2,205 New Jeep Gladiator for Sale Near Winter Haven, FL
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2026 Jeep Gladiator Shadow OPS Auto
10 mi.
58 days on market
1C6RJTBG5TL178920
$58,118
Great Deal
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Shadow OPS Auto
9 mi.
58 days on market
1C6RJTBG4TL180416
$62,980
Fair Deal
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Sport S Auto
58 days on market
1C6PJTAG1TL181452
$44,743
Advantage Chrysler Dodge Jeep Ram
Mount Dora, FL
4.0
2026 Jeep Gladiator Sport S Auto
58 days on market
1C6PJTAG5TL181454
$42,873
Advantage Chrysler Dodge Jeep Ram
Mount Dora, FL
4.0
2026 Jeep Gladiator Rubicon X Auto
8 mi.
58 days on market
1C6RJTBG2TL181337
$58,574
Fair Deal
Ferman Chrysler Dodge Jeep Ram Of Wesley Chapel
Lutz, FL
4.5
2026 Jeep Gladiator Sport S Auto
5 mi.
58 days on market
1C6PJTAG8TL182422
$46,291
Fair Deal
Thunder Chrysler Dodge Jeep Ram
Bartow, FL
4.5
2026 Jeep Gladiator Sahara Auto
1 mi.
58 days on market
1C6PJTAG5TL181857
$43,562
Great Deal
Jacksonville Chrysler Jeep Dodge Ram Westside
Jacksonville, FL
4.0
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
58 days on market
1C6PJTAG2TL184439
$47,894
Good Deal
Dayton Andrews Dodge Chrysler Jeep Ram
St. Petersburg, FL
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 mi.
58 days on market
1C6PJTAG1TL184545
$41,380
Great Deal
Firkins Chrysler Jeep Dodge Ram
Bradenton, FL
4.6
2026 Jeep Gladiator Sport S Auto
10 mi.
58 days on market
1C6PJTAGXTL184222
$41,377
Great Deal
Deland Chrysler Dodge Jeep Ram
DeLand, FL
4.1
2026 Jeep Gladiator Sport S Auto
10 mi.
58 days on market
1C6PJTAG0TL186285
$40,334
Great Deal
Lake City Chrysler Dodge Jeep Ram
Lake City, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
58 days on market
1C6PJTAG0TL184682
$45,936
Great Deal
Miami Lakes Automall
Miami Lakes, FL
4.4
2026 Jeep Gladiator Shadow OPS Auto
5 mi.
58 days on market
1C6RJTBG5TL180697
$62,020
Fair Deal
Lakeland Chrysler Dodge Jeep Ram
Lakeland, FL
4.1
2026 Jeep Gladiator Mojave X Auto
5 mi.
58 days on market
1C6RJTEG3TL184243
$55,317
Great Deal
Sarasota Chrysler Dodge Jeep Ram
Sarasota, FL
4.3
2026 Jeep Gladiator Sport S Auto
8 mi.
58 days on market
1C6PJTAG0TL181331
$45,075
Good Deal
Ferman Chrysler Dodge Jeep Ram Of Wesley Chapel
Lutz, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
3 mi.
58 days on market
1C6PJTAG1TL184447
$47,640
Great Deal
Parks Chrysler Dodge Jeep Ram Space Coast
Titusville, FL
4.4
2026 Jeep Gladiator Sahara Auto
1 mi.
58 days on market
1C6PJTAGXTL181854
$44,098
Great Deal
Jacksonville Chrysler Jeep Dodge Ram Westside
Jacksonville, FL
4.0
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
59 days on market
1C6PJTAG2TL185011
$48,170
Good Deal
Stallings Chrysler Dodge Jeep Ram
Thomasville, GA
4.3
2026 Jeep Gladiator Rubicon Auto
5 mi.
59 days on market
1C6RJTBG1TL185492
$53,475
Fair Deal
Miami Lakes Automall
Miami Lakes, FL
4.4
2026 Jeep Gladiator Sport S Auto
9 mi.
59 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
59 days on market
1C6RJTBGXTL183742
$54,739
Daytona Chrysler Dodge Jeep Ram Fiat
Daytona Beach, FL
4.1
2026 Jeep Gladiator Rubicon Auto
11 mi.
59 days on market
1C6RJTBG2TL185744
$50,640
Good Deal
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
59 days on market
1C6PJTAG9TL184549
$52,180
Fair Deal
Chrysler Dodge Jeep Ram Of Leesburg
Fruitland Park, FL
4.1
2026 Jeep Gladiator Sport S Auto
16 mi.
59 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
10 mi.
59 days on market
1C6PJTAG3TL184479
$49,268
Fair Deal
Bomnin Chrysler Dodge Jeep Ram Doral
Miami, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
1 mi.
59 days on market
1C6PJTAGXTL184883
$51,714
Fair Deal
Courtesy Chrysler Jeep Dodge Ram
Tampa, FL
4.3
2026 Jeep Gladiator Rubicon Auto
11 mi.
59 days on market
1C6RJTBG6TL184287
$52,924
Fair Deal
Orlando Chrysler Dodge Jeep Ram
Orlando, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
15 mi.
59 days on market
1C6PJTAG9TL184681
$45,418
Great Deal
Miami Lakes Automall
Miami Lakes, FL
4.4
2026 Jeep Gladiator Shadow OPS Auto
10 mi.
