Used Jeep cars for sale near Town of Pines, IN under $19,994

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.

This is the fourth Subaru we have bought from Castle Subaru. Dave set us up with Cheyene who helped us get exactly what we wanted. This will primarily be my wife’s car and they did everything to make her happy. Then we got to work with Stephanie who worked with us so we could creatively pay for the car without a loan. We are extremely happy with this team effort. There is a reason our family has bought all of their Subarus from Castle!

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.

The process was very easy and quick. Kenny really helped out a lot and got us exactly what we were looking for. Definitely will be coming back in the future and recommending to others.

Bought my first JEEP at 56 years old with 123k on the clock the 3.6 is a great little 6banger has cold air intake , yellow top Optima battery 3 in. lift on MT 35s with Rough Country suspension, rock lights , Niilights out front and back on and in Rough Country bumpers and 10k lb winch up front with new Peddle Commander under the dash .

Had a great experience working with Dave W. to bring home my new Golf GTI 380 Autobachn

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.

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!

Real curtious and knowledgeable staff I would tell my friends and family about this car lot

Bought my 2017 Overland 2WD preowned with 74k miles. It’s now Feb of 2024 my Jeep’s got 135k on the odometer and I’ve never once had an issue. I occasionally get car fever, start looking at cars online, but the second I jump behind the wheel of my Grand Cherokee I smile and decide to keep it for a little longer. I still love the look, it’s super comfortable, has plenty of power, all the bells and whistles I want (and beyond), and I love the fact not every single thing is touch screen as most modern vehicles. I love I can turn up the volume, operate the AC and many features with good ‘ole KNOBS without taking my eyes off the road.

My dream car since a teenager was a grand Cherokee and when I finally got one in 2021, I’ve loved it the same ever since. They are bold in appearance and look like a strong vehicle. It has always run beautifully and I have had no issues thus far since 2021 and now it’s 2024. Very comfortable interior and attractive to the eye. Love love love my car.

I've owned 3 Jeep products (2 Cherokees, and 1 Wrangler) and bought Cherokees 3 for my kids. Now they bought their own. Reliable, durable, and affordable. I love my 2017 Altitude. Looks great. The only thing I had to replace was a water pump at 80,000 miles.

Mike the sells rep was very professional and helped me with what I needed help with

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 !

Go see Joe, he is the best salesman!! cares about his customers he is kind and knows his stuff. If I ever bought a car again I would go back to see Joe. They gave me an IOU for things that needed to be fixed two little things and when I went in Joe was right there ready to help

We purchased a 2024 Jeep Compass Limited Elite. This vehicle has far surpassed our expectations for comfort, handling, road noise and quality. There is very little road noise we hear inside the vehicle, and this allows us to keep the radio turned down to a comfortable level. Handling is exceptional and very responsive. The driver safety features of lane guidance, adaptive cruise control (my favorite) and 360-degree backup camera are now features we will not go without after experiencing first hand performance. Thank you Jeep and Jeff Belzer CDJR of New Prague, MN

The service advisor was very polite and helpful. The dealership is very clean. The advisor keeps the customer updated on the services the car is receiving in the service area.

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.

I?ve had so many issues from this dealership since I?ve purchased my vehicle. Brought it in a few times and always had terrible service with poor communication. This last time bringing in my vehicle Megan (service advisor) has been a great redemption to what I thought of this place. She has always been super friendly, straightforward, and on top of that with great communication. I want her specifically every time going forward I come in to the service department. 10/10 employee and I never leave reviews. She made me want to write one. Thank you

Vehicle handles well easy to park and maneuver I don’t like the fuel tank capacity very small also I don’t like the fact it has no spare tire unless you purchase it for three hundred plus you offer a air compressor which is great for a slow leak but don’t get a blow out in the boondocks you’ll be screwed. I don’t think a space saver spare will break the bank.

I want to humbly thank Mario and Neville for their friendliness and professionalism. I wasn't able to purchase a vehicle but the dealership was clean and all working there were very professional. Thank you, thank you.

Overall, pretty decent car. As professional reviews will note, the transmission is a little finicky, but nothing over the top. Learn to work with it, it works with you. Bought this car used last year with 68k and I drive a lot, so I've already put 30k on it. Handling wise, this works great, even in the snow (FWD, not 4x4). Good cargo room, and room for the kiddo's carseat. Now, this is a Jeep, and hasn't been without issue. The front struts have been replaced, probably as part of my driving style and the rough roads in my area. Part of the bumper got pulled off a while back, not a big deal. Mechanically, decently sound, the car has thrown a few check engine lights but for non-issues. It had an issue a while back where it would turn off or restart on its own when stopping (not to be confused with the auto-stop, which is annoying but can be turned off, this car would just flat out turn off), but that fixed itself. Developed an engine tick that does appear in Jeeps, but that has also righted itself. As such, no major maintenance has needed to be done besides my struts. So all in all, it works. If you're in a situation like mine, yeah, buy the 2019.

