Jeep Pickups for Sale near Cheshire, Connecticut
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Make, Model, and Trim
Year
Chassis Options
Add-Ons
State
Used 2020 Jeep Gladiator Altitude Crew Cab
$36,950 List Price
$26,950
speed 97,866 mi
sell
Key features
- Gasoline
- 4WD
- Altitude
location_on
Long-Lewis Ford of Hoover
Hoover, AL (947.3 mi)
(205) 961-2609
Used 2025 Jeep Gladiator Sport Crew Cab
$37,107
speed 14,293 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Lou Fusz Ford
Chesterfield, MO (957.2 mi)
(314) 970-3721
Used 2025 Jeep Gladiator Mojave Crew Cab
$47,873
speed 6,091 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Jon Hall Chevrolet, Inc.
Daytona Beach, FL (965.8 mi)
(386) 205-6982
Used 2020 Jeep Gladiator Sport Crew Cab
$26,873
speed 48,732 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Jon Hall Chevrolet, Inc.
Daytona Beach, FL (965.8 mi)
(386) 205-6982
Used 2022 Jeep Gladiator Mojave Crew Cab
$31,873
speed 61,114 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Jon Hall Chevrolet, Inc.
Daytona Beach, FL (965.8 mi)
(386) 205-6982
Used 2025 Jeep Gladiator Rubicon Crew Cab
$48,860
speed 4,668 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Jon Hall Chevrolet, Inc.
Daytona Beach, FL (965.8 mi)
(386) 205-6982
Used 2021 Jeep Gladiator Rubicon Crew Cab
$33,595 List Price
$31,995
speed 59,700 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Pat McGrath Ford of Cedar Rapids
Hiawatha, IA (966.4 mi)
(319) 343-1590
Used 2024 Jeep Gladiator Sport Crew Cab
$41,225 List Price
$37,895
speed 12,306 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Long-Lewis Ford of the River Region
Prattville, AL (969.9 mi)
(334) 342-9890
Used 2024 Jeep Gladiator Sport Crew Cab
$35,473
speed 12,652 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Rydell of Independence
Independence, IA (971.1 mi)
(319) 315-6084
Used 2022 Jeep Gladiator Rubicon Crew Cab
$33,770
speed 40,152 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Rydell of Independence
Independence, IA (971.1 mi)
(319) 315-6084
Used 2023 Jeep Gladiator Sport Crew Cab
$29,366
speed 72,861 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Rydell of Independence
Independence, IA (971.1 mi)
(319) 315-6084
Used 2022 Jeep Gladiator Mojave Crew Cab
$34,737
speed 46,288 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Rydell of Independence
Independence, IA (971.1 mi)
(319) 315-6084
Used 2026 Jeep Gladiator Rubicon Crew Cab
$46,771
speed 15,001 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Rydell of Independence
Independence, IA (971.1 mi)
(319) 315-6084
Used 2022 Jeep Gladiator Mojave Crew Cab
$40,753 List Price
$35,817
speed 37,119 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Gary Yeomans Ford Daytona Beach
Daytona Beach, FL (971.5 mi)
(386) 433-3779
Used 2020 Jeep Gladiator Overland Crew Cab
$30,935 List Price
$27,188
speed 70,372 mi
sell
Key features
- Gasoline
- 4WD
- Overland
location_on
Gary Yeomans Ford Daytona Beach
Daytona Beach, FL (971.5 mi)
(386) 433-3779
Used 2026 Jeep Gladiator Sport Crew Cab
$41,175 List Price
$34,199
speed 1,707 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Gary Yeomans Ford Daytona Beach
Daytona Beach, FL (971.5 mi)
(386) 433-3779
Used 2022 Jeep Gladiator Sport Crew Cab
$32,619
speed 49,259 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Schicker Chrysler Dodge Jeep Ram of Washington
Washington, MO (978.8 mi)
(573) 763-2130
Used 2020 Jeep Gladiator Rubicon Crew Cab
$30,572
speed 90,615 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Schicker Chrysler Dodge Jeep Ram of Washington
Washington, MO (978.8 mi)
(573) 763-2130
Used 2026 Jeep Gladiator Rubicon Crew Cab
$38,968
speed 13,911 mi
sell
Key features
- Gasoline
- 4x4
- Rubicon
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (980.5 mi)
(386) 465-4527
Used 2020 Jeep Gladiator Sport Crew Cab
$23,926
speed 78,389 mi
sell
Key features
- Gasoline
- 4x4
- Sport S
location_on
New Smyrna Beach Chevrolet
New Smyrna Beach, FL (980.5 mi)
(386) 465-4527
Used 2024 Jeep Gladiator Mojave Crew Cab
$40,648
speed 20,361 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Tallahassee Ford
Tallahassee, FL (992.9 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$24,825 List Price
$22,861
speed 123,220 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Gary Yeomans Ford Ocala
Ocala, FL (993 mi)
(877) 203-8229
Used 2021 Jeep Gladiator Sport Crew Cab
$31,444 List Price
$28,637
speed 46,000 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Gary Yeomans Ford Ocala
Ocala, FL (993 mi)
(877) 203-8229
Used 2020 Jeep Gladiator Sport Crew Cab
$22,398
speed 113,930 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Don Johnson's Cumberland Motors
Cumberland, WI (994.4 mi)
(715) 419-6649
Used 2023 Jeep Gladiator Sport Crew Cab
contact for price
speed 16,420 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
Seminole County CDJR
Sanford, FL (997.3 mi)
(407) 942-7546
Used 2021 Jeep Gladiator Mojave Crew Cab
$37,237
speed 60,175 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Phillips Chrysler Jeep Dodge Ram
Ocala, FL (997.9 mi)
(352) 632-1942
Used 2023 Jeep Gladiator Sport Crew Cab
$30,868
speed 30,374 mi
sell
Key features
- Diesel
- 4WD
- Sport S
location_on
Starling GMC
Titusville, FL (1,001.1 mi)
(321) 385-8435
Used 2020 Jeep Gladiator Rubicon Crew Cab
$30,664
speed 42,799 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Starling Ford
Titusville, FL (1,001.1 mi)
(321) 334-5368
Used 2020 Jeep Gladiator Rubicon Crew Cab
$29,293
speed 61,167 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Starling Ford
Titusville, FL (1,001.1 mi)
(321) 334-5368
Used 2023 Jeep Gladiator Rubicon Crew Cab
$37,651
speed 31,295 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Mercedes-Benz of South Orlando
Orlando, FL (1,019 mi)
(689) 215-8959