58 days on market
1C6RJTBG5TL178920
$58,118
Great Deal
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Shadow OPS Auto
9 mi.
58 days on market
1C6RJTBG4TL180416
$62,980
Fair Deal
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Sport S Auto
58 days on market
1C6PJTAG1TL181452
$44,743
Advantage Chrysler Dodge Jeep Ram
Mount Dora, FL
4.0
2026 Jeep Gladiator Sport S Auto
58 days on market
1C6PJTAG5TL181454
$42,873
Advantage Chrysler Dodge Jeep Ram
Mount Dora, FL
4.0
2026 Jeep Gladiator Rubicon X Auto
8 mi.
58 days on market
1C6RJTBG2TL181337
$58,574
Fair Deal
Ferman Chrysler Dodge Jeep Ram Of Wesley Chapel
Lutz, FL
4.5
2026 Jeep Gladiator Sport S Auto
5 mi.
58 days on market
1C6PJTAG8TL182422
$46,291
Fair Deal
Thunder Chrysler Dodge Jeep Ram
Bartow, FL
4.5
2026 Jeep Gladiator Sahara Auto
1 mi.
58 days on market
1C6PJTAG5TL181857
$43,562
Great Deal
Jacksonville Chrysler Jeep Dodge Ram Westside
Jacksonville, FL
4.0
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
58 days on market
1C6PJTAG2TL184439
$47,894
Good Deal
Dayton Andrews Dodge Chrysler Jeep Ram
St. Petersburg, FL
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
12 mi.
58 days on market
1C6PJTAG1TL184545
$41,380
Great Deal
Firkins Chrysler Jeep Dodge Ram
Bradenton, FL
4.6
2026 Jeep Gladiator Sport S Auto
10 mi.
58 days on market
1C6PJTAGXTL184222
$41,377
Great Deal
Deland Chrysler Dodge Jeep Ram
DeLand, FL
4.1
2026 Jeep Gladiator Sport S Auto
10 mi.
58 days on market
1C6PJTAG0TL186285
$40,334
Great Deal
Lake City Chrysler Dodge Jeep Ram
Lake City, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
58 days on market
1C6PJTAG0TL184682
$45,936
Great Deal
Miami Lakes Automall
Miami Lakes, FL
4.4
2026 Jeep Gladiator Shadow OPS Auto
5 mi.
58 days on market
1C6RJTBG5TL180697
$62,020
Fair Deal
Lakeland Chrysler Dodge Jeep Ram
Lakeland, FL
4.1
2026 Jeep Gladiator Mojave X Auto
5 mi.
58 days on market
1C6RJTEG3TL184243
$55,317
Great Deal
Sarasota Chrysler Dodge Jeep Ram
Sarasota, FL
4.3
2026 Jeep Gladiator Sport S Auto
8 mi.
58 days on market
1C6PJTAG0TL181331
$45,075
Good Deal
Ferman Chrysler Dodge Jeep Ram Of Wesley Chapel
Lutz, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
3 mi.
58 days on market
1C6PJTAG1TL184447
$47,640
Great Deal
Parks Chrysler Dodge Jeep Ram Space Coast
Titusville, FL
4.4
2026 Jeep Gladiator Sahara Auto
1 mi.
58 days on market
1C6PJTAGXTL181854
$44,098
Great Deal
Jacksonville Chrysler Jeep Dodge Ram Westside
Jacksonville, FL
4.0
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
59 days on market
1C6PJTAG2TL185011
$48,170
Good Deal
Stallings Chrysler Dodge Jeep Ram
Thomasville, GA
4.3
2026 Jeep Gladiator Rubicon Auto
5 mi.
59 days on market
1C6RJTBG1TL185492
$53,475
Fair Deal
Miami Lakes Automall
Miami Lakes, FL
4.4
2026 Jeep Gladiator Sport S Auto
9 mi.
59 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
59 days on market
1C6RJTBGXTL183742
$54,739
Daytona Chrysler Dodge Jeep Ram Fiat
Daytona Beach, FL
4.1
2026 Jeep Gladiator Rubicon Auto
11 mi.
59 days on market
1C6RJTBG2TL185744
$50,640
Good Deal
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
59 days on market
1C6PJTAG9TL184549
$52,180
Fair Deal
Chrysler Dodge Jeep Ram Of Leesburg
Fruitland Park, FL
4.1
2026 Jeep Gladiator Sport S Auto
16 mi.
59 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
10 mi.
59 days on market
1C6PJTAG3TL184479
$49,268
Fair Deal
Bomnin Chrysler Dodge Jeep Ram Doral
Miami, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
1 mi.
59 days on market
1C6PJTAGXTL184883
$51,714
Fair Deal
Courtesy Chrysler Jeep Dodge Ram
Tampa, FL
4.3
2026 Jeep Gladiator Rubicon Auto
11 mi.
59 days on market
1C6RJTBG6TL184287
$52,924
Fair Deal
Orlando Chrysler Dodge Jeep Ram
Orlando, FL
4.3
2026 Jeep Gladiator 85th Anniversary Edition Auto
15 mi.
59 days on market
1C6PJTAG9TL184681
$45,418
Great Deal
Miami Lakes Automall
Miami Lakes, FL
4.4
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.