Used Jeep Cars in Winchester, KY For Sale Under $45,000 (62 results)

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Winchester, KY

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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

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

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

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

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

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

2021 jeep gladiator rubicon

Take on any adventure with this 2021 Jeep Gladiator Rubicon. Equipped with a powerful 240 Amp alternator, automatic climate control, and a rugged 3-piece hard top, it promises comfort and durability on all terrains

27,664 mi.

Bright white clearcoat

automatic

gasoline

Winchester, KY

$39,988

2021 Jeep Wrangler

This 2021 Jeep Wrangler features an Automatic Transmission and robust 4WD, perfect for off-road adventures. Take on any terrain confidently!

automatic

plug-in hybrid

Winchester, KY

$37,988

2023 jeep wrangler willys

This 2023 Jeep Wrangler Willys in White Knuckle Clearcoat offers a clean CARFAX and one-owner history with low mileage. Enjoy the benefits of Rod Hatfield's trade and finance assist programs for a comprehensive buying experience

22,850 mi.

White

automatic

gasoline

Winchester, KY

$37,988

2021 jeep gladiator rubicon

Discover adventure with this 2021 Jeep Gladiator Rubicon. Featuring a striking Nacho Clearcoat exterior and packed with premium features, it's designed for both comfort and performance on and off the road

46,392 mi.

Nacho clearcoat

automatic

gasoline

Winchester, KY

$37,988

2025 Jeep Compass

Discover the new 2025 Jeep Compass, an adventurous SUV ready for all your journeys with its 4WD capability and smooth automatic transmission

automatic

gasoline

Winchester, KY

$37,710

2024 jeep gladiator sport

This 2024 Jeep Gladiator Sport in Black Clearcoat offers a modern touch with a 12.3'' Touchscreen Display, 4G LTE hotspot, and a suite of smart features. Enjoy both rugged capabilities and comfort features like heated seats and advanced audio systems

12 mi.

Black

automatic

gasoline

Winchester, KY

$37,540

2025 Jeep Compass

Experience the 2025 Jeep Compass, a powerful 4WD SUV designed for adventure with an automatic transmission. Perfect for navigating any terrain with confidence!

automatic

gasoline

Winchester, KY

$37,115

2021 Jeep Wrangler

Discover the rugged charm of this 2021 Jeep Wrangler, equipped with 4WD and an automatic transmission, perfect for off-road adventures and everyday driving in Winchester, KY

automatic

plug-in hybrid

Winchester, KY

$36,988

2021 jeep wrangler unlimited sahara

This 2021 Jeep Wrangler Unlimited Sahara in Granite Crystal Metallic Clearcoat boasts low mileage and a rugged four-wheel drive system. It includes a CarFax report and a powertrain guarantee, ensuring you drive with confidence

18,593 mi.

Granite crystal metallic clearcoat

automatic

gasoline

Winchester, KY

$35,988

2025 Jeep Compass

Discover the newly released 2025 Jeep Compass, equipped with a robust 4WD system and an automatic transmission. A perfect blend of style, comfort, and performance on and off the road!

automatic

gasoline

Winchester, KY

$35,135

2023 jeep wrangler sport

This 2023 Jeep Wrangler Sport comes with a sleek Black Clearcoat exterior and a stylish black interior. With low mileage of 33,706 miles, it's a perfect blend of adventure and comfort, ready for your next journey

33,706 mi.

Black

automatic

gasoline

Winchester, KY

$34,988

2021 Jeep Wrangler

This 2021 Jeep Wrangler features a robust 4WD system and comes equipped with an automatic transmission, perfect for off-road adventures or city drives

automatic

plug-in hybrid

Winchester, KY

$34,988

2021 jeep wrangler unlimited sahara

This 2021 Jeep Wrangler Unlimited Sahara, with a striking Granite Crystal Metallic exterior, boasts 45,030 miles and offers four-wheel drive and a powerful 2.0L engine. It's perfect for all your adventures!

45,030 mi.

Granite crystal metallic clearcoat

automatic

gasoline

Winchester, KY

$34,988