Used Jeep cars for sale near Crown Point, IN under $100,000

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

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 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 🥰

2024 refresh Willy’s edition 2 door soft top , love the refresh, most notably the radio 12.3” upgrade, I’ve owned 5 wranglers in the past starting with the 1988 model , prior to the 2024 I had a 2 door 2011 . Well built , great driving on an off road , amazed at the little turbo motor, smooth, great acceleration and gas mileage, around 20/21 in winter and 23/24 in summer , which I think is great considering the size , shape and 33” tires etc. overall super happy with my jeep , for me the refreshed Willy’s edition is the sweet spot in the line up

Quick communication and smooth process. Ov Perez was very professional, helpful salesman who made the sale a great experience.

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 used car from them a few weeks ago. Worked with D'Angelo as my sales rep and Stefan in finance. Both were very professional and easy to work with. D'Angelo was very knowledgeable about the car and its features even though it was not a Kia brand vehicle. No pressure sales just kept me informed about the vehicle and pricing. Stefan in finance was also very professional. He explained the optional items, their cost and coverage and let me make my own decision yes or no and was not pushy on selling me additional items I had no interest in. Would definitely recommend this dealership and will not hesitate to buy from them again.

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.

Trevor from Kennedy Mazda was such a great help! He was very informative about the CX-5 I purchased, which was great because I am new to Mazda. He was patient with my questions and made a point to let me know to reach out if needed anything.

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.

The shopping and buying experience was quick and easy, even pleasant. However a slight issue after the sale took almost a month to resolve. Many promised return calls were never received.

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.

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.

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!

Mike R was amazing. He even traveled to Chicago to bring our car to a different locations so we could see it. I would highly recommend this location.

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.

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.

From the time I walked into the establishment I was greeted and treated with respect. I love how the salesman was knowledgeable about the exact vehicle I came in for. He went above and beyond and through every obstacle that possible came my way. This car purchase was an early birthday gift to myself and I am so happy with my decisions.

I love my jeep Sahara I put a 2in lift in it and 20 in rims with 35 in wide tires , I took it on a 5000 mile road trip it did great on the highway and over the mountains of Colorado I hit a lot of snow and rain on the trip to the west coast and back to Oklahoma I loved the drive it does not drive like a sport car but better then my work truck does , for the whole trip I avg 20 miles to the gal even with the over size tires on it and the off road is just what you think a jeep would be , if you want a good on and off road then I say this is a good jeep for you

It is a great car, my uncle drove it in the west hamptons in New York to the beach. Very fun when the roof is not there.

About two weeks, I was in need of another used pre-owned vehicle. I like Fords. So I stopped in at Ford of Homewood on a Saturday. I was met by a very nice and knowledgeable sales representative named Juan. I discussed my needs, wants,and financial limits with him. After looking at several vehicles, we found a vehicle that met my needs and price. Paperwork was drawn up down payment made and that evening I was the new owner of a great 2015 Ford Escape. Barbara in the the finance department was most in helping me on the financial end of this purchase. Thank you Ford of Homewood. Enjoying my new vehicle.

Absolutely LOVE my 392 20th Yr edition!! She’s a stingray grey beast, that is just as powerful and fun to drive as my Ftype Jaguar! The detail and design is comfortable and I am addicted to the powerful exhaust rumble on her! Puts any previous year Wrangler in a different class- my opinion, after having other Rubicon’s. Well worth taking the leap and spending the +$100k on her! No regrets!

I purchased my car from here and the process was so smooth. Everyone was friendly, and I love my Monte Carlo.

She's the best little Jeep ever. She spends a lot of time up in the mountains of Northern Utah and I have never had any problems. I drive her to work and back every day and she is as reliable as a brand new car. She's just a great vehicle to own

I had a very good experience with caleb alvardo with purchasing my 2024 honda rideline

Thank you, Imperial Jeep and Hany Arian, for the recent great car buying experience; I got a Jeep Wrangler which was very competitively priced, and I got a very fair price for my trade-in. Also, thanks to Sales Manager Bob Baillargeon for supporting and developing significant car-buying solutions. Hany went above and beyond to ensure we were satisfied with the car-buying experience and wrapped the paperwork seamlessly. I recommend this car dealership. A big thank you to Bob and Hany!

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.

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!

Great team, great service, highly recommend them! Go purchase your next vehicle with them! Ask for Sam

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.

Jim and James father and son very professional duo I want to thank you both so much for working with me and being so present in your jobs. Thank you both so much.

Bought the vehicle with 30,000 miles. Turned over 100,000 this week after four years. ZERO unplanned visits to the dealership. Just normal oil, filters, wipers. Since we tow a 3500-pound boat, decided to replace the brakes at 80,000 miles, turns out there was still plenty of material left. Infotainment screen developed minor delamination this spring. Was still working fine but decided to replace it anyway. Easy replacement job for $350 with YouTube help. Lowest maintenance vehicle we have ever owned.

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.

After searching for a car from over 300 miles away, and looking for a relatively rare Audi, I stumbled upon the exact car that I was looking for! The only hitch was that I was far out of state, with a child due any day, and frustrated by financial institutions being hesitant for an out of state purchase. John, thank god for him, helped me through each step of the way. After I had finally found financing that would do what was needed, my child comes! Needless to say, I was unable to immediately go get the car, but we worked out a way to take care of that issue as well! The car is immaculate, and is everything my growing family needed! Thank you John for working so well with us in this crazy time, and for being so straightforward and honest. It was refreshing and truly appreciated more than you know.

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.