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350 listings
  • $38,000
    great price
    $5,406 below market
    • 25,745 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Whitewater Chrysler Dodge Jeep Ram (20 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Saint Charles, MN / 20 miles away from Winona, MN

    FRESH TRADE!ONE OWNER**LOCAL TRADE**CLEAN CARFAXBODY COLOR MATCHING HARDTOP & FENDERS2021 Jeep Gladiator Mojave Rugged Capability Meets Premium TechTr...

    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: 1C6JJTEG2ML600734
    Stock: 14438A
    Certified Pre-Owned: No
    Listed since: 05-17-2025

  • $26,982
    great price
    $6,699 below market
    • 52,730 miles
    • No accidents, 1 owner, rental vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Hastings Chrysler Center (75 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Tire Pressure Warnin...
    Close

    Located in Hastings, MN / 75 miles away from Winona, MN

    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: 1C6HJTAG1PL506823
    Stock: A040525
    Certified Pre-Owned: No
    Listed since: 05-08-2025

  • $28,999
    great price
    $6,923 below market
    • 45,409 miles
    • No accidents, 1 owner, personal use
    • 5'0” bed, 3.6l, 6cyl
    • Harry Brown's Chrysler Jeep Dodge Ram (82 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Faribault, MN / 82 miles away from Winona, MN

    Certified Pre-Owned Go Warranty, Clean CARFAX, 4WD, Navigation, Heated Seats, Apple Carplay, Android Auto & Rear Camera.Recent Arrival! 1-Year Sirius...

    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: 1C6HJTAG9NL112421
    Stock: 17873
    Certified Pre-Owned: Yes
    Listed since: 06-25-2025

  • Price Drop
    $32,997
    great price
    $4,482 below market
    • 57,768 miles
    • No accidents, 2 owners, personal use
    • 5'0” bed, 3.6l, 6cyl
    • Driveway (84 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Keyless Entry/Start
    Close

    Located in Hudson, WI / 84 miles away from Winona, MN

    CarFax No Accidents Reported,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Navigation Syst...

    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: 1C6HJTFGXML554678
    Stock: ML554678T
    Certified Pre-Owned: No

  • $29,491
    great price
    $3,650 below market
    • 47,227 miles
    • No accidents, 2 owners, rental vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Enterprise Car Sales Burnsville (94 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Burnsville, MN / 94 miles away from Winona, MN

    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 (17 City/22 Highway)

    Listing Information:

    VIN: 1C6HJTFG0PL535464
    Stock: 8GY1TQ
    Certified Pre-Owned: No
    Listed since: 05-05-2025

  • $33,818
    good price
    $4,054 below market
    • 65,830 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Burnsville Toyota (93 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Burnsville, MN / 93 miles away from Winona, MN

    *CRUISE CONTROL*, *HEATED FRONT SEATS*, BACKUP CAMERA*, *LOCAL TRADE*, ALLOY WHEELS*, BLUETOOTH*, Gladiator Mojave, 4WD. CARFAX One-Owner.2021 Jeep ...

    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: 1C6JJTEG9ML527412
    Stock: 1036626
    Certified Pre-Owned: No
    Listed since: 07-28-2025

  • Price Drop
    $37,591
    fair price
    $1,260 below market
    • 16,005 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Bloomington Chrysler Jeep Dodge (99 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Bloomington, MN / 99 miles away from Winona, MN

    8YR Certified, One Owner, Clean Carfax, 4X4, Apple CarPlay / Google Android Auto, Navigation System, Remote Start, Rear Camera, Bluetooth, Leather Int...

    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: Yes

    Features and Specs:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 1C6HJTFG7PL572057
    Stock: 11J1572T
    Certified Pre-Owned: No
    Listed since: 07-23-2025

  • Price Drop
    $37,571
    good price
    $2,454 below market
    • 22,943 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Maplewood Toyota (96 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Maplewood, MN / 96 miles away from Winona, MN

    Clean CARFAX. 17/22 City/Highway MPG Sting-Gray Clearcoat 2022 Jeep Gladiator Rubicon 4WD 8-Speed Automatic 3.6L V6 24V VVTOdometer is 13151 miles bel...

    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: 1C6JJTBG0NL167369
    Stock: T11703B
    Certified Pre-Owned: No
    Listed since: 07-10-2025

  • Price Drop
    $33,991
    fair price
    $40 below market
    • 35,572 miles
    • No accidents, 1 owner, personal use
    • 5'0” bed, 3.6l, 6cyl
    • Bloomington Chrysler Jeep Dodge (99 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Tire Pressure Warnin...
    Close

    Located in Bloomington, MN / 99 miles away from Winona, MN

    8YR Certified, One Owner, Clean Carfax, 4X4, 8yr/100,000 miles Limited Powertrain Warranty, 1-Year SiriusXM Guardian Trial, 115V Auxiliary Power Outle...

    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: 1C6HJTAG5ML581018
    Stock: 11J1475P
    Certified Pre-Owned: No
    Listed since: 08-08-2025

  • $26,987
    fair price
    $815 below market
    • 92,972 miles
    • 1 accident, 2 owners, personal use
    • 5'0” bed, 3.6l, 6cyl
    • Hastings Automotive (74 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Hastings, MN / 74 miles away from Winona, MN

    This 2020 Jeep Gladiator Overland 4x4 blends rugged capability with premium comfort like no other midsize pickup. Powered by a 3.6L V6 engine and pair...

