2,200 New Jeep Gladiator for Sale Near Winter Haven, FL
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2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
61 days on market
1C6PJTAG9TL184549
$52,180
Fair Deal
Chrysler Dodge Jeep Ram Of Leesburg
Fruitland Park, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
61 days on market
1C6PJTAG3TL184479
$49,268
Fair Deal
Bomnin Chrysler Dodge Jeep Ram Doral
Miami, FL
4.5
2026 Jeep Gladiator Sport S Auto
9 mi.
61 days on market
1C6PJTAG2TL181332
$44,492
Good Deal
Ferman Chrysler Dodge Jeep Ram Of Wesley Chapel
Lutz, FL
4.5
2026 Jeep Gladiator Rubicon Auto
61 days on market
1C6RJTBGXTL183742
$54,739
Daytona Chrysler Dodge Jeep Ram Fiat
Daytona Beach, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
61 days on market
1C6PJTAG2TL185011
$48,170
Good Deal
Stallings Chrysler Dodge Jeep Ram
Thomasville, GA
4.3
2026 Jeep Gladiator Rubicon Auto
5 mi.
61 days on market
1C6RJTBG1TL185492
$53,475
Fair Deal
Miami Lakes Automall
Miami Lakes, FL
4.4
2026 Jeep Gladiator Sport S Auto
16 mi.
61 days on market
1C6PJTAG2TL180925
$44,269
Good Deal
Dayton Andrews Dodge Chrysler Jeep Ram
St. Petersburg, FL
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
20 mi.
61 days on market
1C6PJTAG8TL185126
$45,166
Good Deal
Lakeland Chrysler Dodge Jeep Ram
Lakeland, FL
4.1
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
61 days on market
1C6RJTBG2TL180687
$65,010
Fair Deal
Lakeland Chrysler Dodge Jeep Ram
Lakeland, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
1 mi.
61 days on market
1C6PJTAGXTL184883
$51,714
Fair Deal
Courtesy Chrysler Jeep Dodge Ram
Tampa, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
15 mi.
61 days on market
1C6PJTAG9TL184681
$45,418
Great Deal
Miami Lakes Automall
Miami Lakes, FL
4.4
2026 Jeep Gladiator Mojave Auto
5 mi.
61 days on market
1C6RJTEG9TL184215
$50,387
Great Deal
Kendall Dodge Chrysler Jeep Ram
Miami, FL
4.6
2026 Jeep Gladiator Rubicon Auto
11 mi.
61 days on market
1C6RJTBG6TL184287
$52,924
Fair Deal
Orlando Chrysler Dodge Jeep Ram
Orlando, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
61 days on market
1C6PJTAG0TL184553
$47,819
Good Deal
Ferman Chrysler Dodge Jeep Ram Of Wesley Chapel
Lutz, FL
4.5
2026 Jeep Gladiator Willys Auto
10 mi.
62 days on market
1C6PJTAG9TL182493
$50,408
Fair Deal
Vaden Chrysler Dodge Jeep Ram Of Brunswick
Brunswick, GA
4.2
2026 Jeep Gladiator Sport S Auto
10 mi.
63 days on market
1C6PJTAG9TL186284
$40,334
Great Deal
Lake City Chrysler Dodge Jeep Ram
Lake City, FL
4.3
2026 Jeep Gladiator Sport S Auto
10 mi.
63 days on market
1C6PJTAG4TL186290
$40,334
Great Deal
Lake City Chrysler Dodge Jeep Ram
Lake City, FL
4.3
2026 Jeep Gladiator Sport S Auto
10 mi.
63 days on market
1C6PJTAG6TL186288
$37,835
Great Deal
Lake City Chrysler Dodge Jeep Ram
Lake City, FL
4.3
2026 Jeep Gladiator Sport S Auto
1,010 mi.
64 days on market
1C6PJTAG7TL184226
$43,377
Good Deal
Deland Chrysler Dodge Jeep Ram
DeLand, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
13 mi.
64 days on market
1C6PJTAG7TL184680
$47,235
Good Deal
Suncoast Chrysler Jeep Dodge Ram
Seminole, FL
4.3
2026 Jeep Gladiator Sport S Auto
64 days on market
1C6PJTAGXTL181451
$43,409
Advantage Chrysler Dodge Jeep Ram
Mount Dora, FL
4.0
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
64 days on market
1C6PJTAG6TL184881
$51,714
Fair Deal
Courtesy Chrysler Jeep Dodge Ram
Tampa, FL
4.3
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
64 days on market
1C6RJTBG8TL179219
$61,245
Good Deal
Naples Chrysler Dodge Jeep Ram
Naples, FL
4.3
2026 Jeep Gladiator Rubicon X Auto
2 mi.
65 days on market
1C6RJTBG5TL181252
$51,990
Great Deal
Arrigo Cdjr Of West Palm Beach
West Palm Beach, FL
4.2
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
65 days on market
1C6PJTAG8TL184882
$51,730
Fair Deal
Courtesy Chrysler Jeep Dodge Ram
Tampa, FL
4.3
2026 Jeep Gladiator Mojave Auto
16 mi.
65 days on market
1C6RJTEG0TL186158
$55,383
Fair Deal
Jenkins Chrysler Dodge Jeep Ram Of Homosassa
Homosassa, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
65 days on market
1C6PJTAG9TL184552
$43,716
Great Deal
Ferman Chrysler Jeep Dodge Ram Trucks
New Port Richey, FL
4.4
2026 Jeep Gladiator Sport S Auto
10 mi.
