2,219 New Jeep Gladiator for Sale Near Winter Haven, FL
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2026 Jeep Gladiator Sport Auto
13 mi.
38 days on market
1C6RJTAG1TL188040
$40,869
Fair Deal
Chrysler Dodge Jeep Ram Of Seminole County
Sanford, FL
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
13 mi.
38 days on market
1C6PJTAG1TL188000
$49,544
Fair Deal
Walts Live Oak Cdjr
Live Oak, FL
4.3
2026 Jeep Gladiator Mojave Auto
10 mi.
38 days on market
1C6RJTEG7TL188117
$56,090
Fair Deal
Davis Chrysler Dodge Jeep Ram
Yulee, FL
4.4
2026 Jeep Gladiator Rubicon X Auto
38 days on market
1C6RJTBG1TL187257
$65,976
Dodge Chrysler Jeep Ram Fiat Of Winter Haven
Winter Haven, FL
4.4
2026 Jeep Gladiator Sahara Auto
38 days on market
1C6PJTAG4TL186189
$46,792
Dadeland Dodge Chrysler Jeep
Miami, FL
3.9
2026 Jeep Gladiator Sahara Auto
38 days on market
1C6PJTAG0TL186190
$50,316
Dadeland Dodge Chrysler Jeep
Miami, FL
3.9
2026 Jeep Gladiator Sahara Auto
38 days on market
1C6PJTAGXTL185743
$53,870
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
39 days on market
1C6PJTAG4TL185768
$56,155
Tallahassee Chrysler Dodge Jeep Ram Fiat
Tallahassee, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
39 days on market
1C6PJTAG1TL184948
$48,456
Good Deal
Naples Chrysler Dodge Jeep Ram
Naples, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
39 days on market
1C6PJTAG4TL184894
$44,550
Plaza Chrysler Dodge Jeep Ram
Inverness, FL
4.1
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
39 days on market
1C6RJTBG3TL179127
$62,993
Fair Deal
Lake City Chrysler Dodge Jeep Ram
Lake City, FL
4.3
2026 Jeep Gladiator Mojave Auto
9 mi.
39 days on market
1C6RJTEG5TL188102
$50,257
Good Deal
Deland Chrysler Dodge Jeep Ram
DeLand, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
40 days on market
1C6PJTAG4TL184412
$46,487
Jacksonville Chrysler Jeep Dodge Ram
Jacksonville, FL
3.9
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
40 days on market
1C6RJTBG4TL179220
$61,045
Good Deal
Naples Chrysler Dodge Jeep Ram
Naples, FL
4.3
2026 Jeep Gladiator Sport S Auto
40 days on market
1C6PJTAG2TL187048
$54,454
Walts Live Oak Cdjr
Live Oak, FL
4.3
2026 Jeep Gladiator Mojave Auto
10 mi.
40 days on market
1C6RJTEG0TL187164
$64,223
Fair Deal
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
14 mi.
40 days on market
1C6PJTAG7TL185473
$47,141
Good Deal
Chrysler Dodge Jeep Ram Of Seminole County
Sanford, FL
4.6
2026 Jeep Gladiator Mojave X Auto
4 mi.
40 days on market
1C6RJTEG2TL186307
$57,311
Fair Deal
Chrysler Dodge Jeep Ram Of Seminole County
Sanford, FL
4.6
2026 Jeep Gladiator Sport Auto
4 mi.
40 days on market
1C6RJTAG1TL188037
$44,936
Fair Deal
Chrysler Dodge Jeep Ram Of Seminole County
Sanford, FL
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
40 days on market
1C6PJTAGXTL184947
$48,920
Fair Deal
Naples Chrysler Dodge Jeep Ram
Naples, FL
4.3
2026 Jeep Gladiator Mojave Auto
40 days on market
1C6RJTEG2TL184279
$53,868
Chiefland Chrysler Dodge Jeep Ram Fiat
Chiefland, FL
4.2
2026 Jeep Gladiator 85th Anniversary Edition Auto
40 days on market
1C6PJTAG6TL184413
$45,956
Jacksonville Chrysler Jeep Dodge Ram
Jacksonville, FL
3.9
2026 Jeep Gladiator Mojave Auto
40 days on market
1C6RJTEG7TL186271
$57,910
Fitzgeralds Countryside Chrysler Jeep
Clearwater, FL
4.6
2026 Jeep Gladiator Rubicon Auto
40 days on market
1C6RJTBG9TL186776
$51,333
Ferman Chrysler Dodge Jeep Ram Of Wesley Chapel
Lutz, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
2 mi.
40 days on market
1C6PJTAG0TL184939
$47,015
Great Deal
Vatland Cdjr
Vero Beach, FL
4.5
2026 Jeep Gladiator Mojave Auto
10 mi.
41 days on market
1C6RJTEG4TL188060
$50,729
Good Deal
Brickell Chrysler Dodge Jeep Ram
Miami, FL
5.0
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
41 days on market
1C6PJTAG5TL185200
$48,274
Good Deal
Lake City Chrysler Dodge Jeep Ram
Lake City, FL
4.3
2026 Jeep Gladiator Mojave Auto
7 mi.
41 days on market
1C6RJTEG9TL186966
$49,849
Great Deal
Huston Chrysler Dodge Jeep Ram
Avon Park, FL
4.5
2026 Jeep Gladiator Sport Auto
13 mi.
