Jeep Gladiator Trucks for Sale near Winchester, Virginia
Sort
Filters
955 results
Location
Body Type
Price
Mileage
Make, Model, and Trim
Year
Chassis Options
Add-Ons
State
Used 2023 Jeep Gladiator Sport Crew Cab
$33,550 List Price
$27,500
speed 34,264 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Bozard Ford-Lincoln
St Augustine, FL (664.5 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
contact for price
speed 44,607 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Garber Ford
Green Cove Springs, FL (665.7 mi)
Used 2023 Jeep Gladiator Overland Crew Cab
$37,891 List Price
$30,955
speed 31,763 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Garber Ford
Green Cove Springs, FL (665.7 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$35,164 List Price
$29,964
speed 28,051 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Garber Ford
Green Cove Springs, FL (665.7 mi)
Used 2025 Jeep Gladiator High Crew Cab
$39,976
speed 5,237 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4WD
location_on
Garber Ford
Green Cove Springs, FL (665.7 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$23,995
speed 90,752 mi
sell
Key features
- Gasoline
- V6, 3.6L
- 4WD
location_on
Bachrodt Baraboo Motors CDJR
Baraboo, WI (669.3 mi)
(608) 591-5297
Used 2023 Jeep Gladiator High Altitude Crew Cab
$30,337
speed 59,324 mi
sell
Key features
- Gasoline
- V6, 3.6L
- 4WD
location_on
Bachrodt Baraboo Motors CDJR
Baraboo, WI (669.3 mi)
(608) 591-5297
Used 2023 Jeep Gladiator Sport Crew Cab
$31,275
speed 39,445 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Murray Ford of Starke
Starke, FL (677.9 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$31,285
speed 49,259 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Schicker Chrysler Dodge Jeep Ram of Washington
Washington, MO (692.6 mi)
(636) 241-9465
Used 2026 Jeep Gladiator Mojave Crew Cab
$43,670
speed 5,265 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Schicker Chrysler Dodge Jeep Ram of Washington
Washington, MO (692.6 mi)
(636) 241-9465
Used 2020 Jeep Gladiator Rubicon Crew Cab
$30,472
speed 90,615 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Schicker Chrysler Dodge Jeep Ram of Washington
Washington, MO (692.6 mi)
(636) 241-9465
Used 2025 Jeep Gladiator Mojave Crew Cab
$45,873
speed 6,091 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Jon Hall Chevrolet, Inc.
Daytona Beach, FL (708.5 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
$23,860
speed 66,245 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Jon Hall Chevrolet, Inc.
Daytona Beach, FL (708.5 mi)
Used 2020 Jeep Gladiator Sport Crew Cab
contact for price
speed 48,732 mi
sell
Key features
- Gasoline
- 4WD
- Sport
location_on
Jon Hall Chevrolet, Inc.
Daytona Beach, FL (708.5 mi)
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 (708.5 mi)
Used 2022 Jeep Gladiator Sport Crew Cab
$32,473 List Price
$24,198
speed 52,896 mi
sell
Key features
- Gasoline
- 4WD
- Sport S
location_on
Gary Yeomans Ford Daytona Beach
Daytona Beach, FL (713.2 mi)
Used 2022 Jeep Gladiator Mojave Crew Cab
contact for price
speed 37,119 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Gary Yeomans Ford Daytona Beach
Daytona Beach, FL (713.2 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$36,479 List Price
$32,060
speed 24,900 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Gary Yeomans Ford Daytona Beach
Daytona Beach, FL (713.2 mi)
Used 2025 Jeep Gladiator High Crew Cab
$37,695
speed 19,452 mi
sell
Key features
- Gasoline
- Regular Gasoline V-6 3.6 L/220
- 4x4
location_on
Landers Ford South
Southaven, MS (713.4 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$32,688
speed 34,202 mi
sell
Key features
- Gasoline
- 3.6L V6 24V VVT
- 4x4
location_on
V&H Automotive Ford
Marshfield, WI (721.8 mi)
(715) 515-7277
Used 2026 Jeep Gladiator Rubicon Crew Cab
$41,398
speed 20,848 mi
sell
Key features
- Gasoline
- 3.6L V6 24V VVT
- 4x4
location_on
V&H Automotive Ford
Marshfield, WI (721.8 mi)
(715) 515-7277
Used 2020 Jeep Gladiator Sport Crew Cab
$23,988
sell
Key features
- Gasoline
- 4x4
- Sport
location_on
New Smyrna Chrysler Jeep Dodge
New Smyrna Beach, FL (724.6 mi)
Used 2020 Jeep Gladiator Rubicon Crew Cab
$32,633
speed 51,852 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
Seminole County CDJR
Sanford, FL (738.8 mi)
Used 2022 Jeep Gladiator Overland Crew Cab
$30,633
speed 36,577 mi
sell
Key features
- Gasoline
- 3.6L V6 Cylinder Engine
- 4WD
location_on
Seminole County CDJR
Sanford, FL (738.8 mi)
Used 2023 Jeep Gladiator Sport Crew Cab
$30,626
speed 48,995 mi
sell
Key features
- Gasoline
- V6, 3.6L
- 4WD
location_on
Kirk Auto Company
Grenada, MS (743 mi)
(888) 480-6939
Used 2022 Jeep Gladiator Rubicon Crew Cab
$32,833
speed 46,944 mi
sell
Key features
- Gasoline
- V6, 3.6L
- 4WD
location_on
Kirk Auto Company
Grenada, MS (743 mi)
(888) 480-6939
Used 2026 Jeep Gladiator Rubicon Crew Cab
$45,640
speed 15,002 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Rydell of Independence
Independence, IA (748.5 mi)
(319) 315-6084
Used 2022 Jeep Gladiator Rubicon Crew Cab
$32,516
speed 40,152 mi
sell
Key features
- Gasoline
- 4WD
- Rubicon
location_on
Rydell of Independence
Independence, IA (748.5 mi)
(319) 315-6084
Used 2023 Jeep Gladiator Sport Crew Cab
$27,639
speed 72,861 mi
sell
Key features
- Gasoline
- 4WD
- Willys
location_on
Rydell of Independence
Independence, IA (748.5 mi)
(319) 315-6084
Used 2022 Jeep Gladiator Mojave Crew Cab
$34,024
speed 46,288 mi
sell
Key features
- Gasoline
- 4WD
- Mojave
location_on
Rydell of Independence
Independence, IA (748.5 mi)
(319) 315-6084
