Used Jeep cars for sale near Middlebury, IN under $1,000,000

I have purchase two vehicles from Phil Hammond. I have been working with him for a few years now and I appreciate him and his kindness. He’s honest and he knows his job and he’ll go beyond his call to make sure that your satisfied. Ask for Phil Hammond!

Bought this 2022 Compass Trail Hawk new for my wife. Earlier this year (2025) we landed a sweetheart deal on a new 2024 Wrangler Sport S. Guess who inherited the Compass ? I stepped down from a Grand Cherokee but I have no regrets. It has had a few electrical teething issues but all have been resolved and have not come back. The handling and fuel economy are much better than the Grand Cherokee. There are only 2 downsides..........the size of the gas tank (13.5 gal vs 24.5) and the cargo space behind the 2nd row seats. I have easily adapted to both ! I want to give a shout-out to our local dealership, Tri-City CDJR. Start to finish, an excellent place to purchase and maintain our Jeeps. BRAVO ZULU !

The employees at GROTE Automotive are very professional, knowledgeable and friendly. They went over and above to help us buy our dream car. Thank you so much GROTE Automotive for our help. You’re the best.

I purchased recently a used 2020 Cherokee Limited and it has turned out excellent, I have no problems or issues. The only minor issue that I have is the location of the cup holderss.

They worked on making my payment be done what affortable, they could probably lower the price of the car a little but overall was good

Like the look and has plenty of power we have the v6 option The interior is very comfortable with all the bells and whistles you can appreciate. We traded in a Liberty and the ride is so much smoother.

Great people! Especially Bree! She’s attentive and understanding! Everyone else was kind and they smile a lot! 👍🏻👍🏻. The vehicle I purchased was exactly as listed on their website!!

ISSUE WITH SUNROOF CLOSING, NEW ONE PUT IN SAME PROBLEM. IN COLD WEATHER SEVERAL DOORS WOULD NOT LOCK AT ALL. AT FIRST I THOUGHT THEY WERE FROZEN THE DEALERSHIP IS STILL NOT SURE WHY THIS HAPPENED. I WAS UNABLE TO DRIVE IT WHEN THIS OCCURRED. JUST HAD THE IGNITION REPLACED - CAR WOULD NOT SHUT OFF. I REALLY LOVED THIS CAR THE SUNROOF IS HUGE, MY FIRST NEW CAR, IT IS A LITTLE SMALL IN THE BACK SEAT FOR PASSENGERS BUT NICE, I LOVE HAVING A HATCH AND NO TRUNK TO MOVE THINGS IF I WANT. I HAVE ALWAYS WANTED A JEEP AND I ABSOLUTELY LOVE THE 4 WHEEL DRIVE AND OPEN FEEL OF THIS CAR. IT DOES VERY WELL ON THE HIGHWAY. THE REAL ISSUE I AM HAVING IS WITH CASTLE JEEP/ RAM IN NAPERVILLE,ILLINOIS COVRING THESE ISSUES WITH MY 100,000 MI WARRANTY.

I,ve had several Jeeps and Subarus and Chevys and my Compass Latitude 4x4 is as good as any for around the city and my freeway trips. Better than the Subaru for the highway and offroad. I feel safe. posted this as i feel some people are harsh and wrong about Jeeps. Do the required oil and transmission services as requested.

Jesse McCombs has been the best salesman and is the only one I will deal with. There are no games, quick responses, and he works hard to meet our needs.

Even though throughout the 18 years that I've owned her, I have put quite a bit of money into her, I feel that she's a dream!!

Walk in and out in less then one hour was finished. Even wash car with out asking. Overall very satisfied experience and left happy.would recommend

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

we where looking for a 4-cyl. 4x4 small suv, we bought the cr/v, happy oweners since jan.2012

This is the best Jeep Wrangler model ever made. The past YJ, TJ, JK models are great, but this Jeep JL 2018 Wrangler Sahara Automatic V6 is the best one yet. The comfort and modern amenities are top of the line. The 8” infotainment head unit and Alpine sound system is out of this world. The interior fits my family of four and has enough cargo space for a stroller, scooter, Onewheel XR and beach chairs. The exterior needs no introduction with its iconic round headlights and seven slot grill. Followed by a three piece removable top, which I managed to take off and put back on by myself. FYI, don’t try doing this by yourself. My final favorite thing about my Jeep JL is the ability to customize the Jeep with all of the amazing aftermarket parts and pieces. This allows you to take the best looking car on the road and make it your own.

Great service from my sales consultant and F and I. Bob Shell, Bod Roads and Brent in service were all very knowledgeable of the Audi. The whole buying process was very satisfactory.

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.

