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462 listings
  • Price Drop
    $26,987
    great price
    $3,982 below market
    • 59,377 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Dan Cummins Chrysler Dodge Jeep RAM of Georgetown (50 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Blind Spot Monitorin...
    • Tire Pressure Warnin...
    Close

    Located in Georgetown, KY / 50 miles away from Crestwood, KY

    Conquer the Trails with Confidence: Discover the Rugged 2020 Jeep Gladiator Sport, Built for Adventure and Designed for the BoldStep into the world of...

    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: 1C6HJTAG4LL137675
    Stock: 8375A
    Certified Pre-Owned: No
    Listed since: 06-07-2025

  • Price Drop
    $29,995
    great price
    $4,219 below market
    • 32,529 miles
    • No accidents, 2 owners, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Jeff Wyler Toyota of Clarksville (17 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Blind Spot Monitorin...
    • Tire Pressure Warnin...
    Close

    Located in Clarksville, IN / 17 miles away from Crestwood, KY

    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: 1C6HJTAG0LL118637
    Stock: 31215345A
    Certified Pre-Owned: No
    Listed since: 07-05-2025

  • $28,863
    great price
    $3,956 below market
    • 52,328 miles
    • 1 accident, 2 owners, corporate fleet vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Champion Chevrolet GMC (6 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in La Grange, KY / 6 miles away from Crestwood, KY

    2020 Jeep Gladiator Sport 4WD 3.6L V6 24V VVT Local Trade In, Gladiator Sport, 4D Crew Cab, 3.6L V6 24V VVT, 8-Speed Automatic, 4WD, Bright White Clea...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    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: 1C6HJTAG3LL171395
    Stock: 25561B
    Certified Pre-Owned: No
    Listed since: 06-25-2025

  • $34,350
    great price
    $5,381 below market
    • 6,701 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Neil Huffman Chevrolet Buick GMC of Frankfort (36 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Frankfort, KY / 36 miles away from Crestwood, KY

    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:

    18 Combined MPG (16 City/21 Highway)

    Listing Information:

    VIN: 1C6HJTAG4RL105074
    Stock: C8363A
    Certified Pre-Owned: No

  • $31,700
    fair price
    $392 below market
    • 78,497 miles
    • No accidents, 1 owner, rental vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Craig and Landreth Pre-Owned (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Clarksville, IN / 18 miles away from Crestwood, KY

    WE ARE THE LARGEST LUXURY PRE-OWNED DEALER IN KENTUCKIANA WITH 49 YEARS OF EXPERIENCE, A+ BBB RATING! THIS JEEP GLADIATOR OVERLAND IS CERTIFIED BY CAR...

    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: 1C6HJTFGXPL504366
    Stock: MU19981
    Certified Pre-Owned: No
    Listed since: 06-12-2025

  • $37,998
    fair price
    $2,189 below market
    • 39,026 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • CarMax Louisville (11 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Louisville, KY / 11 miles away from Crestwood, KY

    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: 1C6JJTBGXLL168347
    Stock: 26484541
    Certified Pre-Owned: No

  • Price Drop
    $33,500
    good price
    $1,436 below market
    • 35,449 miles
    • No accidents, 1 owner, personal use
    • 5'0” bed, 3.6l, 6cyl
    • Glenn Chrysler Dodge Jeep Ram (1 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Crestwood, KY / 1 miles away from Crestwood, KY

    Granite Crystal Metallic Clearcoat 2022 Jeep Gladiator Willys 4WD 3.6L V6 24V VVT 8-Speed AutomaticTHIS VEHICLES FEATURES INCLUDE:, 4x4/ Four Wheel ...

    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: 1C6HJTAGXNL132824
    Stock: AP1673
    Certified Pre-Owned: No
    Listed since: 07-03-2025

  • Price Drop
    $36,773
    fair price
    $607 below market
    • 23,003 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Jeff Wyler Honda Auto Mall (24 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Louisville, KY / 24 miles away from Crestwood, KY

    4WD/AWD, V6, Bluetooth, Dual climate Control, Heated Leather Seats, Push Button Start, Backup Camera, ONE OWNER CARFAX, 110 MPH Vehicle Max Speed Cali...

    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: 1C6HJTFGXNL100934
    Stock: 3401330A
    Certified Pre-Owned: No
    Listed since: 07-05-2025

  • Price Drop
    $33,587
    fair price
    $1,576 below market
    • 56,728 miles
    • No accidents, 2 owners, personal use
    • 5'0” bed, 3.6l, 6cyl
    • Dan Cummins Chrysler Dodge Jeep RAM of Georgetown (50 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Georgetown, KY / 50 miles away from Crestwood, KY

    Conquer the Trails: Discover the 2020 Jeep Gladiator Rubicon, Where Rugged Adventure Meets Unmatched Versatility in a Granite Crystal Metallic Masterp...

    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: 1C6JJTBG0LL134465
    Stock: 8985A
    Certified Pre-Owned: No
    Listed since: 06-19-2025

  • New Listing
    $31,995
    fair price
    $64 below market
    • 43,752 miles
    • No accidents, 1 owner, rental vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Glenn Chrysler Dodge Jeep Ram (1 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Crestwood, KY / 1 miles away from Crestwood, KY

    Black Clearcoat 2023 Jeep Gladiator Overland 4WD 3.6L V6 24V VVT 8-Speed AutomaticTHIS VEHICLES FEATURES INCLUDE:, 4x4/ Four Wheel Drive, Towing Pac...

