Used Cars in Winchester, KY For Sale Under $40,000 (270 results)

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State:Kentucky

City:Winchester, KY

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2025
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(1)
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(2)

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(210)
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(52)
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(6)
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(56)
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(36)
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(36)
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(27)
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(16)

Fuel

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(180)
flex fuel
(1)
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(1)

Category

classic cars
(2)

State

Kentucky

City

Winchester, KY

Features

Air conditioning
(117)
AM/FM radio
(114)
Cruise control
(113)
Power windows
(106)
Backup camera
(103)
Bluetooth
(94)
Bucket seats
(92)
MP3 player
(87)
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(77)
Aluminum wheels
(59)
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(48)
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(40)
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(26)
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(21)
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(17)
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(17)
Four wheel independent suspension
(17)
Front dual zone A/C
(17)
Power steering
(17)
Remote start
(13)
Brake assist
(12)
Power driver seat
(11)
Power seats
(11)
Sunroof/Moonroof
(11)
Automatic headlights
(10)
Keyless entry
(10)
Leather seats
(10)
Adjustable steering wheel
(9)
Child-safety locks
(9)

2023 RAM 1500

This 2023 Ram 1500 is equipped with 4WD and an automatic transmission, offering both power and convenience for any terrain. Perfect for those who want a reliable truck

automatic

gasoline

Winchester, KY

$39,988

2020 gmc yukon xl denali

Experience luxury and power with this 2020 GMC Yukon XL Denali equipped with four-wheel drive, advanced safety features, and premium audio for a smooth ride everywhere you go

83,818 mi.

White

automatic

gasoline

Winchester, KY

$39,988

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 RAM 1500

Experience the powerful 2021 Ram 1500 4WD, equipped with automatic transmission for smooth driving. Great for any adventure!

automatic

gasoline

Winchester, KY

$37,988

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

2023 ram 1500 big horn/lone star

This 2023 RAM 1500 Big Horn/Lone Star offers a striking Diamond Black Crystal Pearlcoat exterior and a comfortable black interior. Enjoy peace of mind with its one-owner history and multiple service benefits

32,652 mi.

Black

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

2023 Toyota Tacoma

This 2023 Toyota Tacoma features a durable 4WD system, perfect for off-road adventures and daily driving. With an automatic transmission, you'll experience smooth handling and exceptional performance

automatic

gasoline

Winchester, KY

$36,988

2022 Dodge Durango

Discover the 2022 Dodge Durango, featuring a sleek design and a reliable RWD setup with automatic transmission for a smooth drive. It's ready for your next adventure!

automatic

gasoline

Winchester, KY

$36,988

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2022 RAM 1500

This 2022 Ram 1500 is equipped with 4WD and an automatic transmission for a smooth driving experience. Perfect for those looking for a reliable truck

automatic

gasoline

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

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