Used Jeep Gladiator for Sale in Winter Park, FL
Buy a versatile Jeep Gladiator in the city where Torrey DeVitto was born
Skip to Filters
457 listings
- Price Drop$27,699good price$1,861 below market
- 22,310 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Airport Chrysler Dodge Jeep Ram (9 mi away)
- Home delivery*
Close
Located in Orlando, FL / 9 miles away from Winter Park, FL
2023 Jeep Gladiator Sport Black Clearcoat 4WD 8-Speed Automatic 3.6L V6 24V VVT 240 Amp Alternator, 4.10 Rear Axle Ratio, 4-Wheel Disc Brakes, ABS bra...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTAG2PL575148
Stock: PL575148
Certified Pre-Owned: No
Listed since: 04-18-2025 - Price Drop$38,500fair price$492 above market
- 19,622 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Las Vegas, NV / 2,033 miles away from Winter Park, FL
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Navigation System,Premium Sound,Satellite Ra...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTBG6PL563213
Stock: PL563213P
Certified Pre-Owned: No - New Listing$31,998fair price$525 below market
- 34,751 miles
- No accidents, 3 owners, personal use
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from NV to FL*
Close
Located in Henderson, NV / 2,021 miles away from Winter Park, FL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG5LL123249
Stock: 27262950
Certified Pre-Owned: No - $34,994fair price$1,173 below market
- 27,474 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Avondale, AZ / 1,857 miles away from Winter Park, FL
Rare Find,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,4-Wheel Disc Brakes,6-Speed M/T,8-Speed...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG5NL119639
Stock: P06686
Certified Pre-Owned: No - New Listing$35,998fair price$428 below market
- 32,470 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from CO to FL*
Close
Located in Littleton, CO / 1,544 miles away from Winter Park, FL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTFG6PL552754
Stock: 26833389
Certified Pre-Owned: No - New Listing$31,143great price$3,107 below market
- 61,364 miles
- 1 accident, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Key Scales Ford (36 mi away)
Close
Located in Leesburg, FL / 36 miles away from Winter Park, FL
LIFETIME POWERTRAIN WARRANTY!!!!!, 240 Amp Alternator, 4-Wheel Disc Brakes, 4.10 Rear Axle Ratio, 700 Amp Maintenance Free Battery, 9 Speakers, 97 MPH...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTEG0NL155539
Stock: U155539
Certified Pre-Owned: No
Listed since: 05-29-2025 - New Listing$32,990good price$2,135 below market
- 27,420 miles
- No accidents, 1 owner, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Chicago, IL / 1,012 miles away from Winter Park, FL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG6NL140063
Stock: 2003761230
Certified Pre-Owned: No
Listed since: 05-30-2025 - Price Drop$36,863good price$2,651 below market
- 18,012 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Bob Steele Chevrolet (39 mi away)
Close
Located in Cocoa, FL / 39 miles away from Winter Park, FL
All Bob Steele Chevrolet customers receive FREE LIFETIME OIL CHANGES AND TIRE ROTATIONS with every purchase of a new or used car! SEE STEELE BEFORE YO...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTBGXLL145604
Stock: 250356A
Certified Pre-Owned: No
Listed since: 04-09-2025 - New Listing$35,987good price
- 28,614 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Odessa, TX / 1,274 miles away from Winter Park, FL
CarFax No Accidents Reported,Rare Find,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Navig...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTFG9ML585453
Stock: ML585453T
Certified Pre-Owned: No - New Listing$34,990fair price$1,599 below market
- 17,081 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Carvana (In-stock online)
- Home delivery*
Close
Located in Oklahoma City, OK / 1,057 miles away from Winter Park, FL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG5PL580052
Stock: 2003730361
Certified Pre-Owned: No
Listed since: 05-16-2025 - New Listing$40,998fair price$1,327 below market
- 29,571 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from NV to FL*
Close
Located in Reno, NV / 2,303 miles away from Winter Park, FL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTEG3NL157186