    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: 1C6HJTFG4PL550436
    Stock: AP1706
    Certified Pre-Owned: No
    Listed since: 07-16-2025

  • Price Drop
    • 20,517 miles
    • No accidents, 2 owners, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Craig and Landreth Pre-Owned (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Clarksville, IN / 18 miles away from Crestwood, KY

    WE ARE THE LARGEST LUXURY PRE-OWNED DEALER IN KENTUCKIANA WITH 49 YEARS OF EXPERIENCE, A+ BBB RATING! THIS JEEP GLADIATOR OVERLAND IS CERTIFIED BY CAR...

    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: 1C6HJTFG0ML587754
    Stock: MU19995
    Certified Pre-Owned: No
    Listed since: 06-16-2025

  • Price Drop
    $38,786
    fair price
    $0 below market
    • 14,405 miles
    • 1 accident, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Jeff Wyler Toyota of Clarksville (17 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Tire Pressure Warnin...
    Close

    Located in Clarksville, IN / 17 miles away from Crestwood, KY

    Recent Arrival! CARFAX One-Owner.Quick Order Package 24X Nighthawk (110 MPH Vehicle Max Speed Calibration, Anti-Spin Differential Rear Axle, Body Co...

    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 (17 City/22 Highway)

    Listing Information:

    VIN: 1C6HJTAG1RL125895
    Stock: 31215433A1
    Certified Pre-Owned: No
    Listed since: 07-10-2025

    • 11,383 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Byerly Ford (22 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Louisville, KY / 22 miles away from Crestwood, KY

    ONE OWNER, LOCAL TRADE, CLEAN HISTORY REPORT. 2024 Jeep Gladiator Mojave2024 Jeep Gladiator Mojave 4WD 8-Speed Automatic 3.6L V6 24V VVTRecent Arri...

    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:

    18 Combined MPG (16 City/21 Highway)

    Listing Information:

    VIN: 1C6JJTEG7RL123581
    Stock: K8893A
    Certified Pre-Owned: No
    Listed since: 06-21-2025

  • New Listing
    • 72,825 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Chandler Chevrolet (30 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Madison, IN / 30 miles away from Crestwood, KY

    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: 1C6JJTEG2ML583952
    Stock: T6681
    Certified Pre-Owned: No
    Listed since: 03-25-2025

  • New Listing
    • 65,838 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Chandler Chevrolet (30 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Tire Pressure Warnin...
    Close

    Located in Madison, IN / 30 miles away from Crestwood, KY

    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: 1C6JJTBG8LL166810
    Stock: T6760
    Certified Pre-Owned: No
    Listed since: 05-01-2025

  • New Listing
    • 63,442 miles
    • No accidents, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Toyota of Madison (30 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Madison, IN / 30 miles away from Crestwood, KY

    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: 1C6JJTBG2LL187927
    Stock: 187927
    Certified Pre-Owned: No
    Listed since: 07-17-2025

  • Stock photo**
    • 53,250 miles
    • No accidents, 2 owners, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Bob Poynter Chrysler Dodge Jeep Ram Fiat (48 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Seymour, IN / 48 miles away from Crestwood, KY

    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: 1C6JJTEG5NL129695
    Stock: 25J198A
    Certified Pre-Owned: No
    Listed since: 07-10-2025

  • $36,988
    great price
    $7,614 below market
    • 3,734 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Jake Sweeney Express (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Cincinnati, OH / 84 miles away from Crestwood, KY

    Jake Sweeney Is the only Chrysler Dodge Jeep Ram dealer in the Cincinnati metro area to offer a complementary Lifetime Mechanical Protection with a $0...

    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:

    18 Combined MPG (16 City/21 Highway)

    Listing Information:

    VIN: 1C6HJTAG8RL115817
    Stock: E11989
    Certified Pre-Owned: No
    Listed since: 06-16-2025

  • New Listing
    $34,244
    great price
    $6,495 below market
    • 7,721 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Kia Store Clarksville (17 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Clarksville, IN / 17 miles away from Crestwood, KY

    Recent Arrival! 4D Crew CabHydro Blue Pearlcoat 2022 Jeep Gladiator Sport 4WDThis Outstanding example of a vehicle is offered by Kia of Clarksvil...

    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: 1C6JJTAG9NL171308
    Stock: C11408A
    Certified Pre-Owned: No
    Listed since: 07-06-2025

  • Price Drop
    $36,495
    great price
    $6,858 below market
    • 14,254 miles
    • No accidents, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Washington, MI / 332 miles away from Crestwood, KY

    CarFax No Accidents Reported,Low Mileage,Rare Find,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Leather Seat...

    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: 1C6JJTEG2NL147989
    Stock: PNL147989S
    Certified Pre-Owned: No

  • $30,500
    great price
    $7,227 below market
    • 37,314 miles
    • No accidents, 2 owners, personal use
    • 5'0” bed, 3.6l, 6cyl
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Las Vegas, NV / 1,638 miles away from Crestwood, KY

    CarFax No Accidents Reported,Rare Find,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,Leather Seats,Remote Start,Satellite Rad...

    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: 1C6HJTFG4ML570990
    Stock: ML570990T
    Certified Pre-Owned: No

Showing 1 - 21 out of 462 listings

Buying a Jeep Gladiator in Crestwood Kentucky

For those living in Crestwood, KY, the Jeep Gladiator presents an exciting option for anyone craving adventure on and off the beaten path. The rugged character inherent to Jeep vehicles shines through in the Gladiator, making it an exceptional choice for exploring the picturesque landscapes of the nearby Kentucky countryside and hitting the trails in the Red River Gorge. Its off-road capabilities ensure that drivers can tackle less accessible routes and enjoy outdoor activities like camping or fishing with ease. Perhaps most uniquely, it’s the only convertible truck on the market, allowing you to soak up the sun during enjoyable drives around local parks.

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