Used Jeep Grand Cherokee for sale near Winona, MN under $50,000

Barry at Dahl was so great to work with! He was knowledgeable about all aspects of the vehicles we were looking at (engine, performance, safety, amenities, etc.). He spent a lot of time with us making sure he was putting us in the right vehicles that match our lifestyle and desired options. At no time did we feel rushed or pushed to make a quick decision. Overall a great experience and would highly recommend Barry and Dahl!!

Have owned Jeeps for 35 years. This is the most comfortable ever. Altitude 4x2 L, V6, avg. 19-24 MPG. Tow up to 8,000. 6 passenger with 2 fold downs in back. Paid 34k with 18k miles

Taylor was a terrific salesperson! Knowledgeable, patient, listened to concerns, answered questions and helped with negotiations. Absolutely first rate. Result was the purchase of a vehicle that is right for me, and fair prices on that vehicle and the trade in. Thanks Taylor!

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.

Pleasent to work with. Nathan listened and got me just what I was looking for. He set me up wonderfully with my new silverado.

I've been driving for 43 years now and have owned an array of different vehicles, however I've never been financially fortunate to purchase a luxury model - until now! I was looking for a mid size vehicle that would check many boxes for my snowy Michigan commutes, along with distant travel comfort to and from my cabin and some towing capacity. I have only had this for roughly 1500 miles and wow.. My first impression was luxury. So many base options included in a mid sized and mid priced SUV that pleasantly surprised me. Secondly was the ride quality. Both smooth and quiet and handling. I've read other reviews discussing power inadequacy, but not at all. Plenty of passing and get tup to speed power. Next was the snow. I have Michelin defender tires and wow - what have I been missing? The snow 4x4 duaratac features combined with these tires make this a beast in the snow, slush and rain. It definitely gives me a much more safety reassurance while driving in these conditions. I have not tried the towing yet and have not had any "reliable" issues to report, but we are very fortunate with our pick and one very capable snow commuter.

Your service department is outstanding. Mike Dahl is fantastic and takes great care of us every time we visit. I strongly recommend this service department. If you ask for Mike, you can't go wrong.

This is my 2nd Jeep Grand Cherokee (previous one was a 2016), and I absolutely love it. Gives a very smooth ride. The vehicle feels very sturdy and solid, which to me is another plus. Disappointed that it didn't come with a cargo cover though!

Satisfied with the service and the pleasant people who assisted me. Very nice experience.

My husband and I love our Grand Jeep Cherokee we purchased from Chrysler, Dodge, Jeep of Winter Haven. We love everything about this vehicle. Matt is our Salesman, and he did everything he could to get us in a Jeep we would like. I highly recommend this company.

Randy Martin was very friendly and helpful! He helped us find a nice new van and walked us through the process despite our very busy children running around.

Second lease on a Grand Cherokee. Different than my 2021 in many ways. The all wheel drive makes the steering more sensitive. Tricky parking brake and much smaller layout of gauges in dash. No Sirius satilitte radio. Seats are harder. Overall better than the 2021.

Saw the car online. Set up a test drive appointment. When I arrived the car was ready and Sales Consultant met me on arrival. The vehicle was very clean and exactly what was advertised. The finance manager, Ethan was very knowledgeable and professional. We couldn't come together on a trade in price. He offered to detail my car so that I can sell it privately at no charge. The car was listed as a great deal on Car Gurus. Left the Coulle Auto dealership feeling good on the purchase that I made.

2017 GC Limited 4WD. Bought it 3 years ago with 53k miles and now approaching 108k miles. When we bought it, we went to fill the tank for the first time and the gas pump kept shutting off. Turns out there was a known issue with the fuel filler neck assembly. The selling dealer replaced it under warranty and we literally didn't have another issue until 100k miles. At 100k miles took it in for new spark plugs, which is normal maintenance, and found the radiator leaking. The new radiator was not cheap. Have not had any other issues, just replaced the factory original brakes, they made it almost to 108k! We live in Minnesota and this vehicle is an absolute beast in the snow. Put it in snow mode and it is very stable and feels unstoppable. It is a comfortable long distance cruiser and gets decent mileage on the highway, between 24-27mpg. The UConnect system is very easy to use, and the nav is pretty good, but the whole system operates quite slowly. That's a minor complaint I think. Overall we are pretty happy with our WK2.

I used Winona Chrysler to trade-in my damaged vehicle for a used vehicle. Gabriel Longhini did an excellent job of helping me through the process and answering any questions I had. At the time I was working with my insurance with a claim on the vehicle. He was extremely patient, helpful, and quick to respond back when I texted him any questions I had. He even took my car in to get an estimate on the damage for my insurance since I am not from the Winona area and needed that done! My in-laws also purchased a used car from this location, and LOVE it. My family and I have had an overall great experience.

