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

Tom was great to work with. All staff was very nice. I would recommend to anyone looking for a great vehicle. I will be a return customer; )

I’ve owned a Sahara unlimited for 2 years then purchased a 2019 sport unlimited, hands down the two best cars I ever drove, they don’t exceed in any one category besides getting you where you need to be in style!! I’ve loved every minute of my jeep wrangler!!

They were so helpful and so polite and was willing to assist me in all my stressful wants of a used or new vehicle. I can't wait to go back and pick out the beauty I want..

This vehicle will always be available. I’ve had 3 other vehicles that came and gone, and the Jeep is still here with 140k. I guess I’m a Jeep Geek

I recently purchased a car from Audi of Des Moines, and I had the pleasure of working with Amar. From the moment I walked into the dealership, Amar was incredibly friendly, nice, and professional. He made the entire shopping experience enjoyable and stress-free. One of the highlights was the test drive. Amar was enthusiastic and knowledgeable about the Audi A4, sharing detailed insights that really helped me understand the car's features and capabilities. He answered all my questions thoroughly, ensuring I felt confident and informed about my purchase. Overall, I'm extremely satisfied with the service Amar provided. His dedication to ensuring a positive experience was evident throughout our interactions. I highly recommend working with Amar at Audi of Des Moines if you're looking for a seamless and enjoyable car-buying experience.

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.

Very knowledgeable group of folks. I was happy with the experience. I surely would recommend these folks any any automotive question. I enjoy talking with knowledgeable folks

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

Another great new car buying experience at Bob Brown Chevy. Thanks to Clyde Birks for making it a stress free and enjoyable experience. This is second new car purchased with Clyde.

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 came in for an oil change and they were nice enough to wash the car. They told me I need a new engine filter which I will get soon. They topped off some fluids.

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.

I worked with Kirk at Deery Waukee and had such a great experience purchasing my 2021 Palisade! Good communication, extremely helpful, and I felt like he really had my best interest in mind. Everyone I spoke to was so kind. I received a follow up call shortly after my purchase to make sure I was loving it. Thank you!!

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.

purchased a new truck from Deery Brothers at the end of January. My experience was exceptional. Elizabeth James was my sales person, and she helped take care of all my needs. When I found the right vehicle she stayed after closing time and made sure I was helped until the end. I would more than recommend her to anyone for a great car Buying experience.

They care overall is great. Fred is fixing any of the little things that we knew about it prior to me taking it!!! Fred added on so much and is putting new tires on and fixing any of the little things!!!!!

When you reply to a car search request for more photos it behoves you too include the vehicle and the dealership identifiers in your email, before demanding identirying info from buyers. This dealer accomplished that miniimum standard. Sadly, across the board dealers are so bad at this that carmax gets 4 stars.

Visibility and size are what I need. 4WD, clearance for snow. Rather tight interior, not suitable for more than two. Auto Park is very confusing. Not auto parallel Park. Car will stop while backing out of parking space, won't move if a somewhat complex procedure is not followed.

Excellent selection of quality used vehicles. Priced very fairly, but low-balled big time when wanting to sell them my current vehicle to the tune of nearly 20% below KBB trade-in value.

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!

Corvette maintenance . Bob Lundy was service advisor and Josh was my tech. Both highly recommended. Even sent a video on completion of what was done. A++ to both

My Jeep journey started with Patriot, followed by Cherokee, and recent upgrade to Wrangler. Each one had it's advantages over the others. Most notable changes are in electronics and interior design. Embedded computer with focus on non-stop entertainment is a distraction for a vehicle used in exploring the nature. The computer should not wake up when you open any door to load or unload things. Doors removal option is way less important than towing capability or surrounding sensors that help with parking, backing out of the garage, or changing lanes in heavy traffic. Wranglers gas cap and the hood should come locked by default. Phone pocket is too narrow for Samsung and there is no simple way to mount it elsewhere. Window control should be on the doors instead of crowded dashboard. Noise in Wrangler is higher than other two models I owned in the past.

Recently bought a brand new vehicle.. Everyone was friendly, not pushy, answered all questions.. helpful, they made everything so easy.. 100% recommend to anyone out looking for a new vehicle!!

Was at dealership shopping and this new Jeep Cherokee Lattitude came in on transport. Wanted it the minute I saw it. Jeep dealership had ordered it custom with every option I wanted. Blackout package, V6 a true dual exhaust, sport, power everthing, 4x4 etc. The 4x4 is excellent and never failed me! Its been flawless, aftermarket tuning has turned it into a screaming black speed machine. 112,000 miles so far. No issues with anything! Would buy another if they still made this Cherokee Latitude Special! One very satisfied customer!!!

