1,188 New Jeep Pickups for Sale Near Annapolis, MO

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2026 Jeep Cherokee Laredo HEV 4X4's photo

2026 Jeep Cherokee Laredo HEV 4X4

12 mi.

46 days on market

3C4PJMB26TT256734

$38,403
Fair Deal
Tyson Motor Chrysler Jeep Dodge Ram
Shorewood, IL
New listing
2026 Jeep Gladiator Sahara Auto's photo

2026 Jeep Gladiator Sahara Auto

1 day on market

1C6PJTAG2TL190046

$51,833
Mt Juliet Chrysler Dodge Jeep Ram
Mt. Juliet, TN
4.2
New listing
2026 Jeep Gladiator Shadow OPS Auto's photo

2026 Jeep Gladiator Shadow OPS Auto

1 day on market

1C6RJTBG6TL191336

$63,670
Cassens And Sons Cdjr
Glen Carbon, IL
4.4
New listing
2026 Jeep Gladiator Rubicon Auto's photo

2026 Jeep Gladiator Rubicon Auto

1 day on market

1C6RJTBGXTL190870

$61,140
Clement Chrysler Dodge Jeep Ram Columbia
Columbia, IL
4.4
2026 Jeep Gladiator Shadow OPS Auto's photo

2026 Jeep Gladiator Shadow OPS Auto

16 mi.

2 days on market

1C6RJTBG0TL178694

$57,972
Good Deal
Mclarty Daniel Chrysler Dodge Jeep Ram
Bentonville, AR
4.0
2026 Jeep Gladiator Rubicon X Auto's photo

2026 Jeep Gladiator Rubicon X Auto

2 days on market

1C6RJTBG7TL191202

$64,390
Pilson Chrysler Dodge Jeep Ram Fiat
Mattoon, IL
4.7
2026 Jeep Gladiator Sport S Auto's photo

2026 Jeep Gladiator Sport S Auto

2 days on market

1C6PJTAG2TL186997

$51,130
Rhythm Chrysler Dodge Jeep Ram
Hendersonville, TN
4.3
2026 Jeep Gladiator Sahara Auto's photo

2026 Jeep Gladiator Sahara Auto

2 days on market

1C6PJTAG3TL185521

$50,679
Landers Auto Group
Joplin, MO
4.4
2026 Jeep Gladiator Willys Auto's photo

2026 Jeep Gladiator Willys Auto

2 days on market

1C6PJTAG4TL190534

$52,525
Landmark Dodge Chrysler Jeep
Independence, MO
4.0
2026 Jeep Gladiator Sport Auto's photo

2026 Jeep Gladiator Sport Auto

2 days on market

1C6PJTAG8TL190312

$45,129
Jim Butler Cdjr Centralia
Centralia, MO
4.9
2026 Jeep Gladiator Mojave Auto's photo

2026 Jeep Gladiator Mojave Auto

12 mi.

2 days on market

1C6RJTEG5TL157898

$54,720
Fair Deal
Lou Fusz Chrysler Jeep Dodge Ram Vincennes
Vincennes, IN
4.6
2026 Jeep Gladiator Rubicon X Auto's photo

2026 Jeep Gladiator Rubicon X Auto

2 days on market

1C6RJTBG1TL190109

$57,945
Absher Arnold Motors Llc
Marion, IL
4.2
2026 Jeep Gladiator Sahara Auto's photo

2026 Jeep Gladiator Sahara Auto

2 days on market

1C6PJTAG1TL191169

$51,657
Cdjr Of Columbia
Columbia, MO
4.6
2026 Jeep Gladiator Sport Auto's photo

2026 Jeep Gladiator Sport Auto

3,000 mi.

