2,219 New Jeep Gladiator for Sale Near Winter Haven, FL
Save search
2026 Jeep Gladiator Rubicon Auto
41 days on market
1C6RJTBG8TL187255
$47,826
Gator Chrysler Dodge Jeep Ram
Melbourne, FL
4.2
2026 Jeep Gladiator Mojave Auto
41 days on market
1C6RJTEGXTL188094
$53,631
Orlando Chrysler Dodge Jeep Ram
Orlando, FL
4.3
2026 Jeep Gladiator Sport Auto
13 mi.
41 days on market
1C6RJTAG8TL188035
$41,499
Fair Deal
Chrysler Dodge Jeep Ram Of Seminole County
Sanford, FL
4.6
2026 Jeep Gladiator Rubicon X Auto
41 days on market
1C6RJTBG1TL187047
$68,144
Walts Live Oak Cdjr
Live Oak, FL
4.3
2026 Jeep Gladiator Mojave Auto
10 mi.
41 days on market
1C6RJTEG2TL187165
$63,628
Fair Deal
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Mojave X Auto
41 days on market
1C6RJTEG6TL187167
$66,008
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Sahara Auto
10 mi.
41 days on market
1C6PJTAG1TL184285
$48,678
Fair Deal
Bomnin Chrysler Dodge Jeep Ram Doral
Miami, FL
4.5
2026 Jeep Gladiator Sahara Auto
41 days on market
1C6PJTAG2TL186191
$46,256
Dadeland Dodge Chrysler Jeep
Miami, FL
3.9
2026 Jeep Gladiator Willys Auto
12 mi.
41 days on market
1C6PJTAG0TL187159
$45,205
Great Deal
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator Willys Auto
5 mi.
41 days on market
1C6PJTAG9TL187130
$47,200
Great Deal
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator Mojave Auto
5 mi.
41 days on market
1C6RJTEG5TL187726
$44,863
Great Deal
Taverna Chrysler Dodge Jeep Ram Fiat
Plantation, FL
3.7
2026 Jeep Gladiator Rubicon Auto
16 mi.
42 days on market
1C6RJTBG7TL186694
$54,506
Fair Deal
Jenkins Chrysler Dodge Jeep Ram Of Homosassa
Homosassa, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 mi.
42 days on market
1C6PJTAG6TL184556
$41,223
Great Deal
Wallace Chrysler Jeep Dodge Ram
Stuart, FL
4.5
2026 Jeep Gladiator Mojave X Auto
42 days on market
1C6RJTEG8TL187168
$65,413
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Shadow OPS Auto
42 days on market
1C6RJTBG2TL178924
$64,633
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Rubicon Auto
10 mi.
42 days on market
1C6RJTBG0TL186777
$51,972
Good Deal
Ferman Chrysler Dodge Jeep Ram Of Wesley Chapel
Lutz, FL
4.5
2026 Jeep Gladiator Sport S Auto
129 mi.
42 days on market
1C6RJTAG7TL155463
$47,032
Fair Deal
Chrysler Dodge Jeep Ram Fiat Of Fort Myers
Fort Myers, FL
4.3
2026 Jeep Gladiator Mojave Auto
5 mi.
42 days on market
1C6RJTEG1TL184239
$51,168
Great Deal
Sarasota Chrysler Dodge Jeep Ram
Sarasota, FL
4.3
2026 Jeep Gladiator Mojave Auto
10 mi.
42 days on market
1C6RJTEG4TL187166
$64,223
Fair Deal
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Mojave X Auto
42 days on market
1C6RJTEGXTL187169
$66,308
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Rubicon Auto
9 mi.
42 days on market
1C6RJTBG4TL186779
$50,877
Good Deal
Ferman Chrysler Dodge Jeep Ram Of Wesley Chapel
Lutz, FL
4.5
2026 Jeep Gladiator Rubicon Auto
10 mi.
42 days on market
1C6RJTBG2TL186778
$52,800
Good Deal
Ferman Chrysler Dodge Jeep Ram Of Wesley Chapel
Lutz, FL
4.5
2026 Jeep Gladiator Mojave Auto
10 mi.
42 days on market
1C6RJTEG2TL186663
$54,221
Fair Deal
Dodge Chrysler Jeep Ram Fiat Of Winter Haven
Winter Haven, FL
4.4
2026 Jeep Gladiator Mojave Auto
42 days on market
1C6RJTEG3TL184193
$57,347
Gettel Chrysler Dodge Jeep Ram
Punta Gorda, FL
4.3
2026 Jeep Gladiator Shadow OPS Auto
1 mi.
43 days on market
1C6RJTBG9TL178645
$63,365
Fair Deal
Jacksonville Chrysler Jeep Dodge Ram Westside
Jacksonville, FL
4.0
2026 Jeep Gladiator Sport Auto
4 mi.
43 days on market
1C6PJTAG3TL153118
$36,009
Great Deal
Chrysler Dodge Jeep Ram Of Seminole County
Sanford, FL
4.6
2026 Jeep Gladiator Sport Auto
10 mi.
43 days on market
1C6PJTAG9TL186687
$35,130
Great Deal
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator Willys Auto
10 mi.