We just bought our Bronco HLE this week from AutoPark Ford Laporte. Wow, what a team! Tim( sales consultant) and Dave( Finance Manager) were exceptional from the start! I asked a ton of questions and received answers on all of them. They had a very rare Bronco Heritage Limited edition and charged me MSRP, almost the whole country was charging 5-25k over MSRP. They received 3 other calls but gave me time to make my decision and do my research and never for one second made me feel pressured or played any “sales games”. I have spoken with many dealers and this was by far the best dealership I have ever bought a car from. Dave is finance was awesome, he was so fair with pricing and worked hard to find the best rate and gave me breaks on pricing for the add ons to ensure my families bronco stayed on great condition long after I left the lot. The customer first approach was evident from the first contact to the follow up on my 5/6 calls to Tim after to learn the complexities of all the new tech on the Bronco! What a great team Brent ( manager) has assembled! If you are looking for a hassle free, customer centric experience at the best pricing - you better call this team! The Gallaghers

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 like this car a lot. I gave up a lot of interior space when I traded in my Journey for the Cherokee and the ride is not quite as smooth along with less gas milage but every other way it is far superior. Love the 4x4 and how it handles in snow. The interior design is very nice as is the exterior design. More sleek. It is still a nice comfortable ride, especially on the highway. It is much more reliable than my last car. The seat and steering wheel warmers are an extremely nice touch. Yea, I like the Jeep Cherokee very much.

Alexandra help us solved our problem, We had to sell Grandmas Car without a title in short time in town. They gave us what we wanted without a title in a few hours at CarMax. This was an unimageable process that Alexandra help us through....Alexandra was Calm with Great Compassion. We Appreciate Alexandra and CarMax Thanks again..

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!!!

Excellent experience at DriveTime everybody was top-notch it also I sales guy Brian Johnson thanks very much yes I would recommend this place to anybody but like I said top-notch people go there enjoy

Well balanced designed to take you on rough drives without confort sacrifice. Excellent driving position that makes a pleasure to drive. Giving you full control and a sense of security when driving on slippery roads. I drove It over the Rockies and the Sierras enjoin the beauty of those places.

I picked the Jeep Renegade in the Trailhawk model because it is the only car in the compact category that also has excellent off roading capabilities. It completely beats out the other "off road" vehicles in its class like the Crosstrek or trailblazer. It also works excellent as a daily driver and great on long highway drives, having way better gas mileage than a pickup or wrangler. No road noise like you get in a wrangler or a truck with big off road tires. I've had this car for a little over a year at this point, with about 7000 miles, and the only thing I can say was any kind of issue was I got warning lights on my dash for the lane sensors, but they were just dirty and a quick wash fixed that problem. I can't say much for reliability just because the car is still so new. I have the leather trim upgrade that you can get with the trailhawk, but even with that the quality of the interior is lacking compared to other vehicle brands at the same price range and category, like the Crosstrek, but looking at Jeep's other vehicles like the Gladiator or Wrangler, it fits right in. Everything does feel high quality. I'm very picky about road noises and rattling panels or vibrations while driving, and I haven't had anything at all yet with this vehicle even when driving on rough roads or hitting bumps. The only reason why I gave this car a lower interior rating is just because of the excessive use of plastic. The exterior is very unique. At first I absolutely hated the blocky look of the renegade, but with all the iconic Jeep stying mixed in and the upgraded look of the trailhawk front bumper, I have grown to really love the way this little SUV looks. The blocky shape gives it extremely good headroom and gives it extra cargo space in the rear. The trailhawk model has armor on the underside to prevent damage by anything you're climbing over when going off road. There are some gaps in the armor that you can fill with available aftermarket parts. I will say that I think the cardboard box aerodynamics are the main reason why the gas mileage is so poor even with such a small engine. With about 55/45 split between in-town and highway driving respectively, on roads with large elevation changes, I do still get 24 mpg combined which is decent. The road handling is also great, the Renegade is a very light car, and even with being a little top heavy it zooms around corners almost like a small sports car. The 1.3l engine is surprisingly torque-y, it took me a little while to get used to being gentle on the throttle, the first few gears are very deep and the tiny turboed engine makes 210 foot pounds of torque so it will launch very quickly until it gets to 3rd/4th gear. The absolute worst and best thing about this car is it's transmission and the way it's programmed. In regular driving, it seems like the transmission has to stop and think about what gear to go to, so swapping gears is a little slow and not as smooth as other cars. At the same time, the transmission is the main reason why this car does extremely, unexpectedly well off road and in poor driving conditions. It will always keep power to wheels that have traction, and so gives impressive control. I have driven this up a mountain trail in the middle of a Montana winter and it felt like a leisurely drive, even purposely drove into tall snow drifts to give myself a challenge and plowed over them without any issue. When I got to the peak in my stock renegade trailhawk the only other vehicle on the peak was a modified, lifted Tacoma with large off road tires that had chains wrapped around them. I'm extremely impressed with how well this compact SUV really does off road. Overall I'm extremely happy with my renegade, and hope to have it for the next decade as a light trail/off road adventure car and daily driver.

I want to thank Joe Collins for the wonderful service I received today. From the time I arrived I was welcomed with a smile and knowledgeable service. Joe and the technicians that serviced my Caravan today I want to say Thank you. Someone asked me why I bring my vehicle here for service this is why! I would recommend Castle Chrysler Dodge Ram of Chesterton. I have been a customer now for over 5yrs. and they have always been top notch. You have earned a 5star from me. That's why I'll always return. Happy Holidays to the entire staff and especially to Joe Collins for all your kindness 🥰

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.

Andrew was great!!! Very friendly with great customer service. We are very very happy with our new car!!

Interior is wonderful, love everything about this vehicle. Drives great, looks great, and was very affordable. I just feel very safe in this vehicle and I love it.