I had been shopping for a replacement car for several months. After trying at least 5 different dealerships, mainly in Michigan, I found a Passat listed for sale at Gurley Leep Motorwerks. I test drove two of them but decided against both. Joel must have paid attention to what I was looking for and my desired budget. He contacted me about a Passat they brought back in off of a lease agreement and let me see it before it was all cleaned up. None of the other dealerships gave me this type of consideration. It turns out this other Passat was exactly what I wanted, and Gurley Leep worked with me to get it to fit into my desired price range. I am a VERY happy/satisfied customer. I keep my cars for an average of 10 years, but I will definitely come back here when I need to get a vehicle. Dear reader: highest recommendation! And I don't give that rating very often.

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!

If you’re thinking about going to R&B car company RUN don’t walk! The greatest, easiest car buying experience of my life. Eddie & Aaron were the best to ever do it! Literally. I told Eddie what I was looking for and price range of what I wanted and he listened and got me into a great car in my price range. In and out of the dealership within an hour & a half! Aaron worked quickly on my loan approval and was super helpful throughout the process! I will never go anywhere else again! Found my permanent car spot! Thank you guys again! My family & I are so in LOVE with our new GMC Acadia! 😍

I own a 2018 Compass with 1.4 l gas engine, 125 kw, 170 HP. This is not mentionned in the article. And this engine is quite more powerful than the American atmospheric one. Still, the Jeep is not quick :) The gas pedal still 'creates more sound than speed' :) Giedrius, Europe

While I didn't purchase I was very impressed with this dealership. Dana waited on me and was a true professional in every aspect of the visit. Coffee was available and fresh. They pulled the car up for me to drive and Dana and I went for a cruise. Had the vehicle been in my price range I would have purchased at this dealership with no reservations what so ever. Great visit! Denny Merritt Sr.

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!!

I bought mine ( 04 overland) w/ 250k miles on it, in great condition. Owner had carfax for both his big diesel pusher and matching Jeep - it was towed the majority of its travels. It’s record of maintenance matched by almost half of motor homes service records. it has never had a single issue other than standard maintenance- I jokingly said ‘I’d drive it till it dies”. And. It looks like I’ll be doing just that- I think about it’s not so good ‘gas Guzzling’. But it’s a second vehicle, fits my grandkids,tows most of our toys and is comfortable and sure beats being stuck with 💰

Hello, my review is positive. I'm happy with my jeep compass limited. Stylish body design. I, like having fuel efficiency mileage. Pretty good performance and awd suspension. Comfortable heated seats. Plenty of cargo area for my items. Very cool ride, reliable fun to drive.

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.

Owning my 2020 Jeep Renegade Limited has been an absolute joy. This SUV strikes the perfect balance between style, comfort, and capability. From the moment I got behind the wheel, I was impressed by its smooth ride, responsive handling, and surprisingly spacious interior. The premium features—like the leather-trimmed seats, intuitive Uconnect infotainment system, and advanced safety technology—make every drive comfortable and convenient. Whether I’m commuting in the city or taking a weekend getaway, the Renegade Limited handles it all with ease. What really stands out is its versatility. The 4x4 capability gives me confidence in any weather condition, and the fuel efficiency is great for an SUV of its size. Plus, the unique design turns heads wherever I go—Jeep really nailed the balance between rugged and modern. If you're looking for a compact SUV that delivers reliability, technology, and a sense of adventure, the 2020 Jeep Renegade Limited is a fantastic choice. I couldn’t be happier with mine!

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.

Positive reviews, good vehicle choice. Awd suspension and a drive mode change selector. (Styling Vehicle) Good performance, fuel mileage is efficient. Comfortable seats heated, cargo area is spacious. Very nice quality interior design and the leather. Touchscreen stereo with navigation and other apps. Reliability, Good vehicle value!!

I have had my 22 High Altitude for about 4 months now and the only issue(s) I find are the following: MPG is not as advertised, it's not that great. It's around 24 average, I am about 50/50 city/highway driving - It's fine. It DOES ride like a Jeep - so it's not as "luxurious" as your higher end cars, but YOU BOUGHT A JEEP - The last snow storm we had in Cleveland was about 10" in 2 hours - No problem, even with 235/45/19 tires - Would be way better with not so wide tires. It's slow. Who cares? Are you driving in the F1? Nah - It's plenty. Interior is baller. Infotainment is great, comfortable. Heated steering wheel is a plus. IDK - I read these reviews and everyone is so picky - It's a nice ride. If you find you like it, give it a shot.

Our 22 Wagoneer Series II is awesome. So quiet and the ride quality is like there's a layer of cream cheese between the road and the tires. Totally reliable, nothing but oil/filter changes. Super roomy and comfy interior.