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Used Jeep Cherokee for Sale near Wingdale, NY

638 results
Wingdale, NY
2019 Jeep Cherokee Limited 4WD Watertown Mitsubishi

2019 Jeep Cherokee

Limited 4WD

65,055 miles

$15,991

Good Deal
Watertown, CT
24 mi away
Year:
2019
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
271 hp 3.2L V6
Exterior color:
Gray (Granite Crystal Metallic Clear Coat)
Fuel type:
Gasoline
Interior color:
Black
Mileage:
65,055
Stock number:
W2151
VIN:
1C4PJMDX5KD275420

Sponsored

2020 Jeep Cherokee Limited 4WD

2020 Jeep Cherokee

Limited 4WD

57,403 miles

$18,995

Fair Deal
Naugatuck, CT
29 mi away
Year:
2020
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
271 hp 3.2L V6
Exterior color:
Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
57,403
Stock number:
2089149
VIN:
1C4PJMDX7LD589149

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2017 Jeep Cherokee Trailhawk 4WD

2017 Jeep Cherokee

Trailhawk 4WD

105,197 miles

$13,499

Fair Deal
Lake Katrine, NY
29 mi away
Year:
2017
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
271 hp 3.2L V6
Exterior color:
Gray
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
105,197
Stock number:
TR25647A
VIN:
1C4PJMBS1HW632418

Sponsored

2019 Jeep Cherokee Limited 4WD

2019 Jeep Cherokee

Limited 4WD

90,824 miles

$13,749

Good Deal
Certified Pre-Owned
Watertown, CT
24 mi away
Year:
2019
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
271 hp 3.2L V6
Exterior color:
Diamond Black Crystal Pearlcoat
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
90,824
Stock number:
U86303A
VIN:
1C4PJMDX0KD435963

2019 Jeep Cherokee Latitude 4WD

2019 Jeep Cherokee

Latitude 4WD

103,103 miles

$12,495

Fair Deal
Poughkeepsie, NY
20 mi away
Year:
2019
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
180 hp 2.4L I4
Exterior color:
White
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
103,103
Stock number:
1961
VIN:
1C4PJMCB9KD288239

2016 Jeep Cherokee Latitude 4WD

2016 Jeep Cherokee

Latitude 4WD

117,656 miles

$9,199

Fair Deal
Danbury, CT
19 mi away
Year:
2016
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
271 hp 3.2L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
117,656
Stock number:
C2831
VIN:
1C4PJMCS6GW157278

Preparing for a close up...

Photos coming soon

2019 Jeep Cherokee

Limited 4WD

65,779 miles

$16,998

Fair Deal
Watertown, CT
24 mi away
Year:
2019
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
271 hp 3.2L V6
Exterior color:
Diamond Black Crystal Pearlcoat
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
65,779
Stock number:
K3139A
VIN:
1C4PJMDX3KD476510

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Photos coming soon

2021 Jeep Cherokee

Limited 4WD

61,105 miles

$18,097

Good Deal
Stratford, CT
40 mi away
Year:
2021
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
271 hp 3.2L V6
Exterior color:
Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
61,105
Stock number:
108678
VIN:
1C4PJMDX3MD138222

Preparing for a close up...

Photos coming soon

2020 Jeep Cherokee

Latitude 4WD

81,637 miles

$13,900

Good Deal
North Haven, CT
42 mi away
Year:
2020
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
180 hp 2.4L I4
Exterior color:
Gray
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
81,637
VIN:
1C4PJMCB1LD522908

Preparing for a close up...

Photos coming soon

2019 Jeep Cherokee

Altitude 4WD

88,903 miles

$15,797

Fair Deal
Catskill, NY
41 mi away
Year:
2019
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
271 hp 3.2L V6
Exterior color:
Bright White Clearcoat
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
88,903
Stock number:
12515U
VIN:
1C4PJMLX5KD309227

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Photos coming soon

2017 Jeep Cherokee

Limited 4WD

103,356 miles

$11,500

Good Deal
Watertown, CT
23 mi away
Year:
2017
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
271 hp 3.2L V6
Exterior color:
Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
9-Speed Automatic
Mileage:
103,356
Stock number:
X22073A
VIN:
1C4PJMDS2HW631744

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Photos coming soon

2019 Jeep Cherokee

Limited 4WD

63,118 miles

$16,995

Fair Deal
Middletown, CT
45 mi away
Year:
2019
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
270 hp 2L I4
Exterior color:
Gray
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
63,118
VIN:
1C4PJMDN2KD168209

Preparing for a close up...

Photos coming soon

2021 Jeep Cherokee

Limited 4WD

96,778 miles

$14,791

Good Deal
Carmel, NY
20 mi away
Year:
2021
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
271 hp 3.2L V6
Exterior color:
White
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
96,778
Stock number:
MA1145
VIN:
1C4PJMDX2MD137983

Preparing for a close up...

Photos coming soon

2019 Jeep Cherokee

Limited 4WD

65,055 miles

$15,991

Good Deal
Watertown, CT
24 mi away
Year:
2019
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
271 hp 3.2L V6
Exterior color:
Gray (Granite Crystal Metallic Clear Coat)
Fuel type:
Gasoline
Interior color:
Black
Mileage:
65,055
Stock number:
W2151
VIN:
1C4PJMDX5KD275420

Preparing for a close up...

