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Used Jeep Cars in Winchester, VA For Sale Under $40,000 (154 results)

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Make:Jeep
State:Virginia
City:Winchester, VA
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    (8)
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    (16)
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    (131)
  • under $40,000
  • under $50,000
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    (122)
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Drive
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    (75)
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    (4)
Fuel
  • gasoline
    (112)
State
  • Virginia
City
  • Winchester, VA
Features
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    (36)
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    (31)
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    (24)
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    (21)
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    (12)
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    (11)
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    (10)
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    (7)
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    (7)
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    (6)
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    (6)
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    (6)
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    (6)
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    (6)
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    (6)
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    (5)
  • Apple CarPlay
    (5)
  • Electronic stability control
    (5)
  • Remote keyless entry
    (5)
  • Apple CarPlay/Android auto
    (4)
2018 jeep wrangler unlimited sahara in winchester, virginia
2018 jeep wrangler unlimited sahara in winchester, virginia
This 2018 Jeep Wrangler Unlimited Sahara combines rugged performance with comfort, featuring impressive highway fuel efficiency of 23 mpg. It's the perfect vehicle for adventure lovers!
Winchester, VA
$39,999
2024 Jeep Grand Cherokee
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
2024 Jeep Compass
2024 Jeep Compass
This 2024 Jeep Compass offers a modern design with the reliability of 4WD capability and automatic transmission, perfect for both city driving and off-road adventures
automatic
gasoline
Winchester, VA
$39,210
2024 Jeep Compass
2024 Jeep Compass
Experience the 2024 Jeep Compass, a robust 4WD vehicle ready for any terrain with a seamless automatic transmission. Perfect for those seeking adventure and comfort
automatic
gasoline
Winchester, VA
$39,210
2024 Jeep Compass
2024 Jeep Compass
Discover the 2024 Jeep Compass, equipped with four-wheel drive for exceptional handling. This vehicle comes with an automatic transmission for smooth, effortless driving in all conditions
automatic
gasoline
Winchester, VA
$39,210
2024 jeep wrangler sport s
2024 jeep wrangler sport s
This 2024 Jeep Wrangler Sport S offers a powerful combination of rugged capability with modern comfort features like heated seats, Bluetooth, and advanced tech. With only 15,990 miles, it's ready for your next adventure!
15,990 mi.
White
Suv
automatic
gasoline
Winchester, VA
$39,029
2021 jeep wrangler unlimited 4xe unlimited rubicon
2021 jeep wrangler unlimited 4xe unlimited rubicon
Experience adventure with this Black 2021 Jeep Wrangler Unlimited 4xe Rubicon, featuring a robust mileage of 32,112 and the convenience of four-wheel drive. Perfect for off-road exploration and urban driving alike
32,112 mi.
Black
automatic
plug-in hybrid
Winchester, VA
$38,998
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2021 jeep gladiator rubicon
Discover the rugged charm of the 2021 Jeep Gladiator Rubicon, featuring a striking Bright White Clearcoat exterior and a sleek black interior. It has only 27,664 miles, making it an excellent choice for adventure seekers
27,664 mi.
White
Winchester, VA
$38,988
2023 jeep grand cherokee l limited
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
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
2021 Jeep Wrangler
2021 Jeep Wrangler
This 2021 Jeep Wrangler, equipped with 4WD and an automatic transmission, offers both rugged capability and exceptional off-road performance. Perfect for adventure seekers!
automatic
plug-in hybrid
Winchester, VA
$36,500
2022 jeep gladiator overland in winchester, virginia
2022 jeep gladiator overland in winchester, virginia
Discover the powerful 2022 Jeep Gladiator Overland in Winchester, VA, perfect for any adventure with its rugged capabilities and impressive highway mileage of 23 mpg
gasoline
Winchester, VA
$35,998
2020 jeep wrangler unlimited rubicon
2020 jeep wrangler unlimited rubicon
Experience the rugged charm of the 2020 Jeep Wrangler Unlimited Rubicon, featuring heated leather seats, a heated steering wheel, and advanced connectivity options like Bluetooth and XM Radio. Perfect for adventures with its high off-road capability
48,887 mi.
Bikini pearlcoat
automatic
gasoline
Winchester, VA
$35,747
2023 Jeep Wrangler
2023 Jeep Wrangler
Check out this rugged 2023 Jeep Wrangler equipped with 4WD and automatic transmission, perfect for both city driving and off-road adventures!
9,606 mi.
automatic
Winchester, VA
$35,506
2023 jeep wrangler unlimited willys sport
2023 jeep wrangler unlimited willys sport
This striking 2023 Jeep Wrangler Unlimited Willys Sport in blue is the perfect blend of style and capability, featuring a fuel-efficient gasoline engine and automatic transmission, ideal for your next adventure
24,763 mi.
Blue
automatic
gasoline
Winchester, VA
$34,998
2020 Jeep Grand Cherokee
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 wrangler islander
2021 jeep wrangler islander
This 2021 Jeep Wrangler Islander comes in a stunning blue exterior and boasts only 18,527 miles. It's fitted with an automatic transmission and four-wheel drive, making it perfect for any adventure
18,527 mi.
Blue
automatic
gasoline
Winchester, VA
$33,998
2021 Jeep Wrangler
2021 Jeep Wrangler
Discover the rugged freedom of the 2021 Jeep Wrangler, a perfect companion for both on and off-road adventures. With 4WD and an automatic transmission, it's ready for anything
automatic
gasoline
Winchester, VA
$33,998
2024 jeep wrangler sport
2024 jeep wrangler sport
Experience off-roading like never before with this 2024 Jeep Wrangler Sport, featuring low mileage and equipped with an 8-speed automatic transmission and four-wheel drive, perfect for adventure seekers
19,944 mi.
Earl clearcoat
automatic
gasoline
Winchester, VA
$33,747
2024 Jeep Wrangler
2024 Jeep Wrangler
Discover the 2024 Jeep Wrangler, a robust and stylish 4WD vehicle perfect for any adventure. Its automatic transmission ensures a smooth ride, making it an excellent choice for both off-road and city driving
automatic
gasoline
Winchester, VA
$33,497
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