2,205 New Jeep Gladiator for Sale Near Winter Haven, FL
Save search
2026 Jeep Gladiator Shadow OPS Auto
5 mi.
55 days on market
1C6RJTBG5TL179064
$59,393
Great Deal
Sarasota Chrysler Dodge Jeep Ram
Sarasota, FL
4.3
2026 Jeep Gladiator Mojave Auto
55 days on market
1C6RJTEG1TL184192
$56,311
Gettel Chrysler Dodge Jeep Ram
Punta Gorda, FL
4.3
2026 Jeep Gladiator Sahara Auto
55 days on market
1C6PJTAG3TL186121
$48,834
Gettel Chrysler Dodge Jeep Ram
Punta Gorda, FL
4.3
2026 Jeep Gladiator Shadow OPS Auto
9 mi.
55 days on market
1C6RJTBG5TL179114
$60,555
Good Deal
Vatland Cdjr
Vero Beach, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
56 days on market
1C6PJTAG3TL185020
$45,270
Great Deal
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Sport S Auto
11 mi.
56 days on market
1C6PJTAG9TL184227
$43,677
Good Deal
Deland Chrysler Dodge Jeep Ram
DeLand, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
56 days on market
1C6PJTAG1TL185257
$52,039
Daytona Chrysler Dodge Jeep Ram Fiat
Daytona Beach, FL
4.1
2026 Jeep Gladiator Mojave Auto
5 mi.
56 days on market
1C6RJTEG4TL186275
$49,417
Great Deal
Thunder Chrysler Dodge Jeep Ram
Bartow, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
56 days on market
1C6PJTAG9TL185183
$41,620
Great Deal
Airport Chrysler Dodge Jeep Ram
Orlando, FL
4.1
2026 Jeep Gladiator Mojave Auto
5 mi.
56 days on market
1C6RJTEG4TL181030
$46,919
Great Deal
Airport Chrysler Dodge Jeep Ram
Orlando, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
56 days on market
1C6PJTAGXTL185211
$43,969
Great Deal
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Mojave Auto
5 mi.
56 days on market
1C6RJTEG6TL186276
$48,854
Great Deal
Thunder Chrysler Dodge Jeep Ram
Bartow, FL
4.5
2026 Jeep Gladiator Sahara Auto
10 mi.
56 days on market
1C6PJTAG2TL185851
$48,426
Fair Deal
Dodge Chrysler Jeep Ram Fiat Of Winter Haven
Winter Haven, FL
4.4
2026 Jeep Gladiator Willys 41 Auto
10 mi.
56 days on market
1C6PJTAG9TL186608
$48,136
Good Deal
Dodge Chrysler Jeep Ram Fiat Of Winter Haven
Winter Haven, FL
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
3 mi.
56 days on market
1C6PJTAG7TL185196
$46,320
Great Deal
Parks Chrysler Dodge Jeep Ram Space Coast
Titusville, FL
4.4
2026 Jeep Gladiator Mojave Auto
56 days on market
1C6RJTEG6TL184141
$53,259
Gettel Chrysler Dodge Jeep Ram
Punta Gorda, FL
4.3
2026 Jeep Gladiator Mojave Auto
56 days on market
1C6RJTEGXTL184143
$53,259
Gettel Chrysler Dodge Jeep Ram
Punta Gorda, FL
4.3
2026 Jeep Gladiator Mojave Auto
56 days on market
1C6RJTEG1TL184144
$53,529
Gettel Chrysler Dodge Jeep Ram
Punta Gorda, FL
4.3
2026 Jeep Gladiator Mojave Auto
57 days on market
1C6RJTEG1TL184189
$56,397
Gettel Chrysler Dodge Jeep Ram
Punta Gorda, FL
4.3
2026 Jeep Gladiator Shadow OPS Auto
57 days on market
1C6RJTBG0TL178808
$62,941
Napletons South Orlando Chrysler Jeep Dodge
Kissimmee, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
57 days on market
1C6PJTAG8TL185112
$46,395
Great Deal
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator Sport S Auto
11 mi.
57 days on market
1C6PJTAG5TL184225
$42,782
Great Deal
Deland Chrysler Dodge Jeep Ram
DeLand, FL
4.1
2026 Jeep Gladiator Mojave Auto
5 mi.
57 days on market
1C6RJTEG0TL184216
$49,846
Great Deal
Kendall Dodge Chrysler Jeep Ram
Miami, FL
4.6
2026 Jeep Gladiator Sport S Auto
11 mi.
57 days on market
1C6PJTAG6TL186128
$43,905
Good Deal
Suncoast Chrysler Jeep Dodge Ram
Seminole, FL
4.3
2026 Jeep Gladiator Sport S Auto
57 days on market
1C6PJTAG1TL181192
$42,694
Gainesville Chrysler Dodge Jeep Ram
Gainesville, FL
3.5
2026 Jeep Gladiator Sahara Auto
13 mi.
57 days on market
1C6PJTAG5TL183348
$45,120
Good Deal
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator Sport S Auto
58 days on market
1C6PJTAG8TL186261
$41,670
Gator Chrysler Dodge Jeep Ram
Melbourne, FL
4.2
2026 Jeep Gladiator Rubicon Auto
58 days on market
1C6RJTBG9TL185496
$53,925
Plaza Chrysler Dodge Jeep Ram
Inverness, FL
4.1
2026 Jeep Gladiator Shadow OPS Auto
5 mi.
