Used Jeep Grand Cherokee for sale near French Island, WI under $50,000

Came in to look at a 2022 Pacifica. It was in really good condition, reasonably priced, and no serious issues. There was one minor issue with it that they took care of for us before we finalized the sale. Only minor caveat is that we had pre-arranged financing through our bank, and they did contact our bank but didn't go through the agent I specifically told them to contact, so there was some confusion about the loan that way. Overall a positive experience, would buy from them again.

We purchased our 2014 Grand Cherokee Overland new and after 11 years and almost 150,000 miles it easily the BEST vehicle we have ever owned. It is comfortable, delivers reasonable mileage, is quiet, well built, incredibly durable and looks as good today as the day we took delivery.

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'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.

Serviced the car and put on 4 new tires. Cordial, quick, and good.

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

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.

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!

Great staff at Sleepy Hollow Chrysler. They made the buying process very quick and efficient. Love my new Ram!

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.

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 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!

Was in for normal service this time. Had purchased the vehicle there several years ago and always service it there.

2022 Grand Cherokee Overland. Beautiful inside and out. Love the extras that the Overland package provide. Beats EPA milage estimates easily. ride comfort is very good, even in the rear seats.

Overall We were pleased with the purchase of the vehicle and decided to buy it after leasing for 3 years.

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.

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.

I drove from the twin cities to test drive a Audi S5. The car was amazing and Brandon made the process easy and enjoyable. I drove my S5 home with a smile on my face.

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.

Just bought a vehicle from Derek- best experience I’ve ever had! He was so friendly, the process was quick and easy and the vehicle was made perfect for me. Would buy here again!

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 !

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.

We are very happy with our '21 GC Limited. It is well appointed, with many options, drives nice, comfortable and still sits higher, unlike a lot of other "car" SUV's. We use this as our only vehicle, and flat tow behind our motorhome. Jeeps are the best vehicles made to flat tow!! We have climbed dirt trails in the West and cruised coastal waterways. Love it.

Very easy to deal with Great People to work with and Love the Truck Thank You.

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.

Oil change was done in a timely manner. Will need additional work. Made aware and the cost for labor.

Always great service , helpful and personable staff

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 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.

This is third Jeep I have leased and best yet. Summit Reserve Trim is amazing. Great performance and many comfort features. Performance from the v8 Hemi is amazing.

Great customer service and repair! Chris Young is an abosolute professional! Wonderful service repair department! Took the time to fit us in the schedule on a Saturday afternoon to repair our vehicle so we could travel out of town the next day for work. Thank you!

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.

Jesse Brown and Monica Lewis are amazing. My new (used) car is a big step up in technology from my old car. Jesse was so good about explaining everything, sometimes more than once till i got it!! Monica took care of all the financing. She explained everything and got me a great rate!! These two people are beyond wonderful at their jobs. Would go there again in heartbeat when i need another car. i was very nervous when i first walked in the door, but that disappeared as i worked with these two amazing individuals!!! Thank you Jesse and Monica. Still loving my car!!

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.

Dealt with a few members of their staff. All very professional and responded very quickly. I ended up finding my truck at a local dealer, but would highly recommend Winona Chrysler to anyone in the market.

We bought a jeep Cherokee a few years ago and bring it in for regular maintenance. Nice people excellent service!

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.