Used Jeep Grand Cherokee for sale near Winterset, IA under $599,963

Sterling is wonderful to work with and my new CT4 V is beautiful . The whole staff is friendly and very helpful. They worked with me on everything I needed to know about my new Cadillac.

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

Came right to my home, and completed recall notices on my 2021 escape and my 2010 fusion. Excellent service. John was very personable, was here when he said he would be. Would highly recommend.

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!

I had an excellent experience with Des Moines Audi from start to finish! I was 1,500 miles away, trying to find the perfect car for my daughter at ISU. Using Autotempest, I searched sites like cars.com and discovered a fantastic low-mileage car listed at their dealership. I reached out, and Elvis from Des Moines Audi responded promptly. He was incredibly helpful throughout the entire process, guiding me every step of the way and even following up after the sale to ensure everything was perfect. My daughter is absolutely thrilled with her new car, and I couldn’t be happier with the service we received. Highly recommend!

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.

Great salesperson. Kept me up to date on any changes . Couldn't as for a better one.

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.

Nermin was fantastic to work with. Listened to what we wanted and showed us exactly what we talked about. From test driving to buying our vehicle, everything went smooth. Thank you Nermin for helping us find the right suv for us! Crystal and Rachael H.

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.

I Went in for my free oil change at Karl Chevrolet in Stuart, IA . It Was very fast and easy . Deb Johnson is always so friendly and helpful.

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.

Jeremy Wright went above and beyond for us. He helped us find the right car and right price. When you go there ask for Jeremy Wright. Tell them Aaron Haskin and Angie Butler sent you. The car is amazing.

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.

Outstanding service and selection. Friendly and helpful owners and staff. Would highly recommend giving them a chance at your business

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.

Seriously this is the very first time I feel the need to write a review. I wish I had another way to promote these people. All my life, I have never seen such sincerity and sweetness around money. They are totally true and straight forward. Working with you and your budget towards your desire in the best way ever. Not an iota of pressure. They do not deceive you and present the attitude of doing you a favor like others do. Actually, they show u savings you've made which you knew nothing about. Matt and Brian are the perfect 2 to deal with when it comes to buying any car. We are super joyed and elated. I make it my duty to educate everyone I know about Willis Automotive. Another aspect is their online team. Makes everything so quick n splendid. They are xxxx polite too. I could go on and on....The experience at Willis getting our 2011 BMW 328 XDRIV was just Surperp!!!

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.

They made the buying experience great for me as a first time car buyer. Couldn’t ask for more personal people and better service. Ask for joe when you get there.

This car has met my needs and want's. Looking forward to comfort and reliability. Once again Lonnie there was no pressure in the buying process. Thank you all at Miller Motor's

Went in to buy a used Tundra. Got there, and the battery was dead. After negotiations were done, they still replaced the battery. Awesome experience, best I’ve had in awhile. I’ll be back.

One of the best vehicles I have ever owned! Dependable, lots of features, stylish, fun to drive on and off road. A vehicle you can enjoy and be proud of!

Third used car I've bought in the DSM area in past year, first time from Audi of DSM. Best experience of all three. Easiest process of all three. Best customer service of all three. Fastest turnover time of all three. What more needs to be said. Well done Audi of DSM.

Besides the hefty amount of recalls in the first year, overall has been the best Jeep I’ve owned. Super comfortable, very reliable in weather conditions. Can sit in it for 6+ hours a day without my back hurting (I have a rod in my back). Traded a hellcat for more comfort. It was worth it. Probably best adult decision I’ve made. Does pretty well on gas. (3.6L) I get about 584 range, sometimes 598 depending on how traffic is. However the interior could have been constructed of better materials. (Steering wheel stitching came lose but covered under warranty). Had it since end of March 23 with 25k miles already. No huge issues, never had to worry about screen issues (like what I’ve heard about 21-22 models). I would recommend this vehicle to anyone who is looking for an upgrade from previous body style GC, bigger suv with legroom, and enjoyable drive. I test drove a RAV4, CR-V. Ended up buying a 23 Jeep. Most vehicles in the market don’t have the technology the Jeep has. Toyota is a few years behind (& the road noise is unbearable), CR-V doesn’t have enough pep in its step ( Also the interior gives off impoverished/ barely any enjoyable features and buttons. Jeep is perfect. I love how a lot of options are in the screen but also below the screen. Not too cluttered.

First Class Service My car was done correctly and in and out in the time it was promised. I am extremely happy with Service advisor Dylan Schlerman.

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.

oe couldn't have been better. Bought a Tahoe from him two years ago and came back to him because he never tried to oversell us. You'll find this hard to believe but we came back today and traded four cars for four cars with him today. We traded the Tahoe for a Traverse and I finally got into a Trail Boss. We also traded the teenage boys vehicles and we did it all without getting divorced! Joe Koebke did it all while getting up and done a hundred times after having his hip replaced a couple weeks ago. Buying cars can be a lot of things, easy usually isn't one of them but Joe and the team made it easy today. Joe has earned our business by not being pushy and being persistent. Thanks Joe!

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.

Being 55 I have had dealings with plenty of dealerships in my time. Deery of Waukee, Iowa is different. We ran into some problems with a vehicle purchased and without the long story; I'll say this team stepped up and made it right. Thank you Juju and Jason H. You guys took care of us and made happy, loyal customers.

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.

I thoroughly enjoy being able to walk into a car dealership to just look around and sit in vehicles, without being chased around the parking lot by a salesman! That is Carmax. You can go in, walk right out to the cars and browse, and all of them are open, have stickers with pricing and details, and you can get a feel for them without being bothered; no hassle, no haggling. I have purchased one car though them and was happy with the test drive, the buying process and the car has been great. Thanks Carmax!

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.

I sent a request for availability of one of their cars via cars.com. I did receive a prompt email reply. However, I didn't proceed any further.

My 2002 with 300,000 and going strong.never a major problem..knock on wood.I am thinking maybe 500,000 if I get really lucky.4.7 a good strong engine with no burning oil at this point of its lifetime

Hassle free straightforward. Polite and helpful staff. Quick financing process. Knowledgeable staff able to answer all questions and help me learn to use my new cars features.

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.

I have been on a car hunt for a while now, and while I didn’t get a car at Deery, I received a lot of help from all the nice staff. Thank you Derrick for dealing with me and finding me cars even though I’m picky. Would recommend!

What a great look. I have bought several cars and trucks over the past few years, from 2 trucks for me and helped the family with other cars. I wanted to get something for looks and the 2025 Grand Cherokee fit the bill. Style and looks, 10 out of 10 in my opinion. Good on the mileage and performance. Great dealership and people at Ray's CDJR in Fox Lake. They treat you like you should be, with respect through the entire process.

Zach was great to work with. Once he knew what I was looking for it didn't take him long to find it. The truck deal worked out great. Doing paperwork at the dealership was fast which is huge to me.

Great,sport utility so far plan too keep it for a very long time.It's,the trailhawk trim the off road performance is amazing and get's great mileage.