I HATE is the warning 'Place Two Hands On Wheel' as it goes off even when I have both hands on the wheel - No matter where I place my hands on the wheel it goes off. Since it is connected to the Lane Departure feature in order to not have to hear a constant warning alarm for Two Hands on Wheel I have to turn off the Lane Departure feature (which I love).

I purchased a couple vehicles here and will keep coming back! Outstanding personal service and easy to work with. Makes the car buying experience enjoyable, simple and fast. I will keep coming back.

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.

Called for them to expect me in about 4 hrs. Made it in about 1hour and 30 minutes. Walked to the front door and a sales clerk ask me can i help you. And he says are you Derrick Sommerville? And i said yes! How did you know? That's old school service that does not happen nowadays, so hat's off to them. The experience with Taylor was phenomenal!!! The test drive was highly informative!!! So was Taylor.She had all the answers to my questions. Taylor was highly professional.The financial advisor was top notch!!

I initially leased my Grand Cherokee Limited but ended up buying it outright at lease end. It has been an awesome vehicle for the 6 years I've had it. I have only had two minor things that have needed work, one was AC needed more coolant and leaking rear strut which must be a fairly common issue as my mom's Durango has had the same problem. Super comfortable ride and plenty of room. My only beef is the halogen factory lights are horrendous but swapping the bulbs out for LED made a big difference for under $200. I normally don't keep a vehicle for longer than 2 years, but after 6 I love this vehicle just as much today as did the day I ordered it!

My sales person Jon is one of the nicest people I've ever met he really takes his time to find and meet the needs of the customer it's a third vehicle he has sold me and I will continue to go back to him each and every few years for a newer

I dealt with Randy Martin and he was very friendly and helpful he made you feel rite at home. Everyone at Pischke were very helpful and they explained everything. I would buy another vehicle from Pischke Motors

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 !

I bought a used Jeep Cherokee from Pischke. Mike Baumbach was my sales person. He is very personable and answered all of my questions. It was a very good experience. Tyrone, the "finance guy" was equally as pleasant. I would recommend.

Bought my 2017 Overland 2WD preowned with 74k miles. It’s now Feb of 2024 my Jeep’s got 135k on the odometer and I’ve never once had an issue. I occasionally get car fever, start looking at cars online, but the second I jump behind the wheel of my Grand Cherokee I smile and decide to keep it for a little longer. I still love the look, it’s super comfortable, has plenty of power, all the bells and whistles I want (and beyond), and I love the fact not every single thing is touch screen as most modern vehicles. I love I can turn up the volume, operate the AC and many features with good ‘ole KNOBS without taking my eyes off the road.

From Sioux Falls, SD. Mike B was my salesman. Unbelievable experience from beginning to end! Mike took pictures and video's to send and the Finance Dept made the deal easy. I would recommend buying a vehicle here. No pressure, just alway's asked if they could do anymore to earn my business. Driving 4.5 hours there, everything was ready besides for the test drive. 5 Stars!

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.

Sales staff is knowlegeable and friendly. Prices are fair and transparent. They make the entire process easy.

Great straight forward experience. No pressure, easy to deal with. Excellent correspondence and no surprises. Kind of like the dealerships you used to be able to work with. Will be back

Bought the vehicle with 30,000 miles. Turned over 100,000 this week after four years. ZERO unplanned visits to the dealership. Just normal oil, filters, wipers. Since we tow a 3500-pound boat, decided to replace the brakes at 80,000 miles, turns out there was still plenty of material left. Infotainment screen developed minor delamination this spring. Was still working fine but decided to replace it anyway. Easy replacement job for $350 with YouTube help. Lowest maintenance vehicle we have ever owned.

I purchased it used in 2022, it had 76k and now has 96 in 2025. It's 4wd with the 5.7 Hemi in the Overland trim. It hasn't given me any trouble.

great service, very professional, good check points for condition of vehicle

Purchased brand new after totalling out my Santa Fe XL. This has by far been one of the best vehicles I've owned. For as large as it is, its incredibly fuel efficient yet has plenty of power to tow my parents fish/ski boat. My only complaints are the factory Michelin's were trash in Minnesota and the interior "Cargo" area is significantly smaller than my previous Santa Fe's, but thats more of a personal opinion versus any design flaw. Ironically quite a few of my coworkers have JGC's as well and almost all of them have over 200k on them, I'm still at 65k. Not sure why they have a bad reputation in the auto world, but I'm certainly glad pleased with my choice, even 6 years later!

Just purchased our second jeep from Pischke's and the customer service was excellent. They were so nice in helping us choose the exact right vehicle for us and they took the time to answer all of our questions.

Bought my first Jeep Grand Cherokee in January of 2022. I was in a wreck where another vehicle hit me and threw me off the road into a ditch. I went airborne and came down hard. It was a miracle I did not flip. All of my driver-side airbags deployed (front and back) and I walked away with minor injuries. This vehicle kept me safe and I will have another one to replace the totaled Jeep from my wreck.