Used Jeep Grand Cherokee in Winchester, KY For Sale Under $50,000 (18 results)
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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
Winchester, KY
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
Winchester, KY
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
Winchester, KY
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
Winchester, KY
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
Winchester, KY
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
Winchester, KY
automatic
gasoline
Winchester, KY
$47,080
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
Winchester, KY
automatic
gasoline
Winchester, KY
$46,495
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
Winchester, KY
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
Winchester, KY
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
Winchester, KY
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
Winchester, KY
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
Winchester, KY
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
Winchester, KY
automatic
gasoline
Winchester, KY
$41,425
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2020 Jeep Grand Cherokee
Explore the rugged elegance of this 2020 Jeep Grand Cherokee, featuring a 4WD system and automatic transmission. Perfect for both off-roading and comfortable city driving
Winchester, KY
automatic
gasoline
Winchester, KY
$32,988
2020 Jeep Grand Cherokee
Discover the 2020 Jeep Grand Cherokee, a versatile and powerful SUV featuring 4WD and an automatic transmission, perfect for both city driving and off-road adventures
Winchester, KY
automatic
gasoline
Winchester, KY
$31,988
2020 jeep grand cherokee summit
This 2020 Jeep Grand Cherokee Summit in Granite Crystal Metallic is equipped with 4WD, has a clean CARFAX, and comes with several exclusive benefits like a car wash upon delivery and a complimentary CARFAX report
Winchester, KY
76,448 mi.
Granite crystal metallic clearcoat
automatic
gasoline
Winchester, KY
$29,988
2020 jeep grand cherokee trailhawk
This 2020 Jeep Grand Cherokee Trailhawk is a one-owner SUV with low mileage and powerful four-wheel drive. Featuring a striking Diamond Black Crystal Pearlcoat exterior and a stylish Ruby Red/Black interior, this vehicle ensures a standout performance
Winchester, KY
41,856 mi.
Black
automatic
gasoline
Winchester, KY
$28,988
2019 jeep grand cherokee upland
Discover luxury and capability in this 2019 Jeep Grand Cherokee Upland. With 4WD, low mileage, and a host of advanced features, it delivers both comfort and performance for all your adventures
Winchester, KY
42,812 mi.
Black
automatic
gasoline
Winchester, KY
$23,988