2,219 New Jeep Gladiator for Sale Near Winter Haven, FL
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2026 Jeep Gladiator Rubicon Auto
37 days on market
1C6RJTBG0TL187248
$47,826
Gator Chrysler Dodge Jeep Ram
Melbourne, FL
4.2
2026 Jeep Gladiator Rubicon X Auto
32 mi.
37 days on market
1C6RJTBG5TL188041
$55,420
Good Deal
Chrysler Dodge Jeep Ram Of Seminole County
Sanford, FL
4.6
2025 Jeep Gladiator Sport S Auto
5 mi.
37 days on market
1C6PJTAG2SL535817
$52,935
Fair Deal
Taverna Chrysler Dodge Jeep Ram Of Fort Lauderdale
Pompano Beach, FL
4.3
2026 Jeep Gladiator Sahara Auto
37 days on market
1C6PJTAG6TL186193
$44,743
Dadeland Dodge Chrysler Jeep
Miami, FL
3.9
2026 Jeep Gladiator Rubicon X Auto
6 mi.
37 days on market
1C6RJTBG3TL188149
$53,640
Great Deal
Lakeland Chrysler Dodge Jeep Ram
Lakeland, FL
4.1
2026 Jeep Gladiator Mojave Auto
18 mi.
37 days on market
1C6RJTEG8TL188093
$53,631
Fair Deal
Orlando Chrysler Dodge Jeep Ram
Orlando, FL
4.3
2026 Jeep Gladiator Rubicon Auto
37 days on market
1C6RJTBGXTL188150
$62,068
Orlando Chrysler Dodge Jeep Ram
Orlando, FL
4.3
2026 Jeep Gladiator Sport S Auto
15 mi.
37 days on market
1C6PJTAG2TL188099
$40,008
Great Deal
Deland Chrysler Dodge Jeep Ram
DeLand, FL
4.1
2026 Jeep Gladiator Mojave Auto
10 mi.
37 days on market
1C6RJTEG8TL187798
$49,504
Good Deal
Jim Browne Chrysler Jeep Dodge Ram Dade City
Dade City, FL
4.7
2026 Jeep Gladiator Mojave Auto
5 mi.
37 days on market
1C6RJTEG9TL186496
$49,679
Great Deal
Central Florida Chrysler Dodge Jeep Ram
Orlando, FL
4.1
2026 Jeep Gladiator Mojave Auto
5 mi.
37 days on market
1C6RJTEG7TL186495
$50,208
Great Deal
Central Florida Chrysler Dodge Jeep Ram
Orlando, FL
4.1
2026 Jeep Gladiator Sport Auto
37 days on market
1C6PJTAG4TL181400
$43,894
Jacksonville Chrysler Jeep Dodge Ram
Jacksonville, FL
3.9
2026 Jeep Gladiator Mojave Auto
10 mi.
37 days on market
1C6RJTEG6TL188058
$46,644
Great Deal
Brickell Chrysler Dodge Jeep Ram
Miami, FL
4.7
2026 Jeep Gladiator Mojave X Auto
37 days on market
1C6RJTEG8TL188028
$58,353
Advantage Chrysler Dodge Jeep Ram
Mount Dora, FL
4.0
2026 Jeep Gladiator Sahara Auto
10 mi.
37 days on market
1C6PJTAGXTL186603
$42,925
Great Deal
Posner Park Chrysler Dodge Jeep Ram Fiat
Davenport, FL
4.3
2026 Jeep Gladiator Sahara Auto
888 mi.
37 days on market
1C6PJTAG6TL173427
$45,210
Good Deal
Parks Chrysler Dodge Jeep Ram Space Coast
Titusville, FL
4.4
2026 Jeep Gladiator Mojave Auto
37 days on market
1C6RJTEG8TL187526
$59,452
Beck Chrysler Dodge Jeep
Palatka, FL
4.2
2026 Jeep Gladiator Mojave Auto
5 mi.
37 days on market
1C6RJTEG3TL187725
$45,372
Great Deal
Taverna Chrysler Dodge Jeep Ram Fiat
Plantation, FL
3.7
2026 Jeep Gladiator Sahara Auto
10 mi.
