2,206 New Jeep Gladiator for Sale Near Winter Haven, FL
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2026 Jeep Gladiator Sport Auto
27 days on market
1C6PJTAG8TL189421
$45,997
Thunder Chrysler Dodge Jeep Ram
Bartow, FL
4.5
2026 Jeep Gladiator Sport Auto
5 mi.
27 days on market
1C6PJTAG6TL189420
$43,775
Fair Deal
Thunder Chrysler Dodge Jeep Ram
Bartow, FL
4.5
2026 Jeep Gladiator Mojave X Auto
27 days on market
1C6RJTEG5TL189637
$52,337
Hollywood Chrysler Jeep
Hollywood, FL
4.3
2026 Jeep Gladiator Sport S Auto
27 days on market
1C6PJTAGXTL189663
$40,251
Hollywood Chrysler Jeep
Hollywood, FL
4.3
2026 Jeep Gladiator Sahara Auto
27 days on market
1C6PJTAG2TL188653
$57,734
Cdjr Brooksville
Brooksville, FL
4.3
2026 Jeep Gladiator Mojave Auto
27 days on market
1C6RJTEG8TL188742
$60,156
Beck Chrysler Dodge Jeep
Palatka, FL
4.2
2026 Jeep Gladiator Sport S Auto
41 mi.
27 days on market
1C6PJTAG6TL181463
$48,287
Fair Deal
Chrysler Dodge Jeep Ram Fiat Of Fort Myers
Fort Myers, FL
4.3
2026 Jeep Gladiator Sahara Auto
5 mi.
27 days on market
1C6PJTAG1TL189423
$47,965
Fair Deal
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator Sport S Auto
27 days on market
1C6PJTAG1TL186697
$49,490
Jenkins Chrysler Dodge Jeep Ram Of Homosassa
Homosassa, FL
4.5
2026 Jeep Gladiator Sport S Auto
27 days on market
1C6PJTAG8TL186695
$50,085
Jenkins Chrysler Dodge Jeep Ram Of Homosassa
Homosassa, FL
4.5
2026 Jeep Gladiator Sahara Auto
27 days on market
1C6PJTAG1TL186120
$54,409
Gettel Chrysler Dodge Jeep Ram
Punta Gorda, FL
4.3
2026 Jeep Gladiator Mojave Auto
28 days on market
1C6RJTEG8TL188272
$54,431
Dadeland Dodge Chrysler Jeep
Miami, FL
3.9
2026 Jeep Gladiator Mojave Auto
28 days on market
1C6RJTEG5TL189072
$61,635
Napletons South Orlando Chrysler Jeep Dodge
Kissimmee, FL
4.5
2026 Jeep Gladiator Sport Auto
5 mi.
28 days on market
1C6PJTAGXTL189419
$44,341
Fair Deal
Thunder Chrysler Dodge Jeep Ram
Bartow, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
28 days on market
1C6PJTAG6TL185156
$49,314
Jacksonville Chrysler Jeep Dodge Ram
Jacksonville, FL
3.9
2026 Jeep Gladiator Mojave Auto
8 mi.
28 days on market
1C6RJTEG0TL188105
$51,657
Good Deal
Deland Chrysler Dodge Jeep Ram
DeLand, FL
4.1
2026 Jeep Gladiator Mojave Auto
6 mi.
28 days on market
1C6RJTEG6TL188741
$58,656
Fair Deal
Beck Chrysler Dodge Jeep
Palatka, FL
4.2
2026 Jeep Gladiator Sport Auto
4 mi.
28 days on market
1C6RJTAG5TL188350
$44,936
Fair Deal
Chrysler Dodge Jeep Ram Of Seminole County
Sanford, FL
4.6
2026 Jeep Gladiator Mojave Auto
10 mi.
28 days on market
1C6RJTEG4TL187801
$48,968
Great Deal
Jim Browne Chrysler Jeep Dodge Ram Dade City
Dade City, FL
4.7
2026 Jeep Gladiator Mojave Auto
10 mi.
