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

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.

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

David was a really good guy, I bought a truck last Friday and so far so good, I will definitely go back when myself or my kids need a vehicle, thank you David so much

Bought one for my son for college. Had 108K, now as 190K. Can't complaint. Safe, reliable and very comfortable. Did have to replace the oil cooler assembly, but that's a given on a 3.6. Other than that, tires, brake pads, the usual. It's been a winner.

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.

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.

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.

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.

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.

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!

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.

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).

Just got done with the best of car experience of my life Charles gave us forward when above and beyond to give me every available money for my trade of my former pick up truck They exceeded most dealers KBB value by $2500 They where awesome Highly recommend you buy your next car from Charles Gabes Ford

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.

Top notch dealership from sales (Karl F) to the service department everywhere at the dealership. Finance gets things done and I am looking forward to the next 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.

Excellent experience.bought a contract for 2 more service times and saved myself around $50. Service fast and had tv to watch while waiting in a clean waiting room

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.

Quick response and answered all my questions about the car I was inquiring about and the time.

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!

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.

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.

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!

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.