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Used Jeep Grand Cherokee for sale near Winchester, WI under $40,000

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29 matches 30 miles from 54947
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Months
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Used

2020 Jeep Grand Cherokee Laredo

60,526 mi.
$23,700 $195 price drop
Russ Darrow Direct
(521 reviews)
Neenah, WI

Vehicle information

Ext. color: Velvet Red Pearlcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 18-25
Fuel type: Gasoline
Transmission: 8-SPEED A/T
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: T250147A
VIN: 1C4RJFBG9MC589913

Features

Convenience: Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Power Liftgate, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Roof Rack, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Seating: Leather Seats, Memory Seat

Reviews

Bergstrom Chrysler Dodge Jeep Ram of Oshkosh review

Best follow up for a new truck purchase

Dealer was able to locate the exact model 2017 RAM Big Horn truck and got it in just one day. It was ready on time, with added NAV (now a dealer install) and we were out there in one hour. We emailed a few documents at their suggestion, which helped the process. All went smoothly with no surprises. General Manager stepped in to help early in process.

2021 Jeep Grand Cherokee Limited X review

I just love everything about my 2021 80th anniversary

I just love everything about my 2021 80th anniversary edition G/C! I purchased new but now has 81000km. So much enjoy all the style comfort with no issues. So much more reliable and better looking than the new body style that was released later in 2021.

Vehicle information

Ext. color: Metallic
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 19-26
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: P322
VIN: 1C4RJHAG7N8594688

Features

Convenience: Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Power Liftgate, Remote Start
Entertainment: Apple CarPlay®, Bluetooth®, USB Port
Exterior: Alloy Wheels, Roof Rack, Sunroof/Moonroof
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control

Reviews

Kolosso Chrysler Jeep Dodge Ram review

Service

Service department is great, people nice, clean, they even clean my jeep. The service writers are very helpful. Service was very quick and complete, thanks

2022 Jeep Grand Cherokee Altitude review

My opinion of 2022 Jeep Grand Cherokee

This is my first Jeep I have ever owned. I always liked the looks of the Grand Cherokee. I’m happy with the vehicle. No complaints except it does like to drink gasoline. My previous 4 vehicles were all 8 cylinder full size pickup trucks. The Jeep being a 6 cylinder eats more gas. The Other than that, I’m very happy with my purchase of my 2022 Jeep Grand Cherokee. Good looks, drives well, comfortable and safe.

Vehicle information

Ext. color: Bright White Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 18-25
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: KPBS16065
VIN: 1C4RJFBG1MC754188

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Power Liftgate, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Satellite Radio, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Roof Rack, Sunroof/Moonroof
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Rear Cross Traffic Alert, Stability Control
Seating: Leather Seats, Memory Seat

Reviews

Russ Darrow Direct review

Very good experience

Highly recommend. Staff was excellent and very good service. Vehicle was as nice as advertised. Traveled from out of town and they made it a very easy transaction.

2021 Jeep Grand Cherokee Limited X review

Perfect New England Vehicle !

My Grand Cherokee Laredo E just turned 50,000 miles a few days ago. Other than routine maintenance, the only money that I have invested in it was for 4 tires last month. Extremely comfortable, capable and reliable. While not delivering Prius-like gas mileage, given the performance it provides in all types of weather.............NO COMPLAINTS !

Vehicle information

Ext. color: Diamond Black Crystal Pearlcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 18-25
Fuel type: Gasoline
Transmission: Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: RA1731
VIN: 1C4RJFBG3KC542048

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Power Liftgate, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior: Alloy Wheels
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Rear Cross Traffic Alert, Stability Control
Seating: Leather Seats, Memory Seat

Reviews

Royal Automotive review

Excellent experience!!

Buying a car from Royal Auto was an excellent experience!! From the staff to the service this place can't be beat. If your looking for a car but don't want the "big dealer" shuffle, give them a call or check them out online!!