28 days on market
1C6RJTEG2TL188302
$49,774
Good Deal
Jim Browne Chrysler Jeep Dodge Ram Dade City
Dade City, FL
4.7
2026 Jeep Gladiator Sport S Auto
28 days on market
1C6PJTAG9TL188312
Contact Dealer
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Rubicon Auto
10 mi.
28 days on market
1C6RJTBG0TL189405
$55,595
Fair Deal
Spitzer Chrysler Dodge Jeep Ram Homestead
Homestead, FL
4.3
2026 Jeep Gladiator Mojave X Auto
28 days on market
1C6RJTEG0TL188850
$59,593
Advantage Chrysler Dodge Jeep Ram
Mount Dora, FL
4.0
2026 Jeep Gladiator Sport S Auto
10 mi.
28 days on market
1C6PJTAG3TL188404
$40,614
Great Deal
Brickell Chrysler Dodge Jeep Ram
Miami, FL
4.7
2026 Jeep Gladiator Sport S Auto
10 mi.
28 days on market
1C6PJTAG8TL188401
$41,209
Great Deal
Brickell Chrysler Dodge Jeep Ram
Miami, FL
4.7
2026 Jeep Gladiator Mojave Auto
8 mi.
28 days on market
1C6RJTEG6TL188366
$52,552
Fair Deal
Deland Chrysler Dodge Jeep Ram
DeLand, FL
4.1
2026 Jeep Gladiator Mojave Auto
28 days on market
1C6RJTEG7TL188103
$63,002
Deland Chrysler Dodge Jeep Ram
DeLand, FL
4.1
2026 Jeep Gladiator Sport Auto
28 days on market
1C6RJTAGXTL189316
$49,310
Chrysler Dodge Jeep Ram Of Leesburg
Fruitland Park, FL
4.1
2026 Jeep Gladiator Sport Auto
27 days on market
1C6PJTAG8TL189421
$45,997
Thunder Chrysler Dodge Jeep Ram
Bartow, FL
4.5
2026 Jeep Gladiator Sport Auto
5 mi.
27 days on market
1C6PJTAG6TL189420
$43,775
Fair Deal
Thunder Chrysler Dodge Jeep Ram
Bartow, FL
4.5
2026 Jeep Gladiator Mojave X Auto
27 days on market
1C6RJTEG5TL189637
$52,337
Hollywood Chrysler Jeep
Hollywood, FL
4.3
2026 Jeep Gladiator Sport S Auto
27 days on market
1C6PJTAGXTL189663
$40,251
Hollywood Chrysler Jeep
Hollywood, FL
4.3
2026 Jeep Gladiator Sahara Auto
27 days on market
1C6PJTAG2TL188653
$57,734
Cdjr Brooksville
Brooksville, FL
4.3
2026 Jeep Gladiator Mojave Auto
27 days on market
1C6RJTEG8TL188742
$60,156
Beck Chrysler Dodge Jeep
Palatka, FL
4.2
2026 Jeep Gladiator Sport S Auto
41 mi.
27 days on market
1C6PJTAG6TL181463
$48,287
Fair Deal
Chrysler Dodge Jeep Ram Fiat Of Fort Myers
Fort Myers, FL
4.3
2026 Jeep Gladiator Sahara Auto
5 mi.
