820 New Jeep Pickups for Sale Near Winterset, IA
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Sponsored
2026 Jeep Cherokee Laredo HEV 4X4
12 mi.
102 days on market
3C4PJMB26TT213480
$35,998
Great Deal
Tyson Motor Chrysler Jeep Dodge Ram
Shorewood, IL
Sponsored
2026 Jeep Cherokee Laredo HEV 4X4
9 mi.
45 days on market
3C4PJMB20TT248600
$32,750
Great Deal
Chrysler Dodge Jeep Ram Of Chicago
Chicago, IL
Sponsored
2026 Jeep Gladiator Mojave Auto
23 mi.
189 days on market
1C6RJTEG4TL152658
$52,765
Fair Deal
Stallings Motors
Cairo, GA
New listing
2026 Jeep Gladiator Sahara Auto
1 day on market
1C6PJTAG3TL187804
$51,280
Dale Howard Auto Center
Iowa Falls, IA
4.7
New listing
2026 Jeep Gladiator Sahara Auto
6 mi.
1 day on market
1C6PJTAG5TL189263
$49,681
Fair Deal
Deyarman Automotive Group
Indianola, IA
4.6
New listing
2026 Jeep Gladiator Sahara Auto
6 mi.
1 day on market
1C6PJTAG7TL189264
$50,217
Fair Deal
Deyarman Automotive Group
Indianola, IA
4.6
New listing
2026 Jeep Gladiator Mojave X Auto
1 mi.
1 day on market
1C6RJTEG4TL188527
$58,104
Fair Deal
Joe Machens Dealerships
Jefferson City, MO
4.1
New listing
Photos coming soon
2026 Jeep Gladiator Sahara Auto
180 mi.
1 day on market
1C6PJTAG9TL178296
Contact Dealer
Mike Molstead Motors
Charles City, IA
4.6
New listing
2026 Jeep Gladiator
1 day on market
1C6RJTBG6TL190333
$60,190
Woodhouse Chrysler Dodge Jeep Ram Sioux City
Sioux City, IA
4.7
New listing
2026 Jeep Gladiator
1 day on market
1C6PJTAG1TL191172
$48,052
Cdjr Of Columbia
Columbia, MO
4.6
New listing
2026 Jeep Gladiator
1 day on market
1C6PJTAG7TL190303
$54,285
Gladstone Dodge Chrysler Jeep Ram
Kansas City, MO
4.3
New listing
2026 Jeep Gladiator Sahara Auto
7 mi.
1 day on market
1C6PJTAG9TL189265
$49,681
Fair Deal
Deyarman Automotive Group
Indianola, IA
4.6
New listing
2026 Jeep Gladiator
1 day on market
1C6RJTBG9TL191279
$57,439
Reed Jeep Ram
Saint Joseph, MO
4.6
2026 Jeep Gladiator Mojave X Auto
2 days on market
1C6RJTEG3TL190771
$50,465
Molle Chrysler Dodge Jeep Ram
Belton, MO
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
2 days on market
1C6PJTAG6TL190938
$53,115
Gladstone Dodge Chrysler Jeep Ram
Kansas City, MO
4.3
2026 Jeep Gladiator Sahara Auto
2 days on market
1C6PJTAG8TL188012
$49,085
Gregg Young Chrysler Dodge Jeep Ram Of Newton
Newton, IA
4.6
2026 Jeep Gladiator Willys Auto
2 days on market
1C6PJTAG4TL188301
$50,735
Gregg Young Chrysler Dodge Jeep Ram Of Newton
Newton, IA
4.6
2026 Jeep Gladiator Sport S Auto
2 days on market
1C6PJTAGXTL188271
$56,430
Kunes Chrysler Dodge Jeep Ram Of Platteville
Platteville, WI
4.1
2026 Jeep Gladiator Sport Auto
2 days on market
1C6RJTAG9TL191171
$47,847
Cdjr Of Columbia
Columbia, MO
4.6
2026 Jeep Gladiator Rubicon X Auto
1 mi.