43 days on market
1C6PJTAG4TL186967
$44,705
Great Deal
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator Rubicon Auto
41 days on market
1C6RJTBG8TL187255
$47,826
Gator Chrysler Dodge Jeep Ram
Melbourne, FL
4.2
2026 Jeep Gladiator Mojave Auto
41 days on market
1C6RJTEGXTL188094
$53,631
Orlando Chrysler Dodge Jeep Ram
Orlando, FL
4.3
2026 Jeep Gladiator Sport Auto
13 mi.
41 days on market
1C6RJTAG8TL188035
$41,499
Fair Deal
Chrysler Dodge Jeep Ram Of Seminole County
Sanford, FL
4.6
2026 Jeep Gladiator Rubicon X Auto
41 days on market
1C6RJTBG1TL187047
$68,144
Walts Live Oak Cdjr
Live Oak, FL
4.3
2026 Jeep Gladiator Mojave Auto
10 mi.
41 days on market
1C6RJTEG2TL187165
$63,628
Fair Deal
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Mojave X Auto
41 days on market
1C6RJTEG6TL187167
$66,008
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Sahara Auto
10 mi.
41 days on market
1C6PJTAG1TL184285
$48,678
Fair Deal
Bomnin Chrysler Dodge Jeep Ram Doral
Miami, FL
4.5
2026 Jeep Gladiator Sahara Auto
41 days on market
1C6PJTAG2TL186191
$46,256
Dadeland Dodge Chrysler Jeep
Miami, FL
3.9
2026 Jeep Gladiator Willys Auto
12 mi.
41 days on market
1C6PJTAG0TL187159
$45,205
Great Deal
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator Willys Auto
5 mi.
41 days on market
1C6PJTAG9TL187130
$47,200
Great Deal
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator Mojave Auto
5 mi.
41 days on market
1C6RJTEG5TL187726
$44,863
Great Deal
Taverna Chrysler Dodge Jeep Ram Fiat
Plantation, FL
3.7
2026 Jeep Gladiator Rubicon Auto
16 mi.
42 days on market
1C6RJTBG7TL186694
$54,506
Fair Deal
Jenkins Chrysler Dodge Jeep Ram Of Homosassa
Homosassa, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 mi.
42 days on market
1C6PJTAG6TL184556
$41,223
Great Deal
Wallace Chrysler Jeep Dodge Ram
Stuart, FL
4.5
2026 Jeep Gladiator Mojave X Auto
42 days on market
1C6RJTEG8TL187168
$65,413
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Shadow OPS Auto
42 days on market
1C6RJTBG2TL178924
$64,633
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Rubicon Auto
10 mi.
42 days on market
1C6RJTBG0TL186777
$51,972
Good Deal
Ferman Chrysler Dodge Jeep Ram Of Wesley Chapel
Lutz, FL
4.5
2026 Jeep Gladiator Sport S Auto
129 mi.
42 days on market
1C6RJTAG7TL155463
$47,032
Fair Deal
Chrysler Dodge Jeep Ram Fiat Of Fort Myers
Fort Myers, FL
4.3
2026 Jeep Gladiator Mojave Auto
5 mi.
42 days on market
1C6RJTEG1TL184239
$51,168
Great Deal
Sarasota Chrysler Dodge Jeep Ram
Sarasota, FL
4.3
2026 Jeep Gladiator Mojave Auto
10 mi.
42 days on market
1C6RJTEG4TL187166
$64,223
Fair Deal
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Mojave X Auto
42 days on market
1C6RJTEGXTL187169
$66,308
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Rubicon Auto
9 mi.
42 days on market
1C6RJTBG4TL186779
$50,877
Good Deal
Ferman Chrysler Dodge Jeep Ram Of Wesley Chapel
Lutz, FL
4.5
2026 Jeep Gladiator Rubicon Auto
10 mi.
42 days on market
1C6RJTBG2TL186778
$52,800
Good Deal
Ferman Chrysler Dodge Jeep Ram Of Wesley Chapel
Lutz, FL
4.5
2026 Jeep Gladiator Mojave Auto
10 mi.
42 days on market
1C6RJTEG2TL186663
$54,221
Fair Deal
Dodge Chrysler Jeep Ram Fiat Of Winter Haven
Winter Haven, FL
4.4
2026 Jeep Gladiator Mojave Auto
42 days on market
1C6RJTEG3TL184193
$57,347
Gettel Chrysler Dodge Jeep Ram
Punta Gorda, FL
4.3
2026 Jeep Gladiator Shadow OPS Auto
1 mi.
43 days on market
1C6RJTBG9TL178645
$63,365
Fair Deal
Jacksonville Chrysler Jeep Dodge Ram Westside
Jacksonville, FL
4.0
2026 Jeep Gladiator Sport Auto
4 mi.
43 days on market
1C6PJTAG3TL153118
$36,009
Great Deal
Chrysler Dodge Jeep Ram Of Seminole County
Sanford, FL
4.6
2026 Jeep Gladiator Sport Auto
10 mi.
43 days on market
1C6PJTAG9TL186687
$35,130
Great Deal
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator Willys Auto
10 mi.
43 days on market
1C6PJTAG4TL186967
$44,705
Great Deal
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, 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.