was Jan. 28th 2025 service advisor was: Mark Greenwood has been great! This location will always be my to ho place.
*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.
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