Used Jeep Grand Cherokee in Winchester, KY For Sale (25 results)

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Winchester, KY

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2025 Jeep Grand Cherokee

This 2025 Jeep Grand Cherokee offers robust 4WD capabilities and a smooth automatic transmission, perfect for both off-road adventures and everyday driving

automatic

gasoline

Winchester, KY

$41,425

2023 Jeep Grand Cherokee

Explore the rugged capabilities of this 2023 Jeep Grand Cherokee. With a powerful 4WD drive system and an automatic transmission, this SUV is ready for any adventure in and around Winchester

automatic

gasoline

Winchester, KY

$47,988

2025 Jeep Grand Cherokee

Take on new adventures with this 2025 Jeep Grand Cherokee equipped with 4WD and an automatic transmission, ready to conquer any terrain

automatic

gasoline

Winchester, KY

$43,970

2025 Jeep Grand Cherokee

Discover the 2025 Jeep Grand Cherokee with rugged 4WD capabilities, designed to tackle any terrain with style and comfort

automatic

gasoline

Winchester, KY

$52,670

2025 Jeep Grand Cherokee

Explore the road in style with this 2025 Jeep Grand Cherokee. Equipped with 4WD and automatic transmission, this vehicle combines power and comfort for an exceptional driving experience

automatic

gasoline

Winchester, KY

$43,970

2025 Jeep Grand Cherokee

Experience the rugged luxury of the 2025 Jeep Grand Cherokee, featuring 4WD and an automatic transmission, perfect for all terrains. A true blend of power and elegance

automatic

gasoline

Winchester, KY

$55,740

2025 Jeep Grand Cherokee

Explore the adventurous spirit of the 2025 Jeep Grand Cherokee, featuring a powerful 4WD system and smooth automatic transmission, perfect for off-road enthusiasts and city driving alike

automatic

gasoline

Winchester, KY

$56,335

2024 Jeep Grand Cherokee

Experience the rugged sophistication of a 2024 Jeep Grand Cherokee, featuring an automatic transmission and robust 4WD capabilities, perfect for any adventure

automatic

gasoline

Winchester, KY

$51,550

2025 Jeep Grand Cherokee

Experience the rugged elegance of the 2025 Jeep Grand Cherokee, equipped with an automatic transmission and 4WD, perfect for your adventures

automatic

gasoline

Winchester, KY

$47,675

2025 Jeep Grand Cherokee

Discover the 2025 Jeep Grand Cherokee, equipped for adventure with 4WD and an automatic transmission, perfect for navigating both city streets and rugged trails

automatic

gasoline

Winchester, KY

$43,970

2024 Jeep Grand Cherokee

Discover the rugged elegance of the 2024 Jeep Grand Cherokee, equipped for adventurous terrains with advanced 4WD capabilities and a smooth automatic transmission

automatic

gasoline

Winchester, KY

$61,555

2025 Jeep Grand Cherokee

This 2025 Jeep Grand Cherokee is equipped with a powerful 4WD drivetrain and an automatic transmission, perfect for tackling all terrains

automatic

gasoline

Winchester, KY

$46,495

2024 Jeep Grand Cherokee

Discover the 2024 Jeep Grand Cherokee, a robust 4WD SUV with automatic transmission, perfect for both city driving and off-road adventures

automatic

gasoline

Winchester, KY

$48,675

2024 Jeep Grand Cherokee

Introducing the 2024 Jeep Grand Cherokee, available in 4WD with an automatic transmission, perfect for tackling any terrain with style and confidence

automatic

gasoline

Winchester, KY

$76,410

2025 Jeep Grand Cherokee

This 2025 Jeep Grand Cherokee, featuring a 4WD system, is equipped with an automatic transmission for seamless driving. Perfect for adventurers seeking comfort and capability

automatic

gasoline

Winchester, KY

$47,080

2025 Jeep Grand Cherokee

Discover the power and luxury of the 2025 Jeep Grand Cherokee. This 4WD beauty combines advanced technology and rugged capability for an unforgettable driving experience

automatic

gasoline

Winchester, KY

$43,375

2023 Jeep Grand Cherokee

Experience the rugged elegance of the 2023 Jeep Grand Cherokee, equipped with 4WD and an automatic transmission, perfect for both on-road and off-road adventures

automatic

plug-in hybrid

Winchester, KY

$64,730

2025 Jeep Grand Cherokee

Explore the rugged terrain with this 2025 Jeep Grand Cherokee, available with 4WD and automatic transmission for a robust driving experience

automatic

gasoline

Winchester, KY

$43,970

2025 Jeep Grand Cherokee

Experience the rugged elegance of the 2025 Jeep Grand Cherokee, featuring advanced 4WD and smooth automatic transmission, perfect for both on-road and off-road adventures

automatic

gasoline

Winchester, KY

$47,090

2024 Jeep Grand Cherokee

Experience luxury and capability with the 2024 Jeep Grand Cherokee, featuring advanced 4WD technology and a smooth automatic transmission for an unparalleled driving experience

automatic

gasoline

Winchester, KY

$47,595