2019 Jeep Grand Cherokee Limited X review

The 2019 Grand Cherokee Limited was the Jeep I had my eye

The 2019 Grand Cherokee Limited was the Jeep I had my eye on for a while. I've owned a 2012 Laredo X, and a 2018 Limited Anniversary/Heritage Edition. I was specifically looking for Limited trim without the 20" rims, although, I love the look of the Altitude versions, I just didn't really care/want to deal with less side-wall, nicer-looking rims. I avoided the Overland and Trailhawk because of the air-suspension. Overall the interior is fine, it's comfortable and familiar for me, since I've owned them before, but that's also the only issue/complaint I would have. The interior is updated from the 2012, however, basically it's a very light update, U-Connect, Gauges, Shifter, and possibly a few other items here and there. But essentially, the dashboard is the same dashboard I've seen since 2012. While owning the previous (2) I never experienced any mechanical issues that left me stranded. One had a weird issue with blowing lights in the tailgate, but it would just randomly decide to burn out, replace one it would blow another. No other major issues. The 2019 leather on the steering wheel feels smooth and buttery like they always have. The suspension feels great, still solid and tight. Brakes are strong and grippy, pedal feel is nice and firm. So far I'm super satisfied with this Jeep, I got the perfect combination of all the features I wanted, Memory Seats, Sunroof, power trunk, heated-seats and wheel. Not sure if I'd be willing to sell this one and get a newer model, but, I'd possibly get another WK2.

Vehicle information

Ext. color: Bright White Clearcoat
Int. color: Global Black
Drivetrain: Four-wheel Drive
MPG: 19-26
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: 5941A
VIN: 1C4RJHAG3PC594302

Features

Convenience: Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Power Liftgate, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Seating: Leather Seats

Reviews

Vande Hey Brantmeier Chrysler Dodge Jeep RAM review

Great Staff Great Service

The staff at VHB is very helpful John communicates well and makes sure that you are comfortable with the work being done. The technicians do a great job of servicing my truck I have never had an issue with the work they have done.

2023 Jeep Grand Cherokee Altitude review

Natural upgrade choice

Runs smooth. Very comfortable. Always loved the Jeep brand so this was a natural upgrade. Love the options too. The adaptive cruise control is amazing.

Vehicle information

Ext. color: Bright White Clearcoat
Int. color: Global Black
Drivetrain: Four-wheel Drive
MPG: 19-26
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: 5934A
VIN: 1C4RJHAG1P8102739

Features

Convenience: Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Power Liftgate, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Sunroof/Moonroof, Tow Hitch
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Seating: Leather Seats

Reviews

Vande Hey Brantmeier Chrysler Dodge Jeep RAM review

Great Dealership

Very easy and smooth buying process, Jeremy did a great job explaining how everything worked and showed me all the features of the car, he spent enough time with me that I understood everything well.

2023 Jeep Grand Cherokee Altitude review

Great overall

bought a new 2022 GC Summit. I wanted the hemi, only found it in Summit pkg at the time. Overall love the vehicle interior is as nice as anything out there. Real wood, lots of leather and nice materials overall on interior. Kicking stereo. Had a 2016 Overland with hemi. Wanted one more new hemi before quit making them. Easy 20-22 mpg at 70 mph. Plenty of power, very quiet and smooth. Biggest complaint all the plastic trim on the outside. First time i shut the door sounded like a rattle or something, not as solid as the 2016, when i shut the door it sounded solid. Nothing i could find wrong just pieces seeming to make a noise. Overall love it. Looks great, rides great, descent mileage, and very nice interior. Did i mention messaging seats are real sweet. Also plenty of towing power which i needed. Excellent in the snow as well.

Vehicle information

Ext. color: Hydro Blue Pearlcoat
Int. color: Global Black
Drivetrain: Four-wheel Drive
MPG: 19-26
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: 5937A
VIN: 1C4RJHDG3P8907864

Features

Convenience: Adaptive Cruise Control, Cooled Seats, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Power Liftgate, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Rain Sensing Wipers, Rear Cross Traffic Alert, Stability Control
Seating: Leather Seats, Memory Seat

Reviews

Vande Hey Brantmeier Chrysler Dodge Jeep RAM review

Fast easy way to buy a new car

Fast easy everything was laid out and easily understood Mike had the vehicle clean and perfect for us to pick-up and ran us through settings and other items we could adjust later

2023 Jeep Grand Cherokee Overland review

‘23 Grand Cherokee Summit

New Jeep GC owner…about a month in. Bought a ‘23 Grand Cherokee Summit after admiring the looks of it. Was nervous to purchase because I usually drive foreign. I also own a ‘22 Audi and have to say that the quality of my Jeep is comparable. I am pleasantly surprised by the drive as well as the quality of the finishes. The ride is quiet and smooth. The 6 cylinder has plenty of pep and has no trouble getting down the highway. It even has a bit of a growl when you step down on it. I legit smile every time I drive my Jeep.