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

Bought brand new 9 miles on it now 5400 went from Iowa through Colorado to Arizona no problems other that forward Collison sensors getting dirty and the auto stop start not always working.I used rock mode on my trailhawk in canyon land it was a blast

Jasmin approached us outside and helped us with our search on a new vehicle . test drove the Camry and fell in love. we also looked at the vw and it would not start.

I drive a lot my car is a 2014 and it has currently 277,400 miles and still ticking. I’ve had very few maintenance issues overall the basic wear and tear as expected! I didn’t expect it would last as long as it has but I am being pleasantly surprised. It is great on gas compared to most SUVs and overall a comfortable car !

Great experience with them. Things went smoother then I could imagine. Would definitely shop there again. Would definitely recommend them to anyone shopping for a vehicle.

My wife and I bought a 23' Jeep Compass Limited with 15K miles. We were looking for something small but also a vehicle that could offer 4x4. My initial impression of it at the dealership was that it has an awesome exterior paint color (granite crystal) and black wheels to compliment it. The car drives great on the highway and city. It's a very comfortable ride and the car can turn on a dime! I am currently averaging 30 mpg while commuting to work each day. I have noticed the car will sometimes have difficulty up shifting. As long as I apply more gas it eventually gets over it. Not a big deal for me as my last vehicle would do the same thing. The rear view camera is nice on the Compass, however it is completely useless at night. Overall we are very happy with our purchase.

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.

driving now 1 1/2 years. still love it. 59,000 mi. rec. chang rear end oil. mine had broken bits of gear. much better now. leaks from windsheld area, gotta work on that. overall still jeep'n--- please stop putting ducks on my jeep

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.

I have never owned a Jeep before and barely even considered an SUV. I've always been a luxury sedan guy, but this Jeep Grand Cherokee L Overland 4x4 has completely changed my mind. The exterior and interior designs are on par with most SUVs and remind me of the luxury sedans I have previously driven. Tech options are better than I've ever had in any other car. The ride and comfort are better than anything I've ever experienced before. Very dependable so far but I'm still under 1000 miles. I'm very pleased with my purchase decision.

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!

MOST importantly it is a JEEP. If you want a luxury vehicle, buy one, if you want a full-size truck, buy one, if you want a sports car, buy one, the Jeep Gladiator is none of these. It is designed to be a mid-sized pick-up yet still be a Jeep, it does this PERFECTLY. I have owned 9 Jeeps over the years, as early as 1978 up through 2006; the Jeeps today are full of more amenities and comfort than they ever have been in history. I have 2 Gladiators; a '23 Mojave, and a '23 Diesel Overland, both of them are INCREDIBLE vehicles on and off road, and MORE than fit the bill for a light duty pick-up, superseding most others on the market, and I am even comparing to any of the 5 Tacoma's I have owned. If you are in the market for a light duty pick-up, you can't beat it; whether it is a loaded up graded model, or even the base model, it is still a truck with 4WD, straight axles, and still available with a manual transmission. VERY happy with both of mine!

Bought 2 vehicles in the last week , Joe are salesman’s was very professional and very helpful staying on task and going out of his way to make sure we got what we wanted . The dealership is full of helpful people and everyone friendly . The building itself is amazing , spotless, everything looks brand new , well kept . We bought there for years and will keep doing so.

The Sahara high altitude with the sky one touch roof is awesome. The one touch opens or closed in 15 seconds. This is a game changer as we do not hesitate to open the roof in all different weather conditions. Reason is if bad weather or hot weather gets us we can have the roof closed in little time. The ride is very smooth. Noise is low at highway speeds. Overall, we really all the accessories and sound system. Definitely, recommend.

The customer service was excellent. My Service Advisor, Michael Dabney, was extremely helpful. He kept me updated on everything and talked me through everything that had to be done. The video I received from the Technician was very helpful. I was very satisfied with the whole experience.

It’s currently summer 2025, I’ve owned my 2020 Wrangler Sahara since spring 2021. I LOVE my jeep and have had ZERO issues with it. This is my 2 nd Wrangler, first one was 2915 New. No issues with it at either. Mine is a 4 cl turbo. I didn’t want that I wanted a 6 cl. My husband convinced me to buy it and I’m glad I did. I have 59,000. Miles currently and I haven’t had to replace anything besides general maintenance.