3 days on market
1C6RJTBG6TL188873
$59,752
Fair Deal
Jeff Belzers
Lakeville, MN
4.3
2026 Jeep Gladiator Sahara Auto
10 mi.
3 days on market
1C6PJTAG6TL184136
Contact Dealer
Apple Chrysler Dodge Jeep Ram Of Shakopee
Shakopee, MN
4.6
2026 Jeep Gladiator Sport Auto
3 days on market
1C6PJTAG6TL190311
$44,534
Jim Butler Cdjr Centralia
Centralia, MO
4.9
2026 Jeep Gladiator Sport Auto
3 days on market
1C6PJTAG4TL190629
$44,700
Bob Sight Chrysler Dodge Jeep Ram
Lawrence, KS
4.2
2026 Jeep Gladiator Mojave X Auto
3 days on market
1C6RJTEG4TL190309
$63,800
Shottenkirk Chrysler Dodge Jeep Ram Of West Burlington
West Burlington, IA
3.9
2026 Jeep Gladiator 85th Anniversary Edition Auto
4 days on market
1C6PJTAG4TL190937
$52,520
Gladstone Dodge Chrysler Jeep Ram
Kansas City, MO
4.3
2026 Jeep Gladiator Sahara Auto
4 days on market
1C6PJTAG9TL190304
$53,690
Gladstone Dodge Chrysler Jeep Ram
Kansas City, MO
4.3
Photos coming soon
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
4 days on market
1C6PJTAG3TL185602
$45,269
Great Deal
Fury Motors St Paul Cdjr
South Saint Paul, MN
4.3
2026 Jeep Gladiator Sahara Auto
1,997 mi.
4 days on market
1C6PJTAG3TL178293
$45,913
Good Deal
Woodhouse Cdjr Of Bellevue
Bellevue, NE
4.5
2026 Jeep Gladiator Shadow OPS Auto
7 days on market
1C6RJTBG6TL191448
$63,020
Victory Chrysler Dodge Jeep Ram
Kansas City, KS
4.6
2026 Jeep Gladiator Sahara Auto
7 days on market
1C6PJTAG8TL191170
$51,657
Cdjr Of Columbia
Columbia, MO
4.6
2026 Jeep Gladiator Shadow OPS Auto
7 days on market
1C6RJTBG4TL191481
$64,432
Cdjr Of Columbia
Columbia, MO
4.6
Sponsored
2026 Jeep Cherokee Laredo HEV 4X4
12 mi.
102 days on market
3C4PJMB26TT213480
$35,998
Great Deal
Tyson Motor Chrysler Jeep Dodge Ram
Shorewood, IL
New listing
2026 Jeep Gladiator Sahara Auto
1 day on market
1C6PJTAG3TL187804
$51,280
Dale Howard Auto Center
Iowa Falls, IA
4.7
New listing
2026 Jeep Gladiator Sahara Auto
6 mi.
1 day on market
1C6PJTAG5TL189263
$49,681
Fair Deal
Deyarman Automotive Group
Indianola, IA
4.6
New listing
2026 Jeep Gladiator Sahara Auto
6 mi.
1 day on market
1C6PJTAG7TL189264
$50,217
Fair Deal
Deyarman Automotive Group
Indianola, IA
4.6
New listing
2026 Jeep Gladiator Mojave X Auto
1 mi.
1 day on market
1C6RJTEG4TL188527
$58,104
Fair Deal
Joe Machens Dealerships
Jefferson City, MO
4.1
New listing
Photos coming soon
2026 Jeep Gladiator Sahara Auto
180 mi.
1 day on market
1C6PJTAG9TL178296
Contact Dealer
Mike Molstead Motors
Charles City, IA
4.6
New listing
2026 Jeep Gladiator
1 day on market
1C6RJTBG6TL190333
$60,190
Woodhouse Chrysler Dodge Jeep Ram Sioux City
Sioux City, IA
4.7
New listing
2026 Jeep Gladiator
1 day on market
1C6PJTAG1TL191172
$48,052
Cdjr Of Columbia
Columbia, MO
4.6
New listing
2026 Jeep Gladiator
1 day on market
1C6PJTAG7TL190303
$54,285
Gladstone Dodge Chrysler Jeep Ram
Kansas City, MO
4.3
New listing
2026 Jeep Gladiator Sahara Auto
7 mi.
