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Used
Jeep cars
for sale
near
Winfield, IN
under $899,990
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Used
2023 Jeep Gladiator Rubicon
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2016 Chevy Cruze Limited
they were very patient did not push me into anything the service was quick the only thing they talked me into was a extended warranty.. hope I never need it and hope it is as good as they say Enjoy
MOST importantly it is a JEEP.
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!
Used
2022 Jeep Grand Cherokee 4xe Summit Reserve
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Reviews
A legitimately high-end vehicle supported low-end
I have had several hybrid SUVs, Lexus and Mercedes, and this is at the top of the list for me. The hybrid drive is seamless, smooth, and responsive at all speeds. This is the largest hybrid SUV I have owned and yet, it is the most fuel efficient. Amazing mileage around town (50+ mpg) and highway cruising with the little 4-cylinder is very efficient. At highway speeds the transmission keeps the small internal combustion engine from working too hard but when power is needed for passing the combination of torque from the electric power plant along with the turbocharger provides instant responsiveness. Inside, the SUV is roomy and luxurious. The finishes benefit from the Italian roots of the owners to provide a beautiful harmony of design with soft supple leather and rich hardwood trim. The electronics work extremely well from the MacIntosh sound system to the driver assist and lane-keeping features that virtually drive the vehicle for you. The seat air conditioning and built-in massagers make even long driving trips relaxing. Yes, there have been some recalls, expected in an early edition of a new model. The only negative has been in servicing the recalls. Jeep dealers are still basically just old Chrysler/Plymouth/Dodge operations that are not prepared to handle high-end vehicles and the customers they attract. Too few technicians, and poor scheduling between the service writers and the shop. The service waiting areas are designed for truck drivers not owners of luxury automobiles. Stellantis may have upgraded the vehicles to a much higher level but their achilles heel is the dealer service network.
Used
2016 Jeep Patriot Sport
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Features
Reviews
Amazing
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.
Perfect customer service!
Mike at Bronco Motors Original made the car buying process simple and easy. Being a first time buyer not having much of an idea, Mike did a great job making sure everything I needed to do was clear and precise. I appreciate everything done by him and the experience was quick and simple. The jeep runs so well, it has plenty of space to transport everything I need and is overall an awesome first car. Great experience overall. Thanks again Mike!
Used
2018 Jeep Grand Cherokee Laredo E
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Reviews
Mr Marcel Potvin To me CarMax is number one in car
I could not get a decent car any were CarMax put me back into the drivers seat i will recommend CarMax to anyone Andrea and his team in Tinley Park are truly number one in car sales . Marcel Potvin.
Because it a great car because the car has 118k miles on
Because it a great car because the car has 118k miles on it and its only 15,371 dollars and its used and works very well
Used
2019 Jeep Grand Cherokee Limited
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Features
Reviews
Our sales person Micah was great to deal with and
Our sales person Micah was great to deal with and answered any questions we had. I would definitely recommend anyone use this dealership. Hopefully twe have the same experience with the service department.
The 2019 Grand Cherokee Limited was the Jeep I had my eye
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.
Used
2024 Jeep Grand Cherokee L Limited
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Reviews
About two weeks, I was in need of another used pre-owned
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.
I have never owned a Jeep before and barely even
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.
Used
2008 Jeep Commander Sport
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Need a car
I recently purchased a vehicle and can honestly say hands down the best customer service I received! They were very helpful with all my questions and accommodating. The gentleman who helped me with my loan was very friendly and made the process easy. I will definitely be purchasing from them again.
Very nice car
Very easy to drive nice looking car very comfortable love the third row seat and the ease of getting to it the seats fold up and you have easy access
Used
2020 Jeep Compass Limited
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Reviews
Ashley did an excellent job presenting the vehicle and
Ashley did an excellent job presenting the vehicle and making sure we understood all the many options.
I love my little JEEP compass!