38 days on market
1C6PJTAG8TL186602
$47,931
Fair Deal
Dodge Chrysler Jeep Ram Fiat Of Winter Haven
Winter Haven, FL
4.4
2026 Jeep Gladiator Willys 41 Auto
5 mi.
38 days on market
1C6PJTAG1TL187493
$53,684
Fair Deal
Thunder Chrysler Dodge Jeep Ram
Bartow, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
9 mi.
38 days on market
1C6PJTAG4TL184555
$41,741
Great Deal
Wallace Chrysler Jeep Dodge Ram
Stuart, FL
4.5
2026 Jeep Gladiator Sahara Auto
38 days on market
1C6PJTAG0TL186707
$51,223
Hanania Chrysler Dodge Jeep Ram
St. Augustine, FL
4.5
2026 Jeep Gladiator Rubicon X Auto
16 mi.
38 days on market
1C6RJTBG6TL181812
$60,522
Fair Deal
Chrysler Dodge Jeep Ram Fiat Of Fort Myers
Fort Myers, FL
4.3
2026 Jeep Gladiator Sahara Auto
38 days on market
1C6PJTAG2TL186188
$46,792
Dadeland Dodge Chrysler Jeep
Miami, FL
3.9
2026 Jeep Gladiator Mojave Auto
10 mi.
38 days on market
1C6RJTEG9TL188118
$56,626
Fair Deal
Davis Chrysler Dodge Jeep Ram
Yulee, FL
4.4
2026 Jeep Gladiator Mojave X Auto
6 mi.
38 days on market
1C6RJTEG1TL188114
$53,688
Great Deal
Lakeland Chrysler Dodge Jeep Ram
Lakeland, FL
4.1
2026 Jeep Gladiator Mojave X Auto
1 mi.
38 days on market
1C6RJTEG3TL188115
$54,206
Great Deal
Lakeland Chrysler Dodge Jeep Ram
Lakeland, FL
4.1
2026 Jeep Gladiator Sport Auto
10 mi.
38 days on market
1C6RJTAGXTL187680
$43,363
Fair Deal
Phillips Chrysler Dodge Jeep Ram
Ocala, FL
4.4
2026 Jeep Gladiator Rubicon Auto
37 days on market
1C6RJTBG0TL187248
$47,826
Gator Chrysler Dodge Jeep Ram
Melbourne, FL
4.2
2026 Jeep Gladiator Rubicon X Auto
32 mi.
37 days on market
1C6RJTBG5TL188041
$55,420
Good Deal
Chrysler Dodge Jeep Ram Of Seminole County
Sanford, FL
4.6
2025 Jeep Gladiator Sport S Auto
5 mi.
37 days on market
1C6PJTAG2SL535817
$52,935
Fair Deal
Taverna Chrysler Dodge Jeep Ram Of Fort Lauderdale
Pompano Beach, FL
4.3
2026 Jeep Gladiator Sahara Auto
37 days on market
1C6PJTAG6TL186193
$44,743
Dadeland Dodge Chrysler Jeep
Miami, FL
3.9
2026 Jeep Gladiator Rubicon X Auto
6 mi.
37 days on market
1C6RJTBG3TL188149
$53,640
Great Deal
Lakeland Chrysler Dodge Jeep Ram
Lakeland, FL
4.1
2026 Jeep Gladiator Mojave Auto
18 mi.
37 days on market
1C6RJTEG8TL188093
$53,631
Fair Deal
Orlando Chrysler Dodge Jeep Ram
Orlando, FL
4.3
2026 Jeep Gladiator Rubicon Auto
37 days on market
1C6RJTBGXTL188150
$62,068
Orlando Chrysler Dodge Jeep Ram
Orlando, FL
4.3
2026 Jeep Gladiator Sport S Auto
15 mi.
37 days on market
1C6PJTAG2TL188099
$40,008
Great Deal
Deland Chrysler Dodge Jeep Ram
DeLand, FL
4.1
2026 Jeep Gladiator Mojave Auto
10 mi.
37 days on market
1C6RJTEG8TL187798
$49,504
Good Deal
Jim Browne Chrysler Jeep Dodge Ram Dade City
Dade City, FL
4.7
2026 Jeep Gladiator Mojave Auto
5 mi.