Photos coming soon

2019 Jeep Cherokee

Latitude Plus 4WD

29,648 miles

$18,999

Fair Deal
Lake Katrine, NY
29 mi away
Year:
2019
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
180 hp 2.4L I4
Exterior color:
Red
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
29,648
Stock number:
FN25519A
VIN:
1C4PJMLB8KD336796

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  1. Home
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  3. / Jeep Cherokee
  4. / New York
  5. / Wingdale
Overview
Reviews
FAQs

CarGurus recommends the 2019 Jeep Cherokee

Picture of Jeep Cherokee ## Summary - With 4,265 currently listed for sale and an **average price of $15,319.00**, 34.1% of 2019 Jeep Cherokees for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2019 Jeep Cherokee 4.47 / 5 stars. - **66.9% of 2019 Cherokee models on CarGurus are accident free**. - The 2019 Jeep Cherokee offers a new turbocharged engine option delivering impressive performance alongside its well-known off-road capabilities and a comfortable interior. ## Why it stands out The 2019 Jeep Cherokee stands out in the increasingly crowded compact SUV market due to its combination of off-road prowess and everyday comfort. Newly redesigned, the Cherokee introduces a fresh aesthetic while maintaining Jeep's rugged reputation. The vehicle offers various trims, including the Trailhawk, which enhances its off-road capabilities with specialized features like a locking rear differential and an upgraded suspension. The interior is spacious and equipped with the latest Uconnect infotainment system, featuring smartphone integration that supports Apple CarPlay and Android Auto. Overall, the 2019 Cherokee appeals to adventurous drivers seeking versatility without compromising on comfort and technology. ## Other model years to consider - **[2020 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2020-Jeep-Cherokee-c29396)** - Average price: $17,182.00 - Good/great deal percentage: 32.4% - User rating: 4.62 / 5 - Total listings: 4,673 - **[2018 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2018-Jeep-Cherokee-c27056)** - Average price: $13,242.00 - Good/great deal percentage: 34.0% - User rating: 4.39 / 5 - Total listings: 3,814 - **[2022 Jeep Cherokee](https://www.cargurus.com/Cars/l-Used-2022-Jeep-Cherokee-c32108)** - Average price: $23,584.00 - Good/great deal percentage: 29.9% - User rating: 4.82 / 5 - Total listings: 2,294 These recommendations are based on CarGurus' proprietary market data from March 20, 2026, CarGurus experts' opinions, and generative AI.

4.4 Overall rating

(1,108 reviews)

Customers say

The Jeep Cherokee has long been celebrated for its rugged reliability, impressive off-road capabilities, and overall durability. Owners tend to praise its powerful engines, spacious interiors, and user-friendly features across various models. Many drivers also appreciate the comfortable ride and the great value it offers. However, some common complaints include inconsistent performance, fuel economy concerns, and occasional reliability issues, particularly with older models. In essence, the Cherokee stands out as a dependable choice for those who enjoy adventure and need a versatile vehicle, though it may not always deliver on efficiency and peak performance.

AI generated from the text of customer reviews.

What people say

interior off-road capabilities performance power reliability
Stephanie F
5.0
Reviewed a 2016 Jeep Cherokee on Jun 05, 2024

My husband and I absolutely enjoy this new car of ours. This is the vehicle we want and need. The features are perfect and everything works great, though we had to replace the brakes, spark plugs , and a few other things. The vehicle is in excellent condition and still looks new. The interior is beautiful. It’s the best vehicle for all of the driving that we do.

Xing F
5.0
Reviewed a 2021 Jeep Cherokee on Oct 22, 2024

The 2021 Jeep Cherokee is a versatile compact SUV that excels in off-road performance, particularly in the Trailhawk trim, thanks to its advanced 4x4 system and terrain management features.

Jeremy R
5.0
Reviewed a 2022 Jeep Cherokee on Aug 14, 2024

The cars features are great it rides nice and had a one stop shop for everything we wanted in a family vehicle couldnt be happier

Michael W
5.0
Reviewed a 2020 Jeep Trailhawk Elite 4WD on Jul 28, 2024

The vehicle is very capable on and off road. Plenty of power to get up to speed on the highway, pass someone, and 4500lb towing capacity. Also it is the only trailhawk in the lineup to have a true rear locker.

Matthew P
5.0
Reviewed a 2021 Jeep Cherokee on Dec 29, 2024

The car’s features are awesome, all this at a great deal

Jeep Cherokee FAQs

How much does the Jeep Cherokee cost in Wingdale, NY?

The average Jeep Cherokee costs about $15,575.76. The average price has decreased by -8.2% since last year. The 635 for sale near Wingdale, NY on CarGurus, range from $5,855 to $62,795 in price.

Is the Jeep Cherokee a good car?

CarGurus experts gave the 2026 Jeep Cherokee an overall rating of 7/10 and Jeep Cherokee owners have rated the vehicle a 4.4/5 stars on average. If a vehicle has both strong expert and owner reviews, you can feel confident in its quality. If either expert reviews, owner reviews, or both are spotty, you might want to do some research to figure out where the car falls short.

How many Jeep Cherokee vehicles in Wingdale, NY have no reported accidents or damage?

518 out of 635 for sale near Wingdale, NY have no reported accidents or damage.

Is the Jeep Cherokee safe?

CarGurus experts gave the 2026 Jeep Cherokee a safety rating of 7/10.

What fuel types are available?

Gasoline engines are available.

  • 2026 Jeep Cherokee in Wingdale NY

  • 2023 Jeep Cherokee

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  • Used Jeep Cherokee for Sale Under $10,000 Near Wingdale

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  • Jeep Cherokee Limited 4WD

  • Jeep Cherokee Trailhawk 4WD

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