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Vehicle information

Ext. color: Brilliant Black Crystal Pearlcoat
Int. color: New Saddle Leather
Drivetrain: Four-wheel Drive
MPG: 13-20
Fuel type: Gasoline
Transmission: Automatic
Engine: HEMI 5.7L V-8 variable valve control, regular unleaded, engine w
Stock #: W80817
VIN: 1C4RJFCT8DC639194

Features

Convenience: Adaptive Cruise Control, Cooled Seats, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Power Folding Mirrors, Power Liftgate, Remote Start
Entertainment: Bluetooth®, CD Player, DVD Player, HomeLink, Premium Sound System, Satellite Radio
Exterior: Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Rain Sensing Wipers, Rear Cross Traffic Alert, Stability Control
Seating: Leather Seats, Memory Seat

Vehicle information

Ext. color: Bright White Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 18-25
Fuel type: Gasoline
Transmission: Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: PPS6988
VIN: 1C4RJFBG9MC533017

Features

Convenience: Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Power Liftgate, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Satellite Radio, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Roof Rack, Sunroof/Moonroof
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Seating: Leather Seats, Memory Seat

Vehicle information

Ext. color: Billet Silver Metallic Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 18-25
Fuel type: Gasoline
Transmission: Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: F0722
VIN: 1C4RJFAG5MC709773

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Power Liftgate, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Satellite Radio, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Roof Rack
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Rear Cross Traffic Alert, Stability Control
Seating: Leather Seats

Vehicle information

Ext. color: Diamond Black
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 18-25
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: 25FH356A
VIN: 1C4RJFAG7MC709922

Features

Convenience: Keyless Entry, Keyless Start, Navigation System, Power Liftgate, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Satellite Radio, USB Port
Exterior: Alloy Wheels, Roof Rack
Safety: Backup Camera, Brake Assist, Stability Control

Vehicle information

Ext. color: Pacific Blue Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 18-25
Fuel type: Gasoline
Transmission: Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: J917289SG
VIN: 1C4RJFBG5MC780745

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Power Liftgate, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Satellite Radio, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Roof Rack, Sunroof/Moonroof
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Rear Cross Traffic Alert, Stability Control
Seating: Leather Seats, Memory Seat

Vehicle information

Ext. color: Velvet Red Pearlcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 18-25
Fuel type: Gasoline
Transmission: Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: 25J127A
VIN: 1C4RJFAG0HC671262

Features

Convenience: Keyless Entry, Keyless Start
Entertainment: Bluetooth®, USB Port
Exterior: Alloy Wheels, Roof Rack
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Rear Cross Traffic Alert, Stability Control

Vehicle information

Ext. color: Granite Crystal Metallic Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 18-25
Fuel type: Gasoline
Transmission: Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: B225644TB
VIN: 1C4RJFAG7HC803658

Features

Convenience: Keyless Entry, Keyless Start
Entertainment: Bluetooth®, USB Port
Exterior: Alloy Wheels
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Rear Cross Traffic Alert, Stability Control

Vehicle information

Ext. color: Bright White Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 18-25
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: 8968A
VIN: 1C4RJFAG5LC386484

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Power Liftgate, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Satellite Radio, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Rear Cross Traffic Alert, Stability Control

Vehicle information

Ext. color: Slate Blue Pearlcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 18-25
Fuel type: Gasoline
Transmission: Automatic
Engine: Pentastar 3.6L V-6 DOHC, variable valve control, regular unleade
Stock #: H26057A
VIN: 1C4RJFBG3MC883100

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Power Liftgate, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Satellite Radio, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Roof Rack, Sunroof/Moonroof
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Rear Cross Traffic Alert, Stability Control
Seating: Leather Seats, Memory Seat

Vehicle information

Ext. color: Bright White Clearcoat
Int. color: Global Black
Drivetrain: Four-wheel Drive
MPG: 19-26
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: PC647412A
VIN: 1C4RJHAG2PC647412

Features

Convenience: Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Power Liftgate, Remote Start
Entertainment: Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Sunroof/Moonroof
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rain Sensing Wipers, Rear Cross Traffic Alert, Stability Control
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Jeep Grand Cherokee prices by year

Model year Prices from Deals
2025 Jeep Grand Cherokee $35,015 1 Good deal

*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.

**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.

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Used Jeep Grand Cherokee by price

Compare the Jeep Grand Cherokee

Jeep Grand Cherokee under $40,000 by city

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