Used Jeep Cars in Winter Park, FL For Sale Under $40,000 (58 results)

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Florida

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Winter Park, FL

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2021 jeep gladiator mojave 4x4

Discover the 2021 Jeep Gladiator Mojave, a versatile truck designed for adventure with a powerful 3.6L V6 engine, 4X4 capability, and a convenient 8-speed automatic transmission. Enjoy premium audio and heated leather seats as you conquer any terrain

10,783 mi.

Black

Truck

automatic

gasoline

Winter Park, FL

$38,991

2021 Jeep Gladiator

This 2021 Jeep Gladiator is equipped with 4WD and features an automatic transmission, making it a powerful and versatile vehicle perfect for any adventure

automatic

gasoline

Winter Park, FL

$38,991

2023 Jeep Grand Cherokee

Discover the elegance and advanced features of the 2023 Jeep Grand Cherokee, offering a smooth drive with its automatic transmission and reliable RWD capabilities in Winter Park, FL

automatic

gasoline

Winter Park, FL

$37,991

CARSBBS.COM

2021 Jeep

automatic

gasoline

Winter Park, FL

$37,655

2020 jeep gladiator rubicon

Experience the rugged power of this 2020 Jeep Gladiator Rubicon, featuring a stunning Hydro Blue Pearlcoat exterior and a plush black interior. With just 38,385 miles and a comprehensive list of premium features, this one-owner vehicle is ready for adventure!

38,385 mi.

Blue

automatic

gasoline

Winter Park, FL

$37,597

2022 jeep wrangler unlimited rubicon

This Black Clearcoat 2022 Jeep Wrangler 4xe Unlimited Rubicon is perfect for family or business. With just 21,305 miles, it’s ready for many more adventures while offering fast credit approval and a money-back guarantee

21,305 mi.

Black

automatic

gasoline

Winter Park, FL

$36,997

2022 jeep wrangler unlimited sahara

Discover the exceptional 2022 Jeep Wrangler Unlimited Sahara in Limited Edition Gobi Clearcoat. With low mileage and a history of no accidents, it's ready for new adventures!

19,967 mi.

Limited edition gobi clearcoat

automatic

gasoline

Winter Park, FL

$34,797

2021 jeep wrangler unlimited sahara

This stylish 2021 Jeep Wrangler Unlimited Sahara in Sting-Gray Clearcoat is perfect for both family adventures and business use, all while being backed by a market-leading return policy for your peace of mind

29,864 mi.

Sting-gray clearcoat

automatic

gasoline

Winter Park, FL

$34,797

2020 jeep wrangler unlimited rubicon

Experience adventure with this 2020 Jeep Wrangler Unlimited Rubicon. This rugged SUV features 4WD, premium audio, leather seats, and advanced navigation, ready for any journey you take it on

46,792 mi.

White

Suv

automatic

gasoline

Winter Park, FL

$33,991

2020 Jeep Wrangler

Discover the adventure-ready 2020 Jeep Wrangler, equipped with an automatic transmission and 4WD, perfect for tackling any terrain with ease

automatic

gasoline

Winter Park, FL

$33,041

2021 jeep gladiator willys 4x4

This striking 2021 Jeep Gladiator Willys features a stylish Sting-Gray Clearcoat exterior and a comfortable black interior. With only 21,814 miles, it's ready for adventure!

21,814 mi.

Sting-gray clearcoat

automatic

gasoline

Winter Park, FL

$32,997

2021 jeep wrangler unlimited sport

Experience the adventure with this 2021 Jeep Wrangler Unlimited Sport S in Granite Crystal Metallic. With only 21,241 miles, it features a sunroof for star-gazing and advanced safety features for complete peace of mind

21,241 mi.

Granite crystal metallic clearcoat

automatic

gasoline

Winter Park, FL

$31,797

2021 jeep gladiator

This low mileage 2021 Jeep Gladiator Sport is almost like new and promises Quality, Reliability, and Character. Experience the thrill of a robust performance in a stylish package without haggling over price

30,468 mi.

Notdoor

notdoor

Winter Park, FL

$30,991

2023 jeep gladiator overland

This stunning Firecracker Red 2023 Jeep Gladiator Overland is in excellent condition with no accidents and only one owner. It features a first-row sunroof for an airy feel, and a voice-activated navigation system for easy trips

43,922 mi.

Red

automatic

gasoline

Winter Park, FL

$30,695

2019 jeep wrangler unlimited sahara

This 2019 Jeep Wrangler Unlimited Sahara boasts a rugged design, equipped with new tires and a new battery. Its powerful 2.0L turbocharged engine and 8-speed automatic transmission make it a perfect for family adventures

53,077 mi.

Black

Suv

automatic

gasoline

Winter Park, FL

$29,999

2019 Jeep Wrangler

This 2019 Jeep Wrangler is a rugged 4WD vehicle, perfect for off-road adventures. With its powerful design and advanced features, it's ready to tackle any terrain!

automatic

gasoline

Winter Park, FL

$29,999

2021 jeep grand cherokee l laredo

Explore this striking 2021 Jeep Grand Cherokee L Laredo in Velvet Red. With a low mileage of just 31,717 and a smooth 8-speed automatic transmission, this SUV combines style and comfort for you and your family

31,717 mi.

Velvet red pearlcoat

automatic

gasoline

Winter Park, FL

$28,997

2022 jeep grand cherokee l laredo

This 2022 Jeep Grand Cherokee L Laredo, finished in stunning Baltic Gray Metallic, combines luxury and functionality with a spacious interior featuring a 3rd row seat and modern tech enhancements

41,500 mi.

Gray

Suv

automatic

gasoline

Winter Park, FL

$28,499

2023 jeep gladiator sport s

This 2023 Jeep Gladiator Sport S in Bright White Clearcoat is ready for your adventures. With its aggressive features and comfortable seating, it’s perfect for both family and business use

34,257 mi.

White

automatic

gasoline

Winter Park, FL

$27,995

2023 jeep grand cherokee l laredo

This well-maintained 2023 Jeep Grand Cherokee L Laredo in Bright White Clearcoat features a spacious interior perfect for families and includes advanced technologies for safety and connectivity, making it a reliable choice

25,837 mi.

White

automatic

gasoline

Winter Park, FL

$27,795

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