55 days on market
1C6RJTBG5TL179064
$59,393
Great Deal
Sarasota Chrysler Dodge Jeep Ram
Sarasota, FL
4.3
2026 Jeep Gladiator Mojave Auto
55 days on market
1C6RJTEG1TL184192
$56,311
Gettel Chrysler Dodge Jeep Ram
Punta Gorda, FL
4.3
2026 Jeep Gladiator Sahara Auto
55 days on market
1C6PJTAG3TL186121
$48,834
Gettel Chrysler Dodge Jeep Ram
Punta Gorda, FL
4.3
2026 Jeep Gladiator Shadow OPS Auto
9 mi.
55 days on market
1C6RJTBG5TL179114
$60,555
Good Deal
Vatland Cdjr
Vero Beach, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
56 days on market
1C6PJTAG3TL185020
$45,270
Great Deal
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Sport S Auto
11 mi.
56 days on market
1C6PJTAG9TL184227
$43,677
Good Deal
Deland Chrysler Dodge Jeep Ram
DeLand, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
56 days on market
1C6PJTAG1TL185257
$52,039
Daytona Chrysler Dodge Jeep Ram Fiat
Daytona Beach, FL
4.1
2026 Jeep Gladiator Mojave Auto
5 mi.
56 days on market
1C6RJTEG4TL186275
$49,417
Great Deal
Thunder Chrysler Dodge Jeep Ram
Bartow, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
5 mi.
56 days on market
1C6PJTAG9TL185183
$41,620
Great Deal
Airport Chrysler Dodge Jeep Ram
Orlando, FL
4.1
2026 Jeep Gladiator Mojave Auto
5 mi.
56 days on market
1C6RJTEG4TL181030
$46,919
Great Deal
Airport Chrysler Dodge Jeep Ram
Orlando, FL
4.1
2026 Jeep Gladiator 85th Anniversary Edition Auto
11 mi.
56 days on market
1C6PJTAGXTL185211
$43,969
Great Deal
Boniface Hiers Chrysler Dodge Jeep Ram
Cocoa, FL
4.7
2026 Jeep Gladiator Mojave Auto
5 mi.
56 days on market
1C6RJTEG6TL186276
$48,854
Great Deal
Thunder Chrysler Dodge Jeep Ram
Bartow, FL
4.5
2026 Jeep Gladiator Sahara Auto
10 mi.
56 days on market
1C6PJTAG2TL185851
$48,426
Fair Deal
Dodge Chrysler Jeep Ram Fiat Of Winter Haven
Winter Haven, FL
4.4
2026 Jeep Gladiator Willys 41 Auto
10 mi.
56 days on market
1C6PJTAG9TL186608
$48,136
Good Deal
Dodge Chrysler Jeep Ram Fiat Of Winter Haven
Winter Haven, FL
4.4
2026 Jeep Gladiator 85th Anniversary Edition Auto
3 mi.
56 days on market
1C6PJTAG7TL185196
$46,320
Great Deal
Parks Chrysler Dodge Jeep Ram Space Coast
Titusville, FL
4.4
2026 Jeep Gladiator Mojave Auto
56 days on market
1C6RJTEG6TL184141
$53,259
Gettel Chrysler Dodge Jeep Ram
Punta Gorda, FL
4.3
2026 Jeep Gladiator Mojave Auto
56 days on market
1C6RJTEGXTL184143
$53,259
Gettel Chrysler Dodge Jeep Ram
Punta Gorda, FL
4.3
2026 Jeep Gladiator Mojave Auto
56 days on market
1C6RJTEG1TL184144
$53,529
Gettel Chrysler Dodge Jeep Ram
Punta Gorda, FL
4.3
2026 Jeep Gladiator Mojave Auto
57 days on market
1C6RJTEG1TL184189
$56,397
Gettel Chrysler Dodge Jeep Ram
Punta Gorda, FL
4.3
2026 Jeep Gladiator Shadow OPS Auto
57 days on market
1C6RJTBG0TL178808
$62,941
Napletons South Orlando Chrysler Jeep Dodge
Kissimmee, FL
4.5
2026 Jeep Gladiator 85th Anniversary Edition Auto
10 mi.
57 days on market
1C6PJTAG8TL185112
$46,395
Great Deal
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator Sport S Auto
11 mi.
57 days on market
1C6PJTAG5TL184225
$42,782
Great Deal
Deland Chrysler Dodge Jeep Ram
DeLand, FL
4.1
2026 Jeep Gladiator Mojave Auto
5 mi.
57 days on market
1C6RJTEG0TL184216
$49,846
Great Deal
Kendall Dodge Chrysler Jeep Ram
Miami, FL
4.6
2026 Jeep Gladiator Sport S Auto
11 mi.
57 days on market
1C6PJTAG6TL186128
$43,905
Good Deal
Suncoast Chrysler Jeep Dodge Ram
Seminole, FL
4.3
2026 Jeep Gladiator Sport S Auto
57 days on market
1C6PJTAG1TL181192
$42,694
Gainesville Chrysler Dodge Jeep Ram
Gainesville, FL
3.5
2026 Jeep Gladiator Sahara Auto
13 mi.
57 days on market
1C6PJTAG5TL183348
$45,120
Good Deal
Cape Coral Chrysler Dodge Jeep Ram
Cape Coral, FL
4.5
2026 Jeep Gladiator Sport S Auto
58 days on market
1C6PJTAG8TL186261
$41,670
Gator Chrysler Dodge Jeep Ram
Melbourne, FL
4.2
2026 Jeep Gladiator Rubicon Auto
58 days on market
1C6RJTBG9TL185496
$53,925
Plaza Chrysler Dodge Jeep Ram
Inverness, FL
4.1
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.