2,219 New Jeep Gladiator for Sale Near Winter Haven, FL
Save search
2026 Jeep Gladiator 85th Anniversary Edition Auto
6 mi.
30 days on market
1C6PJTAG9TL187211
$44,815
Great Deal
Huston Chrysler Dodge Jeep Ram
Avon Park, FL
4.5
2026 Jeep Gladiator Sport Auto
13 mi.
30 days on market
1C6PJTAG9TL188584
$48,388
Fair Deal
Chrysler Dodge Jeep Ram Of Seminole County
Sanford, FL
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
30 days on market
1C6PJTAG8TL185157
$49,539
Jacksonville Chrysler Jeep Dodge Ram
Jacksonville, FL
3.9
2026 Jeep Gladiator Sahara Auto
30 days on market
1C6PJTAG8TL186437
$44,258
Gator Chrysler Dodge Jeep Ram
Melbourne, FL
4.2
2026 Jeep Gladiator Sahara Auto
6 mi.
31 days on market
1C6PJTAG7TL186574
$43,935
Great Deal
Lakeland Chrysler Dodge Jeep Ram
Lakeland, FL
4.1
2026 Jeep Gladiator Sport Auto
31 days on market
1C6PJTAG1TL188787
$41,731
Alan Jay Chrysler Dodge Jeep Ram Of Clewiston
Clewiston, FL
4.4
2026 Jeep Gladiator Sahara Auto
11 mi.
31 days on market
1C6PJTAGXTL186438
$44,258
Great Deal
Gator Chrysler Dodge Jeep Ram
Melbourne, FL
4.2
2026 Jeep Gladiator Mojave Auto
31 days on market
1C6RJTEG3TL189068
$55,261
Napletons South Orlando Chrysler Jeep Dodge
Kissimmee, FL
4.5
2026 Jeep Gladiator Rubicon Auto
31 days on market
1C6RJTBG5TL189027
$55,616
Napletons South Orlando Chrysler Jeep Dodge
Kissimmee, FL
4.5
2026 Jeep Gladiator Rubicon Auto
31 days on market
1C6RJTBG3TL189379
$55,616
Napletons South Orlando Chrysler Jeep Dodge
Kissimmee, FL
4.5
2026 Jeep Gladiator Rubicon X Auto
31 days on market
1C6RJTBG1TL189025
$66,390
Napletons South Orlando Chrysler Jeep Dodge
Kissimmee, FL
4.5
2026 Jeep Gladiator Rubicon Auto
5 mi.
31 days on market
1C6RJTBG4TL188922
$48,845
Great Deal
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator Rubicon Auto
31 days on market
1C6RJTBG3TL189026
$55,616
Napletons South Orlando Chrysler Jeep Dodge
Kissimmee, FL
4.5
2026 Jeep Gladiator Rubicon X Auto
31 days on market
1C6RJTBGXTL189024
$60,611
Napletons South Orlando Chrysler Jeep Dodge
Kissimmee, FL
4.5
2026 Jeep Gladiator Sahara Auto
6 mi.
31 days on market
1C6PJTAG9TL186575
$43,935
Great Deal
Lakeland Chrysler Dodge Jeep Ram
Lakeland, FL
4.1
2026 Jeep Gladiator Sahara Auto
1 mi.
31 days on market
1C6PJTAG0TL186576
$43,935
Great Deal
Lakeland Chrysler Dodge Jeep Ram
Lakeland, FL
4.1
2026 Jeep Gladiator Mojave Auto
31 days on market
1C6RJTEG9TL188104
$63,002
Deland Chrysler Dodge Jeep Ram
DeLand, FL
4.1
2026 Jeep Gladiator Sahara Auto
7 mi.
31 days on market
1C6PJTAG3TL187043
$53,620
Fair Deal
Vaden Chrysler Dodge Jeep Ram Of Brunswick
Brunswick, GA
4.2
2026 Jeep Gladiator Mojave Auto
10 mi.