Stock: 27101678
Certified Pre-Owned: No - $30,580fair price$1,487 below market
- 63,266 miles
- No accidents, 2 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Chesapeake, VA / 638 miles away from Winter Park, FL
CarFax No Accidents Reported,Rare Find,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Leath...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTBG1LL164932
Stock: LL164932A
Certified Pre-Owned: No - Price Drop$36,699fair price$643 below market
- 49,022 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Kennewick, WA / 2,373 miles away from Winter Park, FL
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Navigation System,Premium Sound,Remote Start...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTEG8NL139220
Stock: NL139220E
Certified Pre-Owned: No - New Listing$28,999good price
- 61,699 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in San Antonio, TX / 1,029 miles away from Winter Park, FL
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG3NL171660
Stock: 7VM230
Certified Pre-Owned: No
Listed since: 05-16-2025 - $32,998fair price$892 below market
- 60,935 miles
- No accidents, 3 owners, personal use only
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from OR to FL*
Close
Located in Milwaukie, OR / 2,518 miles away from Winter Park, FL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTFG7ML568778
Stock: 27076468
Certified Pre-Owned: No - Price Drop$26,764good price$3,544 below market
- 48,497 miles
- No accidents, 1 owner, rental vehicle
- 5'0” bed, 3.6l, 6cyl
- RubyCar – New Jersey (In-stock online)
- Home delivery*
Close
Located in Bordentown, NJ / 883 miles away from Winter Park, FL
Priced below KBB Fair Purchase Price! Clean CARFAX. CARFAX One-Owner. RubyCar by Avis is a national online retailer that allows you to shop thousands ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG4PL528931
Stock: 51571041
Certified Pre-Owned: No
Listed since: 05-21-2025 - New Listing$35,998fair price
- 27,716 miles
- No accidents, 2 owners, corporate fleet vehicle
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from TX to FL*
Close
Located in Garland, TX / 954 miles away from Winter Park, FL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTAG9PL536491
Stock: 26754074
Certified Pre-Owned: No - $42,998good price
- 11,713 miles
- 1 accident, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- CarMax (In-stock online)
- Transfer available from TX to FL*
Close
Located in Plano, TX / 964 miles away from Winter Park, FL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6JJTBG7PL542306
Stock: 27139551
Certified Pre-Owned: No - $34,995fair price$803 above market
- 27,313 miles
- No accidents, 1 owner, personal use only
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Clovis, CA / 2,285 miles away from Winter Park, FL
Low Mileage,Back-Up Camera,Blind Spot Monitor,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Satellite Radio,Tow Hitch,4-Wheel Disc Bra...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTFG3LL106684
Stock: LL106684P
Certified Pre-Owned: No - New Listing$24,991fair price$452 below market
- 120,571 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Farmington Hills, MI / 965 miles away from Winter Park, FL
Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Satellite Radio,4-Wheel Disc Brakes,6-Speed M/T,8-Speed A/T,A/C...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (16 City/23 Highway)
Listing Information:
VIN: 1C6HJTAG5ML532112
Stock: ML532112A
Certified Pre-Owned: No - $33,998good price
- 40,506 miles
- No accidents, 1 owner, personal use
- 5'0” bed, 3.6l, 6cyl
- Driveway (In-stock online)
- Home delivery*
Close
Located in Houston, TX / 857 miles away from Winter Park, FL
Rare Find,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Navigation System,Premium Sound,Sa...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 1C6HJTFG4ML601008
Stock: ML601008P
Certified Pre-Owned: No
Showing 106 - 126 out of 457 listings
Filters
Skip to ResultsApplied Filters4Active
Make & Model
Year
New / Used
Price & Payments
Price Rating
Trim
Truck Details
Mileage
Accidents & History
Engine & Drivetrain
Exterior Color
Interior Color
Total Seating
Edmunds Review
Features
Options & Packages
MPG
* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.