1 day on market
1C6PJTAG9TL189265
$49,681
Fair Deal
Deyarman Automotive Group
Indianola, IA
4.6
New listing
2026 Jeep Gladiator
1 day on market
1C6RJTBG9TL191279
$57,439
Reed Jeep Ram
Saint Joseph, MO
4.6
2026 Jeep Gladiator Mojave X Auto
2 days on market
1C6RJTEG3TL190771
$50,465
Molle Chrysler Dodge Jeep Ram
Belton, MO
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
2 days on market
1C6PJTAG6TL190938
$53,115
Gladstone Dodge Chrysler Jeep Ram
Kansas City, MO
4.3
2026 Jeep Gladiator Sahara Auto
2 days on market
1C6PJTAG8TL188012
$49,085
Gregg Young Chrysler Dodge Jeep Ram Of Newton
Newton, IA
4.6
2026 Jeep Gladiator Willys Auto
2 days on market
1C6PJTAG4TL188301
$50,735
Gregg Young Chrysler Dodge Jeep Ram Of Newton
Newton, IA
4.6
2026 Jeep Gladiator Sport S Auto
2 days on market
1C6PJTAGXTL188271
$56,430
Kunes Chrysler Dodge Jeep Ram Of Platteville
Platteville, WI
4.1
2026 Jeep Gladiator Sport Auto
2 days on market
1C6RJTAG9TL191171
$47,847
Cdjr Of Columbia
Columbia, MO
4.6
2026 Jeep Gladiator Rubicon X Auto
1 mi.
3 days on market
1C6RJTBG6TL188873
$59,752
Fair Deal
Jeff Belzers
Lakeville, MN
4.3
2026 Jeep Gladiator Sahara Auto
10 mi.
3 days on market
1C6PJTAG6TL184136
Contact Dealer
Apple Chrysler Dodge Jeep Ram Of Shakopee
Shakopee, MN
4.6
2026 Jeep Gladiator Sport Auto
3 days on market
1C6PJTAG6TL190311
$44,534
Jim Butler Cdjr Centralia
Centralia, MO
4.9
2026 Jeep Gladiator Sport Auto
3 days on market
1C6PJTAG4TL190629
$44,700
Bob Sight Chrysler Dodge Jeep Ram
Lawrence, KS
4.2
2026 Jeep Gladiator Mojave X Auto
3 days on market
1C6RJTEG4TL190309
$63,800
Shottenkirk Chrysler Dodge Jeep Ram Of West Burlington
West Burlington, IA
3.9
2026 Jeep Gladiator 85th Anniversary Edition Auto
4 days on market
1C6PJTAG4TL190937
$52,520
Gladstone Dodge Chrysler Jeep Ram
Kansas City, MO
4.3
2026 Jeep Gladiator Sahara Auto
4 days on market
1C6PJTAG9TL190304
$53,690
Gladstone Dodge Chrysler Jeep Ram
Kansas City, MO
4.3
Photos coming soon
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
4 days on market
1C6PJTAG3TL185602
$45,269
Great Deal
Fury Motors St Paul Cdjr
South Saint Paul, MN
4.3
2026 Jeep Gladiator Sahara Auto
1,997 mi.
4 days on market
1C6PJTAG3TL178293
$45,913
Good Deal
Woodhouse Cdjr Of Bellevue
Bellevue, NE
4.5
2026 Jeep Gladiator Shadow OPS Auto
7 days on market
1C6RJTBG6TL191448
$63,020
Victory Chrysler Dodge Jeep Ram
Kansas City, KS
4.6
2026 Jeep Gladiator Sahara Auto
7 days on market
1C6PJTAG8TL191170
$51,657
Cdjr Of Columbia
Columbia, MO
4.6
2026 Jeep Gladiator Shadow OPS Auto
7 days on market
1C6RJTBG4TL191481
$64,432
Cdjr Of Columbia
Columbia, MO
4.6