31 days on market
1C6RJTEGXTL188368
$56,090
Fair Deal
Davis Chrysler Dodge Jeep Ram
Yulee, FL
4.4
2026 Jeep Gladiator Mojave X Auto
31 days on market
1C6RJTEG9TL189138
$55,569
Gator Chrysler Dodge Jeep Ram
Melbourne, FL
4.2
2026 Jeep Gladiator Sahara Auto
31 days on market
1C6PJTAG6TL186436
$44,258
Gator Chrysler Dodge Jeep Ram
Melbourne, FL
4.2
2026 Jeep Gladiator Rubicon Auto
2 mi.
31 days on market
1C6RJTBGXTL187595
$52,691
Good Deal
Arrigo Cdjr Of Fort Pierce
Fort Pierce, FL
4.4
2026 Jeep Gladiator Mojave Auto
5 mi.
31 days on market
1C6RJTEG9TL188572
$53,160
Fair Deal
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator Sport S Auto
10 mi.
32 days on market
1C6PJTAG5TL187643
$37,318
Great Deal
Airport Chrysler Dodge Jeep Ram
Orlando, FL
4.1
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
32 days on market
1C6RJTBG1TL179126
$63,529
Fair Deal
Lake City Chrysler Dodge Jeep Ram
Lake City, FL
4.3
2026 Jeep Gladiator Shadow OPS Auto
2 mi.
32 days on market
1C6RJTBG9TL179116
$59,960
Great Deal
Vatland Cdjr
Vero Beach, FL
4.5
2026 Jeep Gladiator Mojave Auto
32 days on market
1C6RJTEGXTL187799
$49,504
Jim Browne Chrysler Jeep Dodge Ram Dade City
Dade City, FL
4.7
2026 Jeep Gladiator Rubicon Auto
10 mi.
32 days on market
1C6RJTBG0TL187802
$51,253
Good Deal
Jim Browne Chrysler Jeep Dodge Ram Dade City
Dade City, FL
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
6 mi.
30 days on market
1C6PJTAG9TL187211
$44,815
Great Deal
Huston Chrysler Dodge Jeep Ram
Avon Park, FL
4.5
2026 Jeep Gladiator Sport Auto
13 mi.
30 days on market
1C6PJTAG9TL188584
$48,388
Fair Deal
Chrysler Dodge Jeep Ram Of Seminole County
Sanford, FL
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
30 days on market
1C6PJTAG8TL185157
$49,539
Jacksonville Chrysler Jeep Dodge Ram
Jacksonville, FL
3.9
2026 Jeep Gladiator Sahara Auto
30 days on market
1C6PJTAG8TL186437
$44,258
Gator Chrysler Dodge Jeep Ram
Melbourne, FL
4.2
2026 Jeep Gladiator Sahara Auto
6 mi.
31 days on market
1C6PJTAG7TL186574
$43,935
Great Deal
Lakeland Chrysler Dodge Jeep Ram
Lakeland, FL
4.1
2026 Jeep Gladiator Sport Auto
31 days on market
1C6PJTAG1TL188787
$41,731
Alan Jay Chrysler Dodge Jeep Ram Of Clewiston
Clewiston, FL
4.4
2026 Jeep Gladiator Sahara Auto
11 mi.
31 days on market
1C6PJTAGXTL186438
$44,258
Great Deal
Gator Chrysler Dodge Jeep Ram
Melbourne, FL
4.2
2026 Jeep Gladiator Mojave Auto
31 days on market
1C6RJTEG3TL189068
$55,261
Napletons South Orlando Chrysler Jeep Dodge
Kissimmee, FL
4.5
2026 Jeep Gladiator Rubicon Auto
31 days on market
1C6RJTBG5TL189027
$55,616
Napletons South Orlando Chrysler Jeep Dodge
Kissimmee, FL
4.5
2026 Jeep Gladiator Rubicon Auto
31 days on market
1C6RJTBG3TL189379
$55,616
Napletons South Orlando Chrysler Jeep Dodge
Kissimmee, FL
4.5
2026 Jeep Gladiator Rubicon X Auto
31 days on market
1C6RJTBG1TL189025
$66,390
Napletons South Orlando Chrysler Jeep Dodge
Kissimmee, FL
4.5
2026 Jeep Gladiator Rubicon Auto
5 mi.
