Used Jeep Grand Cherokee in Winchester, VA For Sale Under $40,000 (41 results)

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Winchester, VA

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2024 Jeep Grand Cherokee

Explore new horizons in this 2024 Jeep Grand Cherokee. With its robust 4WD drive system and smooth automatic transmission, it's designed to tackle any terrain with ease

automatic

gasoline

Winchester, VA

$39,500

2023 jeep grand cherokee l limited

Discover the elegance of the 2023 Jeep Grand Cherokee L Limited, finished in stunning Diamond Black Crystal Pearlcoat. With low mileage and a luxurious Wicker Beige/Black interior, this SUV combines style and comfort perfectly

26,193 mi.

Black

Winchester, VA

$37,988

2022 jeep grand cherokee 4xe base

Experience luxury and performance in this 2022 Jeep Grand Cherokee 4xe with only 7,566 miles! Equipped with a powerful 2.0L I4 engine, 8-speed automatic transmission, and a sleek silver exterior, this vehicle is perfect for adventure

7,566 mi.

Silver

automatic

gasoline

Winchester, VA

$37,049

2020 Jeep Grand Cherokee

Explore the 2020 Jeep Grand Cherokee, featuring low mileage of only 21,374 miles and a robust 4WD system. Ideal for adventure seekers in Winchester, VA!

21,374 mi.

automatic

Winchester, VA

$34,700

2021 jeep grand cherokee trailhawk

Experience the 2021 Jeep Grand Cherokee Trailhawk, equipped with advanced navigation, blindspot monitoring, and luxurious heated leather seats. Enjoy the outdoors with its stunning Green Clearcoat Metallic finish

35,624 mi.

Green

automatic

gasoline

Winchester, VA

$32,497

2023 jeep grand cherokee limited x

Experience the 2023 Jeep Grand Cherokee Limited X with a sleek Diamond Black Crystal Pearlcoat exterior, packed with features for luxury and performance

44,677 mi.

Black

automatic

gasoline

Winchester, VA

$29,999

2020 Jeep Grand Cherokee

This 2020 Jeep Grand Cherokee with 4WD offers a blend of style, performance, and capability. An automatic transmission ensures a smooth ride for all your adventures

automatic

gasoline

Winchester, VA

$29,999

2022 jeep grand cherokee limited x

This 2022 Jeep Grand Cherokee Limited X comes in a striking Diamond Black Crystal Pearlcoat and features luxurious heated leather seating, rear view camera, and advanced tech with Apple CarPlay and Android Auto

55,464 mi.

Black

automatic

gasoline

Winchester, VA

$28,888

2022 Jeep Grand Cherokee

This 2022 Jeep Grand Cherokee, now available in Winchester, VA, offers a great blend of comfort and capability with its stylish white exterior and automatic transmission

61,158 mi.

White

automatic

Winchester, VA

$28,300

CARSBBS.COM

used 2016 jeep grand cherokee 4wd limited winchester, va 22602 for sale in winchester, virginia

Experience luxury and off-road capability with this 2016 Jeep Grand Cherokee Limited, equipped with 4WD for superior traction and an automatic transmission for easy driving

automatic

gasoline

Winchester, VA

$28,300

2021 Jeep Grand Cherokee

Discover the powerful 2021 Jeep Grand Cherokee WK, ready for adventure with its impressive 4WD capabilities and automatic transmission, all at an attractive price of $27,998

automatic

gasoline

Winchester, VA

$27,998

2021 jeep grand cherokee laredo x

This 2021 Jeep Grand Cherokee Laredo X features four-wheel drive and an automatic transmission, offering an excellent balance of power and comfort, all while being eco-friendly with E85 Flex Fuel capability

36,242 mi.

White

automatic

gasoline

Winchester, VA

$27,998

2023 Jeep Grand Cherokee

Discover the 2023 Jeep Grand Cherokee, boasting advanced 4WD capabilities and an automatic transmission for smooth driving. Perfect for any adventure in Winchester, VA!

automatic

gasoline

Winchester, VA

$27,799

2023 jeep grand cherokee l laredo

Discover the 2023 Jeep Grand Cherokee L Laredo in Bright White Clearcoat! Offering clean CARFAX, one owner, and the assurance of free oil changes and inspections for life, this 4WD SUV is ready for your next adventure

45,692 mi.

White

Sport utility

automatic

gasoline

Winchester, VA

$27,797

2021 jeep grand cherokee limited

Experience luxury with this 2021 Jeep Grand Cherokee Limited, featuring a stunning Bright White Clearcoat exterior and a sophisticated Lt Frost Beige/Black interior, with low mileage of just 38,102

38,102 mi.

White

Winchester, VA

$27,500

2022 Jeep Grand Cherokee

Looking for an adventure? This 2022 Jeep Grand Cherokee WK in 4WD with an automatic transmission is designed to tackle any terrain with confidence. Perfect for those who crave both ruggedness and comfort

automatic

gasoline

Winchester, VA

$26,488

2020 jeep grand cherokee trailhawk

This 2020 Jeep Grand Cherokee Trailhawk is a one-owner vehicle with a clean history, featuring a robust 3.6L V6 engine and 8-speed automatic transmission. With a striking Green Metallic Clearcoat finish and a stylish Ruby Red interior, it's equipped for both performance and luxury

79,860 mi.

Green

Sport utility

automatic

gasoline

Winchester, VA

$26,459

2020 jeep grand cherokee limited

Explore the rugged yet refined 2020 Jeep Grand Cherokee Limited, showcasing a striking Slate Blue Pearlcoat exterior and a comfortable black interior, perfect for any adventure

64,287 mi.

Blue

Winchester, VA

$26,247

2022 jeep grand cherokee limited x

This 2022 Jeep Grand Cherokee Limited X combines rugged capability with modern comforts. With 54,411 miles, it offers excellent features like a navigation system, Apple CarPlay, and a Lifetime Powertrain Warranty

54,411 mi.

White

4d sport utility

automatic

gasoline

Winchester, VA

$25,725