37 days on market
1C6RJTEG9TL186496
$49,679
Great Deal
Central Florida Chrysler Dodge Jeep Ram
Orlando, FL
4.1
2026 Jeep Gladiator Mojave Auto
5 mi.
37 days on market
1C6RJTEG7TL186495
$50,208
Great Deal
Central Florida Chrysler Dodge Jeep Ram
Orlando, FL
4.1
2026 Jeep Gladiator Sport Auto
37 days on market
1C6PJTAG4TL181400
$43,894
Jacksonville Chrysler Jeep Dodge Ram
Jacksonville, FL
3.9
2026 Jeep Gladiator Mojave Auto
10 mi.
37 days on market
1C6RJTEG6TL188058
$46,644
Great Deal
Brickell Chrysler Dodge Jeep Ram
Miami, FL
4.7
2026 Jeep Gladiator Mojave X Auto
37 days on market
1C6RJTEG8TL188028
$58,353
Advantage Chrysler Dodge Jeep Ram
Mount Dora, FL
4.0
2026 Jeep Gladiator Sahara Auto
10 mi.
37 days on market
1C6PJTAGXTL186603
$42,925
Great Deal
Posner Park Chrysler Dodge Jeep Ram Fiat
Davenport, FL
4.3
2026 Jeep Gladiator Sahara Auto
888 mi.
37 days on market
1C6PJTAG6TL173427
$45,210
Good Deal
Parks Chrysler Dodge Jeep Ram Space Coast
Titusville, FL
4.4
2026 Jeep Gladiator Mojave Auto
37 days on market
1C6RJTEG8TL187526
$59,452
Beck Chrysler Dodge Jeep
Palatka, FL
4.2
2026 Jeep Gladiator Mojave Auto
5 mi.
37 days on market
1C6RJTEG3TL187725
$45,372
Great Deal
Taverna Chrysler Dodge Jeep Ram Fiat
Plantation, FL
3.7
2026 Jeep Gladiator Sahara Auto
10 mi.
38 days on market
1C6PJTAG8TL186602
$47,931
Fair Deal
Dodge Chrysler Jeep Ram Fiat Of Winter Haven
Winter Haven, FL
4.4
2026 Jeep Gladiator Willys 41 Auto
5 mi.
38 days on market
1C6PJTAG1TL187493
$53,684
Fair Deal
Thunder Chrysler Dodge Jeep Ram
Bartow, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
9 mi.
38 days on market
1C6PJTAG4TL184555
$41,741
Great Deal
Wallace Chrysler Jeep Dodge Ram
Stuart, FL
4.5
2026 Jeep Gladiator Sahara Auto
38 days on market
1C6PJTAG0TL186707
$51,223
Hanania Chrysler Dodge Jeep Ram
St. Augustine, FL
4.5
2026 Jeep Gladiator Rubicon X Auto
16 mi.
38 days on market
1C6RJTBG6TL181812
$60,522
Fair Deal
Chrysler Dodge Jeep Ram Fiat Of Fort Myers
Fort Myers, FL
4.3
2026 Jeep Gladiator Sahara Auto
38 days on market
1C6PJTAG2TL186188
$46,792
Dadeland Dodge Chrysler Jeep
Miami, FL
3.9
2026 Jeep Gladiator Mojave Auto
10 mi.
38 days on market
1C6RJTEG9TL188118
$56,626
Fair Deal
Davis Chrysler Dodge Jeep Ram
Yulee, FL
4.4
2026 Jeep Gladiator Mojave X Auto
6 mi.
38 days on market
1C6RJTEG1TL188114
$53,688
Great Deal
Lakeland Chrysler Dodge Jeep Ram
Lakeland, FL
4.1
2026 Jeep Gladiator Mojave X Auto
1 mi.
38 days on market
1C6RJTEG3TL188115
$54,206
Great Deal
Lakeland Chrysler Dodge Jeep Ram
Lakeland, FL
4.1
2026 Jeep Gladiator Sport Auto
10 mi.
38 days on market
1C6RJTAGXTL187680
$43,363
Fair Deal
Phillips Chrysler Dodge Jeep Ram
Ocala, 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.