I love my little JEEP compass! It’s runs well and is perfect for me and my needs! Holds all the baseball gear and more in the trunk!
Used
2023 Jeep Wrangler 4xe Willy's
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Reviews
Great service
I was in and out in less than an Hour. Everyone was very pleasant, the paperwork was explained in detail. They allowed me to leave my other vehicle there until someone took me to pick it up. From the time I entered ti the time I left I felt very comfortable.
Approaching 25,000 miles and we haven’t had any issues.
Approaching 25,000 miles and we haven’t had any issues. I actually enjoy choosing whether to run on electric or gas based on what my journey is. If you just put it in hybrid mode, you’re not utilizing the efficiency of the engine. My advice, think about your journey. If I’m jumping on the highway to then head into the city, I run it on gas on the highway then switch to all electric in the city -no point wasting the electric with highway driving! Then I use up the last of my electric when google tells me I’m X miles from home when I still have X miles of electric remaining to use it all up. When we just do local drives less than 25 miles (grocery, day care pick up etc.) we can literally run off electric only for days, even weeks. It just takes thinking about what your journey involves. Crawling traffic for a 5 mile slow down ahead, I’m on gas until I hit that traffic, then switch to electric. We’ve taken this Jeep (Willys) through plenty of winter storms with feet of snow and ice, never needed to use chains with its AWD or 4WD to choose from. Hopefully the great reliability continues.
Used
2011 Jeep Grand Cherokee Laredo
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Reviews
Everything went perfectly.
Everything went perfectly. The car ran smoothly, and I was very happy with the process. It was quick, easy, and completely hassle-free. Overall, a flawless experience. Highly satisfied..
Bought one for my son for college.
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.
Used
2024 Jeep Grand Cherokee Laredo
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Reviews
Great sales staff, personable, patient
Our salesperson was Faye. She was laid back and not pushy. I really appreciate her patience with us. We gave her a price point and she helped us to reach it. I wish all sales people were as professional and personable as she is. We would definitely recommend her and your staff for our future needs.
Have owned Jeeps for 35 years.
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
Used
2024 Jeep Grand Cherokee Altitude
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Great place to do business
A fair price was advertised for the used car we were looking for. It made it worth the trip for us to buy from Pearl. Nick and Chris were great to deal with. Very friendly and honest. The whole experience was low pressure and hassle free. The process was quick and easy.
This is my 2nd Jeep Grand Cherokee (previous one was a
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!
Used
2024 Jeep Grand Cherokee Laredo
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Reviews
Go See Joe
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
My husband and I love our Grand Jeep Cherokee we
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.
Used
2022 Jeep Grand Cherokee Overland
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HELP WAS FOUND!
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..
My opinion of 2022 Jeep Grand Cherokee
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.
Used
2023 Jeep Grand Cherokee Limited
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Reviews
An Outstanding Car Buying Experience at South Oak Dodge
An Outstanding Car Buying Experience at South Oak Dodge Chrysler Jeep Ram of Matteson, IL Our recent car buying experience at South Oak of Matteson, IL was nothing short of incredible, thanks to the exceptional help and expertise of Ryan Ganser, the Finance Manager, and Aaron Mathews, our Sales Professional. From the moment we walked in, Ryan and Aaron created a warm and welcoming environment. Their knowledge and informative approach made us feel confident and well-guided throughout the entire process. Ryan's financial expertise ensured everything was seamless, while Aaron's professionalism and personable manner made us feel valued as customers. We left with not just a vehicle we love, but also the joy of knowing we made the right choice with South Oak. We would highly recommend Aaron Mathews and Ryan Ganser to anyone in the market for purchasing a vehicle—they truly set the standard for customer service and excellence.
Natural upgrade choice
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.
Used
2021 Jeep Grand Cherokee L Altitude
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I want to thank Joe Collins for the wonderful service I
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 🥰
This has been an amazing vehicle!