3 days on market

1C6PJTAGXTL152841

$36,595
Good Deal
Mclarty Daniel Chrysler Dodge Jeep Ram
Bentonville, AR
4.0
2026 Jeep Gladiator Rubicon Auto's photo

2026 Jeep Gladiator Rubicon Auto

3 days on market

1C6RJTBG7TL191250

$62,590
Pettus Cdjr Farmington
Farmington, MO
4.7
2026 Jeep Gladiator Sport S Auto's photo

2026 Jeep Gladiator Sport S Auto

3 days on market

1C6PJTAG9TL186995

$51,725
Rhythm Chrysler Dodge Jeep Ram
Hendersonville, TN
4.3
2026 Jeep Gladiator Sport S Auto's photo

2026 Jeep Gladiator Sport S Auto

3 days on market

1C6PJTAG5TL186993

$51,725
Rhythm Chrysler Dodge Jeep Ram
Hendersonville, TN
4.3
2026 Jeep Gladiator Mojave X Auto's photo

2026 Jeep Gladiator Mojave X Auto

1 mi.

3 days on market

1C6RJTEG4TL188527

$58,104
Fair Deal
Joe Machens Dealerships
Jefferson City, MO
4.1
2026 Jeep Gladiator Sport Auto's photo

2026 Jeep Gladiator Sport Auto

3 days on market

1C6PJTAG1TL191172

$48,052
Cdjr Of Columbia
Columbia, MO
4.6
2026 Jeep Gladiator Sport S Auto's photo

2026 Jeep Gladiator Sport S Auto

3 days on market

1C6PJTAG1TL186991

$51,725
Rhythm Chrysler Dodge Jeep Ram
Hendersonville, TN
4.3
2026 Jeep Gladiator Sport S Auto's photo

2026 Jeep Gladiator Sport S Auto

3 days on market

1C6PJTAG9TL191033

$52,870
Steve Jones Chrysler Dodge Jeep Ram
Dickson, TN
4.5
2026 Jeep Gladiator Rubicon X Auto's photo

2026 Jeep Gladiator Rubicon X Auto

4 days on market

1C6RJTBG9TL191203

$66,745
Pilson Chrysler Dodge Jeep Ram Fiat
Mattoon, IL
4.7
2026 Jeep Gladiator Sahara Auto's photo

2026 Jeep Gladiator Sahara Auto

4 days on market

1C6PJTAGXTL191199

$51,295
Pilson Chrysler Dodge Jeep Ram Fiat
Mattoon, IL
4.7
2026 Jeep Gladiator Sahara Auto's photo

2026 Jeep Gladiator Sahara Auto

4 days on market

1C6PJTAG4TL191201

$51,595
Pilson Chrysler Dodge Jeep Ram Fiat
Mattoon, IL
4.7
2026 Jeep Gladiator Mojave Auto's photo

2026 Jeep Gladiator Mojave Auto

4 days on market

1C6RJTEGXTL190671

$60,365
Napletons Mid Rivers Chrysler Dodge Jeep Ram
St. Peters, MO
4.6
2026 Jeep Gladiator Rubicon Auto's photo

2026 Jeep Gladiator Rubicon Auto

554 mi.

4 days on market

1C6RJTBG6TL158529

$56,098
Expressway Dodge Inc
Evansville, IN
4.8
2026 Jeep Gladiator Mojave X Auto's photo

2026 Jeep Gladiator Mojave X Auto

4 days on market

1C6RJTEG3TL190771

$50,465
Molle Chrysler Dodge Jeep Ram
Belton, MO
4.1
2026 Jeep Gladiator Sport Auto's photo

2026 Jeep Gladiator Sport Auto

4 days on market

1C6PJTAG4TL190243

$45,690
Corwin Chrysler Dodge Jeep Ram
Springfield, MO
4.5
2026 Jeep Gladiator Mojave Auto's photo

2026 Jeep Gladiator Mojave Auto

4 days on market

1C6RJTEG7TL190840

$62,055
Hudson Automotive
Madisonville, KY
4.0

Showing 1 - 28 from 1,188 results