27 days on market
1C6PJTAG1TL189423
$47,965
Fair Deal
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator Sport S Auto
27 days on market
1C6PJTAG1TL186697
$49,490
Jenkins Chrysler Dodge Jeep Ram Of Homosassa
Homosassa, FL
4.5
2026 Jeep Gladiator Sport S Auto
27 days on market
1C6PJTAG8TL186695
$50,085
Jenkins Chrysler Dodge Jeep Ram Of Homosassa
Homosassa, FL
4.5
2026 Jeep Gladiator Sahara Auto
27 days on market
1C6PJTAG1TL186120
$54,409
Gettel Chrysler Dodge Jeep Ram
Punta Gorda, FL
4.3
2026 Jeep Gladiator Mojave Auto
28 days on market
1C6RJTEG8TL188272
$54,431
Dadeland Dodge Chrysler Jeep
Miami, FL
3.9
2026 Jeep Gladiator Mojave Auto
28 days on market
1C6RJTEG5TL189072
$61,635
Napletons South Orlando Chrysler Jeep Dodge
Kissimmee, FL
4.5
2026 Jeep Gladiator Sport Auto
5 mi.
28 days on market
1C6PJTAGXTL189419
$44,341
Fair Deal
Thunder Chrysler Dodge Jeep Ram
Bartow, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
28 days on market
1C6PJTAG6TL185156
$49,314
Jacksonville Chrysler Jeep Dodge Ram
Jacksonville, FL
3.9
2026 Jeep Gladiator Mojave Auto
8 mi.
28 days on market
1C6RJTEG0TL188105
$51,657
Good Deal
Deland Chrysler Dodge Jeep Ram
DeLand, FL
4.1
2026 Jeep Gladiator Mojave Auto
6 mi.
28 days on market
1C6RJTEG6TL188741
$58,656
Fair Deal
Beck Chrysler Dodge Jeep
Palatka, FL
4.2
2026 Jeep Gladiator Sport Auto
4 mi.
28 days on market
1C6RJTAG5TL188350
$44,936
Fair Deal
Chrysler Dodge Jeep Ram Of Seminole County
Sanford, FL
4.6
2026 Jeep Gladiator Mojave Auto
10 mi.
28 days on market
1C6RJTEG4TL187801
$48,968
Great Deal
Jim Browne Chrysler Jeep Dodge Ram Dade City
Dade City, FL
4.7
2026 Jeep Gladiator Mojave Auto
10 mi.
28 days on market
1C6RJTEG2TL188302
$49,774
Good Deal
Jim Browne Chrysler Jeep Dodge Ram Dade City
Dade City, FL
4.7
2026 Jeep Gladiator Sport S Auto
28 days on market
1C6PJTAG9TL188312
Contact Dealer
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Rubicon Auto
10 mi.
28 days on market
1C6RJTBG0TL189405
$55,595
Fair Deal
Spitzer Chrysler Dodge Jeep Ram Homestead
Homestead, FL
4.3
2026 Jeep Gladiator Mojave X Auto
28 days on market
1C6RJTEG0TL188850
$59,593
Advantage Chrysler Dodge Jeep Ram
Mount Dora, FL
4.0
2026 Jeep Gladiator Sport S Auto
10 mi.
28 days on market
1C6PJTAG3TL188404
$40,614
Great Deal
Brickell Chrysler Dodge Jeep Ram
Miami, FL
4.7
2026 Jeep Gladiator Sport S Auto
10 mi.
28 days on market
1C6PJTAG8TL188401
$41,209
Great Deal
Brickell Chrysler Dodge Jeep Ram
Miami, FL
4.7
2026 Jeep Gladiator Mojave Auto
8 mi.
28 days on market
1C6RJTEG6TL188366
$52,552
Fair Deal
Deland Chrysler Dodge Jeep Ram
DeLand, FL
4.1
2026 Jeep Gladiator Mojave Auto
28 days on market
1C6RJTEG7TL188103
$63,002
Deland Chrysler Dodge Jeep Ram
DeLand, FL
4.1
2026 Jeep Gladiator Sport Auto
28 days on market
1C6RJTAGXTL189316
$49,310
Chrysler Dodge Jeep Ram Of Leesburg
Fruitland Park, FL
4.1
Find New Jeep Gladiator in Winter Haven, FL
The Jeep Gladiator is offered in the U.S. lineup in the Pickup configuration. Differences mainly come down to trim, features, and drivetrain.