65 days on market
1C6PJTAG0TL182558
$48,230
Fair Deal
Naples Chrysler Dodge Jeep Ram
Naples, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
61 days on market
1C6PJTAG9TL184549
$52,180
Fair Deal
Chrysler Dodge Jeep Ram Of Leesburg
Fruitland Park, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
61 days on market
1C6PJTAG3TL184479
$49,268
Fair Deal
Bomnin Chrysler Dodge Jeep Ram Doral
Miami, FL
4.5
2026 Jeep Gladiator Sport S Auto
9 mi.
61 days on market
1C6PJTAG2TL181332
$44,492
Good Deal
Ferman Chrysler Dodge Jeep Ram Of Wesley Chapel
Lutz, FL
4.5
2026 Jeep Gladiator Rubicon Auto
61 days on market
1C6RJTBGXTL183742
$54,739
Daytona Chrysler Dodge Jeep Ram Fiat
Daytona Beach, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
61 days on market
1C6PJTAG2TL185011
$48,170
Good Deal
Stallings Chrysler Dodge Jeep Ram
Thomasville, GA
4.3
2026 Jeep Gladiator Rubicon Auto
5 mi.
61 days on market
1C6RJTBG1TL185492
$53,475
Fair Deal
Miami Lakes Automall
Miami Lakes, FL
4.4
2026 Jeep Gladiator Sport S Auto
16 mi.
61 days on market
1C6PJTAG2TL180925
$44,269
Good Deal
Dayton Andrews Dodge Chrysler Jeep Ram
St. Petersburg, FL
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
20 mi.
61 days on market
1C6PJTAG8TL185126
$45,166
Good Deal
Lakeland Chrysler Dodge Jeep Ram
Lakeland, FL
4.1
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
61 days on market
1C6RJTBG2TL180687
$65,010
Fair Deal
Lakeland Chrysler Dodge Jeep Ram
Lakeland, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
1 mi.
61 days on market
1C6PJTAGXTL184883
$51,714
Fair Deal
Courtesy Chrysler Jeep Dodge Ram
Tampa, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
15 mi.
61 days on market
1C6PJTAG9TL184681
$45,418
Great Deal
Miami Lakes Automall
Miami Lakes, FL
4.4
2026 Jeep Gladiator Mojave Auto
5 mi.
61 days on market
1C6RJTEG9TL184215
$50,387
Great Deal
Kendall Dodge Chrysler Jeep Ram
Miami, FL
4.6
2026 Jeep Gladiator Rubicon Auto
11 mi.
61 days on market
1C6RJTBG6TL184287
$52,924
Fair Deal
Orlando Chrysler Dodge Jeep Ram
Orlando, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
61 days on market
1C6PJTAG0TL184553
$47,819
Good Deal
Ferman Chrysler Dodge Jeep Ram Of Wesley Chapel
Lutz, FL
4.5
2026 Jeep Gladiator Willys Auto
10 mi.
62 days on market
1C6PJTAG9TL182493
$50,408
Fair Deal
Vaden Chrysler Dodge Jeep Ram Of Brunswick
Brunswick, GA
4.2
2026 Jeep Gladiator Sport S Auto
10 mi.
63 days on market
1C6PJTAG9TL186284
$40,334
Great Deal
Lake City Chrysler Dodge Jeep Ram
Lake City, FL
4.3
2026 Jeep Gladiator Sport S Auto
10 mi.
63 days on market
1C6PJTAG4TL186290
$40,334
Great Deal
Lake City Chrysler Dodge Jeep Ram
Lake City, FL
4.3
2026 Jeep Gladiator Sport S Auto
10 mi.
63 days on market
1C6PJTAG6TL186288
$37,835
Great Deal
Lake City Chrysler Dodge Jeep Ram
Lake City, FL
4.3
2026 Jeep Gladiator Sport S Auto
1,010 mi.
64 days on market
1C6PJTAG7TL184226
$43,377
Good Deal
Deland Chrysler Dodge Jeep Ram
DeLand, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
13 mi.
64 days on market
1C6PJTAG7TL184680
$47,235
Good Deal
Suncoast Chrysler Jeep Dodge Ram
Seminole, FL
4.3
2026 Jeep Gladiator Sport S Auto
64 days on market
1C6PJTAGXTL181451
$43,409
Advantage Chrysler Dodge Jeep Ram
Mount Dora, FL
4.0
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
64 days on market
1C6PJTAG6TL184881
$51,714
Fair Deal
Courtesy Chrysler Jeep Dodge Ram
Tampa, FL
4.3
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
64 days on market
1C6RJTBG8TL179219
$61,245
Good Deal
Naples Chrysler Dodge Jeep Ram
Naples, FL
4.3
2026 Jeep Gladiator Rubicon X Auto
2 mi.
65 days on market
1C6RJTBG5TL181252
$51,990
Great Deal
Arrigo Cdjr Of West Palm Beach
West Palm Beach, FL
4.2
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
65 days on market
1C6PJTAG8TL184882
$51,730
Fair Deal
Courtesy Chrysler Jeep Dodge Ram
Tampa, FL
4.3
2026 Jeep Gladiator Mojave Auto
16 mi.
65 days on market
1C6RJTEG0TL186158
$55,383
Fair Deal
Jenkins Chrysler Dodge Jeep Ram Of Homosassa
Homosassa, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
65 days on market
1C6PJTAG9TL184552
$43,716
Great Deal
Ferman Chrysler Jeep Dodge Ram Trucks
New Port Richey, FL
4.4
2026 Jeep Gladiator Sport S Auto
10 mi.
65 days on market
1C6PJTAG0TL182558
$48,230
Fair Deal
Naples Chrysler Dodge Jeep Ram
Naples, FL
4.3
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.