2,205 New Jeep Gladiator for Sale Near Winter Haven, FL
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2026 Jeep Gladiator Sport Auto
10 mi.
44 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.
44 days on market
1C6PJTAG4TL186967
$44,705
Great Deal
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator Rubicon X Auto
10 mi.
44 days on market
1C6RJTBGXTL180825
$53,088
Great Deal
Ferman Chrysler Jeep Dodge Ram Trucks
New Port Richey, FL
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
44 days on market
1C6PJTAG6TL185268
$45,274
Dadeland Dodge Chrysler Jeep
Miami, FL
3.9
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
44 days on market
1C6PJTAG2TL185185
$41,084
Great Deal
Airport Chrysler Dodge Jeep Ram
Orlando, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 mi.
44 days on market
1C6PJTAG7TL185280
$45,413
Great Deal
Orlando Chrysler Dodge Jeep Ram
Orlando, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
8 mi.
44 days on market
1C6PJTAG8TL185322
$47,362
Good Deal
Walker Jones Chrysler Jeep Dodge Ram
Waycross, GA
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
44 days on market
1C6PJTAG6TL185383
$56,750
Fair Deal
Naples Chrysler Dodge Jeep Ram
Naples, FL
4.3
2026 Jeep Gladiator Mojave Auto
10 mi.
44 days on market
1C6RJTEG0TL186662
$48,186
Great Deal
Dodge Chrysler Jeep Ram Fiat Of Winter Haven
Winter Haven, FL
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
45 days on market
1C6PJTAG8TL185210
$50,620
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
45 days on market
1C6PJTAG7TL185201
$55,200
Lake City Chrysler Dodge Jeep Ram
Lake City, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
45 days on market
1C6PJTAG3TL185258
$51,444
Daytona Chrysler Dodge Jeep Ram Fiat
Daytona Beach, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
45 days on market
1C6PJTAGXTL185256
$52,039
Daytona Chrysler Dodge Jeep Ram Fiat
Daytona Beach, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 mi.
45 days on market
1C6PJTAGXTL184558
$43,390
Great Deal
Wallace Chrysler Jeep Dodge Ram
Stuart, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
14 mi.
45 days on market
1C6PJTAG8TL184557
$41,223
Great Deal
Wallace Chrysler Jeep Dodge Ram
Stuart, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
3 mi.
45 days on market
1C6PJTAG3TL184448
$47,640
Great Deal
Parks Chrysler Dodge Jeep Ram Space Coast
Titusville, FL
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
45 days on market
1C6PJTAG2TL185266
$45,274
Dadeland Dodge Chrysler Jeep
Miami, FL
3.9
2026 Jeep Gladiator 85th Anniversary Edition Auto
45 days on market
1C6PJTAG8TL185269
$44,738
Dadeland Dodge Chrysler Jeep
Miami, FL
3.9
2026 Jeep Gladiator Mojave Auto
12 mi.
45 days on market
1C6RJTEGXTL183848
$60,257
Fair Deal
Vaden Chrysler Dodge Jeep Ram Of Brunswick
Brunswick, GA
4.2
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
45 days on market
1C6PJTAG0TL185279
$45,949
Great Deal
Orlando Chrysler Dodge Jeep Ram
Orlando, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
45 days on market
1C6PJTAG1TL185209
$44,487
Great Deal
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Mojave Auto
5 mi.
45 days on market
1C6RJTEG3TL182153
$47,876
Great Deal
Kendall Dodge Chrysler Jeep Ram
Miami, FL
4.6
2026 Jeep Gladiator Mojave Auto
5 mi.
45 days on market
1C6RJTEG5TL182154
$47,876
Great Deal
Kendall Dodge Chrysler Jeep Ram
Miami, FL
4.6
2026 Jeep Gladiator Willys 41 Auto
45 days on market
1C6PJTAG7TL186607
$53,821
Posner Park Chrysler Dodge Jeep Ram Fiat
Davenport, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 mi.
45 days on market
1C6PJTAG8TL184560
$42,872
Great Deal
Wallace Chrysler Jeep Dodge Ram
Stuart, FL
4.5
2026 Jeep Gladiator Mojave X Auto
45 days on market
1C6RJTEG9TL184277
$58,948
Chiefland Chrysler Dodge Jeep Ram Fiat
Chiefland, FL
4.2
2026 Jeep Gladiator 85th Anniversary Edition Auto
13 mi.
45 days on market
1C6PJTAG9TL185233
$46,235
Great Deal
Suncoast Chrysler Jeep Dodge Ram
Seminole, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
45 days on market
1C6PJTAG4TL184698
$48,208
Good Deal
Thunder Chrysler Dodge Jeep Ram
Bartow, FL
4.5
2026 Jeep Gladiator Sport Auto
10 mi.