This has been an amazing vehicle! Super comfortable and will buy again. Loved all of the tech and comfort features to make each trip the best. I have owned a lot of cars and this one has the most intuitive features by far.
Used
2008 Jeep Wrangler Rubicon
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Best vehicle we’ve owned
None better, our wrangler has been the most reliable, dependable, and durable vehicle we’ve possessed in nearly 25 years. Beep, beep...we love JEEP Cherokee, Patriot and Wrangler
Used
2023 Jeep Grand Cherokee L Summit
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Reviews
Wonderful buying experience!
Wonderful buying experience! Rich was friendly and very knowledgeable. Finance process was a breeze. Highly recommend this dealership for your next vehicle.
i recently had a 2023 for explorer it was a good truck
i recently had a 2023 for explorer it was a good truck never a problem but not a comfortable as the jeep grand Cherokee l front seating is amazing no issues at all i did my research and made sure i bought one with the German transmission its a good idea to check that only thing i can say on the down side seam to be a little under powered but i can live with it decent milage 20 around town.
Used
2017 Jeep Grand Cherokee Laredo
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Reviews
Great!
Great! Everyone is always very friendly and professional. The waiting area is always nice and clean. And the waiting time is not bad at all. The free car wash is very convenient also.
2017 GC Limited 4WD.
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.
Used
2023 Jeep Grand Cherokee Altitude
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Reviews
(thank you)
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.
Great overall
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.
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
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Jeep under $899,990 by city
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Jeep under $899,990 in Winfield, IN
201 Great Deals out of 551 listings starting at $1,900
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Jeep under $899,990 in Lakes of the Four Seasons, IN
180 Great Deals out of 478 listings starting at $1,900
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Jeep under $899,990 in Crown Point, IN
260 Great Deals out of 757 listings starting at $1,900
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Jeep under $899,990 in Merrillville, IN
279 Great Deals out of 826 listings starting at $1,900
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Jeep under $899,990 in Hebron, IN
156 Great Deals out of 413 listings starting at $2,800
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Jeep under $899,990 in Shorewood Forest, IN
169 Great Deals out of 456 listings starting at $1,900
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Jeep under $899,990 in Hobart, IN
259 Great Deals out of 757 listings starting at $1,900
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Jeep under $899,990 in Aberdeen, IN
164 Great Deals out of 446 listings starting at $1,900
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Jeep under $899,990 in Lake Dalecarlia, IN
259 Great Deals out of 712 listings starting at $1,900
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Jeep under $899,990 in Salt Creek Commons, IN
169 Great Deals out of 456 listings starting at $1,900
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Jeep under $899,990 in Cedar Lake, IN
289 Great Deals out of 839 listings starting at $1,900
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Jeep under $899,990 in New Chicago, IN
277 Great Deals out of 801 listings starting at $1,900
Jeep under $899,990 in Winfield, IN by model
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Jeep Compass under $899,990 in Winfield, IN
32 Great Deals out of 101 listings starting at $1,900
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Jeep Grand Cherokee under $899,990 in Winfield, IN
33 Great Deals out of 101 listings starting at $2,800
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Jeep Cherokee under $899,990 in Winfield, IN
17 Great Deals out of 59 listings starting at $4,300
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Jeep Wrangler Unlimited under $899,990 in Winfield, IN
10 Great Deals out of 55 listings starting at $11,495
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Jeep Grand Cherokee L under $899,990 in Winfield, IN
23 Great Deals out of 43 listings starting at $19,500
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Jeep Wrangler under $899,990 in Winfield, IN
16 Great Deals out of 31 listings starting at $8,995
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Jeep Gladiator under $899,990 in Winfield, IN
11 Great Deals out of 26 listings starting at $19,990
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Jeep Renegade under $899,990 in Winfield, IN
10 Great Deals out of 20 listings starting at $7,450
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This vehicle is certified pre-owned, backed by a manufacturer warranty, and typically undergoes a rigorous multi-point inspection to ensure quality and reliability.
This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.