31 days on market
1C6RJTBG4TL188922
$48,845
Great Deal
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator Rubicon Auto
31 days on market
1C6RJTBG3TL189026
$55,616
Napletons South Orlando Chrysler Jeep Dodge
Kissimmee, FL
4.5
2026 Jeep Gladiator Rubicon X Auto
31 days on market
1C6RJTBGXTL189024
$60,611
Napletons South Orlando Chrysler Jeep Dodge
Kissimmee, FL
4.5
2026 Jeep Gladiator Sahara Auto
6 mi.
31 days on market
1C6PJTAG9TL186575
$43,935
Great Deal
Lakeland Chrysler Dodge Jeep Ram
Lakeland, FL
4.1
2026 Jeep Gladiator Sahara Auto
1 mi.
31 days on market
1C6PJTAG0TL186576
$43,935
Great Deal
Lakeland Chrysler Dodge Jeep Ram
Lakeland, FL
4.1
2026 Jeep Gladiator Mojave Auto
31 days on market
1C6RJTEG9TL188104
$63,002
Deland Chrysler Dodge Jeep Ram
DeLand, FL
4.1
2026 Jeep Gladiator Sahara Auto
7 mi.
31 days on market
1C6PJTAG3TL187043
$53,620
Fair Deal
Vaden Chrysler Dodge Jeep Ram Of Brunswick
Brunswick, GA
4.2
2026 Jeep Gladiator Mojave Auto
10 mi.
31 days on market
1C6RJTEGXTL188368
$56,090
Fair Deal
Davis Chrysler Dodge Jeep Ram
Yulee, FL
4.4
2026 Jeep Gladiator Mojave X Auto
31 days on market
1C6RJTEG9TL189138
$55,569
Gator Chrysler Dodge Jeep Ram
Melbourne, FL
4.2
2026 Jeep Gladiator Sahara Auto
31 days on market
1C6PJTAG6TL186436
$44,258
Gator Chrysler Dodge Jeep Ram
Melbourne, FL
4.2
2026 Jeep Gladiator Rubicon Auto
2 mi.
31 days on market
1C6RJTBGXTL187595
$52,691
Good Deal
Arrigo Cdjr Of Fort Pierce
Fort Pierce, FL
4.4
2026 Jeep Gladiator Mojave Auto
5 mi.
31 days on market
1C6RJTEG9TL188572
$53,160
Fair Deal
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator Sport S Auto
10 mi.
32 days on market
1C6PJTAG5TL187643
$37,318
Great Deal
Airport Chrysler Dodge Jeep Ram
Orlando, FL
4.1
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
32 days on market
1C6RJTBG1TL179126
$63,529
Fair Deal
Lake City Chrysler Dodge Jeep Ram
Lake City, FL
4.3
2026 Jeep Gladiator Shadow OPS Auto
2 mi.
32 days on market
1C6RJTBG9TL179116
$59,960
Great Deal
Vatland Cdjr
Vero Beach, FL
4.5
2026 Jeep Gladiator Mojave Auto
32 days on market
1C6RJTEGXTL187799
$49,504
Jim Browne Chrysler Jeep Dodge Ram Dade City
Dade City, FL
4.7
2026 Jeep Gladiator Rubicon Auto
10 mi.
32 days on market
1C6RJTBG0TL187802
$51,253
Good Deal
Jim Browne Chrysler Jeep Dodge Ram Dade City
Dade City, FL
4.7
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.