    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: 1C6HJTFG4LL172595
    Stock: P090425A
    Certified Pre-Owned: No
    Listed since: 07-19-2025

  • New Listing
    $31,998
    fair price
    $1,420 below market
    • 31,270 miles
    • 1 accident, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Walser Polar Chevrolet (97 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Upgraded Headlights
    • Blind Spot Monitorin...
    Close

    Located in White Bear Lake, MN / 97 miles away from Winona, MN

    * *QUICK ORDER PACKAGE 24S SPORT S (24S)* * Automatic Headlights, Daytime Running Lights, Driver Illuminated Vanity Mirror, Driver Vanity Mir...

    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: 1C6HJTAG2ML577332
    Stock: 22C1829T
    Certified Pre-Owned: No
    Listed since: 09-03-2025

  • New Listing
    Stock photo**
    $38,991
    fair price
    $633 below market
    • 30,689 miles
    • No accidents, 2 owners, personal use
    • 5'0” bed, 3.6l, 6cyl
    • Bloomington Chrysler Jeep Dodge (99 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Bloomington, MN / 99 miles away from Winona, MN

    8YR Certified, Clean Carfax, Local Trade, 4X4, AWD, Apple CarPlay / Google Android Auto, Navigation System, Remote Start, Rear Camera, Bluetooth, Leat...

    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: 1C6JJTBG4NL143348
    Stock: 11J1676T
    Certified Pre-Owned: No
    Listed since: 09-06-2025

  • New Listing
    Stock photo**
    $29,000
    fair price
    $841 above market
    • 58,898 miles
    • No accidents, 1 owner, rental vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Whitewater Chrysler Dodge Jeep Ram (20 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Saint Charles, MN / 20 miles away from Winona, MN

    Recent Arrival! Black Clearcoat 2023 Jeep Gladiator Sport

    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: 1C6HJTAG2PL523307
    Stock: 1875
    Certified Pre-Owned: No
    Listed since: 09-04-2025

  • New Listing
    Photos not available
    $30,500
    fair price
    $473 above market
    • 58,710 miles
    • No accidents, 1 owner, rental vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Whitewater Chrysler Dodge Jeep Ram (20 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Saint Charles, MN / 20 miles away from Winona, MN

    Recent Arrival! High Velocity Clearcoat 2023 Jeep Gladiator Overland

    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: 1C6HJTFG0PL552863
    Stock: 1876
    Certified Pre-Owned: No
    Listed since: 09-05-2025

  • New Listing
    Stock photo**
    $35,991
    fair price
    $1,265 below market
    • 61,819 miles
    • 1 accident, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Bloomington Chrysler Jeep Dodge (99 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Bloomington, MN / 99 miles away from Winona, MN

    8YR Certified, One Owner, Local Trade, 4X4, AWD, Apple CarPlay / Google Android Auto, Navigation System, Remote Start, Rear Camera, Bluetooth, Leather...

    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: 1C6JJTBGXNL177231
    Stock: 11J1669T
    Certified Pre-Owned: No
    Listed since: 09-05-2025

    • 10,402 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Carvana (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Dallas, TX / 824 miles away from Winona, MN

    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: 1C6JJTEGXML590941
    Stock: 2003927703
    Certified Pre-Owned: No
    Listed since: 07-26-2025

  • $40,228
    great price
    $6,467 below market
    • 7,854 miles
    • No accidents, 1 owner, personal use
    • 5'0” bed, 3.6l, 6cyl
    • Markquart Dodge Chrysler Jeep Ram FIAT (61 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Keyless Entry/Start
    Close

    Located in Menomonie, WI / 61 miles away from Winona, MN

    Clean CARFAX. Certified. Granite Crystal Metallic Clearcoat 2024 Jeep Gladiator Sport 4WD 8-Speed Automatic 3.6L V6 24V VVT Local Trade, Clean Carfax,...

    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: 1C6HJTAG2RL110645
    Stock: J5196B
    Certified Pre-Owned: Yes
    Listed since: 07-12-2025

  • $32,888
    good price
    $4,293 below market
    • 23,162 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Blind Spot Monitorin...
    • Tire Pressure Warnin...
    Close

    Located in Seattle, WA / 1,487 miles away from Winona, MN

    CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,Rare Find,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steerin...

    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: 1C6HJTAG9LL194826
    Stock: L194826CB
    Certified Pre-Owned: No

  • Price Drop
    $27,990
    great price
    $4,783 below market
    • 17,026 miles
    • 1 accident, 2 owners, personal use
    • 5'0” bed, 3.6l, 6cyl
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Ann Arbor, MI / 414 miles away from Winona, MN

    Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,WiFi Hotspot,V6 Cylinder Engine,Power Door Locks,Brake Assist,Floor Mats,Gasoline Fu...

    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: 1C6HJTAG1PL512184
    Stock: PL512184P
    Certified Pre-Owned: Yes

  • $36,500
    great price
    $6,138 below market
    • 27,124 miles
    • No accidents, 4 owners, corporate fleet vehicle
    • 5'0” bed, 3.6l, 6cyl
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Temecula, CA / 1,542 miles away from Winona, MN

    CarFax No Accidents Reported,Low Mileage,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Lea...

    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: 1C6JJTBGXML545910
    Stock: ML545910P
    Certified Pre-Owned: No

    • 6,625 miles
    • No accidents, 1 owner, personal use only
    • 5'0” bed, 3.6l, 6cyl
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Upgraded Headlights
    Close

    Located in Corpus Christi, TX / 1,171 miles away from Winona, MN

    CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,Rare Find,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Heated Steering Whe...

    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: 1C6JJTEG8RL121256
    Stock: RL121256T
    Certified Pre-Owned: Yes

Showing 1 - 21 out of 350 listings
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.