44 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.
44 days on market
1C6PJTAG4TL186967
$44,705
Great Deal
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator Rubicon X Auto
10 mi.
44 days on market
1C6RJTBGXTL180825
$53,088
Great Deal
Ferman Chrysler Jeep Dodge Ram Trucks
New Port Richey, FL
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
44 days on market
1C6PJTAG6TL185268
$45,274
Dadeland Dodge Chrysler Jeep
Miami, FL
3.9
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
44 days on market
1C6PJTAG2TL185185
$41,084
Great Deal
Airport Chrysler Dodge Jeep Ram
Orlando, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 mi.
44 days on market
1C6PJTAG7TL185280
$45,413
Great Deal
Orlando Chrysler Dodge Jeep Ram
Orlando, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
8 mi.
44 days on market
1C6PJTAG8TL185322
$47,362
Good Deal
Walker Jones Chrysler Jeep Dodge Ram
Waycross, GA
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
44 days on market
1C6PJTAG6TL185383
$56,750
Fair Deal
Naples Chrysler Dodge Jeep Ram
Naples, FL
4.3
2026 Jeep Gladiator Mojave Auto
10 mi.
44 days on market
1C6RJTEG0TL186662
$48,186
Great Deal
Dodge Chrysler Jeep Ram Fiat Of Winter Haven
Winter Haven, FL
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
45 days on market
1C6PJTAG8TL185210
$50,620
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator 85th Anniversary Edition Auto
45 days on market
1C6PJTAG7TL185201
$55,200
Lake City Chrysler Dodge Jeep Ram
Lake City, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
45 days on market
1C6PJTAG3TL185258
$51,444
Daytona Chrysler Dodge Jeep Ram Fiat
Daytona Beach, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
45 days on market
1C6PJTAGXTL185256
$52,039
Daytona Chrysler Dodge Jeep Ram Fiat
Daytona Beach, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 mi.
45 days on market
1C6PJTAGXTL184558
$43,390
Great Deal
Wallace Chrysler Jeep Dodge Ram
Stuart, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
14 mi.
45 days on market
1C6PJTAG8TL184557
$41,223
Great Deal
Wallace Chrysler Jeep Dodge Ram
Stuart, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
3 mi.
45 days on market
1C6PJTAG3TL184448
$47,640
Great Deal
Parks Chrysler Dodge Jeep Ram Space Coast
Titusville, FL
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
45 days on market
1C6PJTAG2TL185266
$45,274
Dadeland Dodge Chrysler Jeep
Miami, FL
3.9
2026 Jeep Gladiator 85th Anniversary Edition Auto
45 days on market
1C6PJTAG8TL185269
$44,738
Dadeland Dodge Chrysler Jeep
Miami, FL
3.9
2026 Jeep Gladiator Mojave Auto
12 mi.
45 days on market
1C6RJTEGXTL183848
$60,257
Fair Deal
Vaden Chrysler Dodge Jeep Ram Of Brunswick
Brunswick, GA
4.2
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
45 days on market
1C6PJTAG0TL185279
$45,949
Great Deal
Orlando Chrysler Dodge Jeep Ram
Orlando, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
45 days on market
1C6PJTAG1TL185209
$44,487
Great Deal
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Mojave Auto
5 mi.
45 days on market
1C6RJTEG3TL182153
$47,876
Great Deal
Kendall Dodge Chrysler Jeep Ram
Miami, FL
4.6
2026 Jeep Gladiator Mojave Auto
5 mi.
45 days on market
1C6RJTEG5TL182154
$47,876
Great Deal
Kendall Dodge Chrysler Jeep Ram
Miami, FL
4.6
2026 Jeep Gladiator Willys 41 Auto
45 days on market
1C6PJTAG7TL186607
$53,821
Posner Park Chrysler Dodge Jeep Ram Fiat
Davenport, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 mi.
45 days on market
1C6PJTAG8TL184560
$42,872
Great Deal
Wallace Chrysler Jeep Dodge Ram
Stuart, FL
4.5
2026 Jeep Gladiator Mojave X Auto
45 days on market
1C6RJTEG9TL184277
$58,948
Chiefland Chrysler Dodge Jeep Ram Fiat
Chiefland, FL
4.2
2026 Jeep Gladiator 85th Anniversary Edition Auto
13 mi.
45 days on market
1C6PJTAG9TL185233
$46,235
Great Deal
Suncoast Chrysler Jeep Dodge Ram
Seminole, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
45 days on market
1C6PJTAG4TL184698
$48,208
Good Deal
Thunder Chrysler Dodge Jeep Ram
Bartow, 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.