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Used
Jeep Gladiator trucks
for sale
near
Winter Haven, FL
under $899,990
22 matches
30 miles from 33883
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.
Used
2023 Jeep Gladiator Overland
42,104 mi.
$28,999
$996 price drop
Posner Park Chrysler Dodge Jeep Ram Fiat
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 MPFI DOHC
Stock #: F564252
VIN: 1C6HJTFG9PL564252
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System
Entertainment:
Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels
Safety:
Backup Camera, Brake Assist, Stability Control
Reviews
Posner Park Chrysler Dodge Jeep Ram Fiat review
I did everything online.
I did everything online. Got the clear to fly down; got there and signed paperwork & off the lot in less than 15 minutes
2023 Jeep Gladiator Overland review
MOST importantly it is a JEEP.
MOST importantly it is a JEEP. If you want a luxury vehicle, buy one, if you want a full-size truck, buy one, if you want a sports car, buy one, the Jeep Gladiator is none of these. It is designed to be a mid-sized pick-up yet still be a Jeep, it does this PERFECTLY. I have owned 9 Jeeps over the years, as early as 1978 up through 2006; the Jeeps today are full of more amenities and comfort than they ever have been in history. I have 2 Gladiators; a '23 Mojave, and a '23 Diesel Overland, both of them are INCREDIBLE vehicles on and off road, and MORE than fit the bill for a light duty pick-up, superseding most others on the market, and I am even comparing to any of the 5 Tacoma's I have owned. If you are in the market for a light duty pick-up, you can't beat it; whether it is a loaded up graded model, or even the base model, it is still a truck with 4WD, straight axles, and still available with a manual transmission. VERY happy with both of mine!
Certified
2022 Jeep Gladiator Sport S
64,949 mi.
$27,400
$500 price drop
Mullinax Ford of Kissimmee
Used
2021 Jeep Gladiator Overland
25,718 mi.
$31,192
$799 price drop
Regal Chevrolet Kia Lakeland
Vehicle information
Ext. color: Snazzberry Pearlcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
16-23
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: 25K2254K
VIN: 1C6HJTFG2ML555582
Features
Convenience:
Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Tow Hitch
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Stability Control
Reviews
Regal Chevrolet Kia Lakeland review
The best al the employees really good people excellent
The best al the employees really good people excellent customer service they always explain everything about the car needs
2021 Jeep Gladiator Overland review
We special ordered a Jeep Galdiato Rubicon in 2021 and
We special ordered a Jeep Galdiato Rubicon in 2021 and loved it. Our only problem was it didn't leave much space in the garage. We decided to trade it for a special ordered Jeep Wrangle 4dr. RubiconX. This new vehicle left us with 34 more inches of space in our garage. We still have our 2021 Jeep GrandCherokee Trailhawk as our long trip vehicle. 2 never gave any problems accept with the Aux, battery after 3 years of own
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.
Used
2021 Jeep Gladiator Mojave 4X4
72,945 mi.
$31,592
Ford of Clermont
Vehicle information
Ext. color: Black Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V-6 DOHC, variable valve control, regular unleaded, engine
Stock #: LB57040A
VIN: 1C6JJTEGXML569135
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port
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
Seating:
Leather Seats
Used
2023 Jeep Gladiator Overland
58,148 mi.
$24,972
$544 price drop
Sport Subaru South
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 #: BR564167
VIN: 1C6HJTFG7PL564167
Features
Convenience:
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
Used
2021 Jeep Gladiator Mojave
34,681 mi.
$37,987
$2,013 price drop
Ferman Chevrolet of Tampa
Vehicle information
Ext. color: Bright White Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
16-23
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: M2068A
VIN: 1C6JJTEG3ML573690
Features
Convenience:
Keyless Entry, Keyless Start
Entertainment:
Apple CarPlay®, Bluetooth®, HomeLink, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Tow Hooks
Safety:
Backup Camera, Brake Assist, Stability Control
Jeep Certified
2024 Jeep Gladiator Sport S
8,951 mi.
$31,499
$750 price drop
Central Florida Chrysler Dodge Jeep and RAM
Vehicle information
Ext. color: Granite Crystal Metallic Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
16-22
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: L511122C
VIN: 1C6HJTAG1RL117764
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Remote 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
Used
2021 Jeep Gladiator Willys 4x4
71,041 mi.
$25,547
$1,930 price drop
Central Florida Toyota
Vehicle information
Ext. color: Sarge Green Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V-6 DOHC, variable valve control, regular unleaded, engine
Stock #: L579420
VIN: 1C6HJTAG9ML579420
Features
Convenience:
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
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, LED Headlights, Stability Control
Used
2023 Jeep Gladiator Willys 4x4
28,266 mi.
$36,569
Rivard Buick GMC
Vehicle information
Ext. color: Bright White Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
22-28
Fuel type: Diesel
Transmission: Automatic
Engine: EcoDiesel 3L V-6 diesel direct injection, DOHC, intercooled turb
Stock #: T0783B
VIN: 1C6JJTAM8PL594843
Features
Convenience:
Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, 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
Seating:
Leather Seats
Used
2020 Jeep Gladiator Sport
80,986 mi.
$28,248
Jim Browne Chrysler Dodge Jeep RAM of Dade City
Vehicle information
Ext. color: Billet Silver Metallic Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
16-23
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: A632014A
VIN: 1C6HJTAG1LL213336
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Premium Sound System, Satellite Radio, USB Port
Exterior:
Tow Hitch
Safety:
Backup Camera, Blind Spot Monitor, Brake Assist, Stability Control
Used
2020 Jeep Gladiator Sport
61,384 mi.
$25,197
$1,335 price drop
Coggin Honda of Orlando
Vehicle information
Ext. color: Hydro Blue Pearlcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
16-23
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: CCJ251739A
VIN: 1C6HJTAG9LL153497
Features
Convenience:
Keyless Entry, Keyless Start
Entertainment:
Bluetooth®, HomeLink, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Tow Hooks
Safety:
Backup Camera, Brake Assist, Stability Control
Used
2024 Jeep Gladiator Nighthawk
12,250 mi.
$35,800
$150 price drop
Hyundai of Central Florida
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 #: 127428G
VIN: 1C6HJTAG2RL127428
Features
Convenience:
Adaptive Cruise Control, Keyless Entry, Keyless Start, Navigation System
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Stability Control
Used
2023 Jeep Gladiator Sport S
60,441 mi.
$26,501
Courtesy Toyota of Brandon
Vehicle information
Ext. color: Black Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
16-22
Fuel type: Gasoline
Transmission: Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: CTB256104B
VIN: 1C6HJTAG7PL532701
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System, 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
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Jeep Gladiator prices by year
| Model year | Average price | Deals |
|---|---|---|
| 2025 Jeep Gladiator | $41,601 |
*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.
Used Jeep Gladiator by price
Compare the Jeep Gladiator
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6 Great Deals out of 26 listings starting at $22,491
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7 Great Deals out of 31 listings starting at $22,491
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7 Great Deals out of 30 listings starting at $22,491
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8 Great Deals out of 39 listings starting at $22,491
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5 Great Deals out of 22 listings starting at $22,491
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8 Great Deals out of 36 listings starting at $22,491
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8 Great Deals out of 32 listings starting at $19,724
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This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.