38 days on market
1C6RJTAG1TL188040
$40,869
Fair Deal
Chrysler Dodge Jeep Ram Of Seminole County
Sanford, FL
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
13 mi.
38 days on market
1C6PJTAG1TL188000
$49,544
Fair Deal
Walts Live Oak Cdjr
Live Oak, FL
4.3
2026 Jeep Gladiator Mojave Auto
10 mi.
38 days on market
1C6RJTEG7TL188117
$56,090
Fair Deal
Davis Chrysler Dodge Jeep Ram
Yulee, FL
4.4
2026 Jeep Gladiator Rubicon X Auto
38 days on market
1C6RJTBG1TL187257
$65,976
Dodge Chrysler Jeep Ram Fiat Of Winter Haven
Winter Haven, FL
4.4
2026 Jeep Gladiator Sahara Auto
38 days on market
1C6PJTAG4TL186189
$46,792
Dadeland Dodge Chrysler Jeep
Miami, FL
3.9
2026 Jeep Gladiator Sahara Auto
38 days on market
1C6PJTAG0TL186190
$50,316
Dadeland Dodge Chrysler Jeep
Miami, FL
3.9
2026 Jeep Gladiator Sahara Auto
38 days on market
1C6PJTAGXTL185743
$53,870
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
39 days on market
1C6PJTAG4TL185768
$56,155
Tallahassee Chrysler Dodge Jeep Ram Fiat
Tallahassee, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
39 days on market
1C6PJTAG1TL184948
$48,456
Good Deal
Naples Chrysler Dodge Jeep Ram
Naples, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
39 days on market
1C6PJTAG4TL184894
$44,550
Plaza Chrysler Dodge Jeep Ram
Inverness, FL
4.1
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
39 days on market
1C6RJTBG3TL179127
$62,993
Fair Deal
Lake City Chrysler Dodge Jeep Ram
Lake City, FL
4.3
2026 Jeep Gladiator Mojave Auto
9 mi.
39 days on market
1C6RJTEG5TL188102
$50,257
Good Deal
Deland Chrysler Dodge Jeep Ram
DeLand, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
40 days on market
1C6PJTAG4TL184412
$46,487
Jacksonville Chrysler Jeep Dodge Ram
Jacksonville, FL
3.9
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
40 days on market
1C6RJTBG4TL179220
$61,045
Good Deal
Naples Chrysler Dodge Jeep Ram
Naples, FL
4.3
2026 Jeep Gladiator Sport S Auto
40 days on market
1C6PJTAG2TL187048
$54,454
Walts Live Oak Cdjr
Live Oak, FL
4.3
2026 Jeep Gladiator Mojave Auto
10 mi.
40 days on market
1C6RJTEG0TL187164
$64,223
Fair Deal
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
14 mi.
40 days on market
1C6PJTAG7TL185473
$47,141
Good Deal
Chrysler Dodge Jeep Ram Of Seminole County
Sanford, FL
4.6
2026 Jeep Gladiator Mojave X Auto
4 mi.
40 days on market
1C6RJTEG2TL186307
$57,311
Fair Deal
Chrysler Dodge Jeep Ram Of Seminole County
Sanford, FL
4.6
2026 Jeep Gladiator Sport Auto
4 mi.
40 days on market
1C6RJTAG1TL188037
$44,936
Fair Deal
Chrysler Dodge Jeep Ram Of Seminole County
Sanford, FL
4.6
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
40 days on market
1C6PJTAGXTL184947
$48,920
Fair Deal
Naples Chrysler Dodge Jeep Ram
Naples, FL
4.3
2026 Jeep Gladiator Mojave Auto
40 days on market
1C6RJTEG2TL184279
$53,868
Chiefland Chrysler Dodge Jeep Ram Fiat
Chiefland, FL
4.2
2026 Jeep Gladiator 85th Anniversary Edition Auto
40 days on market
1C6PJTAG6TL184413
$45,956
Jacksonville Chrysler Jeep Dodge Ram
Jacksonville, FL
3.9
2026 Jeep Gladiator Mojave Auto
40 days on market
1C6RJTEG7TL186271
$57,910
Fitzgeralds Countryside Chrysler Jeep
Clearwater, FL
4.6
2026 Jeep Gladiator Rubicon Auto
40 days on market
1C6RJTBG9TL186776
$51,333
Ferman Chrysler Dodge Jeep Ram Of Wesley Chapel
Lutz, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
2 mi.
40 days on market
1C6PJTAG0TL184939
$47,015
Great Deal
Vatland Cdjr
Vero Beach, FL
4.5
2026 Jeep Gladiator Mojave Auto
10 mi.
41 days on market
1C6RJTEG4TL188060
$50,729
Good Deal
Brickell Chrysler Dodge Jeep Ram
Miami, FL
5.0
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
41 days on market
1C6PJTAG5TL185200
$48,274
Good Deal
Lake City Chrysler Dodge Jeep Ram
Lake City, FL
4.3
2026 Jeep Gladiator Mojave Auto
7 mi.
41 days on market
1C6RJTEG9TL186966
$49,849
Great Deal
Huston Chrysler Dodge Jeep Ram
Avon Park, FL
4.5
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.