Used Jeep Cars in Winchester, KY For Sale Under $80,000 (82 results)

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Winchester, KY

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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

2024 Jeep Wrangler

Experience the rugged capability of the 2024 Jeep Wrangler, designed for adventure with its automatic transmission and 4WD drive system, perfect for any terrain

automatic

gasoline

Winchester, KY

$68,460

2024 Jeep Wrangler

Experience the off-road adventures you crave in this brand-new 2024 Jeep Wrangler. With its automatic transmission and robust 4WD system, you're ready to tackle any terrain

automatic

gasoline

Winchester, KY

$68,060

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

2024 Jeep Wrangler

Experience rugged adventure with the 2024 Jeep Wrangler in 4WD, ready to take on challenging terrains with its automatic transmission and striking design

automatic

gasoline

Winchester, KY

$62,455

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

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

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

2024 Jeep Wrangler

Experience the ultimate off-road adventure with the 2024 Jeep Wrangler. This rugged 4WD vehicle combines power and style, perfect for both city driving and wild adventures

automatic

gasoline

Winchester, KY

$53,565

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

2024 Jeep Wrangler

Discover this brand new 2024 Jeep Wrangler, equipped with the ultimate off-road capability and stylish design. Perfect for adventurous drives with family or friends

automatic

gasoline

Winchester, KY

$52,225

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

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

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

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

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

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

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

2024 Jeep Gladiator

Discover the 2024 Jeep Gladiator, a rugged and versatile vehicle designed for adventure with its efficient 4WD system and smooth automatic transmission. Perfect for conquering any terrain from the city to the backcountry

automatic

gasoline

Winchester, KY

$47,055

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